Upper Captiva, FL Real Estate For Sale

Lee County | Updated
Results 14 of 14
Jose's Hideaway, 320 Spanish Gold Ln, Upper Captiva, Florida 33924, image 1
$579,000 $109K
  • 3 Beds
  • 3 1/2 Baths
  • 2,546 SqFt
  • $227/SqFt
House for sale in Jose's Hideaway
320 Spanish Gold Ln, Upper Captiva, FL 33924
Island fixer upper opportunity that is priced to sell quickly! Lots of house for the money, but you have to be ready to put in the work. Significant long term upside if you add your sweat equity to upgrade this home to meet its full potential. Spacious and well-thought-out floor plan with tall ceilings and gracious entry foyer. Abundant outdoor porch space with views of the bay from the upper levels. Well-designed dine-in kitchen with stainless steel appliances, dining bar, and tons of storage space. The large top-level room is a fantastic place to enjoy the evening sunsets, and could be used as a 4th bonus sleeping space. The nicely landscaped lot has room for a large pool area. Brand new aluminum standing seam roof. Listed at the lowest cost per square foot you will see this market cycle on the island!
Jose's Hideaway, 4591 Hodgepodge Ln, Upper Captiva, Florida 33924, image 1
$849,000 $46K
  • 3 Beds
  • 3 Baths
  • 1,911 SqFt
  • $444/SqFt
House for sale in Jose's Hideaway
4591 Hodgepodge Ln, Upper Captiva, FL 33924
Don't miss this extraordinary north captiva storm fixer upper!  This unique contemporary island gem has three bedrooms plus two loft spaces that can be used as extra sleeping spaces. The spacious great room, featuring extra tall ceilings, is a blank canvas that awaits your new dream kitchen.  The triple-level porches offer plenty of outdoor space, with the top levels providing incredible gulf views and sunsets.  The separate "night house" ensures extra privacy with its own three bedrooms and loft space, ideal for hosting large groups or extended family.  Previously a successful vacation rental, this home promises excellent revenue potential with its unique living spaces and close proximity to the beach.  This is your opportunity to acquire a larger modern architectural masterpiece just steps to the sandy gulf beaches at a discounted price!
Safety Harbor Club, 4491 Escondidio Ln #74, Upper Captiva, Florida 33924, image 1
$584,000 $16K
  • 3 Beds
  • 2 Baths
  • 1,076 SqFt
  • $543/SqFt
Townhouse for sale in Safety Harbor Club
4491 Escondidio Ln #74, Upper Captiva, FL 33924
Fantastic opportunity! Fully remodeled, beautifully appointed, north captiva island townhouse with bay and harbor water views and with dockage! Busy short term vacation rental! This spectacular, turnkey furnished unit has 3 bedrooms, a bonus finished ground floor bedroom or other, a lovely front deck, a covered carport, an attached garage, a front screened balcony, a large open balcony and an extended finished ground floor level with bonus room! Large open balcony off of the main bedroom. Gorgeous kitchen with quartz countertops, glass tile back splash and stainless appliances. Adjacent bright dining room off of the kitchen with sliders to the screened balcony! Comfortable, open, bright living room with soaring ceilings! Light luxury vinyl plank flooring throughout. This refined beach property offers the optimal floor plan maximizing space, sleeping arrangements and offering extra rooms. It has a great rental history plus a seasoned property management team in place with upcoming rentals if desired. Special notation: tax data has as a 2 br yet current floor plan is main br on the 1st fl, 2 guest brs on the 2nd fl, plus a 4th br or other on the finished ground level with laundry, under stair storage and garage access. Fantastic recent upgrades include: brand new kitchen and full baths, appliances, and lvp flooring in 2020, new hvac 2021, new deck and furnishings 2023, enclosed second story bedrooms in 2024, and new roof etc. Great location in this lush and tropical private community of safety harbor with its’ exact location right across from the courtyard, the over the waterfront club restaurant, and the ferry landing. Includes a safety harbor class a membership and the unit is located a very short distance to the safety harbor club community amenities including the community pool, club house, tennis, pickleball, private beach pavilion and its’ private beach access! Boat dockage, water, sewer, community amenities and trash included. Motivated sellers bring your offer today!
