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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

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

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

$8,999,000

Private Gulf-Front Estate on Boca Grande Positioned on 1.26 acres with 127 feet of direct Gulf frontage, this exceptional estate offers substantial Gulf-front acreage, an expansive beach, natural dunes, and remarkable privacy. A private boardwalk leads directly from the property to the Gulf, while the absence of nearby public beach access contributes to the quiet, secluded character of this stretch of shoreline. The elevated custom residence encompasses 3,465 square feet of living space with three bedrooms, four full baths, and one half bath. High ceilings and generous proportions create a light and open interior, while the kitchen, living, and dining areas are oriented toward the Gulf to take full advantage of the home's western exposure and water views. Spacious open and screened porches, breezeways, and Gulf-front gathering areas create a natural connection between indoors and out, offering multiple settings for entertaining, relaxing, and enjoying Boca Grande's renowned sunsets. Beneath the home is substantial additional space for storage as well as an expansive screened recreation and game area. A three-car garage provides ample room for vehicles, golf carts, and the necessities of island living. Ready for its next owner's personal vision, the residence provides an opportunity to personalize a well-built custom home while preserving what cannot be recreated: more than an acre of Gulf-front land, 127 feet of beachfront, natural dunes, exceptional privacy, and direct access to one of Boca Grande's most beautiful stretches of shoreline. Located on the North end of Gasparilla Island, the property experienced no flooding during the recent hurricanes and storms that affected the area. Private showings available by appointment.

3 Beds ⋅ 5 Baths ⋅ Gulf Shores North 04 SubDv. ⋅ 33921 Zip Code

Private Gulf-Front Estate on Boca Grande Positioned on 1.26 acres with 127 feet of direct Gulf frontage, this exceptional estate offers substantial Gulf-front acreage, an expansive beach, natural dunes, and remarkable privacy. A private boardwalk leads directly from the property to the Gulf, while the absence of nearby public beach access contributes to the quiet, secluded character of this stretch of shoreline. The elevated custom residence encompasses 3,465 square feet of living space with three bedrooms, four full baths, and one half bath. High ceilings and generous proportions create a light and open interior, while the kitchen, living, and dining areas are oriented toward the Gulf to take full advantage of the home's western exposure and water views. Spacious open and screened porches, breezeways, and Gulf-front gathering areas create a natural connection between indoors and out, offering multiple settings for entertaining, relaxing, and enjoying Boca Grande's renowned sunsets. Beneath the home is substantial additional space for storage as well as an expansive screened recreation and game area. A three-car garage provides ample room for vehicles, golf carts, and the necessities of island living. Ready for its next owner's personal vision, the residence provides an opportunity to personalize a well-built custom home while preserving what cannot be recreated: more than an acre of Gulf-front land, 127 feet of beachfront, natural dunes, exceptional privacy, and direct access to one of Boca Grande's most beautiful stretches of shoreline. Located on the North end of Gasparilla Island, the property experienced no flooding during the recent hurricanes and storms that affected the area. Private showings available by appointment.

