Big Pine Key Homes with Fence Exterior features

Big Pine Key Homes with Fence Exterior features

Welcome to Big Pine Key, a hidden gem nestled in the heart of the Florida Keys, within Monroe County. This idyllic island community is renowned for its stunning natural beauty, vibrant wildlife, and laid-back island lifestyle, making it a perfect escape for those seeking tranquility and adventure.

Big Pine Key boasts an array of outdoor activities, from snorkeling in the crystal-clear waters of the Florida Keys National Marine Sanctuary to exploring the lush trails of the National Key Deer Refuge. Nature enthusiasts will delight in spotting the rare Key deer, an endangered species that calls this island home. With its warm tropical climate and breathtaking sunsets, Big Pine Key is a paradise for anyone who loves the great outdoors.

When it comes to real estate, Big Pine Key offers an enticing selection of homes, many featuring charming fenced exteriors that provide both privacy and a safe haven for pets and children. These homes often come with spacious yards, perfect for hosting barbecues or enjoying quiet evenings under the stars. Imagine sipping your morning coffee on a sun-drenched patio, surrounded by swaying palms and the gentle sounds of nature.

Whether you’re looking for a vacation home or a permanent residence, Big Pine Key’s real estate market is thriving. With its unique blend of serene island life and modern amenities, this community invites you to experience the best of Florida living. Discover your dream home in Big Pine Key, where every day feels like a vacation!

Newest Big Pine Key Homes with Fence Exterior features

3667 S Seas St, Big Pine
$939,000
2 Beds ⋅ 2 Baths ⋅ 621362 MLS
BIG PINE KEY WATERFRONT RETREAT -- COMPLETELY REMODELED! Experience the Florida Keys lifestyle in this beautifully remodeled 2-bedroom, 2-bath concrete home with 1,124 sq. ft. This move-in-ready waterfront property combines modern upgrades with everything you need to enjoy life on the water. The home features new impact windows and impact door installed in August 2026 and a new A/C system installed in September 2026. The remodeled kitchen offers Samsung stainless-steel appliances and upgraded quartz countertops, creating a bright and functional space for everyday living and entertaining. The spacious primary suite features a large walk-in shower, with a convenient laundry closet located just off the primary bathroom. The second bedroom is currently furnished with two full-size beds, making it ideal for guests or family. Outside, enjoy your own piece of the Keys with a concrete dock and seawall plus a boat elevator lift. Spend your days boating, fishing, diving, or simply relaxing by the water. The fully fenced yard provides privacy and helps protect your landscaping from Big Pine Key's famous and adorable Key deer. Solid concrete construction, extensive recent upgrades, waterfront living, and a private boat lift make this a special Big Pine Key opportunity. Come experience the laid-back Florida Keys lifestyle for yourself!

3667 S Seas St, Big Pine
1160 Ave A, Big Pine
$799,000
4 Beds ⋅ 4 Baths ⋅ 621309 MLS
Set on a spacious 13,750 sq. ft. double lot, this 4 bedroom, 4 bath home offers 2,284 sq. ft. of living space surrounded by lush tropical landscaping and an exceptional collection of 16 varieties of fruit trees. Originally built in 1981 and extensively renovated following Hurricane Irma, the residence features Hardie Board siding and trim, impact windows, seamless gutters and a comfortable interior designed for everyday island living. Inside, soaring ceilings create a bright, open feel, with all 4 bedrooms located upstairs for added separation from the main living spaces. The kitchen features granite countertops, lighted cabinetry, a propane range and generous double pantry storage. From the living room, views extend across the front porch to the surrounding fruit trees, bringing the tropical setting into everyday living. The spacious primary suite includes a sitting area, walk-in closet with automatic lighting, and en-suite bath. The front porch is designed for enjoying the setting, with built-in seating and umbrellas creating a shaded place to relax among the tropical landscape. You can even pick fresh star fruit right from the porch. A rear porch with a hot tub provides additional outdoor living space, while automatic low-voltage landscape lighting illuminates the grounds after sunset. The property features 16 varieties of tropical fruit trees, including mango, avocado, guava, star fruit, banana, coconut, sapodilla and more. A 2-car garage adds excellent storage and functionality with remote-controlled barn-style doors, roll-down shutters, and a pulley system for elevated storage. Additional features include Hardie Board siding and trim, impact windows, seamless gutters, 30-amp service and electric on-demand hot water. With its expansive lot, abundant outdoor living areas and remarkable tropical landscape, this property offers a distinctive slice of Florida Keys living.

1160 Ave A, Big Pine
3962-3964 No Name Rd, Big Pine
$925,000
4 Beds ⋅ 2 Baths ⋅ 621284 MLS
Waterfront DUPLEX ~ CBS Construction 4BD/2BA with 2BD|1BA on each side. Property features, excellent boating access, full 70' concrete seawall, covered porch for both units, tile flooring, accordion shutters, separate utility/laundry rooms on each side, 2 central AC units and 2 electric meters. Newer metal roof within 2 years. Fenced yard with room to park your boat trailer. Great investment potential or live in one side and rent the other for additional income. Admire Island Key Deer roaming the neighborhood. Bike paths, nature tails, PPH property owners park overlooking the open water.

