Experience waterfront luxury at its finest in this stunning three-bedroom, three-bathroom condominium nestled within theprestigious South Seas Resort, Captiva Island's most exclusive waterfront destination. This meticulously renovated 1,405-square-foothaven feels more like an elegant home than a traditional condo, thanks to the visionary design work by renowned designer Aniko andmaster contractor Will Smith, who elevated the space with top-of-the-line finishes throughout. Step inside to discover exquisitecraftsmanship where panoramic views of Pine Island Sound create a backdrop that rivals the world's finest luxury yachts. The northeasterntip of the island location offers unparalleled privacy while providing spectacular colorful sunrise views over the Sound and breathtakingsunsets over the Gulf of Mexico. From your windows, witness dolphins and manatees playing directly in the pristine waters below—awildlife lover's dream come true. The Seabreeze Villa's unique eight-unit design includes covered parking for both vehicles and golf carts,plus generous interior and exterior storage options. Choose to participate in the exclusive Club Captiva membership to unlock access toSouth Seas' world-class amenities (currently enrolled in Timbers most exclusive rental agreement 'Homes of Distinction'), seaside diningvenues, Captiva Landing, Bayview pools, upcoming spa services, and the coveted opportunity to lease dock space at South Seas YachtHarbour for vessels up to 100 feet on daily, monthly, or annual terms. This premium location overlooks The Clutch Golf Course, offeringstunning fairway vistas, while the legendary Redfish Pass provides exceptional sportfishing opportunities just moments away. Theproperty provides effortless access to the enchanting upper islands within minutes, positioning you at the heart of Southwest Florida'smost sought-after boating and fishing paradise. Whether you're seeking a primary residence, vacation retreat, or lucrative investmentopportunity through the established Homes of Distinction Rental Program, this property delivers exceptional returns on every front. Therare combination of resort-style luxury amenities, pristine natural surroundings, and sophisticated living spaces creates an unmatchedisland lifestyle where extraordinary moments unfold daily in your own private paradise.
Exceptional Double-Lot Island Retreat! Ideally positioned on a rare double lot, this beautifully maintained North Captiva Island home offers enhanced privacy, extra space, and low-maintenance coastal living. “This North Captiva retreat offers more than just a home; it presents a rare opportunity for the lucky buyer to own an exclusive separate membership in Captiva Castaway Beach. Just a short, scenic stroll from your front door, this membership grants you deeded access to arguably the finest 'sugar sand' private beach on the island. Enjoy this ultimate Gulf-front luxury beach with its pristine, secluded shoreline reserved for a select few, ensuring your piece of paradise remains private and protected for years to come.” Designed with a reverse floorplan, the home is filled with natural light and opens to lush tropical surroundings. The main living area, with its full-length sliding glass wall, allows the inside to flow seamlessly onto a spacious screened lanai (with premium “no-see-um” screen comfort) for bug-free open-air entertaining, lounging on the double hammock, or just enjoying the soft gulf breezes, creating indoor-outdoor living ideal for any occasion. The galley-style kitchen features a generous dining bar and walk-in pantry, while two private primary suites with en-suite baths and walk-in showers offer comfort and privacy. A versatile bunk room serves as a fourth sleeping area for additional guests. Extensive exterior “maintenance-free” recent upgrades set this home apart: impact-resistant doors and sliders, PGT energy-efficient low-E impact windows, composite decking, powder-coated aluminum railings, and premium composite siding (rated for up to 150-mph winds) that you never need to paint! Additional improvements include a new roof with transferable warranty, energy-efficient HVAC systems with Wi-Fi thermostats, and updated appliances—delivering durability and low-maintenance ownership so you can spend more time on the beach and less time working on your house. Let your imagination wander! Create your personalized island paradise, as the adjacent surveyed lot, cleared free of Brazilian pepper, provides valuable flexibility—ideal for lush gardens, a swimming pool, a 2nd guest house or creating an even larger private compound. Conveniently located near the beach access, ferry landing, and island amenities, this property has a history of strong rental potential. A rare opportunity to own a double-lot island home with upgrades, privacy, and expansion potential—all offered well below reconstruction cost. Schedule your private showing today and experience the island lifestyle firsthand!
