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33924 Zip Code Houses For Sale

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Jose's Hideaway, 320 Spanish Gold Ln, Upper Captiva, Florida 33924, image 1
$579,000 $109K
  • 3 Beds
  • 31/2 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!
North Captiva Island, 121 Swallow Dr, Captiva, Florida 33924, image 1
$589,000 $46K
  • 4 Beds
  • 3 Baths
  • 2,148 SqFt
  • $274/SqFt
House for sale in North Captiva Island
121 Swallow Dr, Captiva, FL 33924
Fantastic north captiva investor or dreamy island home owner opportunity! *engineering plans for the remodel have now been completed 10/01/2025* largest available beach home at best price! Charming large olde florida style beach home with new modernized expansive floor plan with tons of new natural light plus 360 degree island water views! So close to the bay for world class fishing at airstrip beach and a short ride to butterfly beach with world class shelling and the islands amazing state preserve! This home has beautiful water views from the third level balcony and over 2148 newly framed and structured sq feet! The current foot print is four fantastic bedrooms and three full baths. 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. Engineering plans in hand and to be provided to the buyers for remodel. Great opportunity! ****engineer plans for the remodel have now been completed 10/01/2025*
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!
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North Captiva Island, 4541 Oyster Shell Dr, Captiva, Florida 33924, image 1
$749,990
  • 3 Beds
  • 21/2 Baths
  • 1,592 SqFt
  • $471/SqFt
House for sale in North Captiva Island
4541 Oyster Shell Dr, Captiva, FL 33924
Looking for paradise at a great price? Amazing 3 bedroom+1 den/ 2.5 bathroom 2-story home with a private pool on the gorgeous, highly desirable north captiva island off of florida's beautiful west coast! Only a short walk away to the gulf's sandy beaches. Built in 2000 on 15-ft stilts to protect the home from harsh weather, but still located on the higher and dryer part of the island! Walk upstairs from the lower carport and onto a spacious wooden deck to get to the first floor of the home. All bedrooms and laundry hookups are located on the first floor- as well as an extra room that can be used as a den or office. The kitchen, living room and half-bathroom are located on the second floor- as well as a large screened-in lanai with treetop views facing towards the ocean! Glistening, heated inground pool installed in 2014. New 2023 metal roof replaced after the storm- some repairs needed (please see remarks or text agent) this is a great opportunity if you're looking for a serene and quiet home, or even a short-term rental investment -the north captiva island club offers optional rental management making the rent process stress-free.
Jose's Hideaway, 310 Pieces Of Eight, Captiva, Florida 33924, image 1
$799,000 $200K
  • 2 Beds
  • 3 Baths
  • 1,656 SqFt
  • $482/SqFt
House for sale in Jose's Hideaway
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 needs major repairs and docks need some immediate repairs including roof, windows/doors, septic. Plumbing, elevator, doors, railings, docks, hvac, well, electric, etc. As inspected. Home and docks are being sold as is. *there are code violations that will need to be cleared or demo if you would like a prime gulf access canal front lot with dockage for new construction.* 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. Please call your agent for details prior to submitting offers.
Jose's Hideaway, 4591 Oro Pesos Ln, Upper Captiva, Florida 33924, image 1
$1,095,000 $100K
  • 3 Beds
  • 3 Baths
  • 2,072 SqFt
  • $528/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.
Captiva Palma, 564 Coral Cir, Captiva, Florida 33924, image 1
$674,000 $26K
  • 2 Beds
  • 2 Baths
  • 1,261 SqFt
  • $534/SqFt
House for sale in Captiva Palma
564 Coral Cir, Captiva, FL 33924
Adorable beach cottage on high ground, with access just around the corner to miles of pristine sandy beaches. Relax in the sun on the spacious upper deck just outside the upper-level living room and kitchen area. The bunk room acts as a 3rd sleeping space for kids. This getaway offers an oversized lot nestled into the palms on a quiet cul-de-sac within just a little more than 900 ft to the nearby beach access. Located within a close walk or golf cart ride to a ferry landing and club amenities as well. Recently upgraded with a brand new aluminum standing seam roof. The higher than average elevation is also a big plus. Priced to sell!
