luxury real estate for sale Boca Grande, United States

Welcome to 1678 Jose Gaspar Drive, a serene waterfront retreat tucked along the tranquil shores of “Hole in the Wall” Bay in the coveted Boca Grande Isles. This property boasts 96” of water frontage and offers an intimate, natural setting where mangroves, shorebirds, and calm waters create a true Old Florida backdrop.The protected bay is ideal for kayaking and paddle boarding, offering quiet waters to explore at your own pace while enjoying abundant native wildlife. It’s a nature lover’s paradise—private, picturesque, and beautifully unspoiled. The 3400 sq foot home 4 bedroom, 3.5 bath home is filled with natural light and designed to capture water views from the living areas. An open layout with cathedral ceilings and a cozy stone fireplace creates an effortless flow for entertaining or relaxing, while large hurricane glass doors invite the outdoors in. The screened lanai offers views of the water and the living space that Florida is known for. The gourmet kitchen serves as the heart of the home, boasting quartz countertops, eat in dining, generous workspaces, and a breakfast bar. This Island retreat offers plenty of gathering areas which are perfect for hosting family and friends. The primary suite on the main level provides a peaceful sanctuary with an elegant Master bath which includes, quartz countertops, dual sinks a walk in shower and soaking tub. Perfect for relaxing after a day filled with outdoor activities. The lower level contains an additional living room, three additional guest rooms, two baths and easy access to the beautiful pool, spa and patio. Perfect to entertain family and friends. Located in a gated community just minutes from the village of Boca Grande, with its charming shops, dining, and Gulf beaches, this property offers a rare opportunity to embrace quiet waterfront living in one of Florida’s most treasured island communities.

For the life you’d rather be living. Some places ask you to keep up...this one invites you to slow down. Tucked into Boca Grande’s easygoing Dam Streets, 181 Damfino Street offers a rare opportunity to create a waterfront retreat on a coveted in-town tip lot, where long water views, exceptional boating access, and the charm of the village come together. Here, the water sets the schedule. Head out before sunrise when the tarpon are rolling, spend an afternoon cruising to Cabbage Key or Useppa, or enjoy dinner at the Tarpon Lodge before returning home under the stars. With no bridges between your dock and the Gulf, even a tower boat or tall T-top can be part of the lifestyle. The new 2025 dock features 280 square feet of decking, water, and electric, ready to be customized to your boating needs. A dedicated tackle room keeps everything close at hand. And when the boat stays home, the village is just as inviting. Morning coffee at the Inn Bakery, shopping along Park Avenue, and dinner at The Temptation or The Pink Elephant are all part of everyday life. Few waterfront settings offer this effortless connection between boating and village living. Set on 0.21 acres, the property features 75 feet of sea walled frontage along a protected boat basin, a 30' x 14' pool, spa, and brick-covered patio overlooking captivating long water views. The elevated, two-story residence offers 2,507 square feet under air, four bedrooms, four baths, soaring ceilings, a fireplace, updated kitchen, and screened porch. Concrete block and stucco construction, newer roofs, updated HVAC systems, and storm panels provide a solid foundation for its next chapter. A two-car pull-through garage, separate golf cart garage, and interior spiral staircase with potential for a future elevator add versatility. With no HOA fees and the freedom to reimagine the existing home, this is an opportunity to create something distinctly your own. A place designed around your boat, your view, and the unhurried rhythm of island life. The location is already here. The rest is yours to create.

