Captiva Homes For Sale & Real Estate - 67 homes

Remarks: Welcome to 1667 Lands End Village within world renown South Seas Resort on the northern tip of Captiva Island. This gorgeous, coastal inspired 2 bedroom / 2 bath condominium offers serene and mesmerizing views of the Bay (Pine Island Sound), the newly designed Clutch golf course and over to the Gulf of Mexico. A well designed, bright and light contemporary floor plan offers a spacious living room, nicely appointed kitchen, airy dining area, a peaceful primary suite & bathroom with a walk-in shower and free standing tub, comfortable guest bedroom & bath. Recent updates include new kitchen appliances, flooring & baseboards, freshly painted throughout and new condensor. The Association has new metal roofs, gorgeous landscaping, tennis courts, private fitness area, ground level storage locker, under building parking, grills, resort style swimming pool and hot tub, expansive pool deck and dedicated bathrooms. Experience luxury living at its finest! Please call for a private showing.

Listing is courtesy of: Royal Shell Real Estate, Inc. (239-472-0078)

Listing Agent: Mary Ann Cowart (239-851-6447)

Remarks: Don’t miss this RARE two-story, 3 bedroom, 3 bathroom Beach Villa offering direct gulf views! The corner location ensures abundant natural light and enhanced privacy, while the open floor plan seamlessly connects the living, dining, and kitchen areas, perfect for entertaining or relaxing after a day at the beach. Savor in the calm sound of the waves while witnessing an incredible Captiva sunset from the luxury of your living room or patio. Located on the lower level are the primary bedroom with en-suite bathroom and a guest bedroom + bathroom. Stack washer & dryer as well! Walk upstairs to the additional bedroom offering an en-suite bathroom. Plenty space for family, friends, and guests! If you’re seeking an investment or family property, this property provides the perfect blend of coastal living and convenience. As part of Gulf Beach Villas, residents and guests enjoy access to a pool, tennis/pickleball courts, grills, and steps to the sandy beaches. Just walking distance to the Village of Captiva, retail shops, Starbucks, and restaurants!

Listing is courtesy of: John R. Wood Properties (239-472-2411)

Listing Agent: Leane Taylor Suarez (239-872-1632)

Remarks: Just steps from toes in the sand!! Meticulously redesigned and completely renovated in 2020 by renowned island builder, Estate Management Construction, this exquisite 2-bedroom, 2-bathroom condo is a turn-key treasure offering unparalleled luxury within the gates of South Seas Resort. Every detail has been thoughtfully crafted to enhance both form and function. The reimagined floor plan maximizes space with an expanded kitchen featuring an extended quartz island, providing ample counter and storage space—perfect for entertaining or everyday living. Truly one-of-a-kind, this condo showcases white-oak engineered hardwood flooring, premium stainless steel KitchenAid appliances, impact-rated sliding glass doors, and elegant floor-to-ceiling tile in the walk-in showers. Coastal contemporary furnishings and hardwood shaker doors add to the refined yet relaxed aesthetic. This condo offers the ultimate island lifestyle with easy access to Captiva’s renowned white sandy beaches, charming village shops, Starbucks, and local island dining eateries. Experience coastal living at its finest in this rare gem that blends luxury, comfort, and the essence of Captiva Island.

Listing is courtesy of: John R. Wood Properties (239-472-2411)

Listing Agent: Leane Taylor Suarez (239-872-1632)

Remarks: Amidst lush palms and native tropical landscaping, this charming condo comes fully furnished and ready to enjoy. Located within South Seas Resort, this second-floor, 1-bedroom Tennis Villa offers a serene and convenient island lifestyle. The condo features an open floor plan with bright island-inspired décor, luxury vinyl flooring, wood shiplap accent walls, a fully equipped kitchen with granite countertops, and a screened lanai overlooking a beautifully landscaped courtyard. Relax and unwind in this peaceful setting while enjoying all the amenities of the South Seas Villas community, including a private pool, grilling stations, and a picnic area. Just a short walk from Captiva’s beaches along the Gulf of Mexico, and close to the Village’s shops and restaurants, this condo offers an unbeatable location for experiencing the best of island life. Whether you're seeking a personal retreat or an investment opportunity, 3221 Tennis Villas is your gateway to paradise!