Safety Harbor Club, 4491 Harbor Bend Dr, Upper Captiva, Florida 33924, image 1
$739,000
  • 2 Beds
  • 2 Baths
  • 1,326 SqFt
  • $557/SqFt
House for sale in Safety Harbor Club
4491 Harbor Bend Dr, Upper Captiva, FL 33924
Walk right to your boat from this adorable lakefront island cottage in the desirable safety harbor club beach, boating, and tennis community!  Everything you need is right within walking distance.  Close to the community pool and tennis/pickleball courts. Steps to the shared community dockage. The beach is just 80 seconds away on your golf cart.  Fabulous serenity. Tucked within a lush, oversized lot filled with swaying palms and tropical foliage, this charming 2-bedroom cottage offers unobstructed views of the lake. The spacious living room opens with a three-panel sliding glass door onto a covered, screened room.  Perfect for sunset time. A large kitchen with granite countertops & formal dining room extends the gathering space with plenty of room for all.  Just off the living area is a guest bedroom with great views of the lake and its own private entrance to an open sun deck. The upstairs level offers a spacious primary suite with a vaulted ceiling, a private en-suite bath, and a sundeck ideally positioned for your sunrise coffee. This property includes a full membership to safety harbor club with access to the community docks, pool, tennis courts, ferry landing, restaurant, and beach access. Whether you're seeking an ideal boater's retreat right in the middle of some of the best world-class fishing waters, a peaceful island getaway, or your forever beach home, this one checks all the boxes at an affordable price point!
Castaway Key, 4511 Schooner Dr, Upper Captiva, Florida 33924, image 1
$929,000
  • 3 Beds
  • 31/2 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, 4441 Harbor Bend Dr, Upper Captiva, Florida 33924, image 1
$929,000
  • 3 Beds
  • 2 Baths
  • 1,522 SqFt
  • $610/SqFt
House for sale in Safety Harbor Club
4441 Harbor Bend Dr, Upper Captiva, FL 33924
The newest home for sale on north captiva island!   Imagine arriving by ferry or your private boat, leaving the noise of the mainland behind, and stepping into a home designed for barefoot mornings, breezy afternoons, and golden evenings under the palms.  Built in 2023, this 3-bedroom, 2-bath coastal retreat captures classic beach charm and combines it with modern island design—perfect for a peaceful vacation escape, a family gathering place, or a vacation rental.  From the moment you walk in, cathedral ceilings and natural light create a bright, open atmosphere. The heart of the home is the oversized kitchen: a true entertainer's dream with a central island and dining bar, sparkling quartz countertops, stainless steel appliances, and custom cabinetry. It's the kind of space where sunset cocktails turn into dinners that last all night. Indoor and outdoor living flow together seamlessly. Choose your favorite spot: the shaded front porch, the ground level entertainment space, the sun deck built for lazy afternoons after the beach, or the screened lanai for evening breezes. The primary suite offers its own private entrance to the porch and a spa-like bath with dual vanities and a custom-tiled walk-in shower. A guest room and bunk room make hosting family and friends easy, complemented by a large second bathroom. Beyond the home, convenience and recreation are just a short distance away! The community boat dockage is located only 450 feet from your door, making spontaneous fishing trips or island-hopping adventures part of daily life. The beautiful community pool, tennis courts, and pickleball courts conveniently offer resort-style amenities just steps from your door. For days when sand and surf are calling, enjoy your private community beach access to one of north captiva's most pristine stretches of shoreline, just a short golf cart ride away. With its perfect blend of style, comfort, and beautiful tropical surroundings, this property delivers everything you love about island living. This home has everything today's buyer wants:  a newer build with lower maintenance materials, built to the later wind codes, an oversized lot with higher elevation, spacious floor plan with tall ceilings, beautiful kitchen and baths, perfectly chosen finishes and tasteful decor, a location close to resort style amenities and gorgeous beach, and to top it off, a short walk to the dock where you can take your boat out fishing. One financial bonus is that this home prepaid the community sewer assessment, which saves you $458 per quarter.  Newer, turn-key homes like this don't come up for sale very often at this price point on north captiva!
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!
