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$875,000
3 Beds 3 Baths 2026017261 MLS
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.

5323 Bayside Villas Unit 24, Captiva

Courtesy of Royal Shell Real Estate, Inc.

$1,254,500
3 Beds 3 Baths 2026015199 MLS
Introducing the Gorgeous Brand "Waid N Sea" Beach House! Located on the Barrier Island of North Captiva. This Special 4 Bedroom, 3 Full Bath Beach Home with Private, Heated, Salt Water Pool Home! Fantastic Vacation Rental Bookings and Full Licensed Property Management already in place! This Superb Beach House is located only steps to the Ocean on the most desirable High and Dry Side of the Island. It is approximately 500 Feet from the Best Island Beach "Butterfly Beach" which offers White Sugar Powdered Sand, Amazing Gulf Ocean Views and Wildlife, and World Class Fishing and Shelling. You will find no cars here in paradise as transportation is only by foot, bike, or golf carts. Unspoiled and Unrushed with Beauty all around you, North Captiva Island and "Waid N Sea" offers you an Amazing Vacation Destination. Waid N Sea’s interior is amenity packed with all of the comforts of home! The Island's Beauty, Native Wildlife and Sea Life, State Preserve, Water Sports, World Class Shelling, and Fishing Await! The Unforgettable Sunsets will take your Breath Away! Some Features Include: Soaring Ceiling, Great Room Floor Plan, High End Finishes, Recess Lighting, High Speed Wi-Fi, Under Stair Storage, Large Beautiful Kitchen with Island, Wonderful Entertaining and Dining Areas Inside and Out, Private Salt Water Heated Inground Pool, Large Paver Pool Area, Outdoor Shower, Huge Ground Level Bar with Built In Grill and TV, Attached Garage, Lots of Carport Parking, Huge Front Screened Balcony and Open Back Balcony off of the Amazing 2nd Story Loft Main Suite with Full Bath.

4470 Butterfly Shell Drive, Captiva

Courtesy of Swept Away Realty

Selling Office: .

$1,850,000
3 Beds 3 Baths 2026014808 MLS
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!

484 Gulf Bend Drive, Captiva

Courtesy of Swept Away Realty

$1,999,000
4 Beds 3 Baths 2026014698 MLS
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.

11536 Wightman Lane, Captiva

Courtesy of Michael Saunders & Company

$170,000
2026013742 MLS
Here's your opportunity to own a piece of one of Southwest Florida's most coveted private islands. This vacant lot on Hidden Lane offers a clean slate to build your custom island retreat on North Captiva — a boat-access-only barrier island where the pace slows, the crowds disappear, and the Florida you've been searching for actually exists. No bridge. No cars. No worries. North Captiva is one of the last truly undeveloped islands in Lee County, and this lot sits in the desirable Jose's Hideaway section of the island — walkable to the beach at the end of the street and close to all island amenities. Whether you're envisioning an elevated coastal home, a private fishing retreat, or a high-performing vacation rental, this lot delivers the fundamentals: a prime island address, a natural setting, and the kind of scarcity that protects long-term value. The adjoining lot is also available — purchase both together to double your property size and create nearly a half-acre parcel. Build a private compound, a main home with a guest house, or two separate income-producing properties with their own distinct addresses and street access. Opportunities like this simply don't exist on North Captiva. Short-term rental demand on North Captiva is strong and new construction commands premium nightly rates. Details on the building process, preferred island contractors, and revenue potential are available upon request

