Captiva, FL Real Estate For Sale

Lee County | Updated
Results 29 of 115
Bayside Villas, 5321 Bayside #22, Captiva, Florida 33924, image 1
$1,100,000 $525K
  • 3 Beds
  • 3 Baths
  • 1,496 SqFt
  • $735/SqFt
Condo for sale in Bayside Villas
5321 Bayside #22, Captiva, FL 33924
Highly sought after top floor 3 bedroom, 3 bath, 2 story bayside villa with breathtaking views of pine island sound and beyond. In addition, this is one of the few lanais with a side view which offers the ability to watch the boats come and go from the canal leading to the marina. The well trimmed mangroves provide a haven for nesting birds, as well as other wild life. Master suite with great views is located on upper floor. Discover the tranquil beauty of island living found at south seas island resort located on captiva island. Bayside villas is situated at the south end of the resort where it's just a short walk to the beautiful beaches of the gulf of mexico, also a short stroll to the village of captiva with it's wonderful restaurants and unique shops. Freshly painted with new flooring and granite countertops recently installed. Under building parking. Fantastic rental potential, with great options available. Large pool and spa area.
Gulf Beach Villas, 2118 Gulf Beach Villas, Captiva, Florida 33924, image 1
$999,000 $251K
  • 2 Beds
  • 2 Baths
  • 1,043 SqFt
  • $958/SqFt
Condo for sale in Gulf Beach Villas
2118 Gulf Beach Villas, Captiva, FL 33924
Gulf beach villas 2118 is located within south seas resort. This is a unique opportunity to own in the 2100 building. Corner unit w/ amazing views of the gulf and beach! Spectacular sunsets to be enjoyed for the screened lanai. Steps to the sandy shores of captiva island. Interior is newly updated with coastal inspired luxury vinyl plank, plantation shutters in the living room, and freshly painted. Enjoy the light and airy feel with two extra windows. Beautiful furnishings. Completely turnkey. Excellent rental history. Impact rated glass. Gulf beach villas association roofs have just been replaced. The spalling project, new railings and exterior paint has also been completed! The landscaping plan is in the works. Beautiful condo / amazing location / must see!
3213 Tennis Villas, Captiva, Florida 33924, image 1
$410,000 $85K
  • 1 Beds
  • 1 Baths
  • 586 SqFt
  • $700/SqFt
Condo for sale
3213 Tennis Villas, Captiva, FL 33924
Price reduction!!! If you haven't been up to tennis villas in captiva at south seas, you are in for a pleasant surprise! The buildings haveall been renovated with new roofs, railings, balconies, tile, stairs, painting and all surrounded with beautiful tropical landscapin. This is a corner unit in the b building, facing towards the gazebo and grilling area with beautiful serene pool views that offers quiet spot to read your favorite novel while sipping on a pina colada while you relax on the spacious screened in lanai. This condo just makes you happy when you walk in the door with its vibrant colors and tasteful decorating. It’s been nicely updated with plank floors, granite in the kitchen and also in the redesigned bath. Plantation shutters on all the windows, crown molding and there's even a stackable washer dryer in the unit. This unit rents extremely well and is consistently booked. The best part of this condo is its proximity to downtown captiva restaurants and stores, where it’s just an easy stroll to starbucks, the bubble room, key lime cafe, and the green flash…no car needed! The amazing south seas water park is going to be just adjacent to these condos, nearing completion, and it will be a great spot for renters and family’s alike to enjoy this fabulous attraction. Opportunity is knocking…
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310 Pieces Of Eight, Captiva, Florida 33924, image 1
$999,000 $200K
  • 2 Beds
  • 3 Baths
  • 1,656 SqFt
  • $603/SqFt
House for sale
310 Pieces Of Eight, Captiva, FL 33924
Amazing opportunity! An island treasure! Prime waterfront home & commercially zoned oversized parcel property with direct gulf access frontage and expanisve dockage in place! Gorgeous bay, harbor, canal, and airstrip views! North captiva island business location also with views of island businesses and residential canal front homes. C1 zoned! Fantastic opportunity for your home, rental and/or island business opportunity - a "best of both worlds" type of offering! Simply amazing possibilities can be had with this property. Currently two bedrooms and three full baths. Two floors of living area ideal with two separate entrances to each floor allowing for a multiple use floor plan if desired. Enclosed interior elevator ground level to each floor is in place. Other features include: original owners, quality construction builder, stilt home, vaulted ceilings, four interior fireplaces, multiple solid and french doors throughout, flexible floor plan, inside laundry, multiple balconies - 4 back open balconies, 2 front open balconies, solid above average construction with 3 inch thick tongue and groove solid flooring build base per the seller. Exterior finished areas not included in interior square footage. Home and docks need some immediate repairs including roof, some windows/doors and septic. Elevator, door(s), some railings, docks, hvac, well, electric, plumbing etc. As inspected. Home and docks are being sold as is. Awesome dockage capacity is for approximately 3, 4, plus good sized boats with 132 feet of preexisting dockage in place per tax appraiser! Bonus large exterior storage shed with two separate storage areas. .33 acres oversized lot! Under house and covered carports/decking in place. 1st floor offers 2 bedrooms, 2 full baths, 2 sink areas, storage, and laundry area with sink. 2nd floor is a mirror floor plan it offers the kitchen area (where the 1st fl laundry area is below), vaulted living rm, vaulted family rm, 1 full bath, plus loft. This is truly an opportunity to consider! Hurry to inquire on this unique and very rare north captiva island commercial opportunity! See labels on photos.
