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Big Pine Key Homes for Sale, Single Family Houses, MLS Home Listings

Total Listings 94
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$699,900
Big Pine Key
Tropical Key Colony   - MM: 30.00
2 Bed, 2 Baths, 1,232 SqFt Days Listed: 47
-3.99% ($29,100) 1 Price Change : Last Change 9 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This quintessential home is surrounded by 17 parcels of pristine environmental and conservation land, offering nature, privacy, wildlife, and the best tropical living the Keys has to offer. The full-size screened rear porch faces vacant land with swaying palms, tropical vegetation, with key deer grazing below. Enjoy morning coffee or evening cocktails while tropical breezes provide refreshing ocean fragrances. The fully fenced yard offers a spacious area ready for a large pool and tiki hut, with plenty of room for gardening and outdoor living. Covered under-the-house parking for several vehicles and storage and ample space for boats, trailers, or an RV. The house boasts a full wrap-around porch with dual entrances to the screened porch. Enter the open-concept home to the living room, kitchen, and dining area showcased by vaulted ceilings and double sets of French doors offering an abundance of light and greenery. The master suite provides a large walk-in closet and spacious living area with room for a king size bed. The upstairs laundry room offers convenience and additional storage options. Located in a sought-after area of Big Pine, this home is well-built and has low assumable flood insurance and is conveniently situated for easy drivability between Key West and Marathon. Two community boat ramps are within minutes for some of the best boating in the lower Keys. This home is well maintained and ready for you and your friends and family to come experience real Keys living.

$699,999
Big Pine Key
Tropical Key Colony   - MM: 30.00
3 Bed, 3 Baths, 1,184 SqFt Days Listed: 49
-3.45% ($25,001) 2 Price Changes : Last Change 18 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Private & Secluded Home in Coveted Big Pine Key. Discover this beautifully maintained 3-bedroom, 2-bath home tucked away on a quiet street in one of Big Pine Keys most desirable neighborhoods. Designed for comfort and entertaining, this home features an open-concept kitchen with stunning Quartz countertops, a spacious island--perfect for hosting or casual family meals. The expansive living room and formal dining area provide a welcoming atmosphere, while the large master suite offers dual closets and an en suite bath with modern finishes. Both bathrooms boast upgraded fixtures and sleek glass-enclosed showers. Downstairs, youll find a large enclosed space with garage doors, offering covered parking and plenty of room for a workshop, storage, or recreational gear. The oversized, fully fenced lot ensures privacy and provides ample space for an in-ground pool, boat, or RV. Enjoy the best of Florida Keys living in this serene retreat--just minutes from beaches, state park, world-class fishing, and local conveniences of shopping and dining. Dont miss this rare opportunity--schedule your private showing today!

$719,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,353 SqFt Days Listed: 165
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.Concrete

This 3BR spacious canal front home with quick open water access is nestled at the end of a quiet dead-end street. Amidst lush vegetation, this property offers the ultimate sanctuary for those seeking privacy and a connection to the Keys lifestyle. 50ft concrete seawall with 10,000lb boat lift. This home boasts an inviting shaded deck creating the perfect outdoor space for relaxation and entertainment. The homes interior layout boasts almost 1400sqft, including 3 spacious bedrooms, 2 bathrooms, and a bonus room that could be used as an office, workout area, or Florida room. 30AMP hook up.

$724,900
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 38
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

Nestled on a quiet dead-end street, this 2-bed, 2-bath stilted home offers privacy, low-maintenance living, and a relaxed Keys lifestyle. With county and state-owned land across both the canal and the front of the home, youll enjoy lush, unobstructed views with no future development in sight. Step inside to a fully-furnished (excluding artwork), open-concept living space featuring beautiful wood beams and abundant natural light. The backyard is an entertainers dream with a new (2022) custom concrete pool and a fully fenced yard--perfect for relaxing after a day outdoors. The plugged swimming canal offers clean, calm waters and is great for fishing right from your composite dock. A few boat ramps nearby makes it easy to get out on the water. Built for peace of mind, this home features hurricane impact windows and doors, a 5V Crimp metal roof, and exceptionally low insurance costs--flood policy is just ~$800/year! The large lot offers plenty of room for boats, RVs, and extra vehicles, plus covered parking or storage under the home. If youre looking for seclusion, serenity, and a true Florida Keys retreat, this is the perfect place to call home.

