Big Pine Key Real Estate

Big Pine Key Real Estate

Welcome to Big Pine Key, a hidden gem nestled in the heart of the Florida Keys! This enchanting island, part of Monroe County, offers a unique blend of natural beauty, vibrant culture, and a laid-back lifestyle that captures the essence of island living.

Big Pine Key is renowned for its stunning landscapes, featuring lush mangroves, crystal-clear waters, and breathtaking sunsets that paint the sky in hues of orange and pink. Outdoor enthusiasts will revel in the myriad of recreational activities available, from kayaking through the tranquil waters of the Florida Keys National Marine Sanctuary to exploring the diverse wildlife at the National Key Deer Refuge. Keep your eyes peeled for the adorable Key deer, a small and endangered species that roams freely throughout the island!

The community here is tight-knit and welcoming, with a variety of local shops, restaurants, and cafes that serve up fresh seafood and delightful island cuisine. Whether you're enjoying a casual meal with friends or savoring a quiet sunset dinner, the flavors of Big Pine Key will surely tantalize your taste buds.

For those considering a move, Big Pine Key offers a range of real estate options, from charming waterfront homes to cozy cottages that embody the island lifestyle. With a strong sense of community and a slower pace of life, it’s the perfect place to escape the hustle and bustle of everyday life.

Come discover the allure of Big Pine Key, where every day feels like a vacation, and the beauty of nature surrounds you. Let this tropical paradise be your next home!

Newest Listings in Big Pine Key

31473 Warner Street, Big Pine Key
$2,450,000
3 Beds ⋅ 4 Baths ⋅ A12099164 MLS
Welcome to an exquisite open-water retreat in Big Pine Key, an unparalleled blend of modern luxury and authentic Keys lifestyle. This completely updated and remodeled 3BD/4BA pool home offers panoramic water views from every angle, setting the stage for endless sunrises, sunsets, and starry nights. Designed with sophistication and comfort in mind, each bedroom is an ensuite, ensuring privacy and convenience for family and guests. Beyond its beauty, this property is one of the rare few in Monroe County allowing nightly vacation rentals, boasting a highly successful rental history for those seeking both personal enjoyment and income opportunity. Every detail has been thoughtfully curated, impact windows and doors, corian countertops and two on-demand water heaters reflect quality and peace of mind. The boating enthusiast will appreciate one of the few marked channel systems leading directly to the Gulf of Mexico with the Atlantic Ocean just minutes away. Utilize the 220 sq ft extended dock for your vessel to some the best fishing, diving and boating in the continental U.S. Whether lounging poolside, entertaining on the spacious decks or heading out on the water this property offers an unmatched Keys experience. Rare, refined and ready for your investment this is open-water living at its finest.

31473 Warner Street, Big Pine Key
1539 Lantana Lane, Big Pine Key
$995,000
2 Beds ⋅ 2 Baths ⋅ A12094986 MLS ⋅ Eden Pines Colony BLDG.
Beautifully maintained CBS home in the desirable Eden Pines Colony, custom-built by well-known builder Art Fuchs. Situated on a 7,625 SF corner lot with approximately 195 feet of canal frontage, the property is surrounded by a 45-foot-wide canal to the east and a 50-foot-wide canal to the south. The waterfront features a concrete seawall, two step-down docks, davits, and a convenient fish-cleaning table, with excellent access to both the ocean and backcountry. The 1,092 SF home offers a comfortable split-bedroom layout, tile flooring throughout, a spacious kitchen, and a screened porch with access from both the living room and primary bedroom. The ground level includes a 480 SF garage, covered parking and sitting area, plus an additional 192 SF storage area. Additional features include a metal roof, accordion shutters, and panel shutters for the sliding glass doors. The property is surrounded by mature coconut palms, slash pines, and a good-sized mango tree, making the outdoor space easy to maintain. Furnishings will remain for the seller's convenience. No HOA. A great opportunity to own a well-maintained canal-front home in Big Pine Key and make it your own.

1539 Lantana Lane, Big Pine Key
30351 Flamingo Lane, Big Pine Key
$379,900
A12092777 MLS
Excellent neighborhood! Cleared land surrounding $800,000 homes plus range. In Rogo, Tier II . All homes are required to be CBS and no modular homes allowed. Plans for a 3 bedroom 2 bath home have been approved (county permits alterations to the house plans before you build, enabling you to design to your own specific needs). PERMIT Number is 16103833. Annual low association of 150.00. Dock plans underway. No living a board permitted. Water, Sewer and Electric are available ready to be connected.

