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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
$215,000
Boca Grande North SubDv. ⋅ 33921 Zip Code
Boca Grande North Marina Boat Slip #43 includes a 10,000-pound capacity boat lift. All docks are made of composite materials. The Boat Slip is deeded, and you do not need to be a Boca Grande North condominium owner to purchase! The boat lift can fit either a pontoon boat or "V" hull boat as aluminum bunkers are in place. Deepwater with no bridges and only minutes to the ICW and Gulf!

6020 Boca Grande Causeway Unit 43 Boat Slip, 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
$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
$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
$185,000
Boca Grande North SubDv. ⋅ 33921 Zip Code
Priced to sell! Motivated Seller! Boca Grande North Marina Boat Slip #03 includes an 8,000-pound boat lift. All docks are made of composite materials. The Boat Slip is deeded, and you do not need to be a Boca Grande North condominium owner to purchase! Deep water with no bridges and minutes to the Gasparilla Sound and the Gulf. Well maintained boat lift.

6040 Boca Grande Causeway Unit 03 Boat Slip, 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
$190,000
Boca Grande North SubDv. ⋅ 33921 Zip Code
Price decrease! Boca Grande North Marina Boat Slip #11 includes a 10,000-pound boat lift. All docks are made of composite materials. The Boat Slip is deeded, and you do not need to be a Boca Grande North condominium owner to purchase! Deep water with no bridges and minutes to the Gasparilla Sound and the Gulf. Well maintained boat lift and recent service invoices available upon request.

6040 Boca Grande Causeway Unit 11 Boat Slip, 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