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$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
$1,049,000
2 Beds ⋅ 2 Baths ⋅ 2026029804 MLS
Great Opportunity! Beautiful Island Beach Home now available! Turnkey, Stilt, Beach House with a FANTASTIC South - Gulf Side - Island Location and Situated on a Prime High and Dry Lot with Tropical Views. Easy Beach Access - Located in the Captiva Dunes Neighborhood and just a Very Short Walk or a Golf Cart Drive to the Wide, Sugar Sand, “Sunset Beach” known for Unbelievable Sunsets, Fishing, Shelling, Swimming, and Sand Bar(s). Bright and Open Great Room Floor Plan with Gorgeous Green Tropical Views! Two Bedrooms, One and a Half Baths. Turnkey Furnished with Lovely Furnishings, Fixtures, Window Coverings etc. Nice Kitchen with Long Breakfast Bar, Courian Countertops, Recess Lighting, All Appliances in Place and a Gas Range! Welcoming Main Bedroom with Large Closet. Main Bath with Hallway Access, Large Tiled Shower and Vanity with Courian Countertop. Current Half Bath with Wash Sink, Plenty of Built in Cabinetry and Countertops, and Full Sized Stacked Washer and Dryer optional Second Full Bath Set Up if Desired. Fabulous, Large, Inground, Aluminum Fenced, Salt Water Heated Pool with Built In Seating Shelves, Fabulous with Lots of Sun Throughout the Day, Large Brick Paver Decking Surround. Plenty of Under House Area Entertaining Areas. Ready for your Outdoor Bath, Shower and/or Changing Enclosure and Outdoor Bar and/or Kitchen. Other Features Include: All Young/Recent - 2024 White Metal Standing Seem Roof, 2023 HVAC, 2025 Exterior Paint, and 2023 Whole House Reverse Osmosis System! Hurricane Impact Windows and Doors and Hardie-board Siding! Tile Throughout. Expansive and Desirable, Front Screened Balcony with Sliders, Fan, Recess Lighting and Tropical Landscape Views! Attached Ground Level Garage. Great Property Layout with Large Left Side Yard to Enjoy in Addition to the Pool Area. Thoughtfully placed Back Yard Septic. This is a Private Pool Home with No Memberships or HOA Fees to Assume! This Home has a Great Rental History with Many Repeat Annual Renters and it is Professionally Managed. This Island Beach House also has Over 150 - ALL Five Star Reviews. Additional Prime Surrounding Lots may be available to the buyer(s) of this home for purchase. They are located across from and to the left of the property. $58,800 in gross rentals to date 7/24/2026. Continued Professional Mgmt available! This Home is Simply A Must See!

4481 Butterfly Shell Drive, 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
$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
$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
$849,000
2 Beds ⋅ 3 Baths ⋅ 2026012142 MLS
Island Living with Room to Expand – A Rare North Captiva Opportunity Welcome to 201 White Pelican Way, a unique island retreat located on North Captiva, a private boat-access-only barrier island just off the coast of Southwest Florida. Known for its pristine beaches, turquoise Gulf waters, abundant wildlife, and peaceful golf-cart-only lifestyle, North Captiva offers a level of tranquility that’s becoming harder to find. This elevated island home features a 1-bedroom, 2-bath main residence plus a den with potential to convert into a second bedroom, offering flexible space for guests or additional sleeping quarters. The property also includes a separate ground-level 1-bedroom, 1-bath apartment, ideal for visitors, extended family, or generating rental income. Designed to embrace the outdoors, the home features multiple levels of decking and sitting areas, creating inviting spaces to relax, entertain, and take in partial Gulf views and coastal breezes. Whether enjoying your morning coffee at sunrise or watching the stars come alive at night, the outdoor living spaces capture the true essence of island life. The property also includes several storage buildings, perfect for golf carts, beach gear, fishing equipment, and island essentials. Adding even more value, the sale includes the adjoining lot behind the home, opening the door to exciting possibilities. Create a large private pool and outdoor living oasis, expand the existing property, or build a second home for guests or additional rental potential. North Captiva is a destination where dolphins play offshore, pelicans glide overhead, and the night sky is filled with stars. Accessible only by boat or ferry and navigated by golf cart, the island offers a laid-back lifestyle surrounded by beautiful beaches, incredible fishing, and protected natural preserves. Whether you're looking for a private island getaway, a full-time retreat, or an investment property with strong vacation rental appeal, this property offers a rare opportunity to own a true piece of North Captiva paradise.

201 White Pelican Drive, Captiva
$430,000
2025022211 MLS
Sunrise and Sunset Views from this Rare Estate Lot bordering the 350 Acre State Preserve on North Captiva Island! Imagine building your dream home on this lot, where every day you can see glowing sunrises over acres of palm trees and seagrapes, and in the evenings, admire the Gulf sunsets painting the sky. Bordering protected state park land, this lot offers exceptional privacy, uninterrupted sightlines, and a front-row seat to island wildlife. Osprey flights at dawn, flocks of pelicans soaring past, flying in formation, glimpses of the local bald eagles, and the soft hush of nature all around you. On this property, the landscape doesn’t just surround you… it embraces you. Take a short stroll or golf cart ride down the street to one of the most expansive stretches of sugar sand on the island. The entrance to the state preserve hiking and biking trails is just a few hundred feet away. Very few vacant parcels on North Captiva combine preserve frontage, panoramic water views, estate-level space, and both sunrise and sunset vistas, making this a unique and wonderful place to enjoy your new island life.

751 Rum Road, Captiva
$233,000
2025015126 MLS
Discover your slice of paradise on North Captiva Island! ?? This vacant lot is just a short walk to a pristine, untouched beach and charming island restaurants. Accessible only by boat or small plane, North Captiva offers unmatched privacy and natural beauty. Enjoy the island lifestyle where golf carts are the primary mode of transportation — the perfect spot to build your dream coastal retreat!

4500 Oyster Shell Drive, Captiva
$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
$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
$150,000
222078159 MLS
Amazing opportunity to build your dream vacation paradise. Arrive by sea or air to your private home in Upper Captiva island. Just steps away to multiple beach access areas and an abundance of preserve land to explore. This piece of paradise will afford a perfect setting for nature enthusiasts.

Captiva
$150,000
222078161 MLS
Amazing opportunity to build your dream vacation paradise. Arrive by sea or by air to your private home in Upper Captiva island. Just steps away to multiple beach access areas and an abundance of preserve land to explore. This piece of paradise will afford a perfect setting for nature enthusiasts.

4440 Oyster Shell Drive, Captiva