Captiva Single Family Homes for sale by Neighborhood

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  • 16205 CAPTIVA DR, CAPTIVA, FL - MLS# A4693267

    FROWES SUB - A4693267 - 16205 CAPTIVA DR, CAPTIVA, FL 33924
    21 Days on yellowkey

    $5,500,000 | Single Family Home | 4 beds | 4.0 baths | 2 gar

    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 that showcases the luxurious resort-style pool in the back of the home, allowing for STUNNING SUNSET VIEWS AND IMMENSE OUTDOOR SPACE! Spanning over one acre and set at one of the highest elevations on the island (X Zone Flood Elevation), Avoca is located within the Estate Zoning district—allowing for up to three structures, providing exceptional flexibility for expansion or additional guest accommodations. The lush tropical setting frames a true resort-style backyard, featuring a 20' x 60' pool with integrated spa, a full outdoor kitchen, and one of the most impressive outdoor entertaining environments on Captiva. Recent upgrades include a newer roof and impact-rated windows and doors for added peace of mind. Inside, the residence is thoughtfully designed for relaxed luxury and effortless entertaining. Four expansive levels of decking invite breathtaking sunsets and Gulf breezes from nearly every room. The main living level offers a generous open layout with a spacious chef’s kitchen, open dining area, fireplace, elevator, multiple guest bedrooms, and light-filled gathering spaces. The third-floor owner’s suite is a private sanctuary, complete with a balcony, sitting area, office nook, and a well-appointed en-suite bath. Additional guest suites and a loft area provide comfortable accommodations for family and friends. Crowning the home is one of the largest rooftop sundecks on the island, delivering elevated, unobstructed coastal views. Whether envisioned as an extraordinary private Gulf-front retreat, a luxurious vacation escape, or a high-performing rental investment, Avoca represents a rare and compelling opportunity on world-renowned Captiva Island.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 328 USEPPA, CAPTIVA, FL - MLS# C7523767

    COTTAGE SITE III-28 - C7523767 - 328 USEPPA, CAPTIVA, FL 33924
    68 Days on yellowkey

    $1,990,000 Reduced | Single Family Home | 5 beds | 3.5 baths | 2 gar

    Under contract-accepting backup offers. 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 open up the outdoors, while screened decks surround both the first and second floors providing comfortable and spacious outdoor living. A corner stairwell then provides access to the third-floor master suite and living area. Enter this ultimate private suite and Stunning views open up across Boca Grande Pass and Charlotte Harbor and to Boca Grande. A private balcony facing north provides unsurpassed privacy and beauty. Beneath the first living floor is a fully screened and decked area for golf cart parking, work room, spare fridge and freezer, ping pong table, storage or whatever, It is spacious, protected multi-use space. Access is via a stairwell to the first floor and a ground level automatic garage door for cart access. The home is in new condition, following significant reconstruction after Hurricane Ian in 2022. This effort brought the entire structure up to current building and windstorm codes with new roof strapping and roof, all impact glass, interior finishes, appliances, whole house generator and too much to summarize here. Refer to the supplementary information tabs for complete details of the work accomplished. As far as flood threats are concerned, the home is in the X Zone, above any potential storm surge or flooding. Home buyers on bridgeless Useppa Island are required to have membership in the Useppa Island Club and Marina. Useppa is a luxury boating, fishing private resort in the style of Olde Florida. No cars, just golf carts, bikes and feet for transport. Boat Dockage is available at the Marina. The island is just 3 miles south of Boca Grande and a 15-minute boat ride to Pine Island and all things “mainland”.

