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33924 - TB8522459 - 11523 ANDY ROSSE LN, CAPTIVA, FL 33924 21 Days on yellowkey
$3,279,000 | Single Family Home | 6 beds | 6.5 baths | 2 gar
Virtually Staged. Virtually Staged. Welcome to one of Captiva Island's most remarkable residences: a stunning Mediterranean-inspired estate nestled on the legendary Andy Rosse Lane, just steps from the Gulf of Mexico. Move-in ready and finished with fine stylings throughout, this multi-level home delivers the perfect blend of luxury island living, flexible accommodations, and exceptional investment potential as a short-term rental. Arrive via a classic paver brick driveway framed by lush tropical landscaping, climbing vines, and colorful blooms. The stucco façade, clay tile roofline, arched garage doors, and elegant balustrade balcony set a tone of timeless sophistication from the moment you pull in. A grand staircase sweeps up to the main entry, while a private elevator services every floor of the main house for effortless access. The ground level features a spacious two-car garage with ample storage, a large recreation room perfect for a game room, media lounge, or fitness space, and a full en suite bathroom, ideal for guests or extended stays without ever needing the upper floors. The heart of the home unfolds across a sweeping, light-filled main level featuring large-format travertine tile, soaring coffered ceilings, and graceful arched doorways. Dual chandeliers anchor a dramatic tray ceiling above the open-concept living and dining room, a space bathed in natural light through picture windows and French doors that open to the outdoors. The gourmet kitchen is a chef's dream, offering custom white cabinetry, a generous island with breakfast bar seating, a walk-in pantry, and a bold statement range hood that adds a touch of artful color. Two well-appointed guest bedrooms, each with a private en suite bathroom, provide comfort and privacy for family and visitors alike. The main level is rounded out by a convenient laundry room and a powder half bath for guests. The entire top floor exemplifies refined luxury. The primary suite is a true sanctuary, featuring two expansive walk-in closets and a spa-caliber bathroom that will take your breath away. A dramatic black clawfoot soaking tub with polished chrome fixtures rests beneath a crystal chandelier, flanked by a dual-sink vanity with backlit mirrors, a rich marble tile surround, and a separate oversized walk-in shower. Glimpses of the tropical landscape through the primary bath's windows complete this private retreat. A fourth bedroom with its own en suite bath completes the top floor, perfect for a home office, nursery, or additional guest quarters. A covered balcony walkway connects the main house to a fully independent in-law suite, a rare and coveted feature on Captiva Island. This self-contained retreat includes a private bedroom, full bathroom, and kitchenette, making it perfect for extended family, a live-in property manager, or a dedicated short-term rental unit. Directly below the in-law suite, a pool bath and bonus room offer additional flexibility for outdoor entertaining, equipment storage, or a cabana-style hangout. Situated on Andy Rosse Lane, Captiva's beloved main street, this home places you at the center of island life. Stroll to the Gulf beach in seconds, or walk to iconic local favorites like the Mucky Duck and the Bubble Room. Whether you're seeking a full-time residence, a personal island getaway, or a high-performing vacation rental, 11523 Andy Rosse Lane checks every box. Properties of this caliber, in this location, rarely come to market. Schedule your private showing today.
