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29462 Geraldine St, Big Pine
$995,000
3 Beds ⋅ 3 Baths ⋅ 616759 MLS
Experience the best of Florida Keys living in this highly elevated home set amid the peaceful natural beauty of Big Pine Key. Located in Kohen Subdivision, a historic fishing community where fresh seafood and friendly neighbors are part of everyday life, this property combines modern storm-safe features with old-Keys charm. Perched high on sturdy stilts, the home offers excellent storm protection and generous covered parking below—perfect for storing an RV, boat trailer, or multiple vehicles. Boaters will love the 150 feet of concrete seawall along a clean 50-foot-wide canal, offering direct, easy access to both the ocean and gulf for world-class fishing, diving, and island hopping. The flexible layout makes this an excellent choice for multi-generational living or hosting guests. The main level features a bright, open 2-bedroom, 2-bath design with a large kitchen and screened porch overlooking the water. The private lower-level suite includes a bedroom, bath, living area, and its own covered porch—ideal for visiting family or extended stays. Additional highlights include: Solar hot water heater Metal roof and impact-resistant windows Fully fenced 18,000 sq ft yard with lush native landscaping and a grassy side yard Room for multiple boats and outdoor entertaining space This tranquil neighborhood is part of the Key Deer National Wildlife Refuge, where tiny Key deer, colorful birds, and even wild peacocks wander peacefully. Just minutes to shopping, dining, and all the magic of the Lower Keys, yet surrounded by nature—this property is the perfect blend of comfort, character, and coastal adventure.

29462 Geraldine St, Big Pine

29839 Newfound Blvd, Big Pine
$990,000
3 Beds ⋅ 2 Baths ⋅ 617018 MLS
Welcome to your perfect Keys retreat! This beautiful canal-front home offers everything you need for serene island living and world-class boating. This open and airy split floorplan boasts 3 generously sized bedrooms, walk-in closets, and all new stainless steel appliances in the kitchen. The layout lends itself to entertaining both indoors and out, and the living area is well designed with both functionality and aesthetics in mind. Downstairs, a huge enclosed area provides ample storage for all your gear, and a fenced yard provides a great protected space for landscaping or pets. With 60 feet of canal frontage and a 40-foot dock, you'll have easy access to Open Water with no bridges and some of the best water activities in the Keys! After a day on the water, kick back outdoors next to the fire pit, and take in a pristine sunset while looking out for Key Deer, Manatees or tropical birds. For added peace of mind, this home features a durable metal roof, Hardi siding, and impact windows and doors for low-maintenance comfort. This is true Keys living, offering boating, fishing, and island charm in one beautiful package, offered partially furnished, move-in ready and waiting for you to start your next adventure in paradise!

29839 Newfound Blvd, Big Pine

3633 Blue Lagoon St, Big Pine
$970,000
3 Beds ⋅ 3 Baths ⋅ 618384 MLS
This meticulously maintained 3-bedroom, 3-bath home in Big Pine Key offers exceptional privacy with state owned non-buildable land on both sides of this tranquil property. With 1,314 square feet of living space, it features an open floor plan, strand woven bamboo floors, two en-suite bedrooms and a nice sized third bedroom. The kitchen includes custom granite countertops, soft close cabinets, stainless steel appliances, a farm sink, bar seating, and a custom designed backsplash. Recent upgrades include new hurricane impact windows and sliders, Hunter Douglas Duette Easy Rise blinds, upgraded bathrooms, and a new davit pad for your jet ski or flats boat. This home also comes partially furnished. Engineered metal roof, wrap-around deck, a 50' concrete dock with a 7,500 pound boat lift, covered parking, storage enclosure / workshop, outdoor shower and a screened porch overlooking the water. Enjoy a short boat ride to the pristine Content Keys for snorkeling, diving and fishing. You don't want to miss this one... it's a perfect Keys retreat! Easy to see and a pleasure to show.