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    Listing is courtesy of: UIP PROPERTY COMPANY LLC

  • 203 USEPPA ISLAND, CAPTIVA, FL - MLS# C7523801

    USEPPA ISLAND - C7523801 - 203 USEPPA ISLAND, CAPTIVA, FL 33924
    68 Days on yellowkey

    $6,400,000 | Single Family Home | 5 beds | 6.0 baths

    Located on the eastern shore of the reimagined and redeveloped private Useppa Island, the Aerie estate is the signature property on 30 miles of Pine Island Sound. With 250 feet of shoreline and views that capture 180 degrees of the Sound stretching for miles, the home is unique. Enter the foyer and take in a great room reminiscent of a century old fishing retreat, the pecky cypress ceiling soaring 25 feet above the fireplace gathering area, broad windows to watch passing boats and soaring birds. A mezzanine floor overlooking the great room boasts a kitchen with two of everything and room for multiple chefs-or dishwashers or bartenders. Overlooking the water from this level is a dining room for 12. Adjacent to the kitchen is a screened-in grilling and outdoor serving area, and a swimming pool with an expansive deck area. Also on this level is a half bath, and 2 bedrooms with ensuite baths. The second floor includes 2 bedrooms with ensuite baths and a massive 25x30 owners suite. A private dock, enclosed and conditioned garage, storage and equipment rooms provide the service areas needed to serve this expansive home. Useppa has all the services and amenities of a small town, and is a bridgeless island ensuring privacy and solitude. Yet an active lifestyle of boating and sporting activities for any that wish to participate. The island is known for its outgoing community of residents, and with only 118 homes, the nature of the island will not deviate from the tropical luxury and Old Florida ambiance that create this special place in the sun.

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    Listing is courtesy of: UIP PROPERTY COMPANY LLC

  • 218 USEPPA ISLAND, CAPTIVA, FL - MLS# C7523756

    USEPPA ISLAND CLUB - C7523756 - 218 USEPPA ISLAND, CAPTIVA, FL 33924
    68 Days on yellowkey

    $3,150,000 Reduced | Single Family Home | 5 beds | 6.0 baths | 2 gar

    Coves Edge is an elevated luxury retreat on coveted Useppa Island in the aquatic preserve of Pine Island Sound. Sitting well above the flood zone, this updated 5BR/5+2 BA home offers long water views, lush privacy, and exceptional amenities. Enjoy 97’ of waterfront with sand beach and riparian rights, plus a private dock with two lifts and additional space for a larger boat. A 40’ lap pool with expansive decking overlooks the Sound, surrounded by mature landscaping on one of the highest elevation points in Lee County. Interiors blend contemporary updates with Old Florida charm. Light-filled principal rooms capture stunning views throughout. The main-floor primary suite includes views of the Sound, an ensuite, walk-in closet and a private staircase to two offices/studios and multiple furnished outdoor retreats. Spacious water view kitchen with Sub-Zero fridge, double ovens, and new custom cabinets and stone countertops. Upper level offers two king guest suites with soaring ceilings, dedicated baths, and access to a 670 SF Sound-view deck and a 225 SF front deck overlooking the Useppa Palm Garden. Lower level includes a queen suite and a 4-twin bunk room for guests. Whole-home generator, hurricane protection, new AC equipment with a dedicated mechanical room and a separate golf cart garage and workshop. Offered turnkey with golf cart and most furnishings. Perfect for seasonal or full-time island living with excellent rental opportunities. Located on the southern end of the island, along the historic Pink Path and overlooking the Sound, you can keep an eye on your boat at the dock just behind the house. Coves Edge cottage is in the boating community of Useppa Island. The 110-acre Sanctuary is a private community and members-only club. With no need for gates or walls, it is surrounded by water, in the pristine Pine Island Sound and Charlotte Harbor aquatic preserves. Geographically it is in the same chain of barrier islands as Sanibel-Captiva, visible to the south, although one island east of the Gulf of America. Accessible only by boat (or aircraft), the commute to the mainland is in a special class of its own. Just a 15-minute joyful boat ride will deliver you to Boca Grande or Pine Island, and thence to all “civilized” conveniences of the mainland. The commute is special in a way that you will never tire of it. Just think-you are not stuck in traffic, or waiting for a light to change, fretting over the packed roads ahead. You are just watching the dolphins play and the birds dive, waving to passing boats with smiling passengers. Yes, not like the mainland! You might be sitting next to one of your Useppa neighbors, who has all their goods delivered to the Shore Port, where the staff will transport them to the island, and her home. Who said it is inconvenient when you don’t have roads? And this beautiful home will let you join the ranks of the smart and lucky who have already landed on Useppa as a lifestyle choice.

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    Listing is courtesy of: UIP PROPERTY COMPANY LLC





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