Upper Captiva, FL Real Estate For Sale

Lee County | Updated
Results 29 of 38
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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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!
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, 4460 Smugglers Dr, Upper Captiva, Florida 33924, image 1
$1,495,000
  • 4 Beds
  • 3 Baths
  • 2,358 SqFt
  • $634/SqFt
House for sale in Castaway Key
4460 Smugglers Dr, Upper Captiva, FL 33924
Just move right in to this fully remodeled, turn-key, luxury north captiva estate home with pool!  This four-bedroom, three-bath island gem offers elegance, space, comfort, and modern design.  The great room features an expansive tv area, dining area, luxury kitchen, and a large sundeck with grilling/dining areas overlooking the huge private heated pool.   Reminding you of every shade of blue shimmering in the waters along the beach and sunny captiva skies, this chef's kitchen will impress you with all new stainless steel appliances, custom-designed cabinetry, glistening white solid surface countertops, and an island layout with a built-in dining bar. Just off the living space is a convenient guest bedroom surrounded by windows and beautiful views of the swaying palm trees. A full bath with a custom tile shower and glass door enclosure is just around the corner for convenient access from the living room and upstairs guests. The primary suite is a true retreat with a private sun deck, spa-like en suite bath, a stunning freestanding oval soaking tub set in a bay window alcove, a custom mosaic-tiled walk-in shower, and dual vanities. The other two guest bedrooms and guest bath on that level offer plenty of sleeping spaces for large families or groups.  The outdoor entertainment area is a true oasis, boasting a giant pool, poolside tv area, pool bar, and outdoor shower.  Perfect for entertaining or just unwinding in paradise. Clad with hardie board and upgraded with new impact-resistant windows, sliding glass doors, and a standing seam aluminum roof, this home is built for beauty and resilience. It is just a short walk or golf cart ride from pristine beaches, the ferry, and the resort area.  This home feels like a new home and is priced far below construction value.  Fantastic potential to generate high rental revenue.  This house is a must-see if you have been looking for a newer, larger pool home.  An excellent opportunity to combine family vacation fun with high rental revenue while you are away!
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!
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.
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, 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!
North Captiva Island, 211 White Pelican Dr, Upper Captiva, Florida 33924, image 1
$799,000 $36K
  • 2 Beds
  • 2 Baths
  • 1,038 SqFt
  • $770/SqFt
House for sale in North Captiva Island
211 White Pelican Dr, Upper Captiva, FL 33924
This charming island-style retreat offers beautiful views of the bay and the gulf of mexico, both being visible from the inviting front porch and the luxurious master bath. Great location on a more highly elevated corner lot bordering the private airstrip and on one of the most picturesque streets on the island. The entire house offers vaulted ceilings and effortless living spaces conveniently on a single level. Step into the fully updated kitchen area with brand-new appliances, including an induction range. The house exterior was improved with brand-new impact windows and doors and a top-of-the-line aluminum standing-seam roof. Relax in the expansive screened in l-shaped porch, strategically designed to capture refreshing breezes from the bay and the gulf, creating an idyllic haven for enjoying the island's natural beauty. Just steps to the white sugar sand beach, this well maintained home could be your perfect retirement and vacation destination!
Jose's Hideaway, 4570 Escondido Ln, Upper Captiva, Florida 33924, image 1
$725,000 $24K
  • 2 Beds
  • 2 Baths
  • 936 SqFt
  • $775/SqFt
House for sale in Jose's Hideaway
4570 Escondido Ln, Upper Captiva, FL 33924
This charming island beach cottage has been fully remodelled from top to bottom! Upgrades include impact-resistant windows throughout the home, hardie-board siding, an aluminum standing seam roof with kynar finish, a redesigned kitchen, new tile flooring, and very tastefully updated bathrooms. The freshly painted tongue and groove ceilings give this home a unique old florida character. The new fabulous custom kitchen features an oversized central island that doubles as the dining space, glistening over-the-counter sliding window, stylish open shelving, and custom shaker-style cabinetry. The main bedroom suite features a spectacular en suite bath with a walk-in shower, plus beautiful vaulted ceilings over the king bed. The secondary suite offers an entire wall of gorgeous windows, filling your views from this room with majestic palms. The accompanying en suite bath offers a custom tiled walk-in shower and a closet/dressing area. This home is ideally located only 450 feet from the beach, with access directly down the deeded road easement at the end of the sandy lane. A ground-level non-conforming bonus suite area offers one more additional sleeping room with a full bath and storage areas. Just a short golf cart ride from local restaurants, shopping, the ferry landing, and resort-style amenities. This old florida-style cottage would make a great vacation rental, especially with the addition of a pool. If you having been looking for an old florida style cottage close to the beach at an affordable price point, this house is a must see!