Listing is courtesy of: John R. Wood Properties (239-472-2411)

Listing Agent: Leane Taylor Suarez (239-872-1632)

Remarks: Embraced by the sparkling waters of the Gulf & the mesmerizing Bay, this extraordinary estate, Dolphins Crossing, offers unparalleled luxury and rare waterfront living. Spanning from Gulf to Bay, this breathtaking property is truly a unique find. A special aspect of this iconic estate is the historic boathouse, expertly curated as a charming & updated guest cottage with timeless character, and magnificent bay views. The main residence is a spectacular blend of elegance and comfort, featuring breathtaking & expansive living spaces with panoramic Gulf & Bay views, travertine stone, custom designs and finishes throughout, & a chef's kitchen that will inspire culinary creativity. Impressive indoor and outdoor entertaining areas seamlessly connect, including an expansive outdoor area framed by a sparkling pool and spa. From the huge garage to the top floor guest suites, the added comfort features are too numerous to mention. With direct access to both the Gulf & Bay, this estate offers the ultimate island lifestyle. Dolphins Crossing presents a rare opportunity to own a piece of history while enjoying the finest in modern luxury living. This is more than just a home - it's a legacy.

Listing is courtesy of: Kingfisher Real Estate, Inc. (239-472-4411)

Listing Agent: Valerie Tutor (239-834-8141)

Remarks: In the days of historic Captiva when cottages were all you needed because you spent your time outdoors fishing and visiting with neighbors, when Andy Rosse, Binder, and Dickey were more than just funny names on street signs, life was simpler. Reminiscent of the “old Captiva” lifestyle, this Sunset Captiva cottage embodies the spirit of the island fishing camps synonymous with this area. Borrowing from the wisdom of old Florida construction, the pecky cypress siding is naturally resistant to decay and insects. The sprawling porches are the perfect backdrop for sharing an evening meal and relaxed conversation at the end of a long day. Sunset Captiva offers one of the few options in the Captiva Village where a private owner or renter can keep a boat. Whether jumping on your boat for a day of restaurant hopping from Cabbage Key to Boca Grande, spending a leisurely afternoon fishing from the dock or getting some exercise paddleboarding in the Gulf, Sunset Captiva has all the tropical watersports covered. If land-based sports are your preference, Sunset Captiva offers a pool, beach boardwalk, tennis courts, and one of the island’s only community pickleball courts.

Listing is courtesy of: Premier Sotheby'S Int'L Realty (239-472-2735)

Listing Agent: Jeffrey Burns (239-464-2984)

Remarks: You really can have it all! Boating on the Bayside and the beach at your door. An unparalleled setting with tremendous views from every room of this exceptional residence that enjoys stunning sunrises, and phenomenal sunsets. 150 ft of linear gulf frontage allows for 180* unobstructed views of the Gulf ofMexico. As you enter this commanding residence, your eye is drawn through the great room, to the bayside with its abundance of daily wildlife. Five ensuite bedrooms ensure privacy and comfort, while a private elevator and temperature-controlled wine room enhance convenience and luxury. The first level offers tremendous storage, and the home is being sold as-is. The buyer will assume responsibility for landscaping, irrigation, and repairs to the ground-level storage area. Interior areas sustained no damage ;trim was removed in preparation for window and door replacement, which will also be the buyers responsibility. Some west-facing windows have already been upgraded to impact glass. With eight brand-new AC systems and offered well below duplication cost, this home presents unmatched potential in a truly one-of-a-kind location.

Listing is courtesy of: Kingfisher Real Estate, Inc. (239-472-4411)

Listing Agent: Phaidra Mcdermott (239-898-3778)

Remarks: Located at Bayside Villas inside world renowned South Seas!

Listing is courtesy of: Royal Shell Real Estate, Inc. (239-472-0078)

Listing Agent: Mary Ann Cowart (239-851-6447)

Remarks: One of Captiva's most iconic residences resting on over 2.5 acres with 200 ft of bay-frontage overlooking the sparkling waters toward the preservation land beyond. Situated on a peninsula this property affords unparalleled wide water views unlike any other on the islands. As you approach up the shell drive you are surrounded by mature specimen plantings from around the globe that can only come with decades of establishment and deliberately arranged garden paths highlighting many exotic species. Upon arrival you are greeted with bay views before even entering due to the wonderful breezeway design which looks through to the wrap-around covered boat basin and gazebo. As you enter, you are welcomed with a hand forged cascading stairway which brings you to the interior for a knockout view. This sprawling one level home design is only possible because of the double water frontage of 200ft. Unequivocally the ultimate home for entertaining, with a massive relaxing area along with a knockout outdoor kitchen, spa and huge pool with billiards and more. Beautifully remodeled with a cool coastal feel that blends well with the architecture. Property is subdividable if desired.