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Jose's Hideaway, 4591 Oro Pesos Ln, Upper Captiva, Florida 33924, image 1
$1,195,000 $100K
  • 3 Beds
  • 3 Baths
  • 2,072 SqFt
  • $577/SqFt
House for sale in Jose's Hideaway
4591 Oro Pesos Ln, Upper Captiva, FL 33924
An extremely special combination of location, privacy, and a spectacularly designed home! Just steps from the beach and backing up to conservation land to the south. With a meandering floorplan, this home offers so much space, melding together tall ceiling spaces, light-filled cupolas, and 3 large bedroom suites, each with its own full bath. The great room offers a large covered screen porch area, soaring cathedral ceilings, abundant windows, plus an open-concept kitchen and dining space. The top-level room is large enough for the whole family to gather, enjoy sunset toasts at the wet bar, and gaze out to magnificent north captiva sunsets. That room could also be utilized as an incredible office or 4th king-sized sleeping space. The outdoor living space is maximized with the additional three-story attached lookout tower - one level is for coffee, one for lunch, and one to toast the setting sun. The exterior features mostly impact windows, new hardie board siding, and a new standing seam roof. The private enclosed elevator from the ground level lands at a beautiful entry porch outside the front foyer. The backyard has plenty of room for a large pool and entertainment area, with extra privacy bordering land owned by the sanibel-captiva conservation foundation. This very valuable and rare lot is perfect for building another dream beach home with an incredible view of the water or to keep for private tropical gardens near the sea... The option is available to make an offer on just the house. A safety harbor club membership for shared boat dockage, heated pool, pickleball & tennis courts is also available. For even more privacy, the adjacent view lot to the west on 4601 oro pesos ln is available for an additional $565k.
Castaway Key, 4511 Schooner Dr, Upper Captiva, Florida 33924, image 1
$929,000
  • 3 Beds
  • 3 1/2 Baths
  • 1,608 SqFt
  • $578/SqFt
House for sale in Castaway Key
4511 Schooner Dr, Upper Captiva, FL 33924
Charming north captiva island getaway with a fully upgraded exterior! Thoughtfully crafted with a reverse floorplan that maximizes light, space, and beautiful tropical surroundings. The open-concept living area seamlessly extends to a spacious screened lanai, perfect for indoor-outdoor living. The galley-style kitchen features a large dining bar & walk-in pantry. Two primary suites with en suite baths offer private walk-in showers. A versatile den serves as the bunk room, providing a fourth sleeping area for guests. The fully upgraded exterior combines convenience with peace of mind. This home boasts impact-resistant doors & sliding glass doors, new pgt energy-efficient, argon-filled, low e glass impact-resistant windows, maintenance-free composite decking, aluminum railings, a new composite vinyl siding rated for 150-mph winds with a lifetime color warranty, and a top-of-the-line highly durable fiberglass/epoxy lanai deck. Other recent upgrades include a new roof with a transferable premium warranty, new energy-efficient hvac units with wi-fi programable thermostats, and new kitchen appliances. The adjacent vacant lot is also available for purchase - offering an opportunity for added privacy, expanded outdoor space, or even a future guest house. Plus, a share in a private beach lot is available for exclusive beach access. Convenient home location, just a short walk to the beach, ferry, and resort amenities. There is plenty of room to add a pool. Excellent rental potential. Priced well below reconstruction cost, this is an exceptional value for island living! Don't miss this chance to own an affordable island retreat - schedule your showing today!
