23

Gasparilla Island Houses for Sale

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  • /61

    $6,125,000

    • 4 Beds
    • 6 Baths
    • 3,320 Sq Ft

    1629 Jean Lafitte Dr, Boca Grande, FL 33921

    This charming coastal home is perfectly situated on a deep water canal inside the private community of Boca Grande Isles. The home has been beautifully renovated and the open floor plan is complete with 4 bedrooms, 4 full bathrooms and 2 half baths. Large open and screened porches wrap around most of the home and provide the ideal setting to enjoy the properties Western exposure and Gulf breezes.

    Brett Hendricks MICHAEL SAUNDERS & CO. - BOCA

    1629 Jean Lafitte Dr, Boca Grande, FL 33921
  • /48

    $8,825,000

    • 4 Beds
    • 4.5 Baths
    • 3,529 Sq Ft

    19 Grouper Hole Ct NW, Placida, FL 33946

    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 with 1 1/2 lots 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

    Brian Corcoran THE BRC GROUP, LLC

    19 Grouper Hole Ct NW, Placida, FL 33946
  • /53

    $9,900,000

    • 5 Beds
    • 5.5 Baths
    • 4,799 Sq Ft

    1600 Jean Lafitte Dr, Boca Grande, FL 33921

    This exceptional waterfront property on a large tip lot boasts breathtaking views of Charlotte Harbor, The Gasparilla Inn Golf Course, and the surrounding natural landscape. With 170 feet of frontage, it provides deep-water dockage with a 50' dock and boat lift. Built in 2011, the home’s main floor showcases a spacious living room with a fireplace and adjacent dining area. Sliding doors lead from

    Carol Stewart MICHAEL SAUNDERS & CO. - BOCA

    1600 Jean Lafitte Dr, Boca Grande, FL 33921
  • /52

    $9,999,000

    • 3 Beds
    • 4.5 Baths
    • 3,465 Sq Ft

    16271 N Island Ct, Boca Grande, FL 33921

    Rare Opportunity: Exclusive Gulf-Front Estate on Boca GrandeNestled on the highly sought-after North end of Boca Grande, this extraordinary beachfront estate offers an unparalleled blend of privacy, exclusivity, and natural beauty. Spanning 1.26 acres with 127 feet of pristine Gulf frontage, this property is a rare gem in the luxury real estate market. With an expansive beach and no

    Michelle Wolfe BOCA GRANDE REAL ESTATE, INC.

    16271 N Island Ct, Boca Grande, FL 33921
  • /100

    $12,850,000

    • 5 Beds
    • 4.5 Baths
    • 4,342 Sq Ft

    2031 Shore Ln, Boca Grande, FL 33921

    Truly a one-of-a-kind location rarely presented on exclusive Shore Lane will now be offered for purchase! Located just one estate off the Historic District and the closest in proximity to the downtown Village of Boca Grande, this prominent beachfront treasure will surely take your breath away. Built in 2016 with the owner’s vison for entertaining family and guests while creating a secluded

    Heath Seckel BOCA GRANDE REAL ESTATE, INC.

    2031 Shore Ln, Boca Grande, FL 33921
  • /44

    $10,650,000

    • 4 Beds
    • 5.5 Baths
    • 4,964 Sq Ft

    1644 Treasure Ln, Boca Grande, FL 33921

    Welcome to your island paradise on Boca Grande Isles. With 100 feet of waterfront and direct access to the Intracoastal Waterway, this stunning modern take on West Indies architecture residence has been completely renovated and offers an island sanctuary. Key features to this four bedroom, five and one-half bath residence spans 4,900+ square feet of meticulously updated living with unparalleled

    Jeff Moore GULF TO BAY SOTHEBY'S INTERNAT

    1644 Treasure Ln, Boca Grande, FL 33921
  • /32

    $6,495,000

    • 4 Beds
    • 4 Baths
    • 3,454 Sq Ft

    225 Waterways Ave, Boca Grande, FL 33921

    Experience luxury waterfront living in this beautifully reimagined and fully furnished 4-bedroom, 4-bath pool home, spanning 3,454 sq ft. Located near the village of Boca Grande on a deep-water canal, this home boasts an open floor plan with panoramic water views, an upgraded kitchen with Viking appliances, dual islands, and ample storage. The main floor includes two guest suites with ensuite

    Carol Stewart MICHAEL SAUNDERS & CO. - BOCA

    225 Waterways Ave, Boca Grande, FL 33921
  • /30

    $2,500,000

    • 2 Beds
    • 2.5 Baths
    • 1,248 Sq Ft

    530 5th St W Unit 3, Boca Grande, FL 33921

    Nestled in the heart of Boca Grande’s cherished historic village, this rarely available residence in Park Place Colony provide the perfect blend of timeless charm and modern ease. Just a short stroll or golf cart ride to the Gasparilla Inn, Gulf beaches, tennis courts, shops, and award-winning dining, this home invites you to enjoy the relaxed sophistication that defines life on the

    Michelle Wolfe BOCA GRANDE REAL ESTATE, INC.

