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$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
$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
$1,375,000
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
$1,065,000
2 Beds ⋅ 2 Baths ⋅ Boca Grande North SubDv. ⋅ 33921 Zip Code
Perched on the top floor of Boca Grande North, Residence 32 captures sweeping views of the Intracoastal Waterway and delivers the relaxed elegance that defines island living. This beautifully updated two-bedroom, two-bathroom condominium blends contemporary design with coastal charm, highlighted by striking ceiling beams, engineered hardwood floors, and thoughtfully upgraded finishes throughout. Natural light pours through impact-rated windows and sliding glass doors, enhancing the open living spaces and framing tranquil water views. The well-appointed layout offers both comfort and functionality, ideal for everyday living or as a refined island retreat. Offered unfurnished, the residence presents a blank canvas to create your own coastal vision. Boca Grande North is a gated waterfront community known for its exceptional amenities and boating lifestyle. Residents enjoy a heated community pool overlooking the water, tennis and pickleball courts, a fully equipped clubhouse with card room and fitness center, and beautifully maintained grounds. Community propane grills provide the perfect setting for outdoor entertaining, while dedicated golf cart parking and charging stations add convenience for exploring the island. Whether you are seeking a personal getaway or a strong investment opportunity, this residence offers excellent rental potential in one of Boca Grande’s most desirable communities. With close proximity to the Village, pristine Gulf beaches, world-class tarpon fishing, and renowned island dining, Boca Grande North 32 is a rare opportunity to experience the very best of Southwest Florida coastal living.

6010 Boca Grande Causeway Unit C32, 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
$9,500,000
5 Beds ⋅ 5 Baths ⋅ Boca Grande Isles SubDv. ⋅ 33921 Zip Code
Bermuda-inspired coastal residence set within Boca Grande Isles, a private gated enclave overlooking sunrise views across Hole-in-the-Wall Bay. This spacious five-bedroom, four-and-a-half-bath home spans nearly 5,600 square feet of thoughtfully designed living space with classic architectural detail and relaxed island character. The exterior features clean stucco lines, white tile roof, and a gracious front porch. A circular paver drive leads to a maturely landscaped courtyard with palms and native coastal plantings. Inside, solid oak flooring, trowel-finished walls, and understated lighting create a calm backdrop for everyday living and entertaining. The living room includes a fireplace with custom carved woodwork and built-ins, and opens to a stone-floored sunroom framing views of the infinity pool and bay. The kitchen and keeping room form the center of the home, with granite counters, custom cabinetry, Sub-Zero refrigeration, Bosch dishwasher, double ovens, warming drawer, brick backsplash, and a wet bar with ice maker and wine refrigerator. The primary suite occupies the main level and offers dual walk-in closets, a sitting area, and a well-appointed bath with soaking tub and walk-in shower. Four additional bedrooms include two private guest suites, and an elevator provides convenient access to all levels. Outdoor living unfolds over terraced spaces surrounding the infinity pool, set along the bay and sheltered by mature landscaping. An oversized garage accommodates two vehicles plus a golf cart, with storage for kayaks, bikes, and beach gear. Located minutes from Boca Grande’s historic village and Gulf beaches, this property combines privacy, scale, and waterfront living in one of the island’s most desirable settings.

1640 Jean Lafitte Drive, Boca Grande
$2,485,000
3 Beds ⋅ 3 Baths ⋅ Village Boca Grande Club SubDv. ⋅ 33921 Zip Code
STAGED/FURNISHED – Please review the updated pictures. Fully renovated Village Home in the gated Boca Grande Club offering 3BR/3BA + 4th Kids Room and 1,600+ SF with approx. 400 SF of added living space. Coastal contemporary design with open-concept layout, vaulted ceilings, abundant natural light, enclosed sunrooms, and new fireplace. Gourmet kitchen features premium LG appliances, quartz countertops, and designer fixtures. Primary suite includes a re-imagined layout with a large walk-in closet, and spa-like bath with dual vanities and walk-in shower. Loft area has been transformed to include a full bathroom and private bedroom. The home features designer tile, new hardwood floors, doors, trim, and hardware throughout. Modern conveniences include full-size in-home washer/dryer, and outdoor elevator lift. Major upgrades: Newer roof, impact windows, Hardy siding, Trex decking, open-air lift, and 2017 AC. West-facing deck with sunset views and Bay/Gulf glimpses, plus garage and garden area. Steps to secluded beach. Boca Grande Club amenities include Gulf-front dining, 3 pools, tiki bar, fitness center, yoga/water aerobics, 8 tennis courts, and gated security. Village Home will come fully furnished and move-in ready.

