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5820 Gasparilla Road Unit Slip 35, Boca Grande

Generous proportions and a prime Gasparilla Island location distinguish Slip 35 at the newly renovated Uncle Henry’s Marina. Measuring 25 by 65 feet, the slip offers substantial space within a full-service marina at the island’s north end, with convenient access to the Intracoastal Waterway, the Gulf and the exceptional fishing waters surrounding Boca Grande. Situated between ICW Markers 20 and 22, the marina combines a sheltered setting with fueling facilities and boating services. Downtown Boca Grande is a short ride away, placing the village’s restaurants and shops within easy reach after a day on the water. Owners may install a No Profile “Cradle” boat lift at their own expense. For boaters seeking a well-positioned island base, Slip 35 offers an appealing combination of size, service and access. Ownership is conveyed through a subleasehold estate.

Gulf Shores North SubDv. ⋅ 33921 Zip Code

Generous proportions and a prime Gasparilla Island location distinguish Slip 35 at the newly renovated Uncle Henry’s Marina. Measuring 25 by 65 feet, the slip offers substantial space within a full-service marina at the island’s north end, with convenient access to the Intracoastal Waterway, the Gulf and the exceptional fishing waters surrounding Boca Grande. Situated between ICW Markers 20 and 22, the marina combines a sheltered setting with fueling facilities and boating services. Downtown Boca Grande is a short ride away, placing the village’s restaurants and shops within easy reach after a day on the water. Owners may install a No Profile “Cradle” boat lift at their own expense. For boaters seeking a well-positioned island base, Slip 35 offers an appealing combination of size, service and access. Ownership is conveyed through a subleasehold estate.

5820 Gasparilla Road Unit Slip 35, Boca Grande

5854 Gasparilla Road Unit MV20, Boca Grande

$1,240,000

Beautifully renovated and offered turnkey furnished, this coastal inspired two bedroom, two bath residence is ideally positioned on the coveted second floor within Marina Village at the Boca Grande Club. Encompassing 1,226 square feet, the condo is thoughtfully designed and drenched in soothing coastal hues and curated décor, creating a relaxed yet refined island retreat. The open living areas feature ceramic tile flooring with a warm wood appearance, perfectly complementing the home’s breezy beach aesthetic. The updated kitchen is equipped with new appliances less than two years old and a brand new washer and dryer, offering effortless everyday living. Both bathrooms have been tastefully remodeled. The primary bath showcases beautifully selected tile, a dual rain-head shower, and a frameless glass enclosure, while the guest bath features a stylish tiled shower with a rain-head and frameless glass. Beadboard detailing in the bathrooms and dining area adds timeless coastal charm, while the dining space is further enhanced by a custom built-in bench with integrated storage, a bespoke and highly functional design element. The home is further enhanced with impact-rated windows and sliding glass doors, plantation shutters, and custom-designed closet systems in both bedrooms, offering exceptional functionality without sacrificing style. The residence backs directly to the marina, where large impact sliders frame stunning water views and open to capture refreshing waterfront breezes. Enjoy spectacular marina views from the sunroom, an ideal spot for morning coffee or evening cocktails, where boats glide by and dolphins and manatees are frequent visitors. A separate, locked storage area provides ample space for bikes, beach gear, and more. Just steps from the sparkling community heated pool, Marina Village owners enjoy exclusive membership to the prestigious Boca Grande Club, a private, gated enclave offering resort-caliber amenities. Indulge in three resort-style swimming pools, a serene hot tub, Gulf-front dining and tiki bar, eight Har-Tru tennis courts, a state-of-the-art fitness center, and direct access to Boca Grande’s wide, pristine beaches. A rare opportunity to own a move-in-ready waterfront condo in one of Boca Grande’s most sought-after communities, where thoughtful craftsmanship meets the ultimate coastal lifestyle.

2 Beds ⋅ 2 Baths ⋅ Marina Village SubDv. ⋅ 33921 Zip Code

Beautifully renovated and offered turnkey furnished, this coastal inspired two bedroom, two bath residence is ideally positioned on the coveted second floor within Marina Village at the Boca Grande Club. Encompassing 1,226 square feet, the condo is thoughtfully designed and drenched in soothing coastal hues and curated décor, creating a relaxed yet refined island retreat. The open living areas feature ceramic tile flooring with a warm wood appearance, perfectly complementing the home’s breezy beach aesthetic. The updated kitchen is equipped with new appliances less than two years old and a brand new washer and dryer, offering effortless everyday living. Both bathrooms have been tastefully remodeled. The primary bath showcases beautifully selected tile, a dual rain-head shower, and a frameless glass enclosure, while the guest bath features a stylish tiled shower with a rain-head and frameless glass. Beadboard detailing in the bathrooms and dining area adds timeless coastal charm, while the dining space is further enhanced by a custom built-in bench with integrated storage, a bespoke and highly functional design element. The home is further enhanced with impact-rated windows and sliding glass doors, plantation shutters, and custom-designed closet systems in both bedrooms, offering exceptional functionality without sacrificing style. The residence backs directly to the marina, where large impact sliders frame stunning water views and open to capture refreshing waterfront breezes. Enjoy spectacular marina views from the sunroom, an ideal spot for morning coffee or evening cocktails, where boats glide by and dolphins and manatees are frequent visitors. A separate, locked storage area provides ample space for bikes, beach gear, and more. Just steps from the sparkling community heated pool, Marina Village owners enjoy exclusive membership to the prestigious Boca Grande Club, a private, gated enclave offering resort-caliber amenities. Indulge in three resort-style swimming pools, a serene hot tub, Gulf-front dining and tiki bar, eight Har-Tru tennis courts, a state-of-the-art fitness center, and direct access to Boca Grande’s wide, pristine beaches. A rare opportunity to own a move-in-ready waterfront condo in one of Boca Grande’s most sought-after communities, where thoughtful craftsmanship meets the ultimate coastal lifestyle.

5854 Gasparilla Road Unit MV20, Boca Grande

$4,295,000

Along a secluded stretch of Gasparilla Island shoreline, 22 Seawatch Drive brings an individual architectural character to beachfront living. Set within the gated Seawatch community and framed by mature tropical landscaping, this renovated, freestanding residence opens to Gulf views through expansive glass, with cathedral ceilings lending light and volume to the main living spaces. The reimagined kitchen introduces a fresh coastal sensibility, balancing clean lines and thoughtful function with the home’s distinctive architecture. Living and dining areas flow toward an enclosed patio with electric screens, creating a sheltered setting for meals, conversation and quiet afternoons beside the shore. Occupying the upper level, the primary suite offers a private Gulf-facing balcony, a walk-in closet and an updated bath. A newly added catwalk connects the suite to a loft-style office and lounge, giving the upper floor an open, connected feel. An additional bedroom offers flexibility for guests, fitness or creative pursuits. At the home’s highest point, the signature observation room provides a remarkable change in perspective, with panoramic views extending from the Gulf to the bay. It is a distinctive retreat within the house, a place to read, watch the weather move across the water or take in the island from above. A standing seam metal roof, impact windows and sliders, Trex decking and brick pavers complement the interiors, while smart-home systems provide remote control of lighting, temperature and water systems. Seawatch residents enjoy private beach access, two pools and tennis courts, with Boca Grande’s village, shops and restaurants within easy reach. A short golf cart ride or beach walk leads to the Boca Grande Club, recognized among the nation’s top 10 beach clubs by Platinum Clubs of America, with membership available separately. Here, the combination of a freestanding home, an intimate beachfront community and an unusually varied collection of spaces offers a setting as suited to gathering as it is to finding a quiet corner of one’s own.

3 Beds ⋅ 4 Baths ⋅ Seawatch Of Boca Grande SubDv. ⋅ 33921 Zip Code

Along a secluded stretch of Gasparilla Island shoreline, 22 Seawatch Drive brings an individual architectural character to beachfront living. Set within the gated Seawatch community and framed by mature tropical landscaping, this renovated, freestanding residence opens to Gulf views through expansive glass, with cathedral ceilings lending light and volume to the main living spaces. The reimagined kitchen introduces a fresh coastal sensibility, balancing clean lines and thoughtful function with the home’s distinctive architecture. Living and dining areas flow toward an enclosed patio with electric screens, creating a sheltered setting for meals, conversation and quiet afternoons beside the shore. Occupying the upper level, the primary suite offers a private Gulf-facing balcony, a walk-in closet and an updated bath. A newly added catwalk connects the suite to a loft-style office and lounge, giving the upper floor an open, connected feel. An additional bedroom offers flexibility for guests, fitness or creative pursuits. At the home’s highest point, the signature observation room provides a remarkable change in perspective, with panoramic views extending from the Gulf to the bay. It is a distinctive retreat within the house, a place to read, watch the weather move across the water or take in the island from above. A standing seam metal roof, impact windows and sliders, Trex decking and brick pavers complement the interiors, while smart-home systems provide remote control of lighting, temperature and water systems. Seawatch residents enjoy private beach access, two pools and tennis courts, with Boca Grande’s village, shops and restaurants within easy reach. A short golf cart ride or beach walk leads to the Boca Grande Club, recognized among the nation’s top 10 beach clubs by Platinum Clubs of America, with membership available separately. Here, the combination of a freestanding home, an intimate beachfront community and an unusually varied collection of spaces offers a setting as suited to gathering as it is to finding a quiet corner of one’s own.

22 Seawatch Drive, Boca Grande

$4,900,000

Nestled in the heart of Boca Grande's charming historic district, just steps from downtown amenities, this impeccable custom-built home offers the epitome of luxury island living. Constructed in 2012, architecture by T.A. Krebs with unparalleled craftsmanship and attention to detail, this move-in-ready home exudes timeless elegance and modern sophistication. Upon entering, you are immediately captivated by the soaring 24-foot cupola and exquisite 6-inchtongue-and-groove board ceilings, setting a grand tone for the open and inviting interior. The home features three spacious bedrooms and four and a half well-appointed bathrooms, providing ample space for family and guests. Cozy up by one of two stunning brick fireplaces—one gracing the living room and the other in the serene primary bedroom.Throughout, luxurious travertine and wood flooring flows seamlessly, complemented by granite countertops in the gourmet kitchen. Equipped with top-of-the-line Wolf and sub-zero appliances, a convenient garden sink, gas stove, gas oven, and generous pantry, this kitchen is a chef's dream. French doors seamlessly connect the interior to the outdoor oasis: a brick-paved patio overlooking a heated pool and spa and a dedicated pool bathroom for ultimate convenience.Additional highlights include a large upper-level bonus room ideal for extra sleeping or living area or relaxation, durable Hardy board siding, all impact-resistant glass windows and doors for peace of mind, a 2+ car garage, and lush, mature landscaping that envelops the property in privacy and natural beauty. Truly a rare gem in the heart of Boca Grande, this exceptional home blends historic charm with contemporary luxury—ready for you to call it your own.

3 Beds ⋅ 5 Baths ⋅ Boca Grande SubDv. ⋅ 33921 Zip Code

Nestled in the heart of Boca Grande's charming historic district, just steps from downtown amenities, this impeccable custom-built home offers the epitome of luxury island living. Constructed in 2012, architecture by T.A. Krebs with unparalleled craftsmanship and attention to detail, this move-in-ready home exudes timeless elegance and modern sophistication. Upon entering, you are immediately captivated by the soaring 24-foot cupola and exquisite 6-inchtongue-and-groove board ceilings, setting a grand tone for the open and inviting interior. The home features three spacious bedrooms and four and a half well-appointed bathrooms, providing ample space for family and guests. Cozy up by one of two stunning brick fireplaces—one gracing the living room and the other in the serene primary bedroom.Throughout, luxurious travertine and wood flooring flows seamlessly, complemented by granite countertops in the gourmet kitchen. Equipped with top-of-the-line Wolf and sub-zero appliances, a convenient garden sink, gas stove, gas oven, and generous pantry, this kitchen is a chef's dream. French doors seamlessly connect the interior to the outdoor oasis: a brick-paved patio overlooking a heated pool and spa and a dedicated pool bathroom for ultimate convenience.Additional highlights include a large upper-level bonus room ideal for extra sleeping or living area or relaxation, durable Hardy board siding, all impact-resistant glass windows and doors for peace of mind, a 2+ car garage, and lush, mature landscaping that envelops the property in privacy and natural beauty. Truly a rare gem in the heart of Boca Grande, this exceptional home blends historic charm with contemporary luxury—ready for you to call it your own.