Jose's Hideaway, 4621 Oro Pesos Ln, Captiva, Florida 33924, image 1
$599,000
  • 3 Beds
  • 2 Baths
  • 912 SqFt
  • $657/SqFt
House for sale in Jose's Hideaway
4621 Oro Pesos Ln, Captiva, FL 33924
Rarely available western exposure 105' beachfront property. The best beach in all of north captiva
North Captiva Island, 140 Mourning Dove Dr, Upper Captiva, Florida 33924, image 1
$705,000
  • 2 Beds
  • 2 Baths
  • 1,051 SqFt
  • $671/SqFt
House for sale in North Captiva Island
140 Mourning Dove Dr, Upper Captiva, FL 33924
Authentic old florida island charm and timeless appeal combine in this beautiful 2-bedroom cottage, offering classic character with thoughtful updates, including a new metal roof installed in 2023. Inside, soaring cathedral tongue-and-groove ceilings, oak floors, and rich pecky cypress walls create a warm and inviting atmosphere. The open-concept layout was ahead of its time, featuring a spacious kitchen with a wraparound dining bar that flows into the living and dining areas. All living spaces open to an oversized covered front porch, perfect for relaxed outdoor living. The primary suite features glowing wood finishes and an en-suite bathroom with a tub/shower combination. The second bedroom offers dual closets and a cozy nook for more storage or decor, making it ideal for accommodating guests with comfort and style. Below the house, a shady wood deck offers a great space for grilling and entertaining. An adjacent enclosed room houses a full laundry area and extra storage. The landscaped front yard features native plantings and a curving paver driveway. This home enjoys a prime location close to the ferry landing, just a short golf cart ride to both the gulf's sandy shoreline and the bayside beaches along pine island sound. Boating, fishing, shelling, and island exploration are all easily accessible from this quiet, scenic spot. This charming cottage offers the best of island living—historic style, modern comforts, and one of the best floor plans of a house this size on the island...  All in a setting that captures the magic of north captiva.   Whether you're seeking a peaceful getaway, a year-round retreat, or a vacation rental to offset costs while you enjoy the island lifestyle, this is a rare opportunity to own a genuine piece of north captiva's heritage.
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.
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
  • 31/2 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.
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!
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
  • 21/2 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, 4551 &4561 Seair Ln, Upper Captiva, Florida 33924, image 1
$949,000 $46K
  • 2 Beds
  • 2 Baths
  • 1,280 SqFt
  • $741/SqFt
House for sale in Jose's Hideaway
4551 &4561 Seair Ln, Upper Captiva, FL 33924
This delightful cottage style pool home includes an extra adjacent lot, and boasts some of the most spectacular landscaping you'll see on the island! Upgraded with a new aluminum standing seam roof and impact windows. This beautiful property offers a heated pool surrounded by pavers and lush vegetation, plus an excellent entertaining space below the house for poolside entertaining and fun. The gardens are truly special, and meander across both properties. Inside this delightful home, you will love the spacious great room with vaulted ceilings that lead to screened/covered porches and open sun decks. The master bedroom offers an en suite bath with a custom glass tile shower and boasts its entry to the sun porches facing the pool and gardens. Privacy abounds from your suite as the views drift across the whole 200ft wide property filled with unique tropical plantings and delightful pathways. The guest bedroom shares a hallway bath with a custom shower and vanity - plenty of space for extra guests to share this beach retreat with you. At the end of the quiet sandy lane is direct beach access to miles of north captiva island beaches. This exceptional home is a must-see at this price!
