High-End Real Estate For Sale in Captiva, FL

This near beach, 4 bedroom, 4 bath custom pool home is located on a sought-after private lane in captiva's "village". Just steps from the sugar sand, shell strewn beaches of the gulf. Built and owned by one family who used it for many wonderful years and also as a great rental property. Fantastic floor plan with vaulted ceilings, sky lights, tile and wood floors throughout. The first floor offers a screen enclosed porch/lanai, living/dining combination with a breakfast sitting area next to the breakfast bar and kitchen. There is a primary suite with sliders that open to the balcony, bathroom with double sinks and a tub/shower combination. There is a guest bedroom and guest bath on this floor as well. Balconies and sliders that run around the perimeter of the house and overlook the screen enclosed pool. The 2nd floor has a spacious loft that opens to the lower level, a laundry room and offers 2 bedroom en-suites. The 3rd floor has a private sundeck to watch wildlife, enjoy sunning and gazing at the stars at night. The screen-enclosed, heated pool is elongated to allow for lap swimming with plenty of space to sun and a covered outdoor area to enjoy outdoor dining, grilling and entertaining family and friends. Rinse off in the outdoor shower after a day at the beach. Just steps away from island restaurants, shopping, marina, library and chapel by the sea. Buyer must honor rentals.

Opportunity is knocking! If you are looking for a beautiful gulf to bay property to call home on captiva's premier tween waters stretch you've found it! This ideal location offers miles of shell strewn beach, unparalleled sunsets, deepwater direct access boating with dockage, pool and weekly rentals. This particular unit features beautiful bay views and an open floor plan with a large lanai. The guest rooms are located on the main level with the primary suite encompassing the top level. Available for the first time & owned by the same family for over 40 years. The complex is wrapping up construction and is near completion. The unit will be brought back to a white box with the drywall completed. This is a fabulous opportunity to select your finishes and reinvent this beauty with new interior finishes. A short stroll away is captiva village with its shopping and dining opportunities. Watch the sunrise from your balcony and brilliant sunsets from the beach.  Projected gross revenue 2025 $143, 718; 2026 $148, 029.

Sunset captiva harbor side offers a rare chance to own in one of captiva’s most unique gulf-to-bay communities, perfectly situated in the heart of historic captiva village. This coveted location blends exceptional value with sweeping views of pine island sound, buck key, and abundant island wildlife. As the only community in the village offering full amenities, sunset captiva delivers an unmatched island lifestyle. This newly remodeled residence features luxury finishes throughout, with two spacious bedrooms and open, airy living areas designed for effortless coastal living. Highlights include deep-water dockage, a community pool, tennis and pickleball, elevator access, and a private boardwalk leading directly to the gulf. The boutique 10-unit complex also provides a ground-floor storage area large enough for a golf cart—an island essential. Offered fully furnished and turnkey, this property is ideal as a private retreat, income-producing rental, or smart investment. With its prime location, elevated design, and resort-style amenities, sunset captiva harbor side is your opportunity to claim a true piece of paradise.

The popularity of this 3/3 key west-style home, the sun & moon, may place it in the top tier of captiva rental houses, with over 100 vrbo guests rating it exceptional. It is easy to maintain and prepare for incoming guests. Early 2026 advance reservations already total over $80, 000. The house is very well furnished and equipped for guest or owner's use. The metal roof was replaced in 2020. Stormsmart installed new impact windows in 2021, and the heated pool has been resurfaced. To avoid disturbing guests, showing requests can only be approved on saturdays between departing and incoming guests, with 12 to 2 pm suggested. Closing date request is not before august 1, 2026. Future guest reservations must be honored. Any advance or final rental payments for reservations shall be credited to the buyer at closing.

Looking for a "true" captiva beach cottage with conforming lower-level space, situated on a private lane just yards from the gulf? This wonderful 4 bedroom, 3 bath cottage is surrounded by lush tropical vegetation with shell pathways throughout. Enjoy the large patio surrounding the fenced, heated pool and spa with pebble tech finish with a new pool heater and pump 2024. Perfect for dining alfresco and entertaining friends and family. The property offers two screen enclosed porches and a deck that wraps the house. Living/dining room combination with french doors that open to the upstairs porch and side deck. Kitchen with granite counters, custom cabinetry, breakfast bar, stainless steel appliances and also has a french door that opens to the porch. Bamboo wood floors and impact windows/doors throughout. Primary bedroom has a walk-in closet and french doors to the back deck that leads to a spiral staircase to the lower level and pool area. Upstairs guest bathroom has a linen closet. The newly remodeled lower level/cabana offers a kitchenette, tile floors throughout, living room, screened porch, guest bathroom with a walk-in shower and linen closet. Home is being sold partially furnished with exceptions. Keyed owner's storage on lower level. There is a two-car tandem garage. Great location in captiva's "village", walk to restaurants, shopping, the historic chapel by the sea and marinas. Enjoy the islands "world" famous shelling, fishing, boating and gorgeous captiva sunsets.

Be captivated in captiva island at this extraordinary gulf-front retreat, perfectly positioned along one of the island’s most coveted beachfront settings near the heart of captiva village. Just moments from boutiques, restaurants, marinas, and island entertainment, this exceptional residence offers the ideal blend of privacy, luxury, and breathtaking gulf sunsets. Completely reimagined with impeccable craftsmanship and designer finishes throughout, the home seamlessly blends sophisticated elegance with relaxed coastal living. Expansive impact-rated glass doors fill the interiors with natural light while framing panoramic water views from nearly every room. Inside, thoughtfully designed living spaces feature beamed ceilings, rich hardwood flooring, custom millwork, and dramatic fireplaces that add warmth and character. The gourmet chef’s kitchen is designed for entertaining and everyday living alike, showcasing custom high-gloss cabinetry, premium appliances, designer stone surfaces, and an oversized gathering island. Outdoor living is equally impressive, with multiple screened and open lanais, inviting lounge and dining spaces, sun decks, and a fully equipped summer kitchen overlooking the beach and gulf waters. Upstairs, guests enjoy a private suite opening to a spectacular beachfront terrace, while the luxurious primary suite offers a spa-inspired bath, bespoke finishes, private viewing deck, and statement fireplace. Extensive upgrades include hardie-board siding, a metal roof, trex decking, updated electrical and plumbing systems, a floating architectural staircase, retractable sun screens, brick-paver driveway, lush tropical landscaping, and curated designer furnishings throughout. Residents also enjoy resort-style amenities including a bayside marina and boat dock, tennis courts, and a large community pool. With strong weekly rental potential, this fully renovated beachfront retreat presents a rare opportunity to own a luxury island escape in one of southwest florida’s most sought-after communities. Luxury, privacy, views, and lifestyle come together beautifully in captiva.