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.
Courtesy: COLDWELL BANKER REALTY
239-263-3300
Not everyone can get here… and that’s exactly the point. Indiana Jones Adventure Meets Luxury Island Living Rare Fly-In / Boat-In Captiva Estate. Set along the waters 300 feet of private white sandy beach & Gulf of America, this extraordinary Upper Captiva property offers one of the most unique lifestyles in Southwest Florida. Located on approximately 1.16 acres, this private island retreat is accessible by boat or private aircraft via Salty Approach Airstrip (FL90), Upper Captiva’s private 1,800-foot grass runway. The property also includes a hangar below the home, making it ideal for aviation enthusiasts. FL90 is best suited for experienced pilots flying light aircraft designed for short-field and turf operations, including planes in the style of Cessna 150, 152, 172, 182, 206, Piper Cub, Super Cub, Aviat Husky, Maule, Kitfox, and similar STOL-capable aircraft. For seaplane owners, welcome home. The residence features 5 bedrooms, 5 bathrooms, and over 3,900 square feet designed to capture panoramic water views and sunsets. A private elevator services all four levels. Inside, the home offers spacious living and entertaining areas with marble, tile, and wood flooring throughout. The chef’s kitchen includes premium appliances, wine and beverage refrigeration, ice maker, and an open layout ideal for hosting. Outdoor living is exceptional, with expansive terraces and gathering spaces overlooking the water. A new Trex waterfront deck leads to a private composite dock with boat lift, ideal for a 40-foot Viking for serious fishing adventures, plus a fast boat such as a Nortech or Midnight Express for island-hopping and cruising. The dock may also accommodate a seaplane. Additional features include whole-house generator, hurricane impact windows and doors with shutters, outdoor kitchen, poolside cabana, exercise room, multiple entertaining spaces, and well water, septic, and propane gas service. A rare combination of privacy, adventure, and luxury waterfront living in one of Southwest Florida’s most exclusive island communities. Created for those who crave privacy, adventure, and a true sense of escape, this estate offers a lifestyle few properties can match. Spend your mornings heading out by Viking for serious fishing, your afternoons cruising by fast boat to nearby islands, and your evenings enjoying panoramic sunsets over Pine Island Sound. With a hangar below the home, private dockage, expansive terraces, and resort-style outdoor living, every detail supports an effortless fly-in, boat-in island lifestyle. This is more than a residence. It is a gateway to one of the most extraordinary waterfront experiences in Southwest Florida. With exceptional access to Boca Grande’s renowned deep-water fishing right from your back door, this remarkable estate is designed for the buyer who expects the extraordinary. Complete with a private sauna and every luxury appointment. The 29'5" x 36'7" hangar-style garage offers substantial space for aircraft.
At the southernmost tip of Captiva Island, where the turquoise waters of the Gulf meet the tranquil expanse of Pine Island Sound, lies one of Southwest Florida’s extraordinary residential offerings. Encompassing more than an acre stretching seamlessly from Gulf to Bay, this private estate commands an exceptionally rare setting immersed in water, light and natural beauty from every direction. Beyond the gated entrance, a dramatic composition of architecture and landscape unfolds. A resort-style pool and spa, lush tropical grounds, and a private dock with boat lift create a lifestyle defined by effortless access to the open Gulf and protected waters of the bay. Few properties can claim such a remarkable dual-waterfront existence. Designed to celebrate its surroundings, the residence is a masterful blend of warmth, craftsmanship and connection to nature. Stunning flooring, beamed ceilings, and thoughtfully curated finishes create an atmosphere that is sophisticated and inviting. Expansive walls of impact-rated glass frame panoramic vistas at every turn, transforming the ever-changing interplay of sea, sky and light into living works of art. The grand living room serves as the heart of the home, anchored by a striking fireplace and framed by breathtaking waterfront panoramas. To the west, endless views of sugar white beaches, the shimmering Gulf and Captiva’s legendary sunsets unfold. To the east, Pine Island Sound, mangrove islands and dramatic coastal skies create an equally captivating backdrop. The kitchen blends timeless charm with modern