30351 Flamingo Lane, Big Pine Key
31450 Avenue G, Big Pine Key
$1,750,000
4 Beds ⋅ 3 Baths ⋅ A12082823 MLS
Exclusive New Construction in Big Pine Key, Florida Discover the perfect blend of modern luxury, coastal living, and exclusive design in this stunning newly constructed home in Big Pine Key, Florida. Featuring 4 spacious bedrooms and 3 beautifully designed bathrooms, this exceptional residence offers a sophisticated open-concept interior with high-end finishes, contemporary details, and an elegant design created for comfort and style. Step outside to an expansive terrace where you can relax, entertain, and enjoy breathtaking ocean and canal views. The property also features a private boat lift, providing direct and convenient access to the water--perfect for boating and enjoying the incredible Florida Keys lifestyle. Situated on an approximately 9,000-square-foot lot, this property offers generous outdoor space and privacy while embracing the natural beauty of the Keys. Every detail has been thoughtfully designed to create a unique and exclusive living experience. Whether you're looking for a luxurious primary residence, a private Keys retreat, or an exceptional investment opportunity, this one-of-a-kind Big Pine Key home offers the perfect combination of modern architecture, waterfront living, and the unmistakable charm of the Florida Keys.

31450 Avenue G, Big Pine Key
31490 Avenue F, Big Pine Key
$950,000
3 Beds ⋅ 3 Baths ⋅ A12082023 MLS
Brand-New Waterfront Home in the Florida Keys Discover the ultimate Florida Keys lifestyle in this stunning brand-new construction, perfectly designed for those who love boating, waterfront living, and the beauty of the Gulf. This exceptional property features 3 spacious bedrooms, 2.5 bathrooms, and a private boat dock, providing direct access to the Gulf for unforgettable days on the water. The home offers generous parking space and is being sold fully furnished, allowing you to move in and immediately enjoy everything the Keys have to offer. From the modern finishes and comfortable living spaces to the incredible waterfront setting, every detail was designed for relaxation and enjoyment. Step outside and enjoy your own private waterfront paradise, with your boat just steps from your door and direct access to the Gulf. Whether you're looking for a luxurious primary residence, a vacation retreat, or an exceptional investment opportunity, this property offers the perfect combination of new construction, boating access, comfort, and the laid-back Florida Keys lifestyle. Your dream home on the water is ready to welcome you home.

31490 Avenue F, Big Pine Key
31441 Avenue F, Big Pine Key
$975,000
3 Beds ⋅ 2 Baths ⋅ A12082035 MLS
Brand-New Waterfront Home in the Florida Keys Discover the perfect blend of modern luxury and relaxed island living in this stunning brand-new construction home in the Florida Keys. Boasting beautiful canal views, this exceptional property offers the ideal setting to enjoy the tropical lifestyle the Keys are famous for. The home features 4 spacious bedrooms and 3 beautifully appointed bathrooms, providing plenty of room for family, guests, or entertaining. The open and inviting layout is designed to maximize natural light and create seamless connections between the indoor and outdoor living spaces. Enjoy peaceful mornings overlooking the canal and breathtaking sunsets in your own private paradise. With its modern construction, spacious living areas, and desirable waterfront setting, this home is an excellent opportunity for anyone looking to experience the Florida Keys lifestyle in a brand-new residence. Modern design. Spacious living. Waterfront views. Your Florida Keys dream starts here.

31441 Avenue F, Big Pine Key
29859 Overseas Highway, Big Pine Key
$189,000
A12072388 MLS
Enjoy the Florida Keys lifestyle with this RV lot offering access to a variety of community amenities, including a swimming pool, clubhouse, shuffleboard, picnic and grilling areas, laundry facilities, and bathhouse.A convenient bike path located directly in front of the park provides easy access to nearby shopping and restaurants. For boating enthusiasts, boat storage is available across the street, with a boat ramp conveniently located nearby.The affordable $197 monthly fee includes water, sewer, cable, and Wi-Fi, making this a great opportunity for a Keys getaway, seasonal retreat, or recreational home base. Identical lot #20 also for sale*Short term rentals are allowed*