3962-3964 No Name Rd, Big Pine
29466 Enterprise Ave, Big Pine
$1,150,000
3 Beds ⋅ 2 Baths ⋅ 621263 MLS
Discover the island lifestyle in this canal-front pool home with a 40 ft. concrete dock, 10,000 lb. boat lift and privacy-fenced back yard. Perfectly positioned on the 4th lot in from open water, this 75 x 100 ft. property offers excellent boating access to Pine Channel, the ocean, and the backcountry from the deep, clean canal. The screened porch is an ideal spot to relax and take in gorgeous open-water, sunset views. Inside, the split-bedroom floor plan offers comfort and privacy with 3 bedrooms and 2 baths. The primary suite features an ensuite bath and a spacious walk-in closet. Just off the kitchen is the separate laundry room with utility sink. Built in 2015, it has a metal roof, impact-resistant windows and doors, and tile floors throughout. Covered parking and a storage room provide everyday convenience. Are you a lover of mangos? There's a prolific mango tree, too! Whether you're heading out for a day on the water or unwinding poolside at sunset, it's the perfect place to enjoy the island lifestyle. Make it yours!

29466 Enterprise Ave, Big Pine
29207 Cypress Dr, Big Pine
$799,000
3 Beds ⋅ 2 Baths ⋅ 621225 MLS
Florida Keys living starts here at this 1152 sq. ft. canal-front home with over 65 ft. of concrete seawall and room to enjoy the laid-back island lifestyle that we love in the Lower Keys. Bring your vision and personal touches to make this your own, with great bones already in place including impact-resistant windows and doors upstairs, a metal roof, and a 2-car garage / storage enclosure. The fenced yard offers space for pets, RV/boat trailer parking or outdoor fun, while the almost-walk-around porch and deck give you easy spots to relax, entertain, and take in the waterfront setting. Getting out on the water is simple, whether you're heading out for fishing, cruising, or a sunset ride. The convenient Eden Pines Colony neighborhood boat ramp is nearby. If you're a lover of mangos, you'll appreciate the great Carrie mango tree; the Spanish lime tree provides good privacy for the porch (not fruit bearing.) Casual, comfortable, and full of potential--this is a great opportunity to live the Florida Keys lifestyle! **Interior photos have been virtually-decluttered. Shown by appointment only, please do not walk the property without listing agent.**

29207 Cypress Dr, Big Pine
30374 Oleander Blvd, Big Pine
$763,000
4 Beds ⋅ 2 Baths ⋅ 621188 MLS
This spacious Big Pine Key home is situated on a lushly landscaped 12,500 sq. ft. double lot and offers 2,136 sq. ft. of living area with 4 bedrooms, 2 baths, fresh interior colors and decor, solid bamboo and tile flooring. The expansive layout has plenty of room for family and guests, including a breakfast room, a walk-through dressing room off the primary bedroom, and laundry/utility room. The tasteful furnishings convey with only a few exceptions. Central A/C cools and heats most of the home, with supplemental mini-split units serving the remaining areas. Enjoy outdoor living in the fenced backyard with tiki hut, perfect for relaxing or entertaining. County- and state-owned protected land borders two sides of the property, providing an added sense of privacy. The detached garage is a wonderful bonus!

30374 Oleander Blvd, Big Pine
2828 Central Ave, Big Pine
$549,000
3 Beds ⋅ 1 Baths ⋅ 621118 MLS
Peaceful Big Pine Key retreat nestled within the beautiful National Key Deer Wildlife Refuge. This ground-level 3-bedroom, 1-bath concrete home offers the laid-back Keys lifestyle surrounded by lush, mature tropical landscaping and abundant natural beauty. The fully fenced yard provides privacy and space to enjoy the peaceful setting, while the durable metal roof and hurricane shutters add practical storm-readiness. Enjoy quiet mornings and relaxing evenings surrounded by a remarkable diversity of local wildlife and birds in one of the Lower Keys' most unique natural environments. Conveniently located on Big Pine Key, this home is ideal for buyers seeking a tranquil island setting, natural surroundings, and a solid concrete construction home at an excellent price. Priced to sell--this opportunity will not last long!

2828 Central Ave, Big Pine
29313 Coconut Palm Dr, Big Pine
$639,000
2 Beds ⋅ 2 Baths ⋅ 621113 MLS
Great home, great location, and great price! Conveniently located in the sought-after Eden Pines neighborhood of Big Pine Key, this well-appointed home is just minutes from the community boat ramp, shopping, and restaurants. Designed for peace of mind and lasting value, the home features impact windows and doors, a durable metal roof, plantation shutters, and a low flood insurance rate. Step inside from the peaceful pergola setting and discover a bright, inviting home highlighted by a newly renovated kitchen. Sliding glass doors open to a spacious screened porch, creating the perfect indoor-outdoor living space to relax and enjoy the Keys lifestyle. With plenty of room for your boat, trailer, and water toys, you can enjoy easy access to everything the Keys waters have to offer--without the waterfront price tag. Adding to the appeal, this fenced property backs up to the Wildlife Refuge, ensuring no future development directly behind the home and providing a rare sense of privacy, tranquility, and connection to nature. Whether you're looking for a full-time residence or the perfect Keys getaway, 29313 Coconut Palm Drive offers convenience, value, and the laid-back lifestyle that makes the Florida Keys so special.