760 E Railroad Avenue, Boca Grande

5000 Gasparilla Road Unit VH25, Boca Grande

$1,995,000

This 3-bedroom, 3 1/2-bath single-family residence is only steps from the pristine sands of the Gulf, offering the quintessential Boca Grande lifestyle. This redesigned floor plan features a renovated kitchen, updated baths, flooring and impact-resistant windows and sliders throughout. Uniquely offering 3 ensuite bathrooms PLUS an additional guest half bath along with a dedicated laundry room! The 1 car garage offers extra storage with built-in shelves and an outside shower. Sold furnished, this home is ready for immediate enjoyment. Whether you are watching the sunset over the Gulf from your balcony or walking the uncrowded private beach, this is island living at its finest. Purchasing this property provides immediate membership to the Boca Grande Club and all the amenities it is known for such as a fabulous gulf-front restaurant with new pool spa and tiki bar, private beach access with umbrella, lounge chair and towel service. The newly renovated fitness center is world class, and the 8 tennis courts offer a pro-shop with instruction with a very active tennis community.

3 Beds ⋅ 4 Baths ⋅ Boca Grande Club SubDv. ⋅ 33921 Zip Code

This 3-bedroom, 3 1/2-bath single-family residence is only steps from the pristine sands of the Gulf, offering the quintessential Boca Grande lifestyle. This redesigned floor plan features a renovated kitchen, updated baths, flooring and impact-resistant windows and sliders throughout. Uniquely offering 3 ensuite bathrooms PLUS an additional guest half bath along with a dedicated laundry room! The 1 car garage offers extra storage with built-in shelves and an outside shower. Sold furnished, this home is ready for immediate enjoyment. Whether you are watching the sunset over the Gulf from your balcony or walking the uncrowded private beach, this is island living at its finest. Purchasing this property provides immediate membership to the Boca Grande Club and all the amenities it is known for such as a fabulous gulf-front restaurant with new pool spa and tiki bar, private beach access with umbrella, lounge chair and towel service. The newly renovated fitness center is world class, and the 8 tennis courts offer a pro-shop with instruction with a very active tennis community.

5000 Gasparilla Road Unit VH25, Boca Grande

$4,995,000

Discover the perfect blend of historic charm, modern comfort, and waterfront living in this beautifully renovated cottage in the heart of Boca Grande’s Historic Village. Offering 4 bedrooms, 3 bathrooms, and 2,548 square feet of thoughtfully designed living space, this exceptional residence captures the timeless character of Old Florida while offering the conveniences of modern island living. Thoughtfully improved over the years, the home features a durable metal roof, Hardie plank siding, an updated kitchen and bathrooms, and beautiful wide-plank wood flooring. The inviting main living area showcases custom wood ceilings, a gas fireplace, and a charming cupola that fills the space with natural light. An open, flowing floor plan leads to an expansive 335-square-foot screened porch overlooking the Harbor Drive Waterways canal, creating a wonderful extension of the living space and an ideal setting for entertaining, dining, or simply enjoying the peaceful waterfront surroundings. The home's comfortable and well-appointed bedrooms provide inviting accommodations for family and guests, while a separate lower-level in-law suite with kitchenette offers additional privacy and flexibility. Outdoor living is equally appealing, with a spacious covered porch overlooking a custom heated swimming pool and spa, surrounded by lush tropical landscaping that creates a private and inviting retreat. For boating enthusiasts, the property offers 80 feet of canal frontage, complemented by a covered 20,000-pound boat lift and convenient access to Charlotte Harbor and the surrounding waterways. Additional amenities include two garages with electric vehicle charging stations, a dedicated golf cart charging station, a laundry room, and a circular driveway finished with classic Chicago brick pavers. Mature tropical landscaping and fencing further enhance the property's privacy and enduring Old Florida charm. Ideally located in Boca Grande's Historic Village, the property offers easy access to everything that makes island living so special. Spend your mornings exploring the waters of Charlotte Harbor, afternoons enjoying the island's beautiful Gulf beaches, and evenings strolling through the Village's charming shops and restaurants, all just a short golf cart ride away. The renowned Gasparilla Inn, world-class golf courses, local marinas, and Coral Creek Airport are also conveniently accessible. A wonderful opportunity to own a distinctive waterfront residence that combines the charm and character of historic Boca Grande with modern amenities, exceptional outdoor living spaces, and the convenience of boating from your own backyard. This is island living at its finest.

4 Beds ⋅ 3 Baths ⋅ Harbor Drive Waterways SubDv. ⋅ 33921 Zip Code

Discover the perfect blend of historic charm, modern comfort, and waterfront living in this beautifully renovated cottage in the heart of Boca Grande’s Historic Village. Offering 4 bedrooms, 3 bathrooms, and 2,548 square feet of thoughtfully designed living space, this exceptional residence captures the timeless character of Old Florida while offering the conveniences of modern island living. Thoughtfully improved over the years, the home features a durable metal roof, Hardie plank siding, an updated kitchen and bathrooms, and beautiful wide-plank wood flooring. The inviting main living area showcases custom wood ceilings, a gas fireplace, and a charming cupola that fills the space with natural light. An open, flowing floor plan leads to an expansive 335-square-foot screened porch overlooking the Harbor Drive Waterways canal, creating a wonderful extension of the living space and an ideal setting for entertaining, dining, or simply enjoying the peaceful waterfront surroundings. The home's comfortable and well-appointed bedrooms provide inviting accommodations for family and guests, while a separate lower-level in-law suite with kitchenette offers additional privacy and flexibility. Outdoor living is equally appealing, with a spacious covered porch overlooking a custom heated swimming pool and spa, surrounded by lush tropical landscaping that creates a private and inviting retreat. For boating enthusiasts, the property offers 80 feet of canal frontage, complemented by a covered 20,000-pound boat lift and convenient access to Charlotte Harbor and the surrounding waterways. Additional amenities include two garages with electric vehicle charging stations, a dedicated golf cart charging station, a laundry room, and a circular driveway finished with classic Chicago brick pavers. Mature tropical landscaping and fencing further enhance the property's privacy and enduring Old Florida charm. Ideally located in Boca Grande's Historic Village, the property offers easy access to everything that makes island living so special. Spend your mornings exploring the waters of Charlotte Harbor, afternoons enjoying the island's beautiful Gulf beaches, and evenings strolling through the Village's charming shops and restaurants, all just a short golf cart ride away. The renowned Gasparilla Inn, world-class golf courses, local marinas, and Coral Creek Airport are also conveniently accessible. A wonderful opportunity to own a distinctive waterfront residence that combines the charm and character of historic Boca Grande with modern amenities, exceptional outdoor living spaces, and the convenience of boating from your own backyard. This is island living at its finest.

161 1st Street E, Boca Grande

$2,350,000

DIRECT GULF FRONT | PICTURE PERFECT GULF VIEWS | BEAUTIFULLY UPDATED | 2 BEDROOMS | 2.5 BATHROOMS | OUTDOOR LIVING SPACES | COMMUNITY POOL | DIRECT BEACH ACCESS A beautifully updated Gulf-front residence in Sundown Colony nestled along the pristine shoreline of Boca Grande on Gasparilla Island. With breathtaking views of the Gulf, inviting coastal interiors, and direct access to the island's renowned beaches, this exceptional property captures everything that makes Boca Grande such a sought-after destination. Designed to embrace its spectacular waterfront setting, this two-bedroom, two and a half bath townhome offers an inviting blend of casual coastal elegance and modern convenience. A soothing palette of soft blues, crisp whites, and natural wood tones creates a light, airy atmosphere that complements the surrounding landscape. Expansive impact-rated windows and sliding glass doors invite abundant natural light while showcasing the sparkling turquoise waters and endless Gulf horizon. The main living level features an open-concept design that seamlessly connects the kitchen, dining, and living areas, creating a welcoming space for everyday living and entertaining. The updated kitchen features white shaker-style cabinetry, stone countertops, stainless steel appliances, subway tile backsplash, and a convenient breakfast bar. The adjoining dining area provides generous seating, while the comfortable living room is perfectly positioned to capture stunning Gulf views. Step through the sliding glass doors to the screened Gulf-facing porch, where gentle sea breezes, spectacular sunsets, and the soothing sound of the surf provide the perfect backdrop for morning coffee, afternoon relaxation, or evening gatherings. The Gulf-front primary suite offers a peaceful retreat, complete with beautiful water views, direct access to its own outdoor balcony, and a well-appointed en-suite bathroom. The updated bath features a spacious double-sink vanity with stone countertops, contemporary fixtures, and a glass-enclosed tub/shower with attractive tile finishes. A dedicated workspace within the primary suite provides additional flexibility without sacrificing the beauty of the surrounding views. The guest bedroom offers a versatile layout with bunk beds and an additional bed, making excellent use of the available space. Soft coastal colors and natural light create a cheerful, comfortable atmosphere. The guest bathroom features a glass-enclosed walk-in shower, updated vanity, and stylish finishes. On the main living level, a separate powder room adds convenience. Outdoor living is truly at the heart of this property. In addition to the elevated Gulf-facing porches, the ground-level covered outdoor area offers a wonderful space for casual gatherings, enjoying the coastal surroundings and rinsing off in the outdoor shower after a dip in the gulf. Sundown's beautifully situated community pool, surrounded by tropical landscaping, provides another inviting place to unwind. The association updated to a metal roof in December 2023; AC was replaced in October 2024. Looking for an amazing investment property or a mix of use and income...this home fits both and comes turnkey furnished and with vacation rental income scheduled into 2027.

2 Beds ⋅ 3 Baths ⋅ Sundown Colony SubDv. ⋅ 33921 Zip Code

DIRECT GULF FRONT | PICTURE PERFECT GULF VIEWS | BEAUTIFULLY UPDATED | 2 BEDROOMS | 2.5 BATHROOMS | OUTDOOR LIVING SPACES | COMMUNITY POOL | DIRECT BEACH ACCESS A beautifully updated Gulf-front residence in Sundown Colony nestled along the pristine shoreline of Boca Grande on Gasparilla Island. With breathtaking views of the Gulf, inviting coastal interiors, and direct access to the island's renowned beaches, this exceptional property captures everything that makes Boca Grande such a sought-after destination. Designed to embrace its spectacular waterfront setting, this two-bedroom, two and a half bath townhome offers an inviting blend of casual coastal elegance and modern convenience. A soothing palette of soft blues, crisp whites, and natural wood tones creates a light, airy atmosphere that complements the surrounding landscape. Expansive impact-rated windows and sliding glass doors invite abundant natural light while showcasing the sparkling turquoise waters and endless Gulf horizon. The main living level features an open-concept design that seamlessly connects the kitchen, dining, and living areas, creating a welcoming space for everyday living and entertaining. The updated kitchen features white shaker-style cabinetry, stone countertops, stainless steel appliances, subway tile backsplash, and a convenient breakfast bar. The adjoining dining area provides generous seating, while the comfortable living room is perfectly positioned to capture stunning Gulf views. Step through the sliding glass doors to the screened Gulf-facing porch, where gentle sea breezes, spectacular sunsets, and the soothing sound of the surf provide the perfect backdrop for morning coffee, afternoon relaxation, or evening gatherings. The Gulf-front primary suite offers a peaceful retreat, complete with beautiful water views, direct access to its own outdoor balcony, and a well-appointed en-suite bathroom. The updated bath features a spacious double-sink vanity with stone countertops, contemporary fixtures, and a glass-enclosed tub/shower with attractive tile finishes. A dedicated workspace within the primary suite provides additional flexibility without sacrificing the beauty of the surrounding views. The guest bedroom offers a versatile layout with bunk beds and an additional bed, making excellent use of the available space. Soft coastal colors and natural light create a cheerful, comfortable atmosphere. The guest bathroom features a glass-enclosed walk-in shower, updated vanity, and stylish finishes. On the main living level, a separate powder room adds convenience. Outdoor living is truly at the heart of this property. In addition to the elevated Gulf-facing porches, the ground-level covered outdoor area offers a wonderful space for casual gatherings, enjoying the coastal surroundings and rinsing off in the outdoor shower after a dip in the gulf. Sundown's beautifully situated community pool, surrounded by tropical landscaping, provides another inviting place to unwind. The association updated to a metal roof in December 2023; AC was replaced in October 2024. Looking for an amazing investment property or a mix of use and income...this home fits both and comes turnkey furnished and with vacation rental income scheduled into 2027.

