Refine Search
Map
Sort by
$840,000
2 Beds ⋅ 2 Baths ⋅ A12045192 MLS ⋅ Port Pine Heights 2nd Add BLDG.
Beautifully Renovated Single-Family Home in the Florida Keys This stunning 2-bedroom, 2-bathroom home with extra guess room downstairs, fully renovated in 2024, is perfect for fishing enthusiasts and those seeking a serene island lifestyle. The property boasts a 50-foot dock with no bridges to the ocean, ideal for quick access to the water. Located in a quiet neighborhood, this home features a 2018 roof and a brand-new AC installed in 2024. Rentals are permitted, making it a great investment opportunity. For a full-price offer, the home comes fully furnished, including all pool tables. Don't miss out on this dream home in the Keys! SELLER MOTIVATED!!Show: 24 Hour Notice; Alarm System; Call List Agent

3635 Trade Winds St, Big Pine
$1,150,000
4 Beds ⋅ 3 Baths ⋅ A12018191 MLS ⋅ Pine Channel Estate Sec 2 BLDG.
Waterfront retreat with excellent boating access in the heart of Big Pine Key! Home has 15k boat lift, fish cleaning table and clear deep canal. This elevated home features a private dock, canal frontage, and plenty of room for boats, trailers outdoor entertaining and out door showers. Open-concept living areas, abundant natural light, and spacious porches create the perfect Keys getaway or full-time residence. Conveniently located near world-class fishing, diving, turquoise blue waters, sandbars and the Lower Keys’ laid-back charm. 4 bedrooms, 3 baths, there are 2 bedrooms and 1 bath upstairs and 2 bedrooms, 2 baths downstairs. Home is fully furnished and ready to use.

29565 Flying Cloud Ave, Big Pine
$750,000
2 Beds ⋅ 2 Baths ⋅ A12015711 MLS ⋅ Cahill Pines And Palms BLDG.
Experience the laid-back Florida Keys lifestyle in this beautifully maintained, double lot sized at 12,000 sq ft, concrete 2-bedroom, 2-bath stilt home located on a desirable clean swim canal in Big Pine Key. Situated at the end of the street with no through traffic, this secluded waterfront retreat offers exceptional privacy, tropical breezes, and the perfect blend of comfort and coastal living. The home sits on an ideal east-west exposure, allowing for a refreshing cross breeze throughout the property and abundant natural light from the many windows throughout the home. Step inside to discover a nicely finished interior featuring laminate flooring, granite countertops, and soft close cabinets, a spacious living and dining room area, and huge walk-in closets that provide excellent storage space. Offered fully furnished, this home is move-in ready and ideal as a full-time residence, vacation getaway, or investment opportunity. Outdoor living is truly exceptional with two large screened decks that enhance the outdoor living space, perfect for relaxing, entertaining, or enjoying peaceful canal views and tropical surroundings. Enjoy looking at the many fruit trees on the property including, papaya, mangos, dragonfruit, 2 varieties of bananas, grapefruit, lemon, Spanish limes, melon, and pineapples. The property also offers plenty of room for a pool, gazebo, or garden area, creating additional potential for your private island oasis.

251 Pelican Ln, Big Pine
$1,199,000
2 Beds ⋅ 2 Baths ⋅ A12012572 MLS ⋅ Pine Channel Estate Sec 2 BLDG.
Embrace the serene beauty of island living with this delightful 2-bedroom, 2-bathroom home nestled on a double-fenced lot in Big Pine Key. Perfectly positioned along a scenic canal, this property offers Southern charm, with an inviting wraparound porch to enjoy the gentle breeze and picturesque views. This home is ideal for both relaxation and entertaining. Step outside to a seawall that leads directly to the water, offering easy access for boating and water activities. Whether you're a seasoned boater or a weekend enthusiast, this canal-front location provides fantastic opportunities for adventure right at your doorstep. The property offers plenty of storage space, ensuring room for all your gear and toys. There's even space to add a pool for those sunny Florida days. A garage adds to the convenience, making this home both functional and full of potential. Don't miss the chance to own this piece of paradise, where comfort, coastal living, and a vibrant island lifestyle meet.

