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31441 Ave F, Big Pine
$975,000
4 Beds ⋅ 3 Baths ⋅ 621181 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 Ave F, Big Pine
31490 Ave F Unit Avenue F, Big Pine
$950,000
3 Beds ⋅ 3 Baths ⋅ 621180 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 Ave F Unit Avenue F, Big Pine
30851 Baileys Ln, Big Pine
$1,260,000
3 Beds ⋅ 2 Baths ⋅ 621133 MLS
Built in 2024 and ready for island living! Welcome to 30851 Baileys Lane, a beautifully designed 3-bedroom, 2-bath waterfront home offering 1,120 sq. ft. of modern coastal living in the heart of Big Pine Key. Bright, open and inviting, the home features a thoughtfully designed floor plan filled with natural light and an easy indoor-outdoor flow. Step outside and enjoy the lifestyle people come to the Florida Keys for--boating, fishing, kayaking and relaxing by the water, all right from your own piece of paradise. The elevated design provides valuable covered space below for parking, storage, boats and all your Keys toys. Built in 2024, this home offers the advantage of newer construction so you can spend more time enjoying the islands and less time worrying about maintenance. Tucked away in the laid-back surroundings of Big Pine Key, yet conveniently located between Key West and Marathon, this is an ideal full-time residence, weekend getaway or Florida Keys retreat. Newer construction. Waterfront living. Your Keys lifestyle starts here.

30851 Baileys Ln, 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
31364 Ave J, Big Pine
$765,000
2 Beds ⋅ 2 Baths ⋅ 621100 MLS
Boating and open-water views await! This Big Pine Key property offers unobstructed water views along with 150 ft. of concrete seawall, protected dockage, and plenty of potential for the buyer who's ready to add some TLC. The spacious 1,291 sq. ft. living area features beautiful water views from the front porch, great room, and main bedroom. A screened porch and open deck overlook the canal that provides quick boat access to Bogie Channel, the Atlantic, and the backcountry. The 12,165 sq. ft. property includes ownership to the middle of the canal and provides ample parking. 540 sq. ft. detached garage plus an additional 144 sq. ft. of storage. Accordion shutters protect some of the windows. Cash buyers only - bring your vision and create your own Keys retreat!

31364 Ave J, Big Pine
29038 Violet Dr, Big Pine
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 621069 MLS
Boat, swim, soak, repeat. A private Fl. Key boating, and resort style retreat designed for life outdoors. Enjoy your own boat slip, cool off in the pool, unwind in the hot tub and relax in a low-maintenance tropical setting. Elevated living, 3 bedroom, 2 bathrooms and a comfortable semi-updated interior make this an easy place to enjoy now and personalize over time.

29038 Violet Dr, Big Pine
1632 Bogie Dr, Big Pine
$1,164,000
3 Beds ⋅ 4 Baths ⋅ 621015 MLS
Welcome to your tropical Keys retreat on a huge double lot totaling nearly half an acre--perfect for relaxing, entertaining, and enjoying the island lifestyle. Follow the palm-lined walkway to the custom concrete pool complete with generous deck space for entertaining, a 9-foot-deep end with diving board, and salt system that can be heated or chilled for year-round enjoyment. Designed for easy-living, the CBS home provides bright open living areas, three ensuite bedrooms, a powder room, impact-resistant windows and doors, granite counters and luxury vinyl flooring. The ground level offers abundant storage and a garage that's extra tall for potential boat or RV storage. Boaters and anglers will appreciate the included-1/8 ownership in the private Lambert Subdivision boat ramp, offering good access to the ocean and backcountry waters. Nearby, the Old Wooden Bridge Resort Cottages and Marina adds another boat ramp option and fuel dock, while the popular No Name Pub and the Old Wooden Bridge to No Name Key are close by for food and drinks, biking, strolling, and classic Keys bridge fishing. Come enjoy sunshine, pool days, boating adventures, and laid-back island living.