Elevated Living, Gulf Views & Rooftop Sunsets Imagine pulling up in your golf cart, the breeze already shifting as you arrive at a home set high and dry in one of North Captiva's most sought-after neighborhoods. 4510 Oyster Shell Dr is a 3-bedroom, 2.5-bath retreat with an additional 4th sleeping room, designed to make the most of island life. The reverse floorplan captures Gulf views and coastal light from the moment you step into the main living level. Upstairs, the open-concept living, dining, and kitchen area feels bright, easy, and inviting—perfect for gathering after a day at the beach or hosting friends for a laid-back island evening. Large windows and elevated positioning bring the outdoors in, while the surrounding landscape and water views remind you exactly why you're here. And just down the sandy lane lies one of the island's true treasures—a premier beach access point leading to North Captiva's widest stretch of powder-soft, sugar-white sand. This is the kind of beach people travel across the world to find—expansive, uncrowded, and endlessly walkable—where mornings begin with quiet shoreline strolls and evenings end with unforgettable Gulf sunsets. Then there's the rooftop lookout—one of those features that quietly becomes your favorite place. Morning coffee surrounded by water views as the island wakes up… sunset cocktails as the sky turns gold… and quiet nights under a blanket of stars with the preserve stretching out below. Recent upgrades, including a new metal roof, Hardie board siding, and aluminum railings, add both durability and a clean coastal finish. Positioned along one of the island's highest ridgelines—with elevated construction and storm shutters—the home offers an added sense of confidence and comfort. This isn't just a vacation home—it's a place where beach days feel effortless, sunsets feel personal, and every visit makes it harder to leave. Come see it for yourself—and picture where your mornings, beach walks, and next chapter could begin.
GREAT OPPORTUNITY! This is Your Chance for a LARGE PRIME GULF FRONT BEACH HOME! This AMAZING Home is RIGHT ON THE BEACH WITH PRIVATE BEACH ACCESS just steps out the door. SIMPLY SPECTACULAR OCEANS VIEWS from the entire beach side of this property! This Large Beach Home is located in the Fantastic Safety Harbor Club offering the availability of Shared Boat Dockage for it’s Members – A Commodity that Boaters will Love! Safety Harbor also features A Community Pool, Clubhouse, Tennis/Pickleball Courts etc. Located on an OVERSIZED Lot on the Wide Sugar Sand of Butterfly Beach - this 2400 SQ FT+ Beach House with a Great Room Floor Plan offers Three Bedrooms, Three Full Baths, Over 2400 Plus Square Interior Footage, PLUS a Loft and Interior Storage Room. With its' Bright Huge Main Living Area with SOARING Ceilings, Beautiful Recess Lighting, Coffered Ceilings, Large Kitchen and Breath-Taking Oceans Views you can envision the FULL Potential of this Beach Front Beauty right upon your entry! Two BRs have Ensuite Full Baths. There is also a Fantastic Screened Balcony with access off of the Primary BR and Living Room, a Large Open Balcony off of the Loft offering Superb Gulf Views and Unforgettable Sunsets and a Nice Side Deck! Great Under House Area offers Plenty of Enclosed Storage and Covered Carport Areas. All New Recent Upgrades Include: New Roof and Gutters. Three New AC Units. New Water Heater. New Hurricane Shutters with Hand Cranks and Motors. New Hurricane Door(s) Loft, Both Sets of Sliders in the Living Room, Sliders in the Primary Bedroom and Refrigerator. Windows are all Hurricane Impact Rated per seller. New Hunter Fans in the Main Living Area - Sitting Area, Dining and Kitchen plus new fans in the Loft, Guest and Primary BR. New Lighting Primary BR. The Home’s Interior is Freshly Painted and there is New Exterior Paint. Two Baths are Remodeled with all New Showers, Vanities, Faucets, Mirrors etc. New Kitchen Faucet, Fan, Microwave. New Dehumidifiers with Custom Drains to exterior. Etc. Schedule Your Showing Today to see all that this Beach Home has to offer! It is a MUST SEE!
Rare 6-bedroom North Captiva Island Home with Screened Pool Area where Everyone Has a Place, and Every Moment Feels Like a Vacation! Imagine arriving with a full house... family, friends, kids, grandparents... all under one roof, yet everyone has their own space to unwind. Mornings begin with coffee around the kitchen's breakfast bar to plan the upcoming day at the beach. Afternoons drift between the pool, BBQ area, game room, and shaded porch… and by evening, everyone gathers again, sharing stories over dinner as the island breeze moves through the lanai. This beautifully designed 6-bedroom, 3.5-bath plan was made for togetherness without crowding, offering expansive open living spaces to connect with family, along with private retreats for quiet moments. The heart of the home is a large open-concept living, dining, and kitchen area where meals turn into memories and laughter carries long into the night. Outside is a large covered Key West-style front porch to perfect the island vibe. Just off the great room is a media room - perfect for movies and gaming any time of day. A spacious primary bedroom offers a sunny bay-window nook and an en-suite bath with a deep-soaking tub & shower combo. Three more guest rooms are just down the hall from the kitchen with a shared full bath. Downstairs, a relaxed den and games room create a natural draw for kids & teens for late-night hangouts, or a great hangout for older parents who don't like lots of stairs. Two bedrooms and a full bath, plus a laundry center on this level, make it a second essential recreation and living hub of the house, with the screened pool area just outside. This level seamlessly blends indoor comfort with outdoor fun. Step outside and the experience only gets better. A heated, screen-enclosed pool becomes the center of the day, surrounded by generous lounging and dining areas designed for long, unhurried afternoons. Just beyond, a separate poolside cabana with a wet bar and grilling station sets the stage for effortless entertaining—whether it's a casual lunch, sunset cocktails, or a full-on BBQ cookout. The exterior of the house was upgraded with a new standing seam metal roof in 2023. Conveniently located just a short golf cart ride or walk from the ferry landing, Island Club amenities, and beach access. Everything you need is within easy reach. Whether hosting multiple families, creating traditions for generations, or building a high-performing vacation rental designed for large groups, this is the kind of home where people come together and never want to leave. Take a closer look and start picturing your next gathering here.
