Upper Captiva Florida Homes for Sale

Upper Captiva Florida Homes for Sale

$89,000
2026031238 MLS
Build your island dream home steps from the Gulf beaches on beautiful North Captiva Island! Located on a quiet circle in a higher elevation area, this desirable homesite offers an exceptional opportunity to enjoy coastal living in one of Florida's most peaceful barrier island communities. Just a short walk to beach access, you'll enjoy miles of white sand shoreline, world-class shelling, spectacular sunsets, and the relaxed island lifestyle North Captiva is known for. Resort amenities, shopping, dining, the ferry landing, and preserve trails are all just a short golf cart ride away. Imagine watching gulf views and great sunsets from your lookout, and maybe even some from your highest living floor. Whether you're planning a vacation retreat, an investment property, or your forever island home, this ideally located parcel, with potential views, provides the perfect setting to bring your vision to life.

552 Coral Circle, Upper Captiva

Courtesy of Resort Properties Internationa
$599,000
3 Beds ⋅ 2 Baths ⋅ 2026031138 MLS
Experience the best of coastal living in one of the premier townhomes in Safety Harbor Club! This beautifully updated end-unit offers 3 bedrooms, 2 full baths, and is filled with natural light thanks to additional impact windows, creating a bright and airy interior throughout. Exceptional outdoor living awaits with two screened lanais plus a third balcony. Thoughtfully renovated, recent improvements include impact-resistant windows, a newer roof, newer HVAC system, and an on-demand tankless water heater, providing years of worry-free ownership. The finished lower level offers versatile space for a home office, fitness area, laundry room or guest accommodations, along with garage storage and a golf cart for added convenience. Offered fully furnished and turnkey, this move-in-ready residence is an outstanding full-time home, seasonal retreat, or income-producing investment with excellent rental history and opportunity for Seller Financing. Safety Harbor Club residents enjoy resort-style amenities including a heated community pool, tennis and pickleball courts, clubhouse, convenient beach access, and dockage for boating enthusiasts. Enjoy the perfect combination of updated coastal elegance, abundant indoor-outdoor living, and an unbeatable waterfront lifestyle.

4491 Escondidio Lane Unit 73, Upper Captiva

Courtesy of Islander Realty
$1,450,000
4 Beds ⋅ 4 Baths ⋅ 2026030979 MLS
High-performing, income-producing vacation rental on one of North Captiva Island's premier streets. Privately nestled among mature tropical landscaping, this beautifully maintained 4-bedroom, 3.5-bath island retreat offers over 2,300 sq ft of thoughtfully designed living space and a proven history of strong rental performance. Guests are drawn to the resort-style outdoor living, featuring an exceptionally large private pool, hot tub and outdoor shower, multiple entertaining areas, and a spectacular southwest-facing third-floor lanai that fully opens to the living room, creating a seamless indoor/outdoor living experience. Two en-suite bedrooms, a bunk room with a third bath, and a fourth queen suite provide ideal accommodations for owners and guests alike. Recent upgrades include Hardie Plank siding, two HVAC systems, Trex decking, a Brazilian hardwood pool deck, a cargo/luggage lift, and a paver driveway. A rare opportunity to own a turnkey island property that combines exceptional rental income, lush tropical privacy, premium outdoor amenities, and one of North Captiva's most desirable locations.

4490 Oyster Shell Drive, Upper Captiva

Courtesy of Islander Realty
$389,000
2026025092 MLS
Incredible Views of the Gulf from this perfectly located lot just steps to the beach! 4601 Oro Pesos Ln offers an exceptional opportunity to build your custom island dream home. Imagine sitting in your living room, looking out at the Gulf and sunsets, then walking approx. 120 feet to the beach. This generously sized 100' x 105' parcel is partially cleared and ideally positioned only two parcels back from the beach. Enjoy convenient access to beaches, preserve trails, island amenities, and the peaceful lifestyle that makes the island one of Florida's hidden coastal treasures. Opportunities to build new with this combination of proximity to the beach and water views this good are becoming increasingly rare on North Captiva, particularly at this price point!

4601 Oro Pesos Lane, Upper Captiva

Courtesy of Resort Properties Internationa
$595,000
2026023733 MLS
An incredibly rare opportunity on North Captiva Island! This collection of 4 adjacent lots spans a generous 1.13 acres, offering unmatched potential for a private estate with tropical gardens, a multigenerational retreat, or a 4-residence sanctuary. Enjoy exceptional privacy and the potential for sweeping bay and preserve views from upper levels over and around just 1 row of homes. Ideally located near island dockage, the ferry landing, and club amenities, this property combines seclusion with convenience. Lots may be purchased individually or as a tailored collection that fits your vision.

4430 Conch Shell Drive, Upper Captiva

Courtesy of Resort Properties Internationa
$870,000
3 Beds ⋅ 2 Baths ⋅ 2026020831 MLS
Dock your boat and enjoy water views from an end-unit townhome, while you build your dream home on an incredible lot with direct views toward the beach and Gulf! Introducing a unique island ownership combination: Townhome #60 at 370 Townhouse Ln in Safety Harbor Club, paired with a separate buildable homesite at 4580 Oyster Shell Dr, offered together as an exceptional package. The townhome offers immediate enjoyment with beautiful harbor views, shared community dockage steps away, and full access to all Safety Harbor Club amenities, including a heated pool, tennis courts, pickleball, clubhouse, dining, convenient ferry landing, and private Gulf beach access. Perfectly positioned within Safety Harbor Club, the townhome provides an ideal home base for boating, beach days, and island living, with rental or personal-use flexibility. Included in this package is 4580 Oyster Shell Dr, a valuable homesite with incredible views!  You will be stunned by the amazing view corridor looking down onto the sugar-sand beach and sparkling Gulf waters beyond.  Imagine watching the sun set every night right from your living room. This lot plus townhome combination is a must-see!

4580 OYSTER SHELL DR & 370 TOWNHOUSE Lane Unit 60, Upper Captiva

Courtesy of Resort Properties Internationa
$148,000
2026020794 MLS
A rare opportunity to own an extraordinary piece of North Captiva Island’s untouched South End coastline. This oversized parcel stretches along the island’s serene mangrove shoreline on the bay, offering a setting defined by privacy, natural beauty, and peaceful seclusion...  with incredible views of a breathtaking beach in both directions. Nestled among some of the most pristine and preserved areas of North Captiva with good water depth for a dock, this property is just steps from one of the nicest beaches in all of SW Florida, where shelling, fishing, and breathtaking sunsets become part of everyday life. This is your chance to own a meaningful piece of one of Florida’s most unique barrier islands. A place to preserve, enjoy, and hold as part of your island legacy. Whether your vision is immediate or simply for the future, properties in this naturally protected and peaceful setting are becoming increasingly rare. North Captiva Island remains one of Florida’s hidden coastal treasures—boat-access only, surrounded by preserve lands, and defined by a slower pace where nature still leads the way. Secure your piece of paradise on the South End of North Captiva, where you will be able to park your boat on one side, and enjoy the beach and sunsets on the other!

11657 Redfish Shores Drive, Upper Captiva

Courtesy of Resort Properties Internationa
$1,425,000
4 Beds ⋅ 3 Baths ⋅ 2026021059 MLS
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. The kitchen might become your favorite place! 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!

4460 Smugglers Drive, Upper Captiva

Courtesy of Resort Properties Internationa
$1,245,000
3 Beds ⋅ 2 Baths ⋅ 2026020806 MLS
541 Gulf Lane – Steps to the Sand with Sweeping Water Views & Resort-Style Outdoor Living.  This retreat offers the kind of beachside life that feels effortless from the moment you arrive. This beautifully positioned 3-bedroom, 2-bath half-duplex captures spectacular water views from every level, making the Gulf part of your everyday backdrop—from morning coffee to sunset unwinding. Designed for relaxed coastal living, this getaway features a bright, open gathering space filled with natural light and framed by views of the Gulf and sunsets. The living, kitchen, and dining zones are beautifully decorated and fully furnished. The primary suite offers a peaceful private escape, complete with a jetted soaking tub—perfect for relaxing after sun-filled beach days and evening walks along the shore. On the second level, the large guest room offers fantastic water views and a private sun deck facing the Gulf. A third guest bedroom is just around the corner, tucked into the eaves, sharing a large guest bath with a tub/shower combo. Outside is where property truly comes to life. A private pool and hot tub, expansive sun deck, and poolside bar create a resort-like setting designed for entertaining, relaxing, and making memories with family and friends. A convenient ground-level 1/2 bath and a dedicated laundry area make transitions from the beach to the pool effortless. Set along one of North Captiva's most desirable beachside lanes at a really high elevation, the home offers immediate access to the Gulf's sugar-sand shoreline, with its separate 1/2-interest in a deeded beach access lot. Whether you're seeking a personal island getaway, a vacation rental investment, or a place to gather for years to come, 541 Gulf Lane delivers the rare combination of location, views, and the laid-back luxury that defines North Captiva living. The adjacent 1/2 Duplex (543 Gulf Ln) is also available for purchase so that you can own the entire property!