functionality, featuring exceptional millwork, premium appliances and a unique wood-burning fireplace that lends an unexpected touch of character. Flowing seamlessly to the bayfront lanai, it invites leisurely mornings overlooking the water and unforgettable evenings gathered around the firepit beneath the stars. The primary suite is a retreat unlike any other. A central fireplace separates intimate living spaces connected by rich wood flooring designed to embrace the estate’s dual-waterfront setting. One side opens to a private balcony overlooking the Gulf, while the other captures mesmerizing bay views through a tranquil window seat. The spa-inspired bath has been beautifully updated and offers the rare luxury of spectacular water views. Serviced by a private elevator connecting all levels, each guest suite enjoys its unique perspective of the surrounding coastal landscape. Outside, a private dock extends into the bay, providing immediate access to world-class boating, fishing and island exploration, while a private path leads directly to Captiva’s famed beaches. A rare offering, this estate represents the pinnacle of island living, a place where architecture and nature exist in harmony, and where every sunrise and sunset unfolds over water. Rarely does a property capture the essence of Captiva so completely.
UPPER CAPTIVA HOME CANAL HOME. This Gorgeous home, 3 bedroom + Den & 4 baths, has everything you would want for an island home. GULF ACCESS CANAL home with a large dock. Room for 2 boats on a navigable canal. A large pool when the kids want to swim "now." Come see the wonderful views overlooking the wildlife preserve that go on for miles which gives the feeling of being far away from the rest of the busy world. The living area is on the upper floor to more enjoy the views of the State Wildlife Preserve. All hurricane impact glass windows. Cedar shiplap exterior siding. Wood burning fireplace. And the views are even better from the upper mezzanine area above the living room which could be another sleeping area. Plenty of room for guests with 3 bedrooms, a den and 3.5 bathrooms. Enjoy a beautiful kitchen. The decks wrap around the house for easy maintenance. Enjoy the large pool completely screened in. The beach is just down the road to a parking area with access to the widest beach on the island. New roof. New painted decks. New Painted exterior. New Electric. A recently maintence check on the Elevator! Could be an exceptional income producing property. Make an appointment to see this wonderful home.
Be captivated in Captiva Island at this extraordinary Gulf-front retreat, perfectly positioned along one of the island’s most coveted beachfront settings near the heart of Captiva Village. Just moments from boutiques, restaurants, marinas, and island entertainment, this exceptional residence offers the ideal blend of privacy, luxury, and breathtaking Gulf sunsets. Completely reimagined with impeccable craftsmanship and designer finishes throughout, the home seamlessly blends sophisticated elegance with relaxed coastal living. Expansive impact-rated glass doors fill the interiors with natural light while framing panoramic water views from nearly every room. Inside, thoughtfully designed living spaces feature beamed ceilings, rich hardwood flooring, custom millwork, and dramatic fireplaces that add warmth and character. The gourmet chef’s kitchen is designed for entertaining and everyday living alike, showcasing custom high-gloss cabinetry, premium appliances, designer stone surfaces, and an oversized gathering island. Outdoor living is equally impressive, with multiple screened and open lanais, inviting lounge and dining spaces, sun decks, and a fully equipped summer kitchen overlooking the beach and Gulf waters. Upstairs, guests enjoy a private suite opening to a spectacular beachfront terrace, while the luxurious primary suite offers a spa-inspired bath, bespoke finishes, private viewing deck, and statement fireplace. Extensive upgrades include Hardie-board siding, a metal roof, Trex decking, updated electrical and plumbing systems, a floating architectural staircase, retractable sun screens, brick-paver driveway, lush tropical landscaping, and curated designer furnishings throughout. Residents also enjoy resort-style amenities including a bayside marina and boat dock, tennis courts, and a large community pool. With strong weekly rental potential, this fully renovated beachfront retreat presents a rare opportunity to own a luxury island escape in one of Southwest Florida’s most sought-after communities. Luxury, privacy, views, and lifestyle come together beautifully in Captiva.
