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$2,695,000
4 Beds ⋅ 3.5 Baths ⋅ 2026028828 MLS ⋅ Captiva Landings BLDG.
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 Dr, Captiva
$10,900,000
5 Beds ⋅ 5.5 Baths ⋅ 2026022035 MLS ⋅ Metes And Bounds BLDG.
Fantastic Private Beachfront Sanctuary located on the Gold Coast of Captiva Island, where timeless craftsmanship meets coastal luxury. Framed by beautiful Royal Palms and lush, mature landscaping, this extraordinary estate is a rare opportunity to own one of Captiva’s most unique and artfully designed properties. A beautifully maintained private boardwalk winds through native foliage, offering quick and effortless access to Captiva’s world-renowned white sand beaches and turquoise waters. The oversized resort-style pool with integrated spa, and expansive covered lounge area creates the perfect environment for laid-back island living or upscale entertaining. Step inside through hand-crafted double doors by renowned sculptor Kim Brandell into a soaring great room, where floor-to-ceiling windows frame postcard-worthy views of the Gulf and surrounding nature. Natural light floods every corner, enhancing the home’s thoughtful architecture and elevated coastal feel. The gourmet kitchen is both functional and stylish, featuring high-end appliances, extensive counter space, a large walk-in pantry, and seamless flow into the main living areas. The spacious VIP suite offers the ultimate retreat—located just off the elevator, it features a private balcony, an expansive sitting/dressing room, floor-to-ceiling windows, and a luxurious bath complete with oversized shower, soaking tub, and custom mirrors. The home is spacious thru out offering private guest suites for your guest and family to enjoy. Additional highlights include concrete construction on pilings, estate zoning (with potential for additional dwellings), huge rec space, generous balcony and deck space on all levels, and panoramic Gulf views throughout. This is not just a home—it’s an experience. A rare blend of serenity, style, and superior design, tucked away in one of Captiva Island’s most coveted settings.

16730 Captiva Dr, Captiva
$4,350,000
5 Beds ⋅ 5.5 Baths ⋅ 2026024474 MLS ⋅ Metes And Bounds BLDG.
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 Dr, Captiva
$130,000
2026019879 MLS ⋅ Punta Robalo Unrecorded Subdivision BLDG.
This is an exceptional buildable lot! Steps from the sugar sand beaches of North Captiva and the runway. Build your dream home or keep it simple and use the same builder that would have built for the seller's. Royal Corinthian Homes has a build design for this lot to see panoramic views with 5 bedrooms & 3 1/2 baths. Large open floor plan on top floor with kitchen & living area with sliders across entire house. Large picture window on the side of house to optimize water views. Master suite on the 3rd floor where the main living space and powder bath are. First flight has 4 bedrooms with a Jack and Jill bath and laundry room. You can also choose your own builder. Short walk or golf cart ride to beautiful wide sandy beaches, state preserve, restaurants, resort-style amenities & a ferry landing. Once built this would be a great potential for vacation rental income, secondary home or primary home.

