Upper Captiva Florida homes for sale starting at Fifty Thousand Dollars

$3,745,000 - Upper Captiva, FL

151, 161, 150 & 171 Nighthawk Drive Upper Captiva, FL - One of a Kind Beachfront Estate Opportunity on North Captiva Island! 4 parcels with the ability to build up to 3 homes. The current house is damaged. You can remodel and shape its floorplan into the beach house of your dreams! Customize the existing 4 sleeping rooms and 4+ baths, with a spacious great room and kitchen on the second level, while the third story has incredible views and can be used as an office, loft, or extra sleeping space for guests. The exceptional panoramic views of the beach, pass and the long scenic shoreline of Cayo Costa will astound you. It is an extraordinary location! Together, the four parcels will all have a perfect private beach, giving this estate package so much potential and flexibility. It is one of the most exciting estate collections ever to be listed on North Captiva!

$3,500,000 - Upper Captiva, FL

4620 Oro Pesos Lane Upper Captiva, FL - Gulf-Front Luxury Living on the beach of North Captiva Island. Welcome to your private slice of paradise on the pristine shores of the Gulf of Mexico. This extraordinary home spans two large home sites strapped together and offers the ultimate in island living, where breathtaking sunsets paint the sky each evening. Panoramic views of the gulf, Captiva Pass, and Cayo Costa Island. Thoughtfully designed for comfort, convenience, and style, this home features a whole-house reverse osmosis system, a 1,000-gallon propane tank fueling a full-house Kohler generator, a gas stove, and a tankless water heater. You can ensure you will never be without power. The gourmet kitchen is outfitted with high-end appliances, including a propane gas stove, perfect for entertaining. Sliders across the west to be sure not to miss the spectacular views. Large outdoor spaces with an elevated deck beneath the home, an outdoor refrigerator, and an icemaker. Host gatherings easily thanks to a heated saltwater pool, six-person spa, full outdoor entertainment system, and an outdoor shower. The spacious, climate-controlled garage includes A/C and extra room for golf carts, bicycles, beach gear, a work bench, and a convenient service elevator, making transporting groceries and luggage a breeze, holding up to 300 lbs. The fully fenced yard is complete with well-maintained green grass and a sprinkler system. Best of all, this home has its private well and septic, which is not shared. Whether you're seeking a tranquil retreat or a spectacular space to entertain, this property offers unmatched comfort and coastal charm, all steps from the turquoise waters of the Gulf of Mexico. Don't miss this rare opportunity to own a piece of paradise where every day ends with a front-row seat to one of the most beautiful sunsets in the world. This home has unlimited investment opportunities. Weekly rentals are popular on the island, and this retreat has the potential to make your investment a profitable one or for your enjoyment. With this two-lot site and endless opportunities, this will not last. This property comes with a one-year membership to the Island Club at North Captiva. Come by boat or Ferry. There are no overnight dock slips unless you purchase one. There are 2 memberships available in Safty Harbor with dockage and other amenities. Call Safety Harbor for details. The airstrip is utilized by members only. The association is known as Salty Approach. Schedule your private showing today.

$2,295,000 - Upper Captiva, FL

4611 Seair Lane Upper Captiva, FL - Stunning Views surround you from every level of this premier vacation home! Just steps from the beautiful sand beaches and sparkling blue Gulf waters. This 4 bedroom and 3.5-bath reverse floorplan estate-sized home creates plentiful space for everyone. The living room level offers a vaulted ceiling space with a dining area wrapped with windows and a living room right in front of endless vistas of the Gulf, beach & sunsets. The kitchen & built-in island have every amenity you could imagine, plus sharing a perfect vantage of the entire living room, porches, and water views. Completing this level is an ideal morning coffee or games niche, a beautifully appointed half bath, a grilling porch, and a covered screen room. Upstairs, a serene loft and sundeck are the perfect spot for unwinding and relaxing. At the pinnacle, the rooftop party deck will astound you with its phenomenal views, reaching from Captiva to Cayo Costa along an endless spectrum of coastline, wildlife, crashing waves, and sandy beach. Built to last with lock-dry aluminum decking, stainless steel cable railings, and high-end porch decor - this is the best outdoor living space ever! Luxurious large guest rooms, covered screen porches for capturing the views, plus space to unwind and relax, listening to the surf. The main suite will lift you away with its beautiful water views and custom-designed en suite bath with a walk-in shower. The secondary suite offers Gulf views and shares the covered screen porch and a large en suite bath with a beautiful walk-in glass tile shower. The remaining guest bedrooms are delightfully decorated, with peeks of the Gulf views set up perfectly for large groups or rental guests. Outside entertaining is at its finest, with the pool with excellent sun exposure, a poolside wet bar, dining area, grilling space, a seaside beach shower, and incredible views of the Gulf. The house has been fully remodeled inside and out, including new hardiboard siding, impact windows, and a standing seam roof.With the trim level, incredible views, size, and outdoor pool/entertainment area, this home can be a high-performing rental home! If you are a pilot, the seller has an airstrip membership available for a separate purchase.

