Captiva Homes with Navigable Waterfront type

Welcome to Captiva, Florida, a hidden gem nestled in Lee County, where the sun kisses the shore and the gentle waves of the Gulf of Mexico beckon you to experience a life of tranquility and adventure. Known for its stunning beaches, lush landscapes, and vibrant sunsets, Captiva is a paradise that attracts those seeking a serene escape or a permanent slice of island living.

Captiva is renowned for its navigable waterfront properties, offering homeowners direct access to the pristine waters of the Gulf. Imagine waking up to the soothing sounds of the sea, stepping out onto your private dock, and setting sail for a day of fishing, boating, or simply exploring the breathtaking coastline. Homes here are designed to embrace the beauty of the waterfront lifestyle, with expansive views, open floor plans, and outdoor spaces perfect for entertaining or unwinding after a long day.

The community is rich in charm, featuring quaint shops, delightful eateries, and a warm, welcoming atmosphere that makes it easy to feel at home. Whether you’re strolling along the sandy shores or enjoying a sunset dinner at one of the island's renowned restaurants, Captiva offers a unique blend of relaxation and recreation.

With its navigable waterfront homes, Captiva presents an unparalleled opportunity for those looking to immerse themselves in a coastal lifestyle. Discover your dream home in this idyllic setting, where every day feels like a vacation and the beauty of nature is right at your doorstep. Welcome to Captiva—where life is a little sweeter by the water.

Newest Captiva Homes with Navigable Waterfront type

$2,650,000

3 Beds ⋅ 3 Baths ⋅ 2026041375 MLS ⋅ Seabreeze BLDG.

Experience waterfront luxury at its finest in this stunning three-bedroom, three-bathroom condominium nestled within the prestigious South Seas Resort, Captiva Island's most exclusive waterfront destination. This meticulously renovated 1,405-square-foothaven feels more like an elegant home than a traditional condo, thanks to the visionary design work by renowned designer Aniko and master contractor Will Smith, who elevated the space with top-of-the-line finishes throughout. Step inside to discover exquisite craftsmanship where panoramic views of Pine Island Sound create a backdrop that rivals the world's finest luxury yachts. The northeastern tip of the island location offers unparalleled privacy while providing spectacular colorful sunrise views over the Sound and breathtaking sunsets over the Gulf of Mexico. From your windows, witness dolphins and manatees playing directly in the pristine waters below—a wildlife lover's dream come true. The Seabreeze Villa's unique eight-unit design includes covered parking for both vehicles and golf carts, plus generous interior and exterior storage options. Choose to participate in the exclusive Club Captiva membership to unlock access to South Seas' world-class amenities (currently enrolled in Timbers most exclusive rental agreement 'Homes of Distinction'), seaside dining venues, Captiva Landing, Bayview pools, upcoming spa services, and the coveted opportunity to lease dock space at South Seas Yacht Harbour for vessels up to 100 feet on daily, monthly, or annual terms. This premium location overlooks The Clutch Golf Course, offering stunning fairway vistas, while the legendary Redfish Pass provides exceptional sportfishing opportunities just moments away. The property provides effortless access to the enchanting upper islands within minutes, positioning you at the heart of Southwest Florida's most sought-after boating and fishing paradise. Whether you're seeking a primary residence, vacation retreat, or lucrative investment opportunity through the established Homes of Distinction Rental Program, this property delivers exceptional returns on every front. The rare combination of resort-style luxury amenities, pristine natural surroundings, and sophisticated living spaces creates an unmatched island lifestyle where extraordinary moments unfold daily in your own private paradise.

Captiva

$2,700,000

3 Beds ⋅ 3 Baths ⋅ 2026041373 MLS ⋅ Seabreeze BLDG.

Wake to breathtaking sunrises over Pine Island Sound and toast the evening as the sun melts into the Gulf of Mexico from this stunning waterfront retreat on Captiva Island. This beautifully appointed three-bedroom, three-bathroom condominium feels more like a private luxury yacht than a traditional residence, perched directly on the Sound with panoramic water views. Watch dolphins dance through the shallows, shorebirds glide along the coastline, and sport fishermen venture out at first light. From the spacious open-air balcony, golden sunsets over the Gulf become your nightly ritual. The coveted Seabreeze floor plan lives graciously, with two of the bedrooms featuring its own ensuite bath and direct access to a generous lanai. A complete renovation has just been finished, showcasing premium stainless-steel appliances, elegant quartzite countertops, a charming shiplap breakfast bar, all-new bathrooms with designer mirrors, updated flooring throughout, and windows and doors meeting or exceeding current Florida building standards. Partially furnished with a coastal living and dining collection, this home is truly ready for your personal signature. The surrounding neighborhood offers an unparalleled island lifestyle. Nearby, the Captiva Kayak Launch invites effortless waterfront exploration. With membership, residents enjoy world-class amenities including the Bayview pool complex just footsteps away, a seaside golf course, children's programs, watersports, three waterfront dining destinations, and the Captiva Landing water park. This is more than a home — it is an elevated island lifestyle where every day feels like a getaway. Schedule your private showing today.

