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$1,049,000
2 Beds ⋅ 2 Baths ⋅ 2026029804 MLS
Great Opportunity! Beautiful Island Beach Home now available! Turnkey, Stilt, Beach House with a FANTASTIC South - Gulf Side - Island Location and Situated on a Prime High and Dry Lot with Tropical Views. Easy Beach Access - Located in the Captiva Dunes Neighborhood and just a Very Short Walk or a Golf Cart Drive to the Wide, Sugar Sand, “Sunset Beach” known for Unbelievable Sunsets, Fishing, Shelling, Swimming, and Sand Bar(s). Bright and Open Great Room Floor Plan with Gorgeous Green Tropical Views! Two Bedrooms, One and a Half Baths. Turnkey Furnished with Lovely Furnishings, Fixtures, Window Coverings etc. Nice Kitchen with Long Breakfast Bar, Courian Countertops, Recess Lighting, All Appliances in Place and a Gas Range! Welcoming Main Bedroom with Large Closet. Main Bath with Hallway Access, Large Tiled Shower and Vanity with Courian Countertop. Current Half Bath with Wash Sink, Plenty of Built in Cabinetry and Countertops, and Full Sized Stacked Washer and Dryer optional Second Full Bath Set Up if Desired. Fabulous, Large, Inground, Aluminum Fenced, Salt Water Heated Pool with Built In Seating Shelves, Fabulous with Lots of Sun Throughout the Day, Large Brick Paver Decking Surround. Plenty of Under House Area Entertaining Areas. Ready for your Outdoor Bath, Shower and/or Changing Enclosure and Outdoor Bar and/or Kitchen. Other Features Include: All Young/Recent - 2024 White Metal Standing Seem Roof, 2023 HVAC, 2025 Exterior Paint, and 2023 Whole House Reverse Osmosis System! Hurricane Impact Windows and Doors and Hardie-board Siding! Tile Throughout. Expansive and Desirable, Front Screened Balcony with Sliders, Fan, Recess Lighting and Tropical Landscape Views! Attached Ground Level Garage. Great Property Layout with Large Left Side Yard to Enjoy in Addition to the Pool Area. Thoughtfully placed Back Yard Septic. This is a Private Pool Home with No Memberships or HOA Fees to Assume! This Home has a Great Rental History with Many Repeat Annual Renters and it is Professionally Managed. This Island Beach House also has Over 150 - ALL Five Star Reviews. Additional Prime Surrounding Lots may be available to the buyer(s) of this home for purchase. They are located across from and to the left of the property. $58,800 in gross rentals to date 7/24/2026. Continued Professional Mgmt available! This Home is Simply A Must See!

4481 Butterfly Shell Drive, Captiva
$3,250,000
5 Beds ⋅ 5 Baths ⋅ 2026017713 MLS
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 Lane, Captiva
$4,249,000
4 Beds ⋅ 5 Baths ⋅ 226010619 MLS
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 of Pine Island Sound with views to the 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.

211 Kingfisher Drive, Captiva
$5,500,000
5 Beds ⋅ 5 Baths ⋅ 226006390 MLS
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 Drive, Captiva
$18,900,000
6 Beds ⋅ 7 Baths ⋅ 2026006271 MLS
Arguably the most architecturally significant home to ever be brought to market on Captiva, Bella Luna was nationally recognized for impeccable design when it received the American Institute of Building Design’s (AIBD) prestigious American Residential Design Award (ARDA) in 2021. Conceptualized by the renowned Wayne Visbeen of Visbeen Architects, Bella Luna reflects the exceptional craftsmanship and innovative design for which the firm is celebrated. Known for collaborating with prestigious clients such as Metropolitan Museum of Art, Martha Stewart and Disney, Visbeen Architects brings the same level of artistry and attention to detail to residential projects, making this property a masterpiece of design and livability. Constructed to be a fortress of concrete and steel, the substantial nature of the structure is resilient yet refined. Employing hotel and hospitality design techniques, every detail was meticulously tailored to enhance human experience through sophistication and functionality, creating intimate experiences within the grandeur of larger spaces. A feature sheet is available detailing the extensive upgrades, features and breathtaking attributes.