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.
Courtesy: UIP PROPERTY COMPANY LLC
239-410-7850
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.
Courtesy: UIP PROPERTY COMPANY LLC
239-410-7850
Coves Edge is an elevated luxury retreat on coveted Useppa Island in the aquatic preserve of Pine Island Sound. Sitting well above the flood zone, this updated 5BR/5+2 BA home offers long water views, lush privacy, and exceptional amenities. Enjoy 97’ of waterfront with sand beach and riparian rights, plus a private dock with two lifts and additional space for a larger boat. A 40’ lap pool with expansive decking overlooks the Sound, surrounded by mature landscaping on one of the highest elevation points in Lee County. Interiors blend contemporary updates with Old Florida charm. Light-filled principal rooms capture stunning views throughout. The main-floor primary suite includes views of the Sound, an ensuite, walk-in closet and a private staircase to two offices/studios and multiple furnished outdoor retreats. Spacious water view kitchen with Sub-Zero fridge, double ovens, and new custom cabinets and stone countertops. Upper level offers two king guest suites with soaring ceilings, dedicated baths, and access to a 670 SF Sound-view deck and a 225 SF front deck overlooking the Useppa Palm Garden. Lower level includes a queen suite and a 4-twin bunk room for guests. Whole-home generator, hurricane protection, new AC equipment with a dedicated mechanical room and a separate golf cart garage and workshop. Offered turnkey with golf cart and most furnishings. Perfect for seasonal or full-time island living with excellent rental opportunities. Located on the southern end of the island, along the historic Pink Path and overlooking the Sound, you can keep an eye on your boat at the dock just behind the house. Coves Edge cottage is in the boating community of Useppa Island. The 110-acre Sanctuary is a private community and members-only club. With no need for gates or walls, it is surrounded by water, in the pristine Pine Island Sound and Charlotte Harbor aquatic preserves. Geographically it is in the same chain of barrier islands as Sanibel-Captiva, visible to the south, although one island east of the Gulf of America. Accessible only by boat (or aircraft), the commute to the mainland is in a special class of its own. Just a 15-minute joyful boat ride will deliver you to Boca Grande or Pine Island, and thence to all “civilized” conveniences of the mainland. The commute is special in a way that you will never tire of it. Just think-you are not stuck in traffic, or waiting for a light to change, fretting over the packed roads ahead. You are just watching the dolphins play and the birds dive, waving to passing boats with smiling passengers. Yes, not like the mainland! You might be sitting next to one of your Useppa neighbors, who has all their goods delivered to the Shore Port, where the staff will transport them to the island, and her home. Who said it is inconvenient when you don’t have roads? And this beautiful home will let you join the ranks of the smart and lucky who have already landed on Useppa as a lifestyle choice.
Courtesy: UIP PROPERTY COMPANY LLC
239-410-7850
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.
Priced to Sell! Fantastic Views from this townhome located within the quaint waterfront boating community of Safety Harbor Club on North Captiva Island. Completely updated in 2025 with luxury finishes and decor, this townhome features modern coastal design, travertine marble floors, custom baths, elegant trimwork, and an open, light-filled layout that captures the serene harbor views. The thoughtfully designed interior features a sumptuous living room set with down-filled cushions, perfect for nestling in after a long day of beachcombing. The main living area flows seamlessly to a covered screen porch where you can enjoy peaceful harbor breezes and sunrises while watching dolphins & boats pass by. The kitchen and living spaces are ideal for entertaining or relaxing after a day on the water. The first-floor primary suite boasts a fantastic high-end resort feel, with an en-suite bath featuring a walk-in custom-tiled shower & glass enclosure, plus a separate commode room with a smart toilet/bidet. Upstairs, a perfect light-and-airy sleeping loft and a large guest bedroom share a completely reimagined & renovated bathroom, offering spa-like comforts like a deep-soaking claw-foot tub, chic tile, and a convenient curb-free shower area. On the ground level, the property offers a valuable bonus storage room and a dedicated golf cart garage, providing ample space for island gear, beach equipment, and convenient transportation. Located close to the community dockage and ferry landing, this home is perfectly positioned for effortless island access and convenient boating. Ownership includes access to Safety Harbor Club amenities, featuring a heated pool, tennis and pickleball courts, clubhouse, beach access, and additional dock slips. North Captiva Island is a private barrier island known for its pristine beaches, preserved natural areas, golf-cart transportation, and relaxed lifestyle. Whether you are seeking a personal retreat, a perfect fishing rally point, a vacation getaway, or an investment property, this beautifully upgraded townhome offers an exceptional combination of location, upgrades, and lifestyle all at an affordable price.
