Upper Captiva, FL Real Estate For Sale

Authentic old florida island charm and timeless appeal combine in this beautiful 2-bedroom cottage, offering classic character with thoughtful updates, including a new metal roof installed in 2023. Inside, soaring cathedral tongue-and-groove ceilings, oak floors, and rich pecky cypress walls create a warm and inviting atmosphere. The open-concept layout was ahead of its time, featuring a spacious kitchen with a wraparound dining bar that flows into the living and dining areas. All living spaces open to an oversized covered front porch, perfect for relaxed outdoor living. The primary suite features glowing wood finishes and an en-suite bathroom with a tub/shower combination. The second bedroom offers dual closets and a cozy nook for more storage or decor, making it ideal for accommodating guests with comfort and style. Below the house, a shady wood deck offers a great space for grilling and entertaining. An adjacent enclosed room houses a full laundry area and extra storage. The landscaped front yard features native plantings and a curving paver driveway. This home enjoys a prime location close to the ferry landing, just a short golf cart ride to both the gulf's sandy shoreline and the bayside beaches along pine island sound. Boating, fishing, shelling, and island exploration are all easily accessible from this quiet, scenic spot. This charming cottage offers the best of island living—historic style, modern comforts, and one of the best floor plans of a house this size on the island...  All in a setting that captures the magic of north captiva.   Whether you're seeking a peaceful getaway, a year-round retreat, or a vacation rental to offset costs while you enjoy the island lifestyle, this is a rare opportunity to own a genuine piece of north captiva's heritage.

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!

Major price reduction. This gorgeous home, 3 bedroom + den & 4 baths, has everything you would llove to have on upper captiva island. Gulf access canal home with a large dock. Room for 2 boats & located on a navigable canal. Come see the wonderful views overlooking the wildlife preserve. The living area is on the upper floor to more enjoy the views of the state wildlife preserve. All hurricane impact glass windows. Cedar shiplap exterior siding. Wood burning fireplace. And the views are even better from the upper mezzanine area above the living room which could be another sleeping area. Plenty of room for guests with 3 bedrooms, a den and 3.5 bathrooms. Huge beautiful kitchen. Enjoy a large pool completely screened in. The beach is just down the road to a parking area with access to the widest beach on the island. New roof. Elevator! What more do you need! Make an appointment to see this wonderful home.

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!

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!

This charming island-style retreat offers beautiful views of the bay and the gulf of mexico, 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!

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!

This charming island beach cottage has been fully remodelled from top to bottom! Upgrades include impact-resistant windows throughout the home, hardie-board siding, an aluminum standing seam roof with kynar finish, a redesigned kitchen, new tile flooring, and very tastefully updated bathrooms. The freshly painted tongue and groove ceilings give this home a unique old florida character. The new fabulous custom kitchen features an oversized central island that doubles as the dining space, glistening over-the-counter sliding window, stylish open shelving, and custom shaker-style cabinetry. The main bedroom suite features a spectacular en suite bath with a walk-in shower, plus beautiful vaulted ceilings over the king bed. The secondary suite offers an entire wall of gorgeous windows, filling your views from this room with majestic palms. The accompanying en suite bath offers a custom tiled walk-in shower and a closet/dressing area. This home is ideally located only 450 feet from the beach, with access directly down the deeded road easement at the end of the sandy lane. Just a short golf cart ride from local restaurants, shopping, the ferry landing, and resort-style amenities. This old florida-style cottage generates income to offset your costs. There is also plenty of room for a large pool. If you having been looking for an old florida style cottage close to the beach at an affordable price point, this house is a must see!

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!

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!

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!

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-bedroom, 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.

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.

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.

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.

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.