$725,000
Big Pine Key
Tropical Bay   - MM: 30.50
2 Bed, 2 Baths, 1,008 SqFt Days Listed: 357
-12.12% ($100,000) 4 Price Changes : Last Change 6 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits188ft.

Welcome to our cozy retreat nestled on Big Pine Key. This charming two bedroom one bath cottage offers a tranquil escape on a DOUBLE LOT fenced, providing privacy and security. Enjoy the picturesque waterfront views from your own back yard. Florida room with large impact windows to capture the water views. Impact windows through out. Approximately 273 feet of concrete seawall with davits, Small garage for extra storage. Property is also 100 % handicap accessible. This home is your gateway to laidback island living. Make offer!!

$725,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 884 SqFt Days Listed: 140
-12.11% ($99,900) 4 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: BasinConcrete

DIRECT ACCESS to the beautiful FLORIDA KEYS - Eden Pines in Big Pine Key. This delightful waterfront home with New hardy plank siding features two bedrooms and one bath upstairs with an open concept layout. Theres also a bonus room that offers flexible options, like working from home or pursuing hobbies, while enjoying many comforts! Priced below appraisal.Some highlights include gracious water views, tropical landscaping, serene lighting, and a canal with ocean access. concrete seawall, and a personal boat basin for safety and security. Youll also find impact windows with a 145 mph wind load capacity. This sweet bungalow features a remodeled- redesigned specialty chefs kitchen with a gas stove, quartz counters, farm sink and sensational, tropical views.This captivating retreat home can sleep six.. Did someone say...Perfect Airbnb!Perfect Keys Home or investment Vacation Rental. Location-Location! On the water! Buyer to verify

$725,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,039 SqFt Days Listed: 108
-7.40% ($57,900) 1 Price Change : Last Change 59 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Fixed BridgeCut/Natu

SITUATED ON A 50 FT. WIDE CANAL, this updated 3 bedroom / 2 bath home offers very good boat access to Pine Channel, the Atlantic and back country. The great room is bright and airy with a cathedral ceiling, south facing picture window and French doors that lead to the covered porch overlooking the canal. Updates include impact-resistant windows and doors, new stainless steel kitchen appliances, recent vinyl plank flooring and vanities; 2018 metal roof; the water heater is less than a year old. The 5,000 sq. ft. lot offers 50 ft. of canal-frontage and the nearby public boat ramp couldnt be more convenient! Eden Pines Colony is a friendly neighborhood where the Key deer roam and bike paths, shopping, parks, banks and more are within easy reach on the island.

$735,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 211
-8.01% ($64,000) 2 Price Changes : Last Change 46 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Freshly remodeled waterfront home! Located in a lovely neighborhood with a boat ramp right around the corner! Exterior of property has open parking as well as covered parking for multiple vehicles. Below home is surrounded by lattice to give additional shade and privacy. So much potential downstairs for outdoor entertainment.The main living area has gone through a full renovation. Kitchen boast sleek quartz countertops and newly installed cabinets and backsplash. Both bathrooms have been upgraded. Gorgeous high end tiling in shower and floor, accompanied by new vanities. Throughout the house is luxury plank vinyl flooring and crown molding to make this home shine even more. Off main living area is an expansive back deck for relaxation. Local grocery store, dog park, and food/beverage only minutes away! Like what you see? Call today!

$749,900
Big Pine Key
Sea View   - MM: 28.00
2 Bed, 2 Baths, 864 SqFt Days Listed: 71
-13.21% ($114,100) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Ultimate Privacy in Big Pine KeyStep into an extraordinary sanctuary of seclusion, where tropical elegance meets unmatched exclusivity. 1 of only 2 homes in the entire Seaview subdivision of Big Pine Key.3231 Pompano Drive is a beautifully renovated island retreat set on a 10,000 sq. ft. lot, surrounded by untouched nature and abundant wildlife. No additional homes can ever be built, ensuring that this private paradise remains forever preserved.Inside, the open-concept living space is designed to impress, flowing seamlessly into a stunning kitchen featuring shiplap tile accents, new cabinetry, quartz countertops, stainless steel appliances, and a propane stove. Vaulted wood-beamed ceilings, mini-split A/C units, AT&T Fiber, tankless hot water and brand-new vinyl plank flooring add to the homes tropical charm. Sunlight pours in through expansive windows, showcasing breathtaking views of the pristine nature preserve.Designed for indoor-outdoor living, this home offers a screened upper porch, ideal for peaceful mornings surrounded by nature. The spacious screened enclosure downstairs provides a private retreat, while the swim spa is perfect for unwinding under the stars.With ample parking for an RV with hookkups, boat, trailers, and more, this home is an outdoor lovers dream. A nearby boat ramp ensures quick access to world-class fishing, kayaking, and boating.Come see this secluded oasis-paradise awaits.

