Chokoloskee Real Estate

Chokoloskee Real Estate

Welcome to Chokoloskee, a hidden gem nestled in the heart of Collier County, Florida. This charming community offers a unique blend of serene natural beauty and rich cultural heritage, making it an ideal destination for those seeking a peaceful retreat or a vibrant lifestyle.

Surrounded by the stunning landscapes of the Everglades, Chokoloskee is a haven for nature lovers and outdoor enthusiasts. With its picturesque views, abundant wildlife, and abundant opportunities for fishing, kayaking, and birdwatching, residents can fully immerse themselves in the tranquility of Florida's pristine environment. The nearby Ten Thousand Islands National Wildlife Refuge provides a stunning backdrop for exploration, offering countless trails and waterways to discover.

Chokoloskee is steeped in history, once serving as a bustling fishing village and trading post. Today, the community retains its quaint charm, with a small population that fosters a tight-knit atmosphere. Local shops, restaurants, and community events create a welcoming environment where neighbors become friends and memories are made.

For those considering a move to Chokoloskee, the real estate options are as diverse as the landscape itself. From charming waterfront cottages to spacious family homes, there’s something to suit every lifestyle and budget. Whether you're looking for a seasonal getaway or a permanent residence, Chokoloskee offers a unique opportunity to embrace the laid-back Florida lifestyle.

Experience the magic of Chokoloskee, where nature and community intertwine, creating a perfect setting for your next home. Discover the beauty and charm of this remarkable destination today!

Newest Listings in Chokoloskee

280 Worley St, Chokoloskee
$389,000
3 Beds ⋅ 2 Baths ⋅ 226034696 MLS ⋅ Chokoloskee BLDG.
3 Bed / 2 Bath Home on High Ground with Den, Office & Screened Porch on Chokoloskee Island! Discover authentic island living at 280 Worley Street in historic Chokoloskee! Offering a 3 bedroom, 2 bathroom home on high ground with 1,772 sq. ft. of living space on a generous 0.21-acre parcel, this elevated single-family property presents an exceptional opportunity for buyers looking to add their personal touch.  The versatile floor plan features a dedicated indoor laundry room plus two extra flex rooms—perfect for a den, home office, tackle room, or guest space. The functional kitchen offers white cabinetry, dark granite countertops with matching backsplash, built-in double wall ovens, a cooktop, and an open pass-through bar to the dining room.  Step outside on the front porch or the expansive, covered screened porch out back, featuring composite & wood decking and ceiling fans—ideal for enjoying coastal breezes and relaxed outdoor dining. Additional features include a fully fenced yard, and a concrete driveway with ample room to park vehicles, boat trailers, and water toys. Recent updates include permitted plumbing work completed in 2026. Bring your design ideas and make this island retreat your own!

280 Worley St, Chokoloskee
1245 S Lopez Ln, Chokoloskee
$160,000
226033844 MLS ⋅ Chokoloskee BLDG.
Waterfront lot in Chokoloskee on approximately 0.16 acre, with a dock and access leading directly to the Gulf of Mexico. City water and electric service are connected to the property. This lot also has an existing concrete pad. The adjoining furnished home at 1241 S. Lopez Lane is offered at a separate price, and the owner would prefer to sell both properties together but is flexible.

1245 S Lopez Ln, Chokoloskee
1241 S Lopez Ln, Chokoloskee
$430,000
2 Beds ⋅ 2 Baths ⋅ 226033843 MLS ⋅ Chokoloskee BLDG.
Waterfront corner property in Chokoloskee! Set on approximately 0.29 acre, this furnished 2-bedroom, 2-bath mobile home offers approximately 840 square feet of living area and a screened porch. An attached covered carport provides convenient parking, while a pole barn listed by the Collier County Property Appraiser at approximately 1,508 square feet offers substantial additional covered space and may accommodate an RV, depending on its dimensions. Separate storage sheds provide room for tools, fishing gear, and equipment. The property has waterfront access leading directly to the Gulf of Mexico. Per the sellers, the approximately 0.29-acre property consists of two formerly separate parcels, purchased separately and later combined to accommodate construction of the pole barn. The historical purchase price displayed in the current Property Appraiser record does not reflect the total purchase price paid for both original parcels or the cost of subsequent improvements. An adjoining approximately 0.16-acre waterfront lot is available for purchase at a separate price and is additional to the combined 0.29-acre homesite. That lot has a dock, and city water and electric service are connected to that lot. The owner would prefer to sell both properties together but is flexible.

1241 S Lopez Ln, Chokoloskee
1227 Mangrove Ln, Chokoloskee
$459,900
5 Beds ⋅ 4 Baths ⋅ 2026036883 MLS ⋅ Chokoloskee BLDG.
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 Ln, Chokoloskee
Chokoloskee
$87,000
226026883 MLS ⋅ Chokoloskee BLDG.
Build your dream home on this cleared 0.25-acre residential lot in the heart of historic Chokoloskee. This oversized homesite offers approximately 10,890 square feet with paved road frontage and city water available. Just moments from public boat ramps, marinas, world-class fishing, Everglades National Park, and the Ten Thousand Islands, this property offers the perfect blend of Old Florida charm and modern convenience. Enjoy easy access to boating, kayaking, waterfront dining, and endless outdoor recreation while still having utilities readily available nearby. Whether you’re looking to build a primary residence, seasonal retreat, or investment property, this island lot provides an exceptional opportunity in one of Southwest Florida’s most unique coastal communities.

