Divider
Content Divider
Total Listings 81
Order By:

$899,900
Big Pine Key
Ross Haven   - MM: 31.00
3 Bed, 3 Baths, 1,296 SqFt Days Listed: 21
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 55ft.

Welcome to Big Pine Key! Beautifully nestled by Mother Nature between Marathon & Key West, it is the hidden GEM of the Florida Keys. Widely regarded as having the clearest & best reefs for snorkeling/diving in The Keys. Hidden away from the congestion, traffic & crowds of upper keys this 2017 dream waterfront getaway & AirB&B money maker (beautifully furnished, fully equipped w/bookings) is all about peace, tranquility & open water fun! Largest model, 1,323 sf of open concept Island Living. Large 5,200 sf lot, metal roof, impacts, 57 dock w/ space for boat/RV/all water toys. Flexible storage space on lower level, immediate open water access (Ocean & Bay). Snowbird Paradise! Deep water fishing, water skiing, swimming, biking, dining & entertainment. Low Key marine life 7 miles, Key West 30

$890,000
Big Pine Key
Port Pine Heights   - MM: 30.50
2 Bed, 2 Baths, 1,042 SqFt Days Listed: 64
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!

$889,000
Big Pine Key
Darios Subdivision   - MM: 31.00
3 Bed, 3 Baths, 1,414 SqFt Days Listed: 151
PreConstructi - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Build your dream home on this cleared corner lot just blocks from Big Pine Key Community Park with ROGO in hand! Plans and price include 3 bedrooms, 2 baths with granite counter tops, tiled showers, tile floors, impact windows and doors, metal roof, hardi board siding, and will be built to Monroe County code. Property had existing structures; electric, water and sewer ready to be tied in. Adjacent lot with additional ROGO is available to purchase as well. Pick your lot, pick your colors! Make an offer! Survey and floor plans in document tab.

$879,000
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 864 SqFt Days Listed: 47
-2.22% ($20,000) 1 Price Change : Last Change 16 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Nestled on a spacious 10,000 sq. ft. ( double lot ), this newly constructed concrete block home offers both comfort and privacy in the heart of Big Pine Key. Featuring 3 bedrooms, one full bath and a half bath, this property is ideal for those seeking a peaceful retreat with plenty of space.Enjoy sunny days by the above ground pool, surrounded by lush tropical landscaping and a fully fenced yard, this layout allows for a natural circular drive around the property. 40 X 12 concrete pad with 30 amp power and water. The home boasts a metal standing seam roof, wind impact windows and doors for added peace of mind. Quartz countertops and on demand hot water in the kitchen.With two sheds and additional storage downstairs, youll have plenty of room for tools, gear or anything you need to make this property your own.Whether youre looking for a full-time residence or a vacation getaway, this home offers the perfect blend of comfort, privacy and convenience. Just a few blocks from the Big Pine Key Community Park. This private location is close to shopping and dining.

$875,000
Big Pine Key
Wickfield Acres   - MM: 30.50
3 Bed, 3 Baths, 1,724 SqFt Days Listed: 55
-6.42% ($60,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Sellers have an assumable VA loan with a 2.5% interest rate! Buyers must qualify. Only the remaining balance of approximately $375k can be assumed by qualified Buyer. A rare opportunity to own a fully cleared and partially fenced ACRE giving you your own private paradise on Big Pine Key! This exquisite Bahamian-style home exudes charm and elegance. As you approach, youll be captivated by the expansive wrap-around deck, ideal for soaking in the stunning views and enjoying warm tropical evenings. Step inside and be greeted by an inviting and spacious interior that boasts over 1,700 square feet of living space. This well-designed layout features three comfortable bedrooms, two bathrooms, and two small office areas, making it perfect for both relaxation and productivity. The heart of this home is a beautifully remodeled kitchen with modern amenities, perfect for preparing meals and entertaining loved ones. Recent upgrades include a metal roof installed in 2018 and a brand-new AC system from 2022, ensuring comfort year-round. The outdoor space is awesome, featuring a concrete pool that has just been refinished, creating an inviting spot for refreshing swims on sunny days. The expansive cabana adjacent to the pool deck provides a fantastic area to relax, entertain, or enjoy poolside gatherings. Additionally, this property boast an RV hookup, offering the perfect solution for accommodating guests. Conveniently located just minutes from Big Pine Park, this property is also approximately 30 minutes from Marathon and 40 minutes from Key West. Zoned for transient rental (Buyer to verify), this property presents an incredible investment opportunity in a highly sought-after location.

$875,000
Big Pine Key
Whispering Pines   - MM: 30.50
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 111
-7.80% ($74,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits75ft.

