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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

5010 Grouper Hole Court, Boca Grande
$3,975,000
4 Beds ⋅ 3 Baths ⋅ East Shore Acres SubDv. ⋅ 33921 Zip Code
Tucked away on a quiet cul-de-sac and set well back on a private shelled driveway, this elevated two-story residence offers a rare blend of acreage, privacy, and timeless Florida craftsmanship. The home’s welcoming entry is framed by two stately columns, creating an elegant sense of arrival. Situated on 1.7 acres private estate the property enjoys tranquil water views through the mangroves with partial views of Gasparilla Sound, offering a serene Old Florida setting. The location also provides close proximity to the Boca Grande Club, combining privacy with convenient access to island amenities. Built in 1986 by respected builder Dick Yusk, this four-bedroom, two-and-a-half-bath single-family home features a thoughtfully designed floor plan, including two primary bedrooms, ideal for multigenerational living or hosting guests. The great room is a standout, showcasing vaulted ceilings, tongue-and-groove oak hardwood flooring, beadboard detailing, and chair rail accents that create warmth and architectural character. Bedrooms are comfortably carpeted, while the bathrooms are finished with tile. The open kitchen is dramatic and light-filled, highlighted by a vaulted ceiling with atrium windows, tile flooring, and a breakfast bar that opens to the dining area—perfect for everyday living and entertaining. A versatile den provides additional flexibility and may be used as a home office, library, or sitting room. The outdoor setting embraces the property’s natural surroundings with mature landscaping, an irrigation system, and a peaceful, private atmosphere that complements the creekside location. An outdoor shower adds coastal practicality, while the expansive grounds offer ample opportunity to enjoy the outdoors or further customize the property to suit your lifestyle. The home is constructed with a HardiPlank Cement Siding, topped with a metal roof, and equipped with 175mph rated PGT hurricane windows for durability and peace of mind. Additional features include zoned 2.5-ton central air conditioning, an indoor laundry room, French door entry, and an inviting front porch. Completing the property is an oversized 24’ x 28’ detached two-car garage with workshop, ideal for storage, hobbies, or recreational equipment. The home is serviced by a private pre-treatment effluent pump. Public water and sewer is onsite. Furnishings are negotiable, offering a potential turnkey opportunity. This is a rare offering for those seeking privacy, acreage, and waterfront tranquility—where classic Florida architecture, natural beauty, and thoughtful design come together in a peaceful and sought-after setting.

5010 Grouper Hole Court, Boca Grande

17 Seawatch Drive, 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

870 Grande Pass Way, Boca Grande
$3,995,000
Hill Tide Estates SubDv. ⋅ 33921 Zip Code
The Ultimate Gulf-Front Homesite – Iconic Views & Unparalleled Luxury Discover a rare opportunity to own Lot #6, “The Lighthouse Lot,” in Hill Tide Estates—Boca Grande’s most renowned waterfront community. Perfectly positioned for breathtaking panoramic views of the Gulf of Mexico and Boca Grande Pass, this exclusive homesite offers a front-row seat to some of Florida’s most spectacular sunsets. Build your dream custom estate with the builder of your choice on this prized island location, featuring coveted southern and western exposures that bathe your future home in sunlight all day. Included are masterfully designed plans for a luxury residence, ensuring a seamless transition to your vision of coastal elegance. Hill Tide Estates is an intimate gated community of just 19 homes, offering residents a private tiered beach and an exclusive fishing and observation pier in Boca Grande Pass—home to world-class tarpon fishing. A short golf cart ride takes you to the historic village of Boca Grande, the renowned Gasparilla Inn, and some of the finest dining, shopping, and leisure activities on the Gulf Coast. This is more than just a homesite—it’s an invitation to a lifestyle of luxury, tranquility, and adventure. Secure your place in paradise today.

870 Grande Pass Way, 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

869 Hill Tide Lane, Boca Grande
$2,800,000
Hill Tide Estates SubDv. ⋅ 33921 Zip Code
NOW OFFERED! Rare opportunity to own one of the last remaining custom-buildable lots in coveted Hill Tide Estates on Gasparilla Island. This deep, oversized premier homesite offers exceptional flexibility for designing a custom residence and features favorable AE flood-zone elevation and state-of-the-art infrastructure. Enjoy convenient access to private East Beach and an exclusive fishing pier on Boca Grande Pass. Hill Tide Estates is a luxury gated community with brick-paved streets and custom residences overlooking the Gulf of Mexico, Boca Grande Pass, and Charlotte Harbor. The community is the only subdivision on Gasparilla Island that fronts Boca Grande Pass, renowned as the “Tarpon Capital of the World.” Included with the sale are two exceptional deepwater boat slips, Slip 10 and Slip 39, at Uncle Henry’s Marina, at no additional cost. The approximately 35' and 60' slips offer convenient access to the Gulf of Mexico and are located in a well-managed marina with dock staff, restrooms, fuel station, and boat ramp. Slips transfer as a sublease hold estate. No storm damage to the lot from past hurricanes. A rare opportunity to secure a premier homesite with exceptional boating amenities in one of Boca Grande’s most exclusive communities.

869 Hill Tide Lane, Boca Grande

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