Captiva, FL Homes for Sale with Pool

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  /50

  $1,397,000

  • 3 Beds
  • 2 Baths
  • 1,841 Sq Ft

  4490 Harbor Bend Dr, Captiva, FL 33924

  The perfect boater's retreat! This charming three-bedroom waterfront home on the harbor is fully remodeled. Excellent water views from both levels. Dock permits are in place to build a dock for your dream boat. Enjoy the custom-crafted kitchen with marble countertops and stainless steel appliances, with fantastic views across the living area to the harbor. Watch the wildlife and passing boats

  Mark Muller Resort Properties Internationa

  4490 Harbor Bend Dr, Captiva, FL 33924
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  /50

  $2,494,000

  • 3 Beds
  • 3 Baths
  • 2,444 Sq Ft

  1602 Lands End Village Unit 1602, Captiva, FL 33924

  Perched at the northernmost point of Captiva Island, Lands End 1602 is a rare end-unit penthouse offering an unmatched combination of privacy, luxury, and breathtaking natural beauty. Located within the exclusive Lands End Village, this 3-bedroom, 3-bathroom residence overlooks the serene waters of Red Fish Pass, delivering sweeping 180-degree, unobstructed views of Pine Island Sound and beyond.

  Phaidra McDermott Kingfisher Real Estate Inc.

  1602 Lands End Village Unit 1602, Captiva, FL 33924
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  /49

  $11,900,000

  • 5 Beds
  • 5.5 Baths
  • 5,751 Sq Ft

  15735 Captiva Dr, Captiva, FL 33924

  Set amidst the glistening waters of the Gulf and the captivating Bay, this stunning estate epitomizes unparalleled luxury and exclusive waterfront living. Stretching from beachside to bayside, the property offers dazzling sunrises & sunsets, and shows meticulous renovations and upgrades throughout, with no detail overlooked. Every aspect of this magnificent estate has been crafted with the utmost

  Valerie Tutor Kingfisher Real Estate, Inc.

  15735 Captiva Dr, Captiva, FL 33924
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  /50

  $6,900,000 Pre-Foreclosure

  • 6 Beds
  • 6 Baths
  • 4,900 Sq Ft

  16611 Captiva Dr, Captiva, FL 33924

  This extraordinary Spanish Colonial Revival waterfront estate spans approximately two acres of pristine island landscape and is ideally situated directly across from golf cart–accessible deeded beach access. Offering the rare combination of Gulf access and private waterfront living, this property presents a truly exceptional opportunity on Captiva Island. The main residence is thoughtfully

  Tracy Walters Royal Shell Real Estate, Inc.

  16611 Captiva Dr, Captiva, FL 33924
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  $2,995,000

  • 3 Beds
  • 3 Baths
  • 2,038 Sq Ft

  Beach Beach Homes Unit 6, Captiva, FL 33924

  Located within an intimate enclave of Captiva Beach Homes, Beach Home 6 delivers the ultimate Captiva lifestyle. This private Beach Home offers direct beachfront positioning, timeless island design, and the serenity only true waterfront living provides. Designed for relaxed island living and effortless entertaining, the home captures the essence of a true beachfront escape whether enjoyed as a

  Sue Plein Kingfisher Real Estate Inc.

  Beach Beach Homes Unit 6, Captiva, FL 33924
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  /26

  $750,000

  • Land
  • 0.28 Acre
  • $2,678,571 per Acre

  326 Useppa Island, Captiva, FL 33924

  Located atop one of the tallest ridges in Lee County—possibly all of Southwest Florida—this building lot will offer impressive sunset views and sweeping water vistas stretching west and northwest toward Boca Grande Pass and beyond. The lot fronts the famous Pink Path extending from the north to south end of the primary island body and is proximate to historic archeological explorations and

  Brian McColgan UIP PROPERTY COMPANY LLC

  326 Useppa Island, Captiva, FL 33924
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  /38

  $5,950,000

  • 5 Beds
  • 4 Baths
  • 3,681 Sq Ft

  16632 Captiva Dr, Captiva, FL 33924

  A rare Gulf-front estate opportunity on Captiva Island featuring approximately 100 feet of direct beachfront and estate owned multifamily entitlement, a combination virtually impossible to replicate under current zoning and coastal regulations. The property includes a 3 bedrooms, 3 baths main home with a 2 bedroom guest home, private pool, detached garage and beachside cabana and screened gazebo.