200 Gold Finch Dr, Captiva
$3,250,000
5 Beds ⋅ 5 Baths ⋅ 2026017713 MLS ⋅ Fa Lanes Bayview BLDG.
Begin creating your own unforgettable moments at “Captiva Memories,” a stunning coastal retreat perfectly positioned in the heart of Captiva Village. This beautifully designed 5-bedroom, 5-bath home offers an exceptional blend of luxury, charm, and relaxed island living. Nestled within the exclusive Village by the Sea—a boutique enclave of just seven custom homes—it captures the timeless character of classic Old Florida style with refined, modern updates. From the moment you arrive, lush tropical landscaping surrounds you, creating a sense of privacy and tranquility that feels worlds away. Yet, you’re just steps from the sugar-white sands of the Gulf and the vibrant shops and dining along Andy Rosse Lane, offering a rare balance of seclusion and convenience. Designed for both relaxation and entertaining, the home features an inviting outdoor oasis where you can unwind beside the sparkling heated pool, enjoy warm coastal breezes, and listen to the gentle rhythm of the surf. Inside, the home has been meticulously maintained and thoughtfully updated, showcasing elevated finishes and timeless coastal character throughout. The beautifully renovated kitchen (2023) boasts custom cabinetry, quartz countertops, and premium finishes, while all bathrooms were stylishly updated in 2022. Luxury vinyl flooring runs throughout, complemented by durable Trex decking and Hardi-board trim. Additional enhancements include a new roof (2023), impact-resistant windows and doors, a three-zone A/C system, and the Watergate flood barrier system (2024), —providing comfort and peace of mind. The thoughtfully designed split floor plan ensures privacy for both family and guests, including two second-floor ensuite bedrooms that share a private sundeck overlooking the pool and backyard. Offered fully furnished and turnkey, this home is ready for immediate enjoyment. One of the home’s most captivating features is the expansive fourth-level observation deck, offering breathtaking panoramic Gulf views and unforgettable sunsets. Generous bonus space and ample parking further enhance the home’s versatility. With a strong rental history this property presents an outstanding opportunity as both a private beach retreat and a high-performing investment. Just a short stroll brings you to the beach, where you can enjoy world-class shelling, soft sandy shores, and spectacular sunsets. Living in the Village means everything you need is within walking distance—from beloved local restaurants like the Mucky Duck to charming shops, Bailey’s Island Store, and lively evening entertainment. “Captiva Memories” is more than a home—it’s a lifestyle rooted in the rich history, tradition, and natural beauty of Captiva Island, a place where cherished moments are made with family and friends for years to come.

11525 Andy Rosse Ln, Captiva
$849,000
2 Beds ⋅ 3 Baths ⋅ 2026012142 MLS ⋅ Upper Captiva BLDG.
Island Living with Room to Expand – A Rare North Captiva Opportunity Welcome to 201 White Pelican Way, a unique island retreat located on North Captiva, a private boat-access-only barrier island just off the coast of Southwest Florida. Known for its pristine beaches, turquoise Gulf waters, abundant wildlife, and peaceful golf-cart-only lifestyle, North Captiva offers a level of tranquility that’s becoming harder to find. This elevated island home features a 1-bedroom, 2-bath main residence plus a den with potential to convert into a second bedroom, offering flexible space for guests or additional sleeping quarters. The property also includes a separate ground-level 1-bedroom, 1-bath apartment, ideal for visitors, extended family, or generating rental income. Designed to embrace the outdoors, the home features multiple levels of decking and sitting areas, creating inviting spaces to relax, entertain, and take in partial Gulf views and coastal breezes. Whether enjoying your morning coffee at sunrise or watching the stars come alive at night, the outdoor living spaces capture the true essence of island life. The property also includes several storage buildings, perfect for golf carts, beach gear, fishing equipment, and island essentials. Adding even more value, the sale includes the adjoining lot behind the home, opening the door to exciting possibilities. Create a large private pool and outdoor living oasis, expand the existing property, or build a second home for guests or additional rental potential. North Captiva is a destination where dolphins play offshore, pelicans glide overhead, and the night sky is filled with stars. Accessible only by boat or ferry and navigated by golf cart, the island offers a laid-back lifestyle surrounded by beautiful beaches, incredible fishing, and protected natural preserves. Whether you're looking for a private island getaway, a full-time retreat, or an investment property with strong vacation rental appeal, this property offers a rare opportunity to own a true piece of North Captiva paradise.