2 bed 2 bath Direct Beachfront Condo on Captiva Island! South Seas Serenity is a thoughtfully renovated coastal luxury residence blending refined design with established income performance in the heart of Captiva Island. This two-bedroom, two-bath condo has been curated with an emphasis on quality materials, high-end finishes, and a sophisticated coastal aesthetic. The property has received consistently strong reviews, with all 5-Star ratings to date. The bright, open-concept layout is enhanced by custom woodwork and custom built-in mirrors throughout, amplifying natural light and creating a layered, designer-quality interior with depth and visual interest. High-quality flooring, modern lighting, and clean-lined finishes contribute to a designer yet comfortable living environment. The kitchen features quartz countertops, contemporary cabinetry, and Bosch appliances, and opens to the living and dining areas for functional use of space. The living area opens to a private balcony offering peaceful views, beautiful sunsets, and direct Gulf views. The primary suite provides generous space with an en-suite bathroom. The unit has a documented rental history. Since completion of the remodel in July 2021, the property has generated approximately $350,000 in net rental income (after management fees, taxes, and VRBO/Airbnb fees; before association fees, insurance, and mortgage). Income figures are provided for informational purposes only and are not guaranteed. Future rental income may vary. Based on seller analysis and market research, this property ranks among the highest-producing income properties under $1.2M from Marco Island to Anna Maria Island and everywhere in between. With almost $70,000 net (before cleanings) already booked for 2026, with substantial additional reservations expected. Professionally managed, the property is meticulously maintained and delivers a high-end guest experience with luxury amenities. Buyer may continue with the existing management company, select a management company of their choice, or explore participation in the resort rental program, subject to applicable terms. Seller will make a good-faith effort to relocate existing reservations; however, buyer shall be required to honor any reservations that cannot be relocated. The property is offered turnkey furnished, excluding the striped chairs and curtains. Furnishings include all high-end designer pieces from One Kings Lane, Serena & Lily, Williams Sonoma, Tempur-Pedic mattresses, and Emtek hardware. A detailed inventory list will be provided. Community amenities include a pool located directly in front of the building, convenient direct beach access, & nearby tennis and pickleball courts. The property is within walking distance to Captiva Village dining, shopping, and marina amenities. This offering presents an opportunity to acquire a renovated, income-producing condominium in one of Southwest Floridaâ??s most desirable coastal locations.
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.
Offering a premier direct Gulf-front location, Beach Home 19 is an elevated 3 Bedroom + Den, 3 Bath residence positioned along one of Captiva’s most sought-after stretches of beach within the gates of South Seas. Thoughtfully redesigned and extensively renovated, this exceptional home blends modern coastal sophistication with the natural beauty of its beachfront setting. The open-concept interior features luxury vinyl flooring throughout, creating a seamless foundation for both durability and style. A custom floating staircase anchors the living space as a striking architectural focal point, enhancing light, volume, and visual flow. The beautifully appointed kitchen pairs form and function with custom wood cabinetry, substantial quartz countertops, premium stainless steel appliances, and a gas cooktop, true Gulf-front cooking with a view. Coastal-inspired furnishings and curated finishes create a relaxed yet refined atmosphere, allowing the Gulf to remain the focal point from nearly every room. Expansive impact-resistant windows invite abundant natural light while providing energy efficiency and peace of mind. Outdoor living is equally compelling, with composite decking designed for effortless enjoyment of sea breezes, sunsets, and direct access to the sugar-sand beach just steps away. Located within the gated South Seas community, Beach Home 19 offers privacy, exclusivity, and immediate access to some of the finest beaches in the United States. Whether envisioned as a private retreat or a luxury investment opportunity, this residence captures the essence of Gulf-front living on Captiva Island.
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.
