Big Pine Key Homes with Updated/Remodeled Property Condition

Big Pine Key Homes with Updated/Remodeled Property Condition

Welcome to Big Pine Key, a hidden gem nestled in the heart of the Florida Keys! Located in Monroe County, this enchanting island offers a unique blend of natural beauty and island living, making it an ideal destination for those seeking a tranquil escape. With its lush landscapes, pristine waters, and vibrant wildlife, Big Pine Key is a paradise for nature lovers and outdoor enthusiasts alike.

Big Pine Key is renowned for its laid-back atmosphere and friendly community. The island boasts a variety of recreational activities, including kayaking through mangroves, fishing in crystal-clear waters, and exploring the breathtaking No Name Key. The area is also home to the Big Pine Key Nature Center, where you can learn about the local flora and fauna, including the famous Key deer, a small and adorable species native to the region.

When it comes to real estate, Big Pine Key offers a selection of updated and remodeled homes that perfectly blend modern comforts with island charm. These properties feature contemporary designs, spacious layouts, and high-quality finishes, ensuring a luxurious living experience. Many homes boast stunning views of the surrounding waters, private docks for boating enthusiasts, and lush outdoor spaces ideal for entertaining or simply soaking in the sun.

Whether you're looking for a permanent residence, a vacation getaway, or an investment opportunity, Big Pine Key's real estate market has something to offer everyone. Embrace the island lifestyle and discover your dream home in this idyllic corner of Florida!

Newest Big Pine Key Homes with Updated/Remodeled Property Condition

29160 Primrose Ln, Big Pine
$700,000
3 Beds ⋅ 2 Baths ⋅ 621867 MLS
Welcome to Your Private Slice of Paradise in Eden Pines! Nestled on a beautifully maintained, private 10,000-square-foot lot in the desirable Eden Pines neighborhood of Big Pine Key, this charming Florida Keys retreat offers the perfect blend of comfort, functionality, and island living. Thoughtfully designed with an inviting open-concept floor plan, this well-maintained home features beautifully updated bathrooms, spacious living areas, and an abundance of natural light. A garage provides exceptional storage for all your island essentials, while the expansive, fenced yard offers plenty of privacy and endless possibilities--including ample room to create your dream pool and outdoor oasis. Unwind on the spacious covered porch, the perfect setting for morning coffee, afternoon breezes, or simply enjoying the peaceful surroundings while the kids play in the yard. Boating enthusiasts will love the convenience of a community boat ramp just a two-minute walk away, making it easy to embrace everything the Florida Keys lifestyle has to offer. With the added advantage of low insurance costs, generous outdoor space, and a sought-after neighborhood setting, this property is an exceptional opportunity to enjoy the best of laid-back island living. Privacy, convenience, and the Florida Keys lifestyle--all in one beautiful place to call home!

29160 Primrose Ln, Big Pine
29324 Coconut Palm Dr, Big Pine
$709,000
3 Beds ⋅ 2 Baths ⋅ 621855 MLS
Enjoy relaxed Keys living at 29324 Coconut Palm Drive in Big Pine Key's Eden Pines neighborhood. Meticulously renovated in 2016 by its engineer/builder owner, this two-story home reflects thoughtful attention to detail throughout. Per the owner, the home sustained no structural damage during Hurricane Irma. The flexible layout includes two bedrooms and a bathroom downstairs, with a primary bedroom, bathroom, and separate office upstairs. Features include a metal roof, impact windows and doors, and tile and hardwood flooring throughout. Outdoor porch and deck areas offer space to unwind, while the expansive paved driveway provides ample parking for multiple vehicles. With room to spread out, work from home, and enjoy the outdoors, this property offers a comfortable full-time residence or Keys retreat. Listing agents are related to the owner/trustees.

