Boca Grande Homes with Pool Community Features

Boca Grande Homes with Pool Community Features

Welcome to Boca Grande, Florida, a serene slice of paradise nestled on Gasparilla Island. Known for its breathtaking sunsets, pristine beaches, and charming small-town atmosphere, Boca Grande is the perfect destination for those seeking a tranquil lifestyle. With a rich history dating back to the late 1800s, this picturesque community boasts beautiful tree-lined streets, quaint shops, and delectable dining options that cater to both locals and visitors alike.

One of the standout features of Boca Grande is its stunning homes, many of which come with luxurious pool amenities. Imagine stepping out into your backyard oasis, where a sparkling pool awaits, offering a perfect retreat from the Florida sun. Homes in this community are designed with elegance and comfort in mind, often featuring spacious layouts, modern finishes, and lush landscaping that enhances the natural beauty of the area.

Residents of Boca Grande enjoy an active lifestyle, with opportunities for fishing, boating, and exploring the stunning Gulf Coast. The community is also home to several golf courses, tennis clubs, and outdoor recreational areas, making it an ideal spot for both relaxation and adventure.

Whether you’re looking for a seasonal getaway or a permanent residence, Boca Grande offers a unique blend of coastal charm and modern luxury. Dive into the vibrant lifestyle that awaits you in this idyllic community, where every day feels like a vacation. Explore our available homes with pool features and discover your dream home in Boca Grande, where paradise is just a doorstep away.

Newest Boca Grande Homes with Pool Community Features

$5,600,000
3 Beds ⋅ 4 Baths ⋅ South Bay Sub SubDv. ⋅ 33921 Zip Code
Experience refined coastal living in this beautifully remodeled 3-bedroom, 3.5-bath waterfront residence with bonus space in the highly sought-after Boca Bay Buttonwood community. Perfectly positioned on large open water with private dockage, this exceptional home blends timeless design with comprehensive 2025 upgrades for true peace of mind. The exterior has been completely transformed with a new metal roof (2025), all-new Hardie siding and trim, hurricane-rated windows and sliding glass doors, and a hurricane-rated side garage door. Exterior lighting has been fully replaced, and the third-floor balcony was rebuilt following Hurricane Ian. The private dock has been significantly enhanced in 2025 with an additional 159 square feet, raised walk path (permitted), and electrical modifications to accommodate boat lifts—creating a premier waterfront setup. Inside, the home showcases new hardwood flooring throughout staircases, third-floor loft, and bedrooms, along with freshly painted walls and trim. Plantation shutters and four new motorized shades elevate both style and comfort. The main living area features a custom-built entertainment center designed to accommodate a 70-inch TV. The 2025 chef’s kitchen is a showpiece, offering new stainless-steel Thermador appliances including a 36” gas cooktop, refrigerator, and dishwasher, along with a 24” drawer microwave, wine cooler, Cortez countertops, tile backsplash, new faucets, and updated disposal. Both garages feature new epoxy floors and LED lighting, with a new mop sink in the north garage. Additional highlights include a Grundfos booster pump, certified backflow preventer, new Electrolux washer and dryer, and fully renovated bathrooms with Cortez countertops, new tile, updated fixtures, and dual vanities in the third-floor primary suite. An extraordinary opportunity to own a move-in-ready waterfront home in Boca Bay.

585 Buttonwood Bay Drive, Boca Grande
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Boca Grande Beach Club Condo SubDv. ⋅ 33921 Zip Code
Ground-Level Beach Club Living Steps from the Gulf & Village Welcome to Boca Grande Beach Club 1A, a rare ground-level condominium offering effortless island living with no stairs to climb and an unbeatable location near the heart of the Village of Boca Grande. Whether you're seeking a full-time residence, seasonal retreat, or investment opportunity, this property combines comfort, convenience, and easy access to everything that makes Boca Grande special. Located just moments from the beach, you'll enjoy quick access to the sand, sparkling Gulf waters, and the island's renowned sunsets. The Village's charming restaurants, boutiques, galleries, and community events are all within easy reach by golf cart, bicycle, or a leisurely walk. Inside, the residence is currently configured as a spacious one-bedroom condominium, creating an open and comfortable living environment. However, the original second bedroom could be restored with minimal modification, offering flexibility for additional guests, family members, or increased rental potential. Residents of Boca Grande Beach Club enjoy desirable community amenities, including a heated swimming pool, charcoal grilling area, and beautifully maintained grounds. A dedicated golf cart charging station adds convenience for exploring the island's scenic streets and waterfront destinations. The ground-floor location provides easy access for owners and guests alike, while the nearby beach access allows you to transition seamlessly from your front door to the shoreline in minutes. Whether you're collecting seashells along the beach, enjoying morning walks by the Gulf, or spending afternoons in the Village, this property places the best of Boca Grande right at your doorstep. Offering a blend of location, flexibility, and island charm, Boca Grande Beach Club 1A presents an exceptional opportunity to enjoy the relaxed coastal lifestyle that has made Boca Grande one of Florida's most treasured waterfront communities.

