Chokoloskee Real Estate

Chokoloskee Real Estate

Welcome to Chokoloskee, Florida—a hidden gem nestled in the heart of the Everglades! This charming small town offers a unique blend of natural beauty and rich history, making it an ideal destination for those seeking tranquility and adventure. With a population of just a few hundred residents, Chokoloskee boasts a tight-knit community atmosphere that welcomes newcomers and visitors alike.

Situated on Chokoloskee Island, this picturesque locale is surrounded by the stunning waters of the Gulf of Mexico and the sprawling wetlands of the Everglades National Park. Here, you can immerse yourself in the breathtaking landscapes of mangroves, estuaries, and wildlife. Whether you’re kayaking through serene waters, fishing for the catch of the day, or simply taking a leisurely stroll along the shoreline, Chokoloskee offers endless opportunities to connect with nature.

History buffs will appreciate the town’s rich heritage, which dates back to the Calusa Indians and later attracted settlers in the late 19th century. The historic Smallwood Store, once a trading post, stands as a testament to Chokoloskee’s vibrant past and is a must-visit for anyone exploring the area.

In addition to its natural wonders, Chokoloskee is conveniently located near the vibrant city of Everglades City, where you can enjoy local dining, shopping, and cultural experiences. Whether you’re looking for a peaceful retreat or an adventurous escape, Chokoloskee, Florida, is the perfect place to call home. Discover the magic of this enchanting town and experience a lifestyle that celebrates both the beauty of nature and the warmth of community.

Newest Listings in Chokoloskee

1227 Mangrove Lane, Chokoloskee
$459,900
5 Beds ⋅ 4 Baths ⋅ A4704649 MLS
Escape the ordinary and own a piece of Old Florida at 1227 Mangrove Lane! Set in the heart of historic Chokoloskee, this spacious multi-family property delivers 5 bedrooms and 4 baths with incredible flexibility for owner occupants, investors, seasonal owners, extended families, or anyone dreaming of an island retreat with income potential. Concrete block construction and a durable metal roof provide a solid foundation, while public water and sewer, central HVAC and room for a pool add everyday convenience. Step outside and you’re surrounded by the legendary beauty of the Ten Thousand Islands—where world-class fishing, boating, kayaking and endless backwater adventures are part of the lifestyle. Use one side and rent the other, create a seasonal getaway, or build your investment portfolio in one of Southwest Florida’s most unique coastal communities. This isn’t cookie-cutter Florida—it’s laid-back, authentic island living where the water, wildlife and adventure are never far away. Bring your boat, bring your fishing rods, and bring your vision!

1227 Mangrove Lane, Chokoloskee
150 Smallwood Drive Unit 6, Chokoloskee
$95,000
A12073895 MLS
RV lot located in a gated island community in Chokoloskee, offering a peaceful retreat surrounded by naturalbeauty. This well-maintained lot features a cement pad with full hookups and access to resort-style amenities,including multiple swimming pools, hot tubs, fitness center, clubhouse, laundry facilities, tennis and pickleballcourts, shuffleboard, and boat ramp access. Cable and Wi-Fi are included through the association. Convenientlylocated near Everglades City and world-class fishing, this property is ideal for RV owners seeking a low-maintenance getaway in a unique coastal setting.

150 Smallwood Drive Unit 6, Chokoloskee
150 Smallwood Drive Unit 253, Chokoloskee
$315,000
R11158609 MLS
Welcome to Chokoloskee Island, a true hidden gem at the edge of the legendary 10,000 Islands in Collier County. This waterfront property offers stunning bay views, endless fishing opportunities, frequent dolphin sightings right at your dock, and unforgettable sunrises and sunsets that define coastal living at its best. Recent upgrades include a brand-new dock and seawall, along with all-new electric to the site, fully up to code, providing peace of mind and modern convenience. Located approximately 45 minutes south of Naples, this unique setting is nestled within Everglades National Park, offering unmatched natural beauty and outdoor adventure. Situated in the sought-after Outdoor Resorts of Chokoloskee, the site features full hookups including 50/30 amp electric, water, and more. sewer, cable TV, and WiFi. Resort-style amenities include three swimming pools, two laundry facilities, a fitness center, clubhouse, tennis courts, and shuffleboard. Whether you're looking for a peaceful retreat or an outdoor enthusiast's paradise, this property delivers the best of island living in Southwest Florida. < =,

150 Smallwood Drive Unit 253, Chokoloskee
Start Your Search

How much is your home worth?

Get instant property value now!