Discover the perfect blend of historic charm, modern comfort, and waterfront living in this beautifully renovated cottage in the heart of Boca Grande’s Historic Village. Offering 4 bedrooms, 3 bathrooms, and 2,548 square feet of thoughtfully designed living space, this exceptional residence captures the timeless character of Old Florida while offering the conveniences of modern island living. Thoughtfully improved over the years, the home features a durable metal roof, Hardie plank siding, an updated kitchen and bathrooms, and beautiful wide-plank wood flooring. The inviting main living area showcases custom wood ceilings, a gas fireplace, and a charming cupola that fills the space with natural light. An open, flowing floor plan leads to an expansive 335-square-foot screened porch overlooking the Harbor Drive Waterways canal, creating a wonderful extension of the living space and an ideal setting for entertaining, dining, or simply enjoying the peaceful waterfront surroundings. The home's comfortable and well-appointed bedrooms provide inviting accommodations for family and guests, while a separate lower-level in-law suite with kitchenette offers additional privacy and flexibility. Outdoor living is equally appealing, with a spacious covered porch overlooking a custom heated swimming pool and spa, surrounded by lush tropical landscaping that creates a private and inviting retreat. For boating enthusiasts, the property offers 80 feet of canal frontage, complemented by a covered 20,000-pound boat lift and convenient access to Charlotte Harbor and the surrounding waterways. Additional amenities include two garages with electric vehicle charging stations, a dedicated golf cart charging station, a laundry room, and a circular driveway finished with classic Chicago brick pavers. Mature tropical landscaping and fencing further enhance the property's privacy and enduring Old Florida charm. Ideally located in Boca Grande's Historic Village, the property offers easy access to everything that makes island living so special. Spend your mornings exploring the waters of Charlotte Harbor, afternoons enjoying the island's beautiful Gulf beaches, and evenings strolling through the Village's charming shops and restaurants, all just a short golf cart ride away. The renowned Gasparilla Inn, world-class golf courses, local marinas, and Coral Creek Airport are also conveniently accessible. A wonderful opportunity to own a distinctive waterfront residence that combines the charm and character of historic Boca Grande with modern amenities, exceptional outdoor living spaces, and the convenience of boating from your own backyard. This is island living at its finest.

Incredible Value! Set on more than half an acre along a quiet private street, 2021 20th Street W is the kind of property Boca Grande families hold onto for generations. Two separate residences give everyone room: a spacious five-bedroom main home and a charming three-bedroom guest cottage, totaling eight bedrooms, seven baths, and 5,792 square feet. The main home is bright and open, with soaring ceilings, oversized windows, and natural light throughout. A European-designed kitchen anchors the living spaces and opens to a beautiful private pool and patio, where long lunches, sunset cocktails, and family dinners happen naturally. The fully fenced yard, framed by mature tropical landscaping, offers true privacy and a safe, generous space for children and pets to play. Deeded beach access puts the Gulf moments away, and the Village is an easy bike ride down the path, with its shops, restaurants, and community center close by. Secluded yet central, this is island living exactly as it should be: private, relaxed, and made for making Boca Grande memories!

Positioned on the top floor of the desirable Silver King community, Unit 304 is a coveted south end-unit residence offering wonderful waterfront views, abundant natural light, and an exceptional location in the heart of Boca Grande’s Historic Village. Offering 1,765 square feet of living space, this three-bedroom condominium is filled with natural light and enjoys wonderful views of the surrounding waterways. Southeast-facing windows and a private porch welcome the morning sun, providing an inviting setting for coffee at sunrise and quiet moments overlooking the water. The waterfront primary suite features an en-suite bath, while two additional guest bedrooms offer comfortable accommodations for family and friends. As an end unit, the residence benefits from additional windows and an enhanced sense of privacy. For boating enthusiasts, an included boat slip directly on the Intracoastal Waterway provides exceptional access to the renowned boating and fishing waters surrounding Gasparilla Island and beyond. Set within a peaceful waterfront enclave, Silver King amenities include a swimming pool, tennis courts, and gas grills with picnic tables for relaxed outdoor gatherings. An elevator provides convenient access to this third-floor residence, and one designated parking space is included. From this coveted in-town location, Boca Grande’s charming shops, acclaimed restaurants, beautiful beaches, and community activities are all just moments away. Offering the rare combination of waterfront living, immediate boating access, and walkability to the heart of the village, Unit 304 presents a wonderful opportunity to experience the relaxed and timeless lifestyle of Boca Grande.

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!

Luxury resort-style living awaits in this beautifully reimagined top-floor, Gulf-side end residence at Boca Grande North. Ideally positioned on the south end of the building, this two-bedroom, two-bath condominium captures sweeping, panoramic views of the Gulf of Mexico from the living area, primary suite, and private balcony, offering some of the most compelling sunset vistas on the island. The open floor plan is designed to maximize light, water views, and coastal breezes, while the interior is finished in a refined modern coastal aesthetic that feels both elegant and relaxed. Boca Grande North is a secure, gated, dog-friendly community set amid lush landscaping and known for its extensive amenities, including a heated pool and spa, tennis and pickleball courts, outdoor grilling areas, clubhouse, fitness center, on-site management and rental office, private beach access, and dockage available for lease or purchase. Recent community-wide improvements include new roofs, siding, impact windows, spray insulation, and other significant infrastructure upgrades. This residence offers an exceptional opportunity as a full-time island home, seasonal retreat, or investment property. A rare combination of top-floor privacy, end-unit exposure, and expansive Gulf views in one of Boca Grande’s most desirable communities.

