Boca Grande Homes with Sailboat Water Water Frontage

Boca Grande Homes with Sailboat Water Water Frontage

Welcome to Boca Grande, Florida – a hidden gem nestled along the stunning Gulf Coast. Known for its serene beaches, charming village atmosphere, and rich history, Boca Grande is the perfect destination for those seeking a tranquil lifestyle infused with coastal elegance. With its quaint streets lined with boutique shops, delightful dining options, and vibrant art galleries, this picturesque island community offers a unique blend of leisure and luxury.

One of the standout features of Boca Grande is its breathtaking waterfront properties, particularly those with sailboat water frontage. Imagine waking up each morning to the gentle sound of waves lapping against your dock, with direct access to the sparkling waters of the Gulf of Mexico. These homes are not just residences; they are gateways to an exquisite lifestyle filled with boating, fishing, and endless outdoor adventures.

Properties with sailboat water frontage in Boca Grande boast spacious layouts, lush landscaping, and stunning views that evoke a sense of tranquility. Whether you’re looking for a charming cottage or an expansive estate, the real estate options here cater to a variety of tastes and preferences, ensuring you find the perfect retreat.

In Boca Grande, the community thrives on a laid-back yet sophisticated vibe, making it an ideal place for families, retirees, and anyone wanting to embrace the beauty of coastal living. With its pristine beaches, warm sunshine, and a welcoming community, Boca Grande is not just a place to live—it's a lifestyle waiting to be embraced. Come discover your dream home where the water meets the sky!

Newest Boca Grande Homes with Sailboat Water Water Frontage

16776 Grande Quay Drive, Boca Grande
$3,575,000
3 Beds ⋅ 3 Baths ⋅ Grande Quay Ii SubDv. ⋅ 33921 Zip Code
Experience exceptional waterfront living at 16776 Grande Quay Drive, Boca Grande, FL 33921, nestled within a quiet, gated waterfront community with 24-hour surveillance. Situated on one of the largest homesite in the community, this residence captures breathtaking 180-degree views of the Gasparilla Sound. With direct boating access to the Gulf, this elegant coastal residence blends luxury, comfort, and the ultimate island lifestyle. Designed with both everyday living and entertaining in mind, the home features soaring ceilings that fill the interior with natural light, an updated chef's kitchen showcasing quartz countertops and premium Bosch appliances. A cozy fireplace adds warmth and character to the spacious living area, while pre-wiring throughout the home provides a seamless foundation for a whole-home audio & video system. Recent improvements include a 2023 adobe tile roof, partial impact-rated windows, and hardiplank siding waiting for your choice of color (and association approval). A private elevator services all levels, and the home is outfitted with a fire suppression system and central vacuum. Outdoor living is equally impressive, featuring a spa pool, an outdoor kitchen, and spaces designed to capture the spectacular waterfront views. The oversized four car garage includes a mini-split air conditioning system, making it ideal for climate-controlled storage, hobbies, or a workshop. For boating enthusiasts, the property includes a deep water privately gated boat slip (Slip M) complete with a lift, providing effortless access to world-class fishing, cruising, and the pristine waters of Gasparilla Sound and the Gulf. This remarkable waterfront residence offers an exceptional combination of refined finishes, thoughtful updates, and unparalleled boating amenities in one of Boca Grande's most desirable waterfront communities.

16776 Grande Quay Drive, Boca Grande
5820 Gasparilla Road Unit Slip 35, Boca Grande
$260,000
Gulf Shores North SubDv. ⋅ 33921 Zip Code
Generous proportions and a prime Gasparilla Island location distinguish Slip 35 at the newly renovated Uncle Henry’s Marina. Measuring 25 by 65 feet, the slip offers substantial space within a full-service marina at the island’s north end, with convenient access to the Intracoastal Waterway, the Gulf and the exceptional fishing waters surrounding Boca Grande. Situated between ICW Markers 20 and 22, the marina combines a sheltered setting with fueling facilities and boating services. Downtown Boca Grande is a short ride away, placing the village’s restaurants and shops within easy reach after a day on the water. Owners may install a No Profile “Cradle” boat lift at their own expense. For boaters seeking a well-positioned island base, Slip 35 offers an appealing combination of size, service and access. Ownership is conveyed through a subleasehold estate.