Escape to paradise in this cozy 3-bedroom, 1-bathroom newly updated with a brand-new metal roof and a modern kitchen. Located in a tranquil setting in the Florida Keys, this home offers a blend of comfort and style with stunning water views. Perfect for families, couples, or small groups looking for a unique and relaxing getaway.**Features:**- **Open Living Area:** Spacious living room with large windows that fill the space with natural light and offer breathtaking ocean views.Brand-New Kitchen:** Recently renovated with sleek cabinetry, stainless steel appliances, and granite countertops - ideal for home cooking and entertaining.Comfortable Bedrooms:** Three well-appointed bedrooms.75-Foot Dock:** Direct access to the ocean for boating, fishing, or simply enjoying the sunset from your private dock.Enjoy the large deck, perfect for grilling, lounging, or dining under the stars.Prime Location: Close to local attractions, dining, and shops. Explore nearby Key West, Bahia Honda State Park, and the best the Keys have to offer.

$869,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 263
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Two Car Garage, Impact Windows, Low Insurances. Welcome to paradise in the serene Eden Pines neighborhood of Big Pine Key, FL. Presenting 29207 Cypress Dr, a charming waterfront retreat offering the epitome of Florida Keys living.This home boasts 3 bedrooms and 2 bathrooms, providing ample space for comfortable living. The open floor plan seamlessly connects the living, dining, and kitchen areas, ideal for both relaxing evenings and entertaining guests.Venture outside to your own private oasis, where a spacious screened in deck overlooks the tranquil canal. Spend your days lounging or fishing off the seawall or exploring the nearby mangroves by kayak. With direct access to the Ocean or the Golf this property is a boaters dream come true.Conveniently located just minutes from shops, restaurants, and attractions, yet nestled in a quiet and peaceful neighborhood, this home truly offers the best of both worlds.Dont miss out on the chance to own a slice of paradise in the Florida Keys. Schedule your private tour today.

$849,000
Big Pine Key
Port Pine Heights   - MM: 29.00
3 Bed, 3 Baths, 1,224 SqFt Days Listed: 118
-5.56% ($50,000) 1 Price Change : Last Change 54 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
Palm Villa   - MM: 30.50
3 Bed, 3 Baths, 1,193 SqFt Days Listed: 4
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

$829,900
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 960 SqFt Days Listed: 108
+0.59% ($4,900) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

BEST VALUE POOL HOME ON THE MARKET! Are you ready to kick back and enjoy the Keys lifestyle? Theres the sparkling salt water pool, gazebo, even an outdoor kitchen to create the perfect retreat for entertaining! This nicely renovated, 3/2 pool home is surrounded by all the nature & wildlife Big Pine Key has to offer! Being sold fully furnished, this home truly provides everything you need! Some of the surrounding lots are county owned for maximum privacy. It has LOADS of covered parking, pavered driveway, large homesite with easy access to boating nearby!Inside youll find an updated kitchen featuring granite counters, stainless appliances and breakfast bar, remodeled bath and newer metal roof. Dont miss this one! Best priced pool home in the lower Keys!

$824,900
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 884 SqFt Days Listed: 11
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: BasinConcrete

Beautifully remodeled, canal front home with cut in boat basin! Located in family friendly, quiet neighborhood, with a view straight down the canal, tropical landscaping, open living/kitchen, 2 bedrooms and a full bath upstairs and the downstairs has lots of storage, one full bath, and a half bath. All new plumbing, electrical, metal roof and impact doors and windows installed after 2017. Completely fenced. Easy to see. Buyer to verify

$799,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 816 SqFt Days Listed: 18
-3.62% ($30,000) 1 Price Change : Last Change 7 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Fixed Brid

Experience Paradise Living in Eden PinesWelcome to your dream home, nestled in the serene Key Deer Preserve on Big Pine Key. This updated 2-bedroom, 2-bath home is perfectly situated in the sought-after Eden Pines neighborhood, offering a private and tranquil retreat surrounded by nature.Step inside to find a warm and inviting space featuring a mix of tile and laminate flooring, stainless steel appliances, and professionally tinted windows with a porch sunshade for added comfort. Modern upgrades include impact windows and doors, a durable metal roof (installed in 2018), and Hardie Board siding, all designed to keep insurance costs low. A weather station adds convenience, while recent termite tenting (August 2024) ensures peace of mind--buyers can assume the warranty in August 2025.The large screened-in porch, equipped with no-see-um screening, offers stunning views of the canal and a fully fenced backyard. The yard is pet-friendly and thoughtfully designed to keep Key Deer at bay, protecting your fruit trees, including Meyer lemon, Persian lime, and grapefruit varieties.Boating enthusiasts will love the 40 dock, complete with water, electric, a fish cleaning station, and room for a boat lift. With excellent boating access via Pine Channel and a 3 draft, its ideal for larger vessels, while the fixed bridge (11 clearance) makes navigating out to the backcountry a breeze.Additional features include 552 sq. ft. of legal storage, currently utilized as a workshop and assumable flood insurance at an attractive rate of $828/year.This home is easy to show, even on short notice--schedule your private tour today and discover the best of Big Pine Key living!