Tennis Villas, 3120 Tennis Villas, Captiva, Florida 33924, image 1
$415,000 $90K
  • 1 Beds
  • 1 Baths
  • 580 SqFt
  • $716/SqFt
Condo for sale in Tennis Villas
3120 Tennis Villas, Captiva, FL 33924
Experience the coastal allure of this reimagined corner south seas villas condo, expertly renovated by island contractor estate management construction. This furnished 1-bedroom, 1-bathroom epitomizes a resort lifestyle and the advantages of income producing. The thoughtfully redesigned floor plan features an open kitchen with a pass-through, a widened center island, an expanded bathroom and vanity area, and a reconfigured bedroom. Premium finishes include a quartz countertop island, wide-plank luxury vinyl flooring, space saving stainless steel appliances, impact-rated sliding glass doors, a floor-to-ceiling tiled walk-in shower, hardwood shaker doors, and coastal contemporary furnishings, wall art along with decorative accessories. Immerse yourself within the gates of south seas resort, enjoying south seas villas association community pool, sunning deck, pergola, and barbeques. A close proximity to captiva’s sandy beaches, the charming village of captiva, retail shops, starbucks and restaurants. This one-of-a-kind redesigned condo is a rare treasure, seamlessly combining luxury with the finest aspects of island living.
551 Gulf Ln, Captiva, Florida 33924, image 1
$1,500,000 $250K
  • 3 Beds
  • 3 Baths
  • 2,211 SqFt
  • $678/SqFt
House for sale
551 Gulf Ln, Captiva, FL 33924
A charming and dreamy beach side home with that new england character of shake vinyl siding and lots of french doors. Outside is a large wrap-around deck overlooking the gulf & the sunsets. Perfect area for entertaining, grilling and chilling. A hot tub is sunken into the back deck with views of the starry starry night sky. Upstairs' deck view is stunning and a wonderful place to catch the sunset over the gulf. There are wide plank pine wood floors upstairs. The beach is just across the street with no structures blocking the views. The lot across the street is owned by sanibel captiva conservancy. The past hurricane caused no damage to the house and there was no flooding of the property. It sits on a high ridge that runs along the shoreline. Located on upper captiva island with 3 restaurants, a private airstrip and 4 miles of white sand beach. Golf carts are the island transportation... No cars. Please make an appointment to see this beauty of a home.
1602 Lands End, Captiva, Florida 33924, image 1
$2,950,000 $448K
  • 3 Beds
  • 3 Baths
  • 2,444 SqFt
  • $1,207/SqFt
Condo for sale
1602 Lands End, Captiva, FL 33924
Perched at the northernmost point of captiva island, south seas 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 exceptions. Current rentals to be honored. This is island living at its absolute finest.
Captiva Residential, 16891 Captiva Dr, Captiva, Florida 33924, image 1
$3,500,000 $500K
  • 3 Beds
  • 3 1/2 Baths
  • 3,028 SqFt
  • $1,156/SqFt
House for sale in Captiva Residential
16891 Captiva Dr, Captiva, FL 33924
Discover the ultimate artist retreat with this exceptional 1.4-acre bay front estate parcel on captiva’s coveted roosevelt channel. Nestled among lush, mature vegetation, this property offers breathtaking waterfront views, abundant wildlife, and a private dock with direct access to the intracoastal waterway and gulf of mexico. Your picturesque estate also offers a deeded beach access through a scenic walkway to the gulf of mexico across captiva drive. Main residence: • fully remodeled 3-bedroom, 3-bath home • impact glass windows & metal roof for modern safety & efficiency • private pool & spa for island-style relaxation • charming coastal-inspired interiors with elegant finishes art studio & guest retreat: • distinctive architectural design • second-level space with potential for future expansion • a tranquil creative space or additional guest quarters surrounded by nature, this estate offers a serene sanctuary where you can experience manatees, dolphins, and incredible birdlife right in your backyard. A rare opportunity to embrace the captiva island lifestyle with privacy, charm, and endless waterfront adventures. Ground level home that did not flood in any of the recent storms........Schedule your private showing today!