Captiva

$549,000

1 Beds ⋅ 2 Baths ⋅ 2026041371 MLS ⋅ Bayside Villas BLDG.

Just renovated Bayside Villa located in the gated private South Seas Resort. New kitchen and bathrooms to include granite countertops, shaker cabinets, new flooring, gorgeous walk-in shower all set in a soothing sea salt palette. Wake up to sunrise over Pine Island Sound. The Bayside amenities include an oversized sun-drenched pool and spa, under building parking, on site laundry, pool baths, marina side grills and picnic areas. No rental commitments so all options open. Move in and enjoy or place your property in a rental program. Just footsteps to the beach for a dip in the Gulf of Mexico. Easy access to village of Captiva's shops, restaurants, boating and water sports. Enjoy South Seas world class amenities with membership. Immerse yourself in the luxury of this stunning property. This exclusive opportunity enhances your living experience, offering a range of premium amenities and services tailored for members and guests. With this exceptional membership, enjoy unparalleled access to facilities that elevate your lifestyle.

Captiva

$2,795,000

3 Beds ⋅ 2 Baths ⋅ 2026035636 MLS ⋅ Beach Homes BLDG.

A rare opportunity to own a classic three-bedroom beach home in South Seas Resort, perfectly positioned to capture sweeping views of the Gulf beach, pool and Captiva's spectacular nightly sunsets. Wake up to views of the beach from the primary bedroom, gather with family and friends in the vaulted living room, and end the day on the spacious screened lanai as another unforgettable Captiva sunset unfolds directly in front of you. The inviting three-bedroom, two-bath floor plan offers comfortable island living with a full kitchen, vaulted ceilings, beach views from the living spaces and primary bedroom, and a generous, screened lanai overlooking the pool and Gulf shoreline. The home is wonderfully suited for relaxed family vacations, entertaining friends or enjoying as a personal island retreat while offering the potential for rental income when you're away. A new 2026 roof adds important peace of mind, while the home's classic character leaves an opportunity for its next owner to update and personalize the interiors to reflect their own vision of Captiva living. And then there is South Seas. Ownership places you within one of Captiva Island's most celebrated resort environments, with access to Club Captiva amenities including the resort's pools and water features, golf at The Clutch, fitness center, waterfront dining, beach services, water sports and the family-friendly adventures of Captiva Landing. But perhaps the greatest amenity is the one that cannot be recreated: your front-row seat to the Gulf of Mexico. Imagine morning coffee on the screened lanai, barefoot walks along the beach, afternoons at the pool, family dinners and evenings gathered together as the sun sinks into the Gulf. Priced to sell and ready for its next chapter, this is an exceptional opportunity to own a piece of Captiva's most treasured beachfront lifestyle. Come see the home. Stay for the sunset.

Captiva

$2,695,000

4 Beds ⋅ 3.5 Baths ⋅ 2026028828 MLS

Welcome to your private island retreat on Captiva Island, where tropical elegance, direct boating access, and beachside livingcome together in one extraordinary property. Nestled amid lush native landscaping and swaying palms, this waterfront home offers the rarecombination of private dockage, direct boating access to the Gulf waters and surrounding islands, and beach access with parking just stepsaway at Blind Pass. Designed to embrace the beauty of its island surroundings, the residence exudes timeless coastal charm with bright,light-filled interiors, soaring ceilings, arched windows and doors, and seamless indoor-outdoor living. Outside, a resort-style pool issurrounded by mature tropical gardens, creating a peaceful sanctuary for relaxation and entertaining. A private dock tucked along the naturalshoreline provides a serene setting for launching a boat, kayak, or paddleboard. From the private dock, enjoy direct boating access viaRoosevelt Channel to Pine Island Sound, the Gulf of Mexico, North Captiva, Cayo Costa, and world-class fishing, shelling, cruising, andwaterfront dining destinations throughout Southwest Florida. Whether setting out for a day on the water or exploring nearby islands, thisexceptional location offers the very best of the island boating lifestyle. Thoughtfully designed with four spacious bedrooms and multiple deckspaces on either side of the home, the residence offers inviting places to relax and take in the tropical surroundings. Wonderfully appointedwith an eclectic island vibe, it perfectly captures the laid-back elegance that defines Captiva living. The residence has also enjoyed a stronghistory as a successful vacation rental, offering owners the ability to offset carrying costs while preserving flexibility for personal use.Whether you're enjoying sunrise walks along Captiva's pristine beaches, afternoons on the water, or evenings by the pool beneath the palms,this exceptional property captures the essence of island living. Private, tranquil, and surrounded by nature, it is a rare opportunity to own atrue Captiva Island retreat where boating, beach, and investment potential meet.