1632 Bogie 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
29859 Overseas Highway Unit 27, Big Pine
$209,900
620932 MLS
Welcome to 'The Island Girl'! This RV lot is an excellent investment at a low price. It is being booked as a very successful short term vacation rental with high profits and little overhead. This property is a little slice of paradise, lined with fruit trees and other tropical plants providing privacy and that 'keys vibe'. Enjoy the space anytime you want and rent it out the rest of the time. Just bring your clothes, as the newer travel trailer is included in this sale. Located in Breezy Pines RV Estates; amenities include a pool, a newly renovated clubhouse with kitchen, additional laundry & shower facilities. The low monthly HOA fee of $248 includes Xfinity basic cable and park WIFI. Don't miss out on this exceptional investment opportunity in the keys! Rental history is available upon request. Transient/short term rentals allowed in this RV lot with Monroe County, buyer to do their own due diligence with County. **Showings by appointment only please, to not disturb guests**

29859 Overseas Highway Unit 27, Big Pine
31247 Ave J, Big Pine
$899,000
3 Beds ⋅ 2 Baths ⋅ 620865 MLS
Experience the beauty of the Lower Florida Keys from this waterfront 3-bedroom, 2-bath home offering breathtaking open water views in Big Pine Key. Enjoy spectacular sunrises, refreshing island breezes, and the peaceful setting that makes waterfront living so special. Wraparound decking and elevated walkways invite you to take in the panoramic views while providing easy access to the home's outdoor living spaces. A rare and valuable feature, the property includes ownership of a portion of the bay bottom, enhancing its unique waterfront appeal. An additional adjacent 50' x 80' lot is also included, providing added privacy, expanded outdoor space. Whether you're relaxing on the porch, entertaining guests, or simply taking in the panoramic water views, this home is the perfect island retreat. Ideally located near world-class boating, fishing, diving, and the natural beauty of the Florida Keys, this property offers an exceptional opportunity to enjoy the waterfront lifestyle. Don't miss your chance to own this unique Big Pine Key property with open water views, bay bottom ownership, and an additional adjoining lot.

31247 Ave J, 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 in The Florida Keys!!

1821 Bittersweet Ave, 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
281 Pelican Ln, Big Pine
$839,000
3 Beds ⋅ 2 Baths ⋅ 620830 MLS
Situated on an oversized corner lot at the end of a quiet street, this brand-new home is ready to welcome its first owner. Thoughtfully built with durability, quality, and modern design in mind, 281 Pelican Lane offers the perfect blend of contemporary comfort and the relaxed lifestyle of the Florida Keys. Featuring 3 bedrooms and 2 bathrooms, the home is well suited as a full-time residence, seasonal retreat, or monthly vacation rental. The expansive lot provides plenty of room to create your own private outdoor oasis, with space for a pool, tropical landscaping, and entertainment areas. The property overlooks a plugged canal, offering peaceful water views without boat traffic. Enjoy launching a kayak or paddleboard to explore the neighborhood waterways and surrounding mangrove trails, where you can experience the natural beauty and wildlife that make the Florida Keys so special! Call for your private showing today!

281 Pelican Ln, Big Pine
30354 Palm Dr, Big Pine
$499,999
2 Beds ⋅ 2 Baths ⋅ 620818 MLS
Private Lower Keys opportunity! Nestled behind a lush hedge of mature Areca palms, this 2BR/2BA CBS home offers privacy, solid construction, and endless potential. Recent improvements include a 2018 post-Irma roof and storm shutters. The fully fenced 6,250 sq. ft. lot provides ample space for a pool, outdoor living, or tropical gardens, with a storage shed already in place. Enjoy a peaceful neighborhood within walking distance of No Name Key and just minutes from the Blue Hole, parks, shopping, dining, and local amenities. Ready for your personal updates and vision, this property is an excellent opportunity to create your own island retreat.

30354 Palm Dr, 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
31368 Ave E, Big Pine
$349,000
3 Beds ⋅ 2 Baths ⋅ 620783 MLS
Nestled in a quiet neighborhood on Big Pine Key, this property presents a rare opportunity to create your own Lower Keys retreat. Situated on a spacious 10,000 sq ft lot, the 3 bedroom, 2 bathroom home features an expansive floor plan with all-new sub-flooring already in place, providing a solid foundation for your vision. Whether you're looking to thoughtfully renovate the existing home or take advantage of its ROGO exemption status to build new, the possibilities are yours to explore. Experience the laid-back charm of Big Pine Key, where community parks, local restaurants and bars, shopping, and nearby boat ramps are all just minutes away. This property offers the perfect opportunity to create the island home you've always imagined in a peaceful setting in the Lower Keys.