Safety Harbor Club, 4492 Hammock Ct, Upper Captiva, Florida 33924, image 1
$875,000
  • 3 Beds
  • 3 Baths
  • 1,486 SqFt
  • $589/SqFt
House for sale in Safety Harbor Club
4492 Hammock Ct, Upper Captiva, FL 33924
Lakefront natural beauty meets island beach house at this beautifully designed & decorated 3-bedroom retreat in the sought-after safety harbor club community, including shared dockage for your boat. It features a spectacular designer kitchen that offers excellent views of the lake, vaulted ceilings, and shaker-style cabinetry. This kitchen broadens your entertaining space with a breakfast dining bar,  custom beverage center/ buffet area, and a delightful dining room wrapped with windows and vaulted wood ceiling. The perfect extra porch designed for outdoor grilling is just steps away.  A fantastic spot for watching the local wildlife along the lakefront, the covered screen porch is designed for seamless indoor-outdoor living. At the same time, the third-level lookout is perfect for sunsets and stargazing. A junior suite on the living area level offers a spacious en suite bath, two closets, and a custom furniture niche for sleek style with perfect function. Another guest bedroom with a hallway bath is just off the central foyer. The top-level primary suite boasts a private sundeck and en suite bath with a custom tile walk-in shower. Conveniently close to the community amenities, such as a clubhouse, heated resort-style pool, and two pickleball/tennis courts.  A short golf cart ride to the ferry, beaches, and club restaurant, this home offers the perfect blend of relaxation and island convenience. Shared dockage for your boat is just a short golf cart ride away.  This house is exceptionally well maintained.  The combination of being move-in ready, all the interior upgrades, fantastic view, excellent floor plan, and shared dockage for your boat is scarce at this price level.  This one will sell fast!
Safety Harbor Club, 4481 Escondidio Ln #85, Upper Captiva, Florida 33924, image 1
$598,000 $100K
  • 3 Beds
  • 2 Baths
  • 982 SqFt
  • $609/SqFt
Townhouse for sale in Safety Harbor Club
4481 Escondidio Ln #85, Upper Captiva, FL 33924
Experience the ultimate waterfront lifestyle in your dream townhome, complete with breathtaking harbor views! This stunning property is conveniently located just steps away from the dock slips and a short walk from the ferry landing, making it the ideal choice for boating enthusiasts. As a member of safety harbor club, you will enjoy access to a wide range of exceptional amenities, including a club restaurant, a heated community pool, and state-of-the-art tennis and pickleball courts. You'll also have direct access to the pristine gulf beaches, where you can bask in the sunshine or take a leisurely stroll with world class shelling. Inside, the home is just as impressive, featuring wood flooring, a beautifully upgraded custom kitchen, and luxurious bathrooms. If you appreciate quality and luxury living in a prime location, this home is perfect for you. Don't miss the opportunity to make your dream of waterfront living a reality - come and see this exceptional property for yourself!
Castaway Key, 4511 Conch Shell Dr, Upper Captiva, Florida 33924, image 1
$859,000
  • 3 Beds
  • 2 Baths
  • 1,352 SqFt
  • $635/SqFt
House for sale in Castaway Key
4511 Conch Shell Dr, Upper Captiva, FL 33924
Experience elevated island living in this beautifully designed 3-bedroom retreat, perched safely on one of the highest and driest points of the island. Enjoy gulf and bay views from your private third-story lookout. This property is a short golf cart ride from the beaches, the ferry, and resort-style amenities. Built with durability in mind, the home features new impact-rated windows and doors, a new standing seam aluminum roof, and new composite decking on the stair treads. The interior was recently updated with new kitchen cabinets and quartz counters. The largest bedroom on the second level includes a built-in home office nook plus plenty of sleeping and sitting spaces. Expansive wraparound screened and covered porches that invite seamless indoor-outdoor living on all four sides of the house, perfect for relaxing in the shade and capturing the seaside breezes. Fantastic opportunity to own your vacation home on a beautiful barrier island, but with peace of mind that you have a fabulous and safe location. Dock slip at the nearby island club marina also available for purchase.
Jose's Hideaway, 4501 Seair Ln, Upper Captiva, Florida 33924, image 1
$1,179,999 $50K
  • 3 Beds
  • 2 Baths
  • 1,823 SqFt
  • $647/SqFt
House for sale in Jose's Hideaway
4501 Seair Ln, Upper Captiva, FL 33924
Welcome to "paradise palms" on north captiva. A quick ferry ride gets you to a tropical paradise, leave your troubles & worries behind. Come see this beautiful turnkey home that has been professionally decorated, so it's ready immediately for your pleasure or for continued rental income. This custom home is one of the few on the island with its own private pool, located on the living level, don't have to walk downstairs to enjoy pool fun or to cook on the grill. Access straight off the kitchen, primary bedroom & one of the guest bedrooms. 3 bedrooms plus a private den located on its own level, easily can be used as 4th bedroom if needed. From this den, walk up to the sky deck and take in the 360' views of the gulf of mexico, cayo costa & pine island sound. No paved roads, no traffic jams on this island as it's a golf cart community only. North captiva is a barrier island with 5 miles of beautiful white sandy beaches, no crowds! The majority of the island is a state park, which you can enjoy at no cost. Whether you want to sit and relax poolside, or on your private gorgeous beach, maybe want to grab a kayak, paddle-board or load up a golf cart, it's days of fun for all. There's plenty of experienced captains that you can hire for experiencing world class fishing as well. Compared to other places around sw florida, this place has so much to offer you. This property has also been successful in the rental market and the seller's great management team is ready and willing to continue to work with new owners, should this be an investment/income producing property for you. They'll have the house ready to go with personal grocery shopping, so all you have to do is to start your vacation!