5820 Gasparilla Road Unit Slip 35, Boca Grande
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
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
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
4 Peekins Cove Drive, Boca Grande
$10,875,000
4 Beds ⋅ 6 Baths ⋅ East Shores Acres SubDv. ⋅ 33921 Zip Code
Under Construction. —Estimated Completion First Quarter 2027. Welcome to 4 Peekins Cove, where laid-back island living meets affluent coastal style on the shimmering waters of Charlotte Harbor. This exceptional new-construction residence offers 4 bedrooms, 4 full and 2 half baths, and a 3-car garage—all thoughtfully designed to capture breathtaking harbor views. The open-concept interior flows effortlessly into expansive outdoor living areas featuring an elevated heated infinity pool and spa, fire pit, and generous entertaining spaces. A private dock with boat lift places world-class boating and fishing directly in your backyard. Spend the morning pursuing Boca Grande’s legendary tarpon, the afternoon relaxing on pristine Gulf beaches, and the evening golf-carting into the charming village for boutique shopping and dining. The custom gourmet kitchen will showcase premium cabinetry, designer finishes, and top-of-the-line appliances, while spacious gathering areas and private guest accommodations make the home equally suited for intimate island living and memorable entertaining. Elevated and constructed to the latest storm and hurricane codes with impact-rated windows and doors, this home is designed to provide enhanced safety, security, and year-round peace of mind. The builder brings a proven track record of creating thoughtfully engineered, storm-resilient homes built for coastal living. From sunrise coffee overlooking Charlotte Harbor to evenings gathered around the fire as boats drift by, every detail celebrates refined waterfront living. Boca Grande is your home, Charlotte Harbor is your playground—and the world is your oyster.

4 Peekins Cove Drive, Boca Grande
950 Palm Avenue Unit 304, Boca Grande
$3,395,000
3 Beds ⋅ 2 Baths ⋅ Silver King Condo Ph 1 SubDv. ⋅ 33921 Zip Code
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.

950 Palm Avenue Unit 304, Boca Grande
6020 Boca Grande Causeway Unit 43 Boat Slip, 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
1660 16th Street E, Boca Grande
$4,900,000
4 Beds ⋅ 5 Baths ⋅ Boca Grande SubDv. ⋅ 33921 Zip Code
Virtual staging and several photos show virtual remodeling concepts. Positioned in a secluded and private corner of Boca Grande, this exceptional estate boasts prime deep-water dockage, with direct access to Charlotte Harbor and no bridges to the Gulf of Mexico. Expansive canal frontage and outstanding boat dockage with an 8,000 lb boat lift provides ample space for a large yacht and multiple smaller vessels. Immerse yourself in magnificent views of the bay, bayou, and Gulf from numerous rooms, porches, and balconies. With over 4,500 sq.ft. of living space, the home features 4 bedrooms, 4.5 baths, and a variety of sitting and study rooms. The grand living areas include soaring ceilings, formal dining, family, and breakfast rooms, and a master suite that is nothing short of enormous. Upstairs, you'll find an additional family room perfect for relaxation. The Victorian-style design is filled with intricate architectural details such as columns, corbels, large coral stone wood burning fire place, Venetian glass chandeliers, and stained-glass windows and doors. Restored cypress cabinetry and built-in loft beds in one of the guest bedrooms add unique custom touches to the interior. Just a short stroll or golf cart ride to the legendary Gasparilla Inn, the village of Boca Grande, renowned restaurants, and shops, or across the street to miles of pristine sandy beach. This paramount boating location is a dream for both anglers and pleasure cruisers, with world-class backwater and tarpon fishing right at your fingertips. Charming island destinations, including Don Pedro and Cabbage Key, are also just a short pleasure cruise away. The property includes the submerged land behind the home, which allows for tremendous flexibility if redesigning the dock.

1660 16th Street E, Boca Grande
6040 Boca Grande Causeway Unit 03 Boat Slip, 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
6040 Boca Grande Causeway Unit 11 Boat Slip, 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
1639 Jean Lafitte Drive, Boca Grande
$3,495,000
Boca Grande Isles SubDv. ⋅ 33921 Zip Code
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.

1639 Jean Lafitte Drive, Boca Grande
Start Your Search

How much is your home worth?

Get instant property value now!