Listing is courtesy of: Kingfisher Real Estate, Inc. (239-472-4411)

Listing Agent: Phaidra Mcdermott (239-898-3778)

Remarks: GULF BEACH VILLAS! The epitome of island living at this direct, Gulf-Front 1 bedroom, 1 bathroom condo located within the gates of South Seas Resort. Step inside to witness the amazing beachfront views throughout while offering a reconfigured floorplan that boasts stainless steel appliances, impact sliding doors, modern countertops, coastal furnishings, & bathroom with a walk-in floor-to-ceiling tile shower. Located at the South End of the Resort with close proximity to the Village of Captiva, Starbucks, retail shops, and world renown restaurants. The Gulf Beach Villas offers grills, tennis/pickleball courts, and pool deck. Whether you’re seeking an investment or family property, this condo provides the perfect blend of coastal living and convenience. You won’t miss a Captiva sunset from this property!

Listing is courtesy of: John R. Wood Properties (239-472-2411)

Listing Agent: Leane Taylor Suarez (239-872-1632)

Remarks: Escape to tranquility at Tennis Villas! This charming two-bedroom, two-bathroom, dual-level villa is nestled within the gates of South Seas Resort on Captiva. Boasting an open floor plan, this condo features a bright and inviting living space with granite countertops, impact-resistant sliding doors, coastal-inspired finishes, high ceilings, and carpeted bedrooms. Enjoy peaceful courtyard views with a desirable northern exposure, immersing yourself in Captiva's serene ambiance. This rare two-bedroom opportunity is not to be missed! The Tennis Villas community offers fantastic amenities, including a swimming pool, BBQ area, under-building storage, and elevators. Conveniently located near the Village of Captiva, local shops, Starbucks, the renown restaurants, and more! While not currently in a rental program, this property is ideal for potential income generation.

Listing is courtesy of: John R. Wood Properties (239-472-2411)

Listing Agent: Leane Taylor Suarez (239-872-1632)

Remarks: Welcome to Helemakai, a coastal sanctuary nestled on Captiva's Gold Coast. This exceptional property boasts an impressive 100 feet of pristine Gulf frontage, radiating coastal elegance. This property presents a unique opportunity to craft your dream retreat or enhance its existing structures. The current layout features a stunning Gulf-front main house with three inviting bedrooms, a spacious den that can adapt to your needs, a fireplace, and a luxurious primary suite on the upper level that offers a private balcony overlooking the shimmering Gulf of Mexico. Just steps away, a delightful guest house awaits, offering two bedrooms, a bathroom, and a combined kitchen/living area, perfect for hosting friends and family. As you pass through the entry gates, you'll discover a separate garage ensuring convenience. The outdoor oasis is nothing short of enchanting, featuring a screened pavilion, a gulf front cabana, a private pool and a picturesque boardwalk leading directly to the beach. Surrounded by lush tropical foliage, this property provides the ultimate seclusion and tranquility, ideal for savoring the breathtaking sunsets that illuminate the coastline. Helemakai is truly a rare gem, offering an unparalleled coastal lifestyle with direct bay access via a shared bulkhead. Whether seeking peaceful solitude or unforgettable gatherings by the sea, this luxurious property delivers the ultimate coastal lifestyle where your vision of paradise can come to life.

Listing is courtesy of: John R. Wood Properties (239-472-2411)

Listing Agent: Leane Taylor Suarez (239-872-1632)

Remarks: -PRICE REDUCED! Indulge in breathtaking sunrise views from this luxurious 3-bed, 3-bath condominium nestled in Land's End Village at the Northern tip of Captiva. Overlooking a serene lake, golf course, and Pine Island Sound, this 2-story masterpiece boasts a penthouse primary suite offering unmatched 180-degree vistas. Relax in the expanded living area featuring a glassed-in lanai, open lanai, and a private sundeck off the primary suite. Enjoy added conveniences like an upstairs laundry room, expanded primary walk-in closet, and a jetted tub for ultimate pampering. Elevate your experience with a private elevator, two dining areas, a breakfast bar, and opulent quartz and granite countertops. Sold furnished with exceptions, this haven awaits your personal touch to transform it into your island dream home. Minor storm damage has been expertly repaired, and with no rental history, rental options are open for consideration. Don't miss out on this unparalleled opportunity!

