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30342 Hibiscus Ln, Big Pine
$560,000
3 Beds ⋅ 2 Baths ⋅ 613673 MLS
Look no further.....this charming Big Pine Key Cottage has all the comforts you are looking for in a lush tropical setting. Through the front foyer, you are welcomed by an open concept living and kitchen area with natural lighting and a neutral painted interior that creates a relaxing atmosphere whether casually dining or entertaining guests. No details were spared making this 1,508 Sq Ft, 3 bedroom, 2 bathroom home feel cozy in a tropical setting. Immaculately maintained, low maintenance, and most furnishings included - just waiting for you to start living the Florida Keys Lifestyle you have always dreamed of. The unique floor plan creates an opportunity to use the first bedroom and ensuite bath for visiting family and friends with it's own private entrance. The 6,250 Sq Ft lot features a paved concrete driveway and boasts palm trees, tropical foliage varieties, including a mature Keitt Mango tree, and Tamarind tree. Nestled in a quiet neighborhood, the back yard borders 149 acres of Key Deer Refuge. There is a detached 12 x 20 ft outbuilding with a 4 1/2 x 12 ft covered porch and two work benches. Plenty of extra space for storing your bicycles, or outdoor toys such as kayaks and paddle boards. New metal roof in 2022, stainless steel appliances including a new refrigerator, dishwasher and new On Demand hot water heater. Located only one mile from grocery shopping, restaurants, pharmacy's and much more. Plenty of room to park a boat and trailer. Plenty of room for a POOL. Call today for your personal showing, you don't want to miss this one!

30342 Hibiscus Ln, Big Pine

114 Newfound Harbor Rd, Big Pine
$545,000
2 Beds ⋅ 1 Baths ⋅ 617126 MLS
Welcome to your private tropical retreat in the heart of the Florida Keys! This charming 2-bedroom, 1-bath elevated home offers the perfect blend of island charm, comfort, and outdoor living. Perched among lush palms and mature tropical trees, this home truly feels like a tropical hideaway. Step inside to find bright, open living spaces and a kitchen that flows effortlessly to a welcoming balcony—ideal for enjoying your morning coffee, watching hummingbirds, or soaking up the Florida Keys sunshine. It's 5 O'Clock somewhere. Downstairs, you'll find yourself on ''Keys Time'' swinging in your hammock, listening to your favorite island music with a drink in your hand from your own Keys Bar. A fun and inviting entertaining space that's perfect for hosting friends after a long day on the water. The expansive 7,640 sq. ft. lot provides endless possibilities—relax under the shade of fruit trees, add a garden, or create your own outdoor oasis. A 9x13 utility building is perfect for additional storage, fishing and dive gear. With ample parking for your boat, RV, or trailer, this property is ready for your island lifestyle. Located just minutes from boat ramps, world-class fishing, diving, marinas, and the natural beauty of the Lower Keys, this home is perfect as a full-time residence, vacation getaway, or investment property. Key Features: • 2 Bedrooms | 1 Bathroom • Elevated design surrounded by tropical landscaping • Spacious balcony with sunny, private views • Ground-level entertaining area with Keezy Bar • 7,640 sq. ft. lot with palms and fruit trees • Plenty of parking for boat, RV, and trailer • Convenient Big Pine Key location near local marinas, shopping, dining, and water access Experience the peaceful beauty and laid-back lifestyle of Big Pine Key—schedule your private showing today!

114 Newfound Harbor Rd, Big Pine

1w & 2w Cooks Island, Big Pine
$500,000
2 Beds ⋅ 1 Baths ⋅ 615530 MLS
Tucked just offshore from Big Pine Key lies a hidden gem - Cooks Island. Approx. 230 ft. of beach front and unobstructed open water views. Close enough to Big Pine Key to access amenities. Requires shallow draft boat. No dock. You feel like you stepped back in time. This is old Florida. Serene and soul soothing. The water views are facing south so you get sunsets and sunrise views . Permitted 2bd/1bth 900 sq. ft home with a 7 X 20 covered porch off living area was built in 2004 this home is simple and unpretentious. If you like the idea of sustainability and escape. Powered by solar panels, 2 separate systems, has cistern tanks for water and an on site sewer. Stove, hot water heater (on demand) and dryer are all propane. 2K generator to run wall unit AC's. Hurricane shutters. The stilts for the home are into the cap rock. No structural damage after hurricane Irma. Underneath the home you can put your feet in the sand and get shade and relaxation a perfect place for a hammock and reading or taking in the sounds of nature. Come explore, unwind and reconnect. Its an area with protected plants and turtle nesting. Where the tides and winds clouds and birds create your setting. Cash buyers only with proof of funds. No owner finance. No available flood ins. on the island. To see you can only get there by boat so you or your agent would have to schedule the boat trip. Call me for charter capt. that can get you out there.

