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$1,019,000
3 Beds 2 Baths 619820 MLS
Accessibility elevator! Welcome to your Lower Keys retreat where comfort, and coastal living come together beautifully along with the convenience of an interior elevator. Situated on the desirable boating canal system of Pine Channel Estates, this 3 bedroom, 2 bath home is designed for those who appreciate the water based lifestyle. Inside, soaring vaulted ceilings create an open and airy atmosphere throughout the home, while the interior elevator offers effortless and/or handicap access and convenience. Expansive living spaces flow seamlessly onto a large screened deck and two additional open-air decks off of the canal side bedrooms, all perfectly positioned to capture peaceful canal views. Elevated above flood and built to withstand severe weather conditions with impact resistant windows and metal roof. For boating enthusiasts, this property is truly exceptional. Featuring two boat docks and a 12,000-pound boat lift, you'll enjoy quick and easy access to the ocean and gulf side right from your backyard. Whether you're heading out for a day on the boat, entertaining guests outdoors, or simply relaxing in the coastal breeze, this home delivers the ultimate waterfront lifestyle. **Handicap accessible with interior elevator shaft ~ Sewer assessment is paid in full ~ Fire & Liability (homeowners) insurance $2,318.30**

29555 Enterprise Ave, Big Pine

$899,000
1 Beds 1 Baths 619787 MLS
This recently built canal front home is situated in a highly desirable area of Big Pine just minutes to the open water. The home has a bright open kitchen with plenty of cabinets, stainless appliances, attractive tile backsplash and built in table with seating overlooking the living area.......From the bedroom with adjoined bathroom there are partial ocean views. There is also a utility room with walk-in closet and washer/dryer next to the bedroom......for convenience and easy maintenance there are impact windows and doors and ''Hardie board'' siding.......There is a wrap-around screened porch from which to enjoy views of the canal and partial open water view.......The very spacious 5250 sf lot with 70 ft of seawall benefits from having a large storage enclosure plus carport and plenty of room for an RV, trailer storage or to build a pool.

31342 Ave I, Big Pine

$1,435,000
4 Beds 2 Baths 619761 MLS
Embrace island living in your own tropical paradise, where comfort, space, and waterfront access create a remarkable oasis for boating and relaxation. Welcome to Pine Channel Estates, the ultimate destination for anglers and water enthusiasts. Currently operating as a successful vacation rental, this gem is ideal for a second home that can offset some of the annual costs of ownership, and furnishings are negotiable in the sale. This elevated, solid concrete home offers quick access to both the Ocean and Gulf, just minutes from world-class adventures! Designed with the serious boater in mind, the property features a 75' concrete seawall, a 17k lb. boat lift, fish-cleaning station, and step-down dock for easy loading. This expansive 4-bed, 2-bath home is ideal for entertaining, with oversized common areas that flow seamlessly for memorable gatherings. The third-floor loft, currently used as a bonus bedroom, offers 360-degree views and a private retreat, while main-floor bedrooms are generously sized with walk-in closets for ample storage. The kitchen is well appointed with a double oven, sprawling counter space, walk-in pantry, and room to host with ease. Unique details throughout include a custom etched mirror in the primary bath that adds coastal charm. Step outside and embrace the Keys lifestyle! A spacious porch, accessible from both the living area and primary suite, is perfect for open-air dining and relaxing water views. Downstairs, the ultimate entertaining area includes a full bar with TV, a large swim spa, plus a 500 lb. ice machine and bait freezer for added convenience. The thoughtfully landscaped yard offers privacy and function, boasting a fenced backyard and ample space for RV or trailer storage. Covered parking provides unique, direct interior access out of the elements. Located in a quiet neighborhood close to dining and shopping, this home blends tranquility with convenience. It is more than a home; it is a waterfront escape ready to be enjoyed!