420 Gulf Boulevard Unit 20, Boca Grande

$5,750,000

For the life you’d rather be living. Some places ask you to keep up...this one invites you to slow down. Tucked into Boca Grande’s easygoing Dam Streets, 181 Damfino Street offers a rare opportunity to create a waterfront retreat on a coveted in-town tip lot, where long water views, exceptional boating access, and the charm of the village come together. Here, the water sets the schedule. Head out before sunrise when the tarpon are rolling, spend an afternoon cruising to Cabbage Key or Useppa, or enjoy dinner at the Tarpon Lodge before returning home under the stars. With no bridges between your dock and the Gulf, even a tower boat or tall T-top can be part of the lifestyle. The new 2025 dock features 280 square feet of decking, water, and electric, ready to be customized to your boating needs. A dedicated tackle room keeps everything close at hand. And when the boat stays home, the village is just as inviting. Morning coffee at the Inn Bakery, shopping along Park Avenue, and dinner at The Temptation or The Pink Elephant are all part of everyday life. Few waterfront settings offer this effortless connection between boating and village living. Set on 0.21 acres, the property features 75 feet of sea walled frontage along a protected boat basin, a 30' x 14' pool, spa, and brick-covered patio overlooking captivating long water views. The elevated, two-story residence offers 2,507 square feet under air, four bedrooms, four baths, soaring ceilings, a fireplace, updated kitchen, and screened porch. Concrete block and stucco construction, newer roofs, updated HVAC systems, and storm panels provide a solid foundation for its next chapter. A two-car pull-through garage, separate golf cart garage, and interior spiral staircase with potential for a future elevator add versatility. With no HOA fees and the freedom to reimagine the existing home, this is an opportunity to create something distinctly your own. A place designed around your boat, your view, and the unhurried rhythm of island life. The location is already here. The rest is yours to create.

4 Beds ⋅ 4 Baths ⋅ Acreage & Unrec SubDv. ⋅ 33921 Zip Code

For the life you’d rather be living. Some places ask you to keep up...this one invites you to slow down. Tucked into Boca Grande’s easygoing Dam Streets, 181 Damfino Street offers a rare opportunity to create a waterfront retreat on a coveted in-town tip lot, where long water views, exceptional boating access, and the charm of the village come together. Here, the water sets the schedule. Head out before sunrise when the tarpon are rolling, spend an afternoon cruising to Cabbage Key or Useppa, or enjoy dinner at the Tarpon Lodge before returning home under the stars. With no bridges between your dock and the Gulf, even a tower boat or tall T-top can be part of the lifestyle. The new 2025 dock features 280 square feet of decking, water, and electric, ready to be customized to your boating needs. A dedicated tackle room keeps everything close at hand. And when the boat stays home, the village is just as inviting. Morning coffee at the Inn Bakery, shopping along Park Avenue, and dinner at The Temptation or The Pink Elephant are all part of everyday life. Few waterfront settings offer this effortless connection between boating and village living. Set on 0.21 acres, the property features 75 feet of sea walled frontage along a protected boat basin, a 30' x 14' pool, spa, and brick-covered patio overlooking captivating long water views. The elevated, two-story residence offers 2,507 square feet under air, four bedrooms, four baths, soaring ceilings, a fireplace, updated kitchen, and screened porch. Concrete block and stucco construction, newer roofs, updated HVAC systems, and storm panels provide a solid foundation for its next chapter. A two-car pull-through garage, separate golf cart garage, and interior spiral staircase with potential for a future elevator add versatility. With no HOA fees and the freedom to reimagine the existing home, this is an opportunity to create something distinctly your own. A place designed around your boat, your view, and the unhurried rhythm of island life. The location is already here. The rest is yours to create.

181 Damfino Street, Boca Grande

5000 Gasparilla Road Unit 27, Boca Grande

$1,895,000

Tucked away on an exclusive private street shared by just three residences, Village Home 27 offers an exceptional blend of comfort and versatility. This light-filled Boca Grande Club residence features 1,540 square feet of living space, highlighted by beautiful wood flooring, vaulted ceilings, granite countertops, and custom built-ins. The thoughtfully designed floor plan includes a welcoming living room, a separate dining space, and a primary bedroom suite. A private guest wing offers an additional living area and multiple sleeping nooks. The top floor houses an additional bedroom and bath with a private deck and crow's nest. Outdoor living is equally inviting, with a ground-level paver patio in a garden setting, an outdoor shower, and a one-car garage. Enjoy the exceptional lifestyle of the amenity-rich, gated, beachfront Boca Grande Club. Residents can take advantage of multiple swimming pools, including the main pool with its inviting tiki bar overlooking the beach. The renowned clubhouse offers an exceptional fine-dining experience, while eight tennis courts and fitness center provide outstanding opportunities for and an active lifestyle.

3 Beds ⋅ 3 Baths ⋅ Boca Grande Club SubDv. ⋅ 33921 Zip Code

Tucked away on an exclusive private street shared by just three residences, Village Home 27 offers an exceptional blend of comfort and versatility. This light-filled Boca Grande Club residence features 1,540 square feet of living space, highlighted by beautiful wood flooring, vaulted ceilings, granite countertops, and custom built-ins. The thoughtfully designed floor plan includes a welcoming living room, a separate dining space, and a primary bedroom suite. A private guest wing offers an additional living area and multiple sleeping nooks. The top floor houses an additional bedroom and bath with a private deck and crow's nest. Outdoor living is equally inviting, with a ground-level paver patio in a garden setting, an outdoor shower, and a one-car garage. Enjoy the exceptional lifestyle of the amenity-rich, gated, beachfront Boca Grande Club. Residents can take advantage of multiple swimming pools, including the main pool with its inviting tiki bar overlooking the beach. The renowned clubhouse offers an exceptional fine-dining experience, while eight tennis courts and fitness center provide outstanding opportunities for and an active lifestyle.

5000 Gasparilla Road Unit 27, Boca Grande

$4,695,000

Tucked toward the quiet end of Carrick Bend Lane in the gated North Village of Boca Bay, this three-bedroom, three-bath home pairs serene lake views with a thoughtful renovation throughout. More than 3,200 square feet of living space spread across two levels give owners and guests room to spread out. The kitchen is the heart of the home and was rebuilt for people who love to cook and entertain: quartz counters beneath a shiplap ceiling, Thermador wall oven, microwave, and gas range, a Wi-Fi-enabled Monogram refrigerator, and a built-in ice maker. An eat-in dining area overlooks the water, and every bathroom has been tastefully updated. Peace of mind comes built in, with impact-rated windows and doors, a newer standing-seam metal roof, and plantation shutters throughout. A two-car garage adds room for cars, golf carts, and island gear. Life in Boca Bay comes with an enviable list of amenities: a private boat basin with slips, an organized tennis program led by a resident pro on Har-Tru courts, a croquet lawn, and four community pools including a lap pool. Evenings belong to the Pass Club, where elevated dining, an extensive wine list, and spectacular sunsets over the Gulf set the tone. And when it’s time for the Village, simply walk or bike to its shops, restaurants, and beaches. Live your Best Life in Boca Grande!

3 Beds ⋅ 3 Baths ⋅ North Village Sub SubDv. ⋅ 33921 Zip Code

Tucked toward the quiet end of Carrick Bend Lane in the gated North Village of Boca Bay, this three-bedroom, three-bath home pairs serene lake views with a thoughtful renovation throughout. More than 3,200 square feet of living space spread across two levels give owners and guests room to spread out. The kitchen is the heart of the home and was rebuilt for people who love to cook and entertain: quartz counters beneath a shiplap ceiling, Thermador wall oven, microwave, and gas range, a Wi-Fi-enabled Monogram refrigerator, and a built-in ice maker. An eat-in dining area overlooks the water, and every bathroom has been tastefully updated. Peace of mind comes built in, with impact-rated windows and doors, a newer standing-seam metal roof, and plantation shutters throughout. A two-car garage adds room for cars, golf carts, and island gear. Life in Boca Bay comes with an enviable list of amenities: a private boat basin with slips, an organized tennis program led by a resident pro on Har-Tru courts, a croquet lawn, and four community pools including a lap pool. Evenings belong to the Pass Club, where elevated dining, an extensive wine list, and spectacular sunsets over the Gulf set the tone. And when it’s time for the Village, simply walk or bike to its shops, restaurants, and beaches. Live your Best Life in Boca Grande!

158 Carrick Bend Lane, Boca Grande

6000 Boca Grande Causeway Unit D48, Boca Grande

$1,350,000

This beautifully reimagined residence at Boca Grande North offers incredible views of the Bay, from sunrise over the Gasparilla Sound to glowing Gulf sunsets in the evening. Watch the dolphins play from your lanai. Taken down to the studs and professionally designed throughout, the home pairs a light, airy coastal feel with finishes rarely found in island condominiums. The kitchen is as inviting as it is functional. Quartz countertops are paired with a Sub-Zero Designer refrigerator, a Wolf induction range, a Bosch dishwasher and a graceful champagne bronze faucet. A stylish dry bar sets the stage for sunset cocktails, making the home equally suited to a quiet morning coffee or an evening with friends after a day on the water. Retreat to the primary suite, where the bath feels like a private spa. A sculptural freestanding soaking tub is the centerpiece, framed by a wide double vanity with quartz counters, a rain shower, and a Kohler intelligent toilet. The guest bath is just as thoughtfully finished, with its own elegant vanity, a beautifully appointed shower, and even a handy rinse station for the family dog. Beautiful six-foot plank tile floors run throughout the home. Warm champagne bronze fixtures and honey bronze hardware flow from room to room, tying it all together with a soft, timeless glow. In-unit laundry adds everyday ease. Step outside and enjoy everything Boca Grande North offers: a gated community with a heated pool and spa, tennis and pickleball courts, a clubhouse, and lushly landscaped grounds. The shops, restaurants, and village are just a short golf cart ride away.

2 Beds ⋅ 2 Baths ⋅ Boca Grande North SubDv. ⋅ 33921 Zip Code

This beautifully reimagined residence at Boca Grande North offers incredible views of the Bay, from sunrise over the Gasparilla Sound to glowing Gulf sunsets in the evening. Watch the dolphins play from your lanai. Taken down to the studs and professionally designed throughout, the home pairs a light, airy coastal feel with finishes rarely found in island condominiums. The kitchen is as inviting as it is functional. Quartz countertops are paired with a Sub-Zero Designer refrigerator, a Wolf induction range, a Bosch dishwasher and a graceful champagne bronze faucet. A stylish dry bar sets the stage for sunset cocktails, making the home equally suited to a quiet morning coffee or an evening with friends after a day on the water. Retreat to the primary suite, where the bath feels like a private spa. A sculptural freestanding soaking tub is the centerpiece, framed by a wide double vanity with quartz counters, a rain shower, and a Kohler intelligent toilet. The guest bath is just as thoughtfully finished, with its own elegant vanity, a beautifully appointed shower, and even a handy rinse station for the family dog. Beautiful six-foot plank tile floors run throughout the home. Warm champagne bronze fixtures and honey bronze hardware flow from room to room, tying it all together with a soft, timeless glow. In-unit laundry adds everyday ease. Step outside and enjoy everything Boca Grande North offers: a gated community with a heated pool and spa, tennis and pickleball courts, a clubhouse, and lushly landscaped grounds. The shops, restaurants, and village are just a short golf cart ride away.

6000 Boca Grande Causeway Unit D48, Boca Grande

$7,300,000

Incredible Value! Set on more than half an acre along a quiet private street, 2021 20th Street W is the kind of property Boca Grande families hold onto for generations. Two separate residences give everyone room: a spacious five-bedroom main home and a charming three-bedroom guest cottage, totaling eight bedrooms, seven baths, and 5,792 square feet. The main home is bright and open, with soaring ceilings, oversized windows, and natural light throughout. A European-designed kitchen anchors the living spaces and opens to a beautiful private pool and patio, where long lunches, sunset cocktails, and family dinners happen naturally. The fully fenced yard, framed by mature tropical landscaping, offers true privacy and a safe, generous space for children and pets to play. Deeded beach access puts the Gulf moments away, and the Village is an easy bike ride down the path, with its shops, restaurants, and community center close by. Secluded yet central, this is island living exactly as it should be: private, relaxed, and made for making Boca Grande memories!