1w & 2w Cooks Island, Big Pine

30950 Witters Ln, Big Pine
$475,000
2 Beds ⋅ 2 Baths ⋅ 618552 MLS
Beautifully remodeled concrete home with impact windows on a generous lot in a quiet, private area of Big Pine Key in Doctor's Arm. This unique 2-bedroom, 2-bath residence offers a flexible layout that may appeal to those seeking separate living areas under one roof. The home features two distinct living spaces, each with its own kitchen and bathroom, providing versatility for extended family, guests, or mother in law suite. The property has been thoughtfully updated and is concrete, offering peace of mind. Enjoy the true Keys lifestyle with frequent visits from the native Key deer right in your backyard. Located just minutes from the water, this home offers privacy, space, and a rare opportunity to own a move-in-ready property in a natural island setting. The oversized lot allows ample room for vehicles, boats, or RV parking for personal use. A must-see property with endless possibilities across the street from Old wooden bridge marina. Front of house gets accessed by Watson Blvd. NOT Witters Lane. PLEASE DO NOT WALK AROUND THE PROPERTY WITHOUT APPOINTMENT

30950 Witters Ln, Big Pine

29757 Henry Ln, Big Pine
$465,000
2 Beds ⋅ 2 Baths ⋅ 619990 MLS
Enjoy the laid back Big Pine Key lifestyle. Situated on an expansive 11,500 square foot lot, this beautifully updated 2 bedroom, 2 bath home offers space, comfort, and the feel of a manufactured home while no longer functioning as a mobile home. The home is securely affixed to wood pilings and concrete blocks on a concrete pad, creating a more permanent structure. Inside, you'll find a large open floor plan designed for comfortable everyday living and easy entertaining. The spacious primary suite features an oversized bathroom and walk in closet. New flooring throughout adds a fresh, updated feel to the entire home. Enjoy outdoor living from both the welcoming front porch and the back deck, perfect for relaxing or entertaining. Dedicated laundry room with additional pantry storage. Recent improvements include: Metal roof, All new impact windows, and Central A/C. Schedule your private showing today and discover the possibilities this Keys property has to offer.

29757 Henry Ln, Big Pine

31131 Ave D, Big Pine
$460,000
2 Beds ⋅ 1 Baths ⋅ 614186 MLS
Make this Charming Keys cottage your little piece of paradise today. Complete Remodel 2 Bedroom 1 bathroom with a bonus office/guest room opening to a large screened patio and spacious back yard. This Home is a true Conch home Constructed with Miami Dade Pine originally built in Key West then moved to Big Pine to join the first few homes built on. the Island. Impact doors, new shutters, new roof, Tankless water heater, ample off street parking for all your toys! Bring your RV, Boat and jet skis and enjoy the tranquil privacy this home has to offer. Minutes to the Big Pine Shopping center and dining. Short Trip to Bahia Honda, the reef for incredible snorkeling or go South to Enjoy Everything Key West has to offer. Seller Motivated and open to all reasonable offers.

31131 Ave D, Big Pine

31129 Ave G, Big Pine
$455,000
3 Beds ⋅ 3 Baths ⋅ 617498 MLS
MOTIVATED AND PRICED TO SELL. Introducing a charming and beautifully updated home in the heart of Big Pine Key. This three bedroom two and a half bathroom residence offers comfort, privacy, and modern style all within an inviting island neighborhood. Step inside to find a bright and thoughtfully renovated interior with an open living area, updated kitchen, and stylish finishes throughout. The screened sitting porch provides an extra place to relax, unwind, or enjoy the shade after a day on the water. Sitting on a 5,000 square foot lot, the property features mature tropical landscaping that provides excellent privacy. The large driveway accommodates 4 or more vehicles with ease, offering plenty of space for guests, a boat trailer, or an RV. Elevated construction provides additional peace of mind and extra storage options underneath. Conveniently located near Big Pine Park, nearby restaurants, shops, and everyday essentials, this home combines comfort with Keys living in a way that is hard to beat. Whether you are seeking a primary residence, a vacation retreat, or an investment property, 31129 Avenue G checks all the boxes. Your island home awaits.

