Captiva Island • Lee County, Florida • Southwest Florida

Captiva Island Florida Real Estate and Homes for Sale

Captiva Island is one of the most exclusive barrier islands in Southwest Florida, covering approximately 1.64 square miles in Lee County with fewer than 500 residential parcels and a permanent population of around 668 residents. Known for Gulf-front estates, a section of Captiva Drive nicknamed "Millionaire's Row," and the post-Ian transformation of South Seas Resort on the island's north end, Captiva offers some of the most private and sought-after waterfront real estate in Florida with a median listing price at a premium reflecting the island's extreme scarcity currently.

Naples Nest is led by Jeremy O'Guinn, a Broker Associate and Certified Negotiation Expert (CNE) with more than 18 years of Southwest Florida experience. Jeremy provides objective, data-driven guidance for buyers and sellers navigating Captiva's ultra-exclusive real estate market.

CNE Certified Negotiation Expert
Broker Associate
18+ Years Southwest Florida
Luxury Waterfront Specialist
Why Captiva

What Makes Captiva Island Exceptional

Ultra-Limited Supply Captiva has fewer than 500 residential parcels on the entire island. This extreme scarcity, combined with the island's sanctuary designation and natural character, creates a real estate market where meaningful new supply is functionally impossible to add. Long-term value is structurally supported by this constraint.
Sanctuary Privacy With a permanent population of approximately 668 residents and no commercial density to speak of, Captiva offers a level of privacy and seclusion rarely found on accessible barrier islands in Florida. The island is a genuine sanctuary in both name and character.
Gulf-Front Prestige The Gulf-front corridor of Captiva Drive, known as "Millionaire's Row," contains some of Southwest Florida's most desirable estate properties. Buyers investing above $5 million can expect direct Gulf frontage, deep-water boat access, and custom architecture commanding some of the region's highest per-foot values.

Captiva is accessible from Sanibel Island via a short bridge at the north end of Sanibel. The Sanibel Causeway connects both islands to the Fort Myers mainland, approximately 30 minutes from the causeway toll. Naples is approximately 45 minutes south of Sanibel.

Captiva Market Overview

Captiva Island Real Estate — What Buyers and Sellers Should Know

Captiva's market is defined by a combination of extreme scarcity and post-Ian recovery dynamics. With fewer than 500 residential parcels on the entire island, meaningful new supply is functionally impossible to add — a structural constraint that supports long-term value in a way few Florida markets can claim. Buyers who understand this tend to approach Captiva with a longer time horizon and a different evaluation framework than they would apply to a mainland community.

The most significant ongoing development is the transformation of South Seas Resort on Captiva's north end — a 330-acre property being substantially rebuilt post-Ian as a luxury gated community. This project is adding modern luxury inventory and attracting a new category of buyer to the island's north end. Understanding how South Seas Resort-specific association rules, rental programs, and fee structures affect individual properties within the resort is an important part of due diligence for any buyer considering that segment.

Captiva buyers tend to be patient, well-capitalized, and selective. The market rewards sellers who price accurately from day one and present properties that reflect the island's premium positioning — and buyers who invest in thorough due diligence before committing.

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Property Types

What Buyers Find on Captiva Island

Captiva's limited inventory is spread across a concentrated range of property types, with Gulf-front and waterfront homes representing the majority of the island's real estate value.

Gulf-Front Estates

Direct Gulf of Mexico frontage along the island's western shore. The Gulf-front corridor of Captiva Drive is among the most coveted addresses in Southwest Florida, with custom estates regularly transacting above $5 million. Properties range from recently rebuilt modern construction to classic island estates.

Bay Access and Canal Homes

Bayfront and canal-access homes on the eastern, sheltered side of the island, offering private dock access, Pine Island Sound views, and a more protected waterfront lifestyle at prices generally below comparable Gulf-front properties.

South Seas Resort Properties

The 330-acre South Seas Resort on the island's north end is being rebuilt post-Ian as a luxury gated community. Properties here range from beach villas to Gulf-front homes within the resort, combining private ownership with resort amenities, a world-class marina, and high short-term rental potential.