16950 Captiva Drive, Captiva
$2,999,000
3 Beds ⋅ 3 Baths ⋅ 2026002502 MLS
Located within an intimate enclave of Captiva Beach Homes, Beach Home 6 delivers the ultimate Captiva lifestyle. This private Beach Home offers direct beachfront positioning, timeless island design, and the serenity only true waterfront living provides. Designed for relaxed island living and effortless entertaining, the home captures the essence of a true beachfront escape whether enjoyed as a private sanctuary or luxury investment opportunity. Enjoy morning walks on the beach and unforgettable sunset from your private coastal retreat. Experience island living with condo convenience and the privacy of a single family home. Spacious 3 bedroom w/loft and 3 baths features soaring ceilings with spacious outdoor living areas. Resort style community pool, tennis and pickelball compliment the island lifestyle. This beachfront retreat offers the largest floor plan of the Beach Homes with additional expansion options. A rare beachfront opportunity and perfect location for a second home while offering a proven short term vacation rental investment. Upgrades include new standing metal roof, flooring and impact glass. The community shares three resort style pool along with tennis and pickleball. Rentals options and amenity information available. Fresh tropical landscaping is currently being installed and near completion.

6 Beach Homes, 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
$9,450,000
3 Beds ⋅ 4 Baths ⋅ 2025020264 MLS
Rare opportunity to purchase a luxurious Gulf Front Estate on Captiva Island within the gated resort community of South Seas. This stunning, coastal 5 bdrm property offers 102' of beach frontage w/ breathtaking sunsets and views of the gulf. Totally renovated and remodeled with new quality craftsmanship and attention to every detail. All new interior furnishings and amenities include, striking quartzite countertops and custom solid wood cabinetry in the kitchen, coffee bar & primary bathroom, beautiful wide plank wood floor throughout, custom ceiling details, private elevator, laundry w/ lots of storage, powder bath, electric blinds and designer furnishings. The spacious kitchen features a gas Wolf range, beverage cooler, refrigerator, freezer, microwave and dishwasher. Gorgeious views of the beach from the kitchen, dining & great room. The penthouse style primary bedroom features a sitting area, laundry, beautiful bathroom and private deck over look the beach which is perfect for enjoying a morning cup of coffee or evening star gazing with a tropical beverage. Multiple sets of sliders lead to a huge outdoor deck featuring an elevated swimming pool. The structure has concrete pilings, a new standing seam metal roof, impact glass throughout, expansive circular driveway with pavers, tropical landscaping with pops of color and strategically designed low voltage lighting. There is an oversized 2 car garage with room for bikes, beach & fishing gear, a separate golf cart garage, and an epoxy finish on the floor. The bonus area (non-conforming) is fun for guests and a nice addition to the home. After sun and fun, enjoy the refreshing outdoor shower for a quick rinse before splashing in the pool. This home has it all ~ location and lifestyle.

941 South Seas Plantation Road, Captiva
$9,700,000
5 Beds ⋅ 5 Baths ⋅ 2025014681 MLS
This meticulously refined Gulf-front estate embodies the essence of tropical luxury—where timeless craftsmanship meets modern elegance. Thoughtfully enhanced over time, SOUTH HAVEN blends comfort, sophistication, and functionality at every turn. Recent updates include a redesigned kitchen and dining area, a reimagined primary bath, and a new roof (2023), along with premium finishes and fixtures throughout. The main level welcomes you with a sun-filled foyer leading to multiple guest suites, including a dual guest wing for added privacy. The chef-inspired kitchen combines contemporary design with coastal warmth, opening to a bright dining alcove ideal for gatherings. The living room frames uninterrupted Gulf views, creating a serene backdrop for every moment. Upstairs, the owner’s suite commands sweeping ocean vistas and features a stone-clad electric fireplace, woven flooring, and a tranquil, spa-like ambiance. The ground level includes a spacious garage, flexible-use spaces, and elevator access to all floors for effortless convenience. Outdoors, the estate is graced by towering Royal Palms, a resort-style pool with sun shelf, and covered lounging and dining areas designed for relaxed entertaining. Beyond the pool, a private beachside yard with manicured greens, a seaside walkway, and a charming shorefront cabana completes the coastal experience. From its refined architecture to its breathtaking sunsets, South Haven stands as a true Captiva masterpiece—where every detail celebrates the art of island living.