Nestled on a rare 1.6-acre waterfront parcel with views of Gasparilla Sound is a coastal masterpiece that has just undergone a complete, top-to-bottom remodel by PCI, embracing a serene coastal theme with light, airy colors throughout. Conveniently located on Loomis Avenue, just moments from the charming shops, restaurants, and amenities of historic downtown Boca Grande, this exquisite estate offers tranquility with sweeping breathtaking unobstructed water views. Boasting an impressive 159 feet of prime waterfront, the property features 4 spacious bedrooms, a versatile flex den room, 4.5 luxurious baths, and multiple inviting living areas designed for seamless flow and relaxation. The chef’s dream kitchen is outfitted with premium Wolf brand appliances, perfect for culinary enthusiasts. Convenience abounds with laundry facilities on both the lower and top floors. Step outside to one of the largest pools on Boca Grande, ideal for lavish gatherings, complemented by a grand main-floor patio area and a private master suite balcony on the top floor—both perfect for entertaining guests in style. The estate includes a massive 5-6 car garage with convenient side-entry doors, ample parking via an elegant circle drive, hurricane-rated windows and doors for peace of mind, and a private elevator for effortless access between levels. An open floor plan enhances the home’s light-filled ambiance, while mature, lush landscaping envelops the grounds in tropical serenity. This is more than a home—it’s a slice of paradise, where luxury meets the laid-back charm of island living, all just a short stroll or bike ride from town.

In the Heart of the Village, on Deep Protected Water. Single-level living is rare in Boca Grande. Here it comes with a dock with a newer 20,000 lb. lift, a heated pool, and a short golf cart ride to the shops, restaurants, and beaches of the historic Village. Set Waterways Ave, this 4-bedroom, 4-bath classic island home has had no water intrusion during recent storms. That is a meaningful distinction on the island today. The light-filled great room centers on a coral stone fireplace. French doors open to a stone patio and heated pool, and the home is designed so indoor and outdoor living flow together. A fenced yard is framed by mature tropical landscaping. The Florida-style floor plan includes; a kitchen with stone counters and a sunny breakfast nook, a generous primary suite and bath, an executive office that also works as a den, and three en-suite guest rooms, so family and friends each have their own space. Recent improvements include a new standing seam metal roof and tankless water heating. Ground-floor ease, deep water with a lift, and a Village address. Experience the lifestyle that Boca Grande is famous for!

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 metalwork 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.

Virtually Staged. Set along the shores of Charlotte Harbor in North Bay, this home offers a distinctive blend of architectural character, handcrafted details, and captivating waterfront views. The dramatic two-story living room features a hand-painted coffered ceiling, custom staircase, terra cotta tile flooring, and a hand-carved pecky cypress fireplace mantel. The adjoining dining room opens to harbor views, while the updated kitchen and family room showcase cherry flooring, designer cabinetry, granite countertops, and a spacious island. A waterfront sunroom spans the rear of the home, connecting the living spaces to the garden and mangrove coastline. Two main-level guest bedrooms provide comfortable accommodations, while the upper-level primary suite features vaulted ceilings, expansive harbor-facing windows, a Roman-style bath, walk-in closet, and private waterfront deck. A circular staircase leads to a widow's walk with panoramic views of Gasparilla Island and beyond. Additional highlights include a finished elevator, impact glass windows and doors, a 2023 metal roof, freshly painted interiors, and a two-car garage. Combining timeless craftsmanship, exceptional views, and the Boca Bay lifestyle, this remarkable residence offers a truly special opportunity for waterfront living in Boca Grande.

Located within the exclusive, gated community of Boca Grande Isles, this expansive western-facing waterfront homesite presents an unparalleled opportunity to create your coastal dream retreat. The property boasts 96 feet of direct water frontage on approximately 0.30 acres and offers seamless access to the Intracoastal Waterway and the Gulf without obstructing bridges. Conceptual house plans designed by the renowned architectural firm, Stofft Cooney, are available for both a one-story and two-story design, along with a current survey and a comprehensive site study to inspire your vision. Essential utilities, including electricity, sewer, and water, are in place, and the property has undergone extensive site preparation to ensure a smooth building process. A concrete seawall and a picturesque wooden dock provide immediate water access, while recent landscaping enhances privacy and natural beauty. Just moments from Boca Grande’s historic village, pristine beaches, and renowned boating community, this exceptional homesite is the perfect setting for an elegant island retreat. The listing agent is the owner.