31129 Ave G, Big Pine

31037 Ave D, Big Pine
$455,000
3 Beds ⋅ 2 Baths ⋅ 618815 MLS
This is a large Modular HOME on Big Pine Key that is permanently affixed to concrete pilings and is elevated above the 8' flood plain-which helps keep flood insurance reasonable. It is located in a tranquil setting with land that is owned by Monroe County on two sides and a spacious interior and inviting layout with ample natural light. The home has a well-appointed kitchen, area for washer and dryer and a large living area. Two of the three bedrooms have walk in closets and the third is a larger master bedroom. One of the two bathrooms has double sinks and a tub and separate shower. It has a metal roof that was installed in 2018, central AC/heater new in August 2025, and a brand new 40 gal. hot water heater. The flooring is ceramic tile throughout and there are four ceiling fans. There is enough outdoor space to enjoy nature, the Florida sunshine, and the Key deer the walk through the property daily. Conveniently located with easy access to the local amenities and natural beauty of the Keys. Don't miss this opportunity to experience island living at an affordable price!

31037 Ave D, Big Pine

29771 Henry Ln, Big Pine
$450,000
3 Beds ⋅ 2 Baths ⋅ 619739 MLS
Located in desirable Big Pine Key, this property offers an opportunity to enjoy island living on a double lot. Situated on a quiet street, the home features a functional layout and is surrounded by a fence complete with mature tropical landscaping providing privacy and a relaxed setting. A standout feature of the property is the inground pool, creating a private outdoor space for cooling off, entertaining, or simply enjoying the laid-back Keys lifestyle. The home is spacious with and open floor plan. The primary bedroom and bathroom on the back of the home for added privacy while 2 additional bedrooms and a bathroom on the opposite side of the home. The oversized lot features an accessory unit with screened in patio, additional outdoor room for parking, storage, gardening, or future enhancements. Updates including new floors and personal touches. The home has the potential to serve as a comfortable full-time residence, seasonal getaway, or rental investment. Conveniently located near boating, fishing, nature preserves, and local amenities, this property provides access to everything Big Pine Key is known for--outdoor recreation, wildlife, and a quiet island atmosphere.

29771 Henry Ln, Big Pine

29146 Hibiscus Ln, Big Pine
$438,000
2 Beds ⋅ 1 Baths ⋅ 620831 MLS
Start your next adventure from this 2-bedroom, 1-bath retreat in Big Pine Key's Eden Pines community. Just a short stroll from the neighborhood boat ramp, you can be on the water in minutes for fishing, reef trips or an afternoon at the sandbar. Back at home, a fully enclosed yard provides generous outdoor space for pets, entertaining or relaxing in the island breeze. The property sits along a dead-end street with very little passing traffic, while visits from the area's famous Key deer add to the true Big Pine Key experience. The kitchen offers warm butcher-block counters, a farmhouse-style sink and a smooth glass-top range. An indoor laundry room provides added convenience. Climate control is handled by a newly installed mini-split in the living area, plus individual units in both bedrooms for efficient, room-by-room comfort. A metal roof and raised water heater complete the home's practical features. This is an excellent opportunity to enjoy a relaxed Florida Keys lifestyle with convenient boating access right nearby.

