Boca Grande Real Estate

Boca Grande Real Estate

Welcome to Boca Grande, Florida – a hidden gem nestled along the pristine shores of Gasparilla Island. This charming town is renowned for its stunning beaches, rich history, and an inviting community atmosphere that makes it the perfect destination for those seeking a serene coastal lifestyle.

Boca Grande boasts an enchanting blend of old Florida charm and modern elegance. With its picturesque streets lined with historic cottages and vibrant bougainvillea, the town exudes a quaint, laid-back vibe that captivates both residents and visitors alike. The island is primarily accessible by ferry or private boat, adding to its allure as a tranquil retreat away from the hustle and bustle of everyday life.

The pristine beaches of Boca Grande are a paradise for sun-seekers and nature lovers. With soft, powdery sands and crystal-clear waters, it’s the ideal spot for swimming, shelling, or simply soaking up the sun. The renowned Boca Grande Lighthouse and the surrounding state parks offer opportunities for hiking, biking, and exploring the area’s diverse wildlife.

In addition to its natural beauty, Boca Grande is home to a vibrant arts scene and a variety of dining options that cater to every palate. From charming local cafes to upscale dining experiences, the culinary landscape is as diverse as it is delightful.

Whether you’re looking for a vacation home, a place to retire, or simply a peaceful escape, Boca Grande offers a unique blend of coastal living and community spirit that is hard to resist. Embrace the island lifestyle and discover why Boca Grande is considered one of Florida’s best-kept secrets!

Newest Listings in Boca Grande

4070 Loomis Avenue, Boca Grande
$11,750,000
5 Beds ⋅ 6 Baths ⋅ East Shore Acres Ii SubDv. ⋅ 33921 Zip Code
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.

4070 Loomis Avenue, Boca Grande
252 Waterways Avenue, Boca Grande
$4,950,000
4 Beds ⋅ 4 Baths ⋅ Harbor Drive Waterways SubDv. ⋅ 33921 Zip Code
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!

252 Waterways Avenue, Boca Grande
291 Palm Avenue, Boca Grande
$4,190,000
3 Beds ⋅ 4 Baths ⋅ Boca Grande SubDv. ⋅ 33921 Zip Code
Historic 3 bedroom, 3 ½ bath completely renovated home with garage, located just steps away from shopping, restaurants and the beach! In 2019, this historic and contributing Boca Grande cottage underwent a full renovation and addition which included an interior staircase and second living floor with a third bedroom suite, ensuite bathroom, as well as a full-size garage with space for a car and golf cart. All work was completed by Safety Harbor Builders boasting incredible custom carpentry including cabinets, built-ins, closets, crown molding, 8-inch baseboards, solid wood custom doors and beautifully crafted ceilings. Wide plank white oak wood flooring runs throughout main living areas, kitchen and all bedrooms. A chef’s dream kitchen includes a 6 burner Wolf range with pot filler, plus an additional Wolf wall oven, Wolf built-in microwave / convection oven, Bosch dishwasher and Sub-Zero refrigerator. Other features include a large island with a farmhouse sink, Quartz countertops, and a built-in wall pantry with easy access drawers. Three bedrooms, all with private full baths include custom glass enclosures, and showers detailed with Carrara marble and / or hammered subway tiles, one with a cast iron tub. For guests, there is a powder room off the living area. The laundry room includes a second custom pantry for additional storage and Whirlpool washer and dryer. Finished with all impact rated windows and doors plus 2025 new metal roof, new tankless water heater and all new appliances. The propane tank provides for the range, tankless water heater and fireplace. The house is also generator ready. Lush landscaping, irrigation and lighting are all installed for privacy and beauty. Use the welcoming front porch to enjoy and gather with friends and family in a truly historic custom architecturally designed Boca Grande cottage built to today’s standards!