16785 Captiva 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

$1,395,000

3 Beds ⋅ 2 Baths ⋅ 2026002705 MLS ⋅ Beach Villas Condo BLDG.

Discover your slice of paradise in this exquisitely renovated two-bedroom, two-bathroom condominium nestled within the prestigious South Seas resort on enchanting Captiva Island. This direct gulf front sanctuary seamlessly marries coastal elegance with contemporary sophistication, offering an unparalleled retreat where pristine white sugar sand beaches meet your doorstep. Step into a world where luxury meets comfort, featuring a completely transformed interior reimagined with elevated coastal décor and new contemporary furnishings that whisper tales of seaside serenity. The thoughtfully designed space includes stainless steel appliances, luxury vinyl tile flooring, and a walk-in shower plus a shower-tub combination for ultimate convenience. Impact glass sliders frame breathtaking sunset vistas over the Gulf of Mexico, while native plants and swaying palms create a natural masterpiece beyond your windows. This turnkey residence comfortably accommodates six guests, making it an exceptional investment opportunity with outstanding rental potential. The building's recent comprehensive renovation includes a striking new standing seam metal roof, fresh exterior paint, updated laundry facilities, refreshed pool area, and an enchanting turtle-safe lighted boardwalk leading directly to the beach. Your participation in Club Captiva membership unlocks a treasure trove of world-class amenities that transform everyday living into extraordinary experiences. Dedicated staff will arrange your beach chairs and umbrellas while you indulge in seaside dining, exhilarating water sports, fitness facilities, seaside golf, Captiva Landing waterslides, and the meandering lazy river. Resort trolley service, supervised kids camp, and countless recreational activities ensure every moment brims with possibility. Embrace the subtropical climate where warm winters and tropical summers create an idyllic backdrop for abundant wildlife encounters. Watch pelicans dive for lunch, dolphins frolic in azure waters, or try your luck catching snook. The healthy outdoor lifestyle beckons with beach walks, pickleball, tennis, and swimming in crystal-clear waters. Beyond the resort's boundaries, adventure awaits at nearby attractions including the renowned J.N. "Ding" Darling National Wildlife Refuge, scenic Redfish Pass, and the pristine Pine Island Sound. Captiva's unique positioning offers easy access to charming upper islands for delightful lunch excursions and exploration. This meticulously maintained property features thoughtful touches like a convenient shell cleaning station and beautifully relandscaped grounds adorned with vibrant flowers and towering palms. The building's comprehensive renovations ensure worry-free ownership while the prime location guarantees enduring value in one of Florida's most coveted destinations.

Captiva

$4,900,000

5 Beds ⋅ 4.5 Baths ⋅ 2025023311 MLS ⋅ Beach Homes BLDG.

Picture yourself on island time where contemporary coastal elegance meets the pristine shores of Captiva Island. This 5 bedroom, 4 1/2 bath Gulf front gem represents the thoughtfully reimagined collaborative vision of Amy Nowacki's architectural expertise, Will Smith's masterful construction, and Aniko's inspired interior design—creating a space that's as refined as it is relaxed. Step inside where every thoughtful detail whispers "come as you are" while surrounding you with serious comfort. The heart of this stunning home showcases a chef’s dream kitchen featuring Subzero, Wolf, and Bosch appliances and custom wet bar that make whipping up everything from morning coffee to sunset cocktails feel like pure joy. The contemporary coastal vibe flows naturally throughout, blending clean, modern touches with those warm, beachy textures that make you want to kick off your shoes and stay awhile. The upper level unfolds like a private resort—a wonderfully spacious family room, bonus room and full bath with exceptional panoramic Gulf views. Watching dolphins play in the waves or catching those legendary Captiva sunsets becomes your new favorite daily ritual. The perfectly placed wet bar makes entertaining friends and family a breeze, while that extended upper sundeck creates the ultimate indoor-outdoor hangout spot where island breezes are always present. Three generously appointed ensuite bedrooms, bunk and bonus rooms give everyone their own luxurious retreat to unwind. The primary bedroom is your personal sanctuary, while a delightful bonus room offers endless possibilities with impressive closet space that opens gracefully to both the family room and that amazing deck—perfect for morning coffee or evening stargazing. The architectural improvements extend beyond mere aesthetics, with a new standing seam metal roof providing both durability and visual appeal against the island’s subtropical elements. Thoughtful landscaping is currently underway transforming the property into a lush tropical oasis that feels perfectly at home in Captiva's stunning natural setting. Literally footsteps away the beach, the Beach Home pool and Tennis Court create an active lifestyle playground. This exceptional residence sits within the exclusive South Seas Resort community where world-class amenities to include the Captiva Course, recently opened Beach House gulf front restaurant, Captiva Landing watersports and resort’s Yacht Harbour catering to nautical enthusiasts are available with Club Captiva membership. The abundant wildlife, sea life and pristine natural environment offer daily reminders of why Captiva remains a most coveted destination. For those considering investment potential, this property offers exceptional rental income opportunities within the resort’s established vacation rental program, combining your own personal enjoyment with financial returns in one of Florida’s most desirable markets.