4520 Hidden Lane, Captiva

Courtesy of LoKation

$170,000
2026013740 MLS
Here's your opportunity to own a piece of one of Southwest Florida's most coveted private islands. This vacant lot on Oro Pesos Lane offers a clean slate to build your custom island retreat on North Captiva — a boat-access-only barrier island where the pace slows, the crowds disappear, and the Florida you've been searching for actually exists. No bridge. No cars. No worries. North Captiva is one of the last truly undeveloped islands in Lee County, and this lot sits in the desirable Jose's Hideaway section of the island — walkable to the beach at the end of the street and close to all island amenities. Whether you're envisioning an elevated coastal home, a private fishing retreat, or a high-performing vacation rental, this lot delivers the fundamentals: a prime island address, a natural setting, and the kind of scarcity that protects long-term value. The adjoining lot is also available — purchase both together to double your property size and create nearly a half-acre parcel. Build a private compound, a main home with a guest house, or two separate income-producing properties with their own distinct addresses and street access. Opportunities like this simply don't exist on North Captiva. Short-term rental demand on North Captiva is strong and new construction commands premium nightly rates. Details on the building process, preferred island contractors, and revenue potential are available upon request

4521 Oro Pesos Lane, Captiva

Courtesy of LoKation

$150,000
2026013739 MLS
Here's your opportunity to own a piece of one of Southwest Florida's most coveted private islands. This vacant lot on Smugglers Lane offers a clean slate to build your custom island retreat on North Captiva — a boat-access-only barrier island where the pace slows, the crowds disappear, and the Florida you've been searching for actually exists. No bridge. No cars. No worries. North Captiva is one of the last truly undeveloped islands in Lee County, and this lot sits on a fantastic walkable location — steps from the beach, where bare feet replace car keys and the Gulf is always within reach. Whether you're envisioning an elevated coastal home, a private fishing retreat, or a high-performing vacation rental, this lot delivers the fundamentals: a prime island address, a natural setting, and the kind of scarcity that protects long-term value. Short-term rental demand on North Captiva is strong and new construction commands premium nightly rates. Details on the building process, preferred island contractors, and revenue potential are available upon request

4521 Smugglers Drive, Captiva

Courtesy of LoKation

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

201 White Pelican Drive, Captiva

Courtesy of Premiere Plus Realty Company

$3,999,999
4 Beds 5 Baths 226010619 MLS
Not everyone can get here… and that’s exactly the point. Indiana Jones Adventure Meets Luxury Island Living | Rare Fly-In / Boat-In Captiva Estate. Set along the waters of Pine Island Sound with views to the Gulf of America, this extraordinary Upper Captiva property offers one of the most unique lifestyles in Southwest Florida. Located on approximately 1.16 acres, this private island retreat is accessible by boat or private aircraft via Salty Approach Airstrip (FL90), Upper Captiva’s private 1,800-foot grass runway. The property also includes a hangar below the home, making it ideal for aviation enthusiasts. FL90 is best suited for experienced pilots flying light aircraft designed for short-field and turf operations, including planes in the style of Cessna 150, 152, 172, 182, 206, Piper Cub, Super Cub, Aviat Husky, Maule, Kitfox, and similar STOL-capable aircraft. For seaplane owners, welcome home. The residence features 5 bedrooms, 5 bathrooms, and over 3,900 square feet designed to capture panoramic water views and sunsets. A private elevator services all four levels. Inside, the home offers spacious living and entertaining areas with marble, tile, and wood flooring throughout. The chef’s kitchen includes premium appliances, wine and beverage refrigeration, ice maker, and an open layout ideal for hosting. Outdoor living is exceptional, with expansive terraces and gathering spaces overlooking the water. A new Trex waterfront deck leads to a private composite dock with boat lift, ideal for a 40-foot Viking for serious fishing adventures, plus a fast boat such as a Nortech or Midnight Express for island-hopping and cruising. The dock may also accommodate a seaplane. Additional features include whole-house generator, hurricane impact windows and doors with shutters, outdoor kitchen, poolside cabana, exercise room, multiple entertaining spaces, and well water, septic, and propane gas service. A rare combination of privacy, adventure, and luxury waterfront living in one of Southwest Florida’s most exclusive island communities. Created for those who crave privacy, adventure, and a true sense of escape, this estate offers a lifestyle few properties can match. Spend your mornings heading out by Viking for serious fishing, your afternoons cruising by fast boat to nearby islands, and your evenings enjoying panoramic sunsets over Pine Island Sound. With a hangar below the home, private dockage, expansive terraces, and resort-style outdoor living, every detail supports an effortless fly-in, boat-in island lifestyle. This is more than a residence. It is a gateway to one of the most extraordinary waterfront experiences in Southwest Florida. With exceptional access to Boca Grande’s renowned deep-water fishing right from your back door, this remarkable estate is designed for the buyer who expects the extraordinary. Complete with a private sauna and every luxury appointment. The 29'5" x 36'7" hangar-style garage offers substantial space for aircraft.

