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$450,000
Big Pine Key
Tropical Bay   - MM: 30.50
2 Bed, 2 Baths, 654 SqFt Days Listed: 45
-14.29% ($75,000) 2 Price Changes : Last Change 9 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.

$647,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 94
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

This 2-bedroom 2-bathroom 1056 SF home is in Big Pine Key. Has updated bathrooms, flooring and Stainless-steel appliances. Plenty of room to park all your vehicles, trailers, and RVs. The yard is partially fenced and perfect for your pets or kids. The home is also located on a plugged / swimming canal that is perfect for swimming, A large storage shed is located on this low maintenance property. The owner has recently added new gravel. Make this your own piece of paradise!

$649,900
Big Pine Key
Doctors Arm   - MM: 30.50
3 Bed, 3 Baths, 1,080 SqFt Days Listed: 26
-3.00% ($20,100) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Davit Pads50f

Updated CBS 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 CBS home has been tastefully updated, featuring stainless steel appliances, new 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.

$675,000
Big Pine Key
Doctors Arm   - MM: 30.50
2 Bed, 2 Baths, 1,080 SqFt Days Listed: 179
-2.88% ($20,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.Concrete

Highly desirable Doctors Arm waterfront location! Great price point with excellent deep water access to both the Atlantic Ocean as well as the Gulf. Two bedroom with two full bath concrete home. Wonderful open concept, as well as a fully screened patio with built-in Bar and grill. 50ft dockage with Davits. Metal roof and new AC. Ready to move in condition.

$699,000
Big Pine Key
Tropical Bay   - MM: 30.50
2 Bed, 2 Baths, 888 SqFt Days Listed: 260
-6.68% ($50,000) 2 Price Changes : Last Change 26 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits124ft.

*** MOTIVATED SELLER NEW METAL ROOF, NEW CENTRAL A/C ***Welcome to this waterfront paradise on Big Pine Key! Charming 2 bedroom, one-and-a half-bath, corner canal CBS home is a boaters dream, featuring two concrete docks, a generous 70 and an additional 54 complete with two davit sets for all your watercraft needs. A total of 270 of canal front, situated on a fenced 15,045 square foot lot. This fully furnished property offers the perfect blend of privacy and convenience. Kitchen credit offered. Close to shopping and dining yet a very private location. The nearby bridge has a clearance of 7 feet. Excellent boating to Bogie Channel. Lot can be subdivided. Owner financing considered with a large down payment. Big Pine Key where time truly moves slower.

$699,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,020 SqFt Days Listed: 6
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.

$729,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
3 Bed, 3 Baths, 1,474 SqFt Days Listed: 254
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Davit Pads60ft.

BACK ON THE MARKET, seller financing fell through. 3 bedrooms, 2 bath home on a 75-ft-wide plugged canal. Updated kitchen with stainless steel appliances and tons of cabinet space plus a separate dining area. Cathedral ceilings in the spacious family room with an adjacent sunroom. Master bedroom has cathedral ceilings, solid oak floors and custom built-ins. The huge en suite bath is a spa-like oasis featuring a separate shower and tub for soaking. Two additional bedrooms and a second full bathroom. Fully enclosed two car garage which also provides an abondance of additional storage with built-in shelving. Spacious fully fenced backyard, second-floor rear deck which overlooks the canal.

$770,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 180
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
Tropical Bay   - MM: 30.50
1 Bed, 1 Baths, 1,008 SqFt Days Listed: 176
-6.06% ($50,000) 2 Price Changes : Last Change 75 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 with its 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. 188 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.

$779,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,039 SqFt Days Listed: 310
-2.50% ($20,000) 1 Price Change : Last Change 85 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

**Open House Saturday 11/2/24 @ 1:00pm-3:00pm**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!

$799,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 30
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

**Open House Saturday 11/2/24 @ 11:00am-1:00pm**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!

$849,000
Big Pine Key
Port Pine Heights   - MM: 29.00
3 Bed, 3 Baths, 1,224 SqFt Days Listed: 66
-5.56% ($50,000) 1 Price Change : 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!

$869,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 211
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.

$890,000
Big Pine Key
Port Pine Heights   - MM: 30.50
2 Bed, 2 Baths, 1,042 SqFt Days Listed: 12
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!

