Divider
Content Divider
Total Listings 70
Order By:

$310,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 30
PreConstructi - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

The price is for the lot AND permit. Pre-construction showing a picture of the modular that is permitted. Make your changes now before price increases with work conducted OR purchase the property with the permit and finish it on your own. *Approved ROGO Allocation and Active Building Permit as of February 25, 2025. Building permit is ready to be picked up. Permit number: SFDUP-2023-0113 is approved for a 1,320sq ft 180mph wind rated 3 bedroom 2 bathroom modular column raised Green Building Home with back porch and closed downstairs storage room. Central air and heat, metal roof, Hardi-board exterior siding and hurricane windows. Affinity Model ABS 2180.Enjoy the swimming canal with a floating dock and no need for additional dock permits. Includes a 1-year Manufacturer Warranty.Buyer to verify all details.

$419,000
Big Pine Key
Sands Subdivision   - MM: 31.00
1 Bed, 1 Baths, 441 SqFt Days Listed: 151
-16.03% ($80,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Per Seller: Boaters Paradise! 3 minutes to open water with the ability to dock almost any big boat or multiple boats here! 50 of sea wall and there is 25x50 feet of owned sea bed so the potential to moor boats here is amazing. Huge catamaran sail boat or multiple center consoles backed in. Would be a great base for a fishing charter. This is a cozy, solid built home, not a manufactured or mobile home. No HOAs and save on insurance! Many parks and trails nearby. Wonderful, very quiet community and great neighbors. Come see what Big Pine has to offer: fishing, lobstering, kayak 10 minutes to sand bar from your house and watch turtles and dolphins! See manatees, endangered key deer and a variety of bird species. Amazing place to live! Make the most of Keys living! There is plenty of space for storage with a shed and place to park for a RV, boat trailer or multiple vehicles. Charming outdoor area for lounging and entertaining. Relax with a line in the water. Efficient and well equipped kitchen. Bathroom with shower and washer/dryer, on-demand water heater. Everything you need and nothing that you dont. Buy now with the ability to build in the future.

$425,000
Big Pine Key
Tropical Bay   - MM: 30.50
2 Bed, 2 Baths, 654 SqFt Days Listed: 217
-5.56% ($25,000) 1 Price Change : Last Change 2 Days Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 37ft.Concrete

Nestled at the end of a peaceful dead-end street, this well maintained 2-bedroom, 1-bath home offers both privacy and serene water views. The property backs onto a picturesque canal that is fully maintained by the HOA, ensuring a low-maintenance outdoor lifestyle.Outside, enjoy the tranquil canal from your backyard, ideal for morning coffee or evening sunsets. Located in a family-friendly community, this home offers easy access to Bogie Channel, local amenities, parks, and the loveable Key Deer. This is a rare opportunity to own a piece of paradise and quiet waterfront living.

$524,777
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,506 SqFt Days Listed: 76
-16.14% ($101,000) 2 Price Changes : Last Change 16 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Fixed Bridge

Charming 2-Bedroom Cottage with Serene Privacy in Big Pine Key. County owned lots to the North, South, and West ensures privacy.Nestled in the heart of Big Pine Key, this 2-bedroom, 1.5-bathroom cottage offers the perfect combination of tranquility, privacy, and natural beauty. With no development allowed to the west, youll enjoy an extra layer of seclusion, allowing you to fully embrace the surrounding wildlife and peaceful atmosphere.A short walk from the renowned Blue Hole, one of the areas most sought-after natural attractions, this home is ideal for nature lovers and those seeking a relaxed lifestyle in the Florida Keys. Whether youre an avid boater or just love the water, this property boasts convenient access for boats with up to a 3ft draft and 9ft bridge clearance, giving you easy access to the vibrant waters of the Keys.Inside, youll find a cozy, cottage-like space full of potential. The home offers the opportunity to add your personal touch and TLC, transforming it into the perfect retreat. The peaceful surroundings, coupled with the warm, inviting vibe of the home, make this the ideal spot to relax and unwind.If youre seeking a slice of paradise where you can create your dream home, this is the perfect opportunity. Come and see for yourself why Big Pine Key is one of the best-kept secrets in the Keys!