3633 Blue Lagoon St, Big Pine

31485 Ave G, Big Pine
$965,000
3 Beds ⋅ 2 Baths ⋅ 620545 MLS
Where open water sunrise views and world-class boating meet, you'll find this elevated waterfront retreat at 31485 Avenue G in Big Pine Key. Offering 3 bedrooms, 2 bathrooms, and 1,196 square feet, this waterfront home features 70 feet of concrete dockage on a clean, approximately 20-foot-wide, 3-foot-deep canal with quick access to the Atlantic Ocean, Gulf of Mexico, Bahia Honda Channel, nearby sandbars, the backcountry, and the Content Keys. Whether your plans include chasing tarpon, pulling stone crab traps, snorkeling, diving, or cruising by boat to waterfront restaurants, this location puts it all within easy reach. Built in 2020, the home features abundant natural light, a metal roof, hurricane shutters, a new A/C installed in 2025, boat davits, a custom concrete fish cleaning station, nautical-style Key Deer fencing, and three storage sheds that convey with the property. The thoughtfully designed interior is move-in ready while offering the opportunity to update the kitchen and bathrooms with your own style. Mature tropical landscaping, including date palms and a rare yellow coconut palm, creates a private island setting. The open lower level may qualify for future enclosure under current Monroe County regulations, subject to buyer verification. A canal bubbler system helps maintain water quality, with an annual maintenance fee currently at $150. Near Grimal Grove and Big Pine Community Park, this property offers the boating, fishing, and waterfront lifestyle that make the Lower Keys so unforgettable.

31485 Ave G, Big Pine

3831 Sunset Dr, Big Pine
$965,000
4 Beds ⋅ 2 Baths ⋅ 616923 MLS
Stunning water views and gorgeous sunsets will be yours from this slice of Keys paradise where the 7,000 sq. ft. setting couldn't be more peaceful! It's a short, 300 ft. canal ride to the Pine Channel; the Content Keys are about 20 minutes away by boat and the Atlantic is also within easy reach. A few of the property's highlights are the 70 ft. concrete seawall with davits, multiple porches, impact-resistant windows and doors, and the soaring cathedral ceiling. Offered furnished, this 2-story, 1674 sq. ft., 4-bedroom, 2-bath home has 2 bedrooms and 1 bath on each level; the upper level has a spacious loft, a porch off the primary bedroom, and more spectacular views. Additional features are covered parking and storage on the ground level, a fish cleaning station and davits. Port Pine Heights is an exceptionally peaceful neighborhood frequented by key deer; the community park for residents and owners is around the corner. Come discover the laid-back Lower Keys!

3831 Sunset Dr, Big Pine

30366 Falcon Ln, Big Pine
$960,000
3 Beds ⋅ 2 Baths ⋅ 615528 MLS
Fantastic CBS canal front Pool home on a double lot in Tropical Bay Estates. Entering into the large Great Room you will find soaring wood ceilings and an open floor plan boasting a true chef's Kitchen with stainless steel Viking appliances, gas range, and large granite bar to gather around. The spacious screened in Porch overlooks the water and is the perfect place to enjoy outdoor dining. Updated with impact windows and metal roof. The 15,500 sq. ft. lot boasts 120' of concrete dockage with 15,000 lb and 10,000 lb Boat Lifts. After a day out on the water relax by the colossal heated and chilled Pool complete with pool bar and umbrella. Located in the heart of Big Pine Key with shopping and dining just minutes away.

30366 Falcon Ln, Big Pine

29559 Ranger Ave, Big Pine
$950,000
2 Beds ⋅ 3 Baths ⋅ 612083 MLS
This well desired location and immaculately maintained home is 5 minutes from world class boating, fishing, diving and snorkeling. Located in Pine Channel Estates for the fastest and easiest direct access to the ocean or the endless options of bay-side boating adventures. Boasting a 75' concrete seawall with a 14K boat lift, davits, and drop-down on/off boat access, there is even a dive board for canal swimming and neighborhood floats. The well appointed home with cedar siding, wrap around decking, dual access wide stairs, double garage with storage and endless views off the back open patio with outdoor kitchen providing an entertainment spot with spectacular sunset views. The fenced yard with tropical landscaping, multiple storage areas, a tackle/dive storage room, bike racks and a dreamy pergola swing overlooking the canal gives plenty of tropical vibes and if that isn't enough enjoy private hot tube time surrounded by lush tropical vegetation. Inside the home is open concept main living with a large living/dining/kitchen area, walk-in pantry, and rated skylights in every room giving plenty nature light. Each bedroom offers sliders to the walk-around porch and deck and stunning barn door entry bathrooms. The owners have created ample storage options for every need or want. There are multiple parking areas for cars, boat trailers and any other toys. This home has been a full-time residence and very well maintained and cared for. Don't miss this perfect island paradise and your chance to create your own family and friend memories. Call today for your home tour.