Chokoloskee
261 Smallwood Dr, Chokoloskee
$114,900
226011235 MLS ⋅ Chokoloskee BLDG.
Opportunity to build your island getaway on historic Chokoloskee Island in Everglades City. This approximately 0.22-acre (9,147± sq ft) residential lot is ideally located on Smallwood Drive and features a cleared homesite with paved road frontage, making it ready for your future build. Positioned within an established neighborhood, the property offers a desirable layout with excellent access and flexibility for a primary residence, seasonal retreat, or fishing camp. Chokoloskee Island sits at the gateway to the Ten Thousand Islands and Everglades National Park, known worldwide for exceptional fishing, boating, kayaking, and wildlife viewing. The property is conveniently located approximately 3 miles from the Marjory Stoneman Douglas Everglades National Park Visitor Center, as well as near public boat ramps, marinas, local restaurants, and the historic Smallwood Store. Enjoy the laid-back Old Florida lifestyle while still being within driving distance of Marco Island and Naples. Whether you’re looking for a quiet island residence or a base for exploring the Everglades and Gulf waters, this property offers a rare opportunity to own land in one of Southwest Florida’s most unique coastal communities.

261 Smallwood Dr, Chokoloskee
Chokoloskee
$55,000
226008133 MLS ⋅ Chokoloskee BLDG.
BUILD YOUR DREAM WEEKEND GET AWAY!!! CHOKOLOSKEE IS KNOWN FOR FAMOUS BACKWATER FISHING AND GORGEOUS SUNSETS. ONLY 1/4 MILE TO THE BOAT RAMP AND WALKING DISTANCE TO HAVANA CAFE.

Chokoloskee
1160 Rewis Dr, Chokoloskee
$139,000
226006906 MLS ⋅ Chokoloskee BLDG.
Water-view residential lot on Chokoloskee Island! Rare opportunity to own approximately ¼ acre in the heart of Chokoloskee with potential water views and existing utility connections. Previously improved property, offering elevated building area and established footprint. Located just minutes from Everglades National Park and world-class fishing in the Ten Thousand Islands. Enjoy island living with boating, wildlife, and sunset views nearby. Village Residential zoning allows for a variety of residential uses (buyer to verify permitted uses and building requirements). Utilities previously connected (water, electric, septic) – buyer to verify current status. Great opportunity to build your island retreat or investment property in one of Southwest Florida’s most unique waterfront communities.

1160 Rewis Dr, Chokoloskee
224 Mamie St, Chokoloskee
$254,900
2 Beds ⋅ 2 Baths ⋅ 225020414 MLS ⋅ Chokoloskee BLDG.
Unique opportunity to own a Chokoloskee Island property that includes an additional adjoining parcel for added space and flexibility. This offering includes a 2-bedroom, 2-bath mobile home with approximately 828 sq. ft. of living area situated on approximately 0.17 acres, plus an additional adjoining vacant lot of approximately 0.06 acres, for a combined total of approximately 0.23 acres. The home offers a flexible floor plan with multiple living areas to fit a variety of needs (buyer to verify all intended uses and permitted occupancy). Enjoy island living with convenient access to the Gulf of Mexico and some of Southwest Florida’s best backcountry fishing. Located near multiple marinas, this property is ideal for boating, fishing, seasonal enjoyment, or creating your own island retreat. Additional adjoining lot included—don’t miss this chance to own extra land in historic Chokoloskee.

224 Mamie St, Chokoloskee
228 Mamie St, Chokoloskee
$324,900
3 Beds ⋅ 2 Baths ⋅ 225021065 MLS ⋅ Chokoloskee BLDG.
This property at 228 Mamie Street, Chokoloskee Island, Florida 34138 is an inviting and renovated home priced to sell. It features: • 3 Bedrooms • 2 Full Bathrooms • 960 sq. ft. of living space • 0.17 Acres of land • Built in 1993, renovated in 2021 • Style: One-Story Mobile Home Interior Highlights include: • Kitchen with stainless steel appliances, induction stovetop, and conventional/air fry oven • Master Bedroom with a walk-in closet and ensuite bathroom featuring a garden tub • Ceramic Tile flooring throughout • Central A/C for cooling Additional Features: • Elevated home with extra space below for storage or workshops • Screened porch at the entry • Carport and an open backyard • Three marinas within approximately 1 mile, offering easy access for boating, kayaking, or canoeing, perfect for nature lovers or fishing enthusiasts. With its recent updates and access to the serene Everglades, this could be a fantastic home, vacation getaway or seasonal rental property.

228 Mamie St, Chokoloskee
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