Upper Captiva Homes with Non-Gated Community Type

Upper Captiva Homes with Non-Gated Community Type

Welcome to Upper Captiva, a hidden gem nestled in the heart of Lee County, Florida. This enchanting island community boasts pristine beaches, stunning sunsets, and a laid-back atmosphere that invites you to unwind and embrace the beauty of coastal living. With no gated communities, Upper Captiva offers a unique sense of openness and accessibility, allowing residents and visitors alike to fully immerse themselves in the natural splendor of the area.

As you stroll along the sandy shores, you’ll be captivated by the tranquil ambiance and the sound of gentle waves lapping against the shore. Upper Captiva is renowned for its breathtaking views and unspoiled landscapes, making it a perfect escape for nature lovers and outdoor enthusiasts. Here, you can enjoy activities such as kayaking, fishing, and shelling, or simply relax on the beach with a good book.

The homes in Upper Captiva reflect the island's charm, featuring a range of architectural styles that blend seamlessly with the environment. From cozy beach cottages to modern coastal retreats, each property offers a unique opportunity to experience island living at its finest. With no gated restrictions, you’ll find a welcoming community where neighbors become friends, and the spirit of camaraderie thrives.

Upper Captiva is more than just a place to live; it’s a lifestyle. Discover the magic of island life in this serene enclave, where every day feels like a vacation. Whether you’re seeking a permanent residence or a seasonal getaway, Upper Captiva is ready to welcome you home. Come and experience the allure of this remarkable island paradise!

Newest Upper Captiva Homes with Non-Gated Community Type

$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
$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
$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
$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
$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
$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
$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
$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
$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
$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
$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
$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
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