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.

2 Beds ⋅ 2 Baths ⋅ 2026034184 MLS

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.

140 Mourning Dove Drive, Upper Captiva

Listing Courtesy of Resort Properties Internationa

$692,000

This Charming Island-Style retreat offers Beautiful Views of the Bay and the Gulf, 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!

2 Beds ⋅ 2 Baths ⋅ 2026013789 MLS

This Charming Island-Style retreat offers Beautiful Views of the Bay and the Gulf, 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!

211 White Pelican Drive, Upper Captiva

Listing Courtesy of Resort Properties Internationa

Selling Office: .

$295,000

Gorgeous, Unique, and Private estate-sized corner lot on North Captiva with plenty of room to build your island dream house! With just one row of homes to the bay, you will have impressive bay and sunrise views from the uppermost levels of a well-designed reverse floor plan home.

2025020953 MLS

Gorgeous, Unique, and Private estate-sized corner lot on North Captiva with plenty of room to build your island dream house! With just one row of homes to the bay, you will have impressive bay and sunrise views from the uppermost levels of a well-designed reverse floor plan home.

141 Mourning Dove Drive, Upper Captiva

Listing Courtesy of Resort Properties Internationa

$819,000

With Fantastic Gulf Views and a Prime Location just 350 feet from the beach, this island-style vacation retreat stands out with its extra charm and character! Located alongside North Captiva's private airstrip, which gives the home an excellent view corridor. Great for pilots and beachgoers alike! Imagine gazing at the water from your living room and sun deck, then relaxing after a day at the beach in your beautiful pool while listening to the sounds of the surf. Step inside and discover a 2-bedroom, 2.5-bath layout designed for relaxed island living. Top-level painted wood cathedral ceilings give this beachy bungalow a feeling of a much larger home, and with island flair. Abundant natural light pours in through multiple Gulf-facing French doors along the sundeck, truly bringing the outside in for sunset time! The open-concept living and dining area also features a fireplace as a focal point, while the kitchen offers modern cabinetry, solid-surface countertops, and stainless steel appliances. The primary suite includes an en-suite bath with a combined tub & shower, plus direct access to a private balcony for enjoying Gulf breezes. The guest suite is equally inviting, with its own private bath and French doors opening onto the covered screen porch. This hidden gem is a rare combination of proximity to the sugar sand beaches, poolside relaxation, and real island character at an affordable price point!

2 Beds ⋅ 3 Baths ⋅ 2025018406 MLS

With Fantastic Gulf Views and a Prime Location just 350 feet from the beach, this island-style vacation retreat stands out with its extra charm and character! Located alongside North Captiva's private airstrip, which gives the home an excellent view corridor. Great for pilots and beachgoers alike! Imagine gazing at the water from your living room and sun deck, then relaxing after a day at the beach in your beautiful pool while listening to the sounds of the surf. Step inside and discover a 2-bedroom, 2.5-bath layout designed for relaxed island living. Top-level painted wood cathedral ceilings give this beachy bungalow a feeling of a much larger home, and with island flair. Abundant natural light pours in through multiple Gulf-facing French doors along the sundeck, truly bringing the outside in for sunset time! The open-concept living and dining area also features a fireplace as a focal point, while the kitchen offers modern cabinetry, solid-surface countertops, and stainless steel appliances. The primary suite includes an en-suite bath with a combined tub & shower, plus direct access to a private balcony for enjoying Gulf breezes. The guest suite is equally inviting, with its own private bath and French doors opening onto the covered screen porch. This hidden gem is a rare combination of proximity to the sugar sand beaches, poolside relaxation, and real island character at an affordable price point!

210 White Pelican Drive, Upper Captiva

Listing Courtesy of Resort Properties Internationa

$1,100,000

Life can't get any better than this! Old Florida style cottage with sugar sand bayside beach with your own private dock along the sparkling waters of Pine Island Sound. Catch the sunrise over the waters from your front porch or relax into an evening hearing the soothing waves lap against the shore. A spacious open living area with a traditional style kitchen has perfect views right through the multi-panel sliding glass doors. The master bedroom has a king-size bed with a private bath, and the second bedroom has two twin beds. Both bedrooms have hardwood floors; each bath has been updated and custom-tiled. The windows & sliding glass doors are impact-rated, and the exterior offers Hardie-board siding. Some of the best fishing anywhere is right off your dock. Don't miss this rare opportunity to start your island bayside living and fishing lifestyle at a reasonable price point!

2 Beds ⋅ 2 Baths ⋅ 223092347 MLS

Life can't get any better than this! Old Florida style cottage with sugar sand bayside beach with your own private dock along the sparkling waters of Pine Island Sound. Catch the sunrise over the waters from your front porch or relax into an evening hearing the soothing waves lap against the shore. A spacious open living area with a traditional style kitchen has perfect views right through the multi-panel sliding glass doors. The master bedroom has a king-size bed with a private bath, and the second bedroom has two twin beds. Both bedrooms have hardwood floors; each bath has been updated and custom-tiled. The windows & sliding glass doors are impact-rated, and the exterior offers Hardie-board siding. Some of the best fishing anywhere is right off your dock. Don't miss this rare opportunity to start your island bayside living and fishing lifestyle at a reasonable price point!

