Refine Search
Map
Sort by
$2,695,000
4 Beds ⋅ 4 Baths ⋅ 2026028828 MLS
Welcome to your private island retreat on Captiva Island, where tropical elegance, direct boating access, and beachside livingcome together in one extraordinary property. Nestled amid lush native landscaping and swaying palms, this waterfront home offers the rarecombination of private dockage, direct boating access to the Gulf waters and surrounding islands, and beach access with parking just stepsaway at Blind Pass. Designed to embrace the beauty of its island surroundings, the residence exudes timeless coastal charm with bright,light-filled interiors, soaring ceilings, arched windows and doors, and seamless indoor-outdoor living. Outside, a resort-style pool issurrounded by mature tropical gardens, creating a peaceful sanctuary for relaxation and entertaining. A private dock tucked along the naturalshoreline provides a serene setting for launching a boat, kayak, or paddleboard. From the private dock, enjoy direct boating access viaRoosevelt Channel to Pine Island Sound, the Gulf of Mexico, North Captiva, Cayo Costa, and world-class fishing, shelling, cruising, andwaterfront dining destinations throughout Southwest Florida. Whether setting out for a day on the water or exploring nearby islands, thisexceptional location offers the very best of the island boating lifestyle. Thoughtfully designed with four spacious bedrooms and multiple deckspaces on either side of the home, the residence offers inviting places to relax and take in the tropical surroundings. Wonderfully appointedwith an eclectic island vibe, it perfectly captures the laid-back elegance that defines Captiva living. The residence has also enjoyed a stronghistory as a successful vacation rental, offering owners the ability to offset carrying costs while preserving flexibility for personal use.Whether you're enjoying sunrise walks along Captiva's pristine beaches, afternoons on the water, or evenings by the pool beneath the palms,this exceptional property captures the essence of island living. Private, tranquil, and surrounded by nature, it is a rare opportunity to own atrue Captiva Island retreat where boating, beach, and investment potential meet.

16785 Captiva Drive, Captiva
$4,350,000
5 Beds ⋅ 6 Baths ⋅ 2026024474 MLS
Where timeless island architecture meets modern luxury, this exceptional Captiva retreat offers the rare combination of privacy, craftsmanship, and outstanding income-producing potential. Designed by acclaimed architect Bud Lawrence and situated on a premier corner lot just steps from both the Gulf beach and bay, this 5-bedroom, 5.5-bath residence was built for both relaxed island living and unforgettable entertaining. Surrounded by lush tropical landscaping, the home centers around an impressive two-story screened lanai featuring a PebbleTec heated pool and spa, waterfall, waterslide, expansive covered living areas, and a fully equipped outdoor kitchen with a built-in Thermador grilling station. Whether hosting family gatherings or accommodating large groups, the floor plan is designed to comfortably sleep multiple generations and guests with two private primary suites, three additional guest suites, and elevator access to all levels. Inside, custom craftsmanship is showcased throughout with Brazilian cherry wood flooring, marble finishes, handcrafted Sinker Cypress doors, custom cabinetry, imported roof tiles, decorative precast architectural details, and copper gutters and downspouts. The gourmet kitchen is complemented by dual wine coolers and generous entertaining space, while extensive technology upgrades include a Control4 smart home system, a 140-inch projection screen, surround sound, and integrated outdoor audio. Perfectly positioned in the heart of Captiva Island, owners and guests can easily walk to the beach, bay, restaurants, shops, marinas, and island attractions. With its desirable location, spacious layout, resort-style amenities, and ability to accommodate larger groups, the property also offers exceptional vacation rental potential in one of Southwest Florida's most sought-after island destinations. A rare opportunity to own a distinctive Captiva residence where luxury, location, and lifestyle come together.

15161 Wiles Drive, Captiva
$4,749,000
6 Beds ⋅ 7 Baths ⋅ 2025024133 MLS
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 flooring in the main living areas, warm wood flooring in the bedrooms, and soaring 10+ ft ceilings with detailed crown molding. The thoughtful layout features multiple living rooms, all ensuite bedrooms, an elevator, a morning kitchen, and a private in-law suite—ideal for hosting with comfort and privacy in mind. The chef’s kitchen is beautifully appointed with a gas cooktop, stainless steel appliances, granite countertops with breakfast bar seating, custom wood cabinetry, a walk-in pantry, oversized sink, and a dedicated bar area for seamless entertaining. Step outside and enjoy the best of the #IslandLifestyle with a private pool and spa, spacious covered and open patios, and effortless beach access just a short walk away. Perfectly positioned near Captiva Village, beloved island restaurants, and boutique shopping, this residence embraces everything that defines the #CaptivaLifestyle.

15160 Captiva Drive, Captiva