Just bring the flip-flops. This turnkey-furnished 1-bedroom, 1-bath corner condo within South Seas Resort’s southern enclave offers an easy Captiva base just moments from the village, dining, shopping, and the beach. Located within Captiva Resort Villas, this inviting island property blends comfort, convenience, and rental flexibility in one of Captiva’s most recognizable resort communities. Its corner location is a standout feature, offering added privacy along with an additional side window that introduces abundant natural light into the interior, giving the space a bright and open feel beyond its footprint. The screened lanai, enhanced with additional side screening, creates a welcoming extension of the living area and provides a comfortable outdoor setting to enjoy morning coffee, a good book, or a quiet evening after a day on the water. Inside, the layout is both functional and inviting, with wood-look tile flooring throughout for durability and easy maintenance, especially ideal for island living. The open living and dining area is designed for comfortable everyday use, with coordinated furnishings included for a truly turnkey experience. Neutral finishes provide a clean coastal backdrop, while the kitchen offers practical storage, solid surface counters, and the added convenience of an in-residence stackable washer and dryer. The bedroom accommodates a king bed comfortably and includes a built-in dresser with room for side tables, while the updated bathroom features a walk-in tiled shower with glass enclosure. Whether used personally throughout the year or seasonally, the property offers flexibility thanks to its rental program participation, creating an opportunity for supplemental income when not in use. Owners at Captiva Resort Villas enjoy access to the community pool and the benefits of a sought-after South Seas Resort location, where island dining, boutique shopping, marina access, and Captiva’s beautiful Gulf beaches are all within easy reach. Whether you're seeking a personal island getaway, seasonal escape, or investment-minded property, this corner condo presents a compelling opportunity to enjoy Captiva at your own pace.
Courtesy: COLDWELL BANKER REALTY
239-263-3300
Welcome to 'Avoca'—a captivating GULF FRONTAGE/PRIVATE BEACH estate, ideally positioned along the coveted Tween Waters stretch of Captiva Drive on Captiva Island. Offering rare privacy, expansive grounds, and DIRECT beach frontage, this remarkable property showcases panoramic views of the Gulf of Mexico and a private beach path to sugar-sand shores. Avoca is one of the rare properties in Captiva that showcases the luxurious resort-style pool in the back of the home, allowing for STUNNING SUNSET VIEWS AND IMMENSE OUTDOOR SPACE! Spanning over one acre and set at one of the highest elevations on the island (X Zone Flood Elevation), Avoca is located within the Estate Zoning district—allowing for up to three structures, providing exceptional flexibility for expansion or additional guest accommodations. The lush tropical setting frames a true resort-style backyard, featuring a 20' x 60' pool with integrated spa, a full outdoor kitchen, and one of the most impressive outdoor entertaining environments on Captiva. Recent upgrades include a newer roof and impact-rated windows and doors for added peace of mind. Inside, the residence is thoughtfully designed for relaxed luxury and effortless entertaining. Four expansive levels of decking invite breathtaking sunsets and Gulf breezes from nearly every room. The main living level offers a generous open layout with a spacious chef’s kitchen, open dining area, fireplace, elevator, multiple guest bedrooms, and light-filled gathering spaces. The third-floor owner’s suite is a private sanctuary, complete with a balcony, sitting area, office nook, and a well-appointed en-suite bath. Additional guest suites and a loft area provide comfortable accommodations for family and friends. Crowning the home is one of the largest rooftop sundecks on the island, delivering elevated, unobstructed coastal views. Whether envisioned as an extraordinary private Gulf-front retreat, a luxurious vacation escape, or a high-performing rental investment, Avoca represents a rare and compelling opportunity on world-renowned Captiva Island.
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.