Captiva Residential, 16475 Captiva Dr, Captiva, Florida 33924, image 1
$6,950,000 $2M
  • 3 Beds
  • 3 1/2 Baths
  • 3,258 SqFt
  • $2,133/SqFt
House for sale in Captiva Residential
16475 Captiva Dr, Captiva, FL 33924
A once-in-a-generation opportunity to own one of captiva island’s largest and most private bayfront estates—3.5 acres of gated serenity with deepwater access, sport courts, and resort-style wellness amenities. Positioned along the coveted roosevelt channel, this secluded estate is surrounded by lush, unspoiled nature and offers direct gulf access with two private docks—each equipped with lifts, one covered—making it an exceptional find for boating and water enthusiasts. Thoughtfully crafted for both entertaining and retreat-style living, the custom-built home features rich wood flooring, soaring beamed ceilings, and a dramatic beacon tower that floods the great room with natural light. The warm, inviting interior includes a gas fireplace, formal dining room, wood-accented den, and a chef’s kitchen ideal for gathering. A private study provides a quiet retreat for work or reading, and a third bedroom located near the wellness wing offers flexible space for guests, live-in staff, or multigenerational living. Two grand ensuite bedrooms serve as luxurious personal sanctuaries, each with sitting areas, morning bars, and private laundry closets. Outdoor living is equally impressive, with an expansive brazilian wood deck overlooking a full-size private tennis court, bocce court and outdoor fireplace. A spiral staircase leads to a rooftop hot tub with panoramic views of captiva’s colorful sunsets and starlit skies. Down by the water, a firepit offers a peaceful place to unwind as boats drift by in the channel. The private indoor wellness wing features a travertine-lined pool, fully equipped fitness room, and personal sauna—creating a spa-like experience in the comfort of your own home. Additional features include a three-car garage with workshop, and a chair lift for added accessibility. With 3.5 acres and no hoa restrictions, the property also presents rare expansion potential—whether building additional guesthouses, enhancing outdoor amenities, or creating a multi-generational compound. Whether envisioned as a family legacy estate, a private coastal retreat, or a trophy property for entertaining, this is a rare chance to own one of captiva island’s most extraordinary offerings.
1666 Lands End, Captiva, Florida 33924, image 1
$1,550,000 $287K
  • 3 Beds
  • 3 Baths
  • 2,300 SqFt
  • $674/SqFt
Condo for sale
1666 Lands End, Captiva, FL 33924
Situated at the northernmost tip of captiva island is lands end. Appropriately named, this intimate complex provides a setting like no other with a 180° vistas from the gulf of mexico across the stunning golf course to pine island sound. This penthouse is beautifully updated and spacious with 2300 ft.² of living area along with two commodious sundecks and parking under the building. The floor plan is gracious and flows beautifully with all areas. Offering a gorgeous pool area and soon-to-be lushly landscaped grounds along with a private fitness center and access to the beach, lands’ end is your own resort. This unit participates in the south seas rental program. Rentals to be honored. Pro forma attached. Projection gross income for 2026 is $213, 000
Gold Coast Of Captiva Island, 16321 Captiva Dr, Captiva, Florida 33924, image 1
$3,495,000 $455K
  • 5 Beds
  • 4 Baths
  • 3,522 SqFt
  • $992/SqFt
House for sale in Gold Coast Of Captiva Island
16321 Captiva Dr, Captiva, FL 33924
Welcome to turtle run! A stunning bayfront property located on the picturesque roosevelt channel. This magnificent estate offers an unparalleled combination of serenity, comfort, and natural beauty. Nestled on a parcel spanning over 1.8 acres, this property boasts over 100 feet of bay frontage, while providing views of buck key. The main residence features 3 bedrooms, 2 bathrooms, an open-concept floor plan, vaulted ceilings, and hardwood flooring. The living and dining areas flow seamlessly, making it ideal for entertaining guests or simply enjoying the tranquility of the surroundings. The property also includes a guest house with 2 suites, a kitchen, living room and patio providing ample accommodation for guests or extended family. Experience the ultimate florida lifestyle with an array of outdoor amenities. The multi-level decking is a perfect spot for unwinding, while the oversized pool provides a refreshing relief from the warm florida days. Hop on the boat via your own private dock for a quick ride to cayo costa, cabbage key or the open waters of the gulf! Turtle run offers an extraordinary opportunity to experience the best of captiva island living and beach access.
15557 Captiva Dr, Captiva, Florida 33924, image 1
$3,489,000 $506K
  • 5 Beds
  • 4 1/2 Baths
  • 3,485 SqFt
  • $1,001/SqFt
House for sale
15557 Captiva Dr, Captiva, FL 33924
A fantastic waterfront property along the tween waters area, overlooking the bay & roosevelt channel on captiva island. This home radiates a gentle mediterranean ambiance, enriched with travertine marble & cherry wood flooring, tailor-made cabinetry, & top-tier wolf kitchen appliances. The layout includes a spacious great room w/ stunning bay views, a large 2nd floor media family room, a sophisticated lutron lighting system, full house generator & water filtration system. Features also include elevator, a secure lower level, & three-car garage. Unique in its offering, this home combines the privacy & space of a single-family house with the perks of condominium living. Residents enjoy a lifestyle that spans from beach to bay, including boat docking facilities, a community pool, & exclusive beach access. The association manages external maintenance, including roofing & landscaping, plus insurance, making the cost of ownership ideal. Incredible weekly rental making it a fantastic income-producing investment property while you also enjoy personally. This property is a great value w/ stress-free, low cost, waterfront living, boating & beach.