  Sue Plein Kingfisher Real Estate Inc.

  16632 Captiva Dr, Captiva, FL 33924
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  /47

  $399,900

  • 1 Bed
  • 1 Bath
  • 586 Sq Ft

  3113 Tennis Villas, Captiva, FL 33924

  Luxurious, Designer Remodel in South Seas Resort – Captiva Island Discover an unparalleled ownership opportunity in one of Florida’s most iconic destinations—South Seas Resort on Captiva Island. This private, newly remodeled personal vacation residence is located within the heart of this 330-acre wildlife preserve and coastal paradise. Excellent investment opportunity Based on seller analysis and

  Marc Comisar DomainRealty.com LLC

  3113 Tennis Villas, Captiva, FL 33924
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  /43

  $309,000

  • 1 Bed
  • 1 Bath
  • 580 Sq Ft

  3224 Tennis Villas Unit 3224, Captiva, FL 33924

  Rarely available corner condominium located on the second floor with gorgeous views of pool and lush landscaping. Fully furnished and turnkey! Beautiful coastal inspired one bedroom /one bath within the newly named Captiva Resort Villas condominium complex (formerly Tennis Villas). The interior decor' is has a relaxed coastal theme with a fully equipped kitchen and a nicely appointed bathroom.

  Mary Ann Cowart Royal Shell Real Estate, Inc.

  3224 Tennis Villas Unit 3224, Captiva, FL 33924
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  /43

  $1,050,000

  • 2 Beds
  • 2 Baths
  • 1,043 Sq Ft

  2004 Gulf Beach Villas, Captiva, FL 33924

  Live your best life at South Seas on Captiva Island in this direct Gulf-front, fully renovated 2-bedroom, 2-bath residence offering what may be the best view in the entire community. Positioned so close to the shoreline that you can feel the salt air on your skin and the Gulf breeze in your hair, mornings on the lanai come with waves, wildlife, and coffee that just tastes better.Located in

  Evan duPont Michael Saunders & Company

  2004 Gulf Beach Villas, Captiva, FL 33924
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  /30

  $489,000

  • 1 Bed
  • 2 Baths
  • 684 Sq Ft

  4216 Bayside Villas Unit 4216, Captiva, FL 33924

  This beautifully appointed one-bedroom, two-bathroom villa at Bayside Villas is not only a stunning coastal retreat but also a fantastic investment property with daily rental capabilities. Offering breathtaking views of the marina and bay, leading to open waters, this villa features luxurious wood-like tile flooring, granite countertops, and coastal-inspired decor throughout. Nestled in the heart

  Christopher Kirchner Keller Williams Realty Fort Myers and the Islands

  4216 Bayside Villas Unit 4216, Captiva, FL 33924
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  /50

  $3,795,000

  • 5 Beds
  • 5.5 Baths
  • 3,555 Sq Ft

  11523 Andy Rosse Ln, Captiva, FL 33924

  Mediterranean-Inspired Luxury in the Heart of Captiva Village! Discover Belle Mar, a stunning Mediterranean-style estate perfectly situated along Captiva’s iconic Andy Rosse Lane—just steps from the Gulf of Mexico and the sparkling waters of Pine Island Sound. This elegant retreat captures the essence of island sophistication, offering timeless architecture, exceptional craftsmanship, and an

  Evan duPont Michael Saunders & Company

  11523 Andy Rosse Ln, Captiva, FL 33924
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  $4,850,000

  • 4 Beds
  • 4.5 Baths
  • 2,392 Sq Ft

  24 Beach Homes, Captiva, FL 33924

  Welcome to Beach Home 24, a stunning coastal retreat that has been completely renovated, reconfigured, and expanded to just under 2,400 square feet. This 4-bedroom, 4.5-bath residence showcases a one-of-a-kind floor plan with direct Gulf views and a design that perfectly balances modern sophistication with the relaxed charm of Captiva Island. Professionally designed and furnished, every detail