Gulf-to-Bay Estates

A small number of exceptional properties on Captiva span the full width of the island, offering both Gulf-front beach and bay-side boat access from a single property. These estates represent the highest tier of island ownership on Captiva.

Interior Island Cottages and Homes

A limited number of interior island properties, often older cottages and bungalows, offer a more accessible entry point to Captiva ownership while still providing full access to the island's beaches and lifestyle.

Vacant Land

Post-Ian, a small number of cleared lots are available on Captiva for custom construction. Given the island's scarcity and permanent constraints on new supply, well-positioned building lots represent significant long-term value for buyers prepared to build.

Important for buyers: Local expertise matters disproportionately on Captiva. Permit history, rental patterns, flood zone nuances, association rules at South Seas, and individual property rebuild status all require careful investigation. A thorough, property-specific due diligence process is essential before any Captiva offer.
Representation for Buyers and Sellers

Buying and Selling Homes on Captiva Island

Buying on Captiva

Captiva purchases require a higher level of due diligence than most Florida markets, given the island's combination of post-Ian recovery complexity, South Seas Resort-specific rules, extreme inventory scarcity, and the premium price points involved.

  • Flood zone, elevation certificate, and rebuild status review for every property
  • South Seas Resort association rules, dues, and rental program review where applicable
  • Insurance costs and carrier availability confirmed before committing
  • Permit history verification for any post-Ian construction or repair
  • Patient, strategic negotiation calibrated to Captiva's selective buyer-seller dynamics

Selling on Captiva

Sellers on Captiva benefit from representation that understands both the island's premium positioning and the current recovery-era dynamics. With a median days-on-market near 148 days, patience and accurate pricing from launch are essential.

  • Pricing grounded in current Captiva-specific comparable sales, not broader island averages
  • Confidential representation for high-profile and high-value properties
  • Guidance on how rebuild status and condition affect current buyer evaluation
  • Professional advocacy from first conversation through closing
Also Nearby

Considering Sanibel Island?

Sanibel Island is connected to Captiva via a short bridge at Captiva's south end. Larger and with a broader range of price points, Sanibel offers a more established residential community, more property variety, and generally lower price points than comparable Captiva properties.


Frequently Asked Questions About Captiva Island Real Estate
Where is Captiva Island located?
Captiva Island is a barrier island in Lee County, Florida, located at the northern end of Sanibel Island, connected by a short bridge. The Sanibel Causeway from Fort Myers provides access to both islands, approximately 30 minutes from the Fort Myers mainland. Naples is approximately 45 minutes south of Sanibel.
How large is Captiva Island?
Captiva Island covers approximately 1.64 square miles and has fewer than 500 residential parcels. Its permanent population is approximately 668 residents. This extreme scarcity, combined with the island's sanctuary character and strict development guidelines, makes Captiva one of the most supply-constrained island markets in Florida.
What is the Captiva Island real estate market like?
The Captiva market is active but selective, with a median listing price at a premium reflecting the island's extreme scarcity currently and a median days-on-market of approximately 148 days. Gulf-front estates regularly transact above $5 million. The South Seas Resort transformation on the north end is adding significant luxury inventory and attracting a new category of buyer to the island. Patience and local expertise are both required to navigate Captiva's highly individualized property market effectively.
What is South Seas Resort on Captiva Island?
South Seas Resort occupies approximately 330 acres on the north end of Captiva Island. Following Hurricane Ian, the property is being substantially rebuilt and repositioned as a luxury gated community. Properties within South Seas include beach villas, Gulf-front homes, and resort-style residences combining private ownership with resort amenities, marina access, and significant short-term rental potential. The South Seas rebuild represents one of the most significant luxury coastal development projects in Southwest Florida.
What property types are available on Captiva Island?
Captiva offers Gulf-front estates along Captiva Drive, bay access and canal homes on the eastern shore, South Seas Resort properties on the north end, gulf-to-bay estates spanning the full island width, interior island cottages and homes, and a limited number of vacant lots for custom construction. Inventory across all categories is constrained by the island's extremely limited parcel count.
Is Captiva Island a good long-term real estate investment?
Captiva's long-term investment case is among the strongest of any Florida barrier island due to its extreme supply constraints, fewer than 500 total parcels, sanctuary character with strict development limits, and consistent demand from high-net-worth buyers seeking privacy and exclusivity. The current recovery period, with prices below pre-Ian peaks on many properties, is viewed by sophisticated investors as an entry opportunity before the next appreciation cycle.
How is Captiva different from Sanibel Island?
Captiva is approximately seven times smaller than Sanibel by land area, with fewer parcels, a more exclusive character, and generally higher price points for comparable property types. Sanibel has a more established year-round community, broader range of property types and price points, and a larger residential population. Captiva appeals primarily to buyers seeking maximum privacy, exclusivity, and Gulf-front prestige, while Sanibel is better suited to buyers seeking community, variety, and broader lifestyle amenities.
Ready to Begin?

