Chokoloskee Homes for Sale

Chokoloskee Homes for Sale

Welcome to Chokoloskee, Florida—a hidden gem nestled in the heart of Collier County. This charming town, surrounded by the breathtaking beauty of the Everglades, offers a unique blend of natural splendor and small-town charm. Known for its rich history and vibrant wildlife, Chokoloskee is the ideal destination for those seeking a tranquil lifestyle away from the hustle and bustle of city life.

As you explore the homes for sale in Chokoloskee, you'll discover a variety of options that cater to diverse tastes and needs. From cozy, waterfront cottages with stunning views of the Gulf of Mexico to spacious family homes nestled among lush landscapes, there’s something for everyone. Many of these properties boast modern amenities while retaining the quintessential Florida charm, making them perfect for year-round living or as a seasonal retreat.

Living in Chokoloskee means immersing yourself in the great outdoors. Enjoy kayaking through the mangroves, fishing in the pristine waters, or simply taking a leisurely stroll along the picturesque shoreline. The community is known for its friendly atmosphere, where neighbors become friends and local events foster a sense of belonging.

With homes for sale in this serene paradise, now is the perfect time to invest in your dream property. Experience the beauty and tranquility of Chokoloskee, where every day feels like a vacation. Whether you’re looking for a peaceful getaway or a permanent residence, Chokoloskee invites you to discover the lifestyle you’ve always dreamed of. Come and find your slice of paradise today!

Newest Chokoloskee Homes for Sale

173 N Lopez Lane, Chokoloskee
$499,000
2 Beds ⋅ 3 Baths ⋅ 226033842 MLS
Experience the Chokoloskee waterfront lifestyle in this elevated canal-front home designed for boating, fishing and relaxed coastal living. The main living level offers 2 bedrooms and 2 bathrooms, an open floor plan with vaulted ceilings, wood-look luxury vinyl plank flooring and a bright living area that opens through sliding-glass doors to a spacious screened waterfront porch. Enjoy canal views and year-round outdoor living from the tiled porch, complete with room for dining and entertaining. The open kitchen features wood cabinetry, stainless-steel appliances, a decorative backsplash, pantry storage and a brand-new stainless-steel microwave. Additional highlights include a large walk-in primary closet, recently repainted interior, hurricane shutters and a Payne HVAC system installed in May 2026. An elevator provides convenient access to the main living level, with separate staircases offering additional entry points. Beneath the elevated home are covered parking, extensive concrete parking and workspace, a separate laundry area with bathroom & Whirlpool washer and dryer, and a ground-level storage/workshop with double doors, workbench, shelving and space for fishing and recreational equipment. The canal-front setup includes a concrete seawall, boat lift, separate boat davit, covered fish-cleaning station and stainless-steel waterfront ladder. The oversized concrete area provides excellent space for boats, vehicles and outdoor activities. Seller intends to convey select furniture and furnishings, two televisions, and an exceptional recreational package that includes a 2023 Tracker Bass Tracker Classic XL boat, Mercury 50-horsepower four-stroke motor, trolling motor, trailer and Club Car golf cart, subject to the sales contract and separate personal-property addendum. Enjoy waterfront living near the Ten Thousand Islands and Everglades National Park!

173 N Lopez Lane, Chokoloskee

253 Worley Street, Chokoloskee
$360,000
3 Beds ⋅ 3 Baths ⋅ 226026860 MLS
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

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