  LeAne Suarez John R. Wood Properties

  24 Beach Homes, Captiva, FL 33924
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  /40

  $1,050,000

  • 2 Beds
  • 2 Baths
  • 1,043 Sq Ft

  2111 Gulf Beach Villas Unit 2111, Captiva, FL 33924

  Discover coastal paradise at Gulf Beach Villas, where this exceptional two-bedroom, two-bathroom condominium offers 1,163 square feet of elegantly casual island living. Positioned directly on the pristine Gulf coastline, this residence provides an unparalleled waterfront lifestyle within Captiva's most coveted address. The thoughtfully designed interior embraces subtropical elegance with coastal

  Lamar Stokes Timbers FL Real Estate Company LLC

  2111 Gulf Beach Villas Unit 2111, Captiva, FL 33924
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  $6,600,000

  • 6 Beds
  • 6.5 Baths
  • 3,459 Sq Ft

  16500 Captiva Dr, Captiva, FL 33924

  Welcome to a stunning coastal-modern beachfront estate on Captiva Island’s exclusive Gold Coast. This beautifully enhanced home combines comfort, nature, and luxury across more than 100 feet of pristine Gulf frontage. The property is estate-zoned, allowing the addition of two more structures for those seeking a truly private compound. Recent updates elevate the home’s appeal, including electric

  Michael McMurray Royal Shell Real Estate, Inc.

  16500 Captiva Dr, Captiva, FL 33924
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  /37

  $330,000

  • 1 Bed
  • 1 Bath
  • 586 Sq Ft

  3136 Tennis Villas, Captiva, FL 33924

  Located in the desirable Southern Enclave of Captiva Resort Villas at South Seas Resort, this top-floor one-bedroom, one-bath condo offers Gulf views, sunset skies, and a layout well-suited for both personal use and rental income. The elevated position provides added privacy while remaining just steps from Captiva’s beaches, village dining, boutique shopping, and island activities. Inside, the

  LeAne Suarez John R. Wood Properties

  3136 Tennis Villas, Captiva, FL 33924
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  /50

  $1,975,000

  • 3 Beds
  • 3 Baths
  • 2,435 Sq Ft

  484 Gulf Bend Dr, Captiva, FL 33924

  GREAT OPPORTUNITY! This is Your Chance for a LARGE PRIME GULF FRONT BEACH HOME! This AMAZING Home is RIGHT ON THE BEACH WITH PRIVATE BEACH ACCESS just steps out the door. SIMPLY SPECTACULAR OCEANS VIEWS from the entire beach side of this property! This Large Beach Home is located in the Fantastic Safety Harbor Club offering the availability of Shared Boat Dockage for it’s Members – A Commodity

  Amy Ivey Swept Away Realty

  484 Gulf Bend Dr, Captiva, FL 33924
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  $445,000

  • 1 Bed
  • 2 Baths
  • 684 Sq Ft

  5132 Bayside Villas Unit 5132, Captiva, FL 33924

  Life at 5132 Bayside Villas unfolds with the tide. Morning rises in shades of coral and gold over Pine Island Sound, the mangroves alive with birdlife, while dolphins and fishing skiffs ripple the waterway. From the screened lanai, it feels like front-row seating to Captiva’s natural theater. Inside, the villa’s open design flows from a granite-clad kitchen with stainless appliances to dining and

  LeAne Suarez John R. Wood Properties

  5132 Bayside Villas Unit 5132, Captiva, FL 33924
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  /50

  $4,800,000

  • 3 Beds
  • 3 Baths
  • 2,373 Sq Ft

  16543 Captiva Dr, Sanibel, FL 33957

  Nestled along the most coveted stretch of Captiva Island’s Gold Coast, This charming Old Florida-style main house boasts a private pool area and expansive deck space, creating a perfect retreat. Inside, high vaulted ceilings and an open kitchen enhance the spacious feel. Situated in the Estate Zone District, this property offers deeded beach access just steps away. Perfectly positioned in the

  Michael McMurray Royal Shell Real Estate, Inc.