16271 N Island Court, Boca Grande

5000 Gasparilla Road Unit BC205, Boca Grande

$955,000

Virtually Staged. Platinum! #8 of the top 10 beach clubs in America! Experience effortless island living at Beach Chalet Unit 205. This charming, turnkey-furnished one-bedroom coastal retreat is nestled within the highly sought-after gated Boca Grande Club. Offering endless, breathtaking views of the Gulf from every room in this second-floor unit! Plus, just moments from the beach, this inviting residence captures the essence of relaxed luxury and the laid-back elegance that defines life on Gasparilla Island. The kitchen features stainless steel appliances and modern finishes, while the bright, open living spaces flow seamlessly into the Florida room—every room is an ideal setting to enjoy morning coffee, a quiet afternoon with a book, or the gentle Gulf breezes. Beyond the residence itself, owners enjoy access to the exceptional resort-style amenities that make the Boca Grande Club so desirable. Get ready for the ultimate pool & lounge oasis! A massive pool complex transformation is in the final stages and looks stunning!(completion deadline of Oct. 31, 2026 - see attached renderings and new photos coming soon). The new complex expands by 20% to a spacious 2,027 square feet, transitioning to a sleek, 62-foot T-shaped layout. These enhancements feature a brand-new main pool, a relaxing spa, a dedicated kiddie pool, expanded seating for 100+ sunbathers, and a newly expanded Tiki Bar (growing by 25–40%) for effortless poolside entertaining. Spend your days lounging on the club’s uncrowded private beach, relaxing by the Gulf-front swimming pools, grab a drink at the tiki bar, dine at the beachfront restaurant, or take advantage of the premier tennis facilities(eight Har-Tru) and state-of-the-art fitness center. All of this includes a top-tier tennis program with professional instruction, as well as on-site rental management and housekeeping services. With beautifully maintained grounds and a vibrant yet tranquil coastal atmosphere, this is a place where every day feels like a vacation. Whether you're seeking a serene personal getaway, seasonal escape, or investment opportunity, this charming island residence offers the perfect blend of comfort, convenience, and the unmatched lifestyle of Boca Grande. This unit is rental-ready and can continue to offer investment income if desired. Peace of mind is built right in: this property will soon have a brand-new roof engineered to meet current, coastal specifications for maximum hurricane resistance. Notably, the previous roof survived Hurricanes Helene and Milton with zero leaks; this proactive upgrade was fully funded by association reserves with no special assessment passed on to the buyer. With the major milestone-required structural reinforcements completed, the entire building is in top-tier condition, ensuring you can buy with confidence. Schedule your private tour and discover the luxury Florida lifestyle. Initiation fees and yearly Club dues apply. Please inquire for cost.

1 Beds ⋅ 1 Baths ⋅ Beach Chalet Boca Grande SubDv. ⋅ 33921 Zip Code

Virtually Staged. Platinum! #8 of the top 10 beach clubs in America! Experience effortless island living at Beach Chalet Unit 205. This charming, turnkey-furnished one-bedroom coastal retreat is nestled within the highly sought-after gated Boca Grande Club. Offering endless, breathtaking views of the Gulf from every room in this second-floor unit! Plus, just moments from the beach, this inviting residence captures the essence of relaxed luxury and the laid-back elegance that defines life on Gasparilla Island. The kitchen features stainless steel appliances and modern finishes, while the bright, open living spaces flow seamlessly into the Florida room—every room is an ideal setting to enjoy morning coffee, a quiet afternoon with a book, or the gentle Gulf breezes. Beyond the residence itself, owners enjoy access to the exceptional resort-style amenities that make the Boca Grande Club so desirable. Get ready for the ultimate pool & lounge oasis! A massive pool complex transformation is in the final stages and looks stunning!(completion deadline of Oct. 31, 2026 - see attached renderings and new photos coming soon). The new complex expands by 20% to a spacious 2,027 square feet, transitioning to a sleek, 62-foot T-shaped layout. These enhancements feature a brand-new main pool, a relaxing spa, a dedicated kiddie pool, expanded seating for 100+ sunbathers, and a newly expanded Tiki Bar (growing by 25–40%) for effortless poolside entertaining. Spend your days lounging on the club’s uncrowded private beach, relaxing by the Gulf-front swimming pools, grab a drink at the tiki bar, dine at the beachfront restaurant, or take advantage of the premier tennis facilities(eight Har-Tru) and state-of-the-art fitness center. All of this includes a top-tier tennis program with professional instruction, as well as on-site rental management and housekeeping services. With beautifully maintained grounds and a vibrant yet tranquil coastal atmosphere, this is a place where every day feels like a vacation. Whether you're seeking a serene personal getaway, seasonal escape, or investment opportunity, this charming island residence offers the perfect blend of comfort, convenience, and the unmatched lifestyle of Boca Grande. This unit is rental-ready and can continue to offer investment income if desired. Peace of mind is built right in: this property will soon have a brand-new roof engineered to meet current, coastal specifications for maximum hurricane resistance. Notably, the previous roof survived Hurricanes Helene and Milton with zero leaks; this proactive upgrade was fully funded by association reserves with no special assessment passed on to the buyer. With the major milestone-required structural reinforcements completed, the entire building is in top-tier condition, ensuring you can buy with confidence. Schedule your private tour and discover the luxury Florida lifestyle. Initiation fees and yearly Club dues apply. Please inquire for cost.