320 Gulf Boulevard Unit 1A, Boca Grande
$495,000
1 Beds ⋅ 1 Baths ⋅ Boca Grande Club SubDv. ⋅ 33921 Zip Code
Experience the ultimate in carefree island luxury with this elevated, top-floor 1-bedroom, 1-bathroom condo in Marina Village at the Boca Grande Club, offering stunning views of Gasparilla Sound and Uncle Henry’s Marina. This charming coastal retreat provides exceptional peace of mind with hurricane impact glass windows and doors throughout, a durable metal roof, newer siding and soffits, and newer 2023 HVAC system and hot water heater for enhanced comfort and efficiency. The open-concept interior flows seamlessly to a private balcony, creating the perfect outdoor setting to watch boats glide across the water while enjoying gentle breezes off the Sound. As part of the exclusive, gated Boca Grande Club, residents enjoy unparalleled access to world-class Gulf-front amenities, including miles of pristine white-sand beaches, Gulf-front dining at the Clubhouse with some of the best views on the Island, premier tennis facilities, and two resort-style Gulf-side pools, in addition to the sparkling pool just steps away within Marina Village. The Club also features a state-of-the-art fitness center with personal training services available, along with a vibrant social calendar filled with activities such as yoga and water aerobics. Enhancing the effortless island lifestyle, Marina Village offers a private golf cart gate providing convenient and discreet access into town while bypassing the main road entirely. Representing exceptional value as either a turnkey investment property or private island getaway, this top-floor residence captures the very best of the Boca Grande lifestyle.

5850 Gasparilla Road Unit M4, Boca Grande
$4,750,000
5 Beds ⋅ 7 Baths ⋅ Seawatch Of Boca Grande SubDv. ⋅ 33921 Zip Code
A rare and remarkable opportunity in the exclusive Seawatch community of Boca Grande, this fully reimagined lakefront residence offers the space and feel of a custom estate with the ease of coastal living. Originally two villas, this home was masterfully combined and rebuilt from the studs in 2017, creating a seamless five-bedroom, five-and-a-half-bath retreat designed for both luxury and livability. From the moment you enter, expansive living spaces unfold with walls of glass—four sets of triple-panel sliders frame tranquil lake views and invite natural light to pour in. Wood-look tile flooring, crown molding, and plantation shutters elevate the interiors, while thoughtful details throughout reflect the quality of the renovation. The gourmet kitchen is a true showpiece, featuring Patagonia granite countertops, equipped with a Wolf range, wall oven, and microwave, a Sub-Zero cabinet-front refrigerator, wine refrigeration, a warming drawer, and an additional prep sink—perfectly suited for entertaining on any scale. A large kitchen island anchors the space, complemented by abundant cabinetry and exceptional storage throughout the home. The primary suite is a private sanctuary, featuring dual spa-inspired bathrooms, an oversized walk-in closet, and two sets of four-panel sliders that open to peaceful water views. Each additional bedroom offers comfort and privacy, making the home ideal for hosting family and guests. Modern systems—including hurricane-impact windows and doors, tankless propane water heaters, and a full gutter system—provide peace of mind, while the outdoor spaces are designed for effortless enjoyment with a propane-ready patio and seamless indoor-outdoor flow. Seawatch is a prestigious waterfront enclave of just 49 residences, thoughtfully positioned between the Gulf of Mexico and Lake Gasparilla. Residents enjoy exclusive amenities including access to the pristine Gulf shoreline, two community pools, and two tennis courts. This rare setting delivers a true barrier-island lifestyle—minutes from the charming village of Boca Grande for boutique shopping, fine dining, and world-class fishing and shelling.

40 Seawatch Lake Drive, Boca Grande
$1,237,000
2 Beds ⋅ 2 Baths ⋅ Marina Village SubDv. ⋅ 33921 Zip Code
Positioned on the coveted second floor within Marina Village at the Boca Grande Club, this inviting two-bedroom, two-bath waterfront residence offers approximately 1,065 square feet of thoughtfully designed living space. The open-concept layout is complemented by neutral tile flooring throughout the main living areas, creating a clean, timeless coastal backdrop, while the bedrooms are comfortably finished with carpeting for a soft, relaxed retreat. Well maintained and comfortably appointed, the residence offers a light and airy feel with generously sized living spaces ideal for both everyday living and casual entertaining. The kitchen and bathrooms provide a clean, functional design—ready to enjoy as is or customize to suit your personal style .A truly unique offering, this condominium serves as the personal vacation retreat of Hockey Hall of Famer and founder of the Tampa Bay Lighting, Phil Esposito, and is being offered fully furnished, including select signed sports memorabilia—an exceptional opportunity for collectors and sports enthusiasts alike. Impact-rated windows and sliding glass doors enhance both comfort and peace of mind while allowing natural light to fill the interior. A separate, locked storage area provides ample space for bikes, beach gear, and more, while the community’s heated pool is just steps away for effortless enjoyment. Ownership includes exclusive membership to the Boca Grande Club, a private, gated beachfront community offering an unparalleled amenity package. Residents enjoy multiple resort-style pools, a beachside tiki bar, private beach access, Gulf-front dining, eight Har-Tru tennis courts, and a state-of-the-art fitness center—all set within one of Boca Grande’s most desirable coastal settings.