29324 Coconut Palm Dr, Big Pine
2131 Coral Way, Big Pine
$2,750,000
4 Beds ⋅ 4 Baths ⋅ 621572 MLS
SPECTACULAR OPEN-WATER VIEWS AND PROTECTED CANAL FRONTAGE WITH A BOAT HOUSE! Experience the ultimate Florida Keys waterfront lifestyle on this exceptional 1.14-acre property featuring expansive Gulf views, spectacular sunrises, a sandy beach, and outstanding boating amenities! Offering approximately 2,100 square feet of living space, this unique Big Pine Key property presents a wonderful opportunity to enjoy the beauty and tranquility of open-water living. The main living level features 3 bedrooms and 2 bathrooms, along with a spacious, open-concept kitchen and living area showcasing beautiful hardwood floors and vaulted wood ceilings. The updated kitchen features forever cabinetry with special upgrades, an impressive 11-foot center island, two large refrigerators/freezers, double ovens, a dishwasher, and plenty of space for entertaining family and friends. Step out onto the large covered porch and take in the expansive Gulf views and beautiful sunrise scenery. The permitted downstairs living area offers a separate bedroom, bathroom, and living space overlooking the water, providing additional room for guests or extended family. Outside, enjoy your own sandy beach complete with a firepit, complemented by a riprap/natural shoreline and a beautiful open waterfront setting. Boating enthusiasts will appreciate the 50-foot-long concrete dock, boat slip, boat ramp, and protected area for boats and water toys. Across the street, a separate boathouse with large overhead doors provides convenient storage for a boat or vehicle. The main residence also features an attached two-car garage and additional storage space. Spectacular open-water views, beautiful sunrises, beachside evenings, and the boating lifestyle you've been dreaming about! And even harder to find is the nature and frequent visits from the like, key deer, iguanas, box turtles, dolphins, manatees, and various birds including pelicans, seagulls, white ibis, and cormorants, in your own yard!

2131 Coral Way, Big Pine
173 W Cahill Ct, Big Pine
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 621557 MLS
Embrace the Florida Keys lifestyle in this 3-bedroom, 2-bathroom canal-front home, where you can view the sunset over Newfound Harbor. Situated on an impressive 75-foot-wide canal--one of the widest in the Lower Keys--this property is a boater's dream, featuring 60 feet of concrete dockage, a fish cleaning station, and bridge-free, quick ocean access. Features updated kitchen and bathrooms, impact-resistant windows and doors, walk-around porch, new railings, and metal roof. Take a short walk or kayak ride to the nearby Pine Channel Nature Park.

173 W Cahill Ct, Big Pine
3667 S Seas St, Big Pine
$924,000
2 Beds ⋅ 2 Baths ⋅ 621362 MLS
BIG PINE KEY WATERFRONT RETREAT -- Concrete Fortress! 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 10k lbs. 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
1657 Watson Blvd, Big Pine
$1,150,000
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
31118 Ave I, Big Pine
$599,000
3 Beds ⋅ 2 Baths ⋅ 620767 MLS
Welcome to laid-back island living in this beautifully updated 3-bedroom, 2-bathroom home on Big Pine Key. Recent upgrades include a brand-new kitchen with stainless steel appliances, along with impact-resistant windows and doors throughout. The home also features a large downstairs enclosure offering abundant space for storage, tools, bicycles, kayaks, and other island essentials. Outside, the lush tropical setting and low-maintenance gravel yard create an inviting outdoor environment without the burden of extensive upkeep. Tucked away in a quiet community, the property is conveniently located near Big Pine Key Community Park, grocery stores, local restaurants, shopping, and everyday conveniences. An assumable VA loan with a sub 3% interest rate may be available to qualified buyers, subject to lender and VA approval. Assumable Flood Insurance 1010 per year, current windstorm 3500!

31118 Ave I, Big Pine
30881 Witters Ln, Big Pine
$699,000
2 Beds ⋅ 1 Baths ⋅ 620744 MLS
This updated concrete cottage with all the necessities you will need to enjoy waterfront living in the Keys. The home has a metal roof, mini split A/c, updated kitchen and bath and is situated on 3 lots giving you plenty of space. It is only a very short boat ride to Boggie Channel, the only market channel to both the Atlantic and Gulf in the Lower Keys. This is a great opportunity for boaters and naturalist as this is only a short walk or kayak to No Name Key, surrounding waters and nature trails. Large 280 square foot utility building with workshop. A short walk to the No Name Pub, a Keys historic watering hole. Don't miss your opportunity for this15000 square foot, 3 lot parcel with a lovely concrete home. Proof of funds or pre-qualification necessary to schedule a showing.