Captiva Residential, 16486/488 Captiva Dr, Captiva, Florida 33924, image 1
$8,495,000 $2M
  • 6 Beds
  • 8 1/2 Baths
  • 9,026 SqFt
  • $941/SqFt
House for sale in Captiva Residential
16486/488 Captiva Dr, Captiva, FL 33924
Discover the pinnacle of private gulf-front living along captiva island’s exclusive gold coast. This magnificent gated estate is a rare and extraordinary beachfront sanctuary, offering a seamless blend of seclusion, sophistication, and breathtaking natural beauty. Set on a one-of-a-kind parcel with direct access to captiva’s pristine sugar-sand beaches, this remarkable family compound delivers an unrivaled connection to the turquoise waters of the gulf of mexico and awe-inspiring sunsets. The grand main residence boasts six bedrooms and six-and-a-half baths, each crafted with exquisite architectural details and unparalleled craftsmanship. A two-story great room with soaring coffered ceilings, a gas fireplace, and panoramic gulf views creates a dramatic yet inviting atmosphere. The formal dining room is elegantly appointed, while the gourmet kitchen is a chef’s dream, fully equipped with top-tier appliances and custom finishes. A one-of-a-kind, hand-painted private elevator adds an artistic touch to this coastal masterpiece. Designed for both privacy and indulgence, each bedroom suite features private balconies and screened lanais, providing serene gulf breezes and unobstructed sunset views. The primary retreat is a sanctuary unto itself, offering his-and-her spa-inspired baths, a soaking tub, dual showers, double vanities, a morning bar, and expansive walk-in closets. Step onto your private screened lanai and take in the breathtaking ocean vistas as the waves roll onto the shore. An expansive coquina stone veranda surrounds the heated saltwater pool and spa, creating the perfect setting for luxurious outdoor living and entertaining. Six conveniently placed laundry rooms add to the home’s seamless functionality. The oversized two-car garage offers massive storage beneath the home for added convenience. A charming guest cottage enhances the estate, featuring two en-suite bedrooms, a full kitchen with breakfast bar, a spacious living area, and a private covered terrace. Additional amenities include two garages at the guest house, a large workshop, and ample storage space for all your island essentials. This exclusive beachfront oasis embodies the epitome of island luxury. Whether you seek a private sanctuary or an entertainer’s dream retreat, this captiva estate is truly a rare gem that exceeds expectations....Your paradise awaits. Property can be purchased with 16475 captiva drive for a rare gulf to bay opportunity!
Gold Coast Of Captiva Island, 16512 Captiva Dr, Captiva, Florida 33924, image 1
$7,950,000 $2M
  • 6 Beds
  • 5 1/2 Baths
  • 5,813 SqFt
  • $1,368/SqFt
House for sale in Gold Coast Of Captiva Island
16512 Captiva Dr, Captiva, FL 33924
Nestled within a lush tropical estate setting & located along the best stretch of the gold coast of captiva island is this fantastic beachfront private estate. The home offers an unassuming beach house feel from the outside yet enjoys an exciting, modern, euro feel interior inside. The home is very spacious & open in both the main & guest house areas w/ complete amenities. Stunningly appointed & professionally designed this is a true architectural highlight for the buyers searching for true comfort w/in a unique sophisticated beach home. Main residence & guest house features 7 bedrooms, 5.5 baths w/dramatic beach side pool & large screened lanai areas. Enjoy panoramic sunset views of the gulf of mexico from 2 levels of large open fixed windows. Gorgeous hard wood & shell stone floors thru out. Beautiful wood work. Soaring ceilings. Roof top sundeck. Lots off additional yard space to enjoy or add onto!
Dickeys John, 15891 Captiva Dr, Captiva, Florida 33924, image 1
$5,900,000 $650K
  • 5 Beds
  • 4 1/2 Baths
  • 4,729 SqFt
  • $1,248/SqFt
House for sale in Dickeys John
15891 Captiva Dr, Captiva, FL 33924
Bay front retreat with endless potential on captiva island! Nestled on a prime 3/4 acre bay front parcel, this distinguished residence offers unobstructed vistas of shimmering waters, steps from deeded beach access, and a private boat dock, providing an enchanting backdrop for daily indulgence and relaxation. Boasting an expansive layout and timeless architectural charm, this home presents a canvas for creativity and personalization, inviting you to unleash your imagination and transform it into a bespoke sanctuary tailored to your unique vision. With its privileged location on captiva island, residents enjoy access to a host of exclusive amenities and recreational pursuits, from world-class boating and fishing to pristine beaches and eclectic dining options. Rainbow's end, bayfront, with the option to purchase this estate separately or collectively with the gulf front "paradise found" estate creating the ultimate gulf-to-bay compound and waterfront experience.