  16543 Captiva Dr, Sanibel, FL 33957
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  /31

  $720,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  3134 Tennis Villas Unit 3134, Captiva, FL 33924

  -OWNER MOTIVATED! Seize this rare opportunity to own a stunning 2-bedroom, 2-bath Captiva Resort Villa Condominium in a prime corner location, offering enhanced privacy and potential for breathtaking views. A dining area window invites natural light, creating a warm and inviting space for meals. Featuring impact windows and sliders with charming Bahama shutters, this villa is both stylish and

  Fred Newman Royal Shell Real Estate, Inc.

  3134 Tennis Villas Unit 3134, Captiva, FL 33924
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  /50

  $9,450,000

  • 3 Beds
  • 3.5 Baths
  • 3,152 Sq Ft

  941 S Seas Plantation Rd, Captiva, FL 33924

  Rare opportunity to purchase a luxurious Gulf Front Estate on Captiva Island within the gated resort community of South Seas. This stunning, coastal property offers 102' of beach frontage w/ breathtaking sunsets and views of the gulf. Totally renovated and remodeled with 5 bedrooms, new quality craftsmanship and attention to every detail. All new interior furnishings and amenities include,

  Mary Ann Cowart Royal Shell Real Estate, Inc.

  941 S Seas Plantation Rd, Captiva, FL 33924
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  /49

  $825,000

  • 2 Beds
  • 2 Baths
  • 1,043 Sq Ft

  2615 Beach Villas Unit 2615, Captiva, FL 33924

  Discover your slice of paradise in this exquisitely renovated two-bedroom, two-bathroom condominium nestled within the prestigious South Seas resort on enchanting Captiva Island. This direct gulf front sanctuary seamlessly marries coastal elegance with contemporary sophistication, offering an unparalleled retreat where pristine white sugar sand beaches meet your doorstep. Step into a world where

  Lamar Stokes Timbers FL Real Estate Company LLC

  2615 Beach Villas Unit 2615, Captiva, FL 33924
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  /50

  $849,000

  • 2 Beds
  • 2.5 Baths
  • 1,060 Sq Ft

  210 White Pelican Dr, Captiva, FL 33924

  With Fantastic Gulf Views and a Prime Location just 350 feet from the beach, this island-style vacation retreat stands out with its extra charm and character! Located alongside North Captiva's private airstrip, which gives the home an excellent view corridor. Great for pilots and beachgoers alike! Imagine gazing at the water from your living room and sun deck, then relaxing after a day at the

  Mark Muller Resort Properties Internationa

  210 White Pelican Dr, Captiva, FL 33924
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  /48

  $1,100,000

  • 3 Beds
  • 3 Baths
  • 1,496 Sq Ft

  5321 Bayside Villas Unit 22, Captiva, FL 33924

  Highly sought after top floor 3 bedroom, 3 bath, 2 story Bayside Villa with breathtaking views of Pine Island Sound and beyond. In addition, this is one of the few lanais with a side view which offers the ability to watch the boats come and go from the canal leading to the marina. The well trimmed mangroves provide a haven for nesting birds, as well as other wild life. Master suite with great

  Diane Stocks Royal Shell Real Estate, Inc.

  5321 Bayside Villas Unit 22, Captiva, FL 33924
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  $1,900,000

  • 2 Beds
  • 2 Baths
  • 1,203 Sq Ft

  2122 Gulf Beach Villas, Captiva, FL 33924

  Experience refined Gulf-front living in this exquisite 2-bedroom plus loft, 2-bath, two-story residence at South Seas Resort. Set along the pristine shoreline, this beautifully reconfigured condo blends modern elegance with the relaxed charm of beachfront living.Thoughtful enhancements include plank porcelain flooring, a tankless hot water heater, and a whole-home water filtration system,

  LeAne Suarez John R. Wood Properties

  2122 Gulf Beach Villas, Captiva, FL 33924
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  $3,599,000

  • 3 Beds
  • 3 Baths
  • 2,038 Sq Ft

  6 Beach Homes, Captiva, FL 33924

  Envision this island retreat and live like a local at your private beach front getaway. Experience condo convenience of island living with the privacy of a single family home within the gates of the highly sought after South Seas Resort. Direct gulf front views and private sunsets in your spacious 3 bedroom w/loft and 3 baths featuring soaring ceilings and spacious outdoor livings areas including

  Sue Plein Kingfisher Real Estate, Inc.