541 Gulf Lane, Upper Captiva

Courtesy of Resort Properties Internationa
$565,000
3 Beds ⋅ 2 Baths ⋅ 2026020799 MLS
Wake Up in Paradise at Sunrise Bay on North Captiva Island! Picture this: the first light of dawn glistens across Pine Island Sound as you sip coffee on your screened porch, watching the world wake up in perfect peace. A gentle sea breeze slips through palm fronds, and within minutes, you can be out the door and onto your docked boat, sandy Gulf shoreline, or quiet nature trail. Sunrise Bay isn't just a townhome - it's your front-row seat to island life. This 3-bedroom, 2-bath townhome has been stylishly updated to deliver modern coastal comfort with a dose of Old Florida charm. Inside, sunlit living spaces, tasteful furnishings, and thoughtful upgrades create a warm, effortless retreat. The townhouse is entirely turnkey, with thoughtfully updated décor and furnishings so you can settle in and start enjoying your new island retreat immediately. Outside, you're just a short hop to the ferry landing, Dock Slips, Over the Waterfront Dining, and endless opportunities to fish, shell, kayak, or relax in total tranquility. For boaters, this property is a dream come true, with community docks that provide easy access to the Gulf for fishing trips, sunset cruises, or island-hopping adventures. If you prefer to keep your toes in the sand, pristine Gulf-side beaches are just a short golf cart ride away, making spontaneous beach visits part of your everyday life. Safety Harbor Club's included resort-style amenities, including the recently updated sparkling heated community pool, tennis & pickleball courts, a clubhouse, and waterfront dining, give you the best of vacation living right at home. Perfect for a personal island hideaway or an income-generating rental, Sunrise Bay blends laid-back luxury with unbeatable convenience. Properties with this level of charm, boat dockage, & water views don't usually last long at this price. Schedule a showing today and claim your place in paradise!

4481 Escondidio Lane Unit 80, Upper Captiva

Courtesy of Resort Properties Internationa
$475,000
3 Beds ⋅ 2 Baths ⋅ 2026017061 MLS
End Unit With Harbor Views & Dock Access! Experience the tropical island waterfront lifestyle! This value-priced townhome offers shared dockage for your boat, and an unbeatable location just steps from the dockage, ferry landing, and club restaurant… because sometimes the outside is doing all the heavy lifting. Let’s be clear: the interior is authentically, unapologetically vintage. We’re talking original finishes, original fixtures, and décor. The kitchen and baths? Classic. The vibe? Beach Retro. The opportunity? Endless. But here’s the thing—this townhome is livable, functional, and ready for its next chapter. Whether you’re dreaming of a full renovation, a creative reimagining, or simply embracing the throwback charm (we won’t judge), this is your chance to start with a light-and-airy plan in an even better location. And what a location it is—end unit, harbor views, steps to dockage and kayak beach... and just a short distance to everything Safety Harbor Club has to offer. Enjoy access to a heated pool, tennis and pickleball courts, clubhouse dining, and private Gulf beach access where the sunsets are always in style (no renovation required). Bring your vision. Bring your contractor. Or bring your love for 1985. Either way, this is your chance to secure a waterfront foothold in an end unit at a price that leaves room for transformation. Don’t miss this unique before-and-after opportunity.

370 Townhouse Lane Unit 60, Upper Captiva

Courtesy of Resort Properties Internationa
$249,900
2026015519 MLS
Build your Island Dream Home on this tropical homesite located in the desirable North Captiva Dunes neighborhood! The high elevation, which provides peace of mind from storms, combined with the scenic view corridor toward the water and the Preserve, sets this lot apart. Located approximately 900 feet from the wide sugar sand Sunset Beach, this property enjoys a prime location with only two rows of homes between you and the sparkling Gulf waters. Enjoy the sounds of the surf with spectacular views from the upper stories & the lookout of your newly designed masterpiece. Just around the corner from all the preserve trails, and a short golf cart ride to the island’s resort hub with dining, pools, and recreation. North Captiva Island is a private, boat-access-only barrier island known for its friendly vacation vibe, protected natural areas, and relaxed golf-cart lifestyle. With miles of pristine beaches, exceptional fishing, and abundant wildlife, the island provides a unique coastal experience unlike anywhere else in Florida. Vacant land opportunities with this combination of elevation, location, and view potential in this part of the island are rare. Secure your place on North Captiva and begin planning your custom island vacation retreat today!

4491 Butterfly Shell Drive, Upper Captiva

Courtesy of Resort Properties Internationa
$999,999
3 Beds ⋅ 4 Baths ⋅ 2026014378 MLS
Exceptional Double-Lot Island Retreat! Ideally positioned on a rare double lot, this beautifully maintained North Captiva Island home offers enhanced privacy, extra space, and low-maintenance coastal living. This North Captiva retreat offers more than just a home; it presents a rare opportunity for the lucky buyer to own an exclusive separate membership in Captiva Castaway Beach. Just a short, scenic stroll from your front door, this membership grants you deeded access to arguably the finest 'sugar sand' private beach on the island. Enjoy this ultimate Gulf-front luxury beach with its pristine, secluded shoreline reserved for a select few, ensuring your piece of paradise remains private and protected for years to come. Designed with a reverse floorplan, the home is filled with natural light and opens to lush tropical surroundings. The main living area, with its full-length sliding glass wall, allows the inside to flow seamlessly onto a spacious screened lanai (with premium “no-see-um” screen comfort) for bug-free open-air entertaining, lounging on the double hammock, or just enjoying the soft gulf breezes, creating indoor-outdoor living ideal for any occasion. The galley-style kitchen features a generous dining bar and walk-in pantry, while two private primary suites with en-suite baths and walk-in showers offer comfort and privacy. A versatile bunk room serves as a fourth sleeping area for additional guests. Extensive exterior “maintenance-free” recent upgrades set this home apart: impact-resistant doors and sliders, PGT energy-efficient low-E impact windows, composite decking, powder-coated aluminum railings, and premium composite siding (rated for up to 150-mph winds) that you never need to paint! Additional improvements include a new roof with transferable warranty, energy-efficient HVAC systems with Wi-Fi thermostats, and updated appliances—delivering durability and low-maintenance ownership so you can spend more time on the beach and less time working on your house. Let your imagination wander! Create your personalized island paradise, as the adjacent surveyed lot, cleared free of Brazilian pepper, provides valuable flexibility—ideal for lush gardens, a swimming pool, a 2nd guest house or creating an even larger private compound. Conveniently located near the beach access, ferry landing, and island amenities, this property has a history of strong rental potential. A rare opportunity to own a double-lot island home with upgrades, privacy, and expansion potential—all offered well below reconstruction cost. Schedule your private showing today and experience the island lifestyle firsthand!

