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$869,500
2 Beds ⋅ 2 Baths ⋅ 621100 MLS
Boating and open-water views await! This Big Pine Key property offers unobstructed water views along with 150 ft. of concrete seawall, protected dockage, and plenty of potential for the buyer who's ready to add some TLC. The spacious 1,291 sq. ft. living area features beautiful water views from the front porch, great room, and main bedroom. A screened porch and open deck overlook the canal that provides quick boat access to Bogie Channel, the Atlantic, and the backcountry. The 12,165 sq. ft. property includes ownership to the middle of the canal and provides ample parking. 540 sq. ft. detached garage plus an additional 144 sq. ft. of storage. Accordion shutters protect some of the windows. Cash buyers only - bring your vision and create your own Keys retreat!

31364 Ave J, Big Pine
$749,900
3 Beds ⋅ 2 Baths ⋅ 620858 MLS
A Boating/Fishing Dream Home.... This Canal Front Stilt home sits on an oversized corner lot, in ''Key Deer Refuge'', beautiful wild-life and Key Deer abound, 2/bedroom, 2/bath, a 3rd bonus room, you may use as a bedroom or office, a spacious Living/Dining/Kitchen with lots of light, stainless appliances, impact windows, Bamboo/tile floors. Enjoy the Florida Keys Lifestyle on your Boat docked at your back door, at 'L' shape total 63' concrete dock with electric and water at dock with pavers adjoining the dock awaits a sitting area/picnic table, Tiki Hut or pool, paver driveway, minutes to the Gulf and the Famous ''Content Keys''. Entire property is fenced for privacy, an irrigation system, mature palms, fruit trees and beautiful vegetation, an extra side yard with (50 Amp electricity), sewer and water for parking an RV or storage of your boat trailer, a camera system will convey, plenty storage/work-space downstairs with a generator (to be connected), exterior freshly painted, plus many renovations. Room for a pool or Tiki Hut, Boat ramp is on Bittersweet about 50' from property. May Vacation Rent, Annual Rent or use as a primary home or fish camp, owner's closet downstairs for your convenience. Own your Piece of Paradise!!!Pro Pics coming!

1821 Bittersweet Ave, Big Pine
$799,000
3 Beds ⋅ 2 Baths ⋅ 620011 MLS
It's your lucky day! The last buyers had to cancel their contract for personal reasons prior to inspections. Whether you enjoy fishing and diving or prefer kayaking and paddle boarding through the beautiful waters of the Lower Keys, this updated 'Old Keys' home offers the perfect base for quick access to Bogie Channel, the Atlantic, and the backcountry. Situated on a 50' x 100' lot, the 2-story, single-family residence features a cut-in boat slip with a boat lift beneath the expansive great room, along with its own boat ramp on the side. The frame with stucco upstairs offers 1,380 square feet of living space with 2 bedrooms, 1 bath, and a spacious great room with impressive water views. The original structure has high cathedral ceilings with wood beams and beautiful hardwood floors. Generously-sized, the updated kitchen includes abundant cabinet space, granite countertops, and a large island. The CBS ground level has a grandfathered-in, 600 sq. ft. living area that provides the 3rd bedroom and 2nd bathroom creating an ideal in-law suite; plus 300 sq. ft. devoted to storage as well as the washer and dryer. Impact-resistant windows were installed upstairs in 2021, and new ductless AC/heat systems were added both upstairs and downstairs in 2022. Panel shutters protect the downstairs jalousie windows. Please note that the upstairs and downstairs living areas are not connected by an interior staircase. This long-established neighborhood is also home to local favorites and landmarks including the No Name Pub, No Name Bridge, and the Old Wooden Bridge Resort and Marina with boat ramp.

30937 Baileys Ln, Big Pine
$1,199,900
2 Beds ⋅ 2 Baths ⋅ 619915 MLS
SELLER WILL GIVE A $20,000.00 BUYER CLOSING CREDIT! Welcome to your private paradise in the Lower Keys! This beautifully updated 2-bedroom, 2-bathroom two-story home offers the ultimate island escape with unmatched privacy -- no direct neighbors on any side, just peaceful surroundings, tropical landscaping, and the charm of the native Key Deer. Designed for true Florida Keys living, the outdoor space is a showstopper. Enjoy a brand-new heated concrete pool, concrete dock with both a boat lift and jet ski lift, and an elevated sundeck perfect for sunbathing or taking in serene canal views. The professionally landscaped backyard creates a lush tropical retreat complete with paver decking and a tiki hut ideal for entertaining or relaxing poolside. Inside, the home features numerous upgrades and renovations throughout. The fully enclosed and renovated ground level provides excellent guest accommodations, entertaining space, and additional storage, along with a separate laundry room for added convenience. Both levels are equipped with impact windows and doors, as well as electronic roll-down screens for shade and storm protection. Whether you're boating, entertaining, relaxing by the pool, or enjoying the surrounding wildlife, this exceptional property captures the very best of Lower Keys waterfront living.