201 White Pelican Dr, Captiva
$1,395,000
3 Beds ⋅ 3.5 Baths ⋅ 2026011545 MLS ⋅ Castaway Key Unrecorded Subdivision BLDG.
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 private heated pool and screened outdoor entertainment area offer relaxation and island fun. Perfectly designed for high-volume vacation rentals. A grand two-story foyer welcomes you inside with an elegant winding wood staircase. Two spacious primary suites on the first level offer en suite baths with custom tile walk-in showers. The third guest bedroom enjoys its adjacent upgraded bath with a tub/shower. On the next level, the luxurious custom kitchen sparkles with granite countertops & stainless steel appliances. Deep dark wood cabinetry throughout the kitchen space offers elegantly curved corner cupboards for a sleek and functional appeal. Built-in yacht-style dining that seats 12+ in a three-side banquette uses the space ideally for entertaining. The living area meanders from the cozy TV/media area to covered screen porches and three levels of outdoor sundecks. Upstairs, the vaulted natural wood ceiling loft is a stunning focal point and versatile fourth sleeping space, offering gorgeous Gulf views through expansive sliding glass doors. Step up to the top lookout deck, where panoramic vistas of the Gulf and the island's natural beauty unfold. A rare blend of refined elegance and island serenity, this exceptional home is a magical seaside spot to enjoy your new island beach lifestyle.

4541 Conch Shell Dr, Captiva
$4,890,000
3 Beds ⋅ 3 Baths ⋅ 2026010812 MLS ⋅ Captiva BLDG.
Wake up to this every day... Captiva's Best Value for Buyers Seeking Walkability, Deep-Water Boating, and the Authentic Island Lifestyle. Imagine beginning each morning with coffee overlooking the sparkling waters of Pine Island Sound as dolphins glide past your private dock and pelicans soar overhead. This is more than a waterfront home, it's a lifestyle that few properties can offer. Perfectly positioned in the heart of Captiva Village, this exceptional bayfront residence combines expansive, unobstructed water views, direct Gulf boating access, and one of the island's most walkable locations. Leave the car behind and stroll to Captiva's renowned restaurants, charming boutiques, Captiva Chapel by the Sea, the library, local galleries, and the sugar-sand beaches of the Gulf of Mexico. Few waterfront homes offer the rare opportunity to enjoy both a premier boating lifestyle and the convenience of village living. Set on nearly one-half acre, the property features a private deep-water dock with no bridges to the Gulf, making it an ideal retreat for boating enthusiasts, anglers, and those who simply love life on the water. Designed to capture the timeless charm of Old Florida, the home offers warm, inviting living spaces where family and friends naturally gather. Spend the day boating to nearby islands, relaxing by the pool, fishing from your dock, or simply watching the ever-changing beauty of Pine Island Sound unfold before you. Evenings are reserved for spectacular sunsets, waterfront dining just a short walk away, and the relaxed pace that has made Captiva one of Florida's most treasured destinations. Adding to its appeal, the home has enjoyed a successful vacation rental history, providing an exceptional opportunity for buyers seeking both a luxury retreat and income-producing potential. Whether you're searching for a full-time residence, seasonal escape, or legacy waterfront property, 15153 Captiva Drive represents one of Captiva's most compelling values. Offering an irreplaceable combination of walkability, direct boating access, breathtaking bay views, and authentic island charm, this is the Captiva lifestyle you've been dreaming about!

15153 Captiva Dr, Captiva
$5,500,000
5 Beds ⋅ 5 Baths ⋅ 226006390 MLS ⋅ Frowes Subd BLDG.
Welcome to " Avoca" a captivating GULF FRONT WITH PRIVATE BEACH trophy estate and/or premier investment property on 1.12 acres. ideally positioned along the coveted Tween Waters stretch of Captiva Drive on Captiva Island. Offering rare privacy, 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's lush tropical setting frames a true western facing resort-style backyard allowing for Captiva's ICONIC SUNSET VIEWS, featuring a 20' x 60' pool with integrated spa, a full outdoor kitchen, and one of the most impressive outdoor entertaining environments on Captiva. 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 and no HOA restrictions! 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 indoor/outdoor entertaining. Four expansive levels of decking invite breathtaking views 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 highest 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 proven high-performing rental investment, Avoca represents a rare and compelling opportunity on world-renowned Captiva Island.