29313 Coconut Palm Dr, Big Pine
31357 Ave C, Big Pine
$748,516
3 Beds ⋅ 2 Baths ⋅ 621008 MLS
Bring your vision and make this Big Pine Key property your own! Situated on two spacious, fully fenced lots, this 3bedroom, 2bath home offers plenty of room, flexibility, and potential for the right buyer. The property features easy entry and access to both lots, providing ample space for vehicles, boats, trailers, recreational toys, and more. With the additional lot space, there is also room to explore adding a pool and creating your own private tropical outdoor retreat. Inside, the home offers three bedrooms and two bathrooms along with, a central vacuum system, plenty of storage, and a back porch perfect for enjoying the laid back Florida Keys lifestyle. The home does need work and updating and is being sold As Is, making this a great opportunity for buyers looking for a property they can renovate and customize to their own style.

31357 Ave C, Big Pine
1821 Bittersweet Ave, Big Pine
$749,900
3 Beds ⋅ 2 Baths ⋅ 620858 MLS
A Boating/Fishing Dream Home.... This Canal Front Stilt home sits on an oversized corner lot, in ''Key Deer Refuge'', beautiful wild-life and Key Deer abound, 2/bedroom, 2/bath, a 3rd bonus room, you may use as a bedroom or office, a spacious Living/Dining/Kitchen with lots of light, stainless appliances, impact windows, Bamboo/tile floors. Enjoy the Florida Keys Lifestyle on your Boat docked at your back door, at 'L' shape total 63' concrete dock with electric and water at dock with pavers adjoining the dock awaits a sitting area/picnic table, Tiki Hut or pool, paver driveway, minutes to the Gulf and the Famous ''Content Keys''. Entire property is fenced for privacy, an irrigation system, mature palms, fruit trees and beautiful vegetation, an extra side yard with (50 Amp electricity), sewer and water for parking an RV or storage of your boat trailer, a camera system will convey, plenty storage/work-space downstairs with a generator (to be connected), exterior freshly painted, plus many renovations. Room for a pool or Tiki Hut, Boat ramp is on Bittersweet about 50' from property. May Vacation Rent, Annual Rent or use as a primary home or fish camp, owner's closet downstairs for your convenience. Own your Piece of Paradise!!!Pro Pics coming!

1821 Bittersweet Ave, Big Pine
1657 Watson Blvd, Big Pine
$1,199,000
3 Beds ⋅ 2 Baths ⋅ 620836 MLS
Experience the keys waterfront lifestyle! This charming 3 bedroom, 2 bath home has peekaboo views of Big Pine Bight and is minutes away from Bogie Channel with NO limiting bridges to slow you down. Only 2 minutes to the Atlantic, and direct access to the Gulf. Equipped with a 10,000 LB boat lift, the boat is also available as a separate purchase. The buyer will get first right of refusal on the boat. There is a separate nicely sized storage room that could also be a workshop. The garage is currently set up as bonus space, it would make a great 'man cave', or play room! This Key West style home is being offered fully furnished as well as an extensive list of required amenities, such as a fully stocked kitchen, bedding and bath towels, to name a few. Bring your toothbrush and fishing rods, drop a line off of the seawall and catch your dinner, or walk to the famous No Name Pub for pizza and adult beverages. Or, enjoy a quiet evening under the stars, in your private heated pool, grilling your catch of the day. The outdoor patio is expansive, private and fenced in, with a puppy area for ease of relaxing for everyone! Newer roof, A/C, and hot water heater.

1657 Watson Blvd, Big Pine
1518 Sunrise Dr, Big Pine
$1,400,000
3 Beds ⋅ 2 Baths ⋅ 620815 MLS
Discover your paradise in the heart of Big Pine Key! This beautifully maintained 3-bedroom 2-bath CBS, stilted home offers the perfect blend of Lower Keys Island charm and all the modern comforts. Step inside to find a bright, wide-open living space designed for relaxed Keys living and entertaining, with plenty of room for family & friends. Outside, your private backyard oasis awaits. Take a refreshing dip in the sparkling pool/hot tub, lounge in the tropical sun, or entertain your guests in the expansive outdoor living areas amidst the lush tropical landscaping. Whether you're enjoying morning coffee watching the sunrise over the Bay or unwinding with a cocktail after a day on the water, this home is designed for year-round enjoyment. Located in the tranquil Tropical Bay Estates community, you'll be literally minutes from world-class fishing, boating diving, nature trails within the natural beauty of the fabulous Lower Keys. Whether you're searching for a full-time residence, a vacation retreat or a profitable vacation investment rental, this exceptional property offers the laid-back island lifestyle you've been dreaming of. Come experience the best of the Florida Keys-where every day feels like a vacation.

1518 Sunrise Dr, Big Pine
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