3746 Park Ave, 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
$975,000
2 Beds ⋅ 2 Baths ⋅ 619692 MLS
Peaceful serenity found on this 22,077 square foot property with a cozy two bedroom one and one-half bath. Open concept large kitchen and living room leading out to the expansive deck overlooking the canal. Both bedrooms also have doors leading to the wrap around deck! The cathedral ceilings and wood trims give this home beach cottage character! The lower level has an amazing amount of storage with built in shelving. The canal side of the property boasts both a new 40 ft dock with a 10,000 lb. boat lift and a seawall. Easy access to open water! You won't believe the size of this property, plenty of space to park your boat trailers or put in a huge inground pool. Eden Pines is truly a sought after neighborhood, with lots of wildlife everywhere including your daily key deer visitors!

29131 Watson Blvd, Big Pine
$895,000
619470 MLS
Rare opportunity to acquire six contiguous commercially zoned lots totaling approximately 31,500 square feet in Big Pine Key. Offered as one combined property, this 150' x 210' site provides flexibility for a variety of commercial uses, contractor storage, or future redevelopment. The property includes both 30562 and 30582 5th Avenue and features a mix of cleared land and an existing structure, along with fencing and prior utility connections, making it well-suited for immediate use or long-term investment.

30582 5th Ave, Big Pine
$6,799,000
2 Baths ⋅ 618896 MLS
Triton Sea Center represents one of the most compelling marina acquisition opportunities in the Florida Keys. Strategically located at 29740 Overseas Highway in Big Pine Key, this fully renovated, turnkey marina combines income-producing operations with premium waterfront real estate. Set on 1.27 acres with both canal frontage and prime highway exposure, the 50,406 sq. ft. upland parcel offers outstanding accessibility and visibility. The 14,198 sq. ft. facility includes a CBS constructed retail space and a metal boat barn designed for efficiency and durability. The marina accommodates 71 total slips: 24 interior dry racks, 22 exterior racks, 16 ground slips, 7 wet slips and room for 2 additional slips along 130' concrete seawall Operational infrastructure includes a 28,000 lb travel lift, fuel dock with six 500-gallon tanks, 5,000 lb/day commercial ice machine, walk-in cooler, offices, storage areas, and 18 dedicated parking spaces. The retail operation offers boating supplies, apparel, and convenience items, creating diversified income streams. Renovated in 2022 and maintained in mint condition, the property reflects pride of ownership and operational excellence. Suburban Commercial zoning allows for continued marina and retail operations in this high-traffic, high-visibility location. This is a rare opportunity to acquire both business and real estate in one of the most desirable boating markets in the world.

29740 Overseas Hwy, 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
$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
$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
$2,150,000
3 Beds ⋅ 3 Baths ⋅ 617619 MLS
Discover the easygoing charm of the Lower Keys at this .81-acre waterfront estate, featuring a two-bedroom, two-bath main house and a one-bedroom, one-bath guest cottage with views over Bogie Channel. Enjoy leisurely days entertaining under the large poolside tiki hut or on the covered platform at the end of the 463-foot pier—perfect for relaxing with family and friends while watching sunsets after a fun day on the water. The platform is equipped with a boat lift, floating jet ski dock, and an outdoor kitchen. The completely renovated, two-story CBS main home offers a spacious 1,950 sq. ft. living area with enough space to possibly add a third bedroom if needed. Large impact-resistant windows allow for views of peaceful sunrises and moonrises over the property and open water. The updated 536 sq. ft. frame-stucco guest cottage gives visitors their own comfortable retreat. Thoughtfully planned lighting enhances the 35,330 sq. ft. fenced property. Monroe County's small Palm Villa Park borders the southern edge, and the County owns the land directly across the street to the north, intended to remain undeveloped. Move-in ready and tastefully furnished, this tranquil slice of paradise is just minutes from local shops and restaurants, and only 30 miles from lively Key West. (Note: Living Area Sq. Ft. Source is the Property Record Card.)

30468 Oleander Blvd, Big Pine
$849,000
2 Beds ⋅ 2 Baths ⋅ 618629 MLS
Seller's Motivated!! Bring Offers!! Well established, highly sought out waterfront community Pine Channel Estates, Big Pine Key. 2 bdrm/2 full bath + BONUS room (3rd bdrm/office/sunroom). 75' Canal frontage. All new SS appliances. Metal roof, impact windows and garage door, vinyl siding, tankless water heater, gutters, hurricane shutters, fence, covered patio, large garage and RV/Generator hookups. Generous and impressive one level living space is perfect for entertaining and family gatherings. Deep canal, quick open water access to the ocean and back country for stellar world class fishing, lobstering, diving and snorkeling. Loads of parking. Bike to the nature park, shops, restaurants, water sports, groceries and pharmacy. Take a short boat ride to KiKi's for a delicious meal and live music. 30 minutes to Key West! This property is elevated and ideal as a primary, second or investment. Use your creativity when enhancing your island style to the vast outdoor canvas with a pool/tiki hut. Own your slice of paradise in the Florida Keys today!

29544 Independence Ave, Big Pine