$750,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 361
-2.60% ($20,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Lots of Room To Roam! Own your own compound with this triple lot home. Centrally located between Marathon and Key West for easy access to shopping and dining. This home has so many possibilities to add a pool, gardens, a Tiki bar or anything that you can imagine. Plenty of room to park all of your vehicles, trailers, and RVs. The yard is fenced in with a grass lawn perfect for your pets or kids. The home is also located on a plugged / swimming canal that is perfect for swimming, kayaking or paddle boarding. There is a concrete seawall complete with an outside bar / grill area that is perfect for entertaining. The home offers an open living concept complete with vaulted ceilings and wrap around deck areas. The property also has a cistern that is currently used for irrigation. This home has it all! Priced to sell. Make this your own piece of paradise!

$750,000
Big Pine Key
Koehns Subdivision   - MM: 30.50
3 Bed, 3 Baths, 1,482 SqFt Days Listed: 135
-5.66% ($45,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Fenced 27,500 sq. ft. lot with big double gates, perfect for local contractors!! This spacious 3 bedroom 2 bath pool home is nestled on .63 acres of fenced tropical landscape offering unparalleled privacy and tranquility. Surrounded by wildlife preserve, this is a nature-lovers dream home located in the Florida Keys Wildlife Refuge. This fabulous keys property has so much to offer with almost 1500 square feet of living space including a huge master suite with an updated bath with soaking tub and a massive walk in closet. The super cute galley style kitchen and large adjacent dining area make it easy to prepare gourmet meals and entertain guests. The living area has a working fireplace for ambiance on those few cool weeks we see in the winter. Step outside to enjoy the peace and quiet of your expansive fenced in back yard which is perfect for families with pets. In addition to the in ground pool, you are afforded a tremendous space for outdoor entertaining, landscaping, storing all of your work equipment, toys, trailers, and RVs. There are many walking and biking trails in the neighborhood where you can see our local wildlife first hand in their natural environment. You can find Key Deer, Great Blue Heron, Egrets, White Ibises, Roseate Spoonbills, Ospreys, and Eagles, as well as the occasional siting of Flamingoes, just to name a few. The community boat ramp is at the end of the street for your convenience. VA Assumable Loan at 4.125% to qualified VA Buyers only.

$775,000
Big Pine Key
Ross Haven   - MM: 31.00
2 Bed, 2 Baths, 912 SqFt Days Listed: 39
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: DavitsConcrete

Welcome to your slice of paradise in the beautiful Florida Keys! This 2-bedroom, 2-bathroom canal-front home is perfectly situated in Big Pine Key, offering direct access to the renowned Bogie Channel and some of the best boating in the area. Enjoy nice views of the open water.Enjoy 50 feet of concrete seawall, complete with boat davits, making it easy to launch and dock your vessel. The screened porch provides the perfect spot to relax and take in the partial open water views, while gentle sea breezes flow through. A cargo lift makes transporting supplies effortless, and additional storage ensures plenty of room for all your gear.Surrounded by the natural beauty of Key Deer Refuge and just minutes from Bahia Honda State Park, this home offers a serene yet adventure-filled lifestyle. Whether youre fishing, diving, or simply soaking up the laid-back Keys atmosphere, this is the ideal waterfront retreat.Dont miss this rare opportunity--schedule your private showing today!