16205 Captiva Dr, Captiva
$6,950,000
5 Beds ⋅ 6.5 Baths ⋅ 2026000903 MLS ⋅ Lanes F A Bayview Subd BLDG.
Set along quiet, storied Binder Drive—where Captiva’s most beloved waterfront homes line the bay—15009 Binder Drive, known as Limoncello, is a rare bayfront estate that seamlessly blends classic island character with refined coastal living. With sweeping water views, deep-water dockage, and a thoughtfully reimagined design, this property offers an exceptional Captiva lifestyle both on land and sea. The main residence is light-filled and expansive, showcasing panoramic bayfront vistas, soaring vaulted ceilings, and impact-rated windows and doors that frame the natural beauty of the surroundings. The floor plan features three spacious bedrooms, four full baths, and a powder room, designed for both everyday comfort and elegant entertaining. The gourmet kitchen is a true centerpiece, complete with top-of-the-line appliances, waterfall quartz countertops, custom wood cabinetry, designer lighting, and a paneled refrigerator. A stylish wet bar with refrigerator drawers, ice maker, and custom shelving enhances the home’s effortless flow for hosting. The bayfront primary suite is a private retreat, offering tranquil water views, dual walk-in closets, a private balcony, and a spa-inspired bath with soaking tub and walk-in shower. Outdoors, the property unfolds into a private tropical oasis featuring a fenced pool, lush landscaping, artificial turf, a putting green, expansive decking, and a screened porch. Boating enthusiasts will appreciate the deep-water dockage with a 32,000-lb boat lift, two jet ski lifts, and a kayak/paddleboard platform—perfect for watching the Lady Chadwick pass by or heading straight out to the Gulf. Two additional guest residences complete the estate: a charming one-bedroom cottage and an elevated one-bedroom suite with a mini kitchen, ideal for hosting friends, family, or creating private retreats. Originally built in 1964—just one year after the Sanibel Causeway connected Captiva to the mainland—this home sits on land once part of the homestead of William Herbert Binder, Captiva’s first modern settler, later incorporated into Captain Frank A. Lane’s historic “Lane’s Bay View.” Today, Limoncello honors that legacy while delivering modern luxury in one of Captiva’s most treasured settings. 15009 Binder Drive is more than a home—it’s a front-row seat to Captiva’s past, present, and timeless waterfront lifestyle.

15009 Binder Dr, Captiva
$4,749,000
6 Beds ⋅ 6.5 Baths ⋅ 2025024133 MLS ⋅ Metes And Bounds BLDG.
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 Dr, Captiva
$430,000
2025022211 MLS ⋅ North Captiva Dunes BLDG.
Sunrise and Sunset Views from this Rare Estate Lot bordering the 350 Acre State Preserve on North Captiva Island! Imagine building your dream home on this lot, where every day you can see glowing sunrises over acres of palm trees and seagrapes, and in the evenings, admire the Gulf sunsets painting the sky. Bordering protected state park land, this lot offers exceptional privacy, uninterrupted sightlines, and a front-row seat to island wildlife. Osprey flights at dawn, flocks of pelicans soaring past, flying in formation, glimpses of the local bald eagles, and the soft hush of nature all around you. On this property, the landscape doesn’t just surround you… it embraces you. Take a short stroll or golf cart ride down the street to one of the most expansive stretches of sugar sand on the island. The entrance to the state preserve hiking and biking trails is just a few hundred feet away. Very few vacant parcels on North Captiva combine preserve frontage, panoramic water views, estate-level space, and both sunrise and sunset vistas, making this a unique and wonderful place to enjoy your new island life.