8 Beds ⋅ 7 Baths ⋅ Acreage & Unrec SubDv. ⋅ 33921 Zip Code

Incredible Value! Set on more than half an acre along a quiet private street, 2021 20th Street W is the kind of property Boca Grande families hold onto for generations. Two separate residences give everyone room: a spacious five-bedroom main home and a charming three-bedroom guest cottage, totaling eight bedrooms, seven baths, and 5,792 square feet. The main home is bright and open, with soaring ceilings, oversized windows, and natural light throughout. A European-designed kitchen anchors the living spaces and opens to a beautiful private pool and patio, where long lunches, sunset cocktails, and family dinners happen naturally. The fully fenced yard, framed by mature tropical landscaping, offers true privacy and a safe, generous space for children and pets to play. Deeded beach access puts the Gulf moments away, and the Village is an easy bike ride down the path, with its shops, restaurants, and community center close by. Secluded yet central, this is island living exactly as it should be: private, relaxed, and made for making Boca Grande memories!

2021 20th Street W, Boca Grande

6021 Boca Grande Causeway Unit G79, Boca Grande

$1,075,000

Luxury resort-style living awaits in this beautifully reimagined top-floor, Gulf-side end residence at Boca Grande North. Ideally positioned on the south end of the building, this two-bedroom, two-bath condominium captures sweeping, panoramic views of the Gulf of Mexico from the living area, primary suite, and private balcony, offering some of the most compelling sunset vistas on the island. The open floor plan is designed to maximize light, water views, and coastal breezes, while the interior is finished in a refined modern coastal aesthetic that feels both elegant and relaxed. Boca Grande North is a secure, gated, dog-friendly community set amid lush landscaping and known for its extensive amenities, including a heated pool and spa, tennis and pickleball courts, outdoor grilling areas, clubhouse, fitness center, on-site management and rental office, private beach access, and dockage available for lease or purchase. Recent community-wide improvements include new roofs, sliders, impact windows, spray insulation, and other significant infrastructure upgrades. This residence offers an exceptional opportunity as a full-time island home, seasonal retreat, or investment property. A rare combination of top-floor privacy, end-unit exposure, and expansive Gulf views in one of Boca Grande’s most desirable communities.

2 Beds ⋅ 2 Baths ⋅ Boca Grande North SubDv. ⋅ 33921 Zip Code

Luxury resort-style living awaits in this beautifully reimagined top-floor, Gulf-side end residence at Boca Grande North. Ideally positioned on the south end of the building, this two-bedroom, two-bath condominium captures sweeping, panoramic views of the Gulf of Mexico from the living area, primary suite, and private balcony, offering some of the most compelling sunset vistas on the island. The open floor plan is designed to maximize light, water views, and coastal breezes, while the interior is finished in a refined modern coastal aesthetic that feels both elegant and relaxed. Boca Grande North is a secure, gated, dog-friendly community set amid lush landscaping and known for its extensive amenities, including a heated pool and spa, tennis and pickleball courts, outdoor grilling areas, clubhouse, fitness center, on-site management and rental office, private beach access, and dockage available for lease or purchase. Recent community-wide improvements include new roofs, sliders, impact windows, spray insulation, and other significant infrastructure upgrades. This residence offers an exceptional opportunity as a full-time island home, seasonal retreat, or investment property. A rare combination of top-floor privacy, end-unit exposure, and expansive Gulf views in one of Boca Grande’s most desirable communities.

6021 Boca Grande Causeway Unit G79, Boca Grande

6000 Boca Grande Causeway Unit D38, Boca Grande

$1,099,000

Incredible price for this exquisite Turnkey Furnished bayfront condominium, nestled within the gorgeously updated Boca Grande North community. Experience the epitome of coastal living in this 2-bedroom, 2-bathroom with expanded enclosed lanai/living residence spans 1,484 square feet and offers breathtaking panoramic views of Gasparilla Sound—an ideal spot to enjoy morning coffee or stunning evenings watching the boats and wildlife. Only a short golf cart ride to enjoy all the Village of Boca Grande has to offer. Inside, the FULLY Renovated open-concept living area boasts contemporary finishes, including impact glass, quartz countertops, wood-look tile, stainless steel appliances, cabinetry and so much more creating a stylish and inviting space perfect for entertaining. Plus, all the furnishings fit perfectly for the coastal living and ability to use for yourself, second home or investment property. The spacious master suite features an en-suite bathroom and ample closet space, providing a serene retreat after a day of coastal adventures. Along with allowing you slider and views & sounds of the Gaparilla Sound/Harbor. A well-appointed guest bedroom featuring slider to porch to enjoy the peek a boo views of the Gulf and evening sunsets. Residents of Boca Grande North enjoy a variety of resort-style amenities, including gated access, fitness center, a heated swimming pool & spa, tennis/pickleball courts, a clubhouse and a gulf-front area—all designed to enhance the coastal lifestyle. Boat slips can be purchased or leased and convenient access to the Intracoastal Waterway and the Gulf of America make this a haven for outdoor enthusiasts. Have furry friends - this community has pet-friendly restrictions. Just moments away, you'll find pristine beaches, world-class boating and fishing, and the charming boutiques and gourmet dining of Boca Grande. This unit is set up and ready for rentals and rental income if that is your desire. Don’t miss this rare opportunity to own a beautifully updated bayfront retreat in one of Boca Grande’s most sought-after communities.

2 Beds ⋅ 2 Baths ⋅ Boca Grande North SubDv. ⋅ 33921 Zip Code

Incredible price for this exquisite Turnkey Furnished bayfront condominium, nestled within the gorgeously updated Boca Grande North community. Experience the epitome of coastal living in this 2-bedroom, 2-bathroom with expanded enclosed lanai/living residence spans 1,484 square feet and offers breathtaking panoramic views of Gasparilla Sound—an ideal spot to enjoy morning coffee or stunning evenings watching the boats and wildlife. Only a short golf cart ride to enjoy all the Village of Boca Grande has to offer. Inside, the FULLY Renovated open-concept living area boasts contemporary finishes, including impact glass, quartz countertops, wood-look tile, stainless steel appliances, cabinetry and so much more creating a stylish and inviting space perfect for entertaining. Plus, all the furnishings fit perfectly for the coastal living and ability to use for yourself, second home or investment property. The spacious master suite features an en-suite bathroom and ample closet space, providing a serene retreat after a day of coastal adventures. Along with allowing you slider and views & sounds of the Gaparilla Sound/Harbor. A well-appointed guest bedroom featuring slider to porch to enjoy the peek a boo views of the Gulf and evening sunsets. Residents of Boca Grande North enjoy a variety of resort-style amenities, including gated access, fitness center, a heated swimming pool & spa, tennis/pickleball courts, a clubhouse and a gulf-front area—all designed to enhance the coastal lifestyle. Boat slips can be purchased or leased and convenient access to the Intracoastal Waterway and the Gulf of America make this a haven for outdoor enthusiasts. Have furry friends - this community has pet-friendly restrictions. Just moments away, you'll find pristine beaches, world-class boating and fishing, and the charming boutiques and gourmet dining of Boca Grande. This unit is set up and ready for rentals and rental income if that is your desire. Don’t miss this rare opportunity to own a beautifully updated bayfront retreat in one of Boca Grande’s most sought-after communities.

6000 Boca Grande Causeway Unit D38, Boca Grande

6000 Boca Grande Causeway Unit D40 & Slip #4, Boca Grande

$1,495,000

Experience the ultimate island lifestyle in this beautifully furnished and fully updated 2-bedroom, 2-bath coastal retreat—complete with private deeded boat slip #4 featuring a 13K lift with electric and water. Thoughtfully designed with both comfort and sophistication in mind, with stunning views of the Gasparilla Sound and partial views of the Gulf. Whether you are looking for your own private residence or investment property - this unit can be either or both. The gorgeous Boca Grande North gated community leads you beautifully onto Gasparilla Island and has been fully updated and renovated. Step inside this home featuring a bright and airy open-concept living space, where natural light pours through expansive sliding doors and highlights the home’s stylish finishes. The updated kitchen offers cabinetry lighting, generous counter space and flows into the spacious dining and living areas—perfect for relaxed evenings or hosting friends after a day on the water. The expanded Florida room invites you to enjoy morning coffee, island breezes, or vibrant sunset views overlooking tranquil waters and lush tropical surroundings. This property was taken down to the studs with all-new electrical, premium materials and living spaces redesigned. Both bedrooms provide peaceful sanctuaries, each with its own set of sliding glass doors that open to private decking—ideal for stepping outside to enjoy the quiet morning air or unwinding beneath the stars. The primary suite is exceptionally appointed with ample closet space, an in-unit laundry area for added convenience, and a beautifully en-suite bath featuring double sinks and a spacious walk-in shower. The guest bedroom is equally welcoming, with easy access to its own private outdoor space. The beautifully upgraded guest bath offers a walk-in shower. Have furry friends? As an owner, you can bring them too! Beyond the residence itself, the community offers an impressive array of amenities designed to enhance every aspect of island living. Enjoy a refreshing dip in the heated pool, relax in the hot tub, or gather with friends at the clubhouse. Stay active with tennis and pickleball courts, a well-equipped fitness center, and lighted walking paths that wind through the property’s gorgeous tropical landscaping. Additional conveniences include a golf cart charging station, BBQ grills for easy outdoor dining, and serene common areas perfect for relaxing after a day of island exploration. This unit features an outdoor storage closet and access to dockage. With your own boat slip just steps away, world-class boating, fishing, kayaking, and Gulf adventures are effortlessly accessible. Located along the Boca Grande Causeway, this condo provides quick access to boutique shopping, waterfront dining, pristine beaches, and the charming village of Boca Grande. The Boat Slip is deeded, dock is with composite material, and you do not need to be a Boca Grande North condominium owner to purchase - makes for a great investment if you want to later sell separately! Deepwater with no bridges and only minutes to the ICW and Gulf! Whether you're seeking a worry-free vacation home or a full-time island retreat, this residence embodies the carefree, sun-soaked lifestyle that only Boca Grande can offer—your personal slice of paradise awaits. 6000 Boca Grande Causeway, Unit D40 Community buildings feature new roofs, siding, impact windows, spray insulation, and other upgrades.

2 Beds ⋅ 2 Baths ⋅ Boca Grande North SubDv. ⋅ 33921 Zip Code

Experience the ultimate island lifestyle in this beautifully furnished and fully updated 2-bedroom, 2-bath coastal retreat—complete with private deeded boat slip #4 featuring a 13K lift with electric and water. Thoughtfully designed with both comfort and sophistication in mind, with stunning views of the Gasparilla Sound and partial views of the Gulf. Whether you are looking for your own private residence or investment property - this unit can be either or both. The gorgeous Boca Grande North gated community leads you beautifully onto Gasparilla Island and has been fully updated and renovated. Step inside this home featuring a bright and airy open-concept living space, where natural light pours through expansive sliding doors and highlights the home’s stylish finishes. The updated kitchen offers cabinetry lighting, generous counter space and flows into the spacious dining and living areas—perfect for relaxed evenings or hosting friends after a day on the water. The expanded Florida room invites you to enjoy morning coffee, island breezes, or vibrant sunset views overlooking tranquil waters and lush tropical surroundings. This property was taken down to the studs with all-new electrical, premium materials and living spaces redesigned. Both bedrooms provide peaceful sanctuaries, each with its own set of sliding glass doors that open to private decking—ideal for stepping outside to enjoy the quiet morning air or unwinding beneath the stars. The primary suite is exceptionally appointed with ample closet space, an in-unit laundry area for added convenience, and a beautifully en-suite bath featuring double sinks and a spacious walk-in shower. The guest bedroom is equally welcoming, with easy access to its own private outdoor space. The beautifully upgraded guest bath offers a walk-in shower. Have furry friends? As an owner, you can bring them too! Beyond the residence itself, the community offers an impressive array of amenities designed to enhance every aspect of island living. Enjoy a refreshing dip in the heated pool, relax in the hot tub, or gather with friends at the clubhouse. Stay active with tennis and pickleball courts, a well-equipped fitness center, and lighted walking paths that wind through the property’s gorgeous tropical landscaping. Additional conveniences include a golf cart charging station, BBQ grills for easy outdoor dining, and serene common areas perfect for relaxing after a day of island exploration. This unit features an outdoor storage closet and access to dockage. With your own boat slip just steps away, world-class boating, fishing, kayaking, and Gulf adventures are effortlessly accessible. Located along the Boca Grande Causeway, this condo provides quick access to boutique shopping, waterfront dining, pristine beaches, and the charming village of Boca Grande. The Boat Slip is deeded, dock is with composite material, and you do not need to be a Boca Grande North condominium owner to purchase - makes for a great investment if you want to later sell separately! Deepwater with no bridges and only minutes to the ICW and Gulf! Whether you're seeking a worry-free vacation home or a full-time island retreat, this residence embodies the carefree, sun-soaked lifestyle that only Boca Grande can offer—your personal slice of paradise awaits. 6000 Boca Grande Causeway, Unit D40 Community buildings feature new roofs, siding, impact windows, spray insulation, and other upgrades.