  6 Beach Homes, Captiva, FL 33924
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  /50

  $4,749,000

  • 6 Beds
  • 6.5 Baths
  • 4,857 Sq Ft

  15160 Captiva Dr, Captiva, FL 33924

  Experience the timeless coastal allure of 15160 Captiva Drive, a stunning estate designed with a rare reverse floor plan to capture sweeping bay views from its multi-level decks. This 6-bedroom + den, 6.5-bath residence offers more than 4,800 square feet of refined living space, blending elevated design with effortless island living. Crafted in Coastal-Tuscan style, the home showcases travertine

  LeAne Suarez John R. Wood Properties

  15160 Captiva Dr, Captiva, FL 33924
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  /50

  $5,500,000

  • 5 Beds
  • 5 Baths
  • 3,890 Sq Ft

  16205 Captiva Dr, Captiva, FL 33924

  Welcome to 'Avoca'—a captivating GULF FRONTAGE/PRIVATE BEACH estate, ideally positioned along the coveted Tween Waters stretch of Captiva Drive on Captiva Island. Offering rare privacy, expansive grounds, and DIRECT beach frontage, this remarkable property showcases panoramic views of the Gulf of Mexico and a private beach path to sugar-sand shores. Avoca is one of the rare properties in Captiva

  Kyle Johnson Coldwell Banker Realty

  16205 Captiva Dr, Captiva, FL 33924
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  /50

  $1,550,000

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft

  1666 Lands End Village Unit 1666, Captiva, FL 33924

  Situated at the northernmost tip of Captiva Island is Lands End. Appropriately named, this intimate complex provides a setting like no other with a 180 vistas from The Gulf of Mexico across the stunning golf course to Pine Island Sound. This penthouse is beautifully updated and spacious with 2300 ft.2 of living area along with two commodious sundecks and parking under the building. The floor plan

  Phaidra McDermott Kingfisher Real Estate Inc.

  1666 Lands End Village Unit 1666, Captiva, FL 33924
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  $1,475,000

  • 2 Beds
  • 2 Baths
  • 1,397 Sq Ft

  1647 Lands End Village Unit 1647, Captiva, FL 33924

  Lands End 1647 where Palm Beach Regency polish flirts with barefoot Captiva ease (shoes optional, sunsets nonnegotiable). Perched at the very tip of Captiva Island, Lands End Village feels delightfully removed from the rest of the world—cradled by Pine Island Sound, Redfish Pass, and the Gulf of America. This residence is the crown jewel of the community with a gulf front setting where the gentle

  Lamar Stokes Timbers FL Real Estate Company LLC

  1647 Lands End Village Unit 1647, Captiva, FL 33924
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  /50

  $2,000,000

  • 3 Beds
  • 3 Baths
  • 2,454 Sq Ft

  406 Gulf Bend Dr, Captiva, FL 33924

  Rare Opportunity to Purchase Luxurious Gulf Front Estate on North Captiva IslandA rare opportunity has arisen to purchase a luxurious gulf front estate located within the prestigious community of Safety Harbor Club on North Captiva Island. This stunning coastal property boasts beach frontage with breathtaking sunsets and panoramic views of the Gulf. Recently renovated and remodeled with

  Carolyn Creagh Islander Realty

  406 Gulf Bend Dr, Captiva, FL 33924
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  /25

  $610,000

  • 1 Bed
  • 1 Bath
  • 687 Sq Ft

  2117 Gulf Beach Villas Unit 2117, Captiva, FL 33924

  Enjoy Gorgeous Sunsets and Sand Between Your Toes! Directly on the beach! This coastal inspired one bedroom / one bath Gulf Beach Villas offers beach front living within the gates of South Seas Resort. Fully furnished and turnkey! Impact glass, white cabinets, vinyl plank flooring, etc. The association offers a large pool and pool deck, tennis/pickelball courts, tropical landscaping, exterior

  Mary Ann Cowart Royal Shell Real Estate, Inc.