Captiva Residential, 16979 Captiva Dr, Captiva, Florida 33924, image 1
$6,500,000 $700K
  • 6 Beds
  • 7 1/2 Baths
  • 5,598 SqFt
  • $1,161/SqFt
House for sale in Captiva Residential
16979 Captiva Dr, Captiva, FL 33924
Deeded beach access! Opportunity is knocking! Answer the door! 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. Deeded beach access.
16886 Captiva Dr, Captiva, Florida 33924, image 1
$6,900,000 $600K
  • 5 Beds
  • 4 1/2 Baths
  • 4,608 SqFt
  • $1,497/SqFt
House for sale
16886 Captiva Dr, Captiva, FL 33924
Rare beachfront estate with separate guest home on captiva island seize the rare opportunity to own a private beachfront estate on the coveted gold coast of captiva island. Nestled on over an acre of land, this exquisite property features a breathtaking architectural design that seamlessly blends with nature, maximizing panoramic waterfront views and enhancing the exceptional outdoor living experience. The main home has been meticulously remodeled with high-end finishes, offering soaring beamed ceilings, an elevator, two-master suites and multiple garage spaces and storage areas. The open layout invites abundant natural light, providing an ideal setting for entertaining or relaxing with family. The separate two-bedroom guest home boasts a private lanai and its own garage, offering comfort and privacy for visitors or extended family. With 100 feet of pristine gulf of mexico beachfront, this estate is a rare gem on the island, situated amidst award-winning beaches. The expansive property offers unparalleled privacy and direct access to captiva’s renowned natural beauty. Additionally, there is an exclusive opportunity to acquire the adjacent 1.4-acre bayside estate, complete with an artist’s studio, home, private dock, and pool. This additional parcel further elevates the potential of this once-in-a-lifetime property offering. Don’t miss out on this exceptional piece of captiva island paradise!
Gold Coast Of Captiva Island, 16309 Captiva Dr, Captiva, Florida 33924, image 1
$4,950,000 $400K
  • 6 Beds
  • 4 1/2 Baths
  • 4,862 SqFt
  • $1,018/SqFt
House for sale in Gold Coast Of Captiva Island
16309 Captiva Dr, Captiva, FL 33924
This sprawling estate along roosevelt channel on captiva's gold coast is as breathtaking as it is private. The modest shell drive, hidden by vegetation, is designated by a small sign that reads "le jardin" or "the garden." feel the tropical vegetation welcome you with palm trees, citrus groves and beautiful flowers as you make your way down the shell drive of this almost two-acre waterside estate. The first building you arrive at is a quaint guest cottage with a full kitchen, living room, bedroom and bath tucked away in the gardens and ideal for guests or caretakers. Venturing further down the winding shell drive takes you to the garage and storage building ideal for all your favorite modes of conveyance over land and water. Venturing further into the estate brings you to the beautiful pool house where beamed ceilings, a stone fireplace, and small kitchen and bedrooms surround a wonderful entertaining area with pool table or ping-pong table, dining area and living room, all off the large caged swimming pool. A beautiful roundabout ends at the three-story main house along the roosevelt channel. The beautiful old florida inspired home is tucked along the water offering gorgeous views from almost every room. The large kitchen with gas range is ideal for entertaining as friends and family gather beside the fireplace. The large porches are wonderful for watching all the wildlife the roosevelt channel hosts, including boats lazily floating by. Along the channel you'll find your private dock and lift where a day of boating beckons you onto the tropical waters to fish, island hop or pop into a waterfront restaurant. You can also slide a kayak into the water and explore the natural and protected buck key just across the channel or enjoy a peaceful moment by the water under the shade of your thatched tiki hut. This is one of those rare properties where time stands still, and the fast pace of life is left by the entrance to your amazing garden.
Captiva Residential, 16813 Captiva Dr, Captiva, Florida 33924, image 1
$3,250,000 $250K
  • 3 Beds
  • 3 Baths
  • 2,530 SqFt
  • $1,285/SqFt
House for sale in Captiva Residential
16813 Captiva Dr, Captiva, FL 33924
Welcome to your captiva island oasis! This gorgeous home is the perfect island get-a-way- situated on roosevelt channel offering direct gulf access from your private dock and a rare boathouse with 20, 000lb. Boat lift- the natural shoreline adds privacy and allows for a great kayak/sup launch area. Just a short stroll to one of the best beaches and shelling locations! This 3 bedroom, 3 bath, pool home has travertine floors throughout main living level and hardwood floors in the private, 2nd floor primary suite. The primary suite has vaulted/beamed ceiling & a private sunning deck w/water views. Primary bathroom has double sinks and custom glass tile. The kitchen has been completely renovated and cleverly designed to maximize storage and flow in the main living area, adding a custom island and space for a 60" range and hood, custom built-ins added in all bedroom closets, this home is light, bright and everything you want in an island home. After a day on the water, take a swim in the sparkling concrete elevated pool surrounded by lush tropical vegetation offering a feeling of seclusion and privacy. Newer septic system, 2 a/c's 2022, washer & dryer 2025. Enjoy island living, boating, fishing, shelling, sunning and stunning sunsets on captiva island. Property sold furnished, main living area and bedroom images are virtually staged adding accessories and artwork. Furniture is in place. 60" range and hood in kitchen is virtually staged, propane tank installed and piped ready for range to be installed.