Unobstructed views of the bay. You, too, can wake up to this every day. “Sittin’ on the dock of the bay, wastin’ time…” It’s hard not to hear (Sittin' On) The Dock of the Bay as you go onto the expansive dock of this exceptional bayfront property. Quietly tucked on a half-acre along the shores of Pine Island Sound, this home offers unrestricted deepwater boating and direct Gulf access. The large private dock can accommodate substantial vessels, making it ideal for serious boaters and sunset cruisers alike, and ideal for casting a line and fishing from your backyard. Inside, the home offers three bedrooms, including two spacious primary en suites. Completely updated while preserving its timeless Old Florida charm, the residence features tropical décor, with furnishings negotiable (with exclusions). The open-concept great room seamlessly connects the living and dining areas and is anchored by a striking double-sided stone fireplace. Designed for effortless island living, both primary suites and the great room overlook the pool and sparkling bay, creating a seamless flow between indoor comfort and outdoor beauty. The half-acre homesite is fenced in the rear and ideally in the heart of Captiva Village. From here, you can easily stroll to nearby amenities, restaurants, the local grocery, Captiva Chapel by the Sea, the Captiva Civic Association and popular island resorts. Evoking the quiet simplicity of days gone by, this Old Florida-style retreat invites peaceful mornings on your dock, afternoons by the pool, fishing from the dock, and evening visits to the beach for shelling or sunset strolls along the gorgeous Gulf beaches. Whether you’re seeking the ultimate island escape or a smart investment, this property has recently operated successfully as an Airbnb, offering built-in revenue potential for the discerning buyer. An island gem.
Located on the stunning beaches of South Seas Resort, this exceptional 3-bedroom, 2-bathroom Gulf Beach Villa has been completely renovated to offer a premier seaside sanctuary living experience. Situated in one of the most sought-after Gulf-front locations on Captiva, this villa provides not only an upscale coastal oasis but also a fantastic rental income opportunity. Inside, you'll find a spacious, open-concept layout featuring high-end finishes including tile flooring, impact-resistant windows & sliding glass doors, white cabinetry with trendy countertops and stylish coastal decor. The villa's contemporary design includes a thoughtful floor plan with soaring ceilings in the great room and primary bedroom. Most rooms offer breathtaking views of the expansive shell-strewn beach and the azure GULF waters. Residents and guests can enjoy the complex’s resort-style amenities, including a swimming pool, tennis courts, grilling areas, and ground-level storage lockers. The landscaping around the buildings and common areas are filled with vibrant foliage, mature, towering palm trees, and fragrant, colorful, blooming, tropical, plants. Gulf Beach Villas 2030 participates in the on-site rental program through South Seas Resort where owners and guests can access the resort amenities with complimentary chairs and umbrellas; resort pools and a newly built water park known as Captiva Landing which includes a lazy river, splash zones, and waterslides. Bayview Pools feature a waterslide and the Tarpon Tiki Bar. Other notable amenities include The Clutch - a 12-hole, par-3 course; Flippers Arcade, and the Bayview Fishing Pier. Dining options including Redfish Grill, Harbourside Grill, Scoops & Slices Ice Cream. This Beach Villa is a rare gem that combines an investment opportunity with style, comfort, and an unbeatable location. Don't miss the chance to own a piece of paradise in one of Captiva's most sought-after communities. Rentals to be honored. Call for your private showing.
Blank Canvas. Prime Location. Your Vision. This 1 bedroom, 2 bath Bayside Villa within South Seas Resort presents a straightforward opportunity for buyers who prefer to create rather than compromise. No renovations to undo, no prior design choices to inherit, just a clean slate ready for transformation. Overlooking the active marina, the setting places you in the heart of the resort’s energy and activity. Not committed to any rental program, the property offers complete flexibility for personal use, seasonal enjoyment, or a future rental strategy. Positioned within the resort’s southern enclave, owners enjoy convenient proximity to Captiva’s village, a short stroll to the beach, and access to the Captiva Landing amenities, subject to membership requirements. An ideal opportunity for those who recognize potential and value the freedom to design their own Captiva experience.
Experience refined Gulf-front living in this exquisite 2-bedroom plus loft, 2-bath, two-story residence at South Seas Resort. Set along the pristine shoreline, this beautifully reconfigured condo blends modern elegance with the relaxed charm of beachfront living. Thoughtful enhancements include plank porcelain flooring, a tankless hot water heater, and a whole-home water filtration system, adding both durability and everyday comfort. The kitchen is a standout, featuring quartz countertops, high-end stainless steel appliances, under-counter lighting, and custom cabinetry accented with premium hardware. The Gulf-front living and dining areas flow seamlessly together, complemented by coastal décor and contemporary recessed lighting that elevate the atmosphere. Impact-rated sliding doors lead to a screened patio with sweeping panoramic views of the Gulf. Upstairs, the loft offers flexible living space, while the upper-level primary retreat showcases high ceilings, abundant natural light, coastal furnishings, and a vanity with a backlit mirror. Both bathrooms feature floor-to-ceiling tiled showers and quartz vanities with illuminated mirrors, creating a spa-like feel. Every detail of this residence has been thoughtfully curated for sophistication, comfort, and effortless Gulf-front living. Located in one of Captiva’s most desirable resort settings, this home also offers a strong rental history within South Seas.