291 Palm Avenue, Boca Grande
162 Blackwall Court, Boca Grande
$3,995,000
3 Beds ⋅ 5 Baths ⋅ North Village SubDv. ⋅ 33921 Zip Code
This well maintained in-town North Village residence in the private Boca Bay community offers 3 bedrooms, 3 full en-suite baths, and 2 additional half baths, framed by lush tropical landscaping and vibrant cascading bougainvillea. Thoughtfully designed for both comfort and functionality, the home includes a two-car plus golf cart garage, ample storage, and a back of the garage attached workshop – perfect for the avid craftsman or hobbyist with additional storage! Enjoy desirable southern exposure, bathing the home in warm natural light throughout the day. The interior has been tastefully upgraded with modern finishes and appliances. The kitchen features stainless steel appliances, granite countertops with matching backsplash, and updated custom cabinetry, opening seamlessly to a spacious living area ideal for entertaining. A wet bar with mini beverage refrigerator is complimented by a cozy sitting room, creating an inviting gathering space for friends and family. The home also offers a separate dining room with abundant natural light, an enclosed front porch, and an enclosed rear lanai leading to a lounge deck with stairs descending to a sparkling pool with spa, and expansive pavered deck – ideal for relaxing or hosting under the Florida sun. Backing to a tranquil nature preserve, the property enjoys added privacy and peaceful surroundings. As part of the Boca Bay community, you'll enjoy access to its premier amenities with exclusive membership in the Boca Bay Pass Club offering exceptional resort-style amenities including fine dining, 8 Har-Tru courts, four swimming pools including a lap pool, community boat docks, as well as access to the Boca Bay Beach Club – offering a complete coastal lifestyle. Whether you're looking for a primary residence or a seasonal getaway, this home offers the perfect place for indulging in all that Boca Grande has to offer. Walk into the Village and onto the beach – close to everything. Please come and see this well placed and well priced Home!

162 Blackwall Court, Boca Grande
350 Gilchrist Avenue, Boca Grande
$4,975,000
3 Beds ⋅ 3 Baths ⋅ Boca Grande SubDv. ⋅ 33921 Zip Code
LOCATION LOCATION LOCATION-Walk to everything from this truly exquisite 3 bedroom, 2 ½ bathroom Gilchrist Cottage in the heart of the “Historic District”. Loaded with mid-century charm, updated professionally with modern coastal contemporary influence throughout, all nestled onto a deep 50’ by 150’ lot. The property is being beautifully remodeled nearly new and will be delivered Designer furnished for immediate use! This delightful home offers a very private swimming pool area tucked behind privacy fencing covered with fragrant Jasmine, among just planted new lush and additional landscaping. A standing seam metal roof protects the Cottage along with back-alley access to a large, covered carport. The main living area provides a Great Room concept with Philippine Shellstone flooring throughout and a comfortably spacious 10’ by 28’ old fashioned front porch facing the Gulf of Mexico! Estate Wall, extensive pavers, and luminous night lighting offers a very special ambiance at this superb location. A rare opportunity to own in this very limited heart of the Village

350 Gilchrist Avenue, Boca Grande
19 Grouper Hole Drive, Boca Grande
$6,850,000
4 Beds ⋅ 5 Baths ⋅ East Shores Acres SubDv. ⋅ 33921 Zip Code
Welcome to 19 Grouper Hole Drive, a captivating waterfront estate in Boca Grande's most sought-after enclave. This residence commands 170 feet of direct frontage on the tranquil waters of Peekins Cove and Gasparilla Sound, presenting a boater's dream with deep-water dockage, a10,000 lb. lift, and kayak or SUP launch. From your private dock, embark on adventures to nearby waterfront dining destinations, fish the areas backwater and Gulf waters, or simply revel in the panoramic views. The expansive heated lap pool provides a refreshing retreat with a pavered deck and a covered sitting area. Step inside and find four generously sized bedrooms, each with renovated bathrooms and a loft area, all designed for comfort and elegance. The chef's kitchen, equipped with a large walk-in pantry, six burner gas Miele oven / range and quartz countertops inspire culinary creativity. Both the living and dining rooms have large impact sliders which open to additional living space and water views! Recent additions include all impact windows and sliders, hardie board siding, composite decking and a new metal roof. The four-car garage provides ample space for vehicles and storage. Situated on an expansive lot-and-a-half, the property creates a park-like setting. A short golf cart ride along the dedicated path leads to the vibrant village of Boca Grande. Enjoy world-class fishing from your doorstep and easy access to multiple private golf courses and the Boca Grande Jet Port, making this exceptional property a true haven of luxury and convenience!

19 Grouper Hole Drive, Boca Grande
290 Gulf Boulevard Unit 18, Boca Grande
$3,595,000
3 Beds ⋅ 3 Baths ⋅ Lighthouse Residence 18 SubDv. ⋅ 33921 Zip Code
Virtually Staged. Newly Constructed Beach Front 3-Bedroom, 3-Bath Gulf-View Townhome Experience luxury coastal living in this brand-new, custom-built townhome! Beginning with engineer-approved original pilings, the home was rebuilt in 2025 with 6-inch exterior framing, ½” sheathing, cement plank siding, foam insulation, Marvin Signature Coastline windows and doors, and a standing seam metal roof—ensuring superior strength, energy efficiency, and durability. Step inside to an open-concept living, dining, and kitchen area, all showcasing stunning Gulf views. Enjoy your morning coffee and spectacular sunsets from your private waterfront open lanai. The interior features tile and wide plank engineered hardwood floors and rift-sawn oak custom cabinetry. The chef’s kitchen boasts quartz countertops, matte white GE Café appliances with brushed bronze accents, and a dedicated bar area with beverage refrigerator—perfect for entertaining. The main-level bedroom includes custom built-ins and access to a full guest bath. Upstairs, the Gulf-front primary suite offers custom cabinetry, and a luxurious ensuite bath with dual sinks accented with bronze fixtures. A spacious third bedroom, also with custom built-ins, and features its own private ensuite bathroom. Other features include solid core doors and a whole house carbon and sediment dual water filtration system and tankless water heater. Over 1,000 additional square feet of covered parking for your car, golf cart and bikes. Every detail has been thoughtfully designed to create a refined coastal retreat just minutes from town, offering quick access to island shops, dining, and community events!