29559 Ranger Ave, Big Pine

30985 Hibiscus Dr, Big Pine
$946,870
4 Beds ⋅ 3 Baths ⋅ 620193 MLS
Discover a rare combination of privacy, waterfront living, and spacious outdoor enjoyment on this nearly half-acre canal-front property in Big Pine Key. Boasting approximately 130 feet of waterfront, this unique location at the end of the canal offers minimal boat traffic, easy boating access to both the Atlantic Ocean and Gulf waters. Set behind lush tropical landscaping and a gated entrance, the fenced 19,762-square-foot lot creates a private retreat surrounded by mature palms, fruit trees, orchids, and vibrant native plantings. The heated swimming pool serves as the centerpiece of the outdoor living area, complemented by a large screened patio perfect for relaxing, entertaining, or enjoying the peaceful garden setting. Designed with boaters and outdoor enthusiasts in mind, the property offers ample room for multiple vessels, RV parking, and trailer storage, with convenient access through a separate gate. The ground-level residence spans approximately 2,166 square feet and features four bedrooms, two and one-half updated bathrooms, an upgraded kitchen, laundry room, impact-resistant windows and doors, a newer mini-split air conditioning system, and a ceramic tile roof installed in 2017. Additional highlights include abundant storage space, a dedicated workshop area, and extra refrigeration and freezer capacity for fishing gear and supplies. Offered furnished, this home is ready to be enjoyed from day one. Located just a short distance from Big Pine Community Park, residents can enjoy pickleball, tennis, basketball, walking paths, playgrounds, waterfront picnic areas, and community events. Whether you're seeking a full-time residence, vacation home, or private waterfront escape, this property offers the space, seclusion, and Keys lifestyle that are becoming increasingly difficult to find.

30985 Hibiscus Dr, Big Pine

421 Ixora Dr, Big Pine
$940,000
2 Beds ⋅ 3 Baths ⋅ 617711 MLS
Beautifully maintained elevated Florida Keys home offering 2 bedrooms and 2 bathrooms upstairs plus a legal bathroom downstairs. This thoughtfully designed residence sits on a spacious 10,568 sq. ft. lot with ample parking for an RV and/or boat trailer and features quality construction throughout. Home was completely remodeled post Irma down to the studs. The interior showcases porcelain wood-plank tile flooring that extends throughout the home and onto the porch, installed over cement board. All interior walls are insulated, interior doors are solid (except linen closet), and window treatments are consistent throughout the home. Quartz countertops highlight the kitchen, complemented by quartz windowsills, soft-close cabinetry, under-cabinet lighting, and a clean, modern design ideal for everyday living or entertaining. The primary suite features an ensuite bath with Bluetooth capability, while the guest bath includes a stylish vanity light with changeable crystals. Bathroom exhaust fans vent to the ridge vent. Central A/C was installed in 2019, and the water heater was replaced in early 2025. Outdoor living is enhanced by a screened porch with crank-down sunshades, LED strip lighting, and pocket sliding glass doors that fully open to the living area. Recent Trex decking has been added to the stairs and part of the deck. The 10' x 20' Gunite saltwater pool features a swim jet, security net, 5'2'' deep end, and custom solar heating tarp. A weatherproof LED fan is installed in the shaded sitting area below the home. Additional highlights include power-pivot davits, extensive solar outdoor lighting, mature tropical landscaping with fruit trees, and a hurricane-rated garage door rated to 200 mph. The whole-house generator (approx. 4 years old) includes key/electric start, a dedicated generator panel, and can power the entire home including A/C. The downstairs level includes a legal bathroom. Property is completely fenced and cross fenced.

421 Ixora Dr, Big Pine

29175 Aster Ln, Big Pine
$935,000
3 Beds ⋅ 2 Baths ⋅ 618988 MLS
Discover exceptional Florida Keys living in this impeccably kept 3-bedroom, 2-bath waterfront residence on Big Pine Key featuring direct, bridge-free access to Pine Channel--an authentic boater's paradise. Built for performance, longevity, and security, this property includes a metal roof, impact-resistant windows and doors, Hardie Board siding plus solar panels delivering reduced energy costs, low insurance premiums, and complete protection. Water enthusiasts will value the newly constructed 60-foot concrete dock and 13,000 lb boat lift, providing protected storage and convenient access to the Atlantic and Gulf waters. The exterior areas are equally remarkable. Beautiful, professionally landscaped grounds enclosed by a completely fenced backyard create privacy and comfort. Host gatherings in the generous screened-in area or relax in your personal swim spa following a day exploring the waters. Whether pursuing a permanent home, vacation getaway, or rental property, this residence provides the very best waterfront living in the Lower Keys.