29859 Overseas Highway, Big Pine Key
29859 Overseas Highway, Big Pine Key
$189,000
A12072379 MLS
Enjoy the Florida Keys lifestyle with this RV lot offering access to a variety of community amenities, including a swimming pool, clubhouse, shuffleboard, picnic and grilling areas, laundry facilities, and bathhouse.A convenient bike path located directly in front of the park provides easy access to nearby shopping and restaurants. For boating enthusiasts, boat storage is available across the street, with a boat ramp conveniently located nearby.The affordable $197 monthly fee includes water, sewer, cable, and Wi-Fi, making this a great opportunity for a Keys getaway, seasonal retreat, or recreational home base. Identical lot #21 also for sale. *Short term rentals are allowed*

29859 Overseas Highway, Big Pine Key
1557 Long Beach Drive, Big Pine Key
$5,200,000
8 Beds ⋅ 6 Baths ⋅ A12075674 MLS
Coastal living awaits at this spacious property in Long Beach Estates on Big Pine Key! Offering exceptional privacy and direct access to island life, this lot features ample space for your island sanctuary. Located just minutes from pristine beaches, local dining, open water boating, and the Bahia Honda State Park. Perfectly situated in the heart of the Lower Keys, offering quiet, relaxed island living with easy access to Key West.

1557 Long Beach Drive, Big Pine Key
99 Don Quixote Key Big Pine Key, Big Pine Key
$1,500,000
A12060300 MLS
OPPORTUNITY PRICEConstruction of DETACHED DWELLING UNITS is permitted on the island under the OS (Offshore Island) land-use district designation. The island also complies with Monroe County density and open space requirements as outlined in Article III, Section 130:90 (Offshore Island District – Land Use).There is no other 22-acre island in the Florida Keys with approved building status available at this price point of $1,200,000—a price reduced due to family medical circumstances.ADDRESS: 99 DON QUIXOTE KEY Big Pine Key Fl, 33043 DISTANCE FROM HOMESTEAD ( Miami Dade ) to BAHIA HONDA : 1:57 hours by car. DISTANCE OF THE “BIG PINE KEY”: 10 minutes.

99 Don Quixote Key Big Pine Key, Big Pine Key
3742 Seagrape Street, Big Pine Key
$4,650,000
3 Beds ⋅ 3 Baths ⋅ A11877495 MLS
Escape to “The Castle”, a luxurious gated Gulf-front estate spanning 1.14 acres on Big Pine Key. Built in 2014 with poured concrete, impact windows/doors, elevator, and generator, this 4,600+ sq. ft. masterpiece offers 3 bedrooms, 3 baths, and breathtaking Gulf views. Boaters enjoy 235’ of dockage: 140’ protected canal dock with lift, ramp, and slip, plus 95’ open-water pier dock with lift and seawall. Inside, a chef’s kitchen with 10.5’ island, dual sinks, Jenn-Air gas range, and wood cabinetry flows to a grand family room, theater, and rooftop deck. The top-floor primary suite boasts water views, office, lounge, spa bath, and custom closet. Outside, a resort-style pool with spa, heater/chiller, and LED lighting completes this rare Florida Keys retreat.

3742 Seagrape Street, Big Pine Key
27334 Saint Lucie Lane, Big Pine Key
$178,000
A12037782 MLS
Rare opportunity to own a canal-front property in the desirable Breezeswept Beach Estates community on Ramrod Key. Please note that the property currently has an unresolved issue involving the lot-line adjustment and the configuration of the parcel. The buyer will be responsible for investigating, resolving, and assuming all costs associated with this matter after closing. The asking price has been reduced to reflect this condition.Survey and available supporting documentation will be provided upon request. Buyer must independently verify the property’s legal lot configuration, building rights, permits, setbacks, utilities, zoning, and all applicable development requirements directly with Monroe County and other appropriate authorities. The property is being sold in its current condition, and no representation or guarantee is made regarding buildability or the outcome of the lot-line adjustment matter.Located minutes from the waters of the Gulf of Mexico and the Atlantic Ocean, the property offers convenient access to boating, fishing, kayaking, snorkeling, diving, restaurants, marinas, shopping, and the relaxed lifestyle of the Lower Florida Keys.

27334 Saint Lucie Lane, Big Pine Key
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