Captiva Shores, 15411 Captiva Dr #3B, Captiva, Florida 33924, image 1
$1,395,000 $105K
  • 3 Beds
  • 2 1/2 Baths
  • 1,410 SqFt
  • $989/SqFt
Condo for sale in Captiva Shores
15411 Captiva Dr #3B, Captiva, FL 33924
Opportunity is knocking! If you are looking for a beautiful gulf to bay property to call home on captiva's premier tween waters stretch you've found it! This ideal location offers miles of shell strewn beach, unparalleled sunsets, deepwater direct access boating with dockage, pool and weekly rentals. This particular unit features beautiful bay views and an open floor plan with a large lanai. The guest rooms are located on the main level with the primary suite encompassing the top level. Available for the first time & owned by the same family for over 40 years. The complex is currently under construction and will be near completion next fall. The unit will be brought back to a white box with the drywall completed. This is a fabulous opportunity to select your finishes and reinvent this beauty with new interior finishes. A short stroll away is captiva village with its shopping and dining opportunities. Watch the sunrise from your balcony and brilliant sunsets from the beach.  Projected gross revenue 2025 $143, 718; 2026 $148, 029; captiva shores is projected to be completed by end of 2024
Beach Villas, 2521 Beach Villas, Captiva, Florida 33924, image 1
$945,000 $70K
  • 2 Beds
  • 2 Baths
  • 1,043 SqFt
  • $906/SqFt
Condo for sale in Beach Villas
2521 Beach Villas, Captiva, FL 33924
A beachfront oasis! Nestled on the pristine shores of gulf of mexico, this stunning condo offers the ultimate coastal living experience. This second-floor, corner location, 2 bed, 2 bath boasts breathtaking views of the gulf, beach, and glorious sunsets. An open floor plan layout out with impact sliding glass doors allows for seamless indoor-outdoor living, inviting the coastal breeze and natural light to fill the space. Step onto the waterfront screened lanai and immerse yourself in the serene ambiance. Whether you seek a tranquil getaway or an investment opportunity, this property is a slice of paradise waiting to be cherished. Don't miss the chance to experience the idyllic beach lifestyle at 2521 beach villas! Nestled in an enviable location, beach villas offers you the best of both worlds – the freedom to live right on the beach while enjoying the convenience of being within walking distance to village of captiva, retail shops, starbucks, and popular island restaurants.
North Captiva Island, 121 Swallow Dr, Captiva, Florida 33924, image 1
$599,000 $46K
  • 4 Beds
  • 3 Baths
  • 2,148 SqFt
  • $279/SqFt
House for sale in North Captiva Island
121 Swallow Dr, Captiva, FL 33924
Fantastic north captiva island investment opportunity! Make your offer today! Charming large olde florida style beach home modernized with a great new maximized floor plan and tons of new natural light plus 360 degree island water views! So close to the bay and airstrip beach - this home has amazing water views from the third level balcony for those amazing island views! Over 2148 newly framed and structured sq feet with four now fantastic bedrooms and three full baths this property is a must see! Welcoming entry foyer with glass front door with side panels and lovely oak staircase. Beautiful new pgt hurricane impact windows throughout, exterior doors, and multiple sets of pgt french doors. Brand new white metal standing seem roof. New hardi board siding on whole house excluding ground level. Amazing new built cupola ceiling and windows! New interior framing. All new rear and side decks - mostly finished. Wrap around decks for finishing. Huge oversized bright remodeled kitchen with pantry and window lined for views that overlooks the dining area and living room with french doors out to the second floor balcony. Added tray ceiling in the dining room. There are three large balconies which were also restructured. New weardeck high end composite decking on first level balcony. One is accessible from the first level of the home, one is accessible from the second level and the third will be accessible from the second level balcony upon an exterior staircase installation. Lookout balcony with gulf and bay views! Large laundry/storage rm in place. Under house storage room/garage. North captiva island is known for pristine gulf and bay beaches, beautiful waters, amazing marine & wildlife, state preserve, world class fishing & shelling. This beach home is in the process of being rebuilt. New buyers to finish construction items to make this island home your own! Being sold as is. Great opportunity! Photos are from 11.18.24 unless otherwise noted. A must see!