29175 Aster Ln, Big Pine

29182 Orchid Ln, Big Pine
$930,000
4 Beds ⋅ 3 Baths ⋅ 618601 MLS
Home at last with room to roam, play & grow on a fully fenced, TRIPLE LOT in Big Pine Key! 15,126 sf of precious Keys land await along with a 4 bedroom, 3 bath well-maintained home, additional bonus room/den, IN-GROUND POOL, multiple covered porches and TWO downstairs enclosures! 2056 sf of living space, all elevated above the flood plain. Oversized bedrooms with generous closets (two guest rooms are 12 x 18 ft!) and the primary with en suite on the opposite side of the house has its own entrance and covered porch. Huge LR with vaulted ceilings and custom bar, dedicated dining room and pantry & laundry off the kitchen. Bonus den off LR is perfect for an office, artist studio, playroom or guestroom. Covered parking for multiple vehicles and vessels under the house and the two legal downstairs enclosures total over 600 sf! Nature abounds on Orchid Lane. The wide-open space is astounding and the peace and quiet is so special. Resting at the end of a dead-end street, the home is flanked on two sides with conservation land (non-buildable lots) and the Key Deer visit regularly. Tropical shrubs, assorted palms and fruit trees run throughout this .35 acre landscape to include pineapple, key lime, banana and mango. The two covered porches allow for Keys living at its best. Whether dining al fresco amongst the trees, reading a great book or simply slowing down to rest in the fresh air, you will love these spaces any time of day. Living in Eden Pines is like going back to a quieter, simpler time. One can truly experience the real Keys lifestyle here. For the occasional boater who also wants a lot of space, this home is the ideal choice. Keep your boat covered and dry at home and when you're up to an afternoon on the water, the Eden Pines boat ramp is just two blocks down the street! So much space inside and out with this home. Perfect for multi-generational living, families of all sizes or an owner who wants tenants for supplemental income. This is a must see!

29182 Orchid Ln, Big Pine

29012 Bigonia Dr, Big Pine
$930,000
2 Beds ⋅ 2 Baths ⋅ 615068 MLS
Get ready to fall in love with this beautifully remodeled 2-bedroom, 2-bath canal-front retreat, perfectly situated in the tranquil and desirable Eden Pines neighborhood of Big Pine Key. Nestled on a rare corner lot boasting an impressive 185 feet of water frontage, this home is a true boater's dream, offering two boat lifts (15,000 lb and 10,000 lb) and effortless access to open water for fishing, diving, or simply cruising the turquoise waters of the Lower Keys. Step inside and be welcomed by a light-filled, coastal-modern interior that blends relaxed island charm with upscale finishes. The open-concept layout flows seamlessly into a well-appointed kitchen, complete with quartz countertops, stainless steel appliances, and sleek custom cabinetry. The spacious primary suite is your personal sanctuary, featuring a walk-in closet and a spa-like ensuite bathroom with a custom-tiled shower that brings a touch of resort living home. Built with both style and strength in mind, the home includes impact-rated windows and doors, a metal roof, and quality upgrades throughout for peace of mind in any season. Outside, the magic of the Keys comes alive. Turn on the mosquito misting system, fire up the grill in your outdoor kitchen, sip cocktails as you watch the sun dip over the salt ponds, and enjoy unmatched privacy and comfort thanks to the spacious corner lot and end of the street location. Whether you're hosting a waterfront gathering or simply soaking in the serene island ambiance, this property delivers that 'every day feels like vacation' lifestyle. If you're seeking easy, breezy Keys living in a quiet, established neighborhood and quick water access, look no further.