119 Kingfisher Drive, Upper Captiva

Listing Courtesy of Resort Properties Internationa

Selling Office: .

$670,000

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!

2 Beds ⋅ 1 Baths ⋅ 223082371 MLS

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!

181 White Pelican Drive, Upper Captiva

Listing Courtesy of Resort Properties Internationa

Selling Office: .

$170,000

Fantastic view potential from this double sized lot! Just one row of homes to the bay! The extra large lot size offers room for a large estate sized home, huge pool, and/or landscaped gardens. Combine with 141 Mourning Dove Drive ( also listed) to make your island dream family compound.

223074456 MLS

Fantastic view potential from this double sized lot! Just one row of homes to the bay! The extra large lot size offers room for a large estate sized home, huge pool, and/or landscaped gardens. Combine with 141 Mourning Dove Drive ( also listed) to make your island dream family compound.

161 Mourning Dove Drive, Upper Captiva

Listing Courtesy of Resort Properties Internationa

Selling Office: .

$2,100,000

Welcome to Paradise! Gorgeous oceanfront home with the best views and sunsets on the island! Currently a very high volume vacation rental (270k/year) (vrbo.com/2186066). Located directly on the beach with wraparound decks on each level and custom built Flip Flops Beach Bar, providing the ultimate island experience. Reverse floorplan design with living area on top level to give you the most amazing panoramic gulf views. Private balcony access off each bedroom to enjoy both sunrises and sunsets! Majestic views and relaxing sounds of the ocean, doesn't get any better than this! The custom built beach bar gives you prime outdoor living space complete with beach bar swings, outdoor kitchen area, private outdoor shower with ocean view and a large lounge area with hammocks. You'll be tempted to sleep outside, under the stars! 3 large bedrooms with room to sleep up to 8 people, a must see beach front paradise!

3 Beds ⋅ 3 Baths ⋅ 223048019 MLS

Welcome to Paradise! Gorgeous oceanfront home with the best views and sunsets on the island! Currently a very high volume vacation rental (270k/year) (vrbo.com/2186066). Located directly on the beach with wraparound decks on each level and custom built Flip Flops Beach Bar, providing the ultimate island experience. Reverse floorplan design with living area on top level to give you the most amazing panoramic gulf views. Private balcony access off each bedroom to enjoy both sunrises and sunsets! Majestic views and relaxing sounds of the ocean, doesn't get any better than this! The custom built beach bar gives you prime outdoor living space complete with beach bar swings, outdoor kitchen area, private outdoor shower with ocean view and a large lounge area with hammocks. You'll be tempted to sleep outside, under the stars! 3 large bedrooms with room to sleep up to 8 people, a must see beach front paradise!

211 Pink Flamingo Drive, Upper Captiva

Listing Courtesy of MVP Realty Associates LLC

Selling Office: .

$1,313,000

Welcome to Paradise! Gorgeous island home on a large double lot with deeded private beach access! Offered turnkey including a private Island Club membership and golf cart, ready for immediate move-in or rentals, currently a high volume vacation rental (228k/yr) (vrbo #1442266). Featuring one of the best outdoor living spaces on the island, with private wraparound decks on each level, a rooftop crows nest with stunning 360 degree views of the island. On the ground level is the custom built "High Tides Boat Bar" and entertainment area that gives you prime outdoor living space complete with fenced in/heated swimming pool, custom built boat bar, outdoor kitchen area, outdoor Eco-Shower, hammocks and beach games. Reverse floorplan design with living area on top level to give you gorgeous gulf views. 4 bedrooms each with private balcony access, with room to sleep up to 9 people (11 with sofa sleeper). Completely remodeled in 2023! All new standing seam metal roof, new outdoor railings, pool fence and crows nest, as well as new appliances and furnishings. A great and unique island home, a profitable vacation rental or both! Seller Financing Possible.

4 Beds ⋅ 3 Baths ⋅ 223048034 MLS

Welcome to Paradise! Gorgeous island home on a large double lot with deeded private beach access! Offered turnkey including a private Island Club membership and golf cart, ready for immediate move-in or rentals, currently a high volume vacation rental (228k/yr) (vrbo #1442266). Featuring one of the best outdoor living spaces on the island, with private wraparound decks on each level, a rooftop crows nest with stunning 360 degree views of the island. On the ground level is the custom built "High Tides Boat Bar" and entertainment area that gives you prime outdoor living space complete with fenced in/heated swimming pool, custom built boat bar, outdoor kitchen area, outdoor Eco-Shower, hammocks and beach games. Reverse floorplan design with living area on top level to give you gorgeous gulf views. 4 bedrooms each with private balcony access, with room to sleep up to 9 people (11 with sofa sleeper). Completely remodeled in 2023! All new standing seam metal roof, new outdoor railings, pool fence and crows nest, as well as new appliances and furnishings. A great and unique island home, a profitable vacation rental or both! Seller Financing Possible.

180 White Pelican Drive, Upper Captiva

Listing Courtesy of MVP Realty Associates LLC

Selling Office: .