    530 5th St W Unit 3, Boca Grande, FL 33921
  • /24

    $2,900,000

    • 4 Beds
    • 3.5 Baths
    • 4,608 Sq Ft

    4190 Loomis Ave, Boca Grande, FL 33921

    One or more photo(s) has been virtually staged. Custom Retreat Bordering Nature Preserve Positioned on 1.35 acres at the end of a quiet cul-de-sac and backing to a serene nature preserve, this custom-built home blends warm, natural elements with thoughtful design. Soaring Douglas Fir vaulted ceilings crown the expansive great room, where rich cherry cabinetry, Viking and Sub-Zero appliances, and

    Carol Stewart MICHAEL SAUNDERS & CO. - BOCA

    4190 Loomis Ave, Boca Grande, FL 33921
  • /52

    $5,500,000

    • 3 Beds
    • 2.5 Baths
    • 2,049 Sq Ft

    350 Gilchrist Ave, Boca Grande, FL 33921

    LOCATION LOCATION LOCATION-Walk to everything from this truly exquisite 3 bedroom, 2 1⁄2 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

    Robert Melvin IV KELLER WILLIAMS TAMPA CENTRAL

    350 Gilchrist Ave, Boca Grande, FL 33921
  • /57

    $16,900,000

    • 5 Beds
    • 6.5 Baths
    • 5,837 Sq Ft

    2979 Shore Ln, Boca Grande, FL 33921

    Welcome to a truly exceptional retreat, nestled perfectly between Charlotte Harbor and the pristine shores of the Gulf of Mexico. This stunning Gulf-front residence epitomizes coastal living, offering a seamless blend of traditional elegance, modern sophistication and communion with Boca Grande’s Old Florida lifestyle. The generous 1.16- acre lot which includes ownership of the adjacent eastern

    Brett Hendricks MICHAEL SAUNDERS & CO. - BOCA

    2979 Shore Ln, Boca Grande, FL 33921
  • /43

    $4,600,000

    • 3 Beds
    • 3.5 Baths
    • 2,644 Sq Ft

    17 Seawatch Dr, Boca Grande, FL 33921

    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

    Ralph DiLena BOCA GRANDE REAL ESTATE, INC.

    17 Seawatch Dr, Boca Grande, FL 33921
  • /68

    $4,895,000

    • 3 Beds
    • 3 Baths
    • 3,210 Sq Ft

    158 Carrick Bend Ln, Boca Grande, FL 33921

    Nestled in the exclusive gated community of Boca Bay's North Village, this stunning 3-bedroom, 3-bathroom home offers over 3,200 square feet of beautifully updated living space with breathtaking lake views. Thoughtfully designed with high-end finishes and modern upgrades, this home is perfect for those seeking both luxury and comfort. The renovated chef’s kitchen is a showpiece, featuring quartz

    Shawna Wagar GULF TO BAY SOTHEBY'S INTERNAT

    158 Carrick Bend Ln, Boca Grande, FL 33921
  • /36

    $4,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,760 Sq Ft

    372 Baily St, Boca Grande, FL 33921

    Professionally decorated 3 bedroom 2 ½ bath home in the Golden Beach area of Boca Grande on an oversized and fenced 15,000 sq ft lot! Offered furnished with all new designer furniture! Thoughtfully built to enjoy the Florida lifestyle year-round, with open indoor space and expansive outdoor areas. Walk into the main room with a cathedral ceiling and a wall of sliders allowing in lots of natural

    Brian Corcoran THE BRC GROUP, LLC

    372 Baily St, Boca Grande, FL 33921
  • /34

    $2,450,000

    • 3 Beds
    • 3 Baths
    • 3,057 Sq Ft

    38 Seawatch Lake Dr, Boca Grande, FL 33921

    One or more photo(s) has been virtually staged. This waterfront Seawatch residence in Boca Grande offers over 3,000 sq. ft. of living space showcasing stunning views of Lake Gasparilla and its abundant birdlife. This spacious home features three bedrooms, three bathrooms, and multiple bonus areas that could become your office or library. Expansive glass sliding doors lead to a large open porch

    Carol Stewart MICHAEL SAUNDERS & CO. - BOCA

    38 Seawatch Lake Dr, Boca Grande, FL 33921
  • /72

    $2,900,000

    • 3 Beds
    • 3 Baths
    • 2,914 Sq Ft

    36 Seawatch Dr, Boca Grande, FL 33921

    Charming Seawatch Home – Beachside Living on Boca GrandeExperience the ultimate in island living with this beautiful 3-bedroom, 3-bathroom home in the exclusive gated community of Seawatch on Boca Grande. Nestled along 1,000 feet of secluded Gulf-front beach, Seawatch offers two pools, three tennis courts, and lush tropical landscaping, creating a true coastal retreat just minutes from the