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Whether you are evaluating a Gulf-front estate, exploring South Seas Resort properties, considering a sale, or simply researching the Captiva market, experienced Southwest Florida guidance is the right starting point.

Available Homes for Sale in Captiva Island

$1,895,000
3 Beds 2 Baths 2026030572 MLS
Welcome to Sunset Captiva, one of Captiva Island's most sought-after Gulf-to-Bay communities, ideally located in the heart of Captiva's charming Village. This beautifully updated 3 bed, 2 bath island retreat offers the perfect combination of coastal elegance, modern upgrades, and the relaxed island lifestyle that makes Sunset Captiva so desirable. Step inside to discover an open, light-filled floor plan featuring luxury vinyl plank flooring throughout, coastal furnishings, soaring vaulted ceilings, and a spacious great room that seamlessly flows into the screened lanai—ideal for indoor-outdoor living and entertaining. The well-appointed kitchen features stainless steel appliances, abundant cabinetry, and an open design that keeps everyone connected whether preparing meals or gathering with family and friends. The spacious primary suite offers a peaceful retreat complete with its own private second-floor sun deck, the perfect place to enjoy morning coffee, evening sunsets, or the gentle island breezes. Two additional guest bedrooms provide comfortable accommodations for family and visitors. Thoughtfully maintained and updated, the home includes impact-resistant windows and doors, solid wood interior doors, and a freshly painted exterior. Being sold fully furnished, this home is truly move-in ready and perfectly suited as a primary residence, vacation home, or investment property. Sunset Captiva is renowned for its exceptional amenities, including private deeded beach access to Captiva's world-famous white sand beaches, community docks with water and electricity on Pine Island Sound, a heated community pool, BBQ and picnic areas, pickleball and tennis courts, and lush tropical landscaping throughout the neighborhood.

33 Urchin CT, Captiva

$749,000
2 Beds 2 Baths 2026030631 MLS Tennis Villas BLDG.
Discover your perfect coastal retreat in this beautifully renovated two-bedroom, two-bathroom condominium nestled at the tip of Captiva Island. This elegantly casual island residence showcases Whirlpool stainless steel appliances, a convenient breakfast bar, a soothing coastal palette and furniture package that creates an inviting atmosphere. The corner location provides an abundance of natural sunlight throughout the living room, dining room, and kitchen, creating bright, welcoming spaces ideal for both relaxation and entertaining. From your windows, enjoy delightful views overlooking the Captiva Resort Villas pool to the south and the newly constructed Captiva Landing pool to the west, offering resort-style living right from your home. Located within the family-friendly South Seas Resort community, this property offers exceptional convenience with the pristine beach just a five-minute stroll away. The vibrant Captiva Village, with its collection of outstanding restaurants, lies within comfortable walking distance, providing endless dining opportunities and island charm. Adventure enthusiasts will appreciate this new water sports location in the heart of Captiva Landing, close proximity to McCarthys Marina, where day cruises and spectacular sunset excursions await. The convenient trolley service provides effortless access to the resort's northern amenities, making exploration seamless and enjoyable. This residence presents an outstanding opportunity for those seeking rental income potential, given its prime location and resort amenities. The warm Florida winters and subtropical climate create year-round appeal for visitors and residents alike. Embrace the fantastic healthy lifestyle with world-class fishing, swimming, boating, and various water sports at your doorstep. Golf enthusiasts can enjoy access through membership opportunities, while the Private Club Membership with Club Captiva opens doors to the exclusive South Seas Resort's amenities and island experiences.

Captiva

$3,695,000
4 Beds 4 Baths 2026030378 MLS Beach Homes BLDG.
Located within the gates of South Seas Resort on Captiva Island, Beach Home 25 has been completely reimagined into a refined 4 bedroom, 4 bath coastal retreat that captures the essence of island living. With sweeping Gulf views from multiple vantage points and direct access to what are widely regarded as 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 has undergone a full renovation and thoughtful reconfiguration, resulting in an open, functional layout that feels both elevated and effortless. Interiors are finished with white oak engineered hardwood flooring, custom Greenfield & Elmwood cabinetry, quartz countertops, and a chef-forward kitchen appointed with Thermador appliances 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 well considered. 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 Seas setting 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-ready coastal home—now offered at a compelling value for a 4 bedroom property just steps from the shoreline. The Beach Homes Association provides access to multiple pools, tennis and pickleball courts, and assigned parking, completing the ease of ownership in this exceptional Captiva offering.

25 Beach Homes, Captiva

$1,375,000
2 Beds 2 Baths 2026030546 MLS Land's End BLDG.
Lands End 1647 where Palm Beach Regency polish flirts with barefoot Captiva ease (shoes optional, sunsets nonnegotiable). Perched at the very tip of Captiva Island, Lands End Village feels delightfully removed from the rest of the world—cradled by Pine Island Sound, Redfish Pass, and the Gulf of America. This residence is the crown jewel of the community with a gulf front setting where the gentle waves and sunsets take turns stealing the show. Enjoy sun drenched days, soaking in the sun, boating to the upper islands, dolphins making cameo appearances, abundant wildlife sightings and that serene hush that makes your calendar feels like a rumor. Inside, the upgrades read like a love letter to quality—thoughtful, cohesive, and refreshingly free of shortcuts. The kitchen and both baths are finished with substantial 3-centimeter Bonzai Quartz countertops, paired with Kohler porcelain sinks and Kohler polished nickel fixtures. The kitchen is anchored by a 30-inch Riveti sixteen-gauge stainless workstation sink (because island life still deserves a proper workstation), and a full suite of KitchenAid Print Shield stainless appliances installed last spring, all backed by a five-year warranty. The cooktop situation is equally serious: a 30-inch four-element induction slide-in convection range—and yes, the correct pots and pans are already here, because someone understood that details matter. Underfoot, 7.5-inch Coastline engineered maple planks in the color Captiva—installed last year—bring warmth and a quiet luxury that feels coastal, not cliché. Walls, trim, and shuttered-door cabinetry were freshly painted within the past year in Sherwin Williams semi-gloss, creating a crisp finish that holds up to sandy feet and happy gatherings. New roof and impact glass doors and windows and a recent shoreline revetment so you can sleep easy when the weather tries to add drama. Owners enjoy Lands End's exclusive pool and spa under the stars, an owners fitness center, plus tennis and pickleball courts. South Seas Resort world class amenities are available with the Club Captiva membership to include exhilarating watersports, the Clutch seaside golf course, kids programs, waterfront restaurants, the Yacht Harbour, Captiva Landing waterpark, bayside pools and tiki bar and so much more. Come experience the island’s best-kept secret and rarely available incredible location—schedule your private showing today.

Captiva

$4,995,000
6 Beds 6.5 Baths 2026030368 MLS
Xanadu is a rare expression of contemporary coastal architecture in the heart of Captiva's historic Village. Completely reimagined and rebuilt from the concrete structure up following its 2024 acquisition, every element is new, from the impact windows, Hardie siding and stucco exterior to every interior finish, mechanical system and luxury amenity. On iconic Andy Rosse Lane, Captiva's most celebrated address, the home places you just moments from nightly sunset celebrations, waterfront dining and the unmistakable soundtrack of island musicians carried on the Gulf breezes. Inside, the interiors embrace the principles of quiet luxury, where thoughtful restraint replaces excess. Exposed scissor trusses with concealed lighting, a modern recessed coffered dining ceiling, flush inset solid wood cabinetry, contemporary three-panel shaker doors, square-edge casing and refined craftsman-inspired trim create an architectural language defined by crisp lines and impeccable proportions. A palette of warm whites, soft taupe's, greige, sand, natural wood and coastal blues complements meticulous drywall detailing and clean trim reveals throughout. The kitchen is sculptural and functional, anchored by a dramatic Brizo bridge faucet and equipped with a full suite of Thermador appliances including an induction range, side-by-side refrigerator with four freezer drawers, drawer microwave and refrigeration drawers serving the adjoining wet bar with hammered sink. Lutron automated shades, whole-home Sonos audio and enterprise-grade Wi-Fi deliver effortless comfort and technology. Designed for entertaining as much as everyday living, a dramatic open-air gallery stretches the length of the residence, framed by crisp columns, a warm tongue-and-groove ceiling and expansive views of the courtyard and pool. Outdoors, a resort-inspired setting unfolds with a newly reconstructed linear pool and spa, sun cabana with suspended daybed swing, outdoor shower and a fully equipped outdoor kitchen featuring grill, ice maker, beverage cooler, sink, television and bar seating for 12. The custom bunk room maximizes sleeping accommodations without compromising design, while a thoughtfully conceived carriage house offers exceptional flexibility. Two private guest suites may function together with a shared morning kitchen or independently, each with its exterior entrance overlooking the central courtyard promenade. Built with solid concrete construction through the first level, a Navien tankless water heater and every modern system expected of luxury new construction, Xanadu is an exceptional legacy property that seamlessly blends timeless island living with sophisticated contemporary design on Captiva's most desired street.

11516 Andy Rosse LN, Captiva

$735,000
2 Beds 2 Baths 2026030156 MLS Marina Villas Condo BLDG.
Wake each morning to panoramic yacht harbor views and the gentle rhythm of island life from this updated waterfront retreat in Marina Villas, where Captiva's sugar-sand beaches and the sparkling Gulf of Mexico are just a short stroll away. Ideally positioned on the quiet north end of South Seas Island Resort, this furnished residence overlooks the yacht harbor and navigable channel, offering a front-row seat to passing boats, dolphins, manatees, pelicans, and unforgettable coastal sunsets. The light-filled interior features an open-concept floor plan with tile flooring throughout, a spacious kitchen with warm wood cabinetry and generous storage, plus comfortable living and dining areas that flow seamlessly to the screened lanai. The primary suite offers tranquil water views and an en-suite bath, while the guest bedroom and second full bath provide comfortable accommodations for family and friends. Surrounded by water on three sides, Marina Villas is one of Captiva's most desirable waterfront communities, offering a beautifully maintained setting, a community pool, and association boat docks available by reservation. Just a short stroll from Sunset Beach, the South Seas lagoon-style pool complex, restaurants, and the yacht harbor, this exceptional property is perfectly suited as a private island retreat, seasonal getaway, or investment opportunity where boating, beach days, and the natural beauty of Captiva are always within easy reach.

802 Marina Villas Unit 802, Captiva

$1,049,000
2 Beds 1.5 Baths 2026029804 MLS
Great Opportunity! Beautiful Island Beach Home now available! Turnkey, Stilt, Beach House with a FANTASTIC South - Gulf Side - Island Location and Situated on a Prime High and Dry Lot with Tropical Views. Easy Beach Access - Located in the Captiva Dunes Neighborhood and just a Very Short Walk or a Golf Cart Drive to the Wide, Sugar Sand, “Sunset Beach” known for Unbelievable Sunsets, Fishing, Shelling, Swimming, and Sand Bar(s). Bright and Open Great Room Floor Plan with Gorgeous Green Tropical Views! Two Bedrooms, One and a Half Baths. Turnkey Furnished with Lovely Furnishings, Fixtures, Window Coverings etc. Nice Kitchen with Long Breakfast Bar, Courian Countertops, Recess Lighting, All Appliances in Place and a Gas Range! Welcoming Main Bedroom with Large Closet. Main Bath with Hallway Access, Large Tiled Shower and Vanity with Courian Countertop. Current Half Bath with Wash Sink, Plenty of Built in Cabinetry and Countertops, and Full Sized Stacked Washer and Dryer optional Second Full Bath Set Up if Desired. Fabulous, Large, Inground, Aluminum Fenced, Salt Water Heated Pool with Built In Seating Shelves, Fabulous with Lots of Sun Throughout the Day, Large Brick Paver Decking Surround. Plenty of Under House Area Entertaining Areas. Ready for your Outdoor Bath, Shower and/or Changing Enclosure and Outdoor Bar and/or Kitchen. Other Features Include: All Young/Recent - 2024 White Metal Standing Seem Roof, 2023 HVAC, 2025 Exterior Paint, and 2023 Whole House Reverse Osmosis System! Hurricane Impact Windows and Doors and Hardie-board Siding! Tile Throughout. Expansive and Desirable, Front Screened Balcony with Sliders, Fan, Recess Lighting and Tropical Landscape Views! Attached Ground Level Garage. Great Property Layout with Large Left Side Yard to Enjoy in Addition to the Pool Area. Thoughtfully placed Back Yard Septic. This is a Private Pool Home with No Memberships or HOA Fees to Assume! This Home has a Great Rental History with Many Repeat Annual Renters and it is Professionally Managed. This Island Beach House also has Over 150 - ALL Five Star Reviews. Additional Prime Surrounding Lots may be available to the buyer(s) of this home for purchase. They are located across from and to the left of the property. $58,800 in gross rentals to date 7/24/2026. Continued Professional Mgmt available! This Home is Simply A Must See!

4481 Butterfly Shell DR, Captiva

$13,000,000
2026029362 MLS
Some places are discovered. Others are preserved. Only a select few become part of someone's legacy. Just beyond the shores of Captiva Island lies Buck Key—an extraordinary private island where untouched natural beauty, remarkable privacy, & limitless possibility converge. Opportunities of this magnitude have become exceedingly rare, making Buck Key one of the most compelling island offerings available anywhere in North America. Surrounded by the tranquil waters of Roosevelt Channel and Hurricane Hole, the island encompasses approximately 14 acres, highlighted by nearly 2,600 feet of shoreline, approximately 8.6 acres of uplands, a protected 10-acre lagoon, and a 13-foot construction-grade dock. Positioned within a remarkable 350-acre island sanctuary, Buck Key offers an unparalleled combination of seclusion and accessibility, just minutes from the restaurants, marinas, and world-renowned beaches of Captiva Island. This is not a property defined by what already exists—it is defined by what is possible. Imagine an architectural masterpiece rising above the mangroves. A private family compound passed from one generation to the next. A waterfront retreat designed entirely around your vision. Here, every sunrise arrives over protected coastal habitat, every evening concludes with Gulf sunsets, and every day offers boating, fishing, paddleboarding, kayaking, and the quiet luxury of complete privacy. In an era when waterfront land grows increasingly scarce and entitlement opportunities continue to diminish, Buck Key represents something that can no longer be replicated. It is a place where conservation and luxury coexist, where nature becomes the ultimate amenity, and where the opportunity to create something entirely bespoke remains remarkably intact. Legacy properties are seldom created. They are preserved, stewarded, and ultimately entrusted to those with the vision to recognize their significance. Buck Key is more than an island. It is an invitation to create something that will endure for generations.

Buck Key, Captiva

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

16730 Captiva DR, Captiva

$1,225,000
5 Beds 3.5 Baths 2026026019 MLS
Exceptional opportunity to own a beautifully renovated 5-bedroom, 3.5-bath island retreat just a short walk from the pristine Gulf beaches of North Captiva Island. Offering 1,682 square feet of living space, this coastal home combines modern updates with the relaxed island lifestyle that makes North Captiva one of Southwest Florida's most unique destinations. Accessible only by boat or private aircraft, North Captiva offers miles of uncrowded beaches, world-class fishing, breathtaking sunsets, and a peaceful atmosphere free from cars and traffic. Thoughtfully designed to accommodate large families and guests, the home offers plenty of space to spread out across multiple living areas and outdoor gathering spaces. The main level features a king primary suite with private ensuite bath, a queen guest bedroom, and a custom bunk room with four twin beds. The lower-level in-law suite provides exceptional flexibility with a king bedroom, a bedroom with two twin beds, a second living area, kitchenette with sink and microwave, and a full bath, making it ideal for extended family, guests, or vacation rental accommodations. Every level of the home features decks and outdoor living areas, including two screened porches with overhead fans for enjoying island breezes year-round. The crow's nest rooftop deck offers stunning 360-degree views of the island, Gulf waters, and unforgettable sunrises and sunsets. Extensive recent improvements include a new roof, new siding, updated electrical, new water system, new hot water tank, fresh interior and exterior paint, new decking, a newly constructed crow's nest, rescreened porches, updated landscaping and driveway improvements, new poly outdoor furnishings, luxury vinyl plank flooring, tile flooring, and granite countertops in the bathrooms. Currently operating as a successful vacation rental, this property offers outstanding income-producing potential while also serving as the perfect private island getaway. Two golf carts are included for convenient transportation throughout the island. Whether you're seeking a personal retreat, full-time residence, or established investment property, this exceptional North Captiva home is ready to be enjoyed.

120 Swallow DR, Captiva

$4,350,000
5 Beds 5.5 Baths 2026024474 MLS
Where timeless island architecture meets modern luxury, this exceptional Captiva retreat offers the rare combination of privacy, craftsmanship, and outstanding income-producing potential. Designed by acclaimed architect Bud Lawrence and situated on a premier corner lot just steps from both the Gulf beach and bay, this 5-bedroom, 5.5-bath residence was built for both relaxed island living and unforgettable entertaining. Surrounded by lush tropical landscaping, the home centers around an impressive two-story screened lanai featuring a PebbleTec heated pool and spa, waterfall, waterslide, expansive covered living areas, and a fully equipped outdoor kitchen with a built-in Thermador grilling station. Whether hosting family gatherings or accommodating large groups, the floor plan is designed to comfortably sleep multiple generations and guests with two private primary suites, three additional guest suites, and elevator access to all levels. Inside, custom craftsmanship is showcased throughout with Brazilian cherry wood flooring, marble finishes, handcrafted Sinker Cypress doors, custom cabinetry, imported roof tiles, decorative precast architectural details, and copper gutters and downspouts. The gourmet kitchen is complemented by dual wine coolers and generous entertaining space, while extensive technology upgrades include a Control4 smart home system, a 140-inch projection screen, surround sound, and integrated outdoor audio. Perfectly positioned in the heart of Captiva Island, owners and guests can easily walk to the beach, bay, restaurants, shops, marinas, and island attractions. With its desirable location, spacious layout, resort-style amenities, and ability to accommodate larger groups, the property also offers exceptional vacation rental potential in one of Southwest Florida's most sought-after island destinations. A rare opportunity to own a distinctive Captiva residence where luxury, location, and lifestyle come together.

15161 Wiles DR, Captiva

$6,995,000
6 Beds 4.5 Baths 2026023434 MLS
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.

17201 Captiva DR, Captiva

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.