4511 & 4501 Schooner Drive, Upper Captiva

Courtesy of Resort Properties Internationa
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 2026013122 MLS
Elevated Living, Gulf Views & Rooftop Sunsets Imagine pulling up in your golf cart, the breeze already shifting as you arrive at a home set high and dry in one of North Captiva's most sought-after neighborhoods. 4510 Oyster Shell Dr is a 3-bedroom, 2.5-bath retreat with an additional 4th sleeping room, designed to make the most of island life. The reverse floorplan captures Gulf views and coastal light from the moment you step into the main living level. Upstairs, the open-concept living, dining, and kitchen area feels bright, easy, and inviting—perfect for gathering after a day at the beach or hosting friends for a laid-back island evening. Large windows and elevated positioning bring the outdoors in, while the surrounding landscape and water views remind you exactly why you're here. And just down the sandy lane lies one of the island's true treasures—a premier beach access point leading to North Captiva's widest stretch of powder-soft, sugar-white sand. This is the kind of beach people travel across the world to find—expansive, uncrowded, and endlessly walkable—where mornings begin with quiet shoreline strolls and evenings end with unforgettable Gulf sunsets. Then there's the rooftop lookout—one of those features that quietly becomes your favorite place. Morning coffee surrounded by water views as the island wakes up… sunset cocktails as the sky turns gold… and quiet nights under a blanket of stars with the preserve stretching out below. Recent upgrades, including a new metal roof, Hardie board siding, and aluminum railings, add both durability and a clean coastal finish. Positioned along one of the island's highest ridgelines—with elevated construction and storm shutters—the home offers an added sense of confidence and comfort. This isn't just a vacation home—it's a place where beach days feel effortless, sunsets feel personal, and every visit makes it harder to leave. Come see it for yourself—and picture where your mornings, beach walks, and next chapter could begin.

4510 Oyster Shell Drive, Upper Captiva

Courtesy of Resort Properties Internationa
$892,000
6 Beds ⋅ 4 Baths ⋅ 2026013167 MLS
Rare 6-bedroom North Captiva Island Home with Screened Pool Area where Everyone Has a Place, and Every Moment Feels Like a Vacation! Imagine arriving with a full house... family, friends, kids, grandparents... all under one roof, yet everyone has their own space to unwind. Mornings begin with coffee around the kitchen's breakfast bar to plan the upcoming day at the beach. Afternoons drift between the pool, BBQ area, game room, and shaded porch… and by evening, everyone gathers again, sharing stories over dinner as the island breeze moves through the lanai. This beautifully designed 6-bedroom, 3.5-bath plan was made for togetherness without crowding, offering expansive open living spaces to connect with family, along with private retreats for quiet moments. The heart of the home is a large open-concept living, dining, and kitchen area where meals turn into memories and laughter carries long into the night. Outside is a large covered Key West-style front porch to perfect the island vibe. Just off the great room is a media room - perfect for movies and gaming any time of day. A spacious primary bedroom offers a sunny bay-window nook and an en-suite bath with a deep-soaking tub & shower combo. Three more guest rooms are just down the hall from the kitchen with a shared full bath. Downstairs, a relaxed den and games room create a natural draw for kids & teens for late-night hangouts, or a great hangout for older parents who don't like lots of stairs. Two bedrooms and a full bath, plus a laundry center on this level, make it a second essential recreation and living hub of the house, with the screened pool area just outside. This level seamlessly blends indoor comfort with outdoor fun. Step outside and the experience only gets better. A heated, screen-enclosed pool becomes the center of the day, surrounded by generous lounging and dining areas designed for long, unhurried afternoons. Just beyond, a separate poolside cabana with a wet bar and grilling station sets the stage for effortless entertaining—whether it's a casual lunch, sunset cocktails, or a full-on BBQ cookout. The exterior of the house was upgraded with a new standing seam metal roof in 2023. Conveniently located just a short golf cart ride or walk from the ferry landing, Island Club amenities, and beach access.  Everything you need is within easy reach. Whether hosting multiple families, creating traditions for generations, or building a high-performing vacation rental designed for large groups, this is the kind of home where people come together and never want to leave. Take a closer look and start picturing your next gathering here.

4481 Bartlett Parkway, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$692,000
2 Beds ⋅ 2 Baths ⋅ 2026013789 MLS
This Charming Island-Style retreat offers Beautiful Views of the Bay and the Gulf, 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!

211 White Pelican Drive, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$560,000
3 Beds ⋅ 2 Baths ⋅ 2026013121 MLS
Priced to Sell!  Fantastic Views from this townhome located within the quaint waterfront boating community of Safety Harbor Club on North Captiva Island. Completely updated in 2025 with luxury finishes and decor, this townhome features modern coastal design, travertine marble floors, custom baths, elegant trimwork, and an open, light-filled layout that captures the serene harbor views. The thoughtfully designed interior features a sumptuous living room set with down-filled cushions, perfect for nestling in after a long day of beachcombing.  The main living area flows seamlessly to a covered screen porch where you can enjoy peaceful harbor breezes and sunrises while watching dolphins & boats pass by.  The kitchen and living spaces are ideal for entertaining or relaxing after a day on the water. The first-floor primary suite boasts a fantastic high-end resort feel, with an en-suite bath featuring a walk-in custom-tiled shower & glass enclosure, plus a separate commode room with a smart toilet/bidet. Upstairs, a perfect light-and-airy sleeping loft and a large guest bedroom share a completely reimagined & renovated bathroom, offering spa-like comforts like a deep-soaking claw-foot tub, chic tile, and a convenient curb-free shower area. On the ground level, the property offers a valuable bonus storage room and a dedicated golf cart garage, providing ample space for island gear, beach equipment, and convenient transportation.  Located close to the community dockage and ferry landing, this home is perfectly positioned for effortless island access and convenient boating. Ownership includes access to Safety Harbor Club amenities, featuring a heated pool, tennis and pickleball courts, clubhouse, beach access, and additional dock slips.   North Captiva Island is a private barrier island known for its pristine beaches, preserved natural areas, golf-cart transportation, and relaxed lifestyle. Whether you are seeking a personal retreat, a perfect fishing rally point, a vacation getaway, or an investment property, this beautifully upgraded townhome offers an exceptional combination of location, upgrades, and lifestyle all at an affordable price.

4500 Escondidio Lane Unit 69, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$490,000
3 Beds ⋅ 2 Baths ⋅ 2026010833 MLS
Priced to Sell! Positioned directly on the harbor in Safety Harbor Club, this waterfront townhome offers one of the most convenient dockside locations on North Captiva Island. With the boat docks less than 50 feet from your door, this home is ideal for those who want immediate access to boating and waterfront living. The layout is designed to capture excellent harbor views while providing comfortable island living. Light-filled interior spaces flow naturally to the outdoor covered screen porch, where you can watch boats come and go and enjoy the serene waterfront setting. As part of Safety Harbor Club, owners enjoy a full suite of amenities including a community pool, tennis & pickleball courts, clubhouse, on-site dining, & Gulf beach access. The nearby ferry landing makes travel simple while maintaining the peaceful, car-free charm of North Captiva. Whether used as a personal retreat or investment property, this harborfront townhome offers an exceptional combination of location, lifestyle, and boating convenience on one of Florida’s most unique barrier islands. There is a tenant currently in place until July 31, 2026.

370 Townhouse Lane Unit 66, Upper Captiva

Courtesy of Resort Properties Internationa
$3,895,000
4 Beds ⋅ 5 Baths ⋅ 2026007775 MLS
Beauty & The Beach is one of the most extraordinary Gulf-front estate homes ever offered for sale on North Captiva Island! This custom-crafted contemporary residence sits on the central portion of the island's widest stretch of beach, providing greater long-term shoreline security and uninterrupted panoramic Gulf views. A proven luxury vacation rental leader, this home generated over $360k in gross rentals in 2021.  The property booked over $250k in gross rentals in 2025, even with downtime for repairs and upgrades.  This is a rare opportunity to acquire both a premier vacation retreat and a top-tier rental asset. Designed with a striking stucco exterior, impact-resistant glass throughout, and a private interior elevator serving all three levels, the home delivers refined coastal architecture paired with modern convenience. The ground-level area provides a bonus room & bunk area, plus an extensive outdoor entertainment space with a pool, patio, outdoor kitchen & poolside bar, all connected by a private walkway to the island's most pristine sugar-sand beach. Inside, every space is meticulously planned & designed for elevated entertaining & relaxed luxury. Highlights include a gourmet chef's kitchen, a dramatic dining room crowned by soaring barrel-vaulted ceilings, and a formal living area wrapped in panoramic glass. A built-in fireplace with television above the hearth anchors the living space with warmth and elegance.  The two primary living levels were designed to capture the spectacular Gulf and sunset views.   The 4 elegant bedroom suites provide marvelous spaces for you and your guests to experience five-star resort-style luxury sleeping accommodations. The top-level primary suite boasts panoramic beach views, an en suite bath with a walk-in shower, a dual-sink vanity, and a lockable owners' closet.  Imagine relaxing in the extra-deep soaking tub while you stare at the shimmering waters lapping the shoreline. The second primary suite, located just off the entertainment den/media room, offers excellent beach views & a luxury en suite bath with a walk-in shower. Two more north-facing guest suites create "family-suite-style" guest zones with a Gulf-facing King bed suite & en suite bath, plus an adjacent bedroom & bath.  Opportunities to acquire a Gulf-front estate of this caliber, location, and proven income performance are exceedingly rare on North Captiva Island. Beauty & The Beach represents the very best of luxury island living!