$799,000
Big Pine Key
Wickfield Acres   - MM: 30.50
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 29
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Drive down the secluded lane and you will find nestled on almost one fully fenced acre a property that offers the perfect blend of privacy and potential. Surrounded by the lush natural landscaping of Key Deer habitat, this home provides a serene retreat and is ready to update to suit your style.Inside, youll find an open floor plan with cathedral ceilings that create an airy and spacious atmosphere. The main level features three well-sized bedrooms and two bathrooms, perfect for family living or hosting guests.Downstairs, a workshop and enclosure provide ample space for hobbies, storage, or future projects. Whether youre a DIY enthusiast or seeking a home with character to make your own, this property has endless possibilities.Enjoy the outdoors in your expansive yard, ideal for gardening, entertaining, or simply soaking in the peace and quiet of your private haven. With some TLC, this property could be transformed into your dream home.Schedule your showing today and start imagining the possibilities!

$799,000
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 65
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!

$799,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 82
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!

$795,000
Big Pine Key
Koehns Subdivision   - MM: 30.50
3 Bed, 3 Baths, 1,482 SqFt Days Listed: 6
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.

$760,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,039 SqFt Days Listed: 362
-4.88% ($39,000) 2 Price Changes : Last Change 21 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Price Reduction!!! Pleasant 3 bedroom waterfront home located in Eden Pines Colony. Such a lovely family neighborhood where you can experience the natural beauty and wildlife. This home truly shows well and has gone through recent upgrades such as new flooring, bathroom vanities, new kitchen appliances, and hot water heater. For storm protection and lower insurance rates, house is outfitted with impact windows/doors and has a metal roof (2018). Main living area and kitchen is open concept, which is great for entertainment/family gatherings. Off main the living area you have french doors that lead to your private deck where you can relax and enjoy the island breeze. Exterior of property offers dockage to accommodate a boat and the downstairs unit is a bonus space for workshop and storage. Within minutes away is a neighborhood boat ramp, dog park, grocery store, and restaurants. Do not miss your chance to get this delightful property, located in a relaxed yet festive neighborhood!

$750,000
Big Pine Key
Tropical Bay   - MM: 30.50
2 Bed, 2 Baths, 1,008 SqFt Days Listed: 228
-9.09% ($75,000) 3 Price Changes : Last Change 43 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 one bedroom one bath cottage offers a tranquil escape on a DOUBLE LOT fenced in yard, 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. Easy, to make the house a 2 bedroom home. 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.

$750,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,204 SqFt Days Listed: 154
-6.13% ($49,000) 5 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Motivated Seller! Dont miss this gem in Big Pine Key! Eden Pines neighborhood! This stunning 3-bedroom, 2-bathroom residence offers the perfect blend of modern amenities and island charm. Situated on a spacious 10,000 sq. ft. lot that has ample parking for boat, trailers and a RV. This home boasts an impressive 275 sq. ft. screened-in porch, perfect for enjoying the serene surroundings. The open-concept floor plan ensures a seamless flow between the living, dining, and kitchen areas, making it ideal for both relaxation and entertaining. The kitchen is a chefs delight, featuring stainless steel appliances, gas range, quartz countertops, a mosaic tile backsplash, newer cabinets, pantry, and a farmhouse sink. Whether youre preparing a casual meal or hosting a dinner party, this kitchen has everything you need. The two guest bedrooms are generously sized and share a beautifully updated full bathroom. The primary bedroom is a true retreat with an ensuite bath for added privacy and convenience. Additional highlights of this home include a tankless water heater, rain gutters, and a water collection system designed for the easy maintenance of your fruit trees and yard. Ample storage areas downstairs provide plenty of space for all your belongings. Around the corner a community boat ramp for easy accessibility to launch your boat. Dont miss the opportunity to own this exceptional property in Big Pine Key. Schedule your private showing today and experience the best of island living!

$750,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 232
-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!

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 12-23-2024.
Back To TopMore Info
Terms / Privacy / Accessibility ADA