29012 Bigonia Dr, Big Pine

29664 Saratoga Ave, Big Pine
$925,000
3 Beds ⋅ 3 Baths ⋅ 619464 MLS
Welcome to your slice of paradise in the desirable Pine Channel Estates on Big Pine Key! This canal front 3bedroom, 3bath home offers the perfect opportunity to create your dream coastal retreat. With a solid layout and generous square footage, this property is ready for your personal updates and vision. Enjoy true Florida Keys living with a screened porch and open balcony, ideal for morning coffee, evening breezes, and taking in serene canal views. Boaters will appreciate the concrete seawall and direct access to open water, making for effortless days on the water. Inside, you'll find a spacious floor plan featuring a large laundry room, abundant storage throughout, and a convenient cargo lift for easy transport of groceries and gear, full house generator. Ample parking provides room for vehicles, trailers, and all your toys. Located just minutes from world class fishing, diving, and the natural beauty of the National Key Deer Refuge, this home offers both tranquility and adventure. Whether you're looking for a full time residence, vacation home, or investment opportunity, this property is full of potential in one of the Lower Keys' most sought after neighborhoods.

29664 Saratoga Ave, Big Pine

29178 Guava Ln, Big Pine
$925,000
3 Beds ⋅ 2 Baths ⋅ 617918 MLS
Enjoy life in one of the nicest spots in the Lower Keys! The clean, 50 ft. wide canal is a short distance to Pine Channel as well as great fishing and diving in the Atlantic and back country, sunset cruises or quiet time kayaking. This 1536 sq. ft., 3BD/2BA CBS home features a spacious great room with cathedral ceiling; two sets of sliding glass doors lead to the large porch overlooking the canal. The well-planned kitchen offers abundant cabinets and counter space. Approximately 774 sq. ft. of storage on the ground level plus covered parking. The fenced, 60 x 115 ft. property offers plenty of room to park an RV or boat trailer and a 60 ft. concrete seawall with step-down dock and boat davits. Impact-resistant windows (2014), metal roof (2015). Add your special touches and updates to this piece of Keys paradise!

29178 Guava Ln, Big Pine

31507 Ave E, Big Pine
$900,000
3 Beds ⋅ 2 Baths ⋅ 614740 MLS
Boater's Paradise in Big Pine Key! This immaculate waterfront home offers beautiful bayviews and 130 feet of canalfront dockage, perfect for offshore Atlantic Ocean fishing or Florida Bay adventures. Located in a prime area, you'll enjoy some of the best boating experiences in the Keys, with Looe Key Coral Reef, Picnic Island, and Content Keys just minutes away. Set on a spacious corner-like lot, this property features a private boat ramp where you can launch your boat with a straight shot to the bay and beyond. Additionally, ample downstairs storage for all your fishing gear and water toys. Inside, the 3-bedroom, 2-bath home offers impact windows and doors, granite countertops, and an open-concept layout for bright, comfortable living. Step outside to a brand-new raised concrete heated pool, or relax in the screened downstairs patio, perfect for entertaining. Situated in a desirable subdivision, you'll be close to local restaurants, parks, and all the natural beauty of Big Pine Key. In addition, this property offers SUCCESSFUL VACATION RENTAL HISTORY. Rental agent can handle for 15%. Don't miss this exceptional waterfront opportunity! Canal on Monroe County's list for full restoration and bubbler system coming soon. SELLER FINANCING offered up to $400K for 10 years.

31507 Ave E, Big Pine

31343 Ave I, Big Pine
$899,000
3 Beds ⋅ 2 Baths ⋅ 618241 MLS
A perfect 1031 exchange property! Active vacation rental with history and future bookings. Built in 2020 and still feels brand new, this beautifully maintained 3-bedroom, 2-bath home is offered fully furnished and ready to enjoy or generate rental income. A 75-foot concrete dock delivers outstanding boating access, placing you just minutes from premier fishing grounds and offering easy routes to both the Gulf and the Ocean. Designed for peace of mind, the home features a 180-mph wind rating, impact windows and doors, Hardi plank siding, and a metal roof. Inside, you'll find luxury vinyl plank flooring, a bright open great room, a dedicated laundry room, and a sleek modern palette. Outdoors, the low-maintenance yard, covered parking, and ample space for boat trailers or an RV make this an effortless and inviting Keys retreat.