6000 Boca Grande Causeway Unit D40 & Slip #4, Boca Grande

6040 Boca Grande Causeway Unit A2, Boca Grande

$1,239,000

Amazing waterfront retreat with both Gulf & Bay views! Located in Boca Grande North- Unit A2 is nestled on Gasparilla Island near the picturesque Village of Boca Grande, Florida. This 2-bedroom, 2-bathroom bayfront seaside condo is turnkey furnished and offers a perfect blend of luxury, comfort, and breathtaking views, making it an ideal haven for those seeking the coastal lifestyle. One of the standout features of this condominium is the balconies, allowing Gulf views & the large screened lanai overlooking the Gasparilla Sound, where you can see the boats, kayaks, dolphins, and more cruising by, but still enjoy your privacy. Savor your morning coffee while watching the sunrise over the water, or unwind in the evening with a glass of wine as the sun sets. The panoramic views are simply unparalleled. Have a boat? Private Boat Slips can be rented separately or are often available for private sale. Have furry friends? You will enjoy this pet-friendly community. Owners can have two dogs and there are great walking paths! This beautifully appointed turnkey furnished 1,248-square-foot home greets you with an open and airy floor plan that seamlessly connects the living, dining, and kitchen areas. The spacious living room floods the space with natural light from impact glass windows & doors and provides nearly unobstructed views of the surrounding waterways of the Gulf of America & Gasparilla Sound. This allows you to enjoy BOTH sunrise & sunset from either of the porch areas. Imagine relaxing here after a day on the water, soaking in the serene ambiance. Coastal elegance abounds in the finishes, beautiful artwork and accents and yet allows for a comfortable entertaining space. The modern kitchen boasts high-end appliances, ample cabinetry, and a convenient breakfast bar for casual dining. Whether you're preparing a gourmet meal or a quick snack, this kitchen caters to all your culinary needs. The dining area has amazing views and can seat up to six. The master suite is a true sanctuary, complete with a generous closet and an en-suite bathroom featuring elegant fixtures and finishes. The impact-resistant glass sliders allow you to enjoy wide-open views of the water as you relax in bed. The second bedroom is equally inviting with impact glass sliders leading to the porch allowing direct views to the Gulf. Residents of this gated community have access to a range of amenities, including a sparkling heated swimming pool & spa, well-maintained grounds, tennis/pickleball courts, a clubhouse, fitness center, a gulf-front area, golf cart charging and convenient access to boating facilities. Additionally, the property is located just a short distance from the charming shops, restaurants, and pristine beaches of Boca Grande, ensuring you're never far from leisure and entertainment options. Golf carts are welcome and have a nearby path to lead you to the Village. Let's not forget the world-class pristine beaches, boating and fishing. This unit has a wonderful rental history - Whether you're seeking a full-time residence, a vacation getaway, or an investment property, this unit offers an exceptional opportunity to experience the best of Florida's Gulf Coast living. Current rental income and is ready for rentals or your home away from home. Don't miss your chance to own a piece of paradise in this sought-after location. Schedule your private showing today and prepare to be captivated by all this remarkable property has to offer.

2 Beds ⋅ 2 Baths ⋅ Boca Grande North SubDv. ⋅ 33921 Zip Code

Amazing waterfront retreat with both Gulf & Bay views! Located in Boca Grande North- Unit A2 is nestled on Gasparilla Island near the picturesque Village of Boca Grande, Florida. This 2-bedroom, 2-bathroom bayfront seaside condo is turnkey furnished and offers a perfect blend of luxury, comfort, and breathtaking views, making it an ideal haven for those seeking the coastal lifestyle. One of the standout features of this condominium is the balconies, allowing Gulf views & the large screened lanai overlooking the Gasparilla Sound, where you can see the boats, kayaks, dolphins, and more cruising by, but still enjoy your privacy. Savor your morning coffee while watching the sunrise over the water, or unwind in the evening with a glass of wine as the sun sets. The panoramic views are simply unparalleled. Have a boat? Private Boat Slips can be rented separately or are often available for private sale. Have furry friends? You will enjoy this pet-friendly community. Owners can have two dogs and there are great walking paths! This beautifully appointed turnkey furnished 1,248-square-foot home greets you with an open and airy floor plan that seamlessly connects the living, dining, and kitchen areas. The spacious living room floods the space with natural light from impact glass windows & doors and provides nearly unobstructed views of the surrounding waterways of the Gulf of America & Gasparilla Sound. This allows you to enjoy BOTH sunrise & sunset from either of the porch areas. Imagine relaxing here after a day on the water, soaking in the serene ambiance. Coastal elegance abounds in the finishes, beautiful artwork and accents and yet allows for a comfortable entertaining space. The modern kitchen boasts high-end appliances, ample cabinetry, and a convenient breakfast bar for casual dining. Whether you're preparing a gourmet meal or a quick snack, this kitchen caters to all your culinary needs. The dining area has amazing views and can seat up to six. The master suite is a true sanctuary, complete with a generous closet and an en-suite bathroom featuring elegant fixtures and finishes. The impact-resistant glass sliders allow you to enjoy wide-open views of the water as you relax in bed. The second bedroom is equally inviting with impact glass sliders leading to the porch allowing direct views to the Gulf. Residents of this gated community have access to a range of amenities, including a sparkling heated swimming pool & spa, well-maintained grounds, tennis/pickleball courts, a clubhouse, fitness center, a gulf-front area, golf cart charging and convenient access to boating facilities. Additionally, the property is located just a short distance from the charming shops, restaurants, and pristine beaches of Boca Grande, ensuring you're never far from leisure and entertainment options. Golf carts are welcome and have a nearby path to lead you to the Village. Let's not forget the world-class pristine beaches, boating and fishing. This unit has a wonderful rental history - Whether you're seeking a full-time residence, a vacation getaway, or an investment property, this unit offers an exceptional opportunity to experience the best of Florida's Gulf Coast living. Current rental income and is ready for rentals or your home away from home. Don't miss your chance to own a piece of paradise in this sought-after location. Schedule your private showing today and prepare to be captivated by all this remarkable property has to offer.

6040 Boca Grande Causeway Unit A2, Boca Grande

5000 Gasparilla Road Unit 26, Boca Grande

$2,200,000

Experience the Boca Grande Club lifestyle in this beautifully updated and expanded 3-bedroom, 3-bathroom Village Home with 1,640 square feet of inviting living area. The sunny living room features vaulted ceilings and is complemented by a separate dining room, spacious kitchen with granite countertops and top-of-the-line appliances, and a full laundry room for everyday convenience. The primary bedroom includes an elegant bathroom and large closet/office. The home has plenty of additional space with 2 storage areas and separate pantry. Extensive improvements enhance the home throughout, including HDF laminate floors, new window treatments, front entry door, and garage overhead and side doors. Outdoor living spaces have also been beautifully refreshed with new upper and lower decking, railings, and stairs, creating inviting spaces to relax and enjoy the Florida lifestyle. Designed with durability and peace of mind in mind, the residence features impact-resistant windows and doors, Hardie Plank siding, and a metal roof installed in 2023. Enjoy the exceptional amenities of Boca Grande Club, including tennis courts, Tiki Bar, a community swimming pool, a clubhouse, and workout facility. This residence offers a wonderful opportunity to experience the relaxed, resort-style living that makes Boca Grande Club so desirable.

3 Beds ⋅ 3 Baths ⋅ Village Boca Grande Club SubDv. ⋅ 33921 Zip Code

Experience the Boca Grande Club lifestyle in this beautifully updated and expanded 3-bedroom, 3-bathroom Village Home with 1,640 square feet of inviting living area. The sunny living room features vaulted ceilings and is complemented by a separate dining room, spacious kitchen with granite countertops and top-of-the-line appliances, and a full laundry room for everyday convenience. The primary bedroom includes an elegant bathroom and large closet/office. The home has plenty of additional space with 2 storage areas and separate pantry. Extensive improvements enhance the home throughout, including HDF laminate floors, new window treatments, front entry door, and garage overhead and side doors. Outdoor living spaces have also been beautifully refreshed with new upper and lower decking, railings, and stairs, creating inviting spaces to relax and enjoy the Florida lifestyle. Designed with durability and peace of mind in mind, the residence features impact-resistant windows and doors, Hardie Plank siding, and a metal roof installed in 2023. Enjoy the exceptional amenities of Boca Grande Club, including tennis courts, Tiki Bar, a community swimming pool, a clubhouse, and workout facility. This residence offers a wonderful opportunity to experience the relaxed, resort-style living that makes Boca Grande Club so desirable.

5000 Gasparilla Road Unit 26, Boca Grande

$2,850,000

Experience the beauty of island living in this beautifully appointed 3-bedroom, 3-bath residence in Seawatch, an exclusive gated private beachfront community on Boca Grande. With 1,000 feet of pristine private Gulf-front shoreline, two community pools, three tennis courts, and lush tropical landscaping, Seawatch offers a truly exceptional coastal lifestyle just minutes from the charming village of Boca Grande. Designed to embrace the natural beauty of its surroundings, this inviting home features a light-filled, open floor plan, soaring cathedral ceilings, and beautiful water views from nearly every room. The spacious primary suite is a peaceful retreat, complete with a private balcony, two walk-in closets, and a spa-inspired bath featuring dual vanities, a soaking tub, a separate shower, and a private water closet. Two additional bedrooms comfortably accommodate family and guests, including one with its own ensuite bath. Thoughtful upgrades enhance both comfort and peace of mind, including high-impact windows, a durable standing-seam metal roof, ultraviolet air purification system, whole-home surge protection, upgraded electrical, and a complete water treatment system. A cozy loft provides the perfect setting for a home office, reading nook, or quiet escape, while the screened lanai invites you to unwind in the refreshing coastal breezes and enjoy the tranquil water views. Whether savoring a quiet morning coffee or taking in spectacular Gulf sunsets, this home offers a wonderful setting to embrace the relaxed rhythm of island life. The spacious lower-level garage and workshop provide ample room for vehicles, golf carts, beach essentials, and additional storage. Beyond the community, Boca Grande’s boutique shopping, fine dining, scenic biking and walking paths, and world-class beaches are just moments away. Discover the rare opportunity to own a beautiful coastal retreat in one of Boca Grande’s most desirable gated beachfront communities. At Seawatch, the best of beachside living awaits—where timeless coastal charm meets comfort, privacy, and the beauty of the Gulf.

3 Beds ⋅ 3 Baths ⋅ Seawatch Of Boca Grande SubDv. ⋅ 33921 Zip Code

Experience the beauty of island living in this beautifully appointed 3-bedroom, 3-bath residence in Seawatch, an exclusive gated private beachfront community on Boca Grande. With 1,000 feet of pristine private Gulf-front shoreline, two community pools, three tennis courts, and lush tropical landscaping, Seawatch offers a truly exceptional coastal lifestyle just minutes from the charming village of Boca Grande. Designed to embrace the natural beauty of its surroundings, this inviting home features a light-filled, open floor plan, soaring cathedral ceilings, and beautiful water views from nearly every room. The spacious primary suite is a peaceful retreat, complete with a private balcony, two walk-in closets, and a spa-inspired bath featuring dual vanities, a soaking tub, a separate shower, and a private water closet. Two additional bedrooms comfortably accommodate family and guests, including one with its own ensuite bath. Thoughtful upgrades enhance both comfort and peace of mind, including high-impact windows, a durable standing-seam metal roof, ultraviolet air purification system, whole-home surge protection, upgraded electrical, and a complete water treatment system. A cozy loft provides the perfect setting for a home office, reading nook, or quiet escape, while the screened lanai invites you to unwind in the refreshing coastal breezes and enjoy the tranquil water views. Whether savoring a quiet morning coffee or taking in spectacular Gulf sunsets, this home offers a wonderful setting to embrace the relaxed rhythm of island life. The spacious lower-level garage and workshop provide ample room for vehicles, golf carts, beach essentials, and additional storage. Beyond the community, Boca Grande’s boutique shopping, fine dining, scenic biking and walking paths, and world-class beaches are just moments away. Discover the rare opportunity to own a beautiful coastal retreat in one of Boca Grande’s most desirable gated beachfront communities. At Seawatch, the best of beachside living awaits—where timeless coastal charm meets comfort, privacy, and the beauty of the Gulf.