31368 Ave E, 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
31536 Ave F, Big Pine
$1,450,000
3 Beds ⋅ 2 Baths ⋅ 620761 MLS
If you're looking for a property that can wear many hats, this one deserves a closer look! The Big Pine Key Bungalow sits on a spacious waterfront lot where open-water views and glowing sunrise skies set the tone for every day. Whether you're searching for a full-time residence, a vacation retreat, or a turn-key investment with a well-established vacation rental history, this home offers exceptional flexibility. Full of personality and intentional functionality, this turnkey, fully furnished 3-bedroom, 2-bath home was built in 2019 with hurricane-rated steel construction and upgraded smart home features throughout. The east-facing location captures breathtaking sunrises while offering direct boating access to both the Gulf and Atlantic. Inside, you'll find a bright, modern, and spacious home designed to take full advantage of its incredible surroundings. Large impact-rated windows and doors frame sweeping water views from nearly every room, filling the open-concept living, dining, and kitchen areas with natural light. One of the home's standout features is its versatility. Murphy beds allow guest rooms to effortlessly transform into home offices, hobby spaces, or fitness rooms, making it easy to adapt the home to your lifestyle. Thoughtful storage throughout adds even more everyday functionality. Outside, the adventure continues! Set on a large, fenced double lot with ~100ft of canal frontage, the property offers direct boating access to both the Gulf and Atlantic, putting some of the Keys' best fishing, diving, and exploring right at your fingertips. The property also features low-maintenance artificial turf, a heated saltwater pool, plenty of room for boat storage/RV parking, an outdoor shower, many tropical plants and fruit trees, fishing cleaning station, and all the gear that comes with the Florida Keys lifestyle. Whether your perfect day is spent on the water or simply relaxing poolside, you'll feel right at home here!

31536 Ave F, 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
29162 Bougainvillea Ln, Big Pine
$1,695,000
3 Beds ⋅ 2 Baths ⋅ 620361 MLS
Waterfront coastal retreat in a quiet neighborhood, just 3 houses from open water! This beautifully renovated 3-bedroom, 2-bath stilt home offers coastal comfort with modern updates and relaxed waterfront living. Enjoy breathtaking sunsets from the screened-in balcony, or head down to the 70 ft dock with a 12,000 lb boat lift, perfect for boating enthusiasts. The fenced-in yard features lush fruit trees and outdoor space to unwind, plus room for an RV with 30 amp service. A spacious downstairs provides plenty of storage, making this home as functional as it is inviting. A rare opportunity to own a move-in-ready waterfront home in a peaceful setting!

29162 Bougainvillea Ln, Big Pine
1615 Fern Ave, Big Pine
$989,000
3 Beds ⋅ 3 Baths ⋅ 620351 MLS
Welcome to an incredible opportunity to enjoy an exceptional amount of home and land in the Lower Keys. This beautifully updated 3-bedroom, 2.5-bath waterfront home sits on a rare 12,000 sq. ft. double lot in the heart of Big Pine Key, offering generous space both inside and out without sacrificing the relaxed Keys lifestyle. Thoughtfully renovated throughout, the home features a bright, spacious living room, versatile office/den, and an updated kitchen and dining area ideal for everyday living and entertaining. Boaters will appreciate canal access to Pine Channel, with quick access to both Atlantic and Gulf waters. The screened porch overlooking the canal is the perfect spot to relax, dine outdoors, or take in the peaceful waterfront setting. Outside, the expansive double lot offers ample room for parking, pets, and outdoor activities, with plenty of space to add a pool and create your own backyard retreat. The open area beneath the home provides incredible flexibility for storage, a workshop, recreational space, or outdoor living. With its generous home size, rare double-lot setting, waterfront access, and versatile lower-level space, this property offers exceptional value in the Lower Keys. Located in a desirable, family-friendly neighborhood, this home captures the best of Big Pine Key living--peaceful surroundings, abundant space, and easy access to the water.

1615 Fern Ave, Big Pine
29424 Forrestal Ave, Big Pine
$1,550,000
3 Beds ⋅ 2 Baths ⋅ 620317 MLS
If you've been dreaming of easy waterfront living in the Keys, this beautifully furnished CBS home in friendly Pine Channel Estates is ready to welcome you. Built in 1989 with solid construction, it offers 1,392 sq. ft. of living space, poured concrete floors on pre-stressed beams, and an impressive 754 sq. ft. garage/storage area. Inside, cathedral ceilings and high transom windows bring in plenty of natural light and give the home an open, comfortable feel. Outside, enjoy 75 ft. of canal frontage with a step-down dock, two boat lifts, one of which is rated for 14,000 lbs., and very quick boat access to Pine Channel, the ocean, and the backcountry. The split-bedroom floor plan offers 3 bedrooms and 2 baths; overlooking the canal, the south-facing screened porch provides additional outdoor living. Accordion shutters and a metal roof add peace of mind. Permitted in 2007, the elevator is no longer functional and is being sold as-is. This is a solid, comfortable Keys home where boating, sunshine, and life in paradise are right outside your door.