29562 Saratoga Ave, Big Pine

$1,695,000
4 Beds 3 Baths 619740 MLS
Welcome to the ultimate angler's retreat in Tropical Bay Estates. This elevated concrete waterfront home offers quick access to both the Atlantic and Gulf, putting you in the heart of world-class fishing and diving. Located just a few miles from Bahia Honda State Park, you're ideally positioned for elite tarpon fishing, backcountry action, reef trips, and offshore runs. The dock is built for serious fishermen, featuring a 50' concrete seawall, 15,000 lb boat lift, fish cleaning station, underwater fish lights, and a shaded dockside area with crank out awning, everything you need for seamless days on the water. Built in 1993 with solid concrete construction, the home is designed for durability and comfort, with impact windows and doors, a new metal roof, updated A/C system, and thoughtful upgrades throughout. Inside, you'll find a spacious primary suite with California closet system, whirlpool tub, walk-in shower, and dual sinks, along with two oversized screened lanais to enjoy the coastal breeze. The ground level offers over 1,100 sq ft of enclosed garage space, perfect for storing gear, tackle, and water toys, along with a 250 lb ice maker, multiple freezers. Additional features include a cargo lift, whole-house water filtration and softener system, and tankless hot water. After a long day on the water, unwind just a few minutes walk away at No Name Pub, a local favorite known for its laid back Keys vibe. This is more than a home, it's a Keys Fisherman's paradise Built like a fortress!

30363 Flamingo Ln, Big Pine

$1,490,000
3 Beds 4 Baths 619704 MLS
Not a drive by- Must see inside and the back yard too.....Located on the West Side of the Island with excellent boating access this beautiful pool home is an entertainer's dream place. Stunning Sunsets & Sparkling waters for swimming, snorkeling, paddleboarding. Home features 3 bedroom suites with full baths plus a powder room too. Impact doors and windows, tile floors throughout, Viking appliances, chef's kitchen, wet bar, icemaker & additional drink fridges. Large Tiki Hut with fans, concrete heated pool and chiller too. Bring your big Boat and Smaller one too.....2 boat lifts (20K and 12K), boat house, outdoor shower, swat mosquito system, RV hookup, Terminix warranty, video surveillance, large storage shed, full home surge protection, ample storage inside and out. All tropically landscaped, paver driveways & yard fenced for your pets and privacy. Full concrete seawall & covered boat slip. Home is offered mostly furnished and outdoor furniture is included too. Location! Location! Location! Newer Paint inside-neutral color and new Roof 2025. Outdoor SWAT Bug System too.

1136 W Shore Dr, Big Pine

$649,000
2 Beds 2 Baths 619625 MLS
Accepting a Backup offer! Welcome to your slice of paradise in the highly sought-after neighborhood of Eden Pines on Big Pine Key! This solid concrete construction home offers 2 bedrooms, 2 bathrooms, and 1,036 sq. ft. of comfortable living space, perfectly positioned on the water with a peaceful canal view. Enjoy the true Florida Keys lifestyle from your charming back porch that is ideal for morning coffee, evening cocktails, or simply soaking in the tropical surroundings. The home's durable concrete construction provides peace of mind, while the functional layout makes it a great option for full-time living, a vacation getaway, or an investment opportunity. Located in a family-friendly community, Eden Pines offers a welcoming atmosphere and convenient access to a nearby boat ramp, making it easy to get out on the water for boating, fishing, and exploring the beautiful Lower Keys. There is an RV hook up as well. Perfectly situated just approximately 30 miles from Marathon and 35 miles from Key West, you'll enjoy the balance of peaceful island living with easy access to dining, shopping, and entertainment. Don't miss your chance to own a waterfront retreat in one of Big Pine Key's most desirable neighborhoods! Great insurance rates!