751 Rum Rd, Captiva
$6,500,000
2025013467 MLS ⋅ Metes And Bounds BLDG.
Situated along the most coveted stretch of Captiva Island’s Gold Coast, this 100-foot beachfront lot presents a rare opportunity to start fresh on one of the most iconic shorelines in Southwest Florida. Recently cleared, the property is ready for your vision, whether that means designing a custom beachfront retreat from the ground up or creating something truly extraordinary by combining it with the adjacent 200-foot beachfront parcel and the 100-foot bayfront property across the street. Together, these offerings present the potential for a one-of-a-kind waterfront compound spanning over 5.25 acres with 300 feet on the Gulf of Mexico and 100 feet on the Bay. Cherished as part of a family estate for over 40 years, this location offers dune-wide beachfront, sweeping views, and a level of privacy and serenity that is unmatched. Whether built as a standalone sanctuary or envisioned as part of a grand, multi-property estate, this is a once-in-a-lifetime opportunity to create your own legacy on Captiva Island.

16548 Captiva Dr, Captiva
$150,000
225056927 MLS ⋅ Upper Captiva BLDG.
Build Your Private Island Dream Home --- Escape to paradise on exclusive Upper Captiva Island, where this remarkable piece of land offers the best of both worlds—beach and bay access. Nestled between the pristine shoreline of the Gulf of Mexico and the tranquil waters of Foster’s Bay, this lot is the ideal canvas for your dream island retreat. Surrounded by lush tropical foliage and located in a peaceful, car-free community, this property offers ultimate privacy and a true sense of seclusion. Whether you're seeking a luxurious second home or a one-of-a-kind vacation getaway, you’ll enjoy the rare combination of direct beach access for sun-soaked days and convenient bay access for paddleboarding, kayaking, and boating adventures. With no cars, no crowds, and unmatched natural beauty, Upper Captiva is a hidden gem where time slows down. This is your opportunity to create a custom island home in one of Florida’s most remote and magical settings. More pictures will be available at a later date

Captiva
$6,900,000
5 Beds ⋅ 4.5 Baths ⋅ 225026465 MLS ⋅ Metes And Bounds BLDG.
Rare Beachfront Estate with Separate Guest Home on Captiva Island Seize the rare opportunity to own a private beachfront estate on the coveted Gold Coast of Captiva Island. Nestled on over an acre of land, this exquisite property features a breathtaking architectural design that seamlessly blends with nature, maximizing panoramic waterfront views and enhancing the exceptional outdoor living experience. The main home has been meticulously remodeled with high-end finishes, offering soaring beamed ceilings, an elevator, two-master suites and multiple garage spaces and storage areas. The open layout invites abundant natural light, providing an ideal setting for entertaining or relaxing with family. The separate two-bedroom guest home boasts a private lanai and its own garage, offering comfort and privacy for visitors or extended family. With 100 feet of pristine Gulf of Mexico beachfront, this estate is a rare gem on the island, situated amidst award-winning beaches. The expansive property offers unparalleled privacy and direct access to Captiva’s renowned natural beauty. Additionally, there is an exclusive opportunity to acquire the adjacent 1.4-acre bayside estate, complete with an artist’s studio, home, private dock, and pool. This additional parcel further elevates the potential of this once-in-a-lifetime property offering. Don’t miss out on this exceptional piece of Captiva Island paradise!

16886 Captiva Dr, Captiva
$4,800,000
3 Beds ⋅ 3 Baths ⋅ 225029219 MLS ⋅ Metes And Bounds BLDG.
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 heart of this prestigious area, the dune-wide beachfront setting offers breathtaking views and unparalleled serenity.Whether you choose to enjoy it as is or expand with additional square footage or a separate living structure, the possibilities for creating a private family compound are endless. A cherished part of a family estate for over 40 years, this property is surrounded by lush tropical landscaping, enhancing its secluded and tranquil ambiance. For those seeking the ultimate private retreat, two adjacent properties—16530 Captiva Drive and 16548 Captiva Drive—are also available, presenting a rare opportunity to create a 300-foot beachfront and 100-foot bayfront compound spanning over 5.25 acres. Whether enjoyed as a standalone sanctuary or as part of a grand waterfront estate, this is truly a once-in-a-lifetime chance to own an iconic piece of Captiva Island.