5000 Gasparilla Road Unit BC205, Boca Grande

5000 Gasparilla Road Unit 13A, Boca Grande

$1,999,999

Wake up to the sound of waves, seabreezes, and seagulls in this beautifully updated 2-bedroom, 2-bath beachfront condo located directly on the sugar-sand beach of Boca Grande Island along the Gulf of America. This residence offers a front-row seat to breathtaking sunsets and endless coastal serenity, with the beach just steps from your door. Enjoy resort-style living with all amenities included: a heated beachfront pool and spa, outdoor tiki bar, food and drink service at both the pool and beach, and an on-site restaurant for effortless dining. Additional community features include a fully equipped fitness center, tennis courts, scenic walking paths, and a children’s playground, creating a lifestyle that’s as convenient as it is luxurious. Recent improvements provide peace of mind and modern comfort, including new 2025 foundation, new 2024 hurricane-impact sliding glass doors new 2025 roof, and new 2025 air conditioning systems. Whether you’re seeking a full-time residence, seasonal escape, or investment opportunity, this condo delivers unmatched beachfront living in one of Boca Grande’s most desirable locations. Coastal, carefree, and completely turnkey—this is island living at its finest.

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

Wake up to the sound of waves, seabreezes, and seagulls in this beautifully updated 2-bedroom, 2-bath beachfront condo located directly on the sugar-sand beach of Boca Grande Island along the Gulf of America. This residence offers a front-row seat to breathtaking sunsets and endless coastal serenity, with the beach just steps from your door. Enjoy resort-style living with all amenities included: a heated beachfront pool and spa, outdoor tiki bar, food and drink service at both the pool and beach, and an on-site restaurant for effortless dining. Additional community features include a fully equipped fitness center, tennis courts, scenic walking paths, and a children’s playground, creating a lifestyle that’s as convenient as it is luxurious. Recent improvements provide peace of mind and modern comfort, including new 2025 foundation, new 2024 hurricane-impact sliding glass doors new 2025 roof, and new 2025 air conditioning systems. Whether you’re seeking a full-time residence, seasonal escape, or investment opportunity, this condo delivers unmatched beachfront living in one of Boca Grande’s most desirable locations. Coastal, carefree, and completely turnkey—this is island living at its finest.

5000 Gasparilla Road Unit 13A, Boca Grande

$3,900,000

The crown jewel of Boca Grande’s North Shore, this direct beachfront paradise offers rare privacy and timeless coastal elegance. Featuring 3 bedrooms and 3.5 baths—all ensuite—this retreat includes expansive living areas, a two-plus-car garage, and a beautifully appointed kitchen with stainless steel appliances, perfect for entertaining or quiet mornings by the Gulf. With no public beach access nearby, the shoreline feels like your own, with world-class shelling and endless views. Sunsets paint the Gulf in gold, casting a warm glow over a home designed for peace and connection. Whether enjoying the Gulf breeze or gathering under the stars, this is more than a residence—it’s a private sanctuary of luxury, solitude, and unspoiled natural beauty.

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

The crown jewel of Boca Grande’s North Shore, this direct beachfront paradise offers rare privacy and timeless coastal elegance. Featuring 3 bedrooms and 3.5 baths—all ensuite—this retreat includes expansive living areas, a two-plus-car garage, and a beautifully appointed kitchen with stainless steel appliances, perfect for entertaining or quiet mornings by the Gulf. With no public beach access nearby, the shoreline feels like your own, with world-class shelling and endless views. Sunsets paint the Gulf in gold, casting a warm glow over a home designed for peace and connection. Whether enjoying the Gulf breeze or gathering under the stars, this is more than a residence—it’s a private sanctuary of luxury, solitude, and unspoiled natural beauty.

17 Seawatch Drive, Boca Grande

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