$549,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,020 SqFt Days Listed: 178
-21.46% ($150,000) 4 Price Changes : Last Change 17 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

Nestled within the peaceful surroundings of the Key Deer Refuge, this charming 2 bedroom, 1 bathroom canal-front home offers a unique blend of nature, privacy, and easy access to water adventures. The homes inviting, light-filled interior embraces the essence of a classic Keys residence, with spacious, well-designed rooms. The open living area, filled with natural light from large windows, seamlessly connects to the kitchen, creating a warm, welcoming space perfect for both entertaining and quiet relaxation. Tropical light filters through every corner, framing serene canal and garden views that enhance the homes tranquil ambiance. Each bedroom offers ample space for rest and rejuvenation, while a bonus room provides flexible options as a cozy home office, additional storage, or hobby space. For those who love the water, this property is a true paradise. A private on-site boat ramp allows for convenient small-vessel access, while a larger neighborhood boat ramp around the corner provides even more options for boaters. Just minutes from open water, the home is ideally situated for enjoying the Keys renowned fishing, snorkeling, and diving. The neighborhood is equally appealing, combining a quiet setting with access to all essential conveniences. Nearby, youll find local shopping, popular restaurants, and vibrant bars, plus the Big Pine Community Park for outdoor recreation. The Key Deer Refuge across the street creates a natural buffer, adding privacy, preserving the local beauty, and offering occasional sightings of the charming Key Deer.This home perfectly balances a tranquil, island lifestyle with modern comforts, making it an ideal place for anyone seeking the best of Florida Keys living.

$599,999
Big Pine Key
Doctors Arm   - MM: 30.50
3 Bed, 3 Baths, 1,080 SqFt Days Listed: 22
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Other Dockage

Updated adorable 3 bedroom, 1 bath canal-front home situated in the desirable Doctors Arm neighborhood of Big Pine Key. Enjoy direct, bridge-free access to open water. The property includes approval for a boat lift by the Dept of the Army Corp of Engineers, which can be transferred to the new owner.This home has been tastefully updated, featuring stainless steel appliances, newer electric service, an on-demand hot water heater, impact-resistant windows and doors, and a durable metal roof. The interior is bright and welcoming. Just inside the front door is a nice sized area that would be a perfect TV room along with one bedroom. Just up a few steps to the upper level is more living space with room for a dining table. Just down the hall are two bedrooms and a full updated bathroom.The spacious backyard boasts a spacious deck with an outdoor shower, offering ample space for a pool and plenty of room to relax or entertain.

$719,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,353 SqFt Days Listed: 156
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: 29
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, 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
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 884 SqFt Days Listed: 131
-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
Tropical Bay   - MM: 30.50
2 Bed, 2 Baths, 1,008 SqFt Days Listed: 348
-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
3 Bed, 3 Baths, 1,039 SqFt Days Listed: 99
-7.40% ($57,900) 1 Price Change : Last Change 49 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: 202
-8.01% ($64,000) 2 Price Changes : Last Change 41 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!

$750,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 352
-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!

$775,000
Big Pine Key
Ross Haven   - MM: 31.00
2 Bed, 2 Baths, 912 SqFt Days Listed: 30
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!

$799,900
Big Pine Key
Port Pine Heights   - MM: 30.50
2 Bed, 2 Baths, 1,042 SqFt Days Listed: 184
-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: 92
-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: 238
-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: 44
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.

$865,000
Big Pine Key
Port Pine Heights   - MM: 29.00
3 Bed, 3 Baths, 1,068 SqFt Days Listed: 47
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.

$889,000
Big Pine Key
Punta Brisa   - MM: 31.00
3 Bed, 3 Baths, 1,549 SqFt Days Listed: 181
-3.37% ($31,000) 2 Price Changes : Last Change 36 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 75ft.

Discover Key West Charm in this Canal Front Gem! Welcome to this stunning 3-bedroom, 2-bathroom home, perfectly situated on a serene canal. This property embodies the essence of Florida living with its inviting features and picturesque surroundings.Charming Interior: Step into a spacious living area with wood beams and Chicago brick flooring, seamlessly connecting the sitting room and family room for a warm, open feel.Gourmet Kitchen: Enjoy cooking in a stylish kitchen featuring elegant granite counters and a charming bay window that offers beautiful views down the canal.Outdoor Oasis: Glass sliders lead you to an expansive outdoor patio, complete with an outdoor cook station, misting system and landscape lighting perfect for entertaining and enjoying the tropical breeze. Beautiful fenced in gardens filled with a variety of native plants and flowers and a charming brick walkway.Fishing Enthusiasts Dream: A detached fish station and a generous 75 ft concrete dock provide direct access to the water, making it ideal for boating and fishing. Just minutes from Bogie Channel!Peace of Mind: Equipped with impact windows for added security and energy efficiency.Dont miss your chance to own this slice of paradise. Schedule your private showing today!

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 04-22-2025.
Back To TopMore Info
Terms / Privacy / Accessibility ADA