211 Kingfisher Drive, Captiva

Courtesy of Coldwell Banker Realty

$4,900,000
3 Beds 3 Baths 2026010269 MLS
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.

19 Beach Homes, Captiva

Courtesy of John R. Wood Properties

$1,395,000
3 Beds 4 Baths 2026011545 MLS
An Island Masterpiece! This elegant, custom-designed island estate blends traditional island-style charm with contemporary sophistication. The home's exquisite detailing and bold roof lines create a unique and timeless design. Sited on an oversized lot close to gulf beaches on a quiet sandy lane. Hardie board siding, Pella impact windows, and electric storm shutters provide peace of mind. The private heated pool and screened outdoor entertainment area offer relaxation and island fun. Perfectly designed for high-volume vacation rentals. A grand two-story foyer welcomes you inside with an elegant winding wood staircase. Two spacious primary suites on the first level offer en suite baths with custom tile walk-in showers. The third guest bedroom enjoys its adjacent upgraded bath with a tub/shower. On the next level, the luxurious custom kitchen sparkles with granite countertops & stainless steel appliances. Deep dark wood cabinetry throughout the kitchen space offers elegantly curved corner cupboards for a sleek and functional appeal. Built-in yacht-style dining that seats 12+ in a three-side banquette uses the space ideally for entertaining. The living area meanders from the cozy TV/media area to covered screen porches and three levels of outdoor sundecks. Upstairs, the vaulted natural wood ceiling loft is a stunning focal point and versatile fourth sleeping space, offering gorgeous Gulf views through expansive sliding glass doors. Step up to the top lookout deck, where panoramic vistas of the Gulf and the island's natural beauty unfold. A rare blend of refined elegance and island serenity, this exceptional home is a magical seaside spot to enjoy your new island beach lifestyle.

4541 Conch Shell Drive, Captiva

Courtesy of Resort Properties Internationa

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

15153 Captiva Drive, Captiva

Courtesy of Premier Sotheby's Int'l Realty

$1,500,000
3 Beds 2 Baths 2026009229 MLS
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.

2030 Gulf Beach Villas, Captiva

Courtesy of Royal Shell Real Estate, Inc.

$1,900,000
2 Beds 2 Baths 2026006103 MLS
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.

2122 Gulf Beach Villas, Captiva

Courtesy of John R. Wood Properties

$280,000
1 Beds 2 Baths 2026010320 MLS
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.

4122 Bayside Villas, Captiva

Courtesy of John R. Wood Properties

Selling Office: .

$84,900
2026010425 MLS
FANTASTIC Residential Lot on North Captiva Island! Desirable Area on the Island with Very Short Walk to the Ferry and The Island Club at North Captiva and all the amenities it has to offer. Lush and Tropical... Wonderful building lot. Close to Butterfly Beach and a Short Distance to all of the Island Beaches and the Island Amenities. Come and Explore all that North Captiva Island has to Offer! Daily Ferry Services are available. Visit our Gorgeous Beaches with Amazing Fishing and Shelling. Drive a Golf Cart, Rent a Fat Tire Bike, or Walk the State Preserve, while Admiring the Birds, Tortoises, Eagles, Manatees, Dolphins, and other Wild and Marine Life! Island Amenities include Boats and Fun Store, Mangos Convenience Store and Outdoor Grill and Bar, Barnacles Outdoor Bar, Mainstay - Indoor and Outdoor Restaurant, Mainstays Ice Cream and Gift Shop. and Over the Waterfront Restaurant!