29123 Rose Dr, Big Pine

$1,450,000
3 Beds 2 Baths 619377 MLS
Welcome to your slice of island paradise in Pine Channel Estates in Big Pine Key! This beautifully built 3bedroom, 2bath CBS home offers the perfect blend of durability, comfort, and laid-back Keys living. Constructed with poured concrete floors and designed for peace of mind, the home features a tiled interior, a tiled roof, and convenient accordion shutters throughout. Step outside and embrace the tropical lifestyle, lush surroundings, charming paver walkways, and multiple spaces designed for relaxation and entertaining. Unwind in the screened porch as ocean breezes roll through, or soak your cares away in the hot tub beneath the stars. A cozy gazebo creates the perfect shaded retreat for afternoon cocktails or morning coffee. For boating enthusiasts, this property is a dream come true. Enjoy quick access to open water with your private seawall and boat lift, making every day a perfect day to be on the water. Additional storage provides room for all your gear, from fishing rods to paddleboards. Whether you're seeking a full-time residence, weekend escape, or investment opportunity, this home captures the essence of tropical living where every day feels like a vacation.

29635 Saratoga Ave, Big Pine

$799,000
2 Beds 2 Baths 619333 MLS
Enjoy easy island living in this beautifully updated 2BD/2BA elevated home set along a peaceful plugged canal--perfect for paddleboarding and enjoying the waterfront ambiance (no boating access). Inside, the open living space features vaulted ceilings, luxury plank vinyl flooring throughout, and great natural light, flowing out to a screened porch overlooking the canal. The standout chef's kitchen is fully upgraded with Dacor Professional appliances, including an oversized built-in fridge, 6-burner propane range, dishwasher, and drawer microwave, plus a large quartz island and full wall glass tile backsplash. The home offers two comfortable bedrooms, including one with en suite bath, and a spa-style bathroom with an oversized glass tile shower featuring six shower heads, large vanity, and lighted mirror. Additional highlights include Miele stackable laundry, on-demand gas hot water heater, 2018 metal roof, spacious sun deck, and lower enclosure storage. A great option for a full-time home or island getaway with a peaceful waterfront setting.

75 Lobstertail Rd, Big Pine

$675,000
4 Beds 2 Baths 619277 MLS
This 4-bedroom, 2-bath, 1566 sq. ft. home has so much to offer for the price! A spacious living area separates the primary bedroom and ensuite bath from the remaining bedrooms and bath. Features include tile floors throughout, a separate laundry room, a big sundeck and a ground-level storage enclosure. Covered parking is conveniently accessed from either Avenue C or Sands Rd. The 5,000 sq. ft. lot is landscaped to provide a privacy buffer. If you're a lover of mangos, you're in luck since there are multiple mango trees! Local shops and amenities are nearby, with easy commutes to Marathon or Key West. The Big Pine Community Park is less than half a mile away, offering activities for all ages, including playground, skatepark, tennis, bocce, picnic areas, and more; leashed pets are allowed.

31011 Ave C, Big Pine

$399,900
2 Beds 2 Baths 619119 MLS
Discover the potential in this 2 bedroom, 1.5 bathroom mobile home located in the heart of Big Pine Key! Perfect for first-time buyers or savvy investors, this property offers an excellent opportunity to own in the Florida Keys at an attainable price point. Keep the existing trailer, add on to it, or build something new...it's a blank slate! The 5,000 sq ft lot allows for ample parking for vehicles, boats, or trailers--ideal for enjoying the Keys lifestyle. The fully fenced yard provides privacy and room to expand outdoor living space, entertain, or create your own tropical oasis. There is also a detached storage shed with washer/dryer hookup that adds extra space for storage along with an additional concrete pad for a tiki or additional shed to be installed. Conveniently located near local shopping, dining, and world-class fishing and boating, you'll enjoy easy access to everything the Lower Keys have to offer while still being tucked away in a quiet neighborhood setting. Whether you're looking to get your foot in the door in the Keys market or add to your investment portfolio, this property offers great value and potential.

31247 Ave I, Big Pine

$2,450,000
3 Beds 4 Baths 616722 MLS
Welcome to an exquisite open-water retreat in Big Pine Key, an unparalleled blend of modern luxury and authentic Keys lifestyle. This completely updated and remodeled 3BD/4BA pool home offers panoramic water views from every angle, setting the stage for endless sunrises, sunsets, and starry nights. Designed with sophistication and comfort in mind, each bedroom is an ensuite, ensuring privacy and convenience for family and guests. Beyond its beauty, this property is one of the rare few in Monroe County allowing nightly vacation rentals, boasting a highly successful rental history for those seeking both personal enjoyment and income opportunity. Every detail has been thoughtfully curated, impact windows and doors, corian countertops and two on-demand water heaters reflect quality and peace of mind. The boating enthusiast will appreciate one of the few marked channel systems leading directly to the Gulf of Mexico with the Atlantic Ocean just minutes away. Utilize the 220 sq ft extended dock for your vessel to some the best fishing, diving and boating in the continental U.S. Whether lounging poolside, entertaining on the spacious decks or heading out on the water this property offers an unmatched Keys experience. Rare, refined and ready for your investment this is open-water living at its finest.

31473 Warner Rd, Big Pine

$1,999,000
3 Beds 1 Baths 613036 MLS
Rare Waterfront Property on No Name Key: Your Gateway to Natural Florida Keys Living. Are you seeking privacy, breathtaking open water views, and exclusive boat dockage? Look no further than this exceptional offering nestled in the heart of the Natural Florida Keys. Situated on the private and secluded No Name Key, just a stone's throw away from Big Pine Key, this nearly 2-acre property presents a unique opportunity to own a slice of paradise. Key Features: 2 Acres of Open Water Bliss: Comprising four parcels of land, including two zoned for Commercial Fishing Special District , this property offers versatility and potential for various uses. Whether you envision it as a private retreat or a commercial venture, the possibilities are endless. Protected Deep Water Boat Basin: Boasting a secure deep-water boat basin with direct access to Bogie Channel, this property is a boater's dream. Enjoy seamless navigation to the backcountry, Gulf of Mexico, and Atlantic Ocean, with Bahia Honda and the iconic 7 Mile Bridge just a quick boat ride away. The basin can accommodate multiple vessels with 200' of dockage already, this boater's paradise comes equipped with a permit for an additional 330 feet of concrete seawall and four 3-foot by 25-foot finger piers. Spectacular Waterfront Views: Lot 4 features an existing 3 bedroom 1 bathroom house with nearly 270 degrees of unobstructed open water views. If you prefer to build your dream home, build it on lots 1&2 and keep 3&4 for commercial fishing. Wake up to mesmerizing sunrises and unwind with picturesque sunsets. Your Gateway to Endless Possibilities: Whether you're seeking a tranquil retreat, a commercial endeavor, or the ultimate waterfront sanctuary, this property offers unparalleled opportunities. With plans underway for a new home, you can customize your perfect haven amidst the serene beauty of the Florida Keys. Don't miss out on this rare chance to own a piece of paradise with the very few areas for commercial fishing.

32029 Marginella Dr, Big Pine

$964,999
3 Beds 2 Baths 618556 MLS
Welcome to island living in Big Pine Key. Situated on a desirable corner lot, this beautifully remodeled 3-bedroom, 2-bathroom home offers 70 feet of dockage with davits, providing excellent boating access and true waterfront Keys living. The home has been fully updated, featuring a newer roof, updated windows, modern flooring, renovated kitchen and bathrooms, and upgraded lighting throughout. The property also features a large garage and ample storage space, ideal for boating gear, tools, or recreational equipment. Enjoy privacy, outdoor living, and easy access to open water, nearby parks, and local amenities. A fantastic opportunity for a full-time residence, vacation retreat, or investment property in the Lower Keys.

30368 Killdeer Ln, Big Pine

$699,000
3 Beds 2 Baths 618175 MLS
Nestled in the heart of Big Pine Key, this charming A-frame home offers classic Florida Keys character on an oversized DOUBLE LOT with canal frontage and excellent boating access to Bogie Channel. Built in 1973 and constructed with metal beams, this just-over-1,000-square-foot home blends durability with coastal charm. Or you may just want to demo the house and build your Keys Dream Home on two lots. Additional highlights include an on-demand hot water heater, a seawall, and ample storage for all your island and boating gear. With plenty of room to expand or customize, the expansive property offers endless possibilities. Design a new kitchen or up grade the old. Ideally located just minutes from Big Pine Community Park, this home provides easy access to nature trails, recreation, and local amenities. Whether you're seeking a full-time residence, weekend retreat, or investment opportunity, this canal-front property with quick access to open water is a rare find in the Lower Keys.