Safety Harbor Club, 4481 Escondidio Ln #81, Upper Captiva, Florida 33924, image 1
$674,900
  • 3 Beds
  • 2 Baths
  • 985 SqFt
  • $685/SqFt
House for sale in Safety Harbor Club
4481 Escondidio Ln #81, Upper Captiva, FL 33924
The most impressive turn-key luxury townhome for sale in safety harbor club! Enjoy community dock slips for your boat steps away from this fully upgraded property. An island getaway like no other. Many value-added upgrades include impact-resistant doors and windows, composite decking on the back screened porch and front entry, mini split ac units with zones in each room, beautiful hardwood floors throughout the living areas, plus a fully screened and awning-covered master bedroom porch. The kitchen and living areas are expanded for more space, and offer high-end solid cherry cabinetry with quartz countertops and stainless appliances. Two beautiful bedrooms and two impeccably detailed full baths with custom cabinetry, plus a loft bedroom for extra guests or hobbies. This home includes a full class "a" membership to the safety harbor club for beach access, dockage, pool, tennis, pickleball, restaurant, clubhouse, and more. To top it all off, this townhome has the best views of all current townhomes on the market. This one has it all!
Castaway Key, 621 Rum Rd, Upper Captiva, Florida 33924, image 1
$1,700,000 $145K
  • 3 Beds
  • 3 1/2 Baths
  • 2,481 SqFt
  • $685/SqFt
House for sale in Castaway Key
621 Rum Rd, Upper Captiva, FL 33924
Major price reduction. This gorgeous home, 3 bedroom + den & 4 baths, has everything you would llove to have on upper captiva island. Gulf access canal home with a large dock. Room for 2 boats & located on a navigable canal. Come see the wonderful views overlooking the wildlife preserve. The living area is on the upper floor to more enjoy the views of the state wildlife preserve. All hurricane impact glass windows. Cedar shiplap exterior siding. Wood burning fireplace. And the views are even better from the upper mezzanine area above the living room which could be another sleeping area. Plenty of room for guests with 3 bedrooms, a den and 3.5 bathrooms. Huge beautiful kitchen. Enjoy a large pool completely screened in. The beach is just down the road to a parking area with access to the widest beach on the island. New roof. Elevator! What more do you need! Make an appointment to see this wonderful home.
Jose's Hideaway, 4590 Oro Pesos Ln, Upper Captiva, Florida 33924, image 1
$1,150,000 $65K
  • 3 Beds
  • 3 Baths
  • 1,636 SqFt
  • $703/SqFt
House for sale in Jose's Hideaway
4590 Oro Pesos Ln, Upper Captiva, FL 33924
Discover your dream pool home just steps from the beach with stunning gulf views! This property features a huge chef's kitchen with granite countertops and ample storage. The cooking area includes a wrap-around dining bar, and the adjacent covered/screened porch extends your dining and entertaining spaces with two multi-paneled sliding glass doors, seamlessly blending indoor and outdoor living.  A beautifully upgraded full bath off the living area boasts elegant white wood shiplap walls. The top-level lookout deck offers spectacular panoramic views of the gulf, perfect for enjoying sunsets. The home also has hardieboard siding and impact-resistant windows/sliders for optimal storm protection. On the bedroom level, you'll find a spacious master suite with built-in storage, an en-suite bath, and a covered porch overlooking the pool and hot tub. Two additional guest bedrooms share a bath and hall laundry, providing ample space for everyone.  The paver pool area and hot tub are ideal for relaxing after a day at the beach. A brand-new standing seam roof tops it off. If you've been searching for a home with gulf views that is really close to the beach in this price range, look no further—this is the one!