Perched at the northernmost point of Captiva Island, Lands End 1602 is a rare end-unit penthouse offering an unmatched combination of privacy, luxury, and breathtaking natural beauty. Located within the exclusive Lands End Village, this 3-bedroom, 3-bathroom residence overlooks the serene waters of Red Fish Pass, delivering sweeping 180-degree, unobstructed views of Pine Island Sound and beyond. Spanning over 2,300 square feet across two elegantly designed levels, the interior is bathed in natural light and finished in a serene palette of neutral tones. The open floor plan gracefully balances relaxed island living with refined entertaining, featuring a gourmet kitchen with rich wood cabinetry, granite countertops, a breakfast bar, dining areas. The spacious living and den areas seamlessly extend to an under air enclosed lanai and an expansive sundeck—perfectly positioned to capture both sunrise and sunset over Captiva’s breathtaking seascapes. Two guest bedrooms with en-suite baths and each with its own private terrace are thoughtfully situated on the main level, providing privacy and comfort for family and guests alike. Upstairs, the penthouse-level primary suite is a tranquil retreat framed by walls of glass showcasing panoramic coastal views. A large, private newly tiled deck invites moments of solitude under the stars, while the spa-inspired bath pampers with a jetted soaking tub, double vanities, sunlit skylights, and a walk-in shower. Additional comforts include under-building parking and storage, an upstairs laundry room, new roof, new AC, new irrigation and landscape lighting and tasteful furnishings offered with few exceptions. Beyond the residence, Lands End Village envelops you in the essence of resort-style island living. Enjoy direct beach access, a stunning updated association pool and hot tub surrounded by a sun-drenched patio with plush loungers, an outdoor shower, gas BBQ grills, a community house, tennis and pickleball courts and a private fitness center. Whether you’re seeking a serene personal sanctuary, a luxurious seasonal escape, or a high-potential investment, Lands End 1602 offers a rare opportunity to own one of Captiva’s most coveted penthouses—where nature, privacy, and timeless elegance converge. offered furnished with all custom curtains and Hunter Douglas blinds included. Current rentals to be honored. This is island living at its absolute finest.
Located within the gates of South Seas Resort on Captiva Island, Beach Home 25 has been completely reimagined into a refined 4 bedroom, 4bath coastal retreat that captures the essence of island living. With sweeping Gulf views from multiple vantage points and direct access to what are widely regardedas some of the most pristine and natural beaches in the United States, this residence offers a rare blend of privacy, design, and resort-side lifestyle. The home hasundergone a full renovation and thoughtful reconfiguration, resulting in an open, functional layout that feels both elevated and effortless. Interiors are finished withwhite oak engineered hardwood flooring, custom Greenfield & Elmwood cabinetry, quartz countertops, and a chef-forward kitchen appointed with Thermadorappliances and a gas cooktop. Solid wood interior doors with Baldwin hardware, Kohler fixtures, a custom-built media console, spray-foam insulation, and an on-demand hot water system further underscore the attention to quality throughout. The residence is being offered fully furnished, allowing for a seamless, transition into Gulf-front living. Impact-rated PGT windows and sliders enhance both storm protection and energy efficiency, while the exterior is equally wellconsidered. New standing-seam metal roofing crowns the home, complemented by composite decking, Accoya wood railings with stainless-steel cable detailing,custom exterior storage, and an outdoor shower with foot rinse—perfect after a day on the powder-soft sands just steps away. Set within the iconic South Seassetting yet offering the independence of a standalone residence, Beach Home 25 delivers true Gulf-front living with the comfort of a fully renovated, move-in-readycoastal home—now offered at a compelling value for a 4 bedroom property just steps from the shoreline. The Beach Homes Association provides access to multiplepools, tennis and pickleball courts, and assigned parking, completing the ease of ownership in this exceptional Captiva offering.
CAPTIVATING CAPTIVA BAY VILLAS!! A rare opportunity to own a beautiful condo in Captiva’s most prestigious, low-density, and gated community located in the heart of the Village. Step inside and witness a remarkable unit with panoramic bay views and offerings unlike anywhere on Captiva island; this 3 bedroom, 3.5 bathroom condo with over 2600 living sq ft boasts towering 10ft+ ceilings, serene sunrises, all en-suite bedrooms, an open air patio with top of the line roll down electric screens, a chef's kitchen featuring quality appliances, custom cabinetry with pull outs and drawers, quartz countertops, wine cooler, ice maker and wet bar.. Excellent storage throughout the condo including a large pantry with customized shelving, laundry room with built in cabinets, and a common area powder bath for visitors and guests. The luxurious primary suite features beautiful furnishings and a bathroom that rivals high-end resorts with a , freestanding soaking tub, glass-enclosed shower, built-in custom cabinetry, double vanity and walk-in closets. Each guest bedroom and bathroom prioritize style, comfort and aesthetic "calm". In 2024, new impact rated sliders and windows were installed and the two HVAC units were replaced. Meticulous attention to every interior detail has been carefully considered and perfectly executed. PERSONAL boat slip and lift with deep water, a single car garage under the building plus 1 covered car parking spot plus additional guest parking in the front of the building. Captiva Bay Villas offers a resort style pool, pool deck and spa with easy access down your private back staircase! Don’t miss this opportunity to own Captiva’s finest!!!