$780,000
Big Pine Key
Big Pine Key Inc   - MM: 31.00
2 Bed, 2 Baths, 1,447 SqFt Days Listed: 51
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

CHARMING HOME NESTLED IN THE TREES ... if you love nature and a bit of privacy, this 14,000 sq. ft. property is not to missed. The conveniences and amenities that Big Pine Key offers are easily accessible by foot, bicycle and car. Look in any direction and all you see are trees! Custom-built, the home has wonderful porch spaces on two levels ... its light and bright inside with abundant windows and French doors, and a soaring cathedral ceiling in the living room and primary suite / loft walkways in the upper level. The kitchen features custom mahogany and African mahogany counters, as well as a stunning wood ceiling. On the main level youll find one bedroom and bath, and the upper level has the primary bedroom with ensuite bath and loft areas for an extra guest, office and quiet reading. New roof in 2018; recent central AC. There are trees in every direction that one looks; the east and west facing porches on both levels are prime for bird watching. If you enjoy walking or biking, its a 10-minute walk to the post office, and a short walk or bike ride to Winn Dixie Plaza, drug stores, banks, and the Pine Channel Nature Park. On the ground level youll find covered parking, 500 sq. ft. of storage, and a great storage shed tucked away in the back of the property. Cleared to the south, the double lot measures 100 x 140. Come see why the current owner has loved this home and property for over 30 years!

$799,000
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 194
PreConstructi - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Exciting opportunity to own a brand-new Affinity-built home in the heart of Big Pine Key! Permit has been issued, and this beautifully designed 3-bedroom, 2-bathroom residence is scheduled to be set in November 2024. Spanning 1,320 square feet, this home will feature an open-concept floor plan with modern finishes and high-quality craftsmanship throughout.Enjoy energy-efficient living with a layout that maximizes both space and natural light. The spacious kitchen, living, and dining areas will be perfect for entertaining, while the bedrooms will offer comfort and privacy. Located in a peaceful neighborhood, this home provides the ideal blend of modern living and island tranquility.Secure your piece of paradise now, and look forward to moving into your brand-new Florida Keys home!

$799,900
Big Pine Key
Port Pine Heights   - MM: 30.50
2 Bed, 2 Baths, 1,042 SqFt Days Listed: 193
-10.12% ($90,100) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Median - Dockage: 50ft.

For Sale: Beautifully Renovated Single-Family Home in the Florida KeysThis stunning 2-bedroom, 2-bathroom home with extra guess room downstairs, fully renovated in 2024, is perfect for fishing enthusiasts and those seeking a serene island lifestyle. The property boasts a 50-foot dock with no bridges to the ocean, ideal for quick access to the water. Located in a quiet neighborhood, this home features a 2018 roof and a brand-new AC installed in 2024. Rentals are permitted, making it a great investment opportunity. For a full-price offer, the home comes fully furnished, including all pool tables. Dont miss out on this dream home in the Keys!

$815,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,048 SqFt Days Listed: 101
-1.21% ($10,000) 1 Price Change : Last Change 17 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat SlipC

This home is in a great location, the desirable Eden Pines neighborhood on Big Pine Key. The main living area has two bedrooms and two baths with a large living room and open kitchen area. There is an added additional room that can be used for an office or guest space. The home is perfect for the avid fisherman or water enthusiast with A 14K lb. boat lift and ample concrete dockage. Easy canal access to Pine Channel and then open water!

$825,000
Big Pine Key
Port Pine Heights   - MM: 29.00
3 Bed, 3 Baths, 1,224 SqFt Days Listed: 247
-8.23% ($74,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 12ft.

Tranquil Canal-Front Home in Big Pine Key, FLEscape to your own piece of paradise with this stunning 3-bedroom, 3-bathroom home, perfectly positioned on a peaceful canal in Big Pine Key. This residence offers a rare combination of serene living and modern comfort, surrounded by the natural beauty of the Florida Keys.Spacious Living Area: The open-concept living space is bright and airy, featuring high ceilings and large windows that frame beautiful canal views. Kitchen offers stainless steel appliances, granite countertops, and plenty of cabinet space.The master suite is a private retreat with an en-suite bathroom and direct access to the balcony. Two additional bedrooms provide comfort and privacy for family or guests. Step outside to your expansive deck, explore tranquil nature paths that wind through the property, or launch your boat from your private 12 ft dock with large patio.This home is an ideal sanctuary for nature lovers.Port Pine Heights Park: Just a short stroll away, enjoy the serene Port Pine Heights Park, a perfect spot to unwind and take in the tranquil sunsets.Nestled in a quiet neighborhood, this home is close to local amenities, parks, and some of the best fishing spots in the Florida Keys, while still offering the peace and tranquility you desire.Dont miss the chance to own this canal-front gem in a prime location!