Punta Robalo, 181 Mourning Dove Dr, Upper Captiva, Florida 33924, image 1
$1,135,000 $50K
  • 3 Beds
  • 2 1/2 Baths
  • 1,576 SqFt
  • $720/SqFt
House for sale in Punta Robalo
181 Mourning Dove Dr, Upper Captiva, FL 33924
Located just two rooflines from the bay, this spacious reverse floor plan home offers breathtaking panoramic views from the third-floor lookout and charming bay views from the 2nd-floor living level. Enjoy life to its fullest with the fabulous outdoor living and entertaining space with a custom tiki-style wet bar/grilling station. The pool area is nestled amongst beautiful mature coconut palms and lush landscaping and is a true oasis from a hectic world. This stately home offers four sleeping rooms for rental purposes, all impeccably decorated with island style. The great room seamlessly connects the screened porch through sliding glass doors, bringing the outdoor space in. Just a short distance to pristine gulf beaches and a short walk to the sandy bayside beach to fish and watch dolphins. Recently remodeled with upgrades like new composite decking in many areas, new hardie board siding, and shiplap on the interior. Ready to rent, with excellent six-figure vacation rental revenue potential. The most turn-key home in the price range. Don't miss this one!
Jose's Hideaway, 4540 Seair Ln, Upper Captiva, Florida 33924, image 1
$1,925,000 $25K
  • 3 Beds
  • 3 1/2 Baths
  • 2,315 SqFt
  • $832/SqFt
House for sale in Jose's Hideaway
4540 Seair Ln, Upper Captiva, FL 33924
Welcome to 4540 seair lane—an extraordinary key west-style retreat built in 2021, perfectly positioned on upper captiva island’s private airstrip. Designed for discerning buyers who value both refined living and adventurous access, this elevated luxury home offers a rare opportunity for pilots and island enthusiasts alike. Accessible only by boat, ferry, or private aircraft, upper captiva is a hidden gem where pristine beaches, unspoiled nature, and ultimate privacy define the lifestyle. This stunning three-bedroom, three and a half-bathroom residence was expertly constructed on pilings with a metal roof and impact-resistant windows and doors, ensuring strength, safety, and peace of mind. The living space remained untouched by recent storm surge events, a testament to its thoughtful design and elevation. Inside, vaulted ceilings and a striking clerestory window system flood the home with natural light, creating a bright, breezy ambiance that complements its coastal surroundings. Expansive gulf and bay views can be enjoyed from the open-air balcony and patio—ideal for relaxing or entertaining guests. The chef’s kitchen is equipped with high-end appliances, including a propane-fueled range with grill, double oven, and a sleek hood—tailor-made for culinary enthusiasts. Each of the three spacious bedrooms features its own private en-suite bath, offering comfort and privacy for residents and guests. Outdoors, a heated saltwater pool and spa invite relaxation, enhanced by a fully automated system controllable remotely via smartphone app—perfect for preparing the perfect soak before you arrive. The pool deck is finished with elegant pavers, while the composite decking on the screened porch and upper balcony offers durability and low maintenance in key outdoor living spaces. Down by the pool, a sandy beach lounge area and an undercover recreation space (which is also an open air hangar) provide the perfect setting for island-style entertainment and relaxation. A fire table adds ambiance for cozy evenings under the stars. Located just 650 feet from the white sands of the gulf of mexico, this home offers both convenience and tranquility. It offers front-row seats to some of florida’s most breathtaking sunsets. Each evening, the sky transforms into a vibrant canvas of oranges, pinks, and purples, casting a golden glow over the shoreline and surrounding palm trees. Whether you’re swimming, sunbathing, or strolling the shore, the beach is always within reach. For investors, this property doubles as a proven income generator with a successful short-term rental history and records available upon request. 4540 seair lane is more than a home—it’s a lifestyle. A rare find for american and international buyers alike, it combines modern luxury with island seclusion and aviation access. Discover the ultimate island escape on upper captiva, where every detail is elevated, and every arrival feels like a getaway.

Upper Captiva, FL Snapshot

38Active Inventory
0New Listings
$165K to $3.7MPrice Range
7Pending Sales
$824KMedian Closed Price
N/ADays On Market
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