5854 Gasparilla Road Unit M22, Boca Grande
$1,375,000
3 Beds ⋅ 3 Baths ⋅ Boca Grande North SubDv. ⋅ 33921 Zip Code
One or more photo(s) has been virtually staged. Rare by design. Exceptional by location. Only six 3-bedroom, 3-bathroom residences exist at Boca Grande North, and this is the only one currently on the market. Enjoy expansive living spaces and sweeping views of both the Gulf of Mexico and Gasparilla Sound—an extraordinary combination that rarely becomes available Some island properties are easy to understand from photos. Others reveal their value the moment you step inside. Boca Grande North Unit B21 is one of those residences—renovated, flexible, beautifully positioned, and offering far more usable space than buyers may expect in a Boca Grande condominium. Here, you do not have to choose between sunrise over the Sound and sunset over the Gulf. This beautifully renovated three-bedroom, three-bath residence with den/office captures both perspectives, creating a coastal living experience that feels connected to the water throughout the day. Inside, volume ceilings, impact windows and sliders, luxury vinyl flooring, updated finishes, and a thoughtful two-level layout give the home a sense of openness, comfort, and versatility that sets it apart. The main living level offers an open-concept kitchen, comfortable living and dining areas, two bedrooms, two full bathrooms, and a private front lanai that extends the living experience outdoors. It is easy to picture slow mornings, island weekends, extended stays, and effortless hosting in a space designed to live comfortably. The bonus second level is the feature buyers will remember. Upstairs, an additional bedroom, full bathroom, and den/office create valuable separation for guests, family, remote work, hobbies, or quiet retreat space. This added flexibility makes Unit B21 feel less like a standard condo and more like a true island residence with room to adapt. Boca Grande North is a gated waterfront community offering a heated pool and spa, tennis/pickleball, kayak launch, fishing, boat docks when available, and private beach access across the road. Minutes from the village of Boca Grande, Gulf beaches, boating, restaurants, and shops, this location delivers the ease of island living with the amenities buyers want most. For buyers who have been searching for a Boca Grande residence that offers more than the expected, Unit B21 deserves to be seen in person. The photos introduce the views, the renovation, and the coastal setting—but the walk-through is where the value becomes clear. The extra bedroom, full bath, den/office, volume ceilings, and Sound-to-Gulf perspective come together in a way that feels larger, smarter, and more livable than a typical island condominium. This is the one buyers will understand the moment they step inside.

6030 Boca Grande Causeway Unit B21, Boca Grande
$2,100,000
2 Beds ⋅ 3 Baths ⋅ Sundown Colony SubDv. ⋅ 33921 Zip Code
Direct Gulf-front opportunity on the coveted south end of Boca Grande. This beachfront townhome offers panoramic views of The Gulf and direct access to miles of pristine sandy shoreline. Recently updated and positioned as one of the best values on the Boca Grande beachfront, Sundown Colony #9 now features a remodeled kitchen with quartz countertops and stainless steel appliances, along with an updated primary bathroom. Private stairs provide direct access to the beachfront, enhancing the seamless indoor-outdoor coastal lifestyle. Located just moments from the historic village, you’ll enjoy the charm of local shops, dining, and island amenities right at your fingertips. Whether you’re seeking a peaceful getaway or a Gulf-front investment, this is your chance to secure a true piece of paradise. Incredible sunsets, relaxed island living, and exceptional value await. Don’t miss it.

420 Gulf Boulevard Unit 9, Boca Grande
$3,250,000
3 Beds ⋅ 3 Baths ⋅ Seawatch Of Boca Grande SubDv. ⋅ 33921 Zip Code
Peaceful and private, this spacious Gulf-view single-family home offers nearly 4,000 total square feet and an excellent opportunity to make this property your own. Featuring three bedrooms, three full baths, a versatile loft, charming cupola, and a convenient three-stop elevator, the layout provides both flexibility and functionality. Set just back from the direct beachfront, the home still enjoys a pleasant Gulf view along with added privacy. The large glass-enclosed porch and open sundeck create inviting spaces to relax, entertain, and take in the coastal setting. Located in the gated Seawatch community at the north end of Boca Grande, this property is just a short walk to the beach, known for the island’s best shelling. Community amenities include two heated pools, tennis courts, walking paths, and boardwalk access to the beach—ideal for enjoying the laid-back island lifestyle and beautiful sunsets.

12 Seawatch Drive, Boca Grande
$955,000
1 Beds ⋅ 1 Baths ⋅ Beach Chalet Boca Grande SubDv. ⋅ 33921 Zip Code
Virtually Staged. 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 underway to be operational for the upcoming season (completion deadline of Oct. 31, 2026 - see attached renderings). 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
$1,999,999
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
$1,495,000
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
$3,900,000
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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