16543 Captiva Dr, Captiva
$12,500,000
5 Beds ⋅ 5.5 Baths ⋅ 225024734 MLS ⋅ Metes And Bounds BLDG.
The Crown Jewel of Captiva Island, the one and only Sandpiper Estate. For the first time ever, the iconic Sandpiper Estate is available for purchase, presenting an extraordinary opportunity to own a legacy property on Captiva Island’s prestigious Gold Coast. Spanning 200 feet of prime sandy beach frontage, this breathtaking estate is a rare sanctuary where timeless elegance meets coastal tranquility. Designed for privacy, relaxation, and entertaining, the estate has been cherished for over 40 years as a treasured family retreat and now, it’s ready for its next fortunate owner. The main residence is a masterpiece of waterfront luxury, featuring 3-4 private bedrooms, a spacious central gathering area, and a fantastic kitchen with panoramic Gulf views. A grand dining area offers an elegant setting for entertaining, while a private study provides a quiet retreat. The home seamlessly blends indoor and outdoor living, with an expansive screened lanai, multiple lounging decks, and breathtaking views from every angle. The outdoor spaces feel like a private resort, complete with a spectacular pool area offering unparalleled privacy and stunning waterfront views. Just off the pool, a charming beachside bungalow provides additional accommodations with two guest suites, each with en-suite baths, and a spacious family room for relaxing by the shore. The estate also includes a private tennis court, an additional 2 Br guest house or caretakers quarters, and lush tropical landscaping, creating a secluded and serene retreat. For those seeking the ultimate private estate, two adjacent properties, owned by this same owner, 16548 Captiva Drive and 16543 Captiva Drive are also available, allowing for the creation of an unmatched beach to bay front compound that offers a total of 300 ft of beach frontage, 100 ft of bay frontage with well over 5.25 acres total. This opportunity is more than a home; its a once-in-a-lifetime opportunity to own an iconic piece of Captiva Island.

16530 Captiva Dr, Captiva
$12,000,000
225009365 MLS ⋅ Dickeys John R Subd BLDG.
One of the Best waterfront properties on the West Coast of Florida. Gulf to Bay, Sunrise to Sunset, 125 feet of Incredible Water Frontage on the Tween Waters stretch on Captlva Island, Florida. Build your Masterpiece here located at One of the highest point elevations on Captlva Island. Located at the mouth of the Bay & Roosevelt Channel. This property enjoys Deep Water Yacht Access & One of the Best covered boat house, lift & dock set ups you will find. In addition to the lot, a full set of the Masterful Work of Art fully completed blue prints by Nationally known Architect John Cooney of Naples (of what could be built) are available for purchase. This property Is a One of A Kind!

