Upper Captiva Homes with Boat Facilities Community Type

Upper Captiva Homes with Boat Facilities Community Type

Welcome to Upper Captiva, Florida—a hidden gem nestled in Lee County, where the pristine beauty of the Gulf Coast meets the tranquility of island living. Accessible only by boat or ferry, Upper Captiva offers an exclusive escape from the hustle and bustle of everyday life, making it the perfect destination for those seeking a peaceful retreat.

Upper Captiva is renowned for its stunning beaches, crystal-clear waters, and breathtaking sunsets that paint the skies in vibrant hues. This idyllic island community is a paradise for nature lovers, with opportunities for fishing, kayaking, and exploring the lush landscapes that surround you. Imagine waking up to the gentle sound of waves lapping against the shore and the scent of salt in the air—this is the lifestyle that awaits you.

For boating enthusiasts, Upper Captiva is a dream come true. Many homes in this charming community come equipped with boat facilities, granting you easy access to the vast waters of the Gulf of Mexico. Whether you’re a seasoned sailor or a weekend adventurer, you’ll find that having your own dock or boat lift makes exploring the nearby islands, fishing hotspots, and secluded beaches a breeze.

The real estate options here range from cozy beach cottages to luxurious waterfront estates, each designed to embrace the island’s natural beauty. Invest in your slice of paradise and enjoy a lifestyle where the sun shines brightly, the waters beckon, and each day feels like a vacation. Discover the magic of Upper Captiva—your dream home awaits!

Newest Upper Captiva Homes with Boat Facilities Community Type

4470 Seagrape Bend Drive, Upper Captiva
$995,350
3 Beds ⋅ 2 Baths ⋅ 2026040980 MLS
2022 CONSTRUCTION. PRIVATE INTERIOR ELEVATOR. NEVER RENTED. VERY LOW INSURANCE COSTS. SAFETY HARBOR CLUB. A different kind of North Captiva opportunity. Built in 2022 to the building codes in effect at the time of construction, never rented and exceptionally lightly used, this solidly built, 3-bedroom island home combines newer construction, a private interior elevator and meaningful ownership advantages—all offered under $1 million. Start with the practical differences. Current property insurance costs are very low and the home has seen very limited occupancy without the wear associated with vacation-rental use. The private interior elevator with vestibule, wide clearances, lever handles and front-control appliances make the home particularly well suited for multigenerational living and aging in place. Designer Kohler fixtures, designer lighting and a recessed electric fireplace complement the interior. Outside, enjoy a roof deck with Gulf and Sound view corridors, new hot tub, under-house entertaining deck with custom cedar bar, professionally planned landscaping and buried propane serving the on demand water heater and stove. Safety Harbor Club membership provides access to private community boat dockage, tennis/pickleball courts and beach access approximately 1,000 feet away. A direct walking path connects the home to the newly renovated private community pool, approximately 200 feet away. Current $575/month club dues include water, upgraded wastewater/sewer service, trash pickup, community amenities and access to full-time onsite staff. Nearly new. Never rented. Interior elevator. Low insurance and maintenance costs. Safety Harbor Club. Offered below $1 million. For buyers wanting newer construction under $1 million on North Captiva, this is one to see now. Schedule a private showing and compare what 4470 Seagrape Bend offers.

4470 Seagrape Bend Drive, Upper Captiva
370 Townhouse Lane Unit 65, Upper Captiva
$589,900
3 Beds ⋅ 2 Baths ⋅ 2026040242 MLS
Welcome to Sandy Toes Villa, where owning a piece of Southwest Florida paradise means trading traffic and busy streets for sandy paths, golf-cart rides, pristine beaches and true island living. Located on the exclusive, boat-access-only North Captiva Island, this beautifully updated 3-bedroom, 2-bath townhome offers the perfect combination of island getaway and proven vacation rental investment. Offered fully furnished and turnkey, Sandy Toes features impact windows and doors, tile flooring throughout, granite countertops, stainless steel appliances and tasteful updates throughout. Enjoy beautiful water views from the private lanai and easy access to the island’s beaches, with a golf cart available for purchase separately. Owners and guests enjoy access to the Safety Harbor Club and Island Club, with pools, tennis, pickleball, private beach access, kayaks, paddleboards, bikes and marina access. North Captiva also offers its own laid-back dining scene, including Mango’s Bar & Grill, Over the Waterfront and Mainstay/Barnacles, along with a private landing strip serving small aircraft—adding to the island’s truly unique accessibility and charm. Already established in a successful vacation rental program with $60,000+ in annual rental income, Sandy Toes offers the opportunity to own a piece of North Captiva while generating income when you're away. Barefoot beach days, boating, fishing, golf-cart adventures, waterfront dining and spectacular sunsets—this is Southwest Florida island living at its best! *Check out the virtual tour*

370 Townhouse Lane Unit 65, Upper Captiva
201 White Pelican Drive, Upper Captiva
$799,000
2 Beds ⋅ 3 Baths ⋅ 2026037638 MLS
Escape to the laid-back charm of Old Florida with this elevated island retreat on beautiful North Captiva, located less than 300 feet from the beach—just steps from the sand and Gulf waters. This unique property also includes an adjoining lot, providing exceptional flexibility for a future pool, expansion of the existing home, or construction of an additional residence. The main home features one bedroom, two bathrooms, and a versatile den that can easily serve as a second bedroom, while the ground-level apartment offers an additional bedroom and bathroom—perfect for guests, extended family, or rental use. Multiple outdoor decks provide plenty of space to relax and enjoy the island breeze and partial Gulf views, while several storage buildings offer convenient space for golf carts, beach gear, and island essentials. Accessible only by boat or small plane, North Captiva offers a truly unique car-free lifestyle where golf carts, bicycles, and walking are the preferred ways to get around. Surrounded by nature, pristine beaches, boating, fishing, and strong vacation-rental appeal, this property offers an incredible opportunity to own a versatile piece of island paradise. Schedule your private showing and experience the North Captiva lifestyle for yourself!

201 White Pelican Drive, Upper Captiva
4580 OYSTER SHELL DR & 370 TOWNHOUSE Lane Unit 60, Upper Captiva
$865,000
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 (Parcel ID: 05-45-21-03-00000.0600) 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
4481 Escondidio Lane Unit 80, 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
370 Townhouse Lane Unit 66, 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
4490 Harbor Bend Drive, Upper Captiva
$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
370 Townhouse Lane 61, Upper Captiva
$510,000
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
150 White Pelican Drive, Upper Captiva
$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
200 Mourning Dove Drive, Upper Captiva
$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
4281 Point House Trail, Upper Captiva
$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
671 Rum Road, Upper Captiva
$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
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