36 Seawatch Drive Drive, Boca Grande

9901 Ne Gasparilla Pass Boulevard, Boca Grande

$5,575,000

Virtually Staged. Virtually Staged. Modern Coastal Luxury - NEW HOME - Just Completed! Discover one of Boca Grande’s newest and most exclusive homes on the prestigious North Shore of Gasparilla Island. This brand-new 5-bedroom, 5-bathroom estate (each bedroom featuring en-suite bathrooms) offers over 4,000+ sq. ft. designed for effortless coastal entertaining on one level. Set at the end of a private living cul-de-sac and positioned on one of the highest elevated lots on the island, the property is surrounded by masonry privacy walls and features professionally designed lush tropical landscaping. Once inside, you’ll find soaring ceilings, custom millwork, 7.5” white oak flooring, and impact-rated sliders that blend indoor and outdoor living. A unique zero-post sliding glass door system leads to an expansive covered lanai (600+ sq. ft.) featuring a retractable Phantom Screen, custom outdoor kitchen with Coyote appliances, while overlooking the elegantly designed pool and spa. The home is an entertainer's dream featuring a chef’s inspired kitchen complete with designer cabinetry, Thermador appliances, extra-large workstation sink, dual dishwashers, quartz countertops, and a 12' center island perfect for hosting. Additional highlights include a wet bar and prep area coupled with a wine chiller tower, beverage center, spacious walk-in pantry, and discreet mudroom/laundry area. The primary suite is thoughtfully designed offering a majestic view of the pool and backyard with separate walk-in closets. The primary bathroom is a serene retreat offering heated floors, an oversized shower and soaking tub, along with custom Robern medicine cabinets and designer lighting. The additional en-suite bathrooms offer their own privacy and Bedroom 2 can also serve as a den or office if desired. Guest suite bathrooms provide private comfort with curbless walk-in showers and custom designer finishes throughout. Designed by nationally recognized T.A. Krebs Architects, and crafted by preferred island builder L.J. Silva Construction, this 2025 masterpiece combines masonry block construction with energy-efficient spray foam insulation, premium concrete tile roofing, "cool touch" Shellock pool and lanai pavers, and a 24 kW Generac generator. With an attached 3-car garage, the home has ample storage for your Moke or golf cart and other outdoor island toys. Smart home technology includes an app-controlled pool/spa & fireplace lighting, irrigation, sound pre-wiring throughout and a 75" Samsung Frame Pro TV in the family room. Deeded beach access is just steps away and ownership boat dockage with lift capability (up to 65') is just across the road, for easy and quick access if desired. This estate offers both tranquility and accessibility to the island’s best amenities. Along with Coral Creek Jet Center/Airport and a Tom Fazio Signature Golf Course just across the Bridge. A few photographs are virtually staged. Experience the pinnacle of Boca Grande living - modern coastal luxury at its finest.

5 Beds ⋅ 5 Baths ⋅ Gasparilla North SubDv. ⋅ 33921 Zip Code

Virtually Staged. Virtually Staged. Modern Coastal Luxury - NEW HOME - Just Completed! Discover one of Boca Grande’s newest and most exclusive homes on the prestigious North Shore of Gasparilla Island. This brand-new 5-bedroom, 5-bathroom estate (each bedroom featuring en-suite bathrooms) offers over 4,000+ sq. ft. designed for effortless coastal entertaining on one level. Set at the end of a private living cul-de-sac and positioned on one of the highest elevated lots on the island, the property is surrounded by masonry privacy walls and features professionally designed lush tropical landscaping. Once inside, you’ll find soaring ceilings, custom millwork, 7.5” white oak flooring, and impact-rated sliders that blend indoor and outdoor living. A unique zero-post sliding glass door system leads to an expansive covered lanai (600+ sq. ft.) featuring a retractable Phantom Screen, custom outdoor kitchen with Coyote appliances, while overlooking the elegantly designed pool and spa. The home is an entertainer's dream featuring a chef’s inspired kitchen complete with designer cabinetry, Thermador appliances, extra-large workstation sink, dual dishwashers, quartz countertops, and a 12' center island perfect for hosting. Additional highlights include a wet bar and prep area coupled with a wine chiller tower, beverage center, spacious walk-in pantry, and discreet mudroom/laundry area. The primary suite is thoughtfully designed offering a majestic view of the pool and backyard with separate walk-in closets. The primary bathroom is a serene retreat offering heated floors, an oversized shower and soaking tub, along with custom Robern medicine cabinets and designer lighting. The additional en-suite bathrooms offer their own privacy and Bedroom 2 can also serve as a den or office if desired. Guest suite bathrooms provide private comfort with curbless walk-in showers and custom designer finishes throughout. Designed by nationally recognized T.A. Krebs Architects, and crafted by preferred island builder L.J. Silva Construction, this 2025 masterpiece combines masonry block construction with energy-efficient spray foam insulation, premium concrete tile roofing, "cool touch" Shellock pool and lanai pavers, and a 24 kW Generac generator. With an attached 3-car garage, the home has ample storage for your Moke or golf cart and other outdoor island toys. Smart home technology includes an app-controlled pool/spa & fireplace lighting, irrigation, sound pre-wiring throughout and a 75" Samsung Frame Pro TV in the family room. Deeded beach access is just steps away and ownership boat dockage with lift capability (up to 65') is just across the road, for easy and quick access if desired. This estate offers both tranquility and accessibility to the island’s best amenities. Along with Coral Creek Jet Center/Airport and a Tom Fazio Signature Golf Course just across the Bridge. A few photographs are virtually staged. Experience the pinnacle of Boca Grande living - modern coastal luxury at its finest.

9901 Ne Gasparilla Pass Boulevard, Boca Grande

5850 Gasparilla Road Unit M4, Boca Grande

$495,000

Sometimes, you don’t need more space. You just need the right space. And when that space is within the prestigious Boca Grande Club, recently recognized as a Platinum Club of America and ranked No. 8 among the nation’s Top 20 Beach Clubs, the lifestyle is anything but ordinary. Set on the top floor of Marina Village, this 1-bedroom, 1-bath residence captures beautiful views of Gasparilla Sound and Uncle Henry’s Marina, offering the best of carefree island living. The open-concept interior extends to a private waterfront balcony, perfect for watching boats come and go. Thoughtful improvements include hurricane-impact windows and doors throughout, a durable metal roof, newer siding and soffits, and a 2023 HVAC system and water heater. Residents enjoy access to miles of pristine Gulf-front beaches, waterfront dining, premier tennis facilities, a state-of-the-art fitness center, and an active social calendar. Adding to the excitement, the Club is just weeks away from unveiling its spectacularly reimagined Gulf-front pool, featuring a stylish new tiki bar, contemporary design, beautiful new poolside furnishings, and an elevated resort-style atmosphere. The Marina Village pool is also just steps away. An exceptional opportunity to enjoy the beauty of Boca Grande, the distinction of a nationally recognized private beach club, and the simplicity of a low-maintenance island retreat.

1 Beds ⋅ 1 Baths ⋅ Boca Grande Club SubDv. ⋅ 33921 Zip Code

Sometimes, you don’t need more space. You just need the right space. And when that space is within the prestigious Boca Grande Club, recently recognized as a Platinum Club of America and ranked No. 8 among the nation’s Top 20 Beach Clubs, the lifestyle is anything but ordinary. Set on the top floor of Marina Village, this 1-bedroom, 1-bath residence captures beautiful views of Gasparilla Sound and Uncle Henry’s Marina, offering the best of carefree island living. The open-concept interior extends to a private waterfront balcony, perfect for watching boats come and go. Thoughtful improvements include hurricane-impact windows and doors throughout, a durable metal roof, newer siding and soffits, and a 2023 HVAC system and water heater. Residents enjoy access to miles of pristine Gulf-front beaches, waterfront dining, premier tennis facilities, a state-of-the-art fitness center, and an active social calendar. Adding to the excitement, the Club is just weeks away from unveiling its spectacularly reimagined Gulf-front pool, featuring a stylish new tiki bar, contemporary design, beautiful new poolside furnishings, and an elevated resort-style atmosphere. The Marina Village pool is also just steps away. An exceptional opportunity to enjoy the beauty of Boca Grande, the distinction of a nationally recognized private beach club, and the simplicity of a low-maintenance island retreat.

5850 Gasparilla Road Unit M4, Boca Grande

$2,695,000

Steps from the Gulf, this 3 bedroom, 2 full bath, 1,408 sq. ft. townhome blends coastal charm with easy, modern living. Minutes from the charming village of Boca Grande with boutique shopping, favorite dining spots, the Gasparilla Inn - yet tucked in a quiet setting made for sunset evenings. Inside, generously sized bedrooms offer comfortable private retreats. Wide-plank flooring runs through the main living areas, kitchen, and the downstairs bedroom, while the second floor is carpeted for comfort. Recent upgrades include a newer metal roof (2022) and new A/C that provide peace of mind. Breezy indoor-outdoor living is the everyday rhythm here: start on the screened lanai, rinse off after the beach in the outdoor shower, then head down to the spacious paver patio ideal for lounging, casual dinners, and taking in those iconic Gulf sunsets. Tandem, under-building parking for two vehicles adds convenience and covered storage options for beach gear. In a community perfectly positioned for front-row lighthouse views and nightly color, this is an effortless Gulf-front retreat where the sound of the waves pairs perfectly with your morning coffee.

3 Beds ⋅ 2 Baths ⋅ Lighthouse SubDv. ⋅ 33921 Zip Code

Steps from the Gulf, this 3 bedroom, 2 full bath, 1,408 sq. ft. townhome blends coastal charm with easy, modern living. Minutes from the charming village of Boca Grande with boutique shopping, favorite dining spots, the Gasparilla Inn - yet tucked in a quiet setting made for sunset evenings. Inside, generously sized bedrooms offer comfortable private retreats. Wide-plank flooring runs through the main living areas, kitchen, and the downstairs bedroom, while the second floor is carpeted for comfort. Recent upgrades include a newer metal roof (2022) and new A/C that provide peace of mind. Breezy indoor-outdoor living is the everyday rhythm here: start on the screened lanai, rinse off after the beach in the outdoor shower, then head down to the spacious paver patio ideal for lounging, casual dinners, and taking in those iconic Gulf sunsets. Tandem, under-building parking for two vehicles adds convenience and covered storage options for beach gear. In a community perfectly positioned for front-row lighthouse views and nightly color, this is an effortless Gulf-front retreat where the sound of the waves pairs perfectly with your morning coffee.

290 Gulf Blvd Unit 12, Boca Grande

5700 Gulf Shores Drive Unit B234, Boca Grande

$1,305,000

Welcome to your dream Boca Grande getaway! Located within a gated community, this 2nd-floor condominium offers a blend of resort-like living and convenience, with an array of amenities, tasteful décor, and elevator access to your front door. As you step inside, you're immediately greeted by serene views of the Gulf of Mexico, which can be enjoyed from just about every room. The updated interior features a delightful kitchen with ample cabinetry and a terrific layout, making meal preparation a breeze. Behind the kitchen is a cozy nook that is perfect for a bunk room or an in-home office. Both bedrooms provide comfortable retreats with ample storage space, but it's the view from the primary bedroom that steals the show. The spacious screened-in porch is the perfect place to enjoy your morning coffee as you gaze out to the endless horizon of the Gulf. At the end of the day, it is the perfect retreat to raise a toast while soaking in the picturesque sunsets. This lovingly maintained condo offers more than just stunning views – it's also equipped with hurricane-rated windows and doors and its own maintenance services, ensuring peace of mind for homeowners. Additional amenities include beachfront living, a heated pool, tennis courts, outdoor grilling areas, a golf cart charging station, dedicated covered parking for owners, and plenty of visitor parking. This prime location, on the north end of the island, provides larger and uncrowded beaches that are ideal for shelling and leisurely strolls. Whether you're seeking a permanent residence or a seasonal escape, don't miss your chance to experience the ultimate in maintenance-free coastal living.