Listing is courtesy of: Royal Shell Real Estate, Inc. (239-472-0078)

Listing Agent: Fred Newman (239-826-2704)

Remarks: Nestled in the heart of Captiva, this home epitomizes the essence of the revered 'Gulf to Bay' community of Sunset Captiva. This Key West-style residence is ideally positioned within walking distance to the Village of Captiva, offering an array of water sports rentals, great restaurants, the historic Chapel by the Sea, art galleries & grocery shopping. The home itself is masterfully designed, featuring an expansive living room w/elevated ceilings, an inviting fireplace & plank flooring complementing the open floor plan. Thoughtfully updated kitchen with Dacor & Bosch stainless steel appliances, granite countertops, brick wall accents & breakfast bar. Residents can savor the tranquil breezes from an upper balcony amidst lush treetops, enhanced by subtle landscape lighting, or entertain guests in the generously sized lower-level screened lanai. Sunset Captiva offers bayside docks, a swimming pool, tennis/pickleball courts, BBQ grills, all meticulously maintained by the HOA. The residence features a new metal roof, & impact-resistant glass windows & doors. Never rented, cherished by a single owner, this property represents an exceptional investment, rental prospect or permanent home.

Listing is courtesy of: Timbers Fl Real Estate Company (239-472-1994)

Listing Agent: Joni Stokes (239-560-5959)

Remarks: Rare opportunity to transform this 3 bedroom, 3 bath Land's End Village condominium to your own design! Perfect location with beautiful views to the Gulf of Mexico from every room. Uniquely situated to afford privacy on your lanai which does not face another lanai. The redesigned golf course offers peaceful greenspace and open views. Brand new roof, new AC including ducts, updated electric and new drywall. Put your association-approved remodel plan in motion and enjoy your custom dream home! All windows and sliders are impact glass. The association is easy to work with and located on-site. The Resort is accepting vacationers and continuing to make amazing renovations and improvements. Create your all new vacation escape at the tip of Captiva Island!

Listing is courtesy of: Royal Shell Real Estate, Inc. (239-472-0078)

Listing Agent: Vicki Panico (239-980-0088)

Remarks: Welcome to 631 Rum Road, Captiva Island – your dream retreat awaits!This stunning, completely remodeled and updated canal-front home on sought-after Captiva Island offers the perfect mix of luxury, charm, and income potential with a proven track record of successful rentals. Rarely available and overflowing with style, this gulf-access property boasts unbeatable water views and backs up to a pristine wildlife preserve – a haven for birdwatchers and nature lovers. Whether sipping your morning coffee or enjoying a sunset cocktail, the upstairs balcony provides a front-row seat to nature's beauty.Inside, you’ll find an abundance of natural light accentuating the spacious, open floor plan. The modern kitchen dazzles with gleaming granite countertops, stainless steel appliances, and elegant finishes, seamlessly connecting to the main living space. The bright, airy living areas feature tall ceilings, tasteful coastal decor, and beautiful flooring throughout. Each room feels perfectly curated to complement the island lifestyle.Step outside and discover your own tropical oasis – a private pool surrounded by lush greenery and ample room for entertaining. Whether it’s lounging poolside, hosting a family gathering, or relaxing in the shaded patio space, this home is designed for ultimate relaxation and fun. Boaters will love the convenient canal access to the Gulf of Mexico, just moments away for a day on the water.Located minutes from public parking to Captiva's widest white sandy beach, you’re never far from a day in the sun, surf, and sand. With the perfect blend of tranquility and accessibility, 631 Rum Road is the island escape you’ve been waiting for – ideal as a personal paradise, investment property, or both. Don't miss this rare opportunity to own a slice of Captiva Island’s best.Schedule your private showing today and let the island lifestyle begin!

Listing is courtesy of: Compass Florida, Llc. (305-851-2820)

Listing Agent: Adnan Dedic (941-726-2917)

Remarks: SOUTH HAVEN—Experience unparalleled tropical luxury at South Haven, a meticulously designed concrete piling home that seamlessly blends elegance and functionality. Recent enhancements include a fully remodeled kitchen, dining room, and primary bath, along with a 2023 roof replacement and premium finishes throughout. The main level features a sunlit foyer, guest accommodations, and dual guest retreats in a private wing. The redesigned kitchen boasts modern amenities and a bright dining nook, while the living room offers sweeping coastal views. Upstairs, the owner’s suite captivates with Gulf of Mexico vistas, a stone-clad electric fireplace, and sophisticated woven flooring. The ground level includes a spacious garage and versatile spaces, all accessible via an elevator serving every level. Outside, Royal Palms frame the exquisitely designed pool area, complete with a sunbathing platform, covered dining, and lounging spaces. A beachside yard features a private cabana, landscaped greens, and a serene walkway to the shore. South Haven is the ultimate coastal retreat, offering exceptional craftsmanship, lush surroundings, and unforgettable sunsets.