1124 Longifolia Ct, Captiva, Florida 33924, image 1
$3,395,000
  • 5 Beds
  • 5 Baths
  • 4,356 SqFt
  • $779/SqFt
House for sale
1124 Longifolia Ct, Captiva, FL 33924
Welcome to the palm & shell. A rare opportunity to purchase an estate home on captiva within south seas resort. This stunning home was completely renovated with quality craftsmanship and attention to every detail--from coastal themed bedroom names to airy island decor' and artwork throughout. Featuring a soaring, 2 story entry, 10 ft ceilings throughout, luxury interior furnishings, custom kitchen cabinetry, large walk-in pantry, spacious laundry, stunning checkerboard porcelain tile throughout, carpeted bdrms, and a brand new 3 story elevator. The spacious chef's kitchen features a huge peninsula, an island w/ electric, downdraft cooktop, wall oven & microwave, refrigerator/freezer, dw, and fully stocked kitchen with nespresso, keurig, fully stocked kitchen including service for 16--dinner & flatwear for interior or al fresco dining. Enjoy beach peeks from the kitchen windows. Dining room seats 12 w/ add'l counter seating and 4 person breakfast nook. The open living room was made for family time--featuring plush couches, armchairs, electric fireplace, dual ceiling fans, & built-in library shelves and media/game cabinets. The star of the main level is the living room's wall of french doors, all of which open to a sprawling, screened-in balcony overlooking the pool & grounds. The main level features (3) bedrooms--a queen jr suite w/ en-suite bathroom & balcony, double full br and queen br with their own neighboring bathrooms. The 3rd floor is the penthouse style primary bdrm--featuring a sitting area & desk, luxurious bathroom suite w/ full body showers, whirlpool tub, on-demand hwh, dual sinks, quarty vanity, lighted mirror and spacious closets. The primary suite's private deck enjoys both bay & gulf views--perfect for enjoying sunrise coffees and evening sunsets. The br next to the primary makes a perfect home office or child's bdrm and features a wet bar and private balcony with gulf views. The soaring 2 story lanai features panoramic screens and offers the very best of outdoor gulf living. Its extra large, heated pool and spa with waterfall feature, nighttime lighting, basket & volleyball nets, multiple lounge chairs, gas grill, large dining table, and entertaining area make it the heart of the home. Additional features: standing seam metal roof, work shop & large storage, space for bikes/kayaks/fishing gear/beach toys, oversized two car garage w/ space for golf carts, impact glass doors and windows and add'l layer of motorized shutters, indoor fire sprinklers, shell driveway, tropical landscaping w/ pops of color and a beach path to the private south seas beach. This gorgeous, one-of-a-kind captiva home has it all - luxury, location and lifestyle. Please call for a private viewing.
Castaway Key, 4561 Smugglers Dr, Upper Captiva, Florida 33924, image 1
$699,900
  • 2 Beds
  • 11/2 Baths
  • 891 SqFt
  • $786/SqFt
House for sale in Castaway Key
4561 Smugglers Dr, Upper Captiva, FL 33924
Adorable island cottage on beautiful north captiva island with classic beach style. This bungalow offers three sleeping rooms, making great use of the space. The living room and kitchen area are full of charm with tongue-and-groove wood walls, an authentic coastal retreat style. The two levels of decking are great for watching sunsets and gathering with the family. The home is located on a valuable oversized lot, just a short stroll or golf cart ride to the nearest beach access. Plenty of room to add on or install a large pool and outdoor entertainment area. Impact windows and sliders throughout, plus new hardie-board siding. Don't miss out on the chance to affordably obtain your beach house dream goal on this one-of-a-kind island!
Punta Robalo, 161 & 150 Nighthawk Dr, Upper Captiva, Florida 33924, image 1
$1,895,000
  • 4 Beds
  • 4 Baths
  • 2,346 SqFt
  • $808/SqFt
House for sale in Punta Robalo
161 & 150 Nighthawk Dr, Upper Captiva, FL 33924
Beachfront hurricane deal! Unique opportunity to customize your own grand beachfront estate home! Spectacular one-of-a-kind location with exceptional panoramic views of the pass and cayo costa. The existing floorplan offers space for 4 sleeping rooms and 4-5 baths, with a spacious great room and kitchen on the second level. The third story has incredible views and can be used as an office, loft, or extra sleeping space. Included with this property is an additional beach parcel bordering the gulf coastline. The adjacent buildable parcels to the north and south are also available for purchase. This property has so much potential to be the beach house you have always dreamed of!