660 Gulf Lane, Upper Captiva

Courtesy of Resort Properties Internationa
$285,000
2026006617 MLS
Private Covered Boat Slip | Island Club of North Captiva Marina A rare opportunity to own a private, covered boat slip in the Island Club of North Captiva Marina. This premium slip includes both water and electric service and features a heavy-duty 10,000-lb boat lift that can accommodate vessels up to approximately 27 feet. One of the very few covered slips available on North Captiva Island, the protective roof structure is designed and built to withstand high-wind conditions, offering valuable protection for your boat year-round. Private slips of this caliber and location seldom come to market. If you've been waiting for secure, covered dockage with lift, utilities, and a premier marina setting, this may be your slip!

BOAT SLIP #3, Upper Captiva

Courtesy of Resort Properties Internationa
$945,000
3 Beds ⋅ 3 Baths ⋅ 2026005744 MLS
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.

4591 Oro Pesos Lane, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$78,000
2026005346 MLS
Tropical interior lot on the private and serene North Captiva Island, with miles of pristine beaches and vacation amenities. This location is conveniently located within a short golf cart ride to the resort hub area with pools, dining, shopping, boat rentals, and the ferry landing. Just 1600 feet to the nearby state-owned beach access. It is time for you to start planning your new island beach retreat!

4490 Schooner Drive, Upper Captiva

Courtesy of Resort Properties Internationa
$1,397,000
3 Beds ⋅ 2 Baths ⋅ 2026000708 MLS
The perfect boater's retreat! This charming three-bedroom waterfront home on the harbor is fully remodeled. Excellent water views from both levels. Dock permits are in place to build a dock for your dream boat. Enjoy the custom-crafted kitchen with marble countertops and stainless steel appliances, with fantastic views across the living area to the harbor. Watch the wildlife and passing boats while relaxing on the deck or screened porch. Two large guest bedrooms share a fully upgraded hall bath with a custom tile walk-in shower. The east-facing bedroom enjoys views of the harbor and another screen porch access sliding glass door, perfect for catching the fresh seaside breezes. To the west is another guest bunk room. On the second level, the spacious primary suite with dual closets & a deluxe tiled bathroom offers a huge waterfront sun porch with composite decking. Just off the primary suite is a versatile sitting room that makes a great office, media room, or extra sleeping space. Impact windows & doors, as well as a newer aluminum standing seam roof, ensure durability and peace of mind. It is just steps from community dock slips with full membership to the Safety Harbor Club amenities, pool, tennis, pickleball, and gulf beach access. This rare waterfront gem won't last. Schedule your private showing today!

4490 Harbor Bend Drive, Upper Captiva

Courtesy of Resort Properties Internationa
$1,245,000
3 Beds ⋅ 3 Baths ⋅ 2025026081 MLS
Island Paradise Found: Gulf-Side Retreat with Private Hot Tub/Pool & Tiki Bar! Wake up to your dream beach paradise on North Captiva Island! This exceptionally well-maintained 3-bedroom, 2.5-bath 1/2 duplex oasis offers unbeatable views and amenities designed for luxurious island life. Step inside to an open-concept living area featuring vaulted ceilings, bright coastal décor, a spacious kitchen with granite countertops & stainless steel appliances, plus a counter-height dining bar. This seamless space connects effortlessly to the front porch and sunset deck, providing the perfect venue for gazing at the shimmering Gulf. The primary suite on the main level offers a spa-style bath with a soaking tub and dual vessel sinks. The upper-level main bedroom enjoys panoramic Gulf views and its own private sun deck—a front-row seat to palm trees, pristine sandy beach, and glowing sunsets followed by moonlit water. A charming bunk room comfortably sleeps three, ideal for kids or grandkids. Your private outdoor oasis is an entertainer's dream, complete with a heated pool/spa combo, covered tiki bar, ground-level laundry, half bath, and a grilling station. Built for durability and peace of mind, the home boasts mostly Hardie board siding, a metal roof, and impact-rated doors and windows. A 1/2 interest in a membership to the deeded beach lot across the street ensures a direct connection to the sand and surf. If you are looking for the ultimate island beach retreat with excellent rental potential, 543 Gulf Lane offers unparalleled charm, comfort, and an unbeatable location at a price.

543 Gulf Lane, Upper Captiva

Courtesy of Resort Properties Internationa
$560,000
3 Beds ⋅ 2 Baths ⋅ 2025026060 MLS
Steps from the water! You can hear the bay waters gently sloshing against the shoreline from the front deck. Enjoy beautiful bay views from the front screened-in deck and watch the boats come and go from Safety Harbor. Relax to the sounds of the cheerful sea birds that soar over Safety Harbor and watch the dolphins swim in the bay. This meticulously maintained townhouse has gorgeous views of Safety Harbor. New roof in 2023. The master suite has an updated bathroom with walk-in shower, and there is a peaceful screened-in sitting area right off the master bedroom. Two adorable bedrooms are upstairs, with sweeping bay views from one of the upstairs bedrooms. The lower area has brand new flooring, a laundry area, and full golf cart garage to park your golf cart (included). The community dockage is just steps away from the front door, with additional slips available at the community wharf where you will find a fish cleaning station and plenty of docks to fish from. Also steps away from the front door is a lovely bay beach where you can launch your kayak (included) or go fishing. Membership with Safety Harbor Club includes a community heated pool, tennis and pickle ball, private beach access, a restaurant on the water, clubhouse, and miles of pristine, uncrowded, white sugar-sand Gulf beaches. North Captiva is an island with no roads to it, so ride the bi-hourly Island Girl ferry from Pineland Marina to North Captiva and get around the island on golf carts. This unique feature of the island makes it particularly peaceful and attractive.

370 Townhouse Lane 61, Upper Captiva

Courtesy of Preferred Properties Group Inc
$295,000
2025020953 MLS
Gorgeous, Unique, and Private estate-sized corner lot on North Captiva with plenty of room to build your island dream house! With just one row of homes to the bay, you will have impressive bay and sunrise views from the uppermost levels of a well-designed reverse floor plan home.

141 Mourning Dove Drive, Upper Captiva

Courtesy of Resort Properties Internationa
$1,595,000
4 Beds ⋅ 4 Baths ⋅ 2025019622 MLS
Elegant Gulf View Estate with Pool on Oversized Lot! Located just one roof line from the Gulf, this impressive North Captiva Island home is spacious & luxurious. Its 4 bedrooms & 3.5 baths provide plenty of room for family & friends. This island getaway is situated on an extra-large corner lot, offering enhanced privacy and excellent view corridors. The upper level offers the ultimate open-concept floor plan, anchored by a designer chef's kitchen featuring a large storage-and-prep island, a full dining bar, expansive custom cabinetry, quartz countertops, and stainless steel appliances. The great room is wrapped in bright, crisply painted shiplap, evoking the breezy elegance of a true island-style beach home. The large, covered connecting porch with Gulf-facing views is perfect for watching sunsets and sipping margaritas. This thoughtfully designed home offers two private master suites, each with its own walk-in shower, double vanities, and spacious layout for peaceful retreats. On the first level, two additional bedrooms and a shared bath provide ample space for guests; one could be considered a mini-primary bedroom with access to a large covered porch facing the pool, and the other a spacious bunk room that sleeps 5+, perfect for large families or rental groups. Other highlights include a package lift/elevator for effortless luggage and grocery transport to the upper floors, unique wood-grain tile floors, beautifully appointed bathrooms, and charming coastal décor throughout. This home is exceptionally well-designed and ready to be tailored to your style and rental needs. Outside, the lower-level lounge, dining, entertaining, and sundeck areas cover most of the home's footprint, offering fantastic opportunities for shady spots and sunny perches. The private heated pool resides amongst mature tropical trees with plenty of room for all to lounge the day away in the sun! Updated in 2021 with new impact windows/doors & hardie board siding. The ferry landing, club pool, tennis courts, dining, and shops are all just a quick golf cart ride away. With its prime location, Gulf views, high-end finishes, extra-large lot size, and character, this home offers a rare opportunity to own an estate home on the south side of the island near the sparkling Gulf waters, where you can watch the stunning sunsets every night from your dream home!

