Boca Grande Homes with Custom Architectural style

Boca Grande Homes with Custom Architectural style

Welcome to Boca Grande, Florida—a hidden gem nestled on Gasparilla Island, where pristine beaches and charming coastal living converge. Known for its serene atmosphere and stunning natural beauty, Boca Grande boasts a rich history and a vibrant community that attracts those seeking a tranquil escape from the hustle and bustle of everyday life.

As you stroll through the palm-lined streets, you’ll be captivated by the town's unique blend of old-world charm and modern sophistication. Boca Grande is renowned for its custom architectural styles, with homes that reflect a variety of influences—from classic Florida beach cottages to elegant Mediterranean villas. Each residence is a testament to the artistry and craftsmanship that define this coastal paradise, offering a perfect canvas for those who appreciate the finer details in life.

The allure of Boca Grande extends beyond its picturesque homes. Residents enjoy access to some of the most beautiful beaches in Florida, where the soft sands and crystal-clear waters invite relaxation and adventure alike. With a plethora of outdoor activities, including fishing, boating, and biking, there’s no shortage of ways to embrace the island’s natural beauty.

Whether you’re looking for a permanent residence or a seasonal retreat, Boca Grande offers a unique lifestyle that combines luxury with laid-back charm. Discover the magic of this enchanting community and find your dream home among the custom architectural masterpieces that grace this idyllic island. Welcome to Boca Grande—where every day feels like a vacation!

Newest Boca Grande Homes with Custom Architectural style

161 1st Street E, Boca Grande
$4,995,000
4 Beds ⋅ 3 Baths ⋅ Harbor Drive Waterways SubDv. ⋅ 33921 Zip Code
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.

161 1st Street E, Boca Grande
181 Damfino Street, Boca Grande
$5,750,000
4 Beds ⋅ 4 Baths ⋅ Acreage & Unrec SubDv. ⋅ 33921 Zip Code
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, metal roof, 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.

181 Damfino Street, 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
16 Grouper Hole Drive, Boca Grande
$5,995,000
3 Beds ⋅ 3 Baths ⋅ East Shores Acres SubDv. ⋅ 33921 Zip Code
Private custom designed home with deepwater protected dockage on a lot and a half (150’) — situated directly across from the Boca Grande Club! This exquisite 3-bedroom, 3-bathroom BIG VIEW waterfront Estate Property is a 1996 National award winning architectural design, set within a lush tropical oasis with rich verdant greenery and mature native landscaping. Incredible and expansive views front Gasparilla Sound and the ICW, additionally with multiple decks facing East and West with over 4,000 sq. ft. under roof! The main level features an open-concept layout ideal for effortless entertaining, seamlessly connecting the kitchen, dining, and living areas, boasting soaring ceilings and abundant natural light throughout - all Andersen doors and windows. Enjoy a true indoor-outdoor lifestyle with panoramic coastal vistas and a fluid transition to the very cozy screened-in lanai over the pool – perfect for relaxing or hosting while taking in the serene surroundings. The gourmet kitchen is a chef’s haven featuring granite countertops & center-island with abundant prep space, a DCS professional 6 burner duel-fuel range / double oven, oversized paneled Sub Zero refrigerator and freezer designed to blend seamlessly with custom cabinetry, plus a breakfast nook/coffee bar and pantry… The dedicated Master level provides a serene private retreat showcasing exceptional 240° views with hers and his walk-in closets. Embrace the height of comfort and relaxation with a spacious ensuite bath with spa-like soaking tub and separate shower, and two private decks for taking in year-round breathtaking sunrises, moonrises, and sunsets. On the ground level, step outside to an expansive pool deck with plenty of space for outdoor entertainment with a very large waterfront pool and separate covered spa. Just steps away to your (cool-to-the-feet) shellstone tile deck out to your own private deep-water dockage complete with three boat lifts (13,000, 7,000, and 7,000 lbs) – a dream for avid boaters and fishermen alike. Two car plus golf cart garage with lots of storage, a wine cellar, and excellent Bonus space! This is the very best comfortable Island Living in this nearly 1 acre waterfront estate at the very best pricing! Come see why…?

16 Grouper Hole Drive, Boca Grande
1640 Jean Lafitte Drive, Boca Grande
$8,500,000
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
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