Beauty & The Beach is one of the most extraordinary Gulf-front estate homes ever offered for sale on North Captiva Island! This custom-crafted contemporary residence sits on the central portion of the island's widest stretch of beach, providing greater long-term shoreline security and uninterrupted panoramic Gulf views. A proven luxury vacation rental leader, this home generated over $360k in gross rentals in 2021. The property booked over $250k in gross rentals in 2025, even with downtime for repairs and upgrades. This is a rare opportunity to acquire both a premier vacation retreat and a top-tier rental asset. Designed with a striking stucco exterior, impact-resistant glass throughout, and a private interior elevator serving all three levels, the home delivers refined coastal architecture paired with modern convenience. The ground-level area provides a bonus room & bunk area, plus an extensive outdoor entertainment space with a pool, patio, outdoor kitchen & poolside bar, all connected by a private walkway to the island's most pristine sugar-sand beach. Inside, every space is meticulously planned & designed for elevated entertaining & relaxed luxury. Highlights include a gourmet chef's kitchen, a dramatic dining room crowned by soaring barrel-vaulted ceilings, and a formal living area wrapped in panoramic glass. A built-in fireplace with television above the hearth anchors the living space with warmth and elegance. The two primary living levels were designed to capture the spectacular Gulf and sunset views. The 4 elegant bedroom suites provide marvelous spaces for you and your guests to experience five-star resort-style luxury sleeping accommodations. The top-level primary suite boasts panoramic beach views, an en suite bath with a walk-in shower, a dual-sink vanity, and a lockable owners' closet. Imagine relaxing in the extra-deep soaking tub while you stare at the shimmering waters lapping the shoreline. The second primary suite, located just off the entertainment den/media room, offers excellent beach views & a luxury en suite bath with a walk-in shower. Two more north-facing guest suites create "family-suite-style" guest zones with a Gulf-facing King bed suite & en suite bath, plus an adjacent bedroom & bath. Opportunities to acquire a Gulf-front estate of this caliber, location, and proven income performance are exceedingly rare on North Captiva Island. Beauty & The Beach represents the very best of luxury island living!
This extraordinary Spanish Colonial Revival waterfront estate spans approximately two acres of pristine island landscape and is ideally situated directly across from golf cart–accessible deeded beach access. Offering the rare combination of Gulf access and private waterfront living, this property presents a truly exceptional opportunity on Captiva Island. The main residence is thoughtfully designed to accommodate four spacious suite-style bedroom areas, including a stunning primary retreat. Expansive living spaces include a grand great room, formal dining area, wine cellar, and an exceptional game and recreation room ideal for entertaining. Distinctive architectural elements showcase the home’s authentic character, including exposed cypress beams, Saltillo tile flooring, and hand-fired decorative tile accents. Please note: the estate presents a unique opportunity for customization. The main kitchen, guest bedroom(s), and associated bathrooms are not yet constructed, allowing the next owner to complete these spaces according to their own vision and design preferences. A boater’s and angler’s paradise, the estate features an impressive and highly unique dock and entertainment complex with three boat lifts, two covered boathouses, and multiple outdoor gathering areas designed for both relaxation and hosting. The waterfront setting has been enhanced with lush landscaping, creating a serene and picturesque backdrop. Outdoor living is equally impressive, featuring an open pool area, multiple covered porches, and a poolside cabana complete with a fireplace—perfect for year-round island living. In addition, the estate includes a fully serviced two-bedroom guesthouse with a modern, playful interior design, offering privacy and comfort for family and guests. 16615 Captiva Drive, PID 03-46-21-00-00005.0070. Tax amt is combined (16611 & 16615). Additional parcel included. 16615 Captiva Dr. Tax bill includes both parcels and lot lines are both lots. All is approxament and must be verified Legal: FR NE COR GL 3 SEC 3 RUN SLY ALG E LI SEC 3 1740 FT TO POB TH N 89 DEG 42 MIN
Under Construction Direct Beachfront Living in the Heart of Captiva Village Welcome to “Beach Destiny,” an exceptional Gulf-front residence ideally positioned in the heart of Captiva Village, just steps from local dining, boutiques, and entertainment. This rare offering presents the opportunity to own a private beachfront retreat designed to capture the very best of island living. This spectacular three-story home features five bedrooms, five and one-half baths, and a two-car garage, thoughtfully designed for comfort, entertaining, and panoramic Gulf views. The first level welcomes you with an elegant entry foyer and two well-appointed guest suites with en-suite baths, offering privacy and convenience for visitors. The second level serves as the main living space, highlighted by a spacious family room and a beautifully designed kitchen complete with custom cabinetry, expansive island, granite countertops, stainless steel appliances, and a walk-in pantry. Two additional guest suites with private baths are located on this level, along with a generous covered balcony ideal for enjoying coastal breezes and sunset skies. The top floor is dedicated exclusively to the owner’s retreat. This private sanctuary features a sitting area, fireplace, and a luxurious spa-inspired bath with a Jacuzzi tub overlooking the Gulf of America—creating a truly serene escape. With its premier beachfront location, walkability to Captiva Village amenities, and exceptional design, this is a rare opportunity to own a signature Gulf-front residence in one of Southwest Florida’s most coveted destinations. IF you wanted to rent, it would be a highly successful vacation rental, the property could generate approximately $300,000 in annual gross income, making it both an extraordinary lifestyle investment and a compelling income- producing opportunity.