16770 Captiva Drive, Captiva
$11,500,000
6 Beds ⋅ 8 Baths ⋅ 2025006303 MLS
Experience inspired luxury and unmatched rental potential at Shell Seekers, a one-of-a-kind Captiva Island beach estate. Shell Seekers enjoys an enviable position on Captiva Drive, offering both privacy and easy access to the island's renowned restaurants, shopping, and recreational activities. The property's Gulf-front location ensures permanent unobstructed water views and direct beach access – a rarity that becomes more precious each year. This 6-bedroom, 7.5-bath masterpiece embraces Olde Florida architecture with modern comforts. Expansive screened and open porches invite seamless indoor-outdoor living, ideal for elegant entertaining or quiet evenings as the sun sets over the jeweled-toned waters of the Gulf. Step inside to soaring two-story coffered ceilings, a dramatic great room, and a gourmet kitchen designed for hosting at scale. Finishes include crown molding, hardwood floors, coastal-inspired décor, and multiple gathering spaces tailored for multi-generational living. The private top-floor primary suite features a fireplace, sitting area, and sweeping Gulf vistas. With an elevator, guest suites, a loft, and a flexible floor plan, this residence adapts effortlessly to families and guests alike. The outdoor living spaces are equally impressive, featuring a heated pool and spa, expansive decking, and direct access to Captiva's pristine Gulf beaches. Multiple covered and open terraces provide the perfect setting to enjoy spectacular sunsets and the island's legendary shelling opportunities right at your doorstep. Hardie board siding, impact-rated windows, and a whole-home generator provide beauty, function, and peace of mind. A rare opportunity to own one of Captiva's most iconic Gulf-front properties—whether as a private retreat, a showpiece for entertaining, or a legacy investment with proven returns. New roof, new A/C, new flooring, new appliances - completely remodeled like new.

17030 Captiva Drive, Captiva
$549,900
4 Beds ⋅ 3 Baths ⋅ 224093247 MLS
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 Drive, Captiva
$5,250,000
4 Beds ⋅ 3 Baths ⋅ 225013345 MLS
Nestled between the Gulf and Bay, this stunning beachfront home offers unparalleled 180-degree views of both pristine waters, coupled with direct deep-water boating access and a private dock space with lift. Perfect for those who enjoy both the beach and boating lifestyle, this residence seamlessly blends luxurious indoor spaces with expansive outdoor living areas. The thoughtfully designed split floor plan provides ultimate privacy for owners and guests, while the open-concept gathering areas flow effortlessly from room to room. Sunlight pours through large windows, highlighting the voluminous interiors and enhancing the beauty of the home. The light-filled spaces lead to multiple outdoor areas ideal for entertaining or relaxing, all while taking in the spectacular views. Enjoy easy maintenance witha galvalume roof, composite decking, aluminum railings, durable stucco finish, impact windows and doors and more. The beautifully landscaped property boasts a large fenced backyard with pavers, perfect for hosting or enjoying the outdoors, plus a spacious pool and spa for ultimate relaxation. The gourmet kitchen offers fantastic views of the Gulf, stone countertops, a large pantry, a cozy dining area, and an adjacent deck for alfresco dining. The master suite is a true retreat, featuring incredible Gulf views, a spacious bath, two walk-in closets, and a private office. With a 3-car garage, this home is as practical as it is luxurious—making it the perfect waterfront getaway. NOTE, this property is atsome of the highest elevation in the X Zone of Captiva Island.

15899 Captiva Drive, Captiva