Captiva

$3,750,000

3 Beds ⋅ 3 Baths ⋅ 225029219 MLS

Nestled along the most coveted stretch of Captiva Island’s Gold Coast, This charming Old Florida-style main house boasts a private pool area and expansive deck space, creating a perfect retreat. Inside, high vaulted ceilings and an open kitchen enhance the spacious feel. Situated in the Estate Zone District, this property offers deeded beach access just steps away. Perfectly positioned in the heart of this prestigious area, the dune-wide beachfront setting offers breathtaking views and unparalleled serenity.Whether you choose to enjoy it as is or expand with additional square footage or a separate living structure, the possibilities for creating a private family compound are endless. A cherished part of a family estate for over 40 years, this property is surrounded by lush tropical landscaping, enhancing its secluded and tranquil ambiance. For those seeking the ultimate private retreat, two adjacent properties—16530 Captiva Drive and 16548 Captiva Drive—are also available, presenting a rare opportunity to create a 300-foot beachfront and 100-foot bayfront compound spanning over 5.25 acres. Whether enjoyed as a standalone sanctuary or as part of a grand waterfront estate, this is truly a once-in-a-lifetime chance to own an iconic piece of Captiva Island.

16543 Captiva DR, Captiva

$12,500,000

5 Beds ⋅ 5.5 Baths ⋅ 225024734 MLS

The Crown Jewel of Captiva Island, the one and only Sandpiper Estate. For the first time ever, the iconic Sandpiper Estate is available for purchase, presenting an extraordinary opportunity to own a legacy property on Captiva Island’s prestigious Gold Coast. Spanning 200 feet of prime sandy beach frontage, this breathtaking estate is a rare sanctuary where timeless elegance meets coastal tranquility. Designed for privacy, relaxation, and entertaining, the estate has been cherished for over 40 years as a treasured family retreat and now, it’s ready for its next fortunate owner. The main residence is a masterpiece of waterfront luxury, featuring 3-4 private bedrooms, a spacious central gathering area, and a fantastic kitchen with panoramic Gulf views. A grand dining area offers an elegant setting for entertaining, while a private study provides a quiet retreat. The home seamlessly blends indoor and outdoor living, with an expansive screened lanai, multiple lounging decks, and breathtaking views from every angle. The outdoor spaces feel like a private resort, complete with a spectacular pool area offering unparalleled privacy and stunning waterfront views. Just off the pool, a charming beachside bungalow provides additional accommodations with two guest suites, each with en-suite baths, and a spacious family room for relaxing by the shore. The estate also includes a private tennis court, an additional 2 Br guest house or caretakers quarters, and lush tropical landscaping, creating a secluded and serene retreat. For those seeking the ultimate private estate, two adjacent properties, owned by this same owner, 16548 Captiva Drive and 16543 Captiva Drive are also available, allowing for the creation of an unmatched beach to bay front compound that offers a total of 300 ft of beach frontage, 100 ft of bay frontage with well over 5.25 acres total. This opportunity is more than a home; its a once-in-a-lifetime opportunity to own an iconic piece of Captiva Island.

16530 Captiva DR, Captiva

$5,250,000

4 Beds ⋅ 3 Baths ⋅ 225013345 MLS

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

15899 Captiva DR, Captiva

Start Your Search

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.

Captiva Homes with Navigable Waterfront type

Newest Captiva Homes with Navigable Waterfront type

How much is your home worth?

How much is your home worth?

Brown Real Estate Group

Search

Resources

About