15819 Captiva Dr, Captiva
$549,900
4 Beds ⋅ 3 Baths ⋅ 224093247 MLS ⋅ Upper Captiva BLDG.
FANTASTIC North Captiva Investor or Dreamy Island Home Owner Opportunity! *Engineering plans for the remodel have now been completed 10/01/2025* Largest Available Beach Home at Best Price! Charming Large Olde Florida Style Beach Home with New Modernized Expansive Floor Plan with Tons of New Natural Light Plus 360 Degree Island Water Views! So Close to the Bay for World Class Fishing at Airstrip Beach and a Short Ride to Butterfly Beach with World Class Shelling and the Islands Amazing State Preserve! This home has Beautiful Water Views from the Third Level Balcony and Over 2148 Newly Framed and Structured SQ Feet! The Current Foot Print is Four Fantastic Bedrooms and Three Full Baths. Welcoming Entry Foyer with Glass Front Door with Side Panels and Lovely Oak Staircase. Beautiful New PGT Hurricane Impact Windows Throughout, Exterior Doors, and Multiple Sets of PGT French Doors. Brand New White Metal Standing Seem Roof. New Hardi Board Siding on Whole House excluding ground level. AMAZING New Built Cupola Ceiling and Windows! New Interior Framing. All New Rear and Side Decks - mostly finished. Wrap Around Decks for Finishing. Huge Oversized Bright Remodeled Kitchen with Pantry and Window Lined for Views that overlooks the Dining Area and Living Room with French Doors out to the Second Floor Balcony. Added Tray Ceiling in the Dining Room. There are Three Large Balconies which were also restructured. New Weardeck High End Composite Decking on First Level Balcony. One is accessible from the First Level of the Home, one is accessible from the Second Level and the Third will be accessible from the Second Level Balcony upon an exterior staircase installation. Lookout Balcony with Gulf and Bay Views! Large Laundry/Storage RM in place. Under House Storage Room/Garage. North Captiva Island is known for Pristine Gulf and Bay Beaches, Beautiful Waters, Amazing Marine & Wildlife, State Preserve, World Class Fishing & Shelling. This Beach Home is in the process of being rebuilt. New Buyers to finish construction items to make this Island Home Your Own! Being sold As Is. Engineering Plans in Hand and to be provided to the Buyers for Remodel. Great Opportunity!

121 Swallow Dr, Captiva
$1,499,000
3 Beds ⋅ 3 Baths ⋅ 224090726 MLS ⋅ Jose's Hideaway BLDG.
One of the Newest Homes recently built on North Captiva! Just completed in 2022, this home still feels pristine and like brand new! Built to the latest wind codes and with upgraded interior fixtures, decor, and finish. This 3 bedroom and 3 bath home is located directly on North Captiva's private airstrip, offering excellent access for pilots as well as scenic views of the Gulf and Bay. The reverse floorplan of this home even offers views from the lower bedroom level as you gaze across the green space of the airstrip to the beaches at either end. The master suite offers a full en suite bath with a walk-in shower, private commode room, double sinks, and a large dressing room/closet. A large laundry space is conveniently located between the bedrooms. Two more exquisitely decorated guest bedrooms share a hallway bath with a deep soaking tub/shower combo. The upper level will impress with its large open-concept kitchen, dining, and living space open to the large covered and screened outdoor porch. The kitchen's central island will become the heart of your home, with dining spots on each side of the island. This kitchen offers a full pantry, quartz countertops, stainless steel appliances, large amounts of storage space, seating, and more. You have views of the bay right from a cozy coffee corner table, while the sparkling waters of the gulf are just outside your sliding glass doors. Enjoy the sunsets from your top-level lookout tower just off the living area. The private elevator rises from your ground-level entrance space and storage garage to the first and second levels of the home for your convenience and comfort. If you have been looking for a newer, move-in home on North Captiva, this is the one! Don't miss it!

4500 Seair Ln, Captiva
$12,000,000
223058783 MLS ⋅ Tichenors F H Silver King BLDG.
Discover an unparalleled beachfront jewel on the prestigious Gold Coast of Captiva Island. This 2-acre estate lot boasts a unique 153 ft of pristine beach frontage, uniquely situated on a stretch that naturally accumulates sand, ensuring lasting value and shoreline stability. Envision your dream compound with the freedom to build 3 distinct structures, all set against the backdrop of breathtaking sunsets, tranquil water vistas, and lush tropical foliage. Revel in the abundance of marine and wildlife, world-class fishing, boating, and the laid-back lifestyle that exemplifies the very essence of Florida living. Elevated high on a sand dune for superior views and protection, this property offers unrivaled value and luxury, setting it apart from other Florida retreats. Here, you're not just buying a property; you're securing a slice of paradise that truly represents why you live in Florida. Dive into the epitome of coastal elegance and allure. It’s paradise!

16280 Captiva Dr, Captiva