Castaway Key, 4440 Smugglers Dr, Captiva, Florida 33924, image 1
$895,000 $60K
  • 3 Beds
  • 2 Baths
  • 1,296 SqFt
  • $691/SqFt
House for sale in Castaway Key
4440 Smugglers Dr, Captiva, FL 33924
Fantastic north captiva island opportunity! Prime rental opportunity! Welcome to your own private island oasis, great island location, peaceful, one story, heated pool home surrounded by a mature lush and tropical landscape. Great short term vacation rental property with upcoming bookings in place. Optimal mid island location with very short walk or golf cart ride to the beach or to the island club at north captiva and all it has to offer! Lovely island full time residence, perfect island vacation rental or combination! Prime busy and operating short term vacation rental. Vibrant eclectic kitchen with all appliances in place, plenty of countertop and cabinet space. Large front open balcony and outdoor space for entertaining and enjoyment. Multiple sets of french doors to bring the outdoors in! Vaulted bright main living and dining area. Vaulted main bedroom with french doors to the open balcony. Sq footage includes 860 sq ft+ in the upper living area consisting of 2 bedrooms (1 king and 1 bunk room with 2 twins and a full) and 2 full baths with showers. Additional finished lower level of 432 sq ft+ with 1 queen bedroom with french doors out to the inground pool, 1 half bath, inside laundry, and a large owners bonus room, storage room, or another guest bedroom! Inside laundry closet offers full size washer and dryer. Private well and septic not shared. Being sold turnkey furnished! Nestled among the palm trees "smugglers hideaway" is an island home that you will want to consider! Fantastic rental history and consistent regular visits by owner. Bring your offers!
Sunset Captiva, 27 Urchin Ct, Captiva, Florida 33924, image 1
$985,000 $75K
  • 2 Beds
  • 2 1/2 Baths
  • 1,440 SqFt
  • $684/SqFt
House for sale in Sunset Captiva
27 Urchin Ct, Captiva, FL 33924
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 ideal backdrop for sharing an evening meal and relaxed conversation at 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.
15009 Binder Dr, Captiva, Florida 33924, image 1
$7,999,000 $496K
  • 5 Beds
  • 6 1/2 Baths
  • 3,915 SqFt
  • $2,043/SqFt
House for sale
15009 Binder Dr, Captiva, FL 33924
Nestled on storied binder drive, where the road winds quietly past some of captiva’s most cherished waterfront homes, 15009 binder drive aka limoncello is a rare fusion of historic charm and refined coastal elegance. Built in 1964—just one year after the sanibel causeway connected captiva to the mainland—this estate is more than a home; it’s a reflection of the island’s evolution and enduring spirit. Originally part of the homestead of william herbert binder, captiva’s first modern settler, the land became part of captain frank a. Lane’s visionary “lane’s bay view.” today, this beautifully reimagined bayfront retreat honors that legacy while embracing modern luxury. The main residence offers panoramic views of captiva's bayfront and a light-filled floor plan featuring three spacious bedrooms, four full baths, a powder room, and soaring vaulted ceilings. Impact-rated windows and doors frame every room in natural light, bringing the outside in. The gourmet kitchen is a showpiece, appointed with top-of-the-line appliances, waterfall quartz countertops, custom wood cabinetry, designer lighting, and a paneled refrigerator. A thoughtfully designed wet bar includes refrigerator drawers, an ice maker, and custom shelving—perfect for effortless entertaining. The primary suite offers ultimate serenity with bayfront views, dual walk-in closets, a private balcony, and a luxurious spa bath with soaking tub and walk-in shower. Step outdoors to a private paradise: a fenced-in pool surrounded by tropical landscaping, artificial turf, a putting green, expansive decking, and screened porch. From your backyard, watch the lady chadwick glide across the channel or launch straight into the gulf with deep-water dockage, a 40, 000 lb boat lift, two jet ski lifts, and a kayak/paddleboard platform. Two charming guest residences complete the estate: a cozy one-bedroom cottage, and an elevated one-bedroom suite with a mini kitchen. Whether for visitors or private retreat, each space extends the legacy of warm island hospitality. 15009 binder drive is more than a captiva address—it’s a timeless chapter in the island’s living history.