31343 Ave I, Big Pine

30451 Hibiscus Ln, Big Pine
$895,000
4 Beds ⋅ 3 Baths ⋅ 617912 MLS
ONE-OF-A-KIND! Custom-built home '2010'on a large 125 X 250 property, 31,250 sq. ft. more than 1/2 acre. 4bd/3bth plus a bonus room for a total 2493 sqft. Perfect for 2 working professionals from home or a big family. Good size bedrooms. 2 are ensuite. Separate Kitchen Dining & Living Room and an extra room for office or hobbies, gym or guest. Concrete slab under house same size of house so lots of covered space for parking or entertaining. A large bar that can seat 15 people. 20 KW propane generator. Large kitchen with custom concrete counter tops, custom edges, and inlays. Doorways have nice bamboo trim. Walk in pantry. 2 on-demand water heaters. Jetted tubs in two of the bathrooms. Surround sound system, Impact windows & doors. Back and front patio decks. Metal roof. Paver driveway. Plenty of room for a pool, rv, vehicles, and boats. Three entrances to the property for parking. 2 other large concrete slabs on property one has a storage shed on it. Government owned property across whole street. Only 3 homes on the street. Beach within 10 mins, public boat ramps, and parks. Shopping center, restaurants, church, gym, bike/walking trails & parks on the island. 45 min to Key West. 20 Min. to Marathon. Virtual Tour and Video available. Insurance is reasonable. House is in a AE flood zone and sits up nice and high. We have elevation certificate. Annual rental currently so No tresspassing and need need notice to show. Rented till 9/1/26

30451 Hibiscus Ln, Big Pine

1633 Lantana Ln, Big Pine
$887,000
3 Beds ⋅ 2 Baths ⋅ 614325 MLS
Located in Big Pine Key, this 3-bedroom, 2-bathroom, canal front Pool Home is a perfect blend of comfort and coastal charm. Enter into the bright and airy Great Room filled with a plethora of natural light through lots of glass windows. The spacious Kitchen is a chef's delight offering stainless steel appliances, ample custom cabinetry, expansive granite countertops, and a central island with peninsula seating for casual dining and entertaining. Two well-sized Guest Bedrooms provide built-in closet storage while the bright and airy Primary Suite boasts a spacious layout, a closet with built-in shelving, and an en suite Bath with a huge shower, dual vanity, and granite countertops. Step outside where you will enjoy true Florida Keys living. Relax poolside on the waterfront pool deck or take your boat off the 15K lb lift for a fantastic day of fishing and diving from your full concrete dock complete with a filet station and swim ladder. The fully fenced pea rock yard offers easy maintenance and plenty of parking. Eden Pines is wonderful coastal community of waterfront homes with neighborhood boat ramp and great shopping, dining and parks just minutes away.

1633 Lantana Ln, Big Pine

29114 Cedar Dr, Big Pine
$880,000
2 Beds ⋅ 2 Baths ⋅ 619829 MLS
Extra adjoining lot adds additional seawall frontage and provides plenty of room for a pool, extra recreational space, and additional parking at this beautifully updated waterfront property in Big Pine Key. This well-maintained home features impact-resistant windows and doors, along with a tranquil canal-side screened porch that creates the perfect setting to relax and enjoy the Florida Keys lifestyle. Inside, you'll find two comfortable bedrooms and two renovated bathrooms, including a spacious primary shower. Luxury vinyl flooring runs throughout the home, offering both style and durability. Additional upgrades include a tankless hot water heater and abundant shaded space underneath the home, ideal for outdoor entertaining, storage, or covered parking. Boating enthusiasts will appreciate the impressive 100 feet of waterfront, featuring an 80-foot concrete seawall along with a wooden section connecting the two concrete seawalls across both lots. The entire perimeter of the property is fenced, providing added privacy and security. A Home Warranty is offered with this property. With expanded outdoor space, updated features, and exceptional waterfront access, this property offers a rare opportunity to enjoy relaxed Florida Keys living in Big Pine Key.