Listing is courtesy of: MERIDIAN RESIDE (727-777-6676)Listing Agent: Terry Connors, Ii (727-452-6054)
33924 - A4695987 - 211 KINGFISHER DR, CAPTIVA, FL 33924 40 Days on yellowkey
$4,249,000 Reduced | Single Family Home | 4 beds | 3.5 baths | 4 gar
Not everyone can get here… and that’s exactly the point. Indiana Jones Adventure Meets Luxury Island Living | Rare Fly-In / Boat-In Captiva Estate. Set along the waters 300 feet of private white sandy beach & Gulf of America, this extraordinary Upper Captiva property offers one of the most unique lifestyles in Southwest Florida. Located on approximately 1.16 acres, this private island retreat is accessible by boat or private aircraft via Salty Approach Airstrip (FL90), Upper Captiva’s private 1,800-foot grass runway. The property also includes a hangar below the home, making it ideal for aviation enthusiasts. FL90 is best suited for experienced pilots flying light aircraft designed for short-field and turf operations, including planes in the style of Cessna 150, 152, 172, 182, 206, Piper Cub, Super Cub, Aviat Husky, Maule, Kitfox, and similar STOL-capable aircraft. For seaplane owners, welcome home. The residence features 5 bedrooms, 5 bathrooms, and over 3,900 square feet designed to capture panoramic water views and sunsets. A private elevator services all four levels. Inside, the home offers spacious living and entertaining areas with marble, tile, and wood flooring throughout. The chef’s kitchen includes premium appliances, wine and beverage refrigeration, ice maker, and an open layout ideal for hosting. Outdoor living is exceptional, with expansive terraces and gathering spaces overlooking the water. A new Trex waterfront deck leads to a private composite dock with boat lift, ideal for a 40-foot Viking for serious fishing adventures, plus a fast boat such as a Nortech or Midnight Express for island-hopping and cruising. The dock may also accommodate a seaplane. Additional features include whole-house generator, hurricane impact windows and doors with shutters, outdoor kitchen, poolside cabana, exercise room, multiple entertaining spaces, and well water, septic, and propane gas service. A rare combination of privacy, adventure, and luxury waterfront living in one of Southwest Florida’s most exclusive island communities. Created for those who crave privacy, adventure, and a true sense of escape, this estate offers a lifestyle few properties can match. Spend your mornings heading out by Viking for serious fishing, your afternoons cruising by fast boat to nearby islands, and your evenings enjoying panoramic sunsets over Pine Island Sound. With a hangar below the home, private dockage, expansive terraces, and resort-style outdoor living, every detail supports an effortless fly-in, boat-in island lifestyle. This is more than a residence. It is a gateway to one of the most extraordinary waterfront experiences in Southwest Florida. With exceptional access to Boca Grande’s renowned deep-water fishing right from your back door, this remarkable estate is designed for the buyer who expects the extraordinary. Complete with a private sauna and every luxury appointment. The 29'5" x 36'7" hangar-style garage offers substantial space for aircraft.
Listing is courtesy of: COLDWELL BANKER REALTY (239-263-3300)Listing Agent: Jodi Kaplan, Pa (239-300-3216)
33924 - A4693267 - 16205 CAPTIVA DR, CAPTIVA, FL 33924 64 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.
Listing is courtesy of: COLDWELL BANKER REALTY (239-263-3300)Listing Agent: William Pilger, Jr. (239-272-5525)
33924 - C7523816 - 520 USEPPA ISLAND, CAPTIVA, FL 33924 111 Days on yellowkey
$1,074,900 Reduced | Half Duplex | 2 beds | 2.0 baths
Water Wings cottage is waterfront, two-stories with Master on the first floor. The open first floor plan allows water views from the kitchen and living/dining areas which open onto a covered/screened porch and an open deck. The second floor features a loft-guest bedroom with bath, and a water view balcony. Both the interior and exterior have been renovated to first class quality. Exterior is Hardi Board, roofing is aluminum and decks are wood. Naturally the construction meets all windstorm resistance codes as the developer is a well-known contractor that has completed numerous high quality homes and renovations on the island over the past 20 years. Interior finishes include granite or marble counters, quality cabinetry and appliances. The entrance to the home is from a driveway of stone pavers and a thoughtfully landscaped yard. There is a shared storage room, a new propane generator and a 500-gallon propane tank. In addition to these fine features, Village owners recently were treated to significant road improvement of layered gravel, and heavily landscaped with mature palms of all types, creating a beautiful, tropical boulevard access. Recently completed multi-family dockage is just steps away and accommodates boats up to 24’. This home is located in the Useppa Village neighborhood on the western shore of the reimagined and redeveloped, private Useppa Island. Featuring the Useppa Island Club and Marina, Useppa Village owners enjoy all the services and amenities of a small town. Useppa is a bridgeless island ensuring privacy and solitude. Yet, there is 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.
Listing is courtesy of: UIP PROPERTY COMPANY LLC (239-410-7850)Listing Agent: Brian Mccolgan (239-410-7850)
33924 - C7523801 - 203 USEPPA ISLAND, CAPTIVA, FL 33924 111 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.