Elevated luxury retreat on coveted Useppa Island in the aquatic preserve of Pine Island Sound. Sitting well above the flood zone, this updated 5BR/5+2 BA home offers long water views, lush privacy, and exceptional amenities. Enjoy 97’ of waterfront with white-sand beach and riparian rights, plus a private dock with two lifts and additional space for a larger boat. A 40’ lap pool with expansive decking overlooks the Sound, surrounded by mature landscaping on one of the highest elevation points in Lee County. Interiors blend contemporary updates with Old Florida charm. Light-filled principal rooms capture stunning views throughout. The main-floor primary suite includes views of the Sound, an unsuite, walk-in closet and a private staircase to two offices/studios and multiple furnished outdoor retreats. Spacious water view kitchen with Sub-Zero fridge, double ovens, and new custom cabinets and stone countertops. Upper level offers two king guest suites with soaring ceilings, dedicated baths, and access to a 670 SF Sound-view deck and a 225 SF front deck overlooking the Useppa Palm Garden. Lower level includes a queen suite and a 4-twin bunk room for guests. Whole-home generator, hurricane protection, new AC equipment with a dedicated mechanical room and a separate golf cart garage and workshop. Offered turnkey with golf cart and most furnishings. Perfect for seasonal or full-time island living with excellent rental opportunities. Located on the southern end of the island, along the historic Pink Path and overlooking the Sound, you can keep an eye on your boat at the dock just behind the house. Coves Edge cottage is in the boating community of Useppa Island. The 110-acre Sanctuary is a private community and members-only club. With no need for gates or walls, it is surrounded by water, in the pristine Pine Island Sound and Charlotte Harbor aquatic preserves. Geographically it is in the same chain of barrier islands as Sanibel-Captiva, visible to the south, although one island east of the Gulf of America. Accessible only by boat (or aircraft), the commute to the mainland is in a special class of its own. Just a 15-minute joyful boat ride will deliver you to Boca Grande or Pine Island, and thence to all “civilized” conveniences of the mainland. The commute is special in a way that you will never tire of it. Just think-you are not stuck in traffic, or waiting for a light to change, fretting over the packed roads ahead. You are just watching the dolphins play and the birds dive, waving to passing boats with smiling passengers. Yes, not like the mainland! You might be sitting next to one of your Useppa neighbors, who has all their goods delivered to the Shore Port, where the staff will transport them to the island, and her home. Who said it is inconvenient when you don’t have roads? And this beautiful home will let you join the ranks of the smart and lucky who have already landed on Useppa as a lifestyle choice.
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| The source of the foregoing property information is a database compilation of an organization that is a member of the Southwest Florida Multiple Listing Service. Each Southwest Florida Multiple Listing Service member organization owns the copyright rights in its respective proprietary database compilation, and reserves all such rights. Copyright © 2026. The foregoing information including, but not limited to, any information about the size or area of lots, structures, or living space, such as room dimensions, square footage calculations, or acreage is believed to be accurate, but is not warranted or guaranteed. This information should be independently verified before any person enters into a transaction based upon it. |
Captiva is located in Florida. Captiva, Florida 33924has a population of 163. Captiva 33924 is less family-centric than the surrounding county with 0% of the households containing married families with children. The county average for households married with children is 20.71%.
The median household income in Captiva, Florida 33924 is $185,104. The median household income for the surrounding county is $63,235 compared to the national median of $69,021. The median age of people living in Captiva 33924 is 38.1 years.
The average high temperature in July is 92 degrees, with an average low temperature in January of 52.6 degrees. The average rainfall is approximately 53.4 inches per year, with 0 inches of snow per year.