2 Beds ⋅ 2 Baths ⋅ Sea Oates Boca Grande SubDv. ⋅ 33921 Zip Code

Welcome to your dream Boca Grande getaway! Located within a gated community, this 2nd-floor condominium offers a blend of resort-like living and convenience, with an array of amenities, tasteful décor, and elevator access to your front door. As you step inside, you're immediately greeted by serene views of the Gulf of Mexico, which can be enjoyed from just about every room. The updated interior features a delightful kitchen with ample cabinetry and a terrific layout, making meal preparation a breeze. Behind the kitchen is a cozy nook that is perfect for a bunk room or an in-home office. Both bedrooms provide comfortable retreats with ample storage space, but it's the view from the primary bedroom that steals the show. The spacious screened-in porch is the perfect place to enjoy your morning coffee as you gaze out to the endless horizon of the Gulf. At the end of the day, it is the perfect retreat to raise a toast while soaking in the picturesque sunsets. This lovingly maintained condo offers more than just stunning views – it's also equipped with hurricane-rated windows and doors and its own maintenance services, ensuring peace of mind for homeowners. Additional amenities include beachfront living, a heated pool, tennis courts, outdoor grilling areas, a golf cart charging station, dedicated covered parking for owners, and plenty of visitor parking. This prime location, on the north end of the island, provides larger and uncrowded beaches that are ideal for shelling and leisurely strolls. Whether you're seeking a permanent residence or a seasonal escape, don't miss your chance to experience the ultimate in maintenance-free coastal living.

5700 Gulf Shores Drive Unit B234, Boca Grande

5000 Gasparilla Road Unit 19, Boca Grande

$2,100,000

Boca Grande Club has earned Platinum Club of America recognition, ranking No. 8 in the nation’s beach club category. Within this distinguished beachfront community, Village Home 19 combines the privacy of a freestanding residence with beautifully renovated interiors and access to exceptional private club amenities. With no shared walls, its own garage and private outdoor space, the home enjoys an unusually open setting with glimpses of the Gulf from each level. Thoughtfully enclosed spaces expand the main living area and guest bedroom, adding versatility to the floor plan and providing room for reading, conversation or quiet retreat. Plantation shutters throughout lend architectural definition, complementing a restrained coastal palette. Mature landscaping frames the residence and its outdoor patio, creating a private setting for enjoying the coastal air. A 2022 standing seam metal roof, Trex stairs and decking, and predominantly impact-rated windows and sliding glass doors complement the interior renovation. Furnishings are available. An extensive renovation of the Club’s pool and tiki bar, alongside recently renovated restaurants, brings a fresh, sophisticated aesthetic to its beachfront gathering spaces. An expansive private beach, waterfront dining, multiple pools, eight Har-Tru tennis courts, an established tennis program and a fitness center offer a rich array of pursuits within this gated, professionally managed community.

3 Beds ⋅ 3 Baths ⋅ Village Boca Grande Club SubDv. ⋅ 33921 Zip Code

Boca Grande Club has earned Platinum Club of America recognition, ranking No. 8 in the nation’s beach club category. Within this distinguished beachfront community, Village Home 19 combines the privacy of a freestanding residence with beautifully renovated interiors and access to exceptional private club amenities. With no shared walls, its own garage and private outdoor space, the home enjoys an unusually open setting with glimpses of the Gulf from each level. Thoughtfully enclosed spaces expand the main living area and guest bedroom, adding versatility to the floor plan and providing room for reading, conversation or quiet retreat. Plantation shutters throughout lend architectural definition, complementing a restrained coastal palette. Mature landscaping frames the residence and its outdoor patio, creating a private setting for enjoying the coastal air. A 2022 standing seam metal roof, Trex stairs and decking, and predominantly impact-rated windows and sliding glass doors complement the interior renovation. Furnishings are available. An extensive renovation of the Club’s pool and tiki bar, alongside recently renovated restaurants, brings a fresh, sophisticated aesthetic to its beachfront gathering spaces. An expansive private beach, waterfront dining, multiple pools, eight Har-Tru tennis courts, an established tennis program and a fitness center offer a rich array of pursuits within this gated, professionally managed community.

5000 Gasparilla Road Unit 19, Boca Grande

$9,995,000

Welcome to 4150 Snail Island Court, a truly one-of-a-kind gated waterfront estate set on 3.57 acres of pristine land and bordered by a protected nature conservatory, offering unmatched privacy and natural beauty. A dramatic, palm-lined driveway with custom lighting creates a grand entrance to this exceptional residence. Built to last, the home is elevated approximately ten steps to the entry and constructed with solid block and concrete, impact-rated windows and doors, and a metal roof. Inside, the home showcases custom solid-wood doors with elegant arched detailing, and a private ELEVATOR servicing all levels for convenience and ease. The main floor is designed for comfortable entertaining and guest accommodations, featuring three guest bedrooms, each with its own ensuite bathroom. The spacious kitchen offers quartz countertops, stainless steel appliances, a breakfast bar, and a cozy dining nook. Adjacent are the formal dining area, living room, and a den with closing doors, ideal for movie nights or flex space. Sliding doors open to a spacious balcony with room for dining, overlooking the pool and surrounding nature. The third floor is dedicated entirely to the owner’s retreat, showcasing a luxurious primary suite with a private balcony, an attached secondary living room with kitchenette, a dedicated office, and two oversized walk-in closets with built-in shelving. The primary bathroom is spacious, has imported Mirano tiles, custom marble countertops, and also features a steam room. Elevated finishes include tray ceilings and decorative wall accents. On the ground floor, a large storage room—easily convertible into a bar or lounge—opens to the outdoor living area. Enjoy a covered lanai, heated pool and spa, and a backyard fire pit, perfect for relaxing or entertaining. Waterfront amenities include a recently rebuilt dock with high-end composite decking and two covered boat lifts. Adding to the uniqueness of this estate, the front yard features a private driving range, making this property as extraordinary as it is luxurious. This rare waterfront offering blends privacy, durability, and resort-style living—an exceptional opportunity on Boca Grande.

4 Beds ⋅ 5 Baths ⋅ East Shore Acres 02 SubDv. ⋅ 33921 Zip Code

Welcome to 4150 Snail Island Court, a truly one-of-a-kind gated waterfront estate set on 3.57 acres of pristine land and bordered by a protected nature conservatory, offering unmatched privacy and natural beauty. A dramatic, palm-lined driveway with custom lighting creates a grand entrance to this exceptional residence. Built to last, the home is elevated approximately ten steps to the entry and constructed with solid block and concrete, impact-rated windows and doors, and a metal roof. Inside, the home showcases custom solid-wood doors with elegant arched detailing, and a private ELEVATOR servicing all levels for convenience and ease. The main floor is designed for comfortable entertaining and guest accommodations, featuring three guest bedrooms, each with its own ensuite bathroom. The spacious kitchen offers quartz countertops, stainless steel appliances, a breakfast bar, and a cozy dining nook. Adjacent are the formal dining area, living room, and a den with closing doors, ideal for movie nights or flex space. Sliding doors open to a spacious balcony with room for dining, overlooking the pool and surrounding nature. The third floor is dedicated entirely to the owner’s retreat, showcasing a luxurious primary suite with a private balcony, an attached secondary living room with kitchenette, a dedicated office, and two oversized walk-in closets with built-in shelving. The primary bathroom is spacious, has imported Mirano tiles, custom marble countertops, and also features a steam room. Elevated finishes include tray ceilings and decorative wall accents. On the ground floor, a large storage room—easily convertible into a bar or lounge—opens to the outdoor living area. Enjoy a covered lanai, heated pool and spa, and a backyard fire pit, perfect for relaxing or entertaining. Waterfront amenities include a recently rebuilt dock with high-end composite decking and two covered boat lifts. Adding to the uniqueness of this estate, the front yard features a private driving range, making this property as extraordinary as it is luxurious. This rare waterfront offering blends privacy, durability, and resort-style living—an exceptional opportunity on Boca Grande.

4150 Snail Island Court, Boca Grande

$11,750,000

Nestled on a rare 1.6-acre waterfront parcel with views of Gasparilla Sound is a coastal masterpiece that has just undergone a complete, top-to-bottom remodel by PCI, embracing a serene coastal theme with light, airy colors throughout. Conveniently located on Loomis Avenue, just moments from the charming shops, restaurants, and amenities of historic downtown Boca Grande, this exquisite estate offers tranquility with sweeping breathtaking unobstructed water views. Boasting an impressive 159 feet of prime waterfront, the property features 4 spacious bedrooms, a versatile flex den room, 4.5 luxurious baths, and multiple inviting living areas designed for seamless flow and relaxation. The chef’s dream kitchen is outfitted with premium Wolf brand appliances, perfect for culinary enthusiasts. Convenience abounds with laundry facilities on both the lower and top floors. Step outside to one of the largest pools on Boca Grande, ideal for lavish gatherings, complemented by a grand main-floor patio area and a private master suite balcony on the top floor—both perfect for entertaining guests in style. The estate includes a massive 5-6 car garage with convenient side-entry doors, ample parking via an elegant circle drive, hurricane-rated windows and doors for peace of mind, and a private elevator for effortless access between levels. An open floor plan enhances the home’s light-filled ambiance, while mature, lush landscaping envelops the grounds in tropical serenity. This is more than a home—it’s a slice of paradise, where luxury meets the laid-back charm of island living, all just a short stroll or bike ride from town.

5 Beds ⋅ 6 Baths ⋅ East Shore Acres Ii SubDv. ⋅ 33921 Zip Code

Nestled on a rare 1.6-acre waterfront parcel with views of Gasparilla Sound is a coastal masterpiece that has just undergone a complete, top-to-bottom remodel by PCI, embracing a serene coastal theme with light, airy colors throughout. Conveniently located on Loomis Avenue, just moments from the charming shops, restaurants, and amenities of historic downtown Boca Grande, this exquisite estate offers tranquility with sweeping breathtaking unobstructed water views. Boasting an impressive 159 feet of prime waterfront, the property features 4 spacious bedrooms, a versatile flex den room, 4.5 luxurious baths, and multiple inviting living areas designed for seamless flow and relaxation. The chef’s dream kitchen is outfitted with premium Wolf brand appliances, perfect for culinary enthusiasts. Convenience abounds with laundry facilities on both the lower and top floors. Step outside to one of the largest pools on Boca Grande, ideal for lavish gatherings, complemented by a grand main-floor patio area and a private master suite balcony on the top floor—both perfect for entertaining guests in style. The estate includes a massive 5-6 car garage with convenient side-entry doors, ample parking via an elegant circle drive, hurricane-rated windows and doors for peace of mind, and a private elevator for effortless access between levels. An open floor plan enhances the home’s light-filled ambiance, while mature, lush landscaping envelops the grounds in tropical serenity. This is more than a home—it’s a slice of paradise, where luxury meets the laid-back charm of island living, all just a short stroll or bike ride from town.

4070 Loomis Avenue, Boca Grande

$4,950,000

In the Heart of the Village, on Deep Protected Water. Single-level living is rare in Boca Grande. Here it comes with a dock with a newer lift, a heated pool, and a short golf cart ride to the shops, restaurants, and beaches of the historic Village. Set Waterways Ave, this 4-bedroom, 4-bath classic island home has had no water intrusion during recent storms. That is a meaningful distinction on the island today. The light-filled great room centers on a coral stone fireplace. French doors open to a stone patio and heated pool, and the home is designed so indoor and outdoor living flow together. A fenced yard is framed by mature tropical landscaping. The Florida-style floor plan includes; a kitchen with stone counters and a sunny breakfast nook, a generous primary suite and bath, an executive office that also works as a den, and three en-suite guest rooms, so family and friends each have their own space. Recent improvements include a new standing seam metal roof and tankless water heating. Ground-floor ease, deep water with a lift, and a Village address. Experience the lifestyle that Boca Grande is famous for!