29424 Forrestal Ave, Big Pine
21 County Rd, Big Pine
$179,000
620306 MLS
Opportunity to Own a Thriving Bicycle Business in the Beautiful Florida Keys! The Big Pine Bicycle Center, serving the Lower Keys for nearly 30 years, is a profitable, turnkey operation priced below the accountant's valuation. Offering sales of conventional and electric bicycles, bicycle accessories, rentals bikes, major bike rental accounts, and a full-service repair center, this business is a true local favorite. The sale includes over $50,000 of new inventory, tools, all bicycle accessories and all the necessary equipment to run the business. The spacious showroom features interactive touchscreens for custom bike orders, and an assumable lease ensures a smooth transfer. The current owner also offers training to the Buyers. Don't miss this chance to own a profitable, established business at a rock bottom price in THE BEAUTIFUL FLORIDA KEYS. Call today!

21 County Rd, Big Pine
29859 Overseas Hwy Unit LOT 19, Big Pine
$195,000
620269 MLS
RV is included! Clean, well-maintained RV lot in a desirable Big Pine Key RV community. This commercially zoned transient lot allows daily, weekly, or monthly rentals, making it a flexible investment or personal getaway with income potential. Located minutes from grocery stores, the post office, UPS, pharmacy, local parks, boat ramps, fishing, and other Florida Keys attractions, and approximately 35 minutes from Key West. The community features low HOA fees and a well-maintained atmosphere. The lot is currently rented to a month-to-month tenant, providing immediate rental income and flexibility for future use. An RV is currently on the property. Across the road, Pine Channel Park adds convenient access for kayaking, grilling, and sunset views.

29859 Overseas Hwy Unit LOT 19, Big Pine
29517 Big Pine St, Big Pine
$400,000
620170 MLS
Commercial waterfront lot at 29517 Big Pine St, Big Pine Key. Deep-water canal with quick access to both the Gulf of Mexico and the Atlantic Ocean, icommercial fishing, marine operations, boating, or waterfront business use. Located on a quiet cul-de-sac with exceptional privacy--no neighbors in front or on either side. Nearly surrounded by county-owned land that is not expected to be developed. Enjoy a peaceful natural setting with frequent Key Deer sightings. Sale includes an existing 8' x 52' trailer. Rare opportunity to own a private commercial waterfront property in the Florida Keys with deep-water access and outstanding boating convenience.

29517 Big Pine St, Big Pine
29034 Rose Dr, Big Pine
$785,000
2 Beds ⋅ 1 Baths ⋅ 620040 MLS
Experience the laid-back Florida Keys lifestyle in this beautifully updated, turn-key canal-front retreat, nestled in the quiet Eden Pines neighborhood among the roaming Key Deer. Situated on a 50-foot concrete seawall with step-down access, fish cleaning station, and a new boat lift, this property offers excellent boating access to both the ocean and bay. Inside, the open concept living area is filled with natural light and designed for comfortable island living, boasting high exposed-beam ceilings, adding character and depth to the space. The spacious kitchen features solid wood cabinetry, while recent updates to the bathroom, bedrooms, and bedroom flooring give the home a fresh coastal feel. A large pocket sliding glass door disappears into the wall, creating seamless indoor-outdoor living and opening to an expansive covered back porch measuring approximately 36' x 12', perfect for entertaining, dining, or relaxing canal-side. New composite decking and front porch railings were completed in 2024, adding durability and style, and additional updates include a new HVAC system, new tankless water heater, new siding, and new impact windows throughout. The primary suite offers walk-in closets and direct porch access, while the laundry area is conveniently located on the back balcony. Offered with new furnishings both inside and out, this move-in-ready Keys getaway is ideal as a full-time residence, vacation home, or investment opportunity. Don't miss the opportunity to check out this Big Pine Key gem!

29034 Rose Dr, Big Pine

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