30881 Witters Ln, Big Pine
31032 Hollerich Dr, Big Pine
$899,000
4 Beds ⋅ 2 Baths ⋅ 620607 MLS
Waterfront Duplex with Income Potential in Big Pine Key! Live the Florida Keys lifestyle while your investment works for you. Welcome to 31032 & 31034 Hollerich Drive, a beautifully maintained waterfront duplex offering the perfect combination of island living and exceptional income potential. Located on a peaceful canal just steps from the Big Pine Community Park, this unique property features two spacious 2-bedroom, 1-bath residences, each with its own private entrance, private outdoor shower, and thoughtfully updated interior. Both units showcase bright, open floor plans with updated kitchens featuring stainless steel appliances, and ample cabinetry, along with renovated bathrooms, comfortable living areas, and spacious bedrooms. Whether you're searching for a primary residence, vacation home, or investment property, this duplex offers endless possibilities. Step outside and enjoy the laid-back Keys lifestyle with tropical landscaping, expansive gravel parking with room for boats and trailers, a detached storage building, and a relaxing canal-front setting perfect for enjoying the ocean breeze. Spend your mornings with a cup of coffee by the water, launch your next boating adventure, or simply unwind in your own tropical oasis. This versatile property is ideal for: -Living in one unit while renting the other -Generating income by leasing both units -Creating a family compound or multigenerational retreat -Seasonal or long-term rental opportunities Conveniently located near the Big Pine Community Park, shopping, dining, world-class boating, fishing, and all the natural beauty the Lower Florida Keys have to offer, this property truly has it all. Whether you're looking to invest, retire, or embrace the island lifestyle full-time, this rare waterfront duplex offers flexibility, charm, and endless possibilities. Own your piece of paradise while letting your investment help pay for it!

31032 Hollerich Dr, Big Pine
550 Pine Ln, Big Pine
$789,000
3 Beds ⋅ 1 Baths ⋅ 620504 MLS
This newly remodeled 3-bedroom, 1-bathroom home is perfectly positioned on a spacious lot in the heart of Big Pine Key, offering 10,275 sq ft of land and an incredible 75 feet of waterfrontage, with a concrete seawall. With quick access to the ocean via Spanish Harbor Channel, this is a boater's dream come true. Inside, enjoy peace of mind with impact-rated windows and doors, a sturdy metal roof, and stylish modern finishes throughout. Outside, there's plenty of room to expand, entertain, or simply relax and soak in the serene Keys lifestyle. Located just minutes from shopping, dining, and Big Pine Community Park, this home combines privacy and convenience in one of the Lower Keys' most desirable neighborhoods.

550 Pine Ln, Big Pine
31179 Ave H, Big Pine
$510,000
3 Beds ⋅ 2 Baths ⋅ 620410 MLS
Welcome to your piece of paradise in beautiful Big Pine Key! This elevated, stilted home features 3 bedrooms and 2 bathrooms and is centrally located, making a perfect opportunity to stop renting and start owning. Step inside to an open-concept living space and kitchen that overlook the inviting screened-in front porch, creating a bright and open space for everyday living and entertaining. The hallway leads to all three bedrooms, including two comfortable guest rooms and a spacious primary suite with its own bathroom. A second full bathroom is conveniently located near the guest bedrooms. The washer and dryer are located just outside on the front porch for added convenience. This property offers plenty of parking for boats/trailers along with generous storage space on the ground level. The neighboring lots are county-owned, providing extra privacy and preserving the open, spacious feel with no future development immediately next door. Enjoy a short walk to the waterfront or to nearby Big Pine Key Park. Location, Location, Location. Come to Avenue H to see what we are all taking about. Call today!

31179 Ave H, Big Pine
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