This near beach, 4 bedroom, 4 bath custom pool home is located on a sought-after private lane in Captiva's "Village". Just steps from the sugar sand, shell strewn beaches of the Gulf. Built and owned by one family who used it for many wonderful years and also as a great rental property. Fantastic floor plan with vaulted ceilings, sky lights, tile and wood floors throughout. The first floor offers a screen enclosed porch/lanai, living/dining combination with a breakfast sitting area next to the breakfast bar and kitchen. There is a primary suite with sliders that open to the balcony, bathroom with double sinks and a tub/shower combination. There is a guest bedroom and guest bath on this floor as well. Balconies and sliders that run around the perimeter of the house and overlook the screen enclosed pool. The 2nd floor has a spacious loft that opens to the lower level, a laundry room and offers 2 Bedroom En-suites. The 3rd floor has a private sundeck to watch wildlife, enjoy sunning and gazing at the stars at night. The screen-enclosed, heated pool is elongated to allow for lap swimming with plenty of space to sun and a covered outdoor area to enjoy outdoor dining, grilling and entertaining family and friends. Rinse off in the outdoor shower after a day at the beach. Just steps away from island restaurants, shopping, Marina, library and Chapel By the Sea. Buyer must honor rentals.
Highly sought-after, updated 3 bed, 3 bath two-story villa stands apart with rare features not found in other Bayside units, overlooking the tranquil waters of Pine Island Sound, where unchanging estuary views and native wildlife create a peaceful, elevated backdrop—just moments from the best of Captiva Island. Rare features of this top-floor unit include a walk-in pantry—an uncommon luxury in Bayside 3-bedroom villas—all-new hurricane-impact windows and sliders, and a residence that has been gently used as a private second home and never enrolled in a rental program—an added advantage in condition and care. Whether enjoyed as a private island retreat or leveraged as a high-performing investment, this residence offers rare flexibility within a renter-friendly community and stands as one of the least expensive 3-bedroom opportunities on Captiva. The interior is anchored by an updated kitchen with quartz countertops, glass-front upper cabinetry, and matching appliances, flowing seamlessly into the main living area. Three generously sized bedrooms and three full baths include two primary suites—one on the main level and one upstairs—each with its own ensuite, offering ideal separation for guests or extended stays. A third guest bedroom also enjoys a private bath, while an in-unit washer and dryer adds everyday convenience. The screened lanai feels like your own private perch above Pine Island Sound, where it’s just you, the water, and the rhythm of nature. From both the kitchen and lanai, morning sunrises unfold over the Sound, setting the tone for slow mornings, passing wildlife, and uninterrupted calm. Set within South Seas Island Resort in the desirable Bayside Villas enclave, just a stone’s throw from the sugar-white Gulf beaches, the Village of Captiva, and Captiva Landing. Residents and guests enjoy a bayside pool and spa with generous lounging areas, along with under-building parking for added ease. Where time slows, views remain untouched, and every return feels like coming home—this is Captiva at its finest.
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!
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.
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.
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.
Tucked within the gated setting of South Seas Resort, 3233 Tennis Villas presents an inviting island escape in the intimate Captiva Resort Villascommunity. Residents enjoy access to a private pool, expansive sun deck, gazebo with outdoor dining space, and grilling area, all just moments from the Gulfshoreline. Positioned in the desirable southern enclave and only a short stroll to the beach, this top-floor, two-level villa overlooks a tranquil courtyard framed bymature tropical landscaping. The interior has been thoughtfully updated with quartzite surfaces, crisp shaker-style cabinetry, and tile flooring throughout the mainliving areas. The open living and dining space is filled with natural light from impact-rated sliding glass doors and an oversized picture window, while the screenedlanai offers a peaceful setting to capture coastal breezes. The floor plan is designed for comfort and privacy, featuring a guest suite on the main level and agenerous primary suite upstairs. Ideal for personal enjoyment or investment, this well-appointed residence blends refined finishes with effortless island living withinone of Captiva’s most sought-after resort communities.
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.
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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 has a population of 163. Captiva 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 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 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.