  2117 Gulf Beach Villas Unit 2117, Captiva, FL 33924
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  $675,000

  • 3 Beds
  • 2 Baths
  • 953 Sq Ft

  4491 Escondido Ln Unit 73, Captiva, FL 33924

  Welcome to “Xanadu” your North Captiva Island sanctuary. Located within Safety Harbor Club, this 3 bedroom, 2 bath corner townhome combines thoughtful architecture with modern upgrades. With a well documented rental history and opportunity for below market OWNER FINANCING, Xanadu would compliment any real estate portfolio. The two screened-in lanais plus 3rd balcony and wall of windows provide

  Tina Goodman Islander Realty

  4491 Escondido Ln Unit 73, Captiva, FL 33924
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  /50

  $1,495,000

  • 3 Beds
  • 3.5 Baths
  • 1,646 Sq Ft

  4541 Conch Shell Dr, Captiva, FL 33924

  An Island Masterpiece! This elegant, custom-designed island estate blends traditional island-style charm with contemporary sophistication. The home's exquisite detailing and bold roof lines create a unique and timeless design. Sited on an oversized lot close to gulf beaches on a quiet sandy lane. Hardie board siding, Pella impact windows, and electric storm shutters provide peace of mind. The

  Mark Muller Resort Properties Internationa

  4541 Conch Shell Dr, Captiva, FL 33924
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  /22

  $1,575,000

  • 3 Beds
  • 3 Baths
  • 2,256 Sq Ft

  143 Useppa, Useppa Island, FL 33924

  Discover the serenity of Cottage #143 on Useppa Island, where breathtaking views endlessly unfold. This remarkable three-bedroom, three-bath home graces the northwestern waterfront of Useppa Island, offering an ideal vantage point for captivating sunsets over the Intracoastal Waterway. Delight in daily aquatic spectacles performed by schooling mullet and wading birds. Step inside to find a

  Victoria Dellanos Premier Sotheby's Int'l Realty

  143 Useppa, Useppa Island, FL 33924
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  $900,000

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft

  504 Useppa, Useppa Island, FL 33924

  #504 “Barefoot Cottage” on Useppa Island is a thoughtfully renovated villa that seamlessly blends classic island architecture with fresh, coastal finishes. Located along the western shoreline of this private, members-only island, the residence enjoys sweeping water views across the Intracoastal Waterway to Charlotte Harbor, with Gasparilla Island and iconic Boca Grande Pass visible in the

  Jim Fischer Century 21 Sunbelt Realty

  504 Useppa, Useppa Island, FL 33924
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  /46

  $2,250,000

  • 5 Beds
  • 3.5 Baths
  • 2,992 Sq Ft

  328 Useppa Island, Useppa Island, FL 33924

  This beautiful home features a stunning entrance under an old Live Oak tree and tropical foliage. Know as the Paddle to the Sea cottage, the entrance is a classic split foyer, with steps down to 4 bedrooms, 2 baths and guest living area. Step up and open to a dramatic Great Room with vaulted and coffered ceiling, kitchen, bar and half bath. Multiple classic multi-lite French doors along 3 sides

  Brian McColgan UIP Property Company LLC

  328 Useppa Island, Useppa Island, FL 33924
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  /50

  $985,000

  • 2 Beds
  • 2.5 Baths
  • 1,575 Sq Ft

  303 Useppa Unit A, Useppa Island, FL 33924

  Tucked away in a quiet, seldom-traveled enclave along the mid-western shoreline of Useppa Island, this private 2-bedroom, 2-bath attached villa offers a rare sense of seclusion paired with sweeping coastal views. Oriented to the northwest, the residence overlooks the Intracoastal Waterway with panoramic sightlines stretching across Cabbage Key, Cayo Costa, Boca Grande Pass, and Gasparilla Island

  Jim Fischer Century 21 Sunbelt Realty

  303 Useppa Unit A, Useppa Island, FL 33924

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