31033 Hibiscus Dr, Big Pine

$799,000
2 Beds 2 Baths 617945 MLS
Custom-built 2-bedroom, 2-bathroom home (1987) situated on a boating canal in the sought-after Eden Pines neighborhood of Big Pine Key where the Key Deer roam. Short stilted home located on a 6,000 sq. ft. lot the property offers 60 feet of concrete seawall ideal for your boat of choice, with excellent boating access via Pine Channel. Boaters should note two bridges en route with approximate clearances of 8.5 ft and 10 ft; canal depth offers approximately 3 ft of draft. The home features an updated kitchen with all-new appliances (2021) and gas a range. Desirable split floor plan with both bedrooms accessed by a short set of stairs and a side screened porch in the back of the home--perfect for relaxing at the end of the day. Additional highlights include a new HVAC system (2020), roof replacement (2018), ample storage beneath the home. Miami-Dade approved accordion shutters for added storm protection. Well suited as a primary residence, vacation home, or long-term rental investment.

1634 Lantana Ln, Big Pine

$525,000
3 Beds 2 Baths 615054 MLS
Big Pine Key Here's your opportunity to get into a 3 Bedroom. 2 Bath stilt home in the Keys. Metal Roof. Brand New Central A/C & Heat. Sliding door from dining area to Covered Porch. Laundry closet. Garage and Storage. Concrete covered patio or parking. Back yard has concrete slab for a storage shed. Sewer has been connected and paid for in full. Fenced. Easement behind fence line between this home and back neighbor. For utility co. AE 8 Flood zone but house is at 12.1 Rented need notice to show. Buyer to assume current tenants until the end of their lease term (9/30/27). Nice community waterfront park nearby. 2 other Parks on Island. Bike paths on Big Pine. Grocery, Restaurants, Church, Library. Key West 45 min. Marathon 20 min. Miami 2.5 hours.

31171 Ave H, Big Pine

$499,000
2 Beds 1 Baths 616602 MLS
Welcome to this Key West-style home located on Big Pine Key! Situated on a generous 7500 square-foot fully fenced lot, this property offers ample space for parking and storage, making it a perfect island retreat for those looking to escape the hustle and bustle. As you step inside, you'll be greeted by the cozy charm of two bedrooms and a well-appointed bathroom, providing a comfortable living space. The highlight of this home is the spacious upstairs loft, complete with three built-in twin size bunks, ideal for accommodating guests or creating a relaxing sanctuary for yourself. For added convenience, the property features an outdoor shower, perfect for rinsing off after a day of island activities, and a storage area to keep your belongings organized. The loft also offers a unique feature—an exit leading to the rooftop that provides stunning views of the open water, perfect for enjoying the island breeze and picturesque sunrises. Conveniently located approximately 30 miles from Key West and 25 miles from Marathon.

31541 Ave A, Big Pine

$615,000
3 Beds 2 Baths 615736 MLS
**Price Improvement** Welcome to your slice of paradise in Big Pine Key! This charming 3-bedroom, 2-bath home is an ideal opportunity for families or first-time homebuyers seeking the quintessential Florida Keys lifestyle. Step inside to discover a comfortable and inviting living space, perfect for creating lasting memories. Outside, a small, fenced area provides a safe and convenient space for your furry friends to play. Enjoy the convenience of being just a short stroll from Big Pine Community Park - perfect for recreation and relaxation. For the outdoor enthusiast, boat ramps are easily accessible, offering endless opportunities to explore the crystal-clear waters of the Keys. Indulge in the vibrant local scene with a variety of restaurants and retail stores just minutes away. Beyond the immediate conveniences, this home boasts incredible access to the natural wonders that Big Pine Key is renowned for. Explore the unique flora and fauna, enjoy world-class fishing, or simply soak in the breathtaking beauty of the surrounding nature. An added bonus: this property currently has a VA loan, which may be assumable, offering a potentially significant financial advantage for qualified buyers. Don't miss your chance to own a piece of the Florida Keys dream! Very affordable insurances and flood transfers! Roof new in 2018.