290 Gulf Boulevard Unit 18, Boca Grande
862 Grande Pass Way, Boca Grande
$3,495,000
Hill Tide Estates SubDv. ⋅ 33921 Zip Code
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
6040 Boca Grande Causeway Slip Unit Slip 8, Boca Grande
$165,000
Boca Grande North SubDv. ⋅ 33921 Zip Code
BOCA GRANDE NORTH BOAT SLIP | 7,000 LB. LIFT | UPDATED LIFT COMPONENTS | ELECTRIC | FISH CLEANING STATION | DIRECT GULF ACCESS | NO FIXED BRIDGES | RENTABLE Enjoy deep-water boating with direct Gulf access and no fixed bridges. Perfect for a flats boat, the slip is estimated to accommodate a vessel up to approximately 22 feet long, with an 8'6" slip width (buyer to verify vessel fit). Cruise the back bays or head out to some of Southwest Florida’s best fishing waters just minutes away. The slip features a 7,000 lb. Quality Boat Lift ALUMAVATOR. Recent lift updates include two new motors, stainless steel cables, guideline assemblies, bunks, a wiring harness, cable cradle brackets, four post guides, and a remote control box. The electrical components and box have also been replaced. Electric, water, and a fish cleaning station add convenience, while recently rebuilt composite docks offer low-maintenance use. OWNERSHIP IS NOT CONTINGENT ON RESIDENCE IN BOCA GRANDE NORTH, giving local and off-island buyers flexibility. Slips may also be rented, offering the potential to offset ownership costs. Buyer to verify vessel fit and rental requirements. Easy to show. Designated parking for trailer/vehicle.

6040 Boca Grande Causeway Slip Unit Slip 8, Boca Grande
16271 N Island Court, Boca Grande
$8,999,000
3 Beds ⋅ 5 Baths ⋅ Gulf Shores North 04 SubDv. ⋅ 33921 Zip Code
Private Gulf-Front Estate on Boca Grande Positioned on 1.26 acres with 127 feet of direct Gulf frontage, this exceptional estate offers substantial Gulf-front acreage, an expansive beach, natural dunes, and remarkable privacy. A private boardwalk leads directly from the property to the Gulf, while the absence of nearby public beach access contributes to the quiet, secluded character of this stretch of shoreline. The elevated custom residence encompasses 3,465 square feet of living space with three bedrooms, four full baths, and one half bath. High ceilings and generous proportions create a light and open interior, while the kitchen, living, and dining areas are oriented toward the Gulf to take full advantage of the home's western exposure and water views. Spacious open and screened porches, breezeways, and Gulf-front gathering areas create a natural connection between indoors and out, offering multiple settings for entertaining, relaxing, and enjoying Boca Grande's renowned sunsets. Beneath the home is substantial additional space for storage as well as an expansive screened recreation and game area. A three-car garage provides ample room for vehicles, golf carts, and the necessities of island living. Ready for its next owner's personal vision, the residence provides an opportunity to personalize a well-built custom home while preserving what cannot be recreated: more than an acre of Gulf-front land, 127 feet of beachfront, natural dunes, exceptional privacy, and direct access to one of Boca Grande's most beautiful stretches of shoreline. Located on the North end of Gasparilla Island, the property experienced no flooding during the recent hurricanes and storms that affected the area. Private showings available by appointment.

16271 N Island Court, Boca Grande
171 Damfiwill Street, Boca Grande
$3,700,000
2 Beds ⋅ 2 Baths ⋅ Bg Yacht Basin Damfiwill SubDv. ⋅ 33921 Zip Code
“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.

171 Damfiwill Street, Boca Grande
367 Night Heron Drive, Boca Grande
$4,125,000
3 Beds ⋅ 3 Baths ⋅ North Bay SubDv. ⋅ 33921 Zip Code
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.

367 Night Heron Drive, Boca Grande
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