$900,000
Big Pine Key
Hollerich Subdivision   - MM: 31.00
2 Bed, 2 Baths, 962 SqFt Days Listed: 19
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits120ft.Concrete

House is move in ready for owner occupant, vacation rental or 2nd home and can be sold fast. Spacious double canal front lot with quick access to Gulf or Atlantic from Bogie Channel. 120 ft. concrete seawall with 2 step down docks & 10,000 lb. davits. 2 Double entrance gates for easy parking of your boats, RV, trucks/cars. Room for pool or to add on to house. Paver driveway and sidewalk gate entrance. Paver back patio. Storage under house with bath. Storage shed on side of house. Metal Roof, Impact windows and shutters for back up. Tile floor throughout. Custom cabinets, soft close. Stainless kitchen appliances. Central Ac. Being sold mostly furnished. Has been connected to central sewer. Sewer infrastructure fee has also been paid so wont be on your tax yearly. No open permits or expired . No open code violations. AE8 flood zone, Improved subdivision, tier 3. Close to a great community park that offers tennis, racquetball, bocce, skateboard park, walking/exercise trail, baseball field. Bahia Honda beach nearby and public boat ramp at Spanish Harbor. Easy to show. Dont miss out.

$920,000
Big Pine Key
Punta Brisa   - MM: 31.00
3 Bed, 3 Baths, 1,549 SqFt Days Listed: 9
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!

$945,000
Big Pine Key
Doctors Arm   - MM: 30.50
3 Bed, 3 Baths, 1,572 SqFt Days Listed: 141
-4.06% ($40,000) 1 Price Change : Last Change 8 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits60ft.

ENJOY GREAT BOATING and the peaceful nature that Big Pine Key offers in this desirable section of Doctors Arm. The 40 ft. wide, flow-through canal provides excellent access to Bogie Channel, the Atlantic and back country. Youll find so much character in this 3BD/2.5BA,1572 sq. ft. home with the multiple porches and levels - one step inside and youll be greeted by the soaring ceiling, an inviting window seat and the wood-burning fireplace surrounded by a natural cedar wall. The master bedroom with ensuite bath and private porch are located on the main living level, and upstairs youll find 2 more bedrooms, a full bath, and access to the L-shaped upper story deck from which to enjoy panoramic views and stargazing. The ground level has two separate storage rooms for your toys, fishing gear, dive equipment and more. 6,000 sq. ft. lot has a fully-fenced back yard, 60 ft. wood dock with davits and a terrific, covered fish-cleaning station. Features include metal roof (2009), impact-resistant skylights, impact-resistant fixed windows, accordion shutters; some exterior walls are Hardie-board, and some are cedar. If youve been searching for a home thats unlike the rest, in an area where one can enjoy nature, this is it!

$945,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
4 Bed, 4 Baths, 2,232 SqFt Days Listed: 386
-21.25% ($255,000) 2 Price Changes : Last Change 5 Days Ago
Duplex - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 75ft.Concrete

Income producing property, screened porches, concrete construction, nice sq. footage, fantastic boating, 75 foot concrete seawall, Interior has been updated, tile throughout.Public boat ramp around the corner, minutes to the grocery store and the bus stop for the kids is at the end of the street. This is a family neighborhood with lots of great people. Duplex 2/2 up and 2/2 down

$949,000
Big Pine Key
Whispering Pines   - MM: 30.50
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 59
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.

$949,900
Big Pine Key
Pine Channel Estates   - MM: 29.50
2 Bed, 2 Baths, 1,277 SqFt Days Listed: 19
+0.01% ($100) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 75ft.Concrete

2 Bedroom 2 Bath almost 1300 sq. ft. home with a sunroom that can double as a guest room. 75 ft on canal with concrete seawall and stepdown dock. Garage 40 ft wide canal, straight shot out of canal to Pine Channel for Gulf or Atlantic fishing, diving and boating. Room for pool front or back. Covered back patio. Partially fenced lot can be totally fenced.Tile floors throughout, Accordion Shutters, Impact windows, V crimp metal roof. AE8 Flood zone, Tier 3, Improved Subdivision. Desirable neighborhoodCentral AC & Heat. Connected to central sewer. No open or expired permits, or code violations. No Homeowners Association. Currently rented till 8/31/25 great renters. Buyer to verify any info.

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 11-01-2024.
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