31243 E Ave, Big Pine

$1,850,000
2 Beds 2 Baths 617440 MLS
Open water pool home with breathtaking views of Bogie Channel and direct deep water access to both the Atlantic Ocean and the Gulf. Located on a spacious 13,275 sq ft lot, this solid concrete ground-level residence is a true boater's paradise featuring a 75-foot concrete dock and a protected boat basin. Inside, the 1,980 sq ft home offers a large great room, a Florida Room perfect for sunrise coffee, and a spacious kitchen with quartz countertops and a center island ideal for entertaining. Enjoy the seamless indoor-outdoor lifestyle with a waterfront pool surrounded by tropical landscaping, swaying palms, and a peaceful outdoor patio. The primary suite offers views of the pool and water, blending luxury and tranquility. Built to last with impact-resistant doors and windows and a durable metal roof. Additional features include a one-car garage, beautifully manicured grounds, and regular visits from native birds and Key Deer. Ride your bike across the bridge to No Name Key or walk to the world-famous No Name Pub. Just minutes to shopping, dining, and all the Lower Keys have to offer.

1607 Sunrise Dr, Big Pine

$2,300,000
4 Beds 3 Baths 614697 MLS
Brand-New Waterfront Home - Completed and Move-In Ready. This elevated CBS single-level residence offers 4 bedrooms, 3 bathrooms, 10-foot ceilings, impact-rated windows and doors, durable metal roof, stainless steel appliances, quartz countertops, open-concept living areas, screened porch, private in-ground pool, and covered parking below. Built with modern coastal construction in mind, the CBS structure, impact openings, elevated design, and metal roof provide lasting durability, low-maintenance appeal, and insurance-friendly features for coastal living. The waterfront setting is enhanced by allocated dockage with an approximately 45' access walk leading to a 91' platform, creating a great setup for enjoying boating, kayaking, paddleboarding, and the surrounding water views. Situated on a generous 14,680-square-foot lot with approximately 75' of waterfront frontage, the property captures panoramic Bay/Gulf-front water views and beautiful sunrise exposure. Enjoy boating access via Bogie Channel, with easy access to the backcountry and fast open-water routes to both the Atlantic Ocean and the Gulf. Nearby Looe Key Reef is a favorite destination for snorkeling and scuba diving, with excellent fishing opportunities nearby. Located on the Big Pine Key side of the Bogie Channel Bridge to No Name Key, this setting offers peaceful water views and a unique sense of island privacy. The property can be used as an investment property for vacation rental use, adding flexibility and income appeal. Located near the iconic No Name Pub and surrounded by the natural beauty of Big Pine Key, where Key Deer are a beloved and frequent part of everyday island life. Unlike smaller, more remote keys, Big Pine Key serves as a convenient Lower Keys hub with everyday necessities nearby while still offering the quiet waterfront lifestyle people come to the Keys to enjoy. Construction is complete and ready for immediate occupancy.

30995 Watson Blvd, Big Pine

$1,295,000
4 Beds 2 Baths 617564 MLS
Discover an outstanding opportunity in Big Pine Key with this canal-front, stilted duplex featuring two spacious 2 bedroom 1 bath residences and deep-water boating access. This is an exceptional boater's duplex in Pine Channel Estates where you can enjoy income and lifestyle in one place. Enjoy 75 feet of concrete dockage with a convenient step-down and retaining wall, all situated on a clean, wide canal that delivers you to the ocean or the bay within minutes. Recent upgrades include a brand-new metal roof for peace of mind. One unit has been beautifully updated with modern finishes, while the second unit is rented annually—ideal for buyers looking to live in one home and generate immediate income from the other. Solid construction, excellent water quality, and a prime location in one of the most desirable boating neighborhoods in the Lower Keys make this property truly stand out. Come see for yourself!

29678 Enterprise Ave, Big Pine