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$849,000
2 Beds ⋅ 2 Baths ⋅ 618629 MLS
GREAT INVESTMENT OPPORTUNITY! $849,000 Best price property in Pine Channel Estates, Big Pine Key. Fully furnished. Remodeled 2 bdrm/2 full bath + BONUS room (3rd bdrm/office). 75' Canal frontage. Total sq.ft. 1934 w/heated sq.ft. 1277. 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. Low Insurance costs. Generous and impressive one level living space is perfect for entertaining and family gatherings. Located in a sought-after subdivision highlighting deep, 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. Just 30 mins to Key West! Own your slice of paradise in the Florida Keys today!

29544 Independence Ave, 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
$2,900,000
3 Beds ⋅ 4 Baths ⋅ 618739 MLS
Spectacular Open-Water Retreat with Unmatched Sunset View This exceptional open-water property offers breathtaking western-facing sunset views and premier ocean access with no bridges--perfect for boating enthusiasts. Enjoy privacy and natural beauty bordering the Florida Key Deer Preserve. The property features over 200 feet of concrete seawall, a 35' x 15' boat basin making it ideal for waterfront living. Step inside this impressive concrete-built home, where water views surround the main living area. The spacious living room showcases vaulted wood ceilings and abundant natural light. The home offers three en-suite bedrooms, plus an additional full bath conveniently located off the kitchen. Designed for true Florida Keys living, the resort-style in-ground pool and tiki hut are perfectly positioned to take in the spectacular western sunset views, creating an unforgettable setting for relaxing evenings and waterfront entertaining. Additional highlights include: Impact windows and slidersLarge attached garage Separate utility/storage building Exceptional privacy Direct ocean access This is a rare opportunity to own a private, west-facing luxury estate that seamlessly blends modern construction, boating convenience, and breathtaking sunset views.

29581 Richard Rd, Big Pine
$2,499,000
3 Beds ⋅ 2 Baths ⋅ 618401 MLS
Tucked away on 2 gated acres along the pristine waters of Bogie Channel, Dei Paradiso is a one-of-a-kind open water estate offering total privacy, resort-style amenities, and world-class boating access to both the ocean and backcountry. Just a mile off the Overseas Highway, peace and convenience converge in this tropical retreat. Awaken to dazzling sunrises and wind down beneath the glow of moonrises over the channel, all from your expansive 1,500 sq. ft. saltwater pool, wrapped in swaying palms and endless sea views. Inside, the open-concept living space connects effortlessly to the outdoors, with floor-to-ceiling glass bringing the water right to your doorstep. The heart of the home is a chef's kitchen built to impress: quartz counters, a six-burner gas stove, four ovens, stainless steel appliances, and a massive island with seating for eight — ideal for gatherings and memory-making. Outdoor features abound: a private sandy beach, multiple dining and lounging areas, a 50-foot RV pad with 30/50 amp service overlooking the water, and a 40x40 four-bay garage for your boat, cars, and toys. A dock permit is in progress, opening up quick access to prime fishing grounds and sandbars. Surrounded by flowering tropical plants and a bounty of fruit trees, including Hayden mangoes, Catalina avocados, and Key lime hedges, this home is as nourishing as it is beautiful. Built like a fortress, Dei Paradiso features poured concrete construction, CBS walls, hurricane windows/shutters, prestressed beams, and a standing seam aluminum roof. Elevated for peace of mind with living spaces over 15' above sea level. A rare and radiant offering in the Florida Keys. Dei Paradiso isn't just a home...it's a legacy.

1233 Ave A, Big Pine
$120,000
617719 MLS
Positioned just off US-1 (Jimmy Buffett Memorial Highway), this parcel of land benefits from excellent visibility and accessibility, supporting a wide variety of potential commercial uses. Potential for securing valuable ROGO points for future permitting needs in Monroe County (buyer to verify the number of ROGO points with the County).

Lot 6 Vacant Land, Big Pine
$699,000
4 Beds ⋅ 3 Baths ⋅ 616469 MLS
699,000 for 2 units. Great price reduction on income producing CBS duplex in Big Pine Key. Good boating with direct access to Bogie Channel. Large lot with full seawall. Interior is cute and tidy and would be easy to rent or live in one side and generate extra income. Fully furnished. insurance ESTIMATE with owner occupied on 1 unit: 1410 Homeowners, Flood 4000.00 windstorm 8530.00.

1433 Sunset Rd, Big Pine
$1,800,000
3 Beds ⋅ 2 Baths ⋅ 618850 MLS
This beautifully maintained 3-bedroom, 2-bath concrete block home truly has it all. Designed for comfort and peace of mind, the property features impact windows and sliders throughout. Step inside to a spacious living room that flows seamlessly into the dining area, where triple sliding glass doors open to a screened patio--perfect for enjoying the coastal breeze and tranquil water views. The kitchen offers stainless steel appliances and granite countertops, offering both style and functionality for everyday living or entertaining. Offered fully furnished--including kayaks--this home is truly move-in ready, allowing you to start enjoying the waterfront lifestyle from day one. Boaters will appreciate the 12,000 lb boat lift and excellent access--just minutes to Pine Channel and open water--making it easy to spend the day fishing, diving, or cruising the turquoise waters of the Florida Keys. Set along a peaceful canal with serene salt pond views, this waterfront retreat offers privacy, island charm, and direct boating access right from your backyard. Whether you're searching for a full-time residence or a relaxing coastal escape, this home delivers the true Keys lifestyle.

29549 Forrestal Ave, Big Pine