“The Boat House” is a rare opportunity to own one of Boca Grande’s most compelling newly constructed deep-water boating properties, a refined waterfront retreat purpose-built for the avid sportfishing and boating lifestyle. Completed in 2024 by Yusk Construction and interiors masterfully curated by local designer, Sue Sligar, this custom residence delivers the increasingly rare combination of immediate Gulf access, new marine infrastructure, and elevated coastal luxury in an exceptionally efficient island footprint. Positioned along a protected deep-water canal with no fixed bridges to Charlotte Harbor or the Gulf, the property was designed for owners who prioritize quick access to open water, effortless dockage, and turnkey boating convenience. A newly constructed seawall and exceptional dock complex create a highly functional waterfront environment tailored to the serious fisherman and boating enthusiast alike. Features include a 24,000-pound Coastal Series boat lift, expansive ENDECK synthetic decking, aluminum-framed grated platform, illuminated fish-cleaning station, shore power, freshwater service, and direct deep-water access to the harbor and Gulf within minutes. Inside, the design aesthetic elevates the residence far beyond a traditional boating property. Refined coastal textures, nickel-gap shiplap walls and ceilings, designer wallpaper, curated lighting, brass stair railings, and bespoke cabinetry create interiors reminiscent of an elegant private yacht club...polished, timeless, and effortlessly luxurious. Andersen hurricane-impact windows and doors flood the home with natural light while delivering exceptional storm protection and peace of mind. The chef’s kitchen was designed for elevated entertaining after a day on the water, featuring quartz countertops, custom soft-close cabinetry, and a premium appliance suite including a Liebherr refrigerator/freezer and Bosch induction range, dishwasher, and microwave drawer. Offering two bedrooms, one full bath, and two half baths, the residence was intentionally designed to function as the ideal luxury boating retreat, guest residence, or private quarters for a captain or crew supporting a larger island estate. Elevated approximately 13’3” above base flood elevation, the structure incorporates superior construction standards including a concrete block base, advanced steel cross-frame reinforcement system, standing seam metal roof, Hardie siding and soffits, open-cell spray foam insulation, tankless electric water heater, and a 2024 HVAC system. The pull-through garage operates as a fully equipped marine utility space complete with epoxy floors, EV charging readiness, rod storage systems, additional refrigeration, full size washer and dryer, plumbing for an ice-maker, and extensive storage for fishing gear, water toys, and boating equipment. Technology and security are seamlessly integrated with an Alert 360 security system, Lutron lighting controls, multiple WiFi access points, security cameras, and SONOS surround sound anchored by an 85-inch Samsung television in the living room. For the discerning Boca Grande owner seeking state-of-the-art dockage, immediate deep-water Gulf access, and a turnkey luxury residence designed around the boating lifestyle, “The Boat House” represents an exceptionally rare island offering.

Located in the gated community of Boca Grande Isles, this well-maintained, 3 bedroom, 3 bathroom, waterfront home is a boater’s dream with direct access to Charlotte Harbor and no bridges to the Gulf of Mexico. The 2,715 sq. ft. residence features an open floor plan with vaulted open-beam ceilings, hardwood floors, custom built-ins, plantation shutters, and impact sliding glass doors framing serene canal views and leading to a screened lanai. The remodeled kitchen is appointed with quartz counters, Sub-Zero refrigerator, Wolf gas range, ample workspace, and a dumbwaiter. The living and dining areas flow effortlessly to a 48’ x 10’ screened outdoor space overlooking the water. The spacious primary suite offers canal views, patio access, a generous walk-in closet with washer/dryer, and a renovated bath with quartz counters, dual sinks, soaking tub, and separate rain shower. Outdoors, enjoy a composite dock with a 16,000-lb boat lift, 110’ seawall, two-car garage, golf cart garage, paved circular driveway, and plenty of backyard space with room to add a pool. An air-conditioned storage/workout room offers added versatility. This exceptional canal-front property delivers premier island living and easy Gulf cruising from your own dock.

A rare opportunity to build your dream coastal retreat! 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!