North Captiva Island, 181 White Pelican Dr, Upper Captiva, Florida 33924, image 1
$699,000
  • 2 Beds
  • 1 Baths
  • 864 SqFt
  • $809/SqFt
House for sale in North Captiva Island
181 White Pelican Dr, Upper Captiva, FL 33924
Cute & cozy island bungalow steps away from the pristine north captiva beaches. Recently upgraded with a pergola and a brand-new metal roof. Outstanding floor plan for its size with its open-concept living space. The beautiful kitchen has a nautical flair... Perfect for cooking meals for family and friends after a day at the beach. Each of the bedrooms is delightfully decorated with a seaside flair. Plenty of storage on the ground level for bikes and beach gear, plus a laundry room and ample finished storage/bonus space. This delightful two-bedroom cottage is the affordable beach retreat you have been looking for!
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!
Safety Harbor Club, 406 Gulf Bend Dr, Captiva, Florida 33924, image 1
$2,000,000
  • 3 Beds
  • 3 Baths
  • 2,454 SqFt
  • $815/SqFt
House for sale in Safety Harbor Club
406 Gulf Bend Dr, Captiva, FL 33924
Rare opportunity to purchase luxurious gulf front estate on north captiva island a rare opportunity has arisen to purchase a luxurious gulf front estate located within the prestigious community of safety harbor club on north captiva island. This stunning coastal property boasts beach frontage with breathtaking sunsets and panoramic views of the gulf. Recently renovated and remodeled with the highest quality craftsmanship and attention to detail, this estate is truly one-of-a-kind. The interior of the property features a striking custom staircase, quartz countertops, and custom solid wood cabinetry in the kitchen. Beautiful oak and porcelain floors run throughout the home, creating a sense of elegance and luxury. The estate includes two guest bedrooms. One ensuite. The highlight of the property is the exquisite master bedroom, located on the second floor with private decks offering stunning views of the gulf. The master bedroom also features a fireplace and a large bathroom with a jet tub and separate shower. The spacious kitchen is equipped with an island cooktop, downdraft ventilation, subzero refrigerator/freezer, microwave with convection, wall oven, and dishwasher. The property offers gorgeous views of the beach from the master bedroom, kitchen, dining area, and great room. This custom home is truly a gem and must be seen to be fully appreciated. Schedule an appointment today to view this beautiful estate and make it your own.
Castaway Key, 631 Rum Rd, Upper Captiva, Florida 33924, image 1
$1,595,000
  • 4 Beds
  • 4 Baths
  • 1,920 SqFt
  • $831/SqFt
House for sale in Castaway Key
631 Rum Rd, Upper Captiva, FL 33924
Your private island waterfront escape — where every sunrise feels like it’s just for you! Imagine waking up to the first blush of sunrise spilling over pine island sound, the sky glowing pink and gold, while you sip coffee on your upper deck with panoramic views over a protected nature preserve. Just the soft rustle of palm fronds, the call of shorebirds, and the quiet lapping of water against your private dock. This isn’t just a house — it’s a 4-bedroom, 4-bath sanctuary built in 2020 to the highest storm and structural codes, so you can relax knowing your island retreat is as strong as it is beautiful. Inside, light pours in through vaulted ceilings onto airy, coastal-inspired living spaces. The designer kitchen — quartz countertops, stainless appliances, and custom cabinetry — was made for both sunset dinner parties and barefoot brunches after a morning swim. Built with impact windows, hardie board siding, and a metal roof, this home is built to withstand the elements. Step outside, and your world opens to a screened, heated pool surrounded by lush native landscaping that melts into the untouched preserve. When the day calls for adventure, your dock on a peaceful canal is ready for your boat, with quick access to some of the best fishing waters in florida. Whether you’re searching for a top-performing vacation rental or a personal hideaway that earns its keep when you’re away, this home is already a proven income generator — and it comes turnkey, so you can start living (or renting) the dream on day one. Opportunities for move-in waterfront properties don’t pop up on north captiva island very often — especially ones that offer this level of privacy, views, and modern construction. The only question is: will you let someone else watch your sunrise? Call today before this one disappears over the horizon.
Jose's Hideaway, 4540 Seair Ln, Upper Captiva, Florida 33924, image 1
$1,925,000 $25K
  • 3 Beds
  • 31/2 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.
1 - 29 of 79 Results
33924, FL Snapshot
176Active Inventory
0New Listings
$149.9K to $23MPrice Range
10Pending Sales
$1.1MMedian Closed Price
N/AAvg. Days On Market
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