    Marcy Davis MICHAEL SAUNDERS & CO. - BOCA

    36 Seawatch Dr, Boca Grande, FL 33921
  • /47

    $3,965,000

    • 4 Beds
    • 3.5 Baths
    • 3,487 Sq Ft

    16250 Sunset Pines Cir, Boca Grande, FL 33921

    This Boca Grande beauty features a rare combination. It is both splendid for entertaining and well-planned for privacy, with a deck off every bedroom, a separate office or 4th bedroom and an elevator which reaches all floors. Outside, amidst tall palms and hibiscus flowers, challenge your guests on your own putting green. Toast the winner in the spa or the heated pool. Barbecue on one of the

    Sue Reske PARSLEY BALDWIN REAL ESTATE

    16250 Sunset Pines Cir, Boca Grande, FL 33921
  • /33

    $2,425,000

    • 3 Beds
    • 3 Baths
    • 1,853 Sq Ft

    776 Beach View Dr, Boca Grande, FL 33921

    This easy to own Kentia is nestled in the South Village of Boca Bay on the charming island of Boca Grande in Southwest Florida. This coastal home features 3 bedrooms, 3 bathrooms, a New Roof, and a large garage. It is uniquely positioned to offer exceptional Gulf views from the master bedroom and sun deck, as well as nice tropical views in the back over the courtyard. Vaulted ceilings, plenty of

    Maryjo Shaffer GULF TO BAY SOTHEBY'S INTERNAT

    776 Beach View Dr, Boca Grande, FL 33921
  • /39

    $4,950,000

    • 3 Beds
    • 3 Baths
    • 3,568 Sq Ft

    367 Night Heron Dr, Boca Grande, FL 33921

    This unique bayfront home offers stunning sunrises and moonscapes over Charlotte Harbor. The spacious open main floor begins with an entry leading into the two-story living room with hand painted coffered ceiling. This space is accented by the hand painted staircase, custom tera cotta tile floors and a fireplace surrounded by a hand carved pecky cypress mantle. The adjoining dining room continues

    Carol Stewart MICHAEL SAUNDERS & CO. - BOCA

    367 Night Heron Dr, Boca Grande, FL 33921
  • /52

    $8,995,000

    • 4 Beds
    • 4.5 Baths
    • 1,718 Sq Ft

    208 Harbor Dr, Boca Grande, FL 33921

    RARE OPPORTUNITY OF PURCHASING A CUSTOM WATERFRONT HOME WITH PRIVATE “MARINA” WHICH INCLUDES 3 DEEPWATER SLIPS, 2 OF WHICH ARE UP TO 100 FEET IN LENGTH, IN THE HEART OF BOCA GRANDE!Located with easy access to the ICW from the Millers Marina Channel this is a one of a kind property. Offering deepwater, long slip lengths and housing for the owner and/or the crew! Of the two covered slips, one is

    Brian Corcoran THE BRC GROUP, LLC

    208 Harbor Dr, Boca Grande, FL 33921
  • /100

    $18,800,000 New Construction

    • 6 Beds
    • 9 Baths
    • 8,100 Sq Ft

    894 Hill Tide Ln, Boca Grande, FL 33921

    Under Construction. Brand New Construction Now Complete***Quite possibly the most unique waterfront location ever offered for sale in Southwest Florida! Sunrises and Sunsets will be enjoyed here in the winter months together with 180 degrees of Gulf to Bay cerulean waterscape, pristine beaches, nostalgic lighthouse view, and the Historic Boca Grande Pass – AKA ‘The Tarpon Capital of the World’!

    Heath Seckel BOCA GRANDE REAL ESTATE, INC.

    894 Hill Tide Ln, Boca Grande, FL 33921
  • /96

    $9,350,000 New Construction

    • 4 Beds
    • 7 Baths
    • 5,433 Sq Ft

    858 Grande Pass Way, Boca Grande, FL 33921

    Brand New Construction*** Another Luxury Model Home at Hill Tide Estates is now completed and turnkey ready! The ‘fully furnished’ Sunny Isles Model presented by Seagate Development Group & Theory Design features a unique blend of elegance and precision craftsmanship. The multi-level floor plan offers panoramic water views of Boca Grande Pass and sunsets over the Gulf of Mexico. Theory Design’s

    Heath Seckel BOCA GRANDE REAL ESTATE, INC.

    858 Grande Pass Way, Boca Grande, FL 33921
  • /71

    $4,850,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 2,915 Sq Ft

    10009 Gasparilla Pass Blvd, Boca Grande, FL 33921

    Under Construction. Welcome to the epitome of NEW luxury coastal living on the enchanting island of Boca Grande, FL. This spectacular residence delivers a harmonious blend of elegance and functionality. Boasting 4 bedrooms and 4.5 baths, this home is designed with meticulous attention to detail, offering a haven of comfort and refinement.The kitchen, a culinary masterpiece, features

    Olivia Jones PARSLEY BALDWIN REAL ESTATE

    10009 Gasparilla Pass Blvd, Boca Grande, FL 33921
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