Listing is courtesy of: John R. Wood Properties (239-472-2411)

Listing Agent: Leane Taylor Suarez (239-872-1632)

Remarks: Bayside Bliss! This charming 1-bedroom, 2-bath condo combines comfort, style, and versatility—ideal for personal enjoyment or as an investment opportunity. Situated on the elevated first floor with stunning views of Pine Island Sound, the condo offers a tranquil setting with picturesque scenes of boats, wildlife and more. The interior is thoughtfully designed with coastal-inspired furnishings, creating a bright and inviting atmosphere. The kitchen features granite countertops, shaker-style wood cabinetry, stainless steel appliances, and a spacious double sink. Both bathrooms are appointed with granite vanities and decorative mirrors. Fully furnished and move-in ready, this condo ensures seamless enjoyment. Located in the heart of Captiva, Bayside Villas offers convenient access to the beach, the Village of Captiva, and popular restaurants. Amenities include a pool, spa, under-building parking, and an assigned storage locker, making this property a true???????????????????????????????? gem.

Listing is courtesy of: John R. Wood Properties (239-472-2411)

Listing Agent: Leane Taylor Suarez (239-872-1632)

Remarks: Welcome to a breathtaking coastal-modern beachfront estate on Captiva Island’s exclusive Gold Coast! Designed for peace & rejuvenation, this home blends comfort, nature, & luxury into a seamless oasis. Setting on 130 Ft of Beachfrontage, this estate-zoned property offers the ability to add two additional structures, creating your ultimate private retreat. This meticulously enhanced home features stunning Gulf views, luxurious amenities, & unmatched privacy. With 6 spacious bedrooms, each w/ en-suite baths, the expansive layout is perfect for entertaining. Highlights include family gathering spaces, a media room, & an elevator. The great room’s floor-to-ceiling sliding glass doors create a seamless indoor-outdoor flow, while the kitchen impresses w/panoramic views, high-end appliances, & a coffee bar. Outdoor enthusiasts will love the atrium-style Spa like 44-ft heated saltwater pool that enjoys total privacy. Expansive decks on every level provide breathtaking water views, w/a rooftop sun deck perfect for champagne sunsets. Whether you’re seeking a luxurious beachside retreat or an investment property with proven rental history, this Captiva escape is the ultimate!

Listing is courtesy of: Royal Shell Real Estate, Inc. (239-472-0078)

Listing Agent: Michael Mcmurray (239-850-7888)

Remarks: Live your best Island Life in this updated turnkey Key West style home in the heart of Captiva Island! Sunset Captiva is a unique community lined with brick paver streets that offers direct access to the award-winning beaches and a private Marina on the Bay! If Boating is of interest, ask about immediate availability to the brand New Boat Docks maintained by the HOA! Make a day out of using the community's heated oversized resort-style pool, pickleball, tennis courts and gas grills! A short stroll on the scenic boardwalk leads you to the sugar white sand beaches of Captiva where you can spend the day soaking up the sunshine and waves. Walk or take a golf cart ride to the Village area where you can grab some Dinner, shopping and listen to live music then make sure not to miss the beautiful beach Sunset on the Gulf of Mexico! Recently updated Kitchen with Quartz counters and S/S appliances! New Roof, HVAC and water heater installed in 2023. The kitchen opens to a large great room drawing your attention to the vaulted ceilings and fireplace with tile and LVT flooring throughout. Upstairs offers a large primary suite, loft area and a private balcony where you can wake up to the morning sun or enjoy star gazing at night! Taking in scenic views from multiple lanais; both screened and open, gives you the opportunity to enjoy the warm tropical Florida weather. This home has it all, including POTENTIAL income through vacation rentals with having a successful past two years and booked the remaining of 2024 and through 2025!

Listing is courtesy of: The Agency Naples (239-610-3235)

Listing Agent: Christopher Reetz, Pa (239-910-9740)