29146 Hibiscus Ln, Big Pine

31052 Ave H, Big Pine
$381,500
4 Beds ⋅ 3 Baths ⋅ 614642 MLS
Investment opportunity on 10,000 sq. ft. double lot near the Big Pine Community Park; the location offers easy access to US1, local shopping and more; Marathon and Key West are within easy reach. **DO NOT WALK THE PROPERTY WITHOUT APPOINTMENT** 2 units, 2 tenants; pets on premises. 1,060 sq. ft. mobile home has 3BD/2BA, exterior wood siding; interior has been updated. CBS garage has 560 sq. ft. 1BD/1BA unit above it; needs updating. Both units are tenant-occupied. 2 electric meters, 1 water meter; taxed as a duplex with double Solid Waste and Cudjoe Wastewater on property tax bill. Hooked up to sewer. Shown by advance appointment only to accommodate tenants' schedules; proof of funds required. No sign on property.

31052 Ave H, Big Pine

30170 Linda St, Big Pine
$365,000
1 Beds ⋅ 1 Baths ⋅ 616718 MLS
Welcome to your charming new home! This delightful concrete 1-bedroom, 1-bathroom residence features a sturdy metal roof and is nestled on a generously sized, fully fenced lot, offering both comfort and privacy. Step inside to discover energy-efficient LED lighting throughout, complemented by an energy-efficient A/C system to keep you cool. The kitchen features a gas range, perfect for cooking enthusiasts, while the updated bathroom showcases a stunning custom mosaic rock shower. Enjoy the outdoors with an inviting wrap-around deck and an outdoor shower, ideal for those warm days. Plus, you'll have an 8' x 10' outdoor shed for extra storage and security lighting for peace of mind. Don't miss the opportunity to make this lovely home yours—schedule a visit today!

30170 Linda St, Big Pine

31036 Ave H, Big Pine
$260,000
3 Beds ⋅ 2 Baths ⋅ 616315 MLS
ROGO EXEMPT WITH SELLER FINANCING OPPORTUNITY! Nestled on a lush lot, this move-in ready 3-bedroom, 2 bath home is perfect for nature lovers, investors, or anyone seeking a tranquil Keys lifestyle. The open-concept kitchen and living area create a bright, welcoming space for gatherings, while recent renovations to the kitchen and bathrooms add modern comfort and style. Step outside and enjoy plenty of outdoor storage, ideal for your boating, fishing, and island-living essentials. Conveniently located near local shops, boat ramps, community parks and the world-famous Bahia Honda State Park, this home offers both serenity and adventure. Whether you're looking for a full-time residence, a vacation retreat, or an investment property you can rent now and build later, this property checks all the boxes.

31036 Ave H, Big Pine

29859 Overseas Hwy Unit LOT 15, Big Pine
$190,000
2 Beds ⋅ 1 Baths ⋅ 618569 MLS
Live affordably or invest wisely in this 8 year old tiny home located on its own private lot in Big Pine Key, Lower Keys. This 24 ft Cornerstone model with two lofts is in perfect condition, thoughtfully maintained, and completely move in ready. The exterior has been newly repainted, and the interior is impeccably kept, showing pride of ownership throughout. The open living space includes a functional kitchen with all appliances included, making this home ideal for full-time living or immediate rental use. A new mini split system ensures efficient cooling. Step outside to enjoy an additional deck with hot tub, perfect for relaxing after a day in the Keys, plus a storage shed for all your gear. The $246 monthly HOA fee includes access to a community pool and clubhouse, cable, and trash and recycling, keeping living expenses predictable and low. Whether you're looking for an affordable Keys lifestyle or a strong rental opportunity, this well-kept tiny home offers comfort, convenience, and island charm.

29859 Overseas Hwy Unit LOT 15, Big Pine

29859 Overseas Highway Unit 19, Big Pine
$160,000
616412 MLS
Your Florida Keys getaway and make some money too. RV lot and RV is staying for no additional cost. Owner has had it on Airbnb and HomeAway with good reviews. Its a rental. Breezy Pines is a RV park located in Big Pine Key with club house, kitchen, laundry facilities, bathrooms with showers, outdoor seating area for get togethers, pool. There is a park nearby with swimming and kayak access. Bahia Honda state park with beach less then 10min. Key West 30-45 min. Marathon 20 min. Miami 2.5 hrs. $197,000. you own land and RV there is a monthly HOA under $245. Includes basic cable, common areas, some infrastructure upgrades done after hurricane Irma in Breezy Pines. Weekly rentals allowed. Cannot replace with a permanent home only RV at any time.

29859 Overseas Highway Unit 19, Big Pine