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!
Castaway Key, 4561 Smugglers Dr, Upper Captiva, Florida 33924, image 1
$739,900 $20K
  • 2 Beds
  • 1 1/2 Baths
  • 891 SqFt
  • $830/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!
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.
Jose's Hideaway, 331 Spanish Gold Ln, Upper Captiva, Florida 33924, image 1
$1,850,000 $340K
  • 4 Beds
  • 4 Baths
  • 2,202 SqFt
  • $840/SqFt
House for sale in Jose's Hideaway
331 Spanish Gold Ln, Upper Captiva, FL 33924
This custom-built, four-bedroom residence offers stunning panoramic views of the harbor and sound. Ideally situated to capture breathtaking sunrises, this home provides a truly exceptional perspective of the day’s first light. Crafted with the utmost attention to detail, the expansive and luxurious property is positioned directly on a navigable canal, featuring two private dock slips. This house has withstood many storms and never experienced any major impact, offering peace of mind and enduring durability. The exterior is distinguished by a spacious covered and screened porch, which overlooks the docks and a private, heated swimming pool. High-end materials, including hardie board siding, a metal roof, impact windows and doors, and custom-painted hardie plank lap siding, lend the home a sophisticated and elegant aesthetic. Inside, the home impresses with a custom kitchen complete with gleaming granite countertops, dark wood cabinetry, stainless steel appliances, and elegant teardrop light fixtures. The open-concept great room, living, and dining areas are designed to take full advantage of the panoramic water views, allowing for serene sunrises over the bay. Additionally, a well-appointed living room/den with a wet bar provides a comfortable space that leads to four bedrooms, each strategically placed for privacy. A versatile bonus room, spanning over 100 square feet, offers ample space for a variety of uses. Currently furnished with a bunk bed, foosball table, and air hockey table, this area’s potential is limitless. Conveniently located just a short walk from the local beaches, restaurants, and shops of upper captiva, this exceptional home is a must-see. Schedule a viewing today.
Punta Robalo, 150 White Pelican Dr, Upper Captiva, Florida 33924, image 1
$1,999,000
  • 4 Beds
  • 3 Baths
  • 2,197 SqFt
  • $910/SqFt
House for sale in Punta Robalo
150 White Pelican Dr, Upper Captiva, FL 33924
Expansive & panoramic gulf views with the beach just steps away! This soaring 4 bedroom and 3 bath estate home offers hardie board siding, aluminum railings, and impact windows. The reverse floorplan creates fantastic views from every corner of the living spaces, indoors and out. Imagine relaxing on the 2nd level porch or 3rd-floor mezzanine, gazing at the incredibly scenic coastline of cayo costa. The top level could be a fifth sleeping space or your favorite sunset-watching room. Custom kitchen with stainless steel appliances and formal dining nook surrounded by windows. The first-story covered screen porch has excellent gulf views from the master suite and largest guest bedroom. Heated pool and extensive deck space. Great for dining and entertaining. This property includes a nearby beachfront parcel and a deeded walkway easement for a sandy path to your private gulf beach. A wide-view easement over the adjacent beachfront property to the west also helps to maintain your view over time. The location, number of sleeping areas, pool, and very special view give this home excellent rental potential. To complement this outstanding home, a valuable dock slip is available in the nearby boat basin for an additional price of $200k with the house. Furthermore, the adjacent beachfront lot to the west can also be available for purchase to connect this home all the way to the water.
Jose's Hideaway, 4611 Seair Ln, Upper Captiva, Florida 33924, image 1
$2,295,000
  • 4 Beds
  • 3 1/2 Baths
  • 2,474 SqFt
  • $928/SqFt
House for sale in Jose's Hideaway
4611 Seair Ln, Upper Captiva, FL 33924
Stunning views surround you from every level of this premier vacation home!  Just steps from the beautiful sand beaches and sparkling blue gulf waters. This 4 bedroom and 3.5-bath reverse floorplan estate-sized home creates plentiful space for everyone. The living room level offers a vaulted ceiling space with a dining area wrapped with windows and a living room right in front of endless vistas of the gulf, beach & sunsets. The kitchen & built-in island have every amenity you could imagine, plus sharing a perfect vantage of the entire living room, porches, and water views. Completing this level is an ideal morning coffee or games niche, a beautifully appointed half bath, a grilling porch, and a covered screen room. Upstairs, a serene loft and sundeck are the perfect spot for unwinding and relaxing. At the pinnacle, the rooftop party deck will astound you with its phenomenal views, reaching from captiva to cayo costa along an endless spectrum of coastline, wildlife, crashing waves, and sandy beach. Built to last with lock-dry aluminum decking, stainless steel cable railings, and high-end porch decor - this is the best outdoor living space ever! Luxurious large guest rooms, covered screen porches for capturing the views, plus space to unwind and relax, listening to the surf.   The main suite will lift you away with its beautiful water views and custom-designed en suite bath with a walk-in shower. The secondary suite offers gulf views and shares the covered screen porch and a large en suite bath with a beautiful walk-in glass tile shower. The remaining guest bedrooms are delightfully decorated, with peeks of the gulf views set up perfectly for large groups or rental guests. Outside entertaining is at its finest, with the pool with excellent sun exposure, a poolside wet bar, dining area, grilling space, a seaside beach shower, and incredible views of the gulf.  The house has been fully remodeled inside and out, including new hardiboard siding, impact windows, and a standing seam roof.  With the trim level, incredible views, size, and outdoor pool/entertainment area, this home can be a high-performing rental home!  If you are a pilot, the seller has an airstrip membership available for a separate purchase.