5000 Gasparilla Road Unit VH20, 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
$890,000
2 Beds ⋅ 1 Baths ⋅ 370 East Railroad SubDv. ⋅ 33921 Zip Code
MOTIVATED SELLER! Discover the perfect blend of Old Florida charm and modern comfort in this beautifully remodeled condominium, ideally located in the heart of Boca Grande. Just steps away from boutique shops, acclaimed restaurants, and the laid- back island lifestyle, this inviting retreat offers both convenience and timeless appeal. This charming condo has been thoughtfully renovated and tastefully redecorated, creating a light airy space with a warm cottage feel. Offered turnkey, it's ready to enjoy from day one, whether as your private getaway or a desirable rental investment. Minutes from one of the Gulf Coast's most beloved beaches, known for its powdery white sand, abundant seashells and dog friendly atmosphere. Spend your days shelling, enjoying the shoreline, or simply soaking in the tranquil beauty of Boca Grande. Hot water tank is 2024, and AC is 2025. 2021 manufactured; rebuilt 2024 golf cart included! Whether you're seeking a serene escape or a charming income producing property, this coastal gem delivers the best of island living.

370 E Railroad Avenue Unit 1, Boca Grande
$4,150,000
3 Beds ⋅ 3 Baths ⋅ North Bay SubDv. ⋅ 33921 Zip Code
This unique bayfront home offers stunning sunrises and moonscapes over Charlotte Harbor. The spacious open main floor begins with an entry leading into the two-story living room with hand painted coffered ceiling. This space is accented by the hand painted staircase, custom tera cotta tile floors and a fireplace surrounded by a hand carved pecky cypress mantle. The adjoining dining room continues into the heart of the home providing quiet dining and harbor views. Step down into the kitchen and open family room. The kitchen is completely updated with stainless appliances, granite countertops and a spacious island with a second sink. Both rooms feature cherry flooring, custom woodwork and designer cabinetry with storage features. Adjacent to the kitchen and family room, a waterfront sunroom spans the width of the home, leading to a custom, window filled stairwell to the first-floor storerooms, doubled garage spaces and a garden patio. The property finishes with a garden view leading to the mangrove coastline. There are two large main level guest rooms, one en-suite and a second with an adjacent full bath. The upstairs primary suite welcomes you with built-in shelving and desk, vaulted ceiling and expansive windows facing Charlotte Harbor. The open Roman bath, large walk-in closet and laundry room complete the space. Open the large French doors in the primary bedroom to enter a private deck with amazing harbor views. To complete the deck, a circular staircase leads to a widow's walk with a panoramic view of Gasparilla Island and beyond. Additional highlights include a finished elevator to the first floor, impact glass on all windows and doors, a new metal roof installed in 2023 and all interior walls freshly painted. This North Bay gem, in the amenity rich Boca Bay community, is a true sanctuary combining location, style and natural beauty.

367 Night Heron Drive, Boca Grande
$165,000
Gulf Shores North SubDv. ⋅ 33921 Zip Code
A Special Assessment was passed to replenish reserves. The first 30% of the assessment was paid in 2023 and the remaining 70% will be split over eight quarters in 2024 and 2025 in the amount of $1200/quarter. Ownership is held as a SUBLEASEHOLD Estate. A certificate of Sublease is issued in lieu of a deed. Buyer pays title premium, Documentary transfer tax and 6% sales tax at closing. Complete Documents are available in listing office.

5820 Gasparilla Road Unit 30, Boca Grande
$250,000
Gulf Shores North SubDv. ⋅ 33921 Zip Code
GREAT OPPORTUNITY TO PURCHASE! Must see this rarely offered boat slip located on the North end of Boca Grande Island at Uncle Henry’s Marina! Perfectly positioned on the Intercoastal waterway, and just minutes to the Gulf of Mexico, this slip is centrally located for all your boating entertainment! Cement dock measures 20X40 ft, and will hold a substantial boat with the ability to install your own, no profile “cradle” lift. Uncle Henry’s Marina offers full-service amenities and has been recently renovated.

5820 Gasparilla Road Unit SLIP #49, Boca Grande
$1,700,000
2 Beds ⋅ 2 Baths ⋅ Marina Village SubDv. ⋅ 33921 Zip Code
No damage from Hurricane Milton ! This first floor all one level beautifully furnished property was originally 2 units that were combined to afford an open floor plan and an extra bonus room that serves as a 3rd bedroom if so desired! Full view harbor waterfront where dolphins and manatees are often present! Enjoy majestic sunrises with expansive views in this special property. Boca Grande Club is an amenity rich community with several pools, private beach access, 8 tennis courts, state of the art fitness center and the best private restaurant on the island! Enjoy an end of day cocktail at the poolside Tiki bar, overlooking the beach and a glorious sunset. One time Club Initiation fee of $50,000.00 and one time Capital Improvement Fee of $15,000.00 upon membership.

5850 Gasparilla Road Unit M1&3, Boca Grande