Sunset Captiva, 15123 Captiva Dr #103, Captiva, Florida 33924, image 1
$1,599,000 $100K
  • 2 Beds
  • 2 Baths
  • 1,323 SqFt
  • $1,209/SqFt
Condo for sale in Sunset Captiva
15123 Captiva Dr #103, Captiva, FL 33924
Intercostal opportunity! Sunset captiva harbor side offers a rare opportunity to own in a unique gulf-to-bay community in the heart of historic captiva village. This highly desirable location combines exceptional value, unbeatable views, and abundant wildlife, with sweeping vistas overlooking pine island sound, buck key, and beyond. As the only community in the village area offering full amenities, sunset captiva provides an unparalleled island lifestyle. The newly remodeled unit features luxury finishes throughout, with spacious two-bedroom accommodations and open living areas designed for relaxed island living. Residents enjoy a range of top-tier amenities, including deep-water dockage for boating, a community pool, tennis, pickleball, an elevator, and a scenic boardwalk leading directly to the beach. This quaint, 10-unit complex also offers a private ground-floor storage area perfect for accommodating a golf cart, adding convenience to your island retreat. Offered fully furnished and turnkey, sunset captiva is the perfect place for a second home, rental property, or investment opportunity. With its prime location, high-end finishes, and exceptional amenities, it’s an ideal choice for those seeking an exclusive island escape with potential for rental income. Don’t miss your chance to make sunset captiva your very own private paradise.
2122 Gulf Beach Villas, Captiva, Florida 33924, image 1
$1,850,000 $100K
  • 2 Beds
  • 2 Baths
  • 1,203 SqFt
  • $1,538/SqFt
Condo for sale
2122 Gulf Beach Villas, Captiva, FL 33924
Discover the pinnacle of coastal living in this exquisite 2-bedroom + loft, 2-bathroom, two-story retreat in south seas resort. Nestled along the pristine shores of the gulf, this beautifully reconfigured condo combines modern elegance with the serene charm of beachfront living. Thoughtful additions include a tankless hot water heater, plank porcelain flooring, and water filtration system throughout enhance the durability. The kitchen is a masterpiece, boasting quartz countertops, high-end stainless steel appliances, under counter lighting, and custom cabinetry accented with premium hardware. The gulf-front living and dining areas provide a seamless flow, with coastal décor and contemporary recessed lighting adding to the ambiance. Step outside through the impact sliders to the screened patio with panoramic gulf-front views! Ascend the staircase to the loft, a space designed for flexibility. The upper level primary features high and bright ceilings, coastal furnishings, a vanity with a backlit mirror. Both bathrooms boast floor-to-ceiling tile showers and quartz vanities with backlit mirrors. Every detail of this exceptional residence has been meticulously curated for sophistication, comfort, and effortless gulf-front living. This is your opportunity to own a premier coastal retreat in one of captiva’s most sought-after locations. A strong producing rental for south seas!
Safety Harbor Club, 484 Gulf Bend Dr, Captiva, Florida 33924, image 1
$1,975,000 $105K
  • 3 Beds
  • 3 Baths
  • 2,435 SqFt
  • $811/SqFt
House for sale in Safety Harbor Club
484 Gulf Bend Dr, Captiva, FL 33924
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!
Captiva Residential, 11505 Gore Ln, Captiva, Florida 33924, image 1
$3,795,000 $195K
  • 6 Beds
  • 6 Baths
  • 4,248 SqFt
  • $893/SqFt
House for sale in Captiva Residential
11505 Gore Ln, Captiva, FL 33924
Investor or primary home or vacation home alert! Just reduced $195, 000. Since the home has so much $ in annual rental income, owner has not needed to sell, but does want to sell. You keep all that cash that rolls in every year. This lux captiva village beauty is waiting for you! Just a short 6 minute stroll to the aquamarine waters of the gulf. Have fun on the island of captiva, biking, fishing, swimming, putt-putting, golf cart riding over to the restaurants, etc. This 6br, 6bath, 2 car, heated pool+spa home has plenty of extra outdoor lounging areas, pool table room, lighted putt-putt green and more. Elevator to all 3 floors. Lr with gas fireplace. Primary br has 2 walk-in closets & fp & is on the 3rd floor, with 2 more guest suites on this floor, +2 more on the 2nd (main) floor and 1br+bath on the first floor. The ocean room has 4 full-sized bunkbeds! 8 tv’s in the house. The kitchen is beautiful with new s/s appliances, quartz counters, cabinets & fixtures. All new bath vanity counters/sinks/faucets installed throughout. Solid wood floors in the main areas have been redone to compliment the beach theme of the home, all done in gorgeous driftwood tones. The 1st floor has an open lanai area for lounging and cooking out by the pool+spa, and the 2nd & 3rd floors have open lanais. For sunrise across the back bay, or for sunning or an afternoon social go to the rooftop deck for amazing views and starlit nights. All vinyl siding removed and replaced with new lp smartside siding along with new soffits/fascia. New impact windows & doors! Great rental or make it your own primary home or vacation spot! You don't have to travel to the bahamas to appreciate island living! This.Is.It! What are you waiting for? It is move-in ready, including all linens, furniture, art work, kitchenware, beach toys, golf clubs, beach towels and chairs and umbrellas. Lots of fun tchotchkes all throughout the house with pleasant
1 - 29 of 115 Results

Captiva, FL Snapshot

120Active Inventory
0New Listings
$149.9K to $21MPrice Range
6Pending Sales
$1.3MMedian Closed Price
N/ADays On Market
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