Castaway Key, 560 Gulf Ln, Upper Captiva, Florida 33924, image 1
$1,899,000 $301K
  • 2 Beds
  • 2 1/2 Baths
  • 1,650 SqFt
  • $1,151/SqFt
House for sale in Castaway Key
560 Gulf Ln, Upper Captiva, FL 33924
One of the most private and charming beach front homes ever for sale on north captiva island! This exquisite old florida cottage-style home offers true character and a a unique living experience with its one of a kind beachfront location. This rare lot is generously oversized, owning all the way to the mean high tide line... Surrounded on both sides by multiple non-buildable lots for unmatched privacy on the beach. The captivating charm of the cottage architecture & decor sets this home apart in a league all of its own. Every moment at this beach house is an all-encompassing retreat to nature and island life. The cottage interior features shiplap walls, tongue & groove ceilings, and meticulously painted woodwork with modern comforts like sleek kitchen countertops w/ stainless steel appliances. The eclectic style showcases handcrafted details, cozy nooks, and a warm ambiance that welcomes you at every turn. Ownership of this beachfront cottage is not just a home, but a serene sanctuary where timeless memories will be etched into the very fabric of your life. Don't miss your one and only chance to own this very special and unique property!
Jose's Hideaway, 4340 Sol Vista Dr, Upper Captiva, Florida 33924, image 1
$2,500,000
  • 4 Beds
  • 3 1/2 Baths
  • 2,120 SqFt
  • $1,179/SqFt
House for sale in Jose's Hideaway
4340 Sol Vista Dr, Upper Captiva, FL 33924
Stunning views with this exquisite 4 br, 31/2 ba home sitting directly on the beach. Unlike any other home available. Completely move-in ready. Turnkey! Including 3 golf carts. Totally renovated from top to bottom built to last with newest low maintenance materials: hardie board siding, impact windows and doors, metal roof and aluminum railings. Screened covered porches off of the 1st level bedrooms overlooking the bayside for spectacular sunrises. The views from the living level with a wall of windows are incomparable. To further accommodate the fabulous views the home was designed with an "upside down" floor plan, having the living space 2nd level and the bedrooms on the lower floor. The advantage of this is that the breeze and view are on the top where most of the day is spent and the cooler temps are enjoyed in the bedrooms. Step out to your own private beautiful sugar sand beach, plenty of room to add a pool. Steps to the small private airstrip and local amenities. Great potential to be a top performing rental property! Airstrip membership available for purchase. Seriously consider this amazing home and the value it presents, come and see its qualities for yourself.
Safety Harbor Club, 412 Gulf Bend Dr, Upper Captiva, Florida 33924, image 1
$2,150,000
  • 4 Beds
  • 2 1/2 Baths
  • 1,807 SqFt
  • $1,190/SqFt
House for sale in Safety Harbor Club
412 Gulf Bend Dr, Upper Captiva, FL 33924
Best price for your own beach front home on north captiva island! Step down your private beach path to miles of pristine sandy beaches and the sparkling blue gulf of mexico. Recently upgraded with a new roof. This four-bedroom gulf-front home offers excellent outdoor living spaces, soaring cathedral ceilings, and a large kitchen with plenty of room for all your island culinary delight. The great room flows directly to a covered screen room with ample outdoor dining and relaxing space. Just outside is an open sundeck with beautiful views. Superb expansive water views from every level. Serenity will surround you at this island oasis and captivate your imagination from the top-level sunset room and porches. Enjoy views of the gulf, cayo costa island's beaches, and unforgettable sunsets from your lounge and decks. The common areas and green spaces adjacent to the north border of this home's oversized lot offer tremendous privacy. This home has shared dockage, pool, and tennis/pickleball courts as part of the safety harbor club community. If you have been looking for an affordable 4-bedroom beachfront home with privacy and dockage for your boat, you need to see this home!
1 - 29 of 38 Results

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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