$1,999,000 - Upper Captiva, FL

150 White Pelican Drive Upper Captiva, FL - 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.

$1,950,000 - Upper Captiva, FL

4540 Seair Lane Upper Captiva, FL - Welcome to 4540 Seair Lane-an extraordinary Key West-style retreat built in 2021, perfectly positioned on Upper Captiva Island's private airstrip. Designed for discerning buyers who value both refined living and adventurous access, this elevated luxury home offers a rare opportunity for pilots and island enthusiasts alike. Accessible only by boat, ferry, or private aircraft, Upper Captiva is a hidden gem where pristine beaches, unspoiled nature, and ultimate privacy define the lifestyle. This stunning three-bedroom, three and a half-bathroom residence was expertly constructed on pilings with a metal roof and impact-resistant windows and doors, ensuring strength, safety, and peace of mind. The living space remained untouched by recent storm surge events, a testament to its thoughtful design and elevation. Inside, vaulted ceilings and a striking clerestory window system flood the home with natural light, creating a bright, breezy ambiance that complements its coastal surroundings. Expansive Gulf and bay views can be enjoyed from the open-air balcony and patio-ideal for relaxing or entertaining guests. The chef's kitchen is equipped with high-end appliances, including a propane-fueled range with grill, double oven, and a sleek hood-tailor-made for culinary enthusiasts. Each of the three spacious bedrooms features its own private en-suite bath, offering comfort and privacy for residents and guests. Outdoors, a heated saltwater pool and spa invite relaxation, enhanced by a fully automated system controllable remotely via smartphone app-perfect for preparing the perfect soak before you arrive. The pool deck is finished with elegant pavers, while the composite decking on the screened porch and upper balcony offers durability and low maintenance in key outdoor living spaces. Down by the pool, a sandy beach lounge area and an undercover recreation space (which is also an open air hangar) provide the perfect setting for island-style entertainment and relaxation. A fire table adds ambiance for cozy evenings under the stars. Located just 650 feet from the white sands of the Gulf of Mexico, this home offers both convenience and tranquility. It offers front-row seats to some of Florida's most breathtaking sunsets. Each evening, the sky transforms into a vibrant canvas of oranges, pinks, and purples, casting a golden glow over the shoreline and surrounding palm trees. Whether you're swimming, sunbathing, or strolling the shore, the beach is always within reach. For investors, this property doubles as a proven income generator with a successful short-term rental history and records available upon request. 4540 Seair Lane is more than a home-it's a lifestyle. A rare find for American and international buyers alike, it combines modern luxury with island seclusion and aviation access. Discover the ultimate island escape on Upper Captiva, where every detail is elevated, and every arrival feels like a getaway.

$1,895,000 - Upper Captiva, FL

161 & 150 Nighthawk Drive Upper Captiva, FL - Beachfront Hurricane Deal! Unique opportunity to customize your own grand beachfront estate home! Spectacular one-of-a-kind location with exceptional panoramic views of the pass and Cayo Costa. The existing floorplan offers space for 4 sleeping rooms and 4-5 baths, with a spacious great room and kitchen on the second level. The third story has incredible views and can be used as an office, loft, or extra sleeping space. Included with this property is an additional beach parcel bordering the gulf coastline. The adjacent buildable parcels to the north and south are also available for purchase. This property has so much potential to be the beach house you have always dreamed of!

$1,850,000 - Upper Captiva, FL

331 Spanish Gold Lane Upper Captiva, FL - This custom-built, four-bedroom residence offers stunning panoramic views of the harbor and sound. Ideally situated to capture breathtaking sunrises, this home provides a truly exceptional perspective of the day's first light. Crafted with the utmost attention to detail, the expansive and luxurious property is positioned directly on a navigable canal, featuring two private dock slips. This house has withstood many storms and never experienced any major impact, offering peace of mind and enduring durability. The exterior is distinguished by a spacious covered and screened porch, which overlooks the docks and a private, heated swimming pool. High-end materials, including Hardie board siding, a metal roof, impact windows and doors, and custom-painted Hardie plank lap siding, lend the home a sophisticated and elegant aesthetic. Inside, the home impresses with a custom kitchen complete with gleaming granite countertops, dark wood cabinetry, stainless steel appliances, and elegant teardrop light fixtures. The open-concept great room, living, and dining areas are designed to take full advantage of the panoramic water views, allowing for serene sunrises over the bay. Additionally, a well-appointed living room/den with a wet bar provides a comfortable space that leads to four bedrooms, each strategically placed for privacy. A versatile bonus room, spanning over 100 square feet, offers ample space for a variety of uses. Currently furnished with a bunk bed, foosball table, and air hockey table, this area's potential is limitless. Conveniently located just a short walk from the local beaches, restaurants, and shops of Upper Captiva, this exceptional home is a must-see. Schedule a viewing today.

$1,785,000 - Upper Captiva, FL

640 Gulf Lane Upper Captiva, FL - MOTIVATED SELLER BRING YOUR OFFERS! PRIME ISLAND OFFERING!

$1,495,000 - Upper Captiva, FL

4460 Smugglers Drive Upper Captiva, FL - 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!

$1,399,000 - Upper Captiva, FL

4490 Harbor Bend Drive Upper Captiva, FL - 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!

Upper Captiva, Florida listings for sale

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