516 Longboat Circle, Captiva

Courtesy of Swept Away Realty

$2,394,000
3 Beds 3 Baths 2026009643 MLS
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.

1602 Lands End Village, Captiva

Courtesy of Kingfisher Real Estate, Inc.

$649,000
2 Beds 2 Baths 2026007264 MLS
Perfectly positioned within the gates of South Seas Resort on Captiva Island, 601 Marina Villas presents a fully reimagined two bedroom corner residence that effortlessly blends modern refinement with relaxed coastal living. The condominium has undergone a complete renovation, showcasing custom wood cabinetry, quartz countertops in both the kitchen and bath vanities, a tiled backsplash, stainless steel appliances, and updated lighting that accentuates the bright, airy interior. A thoughtfully designed built in dining bench adds architectural interest while enhancing everyday functionality, complementing the open, inviting living spaces. Coastal inspired furnishings complete the aesthetic, creating a sophisticated yet comfortable environment ideal for personal enjoyment or income producing potential. As a corner residence, the home benefits from enhanced privacy and abundant natural light. Marina Villas residents enjoy access to a community pool, and for those drawn to life on the water, the potential opportunity for a boat slip offers a rare extension of the island lifestyle, seamlessly connecting you to the surrounding waterways and resort amenities.

601 MARINA VILLAS, Captiva

Courtesy of John R. Wood Properties

Selling Office: .

$1,450,000
2 Beds 2 Baths 2026009215 MLS
Welcome to Sunset Captiva, a small community nestled in Captiva's "Village". This Gulf to Bay community offers privatedeeded beach access to the sugar sand and shell strewn beaches of Captiva. Community boat docks with water & electric for yourconvenience after a day of fishing in Pine Island Sound. Enjoy the sparkling community pool, BBQ grills with picnic tables and pickleball/tennis courts. Walk to shopping, island restaurants with live entertainment and the marina. This island getaway has 2 bedrooms, 2 baths andbonus area for additional guests. The home has a functioning elevator/lift that goes from the ground level to the first floor. The screenedlanai is a perfect area for relaxing or entertaining. Recent improvements include a fresh coat of paint on the interior, new range, refrigeratorand Bosch dishwasher, carpeting, main floor bathroom vanity, family room furniture and flat screen TV, HVAC and hot water heater, metalroof and skylight, exterior repainting, new white shell around home and refreshed landscaping, improvements to existing irrigation system.Home is being sold furnished and is move-inready.

38 Sea Hibiscus Court, Captiva

Courtesy of Royal Shell Real Estate, Inc.

Selling Office: .

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

16950 Captiva Drive, Captiva

Courtesy of Premier Sotheby's Int'l Realty

$653,000
2 Beds 2 Baths 2026006402 MLS
Old style Florida cottage has been fully remodeled while maintaining it’s charm such as seen in the tongue and groove ceilings. A new kitchen with open shelving, custom white cabinets and new appliances makes for a beautiful and efficient cooking experience. Both bathrooms are updated with charming vanities and beach cottage style tile. An aluminum standing seam roof with kynar finish, hardie board siding and new windows are new in the last 4 years. One open deck off the living area and a screened in porch off the kitchen provides additional areas to enjoy this peaceful island. A ground level enclosed area is great for storage and cleaning supplies. Three homes down sandy lane to beach on Gulf side. This home, close to the beach, is one of the most affordable on island and ready to start enjoying. Owner has used partially as a vacation rental to off-set some costs while enjoying for personal use for various times throughout the year. Buyer to verify information in listing.