29662 Independence Ave, Big Pine
$1,055,000
3 Beds ⋅ 3 Baths ⋅ A11977420 MLS ⋅ Eden Pines BLDG.
Enjoy Florida Keys waterfront living in the heart of Big Pine Key. This canal-front home with a full concrete seawall and direct boating access offers the perfect opportunity to experience the relaxed Lower Keys lifestyle surrounded by world-class fishing, diving, and boating. The elevated main home features a 2 bedroom, 2 bathroom layout with an open living area, spacious kitchen with built-in cabinetry extending into the dining area, and pocket sliding doors leading to a screened porch overlooking the canal—an ideal spot to enjoy the island breeze. Downstairs is a pre-FIRM finished enclosure with approximately 480 sq ft including an additional 1 bedroom and 1 bathroom, providing flexible space for guests, hobbies, or storage. The fenced lot, drive-through garage, and large utility/laundry area offer plenty of room for boating gear and outdoor equipment. A rare feature is the added privacy with no neighbors on one side, as the county owns the two adjacent lots which will remain undeveloped. Located in the desirable Eden Pines neighborhood, just minutes from the community boat ramp, local restaurants, and shopping, and approximately 30 minutes to Key West. Close to Bahia Honda State Park, the National Key Deer Refuge, and world-class snorkeling and diving at Looe Key Reef.

29051 Magnolia Ln, Big Pine
$750,000
3 Beds ⋅ 2 Baths ⋅ A11958850 MLS ⋅ Hollerich Subd BLDG.
Nestled in the heart of Big Pine Key, this charming A-frame home offers classic Florida Keys character on an oversized double lot with canal frontage and excellent boating access to Bogie Channel. Built in 1973 and constructed with metal beams, this just-over-1,000-square-foot home blends durability with coastal charm. Additional highlights include an on-demand hot water heater, a seawall, and ample storage for all your island and boating gear. With plenty of room to expand or customize, the expansive property offers endless possibilities. Ideally located just minutes from Big Pine Community Park, this home provides easy access to nature trails, recreation, and local amenities. Whether you're seeking a full-time residence, weekend retreat, or investment opportunity, this canal-front property with quick access to open water is a rare find in the Lower Keys.

31033 Hibiscus Dr, Big Pine
$660,000
3 Beds ⋅ 3 Baths ⋅ A11942155 MLS ⋅ Cahill Pines And Palms BLDG.
A completely remodeled property featuring a new roof installed in 2024, new flooring, and termite treatment performed in 2025. It comes fully furnished and boasts an ideal location just 30 minutes from Key West. The home is situated close to restaurants, schools, beaches, recreational facilities, and everything needed to enjoy a peaceful and pleasant lifestyle. Additionally, the property includes an extra game room—fully finished, complete with its own private bathroom and separate entrance. The seller will contribute up to $10,000 toward the buyer's closing costs.

74 Pelican Ln, Big Pine
$2,069,000
3 Beds ⋅ 2 Baths ⋅ A11916862 MLS ⋅ Tropical Bay BLDG.
Beautiful Waterfront Ocean & Canal property 3BD/2BA concrete block (CBS) direct ocean and canal access Property sits at 10 ft. elevation lot and features a durable aluminum roof, impact-resistant windows, and low-maintenance construction built for longevity in the Florida Keys. A 75 ft concrete dock, ideal for larger vessels, water toys, and fishing trips straight to open water. Spacious outdoor area provides room for entertaining, relaxing, and enjoying the coastal lifestyle. Interior highlights include an open living/dining layout with abundant natural light, a functional kitchen, and comfortable bedroom spaces. Perfect for full-time living, a vacation retreat, or investment property. Strong construction and unmatched waterfront access make this a must-see Keys home.

1733 Sunrise Dr, Big Pine