Boca Grande (PO BOX) Homes with Association Recreation - Owned Community Features

Boca Grande (PO BOX) Homes with Association Recreation - Owned Community Features

Welcome to Boca Grande, a hidden gem nestled on the picturesque Gasparilla Island in Lee County, Florida. Known for its stunning beaches, lush landscapes, and charming small-town atmosphere, Boca Grande is a haven for those seeking a tranquil escape from the hustle and bustle of everyday life. This idyllic community boasts a rich history, with its roots tracing back to the late 19th century, and a vibrant local culture that welcomes visitors and residents alike.

One of the standout features of Boca Grande is its exclusive homes with association recreation, offering a unique blend of luxury and community living. These properties are part of a well-maintained, owner-operated community that emphasizes a lifestyle of leisure and connection. Residents enjoy access to a range of amenities, including pristine swimming pools, tennis courts, and beautifully landscaped parks, all designed to enhance the quality of life.

As you stroll through the charming streets of Boca Grande, you’ll find an array of boutique shops, gourmet restaurants, and art galleries, each contributing to the area’s vibrant character. The stunning beaches provide the perfect backdrop for sunbathing, fishing, and water sports, making it a paradise for outdoor enthusiasts.

Whether you’re looking for a seasonal retreat or a permanent residence, Boca Grande offers a unique opportunity to embrace a relaxed coastal lifestyle. With its welcoming community, beautiful homes, and abundant recreational options, this is more than just a place to live—it’s a place to thrive. Discover your dream home in Boca Grande today!

Newest Boca Grande (PO BOX) Homes with Association Recreation - Owned Community Features

5000 Gasparilla Road Unit VH25, Boca Grande
$1,995,000
3 Beds ⋅ 4 Baths ⋅ D6149219 MLS ⋅ Village Home Phase I BLDG.
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
158 Carrick Bend Lane, Boca Grande
$4,695,000
3 Beds ⋅ 3 Baths ⋅ D6149268 MLS
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
6040 Boca Grande Causeway Unit A2, Boca Grande
$1,239,000
2 Beds ⋅ 2 Baths ⋅ D6149231 MLS ⋅ A BLDG.
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
3 Beds ⋅ 3 Baths ⋅ D6149201 MLS ⋅ 26 BLDG.
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
5850 Gasparilla Road Unit M4, Boca Grande
$495,000
1 Beds ⋅ 1 Baths ⋅ D6149127 MLS ⋅ 5850 BLDG.
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
5700 Gulf Shores Drive Unit B234, Boca Grande
$1,305,000
2 Beds ⋅ 2 Baths ⋅ D6149161 MLS ⋅ Three/B BLDG.
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
3 Beds ⋅ 3 Baths ⋅ D6149199 MLS ⋅ Village Home #19 BLDG.
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
862 Grande Pass Way, Boca Grande
$3,495,000
D6149032 MLS
A rare opportunity to build your dream coastal retreat with Gulf views! Embrace the pinnacle of island luxury with this exceptional homesite in Hill Tide Estates, Boca Grande’s most prestigious gated enclave. Located at the southernmost tip of Gasparilla Island, this rare offering provides an unrivaled backdrop, breathtaking panoramic views of the Gulf of Mexico, Boca Grande Pass, and the historic Port Boca Grande Lighthouse & Museum. Positioned along the legendary Boca Grande Pass, this community offers a front-row seat to world-class tarpon fishing and mesmerizing sunrise and sunset vistas. As one of just 19 owners in Hill Tide Estates, you’ll enjoy exclusive access to a private East Beach and a dedicated community pier, where you can cast a line or simply revel in the beauty of the, “Tarpon Capital of the World.” Hill Tide Estates is a thoughtfully designed community featuring brick-paved streets, underground utilities, and an unparalleled coastal lifestyle. Just two miles away, the historic Village of Boca Grande invites you to explore boutique shopping, fine dining, and timeless island charm. With only a handful of custom homebuilding opportunities remaining in Boca Grande, this is your chance to create a legacy home in an extraordinary setting. Don’t miss out, secure your piece of paradise today!

862 Grande Pass Way, Boca Grande
585 Buttonwood Bay Drive, Boca Grande
$5,600,000
3 Beds ⋅ 4 Baths ⋅ D6148254 MLS
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
870 Grande Pass Way, Boca Grande
$3,995,000
A4671252 MLS
The Ultimate Gulf-Front Homesite – Iconic Views & Unparalleled Luxury Discover a rare opportunity to own Lot #6, “The Lighthouse Lot,” in Hill Tide Estates—Boca Grande’s most renowned waterfront community. Perfectly positioned for breathtaking panoramic views of the Gulf of Mexico and Boca Grande Pass, this exclusive homesite offers a front-row seat to some of Florida’s most spectacular sunsets. Build your dream custom estate with the builder of your choice on this prized island location, featuring coveted southern and western exposures that bathe your future home in sunlight all day. Included are masterfully designed plans for a luxury residence, ensuring a seamless transition to your vision of coastal elegance. Hill Tide Estates is an intimate gated community of just 19 homes, offering residents a private tiered beach and an exclusive fishing and observation pier in Boca Grande Pass—home to world-class tarpon fishing. A short golf cart ride takes you to the historic village of Boca Grande, the renowned Gasparilla Inn, and some of the finest dining, shopping, and leisure activities on the Gulf Coast. This is more than just a homesite—it’s an invitation to a lifestyle of luxury, tranquility, and adventure. Secure your place in paradise today.

870 Grande Pass Way, Boca Grande
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