Chokoloskee Real Estate

Chokoloskee Real Estate

Welcome to Chokoloskee, a hidden gem nestled in the heart of Collier County, Florida. This charming subdivision is not just a place to live; it’s a lifestyle steeped in natural beauty and rich history. With its unique blend of serene landscapes and vibrant local culture, Chokoloskee offers residents a tranquil escape from the hustle and bustle of city life.

Situated on the edge of the stunning Everglades National Park, Chokoloskee is a paradise for nature lovers and outdoor enthusiasts. Picture yourself exploring the lush mangroves, fishing in the pristine waters, or kayaking through the intricate waterways teeming with wildlife. The area’s unspoiled beauty makes it an ideal spot for those who appreciate the great outdoors and wish to immerse themselves in Florida’s natural wonders.

The community boasts a friendly, laid-back atmosphere, where neighbors become friends and every day feels like a vacation. Local amenities include charming shops, delightful eateries, and access to some of the best fishing spots in the state. Whether you’re enjoying a sunset on the dock or savoring fresh seafood at a local restaurant, life in Chokoloskee is all about embracing the simple pleasures.

For families, retirees, or anyone seeking a peaceful retreat, Chokoloskee offers a unique blend of community spirit and natural splendor. With its stunning waterfront views and an array of recreational activities, this subdivision is more than just a place to live—it's a place to thrive. Come discover the magic of Chokoloskee, where your dream home awaits amidst the beauty of Florida’s untouched wilderness.

Newest Listings in Chokoloskee

Chokoloskee SubDv.

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

3 Beds ⋅ 3 Baths ⋅ Chokoloskee SubDv.

Beautifully updated custom 3-bedroom, 3-bath island home with a den/flex room and an additional connected sleeping room, showcasing exceptional craftsmanship, quality finishes, and thoughtfully designed indoor and outdoor living spaces. Nestled on historic Chokoloskee, this one-of-a-kind residence blends coastal charm with custom woodwork and outstanding attention to detail. Inside, you’ll find beautiful cedar and pine tongue-and-groove walls and ceilings throughout much of the home, complemented by custom trim, handcrafted built-ins, decorative millwork, and attractive tile and laminate flooring. The spacious open floor plan flows seamlessly from the inviting living room into the dining area and beautifully appointed kitchen featuring custom wood cabinetry, breakfast bar seating, stainless steel appliances, and abundant storage. The flexible floor plan includes three bedrooms, a den, and an additional sleeping room that is accessed through one of the bedrooms making it 4 bedrooms, offering excellent possibilities for family, guests, a home office, hobby space, or a vacation retreat. The primary suite offers a beautifully updated bath with a custom vanity and a spacious glass walk-in shower. Throughout the home, you’ll appreciate the warmth and character created by the extensive cedar and pine finishes, custom shelving, and quality craftsmanship. The laundry room includes a utility sink, storage cabinetry, shelving, and a dedicated utility area for added convenience. Outdoor living is truly exceptional. The expansive screened lanai serves as an additional living space complete with a custom outdoor kitchen, wet bar, cooktop, stainless steel sink, refrigerator, handcrafted wood bar, and seating areas, making it the perfect place to entertain after a day on the water. The refrigerator does not convey. The beautifully landscaped backyard features tropical palms, mature landscaping, decorative lighting, privacy fencing, a workshop, and a dedicated fish-cleaning station. Boat owners will appreciate the oversized concrete parking area with room for multiple boats, trailers, golf carts, and additional guest parking. There’s enough room to store a motorhome or a travel trailer. Additional features include a metal roof, fiber cement siding accented with beautiful cedar and pine exterior trim, municipal water, private septic system, irrigation, custom built-ins throughout, and a high-efficiency Goodman HVAC system. Located just minutes from two marinas, Everglades National Park, the Ten Thousand Islands, and world-class fishing and boating, this remarkable property offers the perfect combination of island living, quality craftsmanship, and outdoor adventure. With its flexible layout, desirable location, and strong appeal to visitors seeking a unique coastal experience, this property also presents an excellent opportunity for use as a vacation rental or income-producing investment in a popular Airbnb and VRBO destination.

253 Worley Street, Chokoloskee

Chokoloskee SubDv.

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 Drive, Chokoloskee

Chokoloskee SubDv.

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

Chokoloskee SubDv.

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 Drive, Chokoloskee

6 Beds ⋅ 4 Baths ⋅ Chokoloskee SubDv.

Imagine owning a prime piece of real estate just steps away from the sparkling waters of the ocean, with breathtaking views of the marina and a serene island backdrop. This income-generating property offers the perfect opportunity for savvy investors looking to tap into the lucrative coastal rental market. Located in a sought-after waterfront neighborhood, this property is perfectly positioned to capitalize on seasonal tourist traffic, while also offering year-round rental potential. Whether you’re looking to rent out individual units, host short-term vacation rentals, or create a luxury boutique retreat, this property offers endless possibilities.

1227 Mangrove Lane, Chokoloskee

2 Beds ⋅ 2 Baths ⋅ Chokoloskee SubDv.

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 Street, Chokoloskee

3 Beds ⋅ 2 Baths ⋅ Chokoloskee SubDv.

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 Street, Chokoloskee

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