$849,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,250 SqFt Days Listed: 53
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Fixed Bridge75ft.Con

Welcome to this meticulously maintained, move-in ready canal-front home that offers the perfect blend of comfort, style, and durability. Featuring an inviting open-concept floor plan, this home boasts three spacious bedrooms and two modern bathrooms, all enhanced by newly installed LVP flooring throughout. Built above flood level with just the right number of steps to climb, this home ensures both convenience and peace of mind. The freshly painted exterior showcases durable James Hardie siding, complemented by brand-new impact windows and doors. Topped with a sturdy 5V crimp metal roof, this property is designed to withstand the elements. Situated on an expansive 7,500 square foot lot, this waterfront gem offers 75 feet of concrete dock and seawall, providing ample space for docking your boat or simply enjoying serene canal views. Launch your boat at the nearby and convenient community boat ramp. Whether youre seeking a relaxing retreat or a full-time residence, this thoughtfully upgraded home is ready for you to move in and start enjoying the coastal lifestyle.

$849,000
Big Pine Key
Palm Villa   - MM: 30.50
3 Bed, 3 Baths, 1,193 SqFt Days Listed: 133
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Discover your dream home on Big Pine Key at this expansive 37,500 sq. ft., property totaling 6 lots that combines privacy, nature, and convenience. Nestled in a serene setting with tropical landscaping and thoughtful features, this home offers a massive yard that goes from street to street and is surrounded by a 6 stockade fence allowing lots of safety and room for kids and pets to play and roam. The 3 Bedroom 2 Bath home offers an open floor plan highlighted with soaring ceilings and garden views from all rooms with no neighbors in sight. The kitchen is a culinary delight with a central island with peninsula seating, wood cabinetry and abundant counter space. Whether youre preparing a gourmet meal or a quick snack this kitchen is equipped for it all. A convenient pantry and a laundry closet add to the functionality, ensuring everything has its place. Enjoy morning coffee or evening cocktails on either the front or back porch while watching key deer roam. The homes split floor plan provides privacy and comfort. The primary suite is a private retreat with a walk-in closet and a en suite bathroom. Additional bedrooms feature engineered hardwood floors and offer plenty of space for family or guests. The propertys outdoor spaces are nothing short of extraordinary. Two tranquil ponds on either side of the lot enhance the peaceful ambiance and can be filled using the private well. Native trees and lush landscaping create a vibrant and serene environment. A stone walkway leads to a spacious 20x20 shed allowing for plenty of room for all of your toys. A garden shed tucked at the back of the lot provides additional storage, while a downstairs covered lanai offers an ideal spot for entertaining, barbecuing, or unwinding in the shade. This property is as practical as it is beautiful, with a covered carport, trailer storage, room for pool and RV and plenty of parking for guests. Whether you need space for recreational vehicles or everyday use, this home has you covered

$865,000
Big Pine Key
Port Pine Heights   - MM: 29.00
3 Bed, 3 Baths, 1,068 SqFt Days Listed: 56
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift50ft.

Start Living the Keys Life in this well maintained 3-Bedroom Waterfront Home! With vacant land protected on three sides from building, your privacy and tranquility at this home have been established. The peaceful surroundings provide a perfect retreat, ensuring your ultimate relaxation. Inside, the home features pocket sliders that open up to a screened porch, blending the indoors with the lush tropical ambiance outside.Built with quality in mind, this property boasts impact windows and doors, along with a metal roof for added strength and durability. The ground-level enclosure offers abundant storage space, perfect for all your outdoor gear and equipment. Step out into the backyard and youll find a crystal clear canal with a low-maintenance composite dock, ideal for boating, fishing, or simply soaking up the sun. With a boat lift already in place, enjoy quick access to both the Atlantic Ocean and the Backcountry waters, making this the perfect home for water enthusiasts.Located in a desirable neighborhood, this home brings the best of Keys living. Dont miss out on this incredible opportunity, schedule your appointment today and start living the island life! 21ft Angler boat with Trailer available.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 05-01-2025.
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