4560 Conch Shell Drive, Upper Captiva

Courtesy of Resort Properties Internationa
$819,000
2 Beds ⋅ 3 Baths ⋅ 2025018406 MLS
With Fantastic Gulf Views and a Prime Location just 350 feet from the beach, this island-style vacation retreat stands out with its extra charm and character!  Located alongside North Captiva's private airstrip, which gives the home an excellent view corridor.  Great for pilots and beachgoers alike!  Imagine gazing at the water from your living room and sun deck, then relaxing after a day at the beach in your beautiful pool while listening to the sounds of the surf.  Step inside and discover a 2-bedroom, 2.5-bath layout designed for relaxed island living. Top-level painted wood cathedral ceilings give this beachy bungalow a feeling of a much larger home, and with island flair. Abundant natural light pours in through multiple Gulf-facing French doors along the sundeck, truly bringing the outside in for sunset time! The open-concept living and dining area also features a fireplace as a focal point, while the kitchen offers modern cabinetry, solid-surface countertops, and stainless steel appliances. The primary suite includes an en-suite bath with a combined tub & shower, plus direct access to a private balcony for enjoying Gulf breezes. The guest suite is equally inviting, with its own private bath and French doors opening onto the covered screen porch. This hidden gem is a rare combination of proximity to the sugar sand beaches, poolside relaxation, and real island character at an affordable price point!

210 White Pelican Drive, Upper Captiva

Courtesy of Resort Properties Internationa
$79,000
2025018492 MLS
Great Value for a building lot on North Captiva Island! This prime lot is mostly cleared. Located just a short golf cart ride from bay and Gulf beaches, fishing spots, the ferry landing, and local dining. Water views are possible from the top-floor lookout. If you are a pilot, this is also close to the airstrip. The adjacent lot is also listed for sale if you would like to build a family compound or just have some extra space.

181 Swallow Drive, Upper Captiva

Courtesy of Resort Properties Internationa
$79,000
2025018491 MLS
Great Value for a building lot on North Captiva Island! This prime lot is mostly cleared. Located just a short golf cart ride from bay and Gulf beaches, fishing spots, the ferry landing, and local dining. Water views are possible from the top-floor lookout. If you are a pilot, this is also close to the airstrip. The adjacent lot is also listed for sale if you would like to build a family compound or just have some extra space.

191 Swallow Drive, Upper Captiva

Courtesy of Resort Properties Internationa
$595,000
2025013055 MLS
Exceptional View Corridor Lot just Steps from "Sunset Beach!" Picture yourself standing on your porch, salt air surrounds you, the rhythmic sound of waves lapping the shoreline just beyond the dunes. Every evening, the sky melts into golds and pinks over the Gulf—right from your own front-row seat. This slightly oversized 0.27-acre homesite in the desirable North Captiva Dunes neighborhood offers the perfect canvas to design your dream island escape. With ample space for a large luxury home, pool, and outdoor entertainment area, you can create the retreat you've always imagined. A short stroll to the beach and the 350-acre state preserve, you'll have access to miles of hiking trails, untouched coastline, and a long crescent-shaped beach where you can sometimes wander for hours without another person in sight. One of the few remaining vacant lots this close to the beach, this property is a prime opportunity to create a legacy home on a hidden gem of an island that has yet to be truly discovered. The adjacent lot to the west is also available for purchase, creating a fantastic and unique estate package.

4570 Butterfly Shell Drive, Upper Captiva

Courtesy of Resort Properties Internationa
$1,395,000
2025013056 MLS
A Rare Quasi-Beachside Opportunity - Oversized 0.42-Acre Lot in the Desirable North Captiva Dunes Imagine owning a piece of paradise just steps from a wide, sugar-sand beach, a place where your mornings begin with salt-kissed breezes and your evenings end with glowing sunsets over the water. This oversized lot in the highly desirable North Captiva Dunes neighborhood offers that rare chance to create the coastal retreat you’ve always dreamed about. With deeded beach access and a quasi-beachfront location so close to the island’s widest stretch of sandy shoreline, this parcel captures the very best of North Captiva’s natural beauty — panoramic Gulf views, close to the 300+ acre state preserve, and the space to design something truly extraordinary. Lots like this simply don’t come along very often - the first of its kind to hit the market in many years. Whether your dream is a modern coastal escape or a timeless island-style vacation retreat, this homesite provides the perfect foundation for your vision. Don’t miss this chance to claim one of the island’s most exceptional pieces of vacant land! The adjacent lot to the east is also available for purchase, creating a fantastic and unique estate package.

4580 Butterfly Shell Drive, Upper Captiva

Courtesy of Resort Properties Internationa
$634,900
2 Beds ⋅ 2 Baths ⋅ 2025013135 MLS
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!

4561 Smugglers Drive, Upper Captiva

Courtesy of Resort Properties Internationa
$905,000
3 Beds ⋅ 2 Baths ⋅ 2025012018 MLS
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!

4441 Harbor Bend Drive, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$170,000
2025006553 MLS
Build Your Island Dream Home at 4471 Cutlass Dr on North Captiva Island, FL! Discover this opportunity to build your custom retreat on one of North Captiva's desirable streets. This high and dry lot offers the perfect canvas for your island vision, with a private well worth 25k-40k already in place to give you a head start on construction.  The higher elevation offers a safe foundation for creating the home you've always imagined. Just a quick golf cart ride away are multiple beach access points, putting you within moments of the Gulf's sugar-sands or the preserve's hidden beaches and trails. Whether you're into shelling, hiking, kayaking, or simply soaking in the sunsets, you'll be surrounded by untouched natural beauty every day. The location also places you close to the resort area, with pools, tennis, shops, dining, and the ferry landing. That makes it ideal not only for an ultimate vacation retreat, but also for potential future rental income. With its beautiful location, existing well, and proximity to both the nature preserve and resort-style amenities, this lot is more than just a plot of land - it's your chance to design the island lifestyle most people only dream of.

4471 Cutlass Drive, Upper Captiva

Courtesy of Resort Properties Internationa
$1,381,500
3 Beds ⋅ 4 Baths ⋅ 2025005189 MLS
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-sleeping room, 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.

631 Rum Road, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$95,000
2025005806 MLS
Oversized corner lot bordering Rum Rd. Just steps from club amenities, shopping, dining, and the ferry landing. Prime view corridor offering Bay and Harbor Views from the highest levels!

4431 Schooner Drive, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$675,000
3 Beds ⋅ 2 Baths ⋅ 225029545 MLS
Unparalleled design and beauty at every corner of this impeccably remodeled townhome just steps from dock slips for your boat and the ferry landing. Beautiful views of the harbor from the front screen porch, the living area, and the upstairs bedroom suite. A fantastic custom kitchen rivals the most prominent North Captiva beach houses with its perfect use of space and luxury finishes. Fully storm-ready & energy-efficient with upgraded impact-resistant windows. Custom tile flooring and baths, plus the highest quality granite for kitchen counters & baths. The primary bedroom offers an en suite bath with a glass-enclosed shower and a lighted vanity that will take your breath away. Upstairs, the large guest bedroom captures views down the harbor. The shared bath features a built-in vanity and a separate bathing room. An adjacent loft bedroom features three custom-crafted twin beds tucked into the eaves... the perfect place after long days at the shore. Full membership to the Safety Harbor Club is included for community docks, pool, tennis, pickleball, and beach access. Don't miss this rare chance to purchase one of the nicest townhomes ever for sale on North Captiva!

4481 Escondidio Lane Unit 84, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$60,000
225041880 MLS
One of the most private interior homesites on North Captiva Island, this unique property offers a rare sense of seclusion. Bordering a spacious one-acre parcel and with 3.5 acres of land to the north held by a single owner, it enjoys a lush natural buffer rarely found elsewhere on the island at this price point. Design your dream retreat with potential for sweeping panoramic views of the Gulf, Captiva Pass, and Cayo Costa from your lookout.

150 Hummingbird Drive, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$1,999,000
4 Beds ⋅ 3 Baths ⋅ 225019655 MLS
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.

150 White Pelican Drive, Upper Captiva

Courtesy of Resort Properties Internationa
$1,350,000
4 Beds ⋅ 3 Baths ⋅ 225023035 MLS
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!

4460 Smugglers Drive, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$250,000
224021960 MLS
Fly your plane or take a boat ride to your new house on North Captiva Island. This double-buildable lot is located on the scenic north end of the island on the airstrip. This property is the perfect location for a hangar to store your private plane at your new custom home. Potential panoramic views of the Gulf of Mexico, North Captiva Pass, and Cayo Costa from your new home or lookout tower. The double lot already has a well on the property, and the elevation is higher than most. Conveniently located just a short walk to miles of pristine beaches and the resort area with restaurants, boat rentals, shopping, ferry landing, pools & tennis. MLS #224021961 is being sold with this lot. You must buy both lots for a total of $500,000.

200 Mourning Dove Drive, Upper Captiva

Courtesy of The Keyes Company
$219,000
225035547 MLS
Very Close to the Beach and with a Fantastic View corridor!  Don't miss this opportunity to own a lot with great Gulf views on North Captiva Island's desirable Jose's Hideaway neighborhood! Enjoy direct beach access via a deeded road easement, placing you steps from the sand and surf. Surrounded by soaring coconut palms and lush tropical foliage, the property offers a perfect setting for your future dream home or rental retreat. Just a quick golf cart ride from ferry landings, island-style dining, resort pools, and quaint shops, this homesite blends seclusion with convenience and coastal living just seconds from miles of pristine sandy Gulf beaches.

4580 Escondido Lane, Upper Captiva

Courtesy of Resort Properties Internationa
$85,000
224064979 MLS
Oversized corner lot bordering Rum Rd.  Just steps from club amenities, shopping, dining, and the ferry landing. Bay and Harbor Views from the highest levels!    2 adjacent lots on Schooner Dr. also available. Make an offer today!

4430 Smugglers Drive, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$3,499,000
225027495 MLS
HEAVEN ON EARTH! An exceptional and rare opportunity to own an almost full acre of beachfront property with bay to gulf access on North Captiva Island with access via boat, ferry, airplane or helicopter. One of a kind property located in pure paradise with white sandy beaches, endless million dollar sunset views and engineered plans for a gorgeous new home are also available to view. This is a golf cart only island with access to some of the best fishing, nature walks, water recreation activities on five miles of sandy beaches - you can walk or ride your beach bike all the way to Red Fish Pass with incredible shelling, beaches and waters. Lots of activities available - swim at Mangos and enjoy cocktails or relax - Barnacles offers great food, outdoor games and Over the Waterfront Restaurant is a quaint place to enjoy a great lunch or dinner. The North Captiva Island Club and Safety Harbor offers memberships for tennis/pickleball/swimming and more. Live your best life in a wonderful oasis - laid back lifestyle - located within minutes by water to Useppa Island, just south of Cayo Costa, Cabbage Key and a vibrant nature wonderland with daily sightings of dolphins, manatees, birds and more. Build the plans Seller has or create your own dream home. Only three hundred homes, more than half of the Island is a State Park. Minutes away is Pine Island which offers a ferry transport out to the island every two hours during the day! This is your time, your moment to grab a priceless piece of property and live your best life!

4281 Point House Trail, Upper Captiva

Courtesy of Re/Max Sunshine
$450,000
225033168 MLS
Very rare opportunity to purchase a vacant land parcels on the southernmost North Captiva Island canal bordering the state preserve! A well-designed home's upper levels will offer unobstructed views across the state wildlife reserve to Pine Island Sound, plus vistas over the entire preserve and island to the Gulf for beautiful sunsets. It is located adjacent to a neighborhood HOA double-sized parcel at the end of the canal, which offers extra green space to the south. If you are looking for great views, private dockage for multiple boats, and privacy while close to the beach, this lot may be the one for you!

671 Rum Road, Upper Captiva

Courtesy of Resort Properties Internationa
$1,059,999
3 Beds ⋅ 2 Baths ⋅ 224067115 MLS
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!

4501 Seair Lane, Upper Captiva

Courtesy of Royal Shell Real Estate, Inc.
$250,000
224021961 MLS
Fly your plane or take a boat ride to your new house on North Captiva Island. This double-buildable lot is located on the scenic north end of the island on the airstrip. This property is the perfect location for a hangar to store your private plane at your new custom home. Potential panoramic views of the Gulf of Mexico, North Captiva Pass, and Cayo Costa from your new home or lookout tower. The double lot already has a well on the property, and the elevation is higher than most. Conveniently located just a short walk to miles of pristine beaches and the resort area with restaurants, boat rentals, shopping, ferry landing, pools & tennis. ML# 224021960 is being sold with this lot. You must buy both lots for a total of $500,000.

210 Mourning Dove Drive, Upper Captiva

Courtesy of The Keyes Company
$3,250,000
4 Beds ⋅ 5 Baths ⋅ 225035699 MLS
Gulf-front luxury living on the pristine beaches of North Captiva Island, offering a rare two-lot homesite with sweeping panoramic views of the Gulf of America, Captiva Pass, and Cayo Costa Island, where unforgettable sunsets unfold nightly. Thoughtfully designed for comfort, resilience, and effortless island living, this exceptional residence features a whole-house reverse osmosis system, private well and septic (not shared), a 1,000-gallon propane tank powering a full-house Kohler generator, propane gas range, and tankless water heater to ensure uninterrupted comfort. The gourmet kitchen is equipped with high-end appliances and expansive west-facing sliders that frame breathtaking water views and open seamlessly to indoor-outdoor entertaining. Outdoor living is elevated with expansive deck space, a shaded area beneath the home, outdoor refrigerator and icemaker, heated saltwater pool, six-person spa, full outdoor entertainment system, and outdoor shower—ideal for hosting or relaxing after a day on the water. The spacious climate-controlled garage includes air conditioning, room for golf carts, bicycles, beach gear, a workbench, and a convenient service elevator with a 300-lb capacity for groceries and luggage. The fully fenced yard offers manicured green grass and a sprinkler system, a rarity on the island. Zoned for weekly rentals, this property presents outstanding investment potential while remaining a serene private retreat. Ownership includes a one-year membership to the Island Club at North Captiva. Access is by private boat or ferry; overnight dockage is not included unless purchased separately, with two memberships available at Safety Harbor offering dockage and amenities—contact Safety Harbor for details. The private airstrip is available to members only through the Salty Approach association. A truly rare opportunity to own a Gulf-front estate with scale, privacy, and flexibility—this two-lot offering delivers endless possibilities and will not last. Schedule your private showing today!

4620 Oro Pesos Lane, Upper Captiva

Courtesy of The Keyes Company
$565,000
3 Beds ⋅ 2 Baths ⋅ 224070376 MLS
Motivated Seller! Immerse yourself in the coastal charm of North Captiva Island with this beautiful townhome. From the living area and guest bedroom, you’ll enjoy lovely harbor views that are better than other current townhome offerings. The extra spacious, upgraded kitchen is a dream for anyone who loves to entertain, featuring stainless steel appliances, granite countertops, and a sleek tile backsplash. Elegant travertine tile flooring runs throughout the home, adding a touch of sophistication. The remodeled bathrooms are a highlight, boasting custom tile walk-in showers for a bit of everyday luxury. You'll have easy access to your boat and the club's restaurant, conveniently located just steps from the ferry landing and the townhome’s shared docks. As part of the exclusive Safety Harbor Club, you’ll have access to a range of private amenities, including a pool, tennis courts, pickleball, and private beach access. This townhome offers a perfect blend of island living and modern comfort, ideal for a laid-back lifestyle by the water.

4481 Escondido Lane Unit 82, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$80,000
225035548 MLS
Building lot on North Captiva Island conveniently close to all the action and fun! A quick stroll to the Island Club pools, pool bar, & restaurant, island shops, & boat rentals. Potential harbor and bay views from lookout levels. Located on a scenic sandy lane. Just a short golf cart ride to the beach access on Gulf Ln.

517 Longboat Circle, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$875,000
3 Beds ⋅ 3 Baths ⋅ 225028084 MLS
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!