4 Beds ⋅ 4 Baths ⋅ Harbor Drive Waterways SubDv. ⋅ 33921 Zip Code

In the Heart of the Village, on Deep Protected Water. Single-level living is rare in Boca Grande. Here it comes with a dock with a newer lift, a heated pool, and a short golf cart ride to the shops, restaurants, and beaches of the historic Village. Set Waterways Ave, this 4-bedroom, 4-bath classic island home has had no water intrusion during recent storms. That is a meaningful distinction on the island today. The light-filled great room centers on a coral stone fireplace. French doors open to a stone patio and heated pool, and the home is designed so indoor and outdoor living flow together. A fenced yard is framed by mature tropical landscaping. The Florida-style floor plan includes; a kitchen with stone counters and a sunny breakfast nook, a generous primary suite and bath, an executive office that also works as a den, and three en-suite guest rooms, so family and friends each have their own space. Recent improvements include a new standing seam metal roof and tankless water heating. Ground-floor ease, deep water with a lift, and a Village address. Experience the lifestyle that Boca Grande is famous for!

252 Waterways Avenue, Boca Grande

$4,190,000

Historic 3 bedroom, 3 ½ bath completely renovated home with garage, located just steps away from shopping, restaurants and the beach! In 2019, this historic and contributing Boca Grande cottage underwent a full renovation and addition which included an interior staircase and second living floor with a third bedroom suite, ensuite bathroom, as well as a full-size garage with space for a car and golf cart. All work was completed by Safety Harbor Builders boasting incredible custom carpentry including cabinets, built-ins, closets, crown molding, 8-inch baseboards, solid wood custom doors and beautifully crafted ceilings. Wide plank white oak wood flooring runs throughout main living areas, kitchen and all bedrooms. A chef’s dream kitchen includes a 6 burner Wolf range with pot filler, plus an additional Wolf wall oven, Wolf built-in microwave / convection oven, Bosch dishwasher and Sub-Zero refrigerator. Other features include a large island with a farmhouse sink, Quartz countertops, and a built-in wall pantry with easy access drawers. Three bedrooms, all with private full baths include custom glass enclosures, and showers detailed with Carrara marble and / or hammered subway tiles, one with a cast iron tub. For guests, there is a powder room off the living area. The laundry room includes a second custom pantry for additional storage and Whirlpool washer and dryer. Finished with all impact rated windows and doors plus 2025 new metal roof, new tankless water heater and all new appliances. The propane tank provides for the range, tankless water heater and fireplace. The house is also generator ready. Lush landscaping, irrigation and lighting are all installed for privacy and beauty. Use the welcoming front porch to enjoy and gather with friends and family in a truly historic custom architecturally designed Boca Grande cottage built to today’s standards!

3 Beds ⋅ 4 Baths ⋅ Boca Grande SubDv. ⋅ 33921 Zip Code

Historic 3 bedroom, 3 ½ bath completely renovated home with garage, located just steps away from shopping, restaurants and the beach! In 2019, this historic and contributing Boca Grande cottage underwent a full renovation and addition which included an interior staircase and second living floor with a third bedroom suite, ensuite bathroom, as well as a full-size garage with space for a car and golf cart. All work was completed by Safety Harbor Builders boasting incredible custom carpentry including cabinets, built-ins, closets, crown molding, 8-inch baseboards, solid wood custom doors and beautifully crafted ceilings. Wide plank white oak wood flooring runs throughout main living areas, kitchen and all bedrooms. A chef’s dream kitchen includes a 6 burner Wolf range with pot filler, plus an additional Wolf wall oven, Wolf built-in microwave / convection oven, Bosch dishwasher and Sub-Zero refrigerator. Other features include a large island with a farmhouse sink, Quartz countertops, and a built-in wall pantry with easy access drawers. Three bedrooms, all with private full baths include custom glass enclosures, and showers detailed with Carrara marble and / or hammered subway tiles, one with a cast iron tub. For guests, there is a powder room off the living area. The laundry room includes a second custom pantry for additional storage and Whirlpool washer and dryer. Finished with all impact rated windows and doors plus 2025 new metal roof, new tankless water heater and all new appliances. The propane tank provides for the range, tankless water heater and fireplace. The house is also generator ready. Lush landscaping, irrigation and lighting are all installed for privacy and beauty. Use the welcoming front porch to enjoy and gather with friends and family in a truly historic custom architecturally designed Boca Grande cottage built to today’s standards!

291 Palm Avenue, Boca Grande

$3,995,000

This well maintained in-town North Village residence in the private Boca Bay community offers 3 bedrooms, 3 full en-suite baths, and 2 additional half baths, framed by lush tropical landscaping and vibrant cascading bougainvillea. Thoughtfully designed for both comfort and functionality, the home includes a two-car plus golf cart garage, ample storage, and a back of the garage attached workshop – perfect for the avid craftsman or hobbyist with additional storage! Enjoy desirable southern exposure, bathing the home in warm natural light throughout the day. The interior has been tastefully upgraded with modern finishes and appliances. The kitchen features stainless steel appliances, granite countertops with matching backsplash, and updated custom cabinetry, opening seamlessly to a spacious living area ideal for entertaining. A wet bar with mini beverage refrigerator is complimented by a cozy sitting room, creating an inviting gathering space for friends and family. The home also offers a separate dining room with abundant natural light, an enclosed front porch, and an enclosed rear lanai leading to a lounge deck with stairs descending to a sparkling pool with spa, and expansive pavered deck – ideal for relaxing or hosting under the Florida sun. Backing to a tranquil nature preserve, the property enjoys added privacy and peaceful surroundings. As part of the Boca Bay community, you'll enjoy access to its premier amenities with exclusive membership in the Boca Bay Pass Club offering exceptional resort-style amenities including fine dining, 8 Har-Tru courts, four swimming pools including a lap pool, community boat docks, as well as access to the Boca Bay Beach Club – offering a complete coastal lifestyle. Whether you're looking for a primary residence or a seasonal getaway, this home offers the perfect place for indulging in all that Boca Grande has to offer. Walk into the Village and onto the beach – close to everything. Please come and see this well placed and well priced Home!

3 Beds ⋅ 5 Baths ⋅ North Village SubDv. ⋅ 33921 Zip Code

This well maintained in-town North Village residence in the private Boca Bay community offers 3 bedrooms, 3 full en-suite baths, and 2 additional half baths, framed by lush tropical landscaping and vibrant cascading bougainvillea. Thoughtfully designed for both comfort and functionality, the home includes a two-car plus golf cart garage, ample storage, and a back of the garage attached workshop – perfect for the avid craftsman or hobbyist with additional storage! Enjoy desirable southern exposure, bathing the home in warm natural light throughout the day. The interior has been tastefully upgraded with modern finishes and appliances. The kitchen features stainless steel appliances, granite countertops with matching backsplash, and updated custom cabinetry, opening seamlessly to a spacious living area ideal for entertaining. A wet bar with mini beverage refrigerator is complimented by a cozy sitting room, creating an inviting gathering space for friends and family. The home also offers a separate dining room with abundant natural light, an enclosed front porch, and an enclosed rear lanai leading to a lounge deck with stairs descending to a sparkling pool with spa, and expansive pavered deck – ideal for relaxing or hosting under the Florida sun. Backing to a tranquil nature preserve, the property enjoys added privacy and peaceful surroundings. As part of the Boca Bay community, you'll enjoy access to its premier amenities with exclusive membership in the Boca Bay Pass Club offering exceptional resort-style amenities including fine dining, 8 Har-Tru courts, four swimming pools including a lap pool, community boat docks, as well as access to the Boca Bay Beach Club – offering a complete coastal lifestyle. Whether you're looking for a primary residence or a seasonal getaway, this home offers the perfect place for indulging in all that Boca Grande has to offer. Walk into the Village and onto the beach – close to everything. Please come and see this well placed and well priced Home!

162 Blackwall Court, Boca Grande

$4,975,000

LOCATION LOCATION LOCATION-Walk to everything from this truly exquisite 3 bedroom, 2 ½ bathroom Gilchrist Cottage in the heart of the “Historic District”. Loaded with mid-century charm, updated professionally with modern coastal contemporary influence throughout, all nestled onto a deep 50’ by 150’ lot. The property is being beautifully remodeled nearly new and will be delivered Designer furnished for immediate use! This delightful home offers a very private swimming pool area tucked behind privacy fencing covered with fragrant Jasmine, among just planted new lush and additional landscaping. A standing seam metal roof protects the Cottage along with back-alley access to a large, covered carport. The main living area provides a Great Room concept with Philippine Shellstone flooring throughout and a comfortably spacious 10’ by 28’ old fashioned front porch facing the Gulf of Mexico! Estate Wall, extensive pavers, and luminous night lighting offers a very special ambiance at this superb location. A rare opportunity to own in this very limited heart of the Village

3 Beds ⋅ 3 Baths ⋅ Boca Grande SubDv. ⋅ 33921 Zip Code

LOCATION LOCATION LOCATION-Walk to everything from this truly exquisite 3 bedroom, 2 ½ bathroom Gilchrist Cottage in the heart of the “Historic District”. Loaded with mid-century charm, updated professionally with modern coastal contemporary influence throughout, all nestled onto a deep 50’ by 150’ lot. The property is being beautifully remodeled nearly new and will be delivered Designer furnished for immediate use! This delightful home offers a very private swimming pool area tucked behind privacy fencing covered with fragrant Jasmine, among just planted new lush and additional landscaping. A standing seam metal roof protects the Cottage along with back-alley access to a large, covered carport. The main living area provides a Great Room concept with Philippine Shellstone flooring throughout and a comfortably spacious 10’ by 28’ old fashioned front porch facing the Gulf of Mexico! Estate Wall, extensive pavers, and luminous night lighting offers a very special ambiance at this superb location. A rare opportunity to own in this very limited heart of the Village

350 Gilchrist Avenue, Boca Grande

$6,850,000

Welcome to 19 Grouper Hole Drive, a captivating waterfront estate in Boca Grande's most sought-after enclave. This residence commands 170 feet of direct frontage on the tranquil waters of Peekins Cove and Gasparilla Sound, presenting a boater's dream with deep-water dockage, a10,000 lb. lift, and kayak or SUP launch. From your private dock, embark on adventures to nearby waterfront dining destinations, fish the areas backwater and Gulf waters, or simply revel in the panoramic views. The expansive heated lap pool provides a refreshing retreat with a pavered deck and a covered sitting area. Step inside and find four generously sized bedrooms, each with renovated bathrooms and a loft area, all designed for comfort and elegance. The chef's kitchen, equipped with a large walk-in pantry, six burner gas Miele oven / range and quartz countertops inspire culinary creativity. Both the living and dining rooms have large impact sliders which open to additional living space and water views! Recent additions include all impact windows and sliders, hardie board siding, composite decking and a new metal roof. The four-car garage provides ample space for vehicles and storage. Situated on an expansive lot-and-a-half, the property creates a park-like setting. A short golf cart ride along the dedicated path leads to the vibrant village of Boca Grande. Enjoy world-class fishing from your doorstep and easy access to multiple private golf courses and the Boca Grande Jet Port, making this exceptional property a true haven of luxury and convenience!

4 Beds ⋅ 5 Baths ⋅ East Shores Acres SubDv. ⋅ 33921 Zip Code

Welcome to 19 Grouper Hole Drive, a captivating waterfront estate in Boca Grande's most sought-after enclave. This residence commands 170 feet of direct frontage on the tranquil waters of Peekins Cove and Gasparilla Sound, presenting a boater's dream with deep-water dockage, a10,000 lb. lift, and kayak or SUP launch. From your private dock, embark on adventures to nearby waterfront dining destinations, fish the areas backwater and Gulf waters, or simply revel in the panoramic views. The expansive heated lap pool provides a refreshing retreat with a pavered deck and a covered sitting area. Step inside and find four generously sized bedrooms, each with renovated bathrooms and a loft area, all designed for comfort and elegance. The chef's kitchen, equipped with a large walk-in pantry, six burner gas Miele oven / range and quartz countertops inspire culinary creativity. Both the living and dining rooms have large impact sliders which open to additional living space and water views! Recent additions include all impact windows and sliders, hardie board siding, composite decking and a new metal roof. The four-car garage provides ample space for vehicles and storage. Situated on an expansive lot-and-a-half, the property creates a park-like setting. A short golf cart ride along the dedicated path leads to the vibrant village of Boca Grande. Enjoy world-class fishing from your doorstep and easy access to multiple private golf courses and the Boca Grande Jet Port, making this exceptional property a true haven of luxury and convenience!

19 Grouper Hole Drive, Boca Grande

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