4570 Escondidio Lane, Captiva

Courtesy of LISTWITHFREEDOM.COM

Selling Office: .

$1,300,000
2 Beds 1 Baths 2026001009 MLS
Rare Bayfront Fixer Upper!  Impressive panoramic big water views combine with a private sandy bayside beach and the best island fishing right from your dock. This tropical retreat features vaulted ceilings, a cozy fireplace, and light-filled living spaces with a seamless connection to the outdoors, designed for relaxed island living. The heart of the home opens to a large, open porch facing the bay, where gentle breezes, passing boats, and colorful sunrises create the perfect setting for morning coffee and evening gatherings. Overlooking Pine Island Sound, this home offers a rare opportunity to extend the existing wooden dock so you can park your new boat right outside your door. Inside, the open-concept living area is enhanced by soaring ceilings and an airy layout that brings the bay views into everyday life. The open kitchen with a dining bar flows naturally into the main living space, making it ideal for entertaining, casual meals, and easy island living both inside and out. This classic beach cottage fixer-upper is an exceptional blank canvas—a rare chance to personalize and transform a truly special waterfront setting into your dream bayfront retreat. The large adjacent lot located on 130 Mourning Dove Dr is also available for purchase to create extra privacy.  Located on North Captiva Island - a private, boat-access-only barrier island known for pristine beaches, wildlife preserve, and golf-cart-only roads. This low-priced gem is true bayside living at its best—peaceful, scenic, and full of potential.

131 Kingfisher Drive, Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$1,622,500
2 Beds 2 Baths 2026002162 MLS
Panoramic views of the Gulf! Designed to capture the beauty of its waterfront setting, this expansive great room is wrapped in walls of glass that frame sweeping views of the Gulf, fairway and tropical grounds beyond. Wide-plank light oak flooring, crisp crown molding, and a soft neutral palette create a serene, sophisticated backdrop, while recessed lighting and modern ceiling fans add understated function and style. The open-concept layout flows seamlessly from the living area to the dining space and kitchen, ideal for both relaxed island living and effortless entertaining. Custom built-in cabinetry provides a refined focal point, blending warm wood tones with display shelving and integrated media storage. Floor-to-ceiling windows and sliding glass doors bathe the interior in natural light and open to outdoor living spaces, blurring the line between indoors and out. Thoughtfully curated furnishings and coastal textures enhance the airy ambiance, making this a welcoming retreat with timeless appeal. Two spacious bedrooms and finely appointed baths along with a gorgeous kitchen complete this stunning Land's End unit. Community amenities include beach access, a fitness center, tennis, pool and spa. Did I mention the Sunsets! Wow!

1641 Lands End Village, Captiva

Courtesy of Kingfisher Real Estate, Inc.

Selling Office: .

$5,500,000
2026003811 MLS
Beachfront on Captiva - 1.07 acres of pristine beachfront on one of the Gulf Coast’s most exclusive islands, Captiva Island. Imagine owning 106 feet of direct Gulf Frontage and highly desirable Western Exposure, this rare homesite offers unobstructed sunsets, endless water views, and the soothing sound of waves meeting the white sand shoreline. One of only a handful of remaining buildable beachfront parcels on Captiva’s famed Gold Coast, this exceptional property provides the scale and privacy to create a luxury coastal estate or multi-generational family compound, a lifestyle that is increasingly rare in today’s market. Envision a custom residence with an expansive pool and spa overlooking the Gulf, morning shelling walks, world-class fishing, and tranquil evenings framed by colorful sunsets and the sea breeze flowing through your future home. The property is surveyed and includes professionally designed building plans for a stunning 7,995 SF multi-level residence with a second-floor pool and separate guest quarters, offering a virtually shovel-ready opportunity or the freedom to design your own coastal retreat. With over 400 feet of depth and natural privacy from Captiva Drive, it is ideal for creating a secluded beachfront retreat while remaining close to the island’s village. Just a short stroll to Andy Rosse Lane, the heart of Captiva’s charming and laid-back lifestyle, with boutique shops, waterfront dining, and iconic restaurants such as The Mucky Duck, The Bubble Room, Green Flash, and Old Captiva House. Enjoy nearby marinas, watersports, South Seas Island Resort and Golf Course, Tween Waters Inn & Marina, and miles of unspoiled white sand beaches, all within a stroll of your future home. Captiva provides an unhurried island setting with no traffic lights or commercial congestion. The ideal setting for a private island retreat, yet conveniently located just a short drive from RSW International Airport, Page Field for private aviation, and Naples, offering world-class fine dining, luxury shopping, and cultural amenities. This is a truly irreplaceable Gulf-front estate parcel in one of Florida’s most prestigious luxury real estate markets, offering scale, flexibility, privacy, and direct beach frontage that is rarely available on Captiva Island or the Sanibel barrier islands. A premier opportunity to build a legacy property on the Gold Coast of Southwest Florida’s Gulf Coast.

16970 Captiva Drive, Captiva

Courtesy of Compass Florida LLC

$1,150,000
2 Beds 2 Baths 2026002157 MLS
Morning light floods the beautiful window lined sunroom of this fabulous condo creating spectacular views of the sparkling lake and of the magnificent sunrise over Pine Island Sound. Lands End is at the far north end of Captiva surrounded by aquamarine water on three sides and by the South Seas golf course to the south. It is essentially in island unto itself. Enhanced by the incredible South Seas Resort amenities but set apart down a winding waterfront road, the quaint Land’s End Village creates a quiet, peaceful setting. Residents enjoy a nearly private beach along the Gulf side of the community that begins at Redfish Pass and extends along the golf course to Sunset Beach and beyond. Just steps from the condo, gathering for a toast at sunset at the dynamic rock peninsula that borders the far north end of the beach is a nightly ritual that is the perfect way to end an incredible day on Captiva. Lands End is a small community of only 68 units with a private pool, spa, fitness room, tennis courts and grilling areas. Inside the condo the high ceilings, abundant windows, gorgeous natural light, large rooms, soft neutral colors, and open floor plan make this luxurious space comfortable and inviting. Guests enjoy a private balcony while the primary bedroom opens to the lanai. Thoughtful design details such as the custom turtle mosaic in the guest bath and decorative accent tiles in the primary bath add a whimsical aspect that is fitting of this amazing vacation destination. In unit laundry and under building parking and storage add convenience. The incredible family friendly amenities of South Seas including pools, water slides, golf, marinas, tennis, dining, a water park, ice cream parlor, and trolly transportation that are available with resort membership. The shopping and dining of the Captiva Village add to the amazing island experience which includes the weekly Farmer’s Market in season. Everything you need for a perfect vacation or year round home on the island is here! Welcome to Land's End!

1655 Lands End Village, Captiva

Courtesy of Pfeifer Realty Group LLC

Selling Office: .

$5,699,000
5 Beds 4 Baths 2026002529 MLS
A rare Gulf-front estate opportunity on Captiva Island featuring approximately 100 feet of direct beachfront and estate owned multifamily entitlement, a combination virtually impossible to replicate under current zoning and coastal regulations. The property includes a 3 bedrooms, 3 baths main home with a 2 bedroom guest home, private pool, detached garage and beachside cabana and screened gazebo. The estate zoning with multifamily use sets this property apart for a custom legacy residence, multigenerational compound, or future redevelopment, while preserving the low density character of this stretch of Captiva Drive. Opportunities of this scale, frontage, and zoning are exceedingly limited and rarely come to market. A grandfathered shared bulkhead adds lasting value and provides direct bay access. Positioned among Captiva’s most notable properties, this estate parcel delivers exceptional value to renovate or explore redevelopment opportunities!

16632 Captiva Drive, Captiva

Courtesy of Kingfisher Real Estate, Inc.

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