4492 Hammock Court, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$235,000
225007594 MLS
Fantastic view corridor to the Gulf of Mexico from this high and dry lot just 5 rows back from the beach. The water views from this property will be excellent from the living area and lookout levels. A great location to build your dream home in paradise! A partially cleared lot on high and dry ground located so close to the Gulf, you can hear the lull of the surf from your property. Just a short stroll to the beach access at Panama/Butterfly Shell Drive and within a quick walk of the preserve trails to explore hundreds of acres filled with natural beauty. Miles of pristine sandy beaches along the Gulf of Mexico await with excellent shelling and endless fun. It is a great location to build your dream home in paradise. There are just a handful of lots for sale in this desirable area of the island. Don't miss it!

4560 Oyster Shell Drive, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$850,100
2 Beds ⋅ 2 Baths ⋅ 225001939 MLS
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!

4551 &4561 Seair Lane, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$50,000
224096084 MLS
One of the Most Private interior building lots on North Captiva Island. This unique lot borders a large one-acre parcel, creating a larger vegetation buffer than most lots. 3.5 acres of land to the north of this property is all owned by one owner. Potential panoramic views of the gulf, pass, and Cayo Costa from your lookout. Perfect for your island dream home. Conveniently located just a short walk to miles of pristine beaches and the resort area with restaurants, boat rentals, shopping, ferry landing, pools & tennis. Lowest priced oversized lot for sale on the island. Seller financing is available.

150 Hummingbird Drive, Upper Captiva

Courtesy of Miloff Aubuchon Realty Group

Selling Office: .

$1,695,000
2 Beds ⋅ 3 Baths ⋅ 224062719 MLS
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!

560 Gulf Lane, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$657,000
3 Beds ⋅ 2 Baths ⋅ 224053974 MLS
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!

4481 Escondido Lane Unit 81, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$550,000
3 Beds ⋅ 4 Baths ⋅ 224053570 MLS
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!

320 Spanish Gold Lane, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$570,000
3 Beds ⋅ 2 Baths ⋅ 224051918 MLS
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!

4491 Escondidio Lane Unit 74, Upper Captiva

Courtesy of Swept Away Realty

Selling Office: .

$757,500
3 Beds ⋅ 3 Baths ⋅ 224048242 MLS
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!

4591 Hodgepodge Lane, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$1,040,000
3 Beds ⋅ 3 Baths ⋅ 224045660 MLS
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!

4590 Oro Pesos Lane, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$805,000
3 Beds ⋅ 2 Baths ⋅ 224031216 MLS
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!

4440 Smugglers Drive, Upper Captiva

Courtesy of Swept Away Realty

Selling Office: .

$2,000,000
4 Beds ⋅ 3 Baths ⋅ 224020611 MLS
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!

412 Gulf Bend Drive, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$1,590,000
3 Beds ⋅ 4 Baths ⋅ 224019551 MLS
Fantastic Gulf Views just steps to miles of pristine sandy beaches on North Captiva Island! Located on high and dry land, this three-bedroom and four-bath home feels like new and is designed with the living area on the top level to capture the amazing sea views. Fully remodeled in nearly all aspects with delightful features like custom wood trim, cathedral painted tongue & groove ceiling in the main living space, and all newly renovated bathrooms. All new furnishings and decor inside and out. Loaded with charm at every turn! The open-concept floorplan combines incredible sunsets with a large gathering space for friends and family, the perfect spot for entertaining. The three bedrooms on the first level are all equipped with en-suite baths plus a covered screen porch facing the sea. The ground level is all set for fun pool time with a new oversized heated pool with a paver surround, plus an outdoor grilling and bar area. This home's exterior has been meticulously maintained and offers a whole-house reverse osmosis system, generator, and newer mechanical systems already in place. Hardie-board siding (recently painted) , impact-resistant windows & doors, plus all new upgraded baths, interior decor, paint, and furnishings. Don't miss this rare turn-key opportunity.

4480 Panama Shell Drive, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$45,000
224018379 MLS
Rare opportunity to own a magnificent Gulf-front beach lot on the pristine southern end of North Captiva. Truly beautiful sugar sand beach, sweeping water views, and sunsets, private tropical island nature, and yet part of developing beach neighborhood. Amazing wildlife of manatees, dolphins, & eagles. Located south of the developed area of the island with access by private boat/water taxi or through the FL nature preserve walking/biking trail. This location offers sought-after privacy nestled into the natural beach environment and would use sustainable off-grid energy such as solar. Away from it all but just minutes from Captiva Island's South Seas island resort and other mainland marinas.

11638 Redfish Shores Drive, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$598,000
3 Beds ⋅ 2 Baths ⋅ 224003633 MLS
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!

4481 Escondidio Lane Unit 85, Upper Captiva

Courtesy of Islander Realty

Selling Office: .

$1,100,000
2 Beds ⋅ 2 Baths ⋅ 223092347 MLS
Life can't get any better than this! Old Florida style cottage with sugar sand bayside beach with your own private dock along the sparkling waters of Pine Island Sound. Catch the sunrise over the waters from your front porch or relax into an evening hearing the soothing waves lap against the shore. A spacious open living area with a traditional style kitchen has perfect views right through the multi-panel sliding glass doors. The master bedroom has a king-size bed with a private bath, and the second bedroom has two twin beds. Both bedrooms have hardwood floors; each bath has been updated and custom-tiled. The windows & sliding glass doors are impact-rated, and the exterior offers Hardie-board siding. Some of the best fishing anywhere is right off your dock. Don't miss this rare opportunity to start your island bayside living and fishing lifestyle at a reasonable price point!

119 Kingfisher Drive, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$712,000
2 Beds ⋅ 2 Baths ⋅ 223085813 MLS
Discover the allure of this captivating Island Getaway boasting two bedrooms, two baths, and a secluded Private Pool—all within a short walk from the nearby beach access. Great outdoor space with an expansive screen porch spanning the entirety of the house. Recently outfitted with a new roof. Enjoy proximity to the Island Club's resort-style amenities, the convenient ferry landing, shopping conveniences, and an array of additional attractions. Everything you need to start island-style living now!

4521 Schooner Drive, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$670,000
2 Beds ⋅ 1 Baths ⋅ 223082371 MLS
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!

181 White Pelican Drive, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$1,300,000
2 Beds ⋅ 2 Baths ⋅ 223048050 MLS
Island living at its best, this private beachfront home is located on the far northern tip of the island, no public beach access nearby, giving you ultimate privacy and stunning views of the turquoise blue waters in your front yard. Offered turnkey including golf cart, ready for immediate move-in or rentals. Currently a very high volume vacation rental (occupied 250+days/yr with over $175k/yr in annual rent revs). The property is super low maintenance and recently completely remodeled! The ultimate relaxation spot, just walk right out to your private sandy white beach. Behind the property is over 6 acres of undeveloped preserve giving you total peace and quiet. Crisp coastal design inside, with everything you need to enjoy island living. Completely remodeled in 2023, new standing seam metal roof, hardie board siding, outdoor railings and lanai, top of the line low e hurricane windows, doors and sliders. All new hvac, water heater, stainless appliances, luxury vinyl plank flooring, fixtures and furniture. A magical island home or a profitable vacation rental, or both!

67 Kingfisher Drive, Upper Captiva

Courtesy of MVP Realty Associates LLC

Selling Office: .

$170,000
223074456 MLS
Fantastic view potential from this double sized lot! Just one row of homes to the bay! The extra large lot size offers room for a large estate sized home, huge pool, and/or landscaped gardens. Combine with 141 Mourning Dove Drive ( also listed) to make your island dream family compound.

161 Mourning Dove Drive, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$1,080,000
3 Beds ⋅ 3 Baths ⋅ 223073829 MLS
Delightful and spacious close to beach Pool Home on an Oversized Lot! Beautiful travertine marble floors adorn the great room, offering a massive area for viewing, games, and more. The kitchen offers granite countertops, new stainless steel appliances, a dining bar, and a full-size dining space leading to a large covered and screened porch just off the great outdoor dining and relaxing room. Also on this level is a primary suite with a huge walk-in closet and en suite bath, dual sinks, and a tiled shower, all surrounded by treetop views through the oversized circle-top window. Custom wood stairs lead to a grand master suite with a sumptuous en suite bath and two private sun porches, one for sunrise and one for sunset. A brand-new pool with a paver deck is currently being installed on the north side of the house. The sandy gulf beaches are just around the corner. Don't miss the largest home with the highest trim level of any property in this price range!

577 Coral Circle, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$2,100,000
3 Beds ⋅ 3 Baths ⋅ 223048019 MLS
Welcome to Paradise! Gorgeous oceanfront home with the best views and sunsets on the island! Currently a very high volume vacation rental (270k/year) (vrbo.com/2186066). Located directly on the beach with wraparound decks on each level and custom built Flip Flops Beach Bar, providing the ultimate island experience. Reverse floorplan design with living area on top level to give you the most amazing panoramic gulf views. Private balcony access off each bedroom to enjoy both sunrises and sunsets! Majestic views and relaxing sounds of the ocean, doesn't get any better than this! The custom built beach bar gives you prime outdoor living space complete with beach bar swings, outdoor kitchen area, private outdoor shower with ocean view and a large lounge area with hammocks. You'll be tempted to sleep outside, under the stars! 3 large bedrooms with room to sleep up to 8 people, a must see beach front paradise!

211 Pink Flamingo Drive, Upper Captiva

Courtesy of MVP Realty Associates LLC

Selling Office: .

$1,313,000
4 Beds ⋅ 3 Baths ⋅ 223048034 MLS
Welcome to Paradise! Gorgeous island home on a large double lot with deeded private beach access! Offered turnkey including a private Island Club membership and golf cart, ready for immediate move-in or rentals, currently a high volume vacation rental (228k/yr) (vrbo #1442266). Featuring one of the best outdoor living spaces on the island, with private wraparound decks on each level, a rooftop crows nest with stunning 360 degree views of the island. On the ground level is the custom built "High Tides Boat Bar" and entertainment area that gives you prime outdoor living space complete with fenced in/heated swimming pool, custom built boat bar, outdoor kitchen area, outdoor Eco-Shower, hammocks and beach games. Reverse floorplan design with living area on top level to give you gorgeous gulf views. 4 bedrooms each with private balcony access, with room to sleep up to 9 people (11 with sofa sleeper). Completely remodeled in 2023! All new standing seam metal roof, new outdoor railings, pool fence and crows nest, as well as new appliances and furnishings. A great and unique island home, a profitable vacation rental or both! Seller Financing Possible.

180 White Pelican Drive, Upper Captiva

Courtesy of MVP Realty Associates LLC

Selling Office: .

$1,002,000
4 Beds ⋅ 3 Baths ⋅ 223070254 MLS
Escape to paradise with this fantastic 4-bedroom, 3-bathroom home conveniently between beach access and island club amenities! This stunning property boasts a spacious and open great room, dining, and kitchen area. Perfect for entertaining. Relax in the screen-caged pool area with its convenient wet bar, or enjoy a peaceful evening on the screened porch off the living room. The rooftop lookout deck offers picturesque views of the island's surroundings. Included in the list price is a 1/4 ownership interest of the lot adjacent to the property, offering an excellent protected privacy buffer. Just a short walk to pools, pool bar, store, restaurant, and ferry landing. This home is the perfect blend of relaxation and convenience. Great rental potential. Offset your costs while you enjoy all the island has to offer!

4510 Schooner Drive, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$1,050,000
3 Beds ⋅ 3 Baths ⋅ 223052574 MLS
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!

181 Mourning Dove Drive, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$130,000
223043518 MLS
Oversized corner lot on gorgeous North Captiva Island with bay views from the lookout level! Fully cleared and ready to build. New home plans are also available for a 3-bedroom home. Just a short walk to resort areas, ferry landing, and restaurants. Take a quick golf cart ride to miles of gulf beaches or a 1000ft walk down the street to scenic hiking/biking trails throughout the wildlife preserve lands to Gulf beaches.

4430 Cutlass Drive, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$2,000,000
4 Beds ⋅ 4 Baths ⋅ 223038725 MLS
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.

4340 Sol Vista Drive, Upper Captiva

Courtesy of Islander Realty

Selling Office: .

$542,137
3 Beds ⋅ 3 Baths ⋅ 222040197 MLS
Significant damages from Hurricane Ian. Close to the beach with views of the Gulf from the living room, kitchen, and porch. There are three bedrooms, an extra bunk room sleeping space, and 2.5 baths with delightful island decor. The open, bright, and cheery great room has a full-wall Impact resistant sliding glass door that allows the outside porch living space to be combined with the interior, making for an even bigger dining and entertaining area. Relax inside and out, enjoying the tropical Gulf breezes.

4531 Cutlass Drive, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$1,220,000
3 Beds ⋅ 3 Baths ⋅ 222046760 MLS
Fantastic Panoramic Views from both levels of this pristine reverse floorplan home located directly on the North Captiva Island grass airstrip with unobstructed views of the Gulf, Bay, and Canal Basin. What a spectacular sight to be sitting right here on the second-story covered screen porch watching the occasional airplane take off and fly out over the Gulf of Mexico or Pine Island Sound. Just completed in 2018, this home still feels like new. Built to the later wind codes with impact windows/doors, Hardie board siding, and a metal roof. Upgraded baths with furniture-style cabinets and custom tile work. The master bedroom offers a full ensuite bath with walk-in shower. A huge galley-style kitchen offers a built-in dining bar outfitted with gleaming granite countertops and stainless steel appliances. A third full bath with a deep soaking tub is just off the living space. An entire wall of pocketing sliding glass doors opens to the screen room, doubling your living area seating while making the gorgeous views and sounds of the sea part of your everyday beach life. Turn key and ready to rent. A great way to start your brand new island lifestyle at the beach!

211 Mourning Dove Drive, Upper Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

$1,800,000
6 Beds ⋅ 4 Baths ⋅ 222048475 MLS
Location, Location, Location and the best views! This home is the #1 investment property on the island (541 & 543 GULF LANE ARE BEING SOLD TOGETHER). Our little duplex grossed over $250K last year and we are on track to do over $300K THIS YEAR! One half grossed $122K and the other $130K. Year-to-date we have booked every week on both sides. The house just went through a major renovation, all new hardie board siding and paint, brand new faux teak deck with cable railings. This house has so many possibilities, put the duplex together to make one big house, live in one side and rent the other or just keep it as an investment property. Owners manage the rental property themselves and are willing to stay on and either teach you the business or manage the property for you. 543 Gulf Lane = PID NO. 05-45-21-18-00000.0202

541 & 543 Gulf Lane, Upper Captiva

Courtesy of VRNR, LLC.

Selling Office: .

$130,000
222087268 MLS
Environmental and State permitting is already in the works. This could save you 6 months to 1 yr. build time and dollars. This is an exceptional buildable lot! Steps from the sugar sand beaches of North Captiva and the runway. Build your dream home or keep it simple and use the same builder that would have built for the seller's. Royal Corinthian Homes has a build design for this lot to see panoramic views with 5 bedrooms & 3 1/2 baths. Large open floor plan on top floor with kitchen & living area with sliders across entire house. Large picture window on the side of house to optimize water views. Master suite on the 3rd floor where the main living space and powder bath are. First flight has 4 bedrooms with a Jack and Jill bath and laundry room. Short walk or golf cart ride to beautiful wide sandy beaches, state preserve, restaurants, resort-style amenities & a ferry landing. Once built this would be a great potential for vacation rental income, secondary home or primary home. Scope of work included in list price & Floor plan added under supplements.

200 Goldfinch Drive, Upper Captiva

Courtesy of Miloff Aubuchon Realty Group

Selling Office: .

$235,000
222087259 MLS
Environmental and State permitting is already in the works. This could save you 6 months to 1 yr. build time and dollars. Located just two parcels back from the Gulf beaches. One of the last island lots to get great water views from the upper levels of a well-designed home. Steps from the sugar sand beaches of North Captiva. Build your dream home or keep it simple and use the same builder that would have built for the seller's. Royal Corinthian Homes has a build design for this lot to see panoramic views with 5 bedrooms & 3.5 baths. Large open floor plan on top floor with kitchen & living area with sliders across entire house. Large picture window on the side of house to optimize water views. Master suite on the 3rd floor where the main living space and powder bath are. First flight has 4 bedrooms with a Jack and Jill bath and laundry room. Short walk or golf cart ride to beautiful wide sandy beaches, state preserve, restaurants, resort-style amenities & a ferry landing. Once built this would be a great potential for vacation rental income, secondary home or primary home. Scope of work included in list price & Floor plan added under supplements.

151 White Pelican Drive, Upper Captiva

Courtesy of Miloff Aubuchon Realty Group

Selling Office: .

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Upper Captiva Florida Homes for Sale

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