29114 Cedar Dr, Big Pine

29153 Cedar Dr, Big Pine
$880,000
2 Beds ⋅ 2 Baths ⋅ 612919 MLS
This beautiful home sits on TWO LOTS FULLY FENCED and has 100' of canal frontage with a concrete seawall and a #15,000 boat lift. Can easily be converted into a 3/2 with very little expense. Great boating access to both the Atlantic and Gulf. It is move in ready, just bring your boat. Impeccably maintained, this home includes impact windows and doors and a metal roof for EXTREMELY LOW INSURANCE PREMIUMS. This home offers cathedral ceilings and an open floor plan filled with natural light for a bright and spacious feel. The generous quartz counter tops, updated appliances, oversized drawers, and large pantry make the kitchen a pleasure to work in. An oversized master bedroom stretches from one end of the house to the other with tons of closet space and plenty of room for an office, sitting area, or add a 3rd bedroom. It has a large deck overlooking the canal which is the perfect place for outdoor dining and entertaining. The home sits on a fenced 10,000 square foot lot with plenty of room for an addition, a pool & tiki bar, as well as space for your RV and boat trailers. It is nicely landscaped with tropical foliage and has a fenced yard with two large rolling gates. There is a storage area below and an additional shed near the boat lift with an RV hook up. This tropical island home is nestled in the quiet neighborhood of Eden Pines on Big Pine Key in the Florida Keys. Big Pine Key is perfectly situated in the middle of the Lower Florida Keys which offers the most pristine backcountry ecosystem with many islands, creeks, sandbars and patch reefs to fish and explore. Also enjoy world class fishing & diving in both the Atlantic and Gulf just minutes from your house. The neighborhood boat ramp is conveniently located just around the corner.

29153 Cedar Dr, Big Pine

1539 Lantana Ln, Big Pine
$865,000
2 Beds ⋅ 2 Baths ⋅ 618654 MLS
Built like a fortress! This one-owner, CBS home was custom-built by Art Fuchs, one of the best. Most of the 195 ft. corner canal frontage provides an impressive concrete seawall with two step-down docks, davits and a fish-cleaning table. Dotted with coconut palms, slash pines, and a good-sized mango tree, this low-maintenance 7625 sq ft. property is bordered by a 45 ft. wide canal to the east and a 50 ft. wide canal to the south. Enjoy good boat access to the ocean and back country - the homeowners customized the hard top of their boat to easily navigate under the two neighborhood bridges. The 1092 sq. ft. home offers a comfortable, split bedroom floor plan with tile floors throughout, a spacious kitchen, and an inviting screened porch accessible from the living room and primary bedroom. On the ground level you'll appreciate the 480 sq. ft. garage, covered parking and sitting area, and the additional 192 sq. ft. storage area. Metal roof, accordion shutters, and panel shutters for the sliding glass doors. Furnishings to remain for seller's convenience. This piece of paradise in Eden Pines Colony has been lovingly maintained ... it's now ready for a new owner to enjoy and personalize. Make it yours!

1539 Lantana Ln, Big Pine

3987 Gordon Rd, Big Pine
$864,000
3 Beds ⋅ 2 Baths ⋅ 617409 MLS
Tastefully updated and move-in ready so you can enjoy life in the Keys! The recent 8' x 30' composite dock features a 12,000 lb. boat lift providing good boat access to the back country and Atlantic. The outdoor space is maximized for entertaining or relaxing. Inside you'll find the open great room with cathedral ceiling and spacious kitchen with hickory cabinets, quartz counters and a sea glass backsplash. Luxury vinyl tile floors and custom bamboo window treatments throughout, on-demand water heater, impact-resistant windows and doors, freshly painted cedar lap siding. A louvered barn door creates a sense of privacy and solitude on the cool, east-facing porch. The 5,250 sq. ft. lot offers an elevated parking area, boat trailer storage, and RV parking with a 30-amp hookup. Nearby government-owned lots provide habitat for our protected key deer.

3987 Gordon Rd, Big Pine

31464 Ave G, Big Pine
$840,000
3 Beds ⋅ 2 Baths ⋅ 618619 MLS
Just a couple hundred feet from open water, this property provides hassle free boating and peek-a-boo ocean views. Conveniently located between Marathon and Key West, this peaceful escape offers unmatched natural beauty with close proximity to world-famous reefs and state parks. Crafted with quality throughout, the 3-bedroom 2-bath canal front home features a durable metal roof, impact windows and doors, and a bright open-concept layout- ideal for coastal living. The lower level offers a generous space for entertaining along with flexible storage for fishing gear, paddleboards, kayaks, and all your water toys. Boaters will appreciate the 57 feet of dockage, with easy Gulf and Atlantic access. From here, you're perfectly positioned for offshore fishing, backcountry exploring, snorkeling, or diving—just minutes from iconic destinations like Looe Key Reef, Picnic Island, and the Content Keys. Nearby dining, biking trails and wildlife sanctuaries complete the lifestyle, with Key West only 30 miles away. You will appreciate a strong vacation rental history and the ability to seamlessly continue bookings. For a stress-free transition, the property comes beautifully furnished and fully equipped, ready for your immediate enjoyment or rental income from day one.

31464 Ave G, Big Pine

29115 Rose Dr, Big Pine
$813,000
3 Beds ⋅ 2 Baths ⋅ 617747 MLS
Back on the market! Welcome to this meticulously maintained and updated move-in ready canal-front home that offers the perfect blend of comfort, style, and durability. Featuring an inviting open-concept floor plan, this home boasts three spacious bedrooms and two modern bathrooms, all enhanced by LVP flooring throughout. Built above flood level with just the right number of steps to climb, this home ensures both convenience and peace of mind. The freshly painted exterior showcases durable James Hardie siding, complemented by brand-new impact windows and doors. Topped with a sturdy 5V crimp metal roof, this property is designed to withstand the elements. Situated on an expansive 7,500 square foot lot, this waterfront gem offers 75 feet of concrete dock and seawall, providing ample space for docking your boat or simply enjoying serene canal views. Launch your boat at the nearby and convenient community boat ramp. Whether you're seeking a relaxing retreat or a full-time residence, this thoughtfully upgraded home is ready for you to move in and start enjoying the coastal Keys lifestyle. INSURANCES: Flood = $2,428 Wind = $4,467 Homeowners = $702.48

29115 Rose Dr, Big Pine

3714 Pine St, Big Pine
$809,000
2 Beds ⋅ 2 Baths ⋅ 614428 MLS
Welcome to your dream waterfront retreat! This 1,120 sq. ft. 2-bedroom, 2-bath home offers million-dollar open water views, with two sets of sliders from the dining area and living room leading to a spacious screened patio—perfect for enjoying stunning sunsets. Features include: 3 split A/C units for optimal comfort Wraparound walkway for easy access around the home 812 sq ft downstairs enclosure 25-ft dock just seconds from Pine Channel—ideal for boating, fishing, and exploring the Content Keys Vacant lots on both sides for ultimate privacy ✅ Walking distance to a scenic waterfront community park ✅ Nearby bike paths for outdoor enthusiasts Launch your boat and head to the Atlantic, explore nearby sandbars, or enjoy world-class fishing and lobstering. This home is a rare find for those seeking the perfect mix of adventure and tranquility. Don't miss this opportunity—schedule a viewing today!

3714 Pine St, Big Pine

29183 Cedar Dr, Big Pine
$805,000
2 Beds ⋅ 2 Baths ⋅ 618825 MLS
This terrific canal-front home is situated on a fenced, low-maintenance 5,000 sq. ft. lot with 50 ft. concrete seawall and boat lift. The 50 ft. wide canal provides excellent access to the ocean and back-country with only one neighborhood bridge to go under (approx.. 10.5 ft. clearance.) Well-maintained and enjoyed by the owner for many years, it offers Hardi-board siding upstairs, a great screened porch overlooking the back yard and canal, and a convenient walk-around porch that provide easy access to nearly all windows. As you can see in the photos, the yard and sitting area underneath the home are a comfortable setting for entertaining friends! 2BD/2BA with granite counters in the kitchen; offered partially furnished for the Seller's convenience, including the Murphy bed in the living room that makes it easy to have extra visitors. The ground level storage is a generous 351 sq. ft. for your fishing and dive gear, tools, etc.; the enclosure has T1-11 siding. **The Seller is offering a 1-Year Home Warranty for the Buyer's peace of mind. Take advantage of this opportunity to live in friendly Eden Pines Colony!!

29183 Cedar Dr, Big Pine

3667 S Seas St, Big Pine
$805,000
2 Beds ⋅ 2 Baths ⋅ 617339 MLS
Discover your dream waterfront residence in the Florida Keys! Constructed with superior CBS building methods, featuring concrete floors, beams, and decorative railings, this home promises enduring quality. A full concrete seawall and robust 10k lb. boatlift offer convenient access to local sandbars, snorkeling spots, dining venues, and exceptional fishing grounds. The securely enclosed yard provides pet owners and gardening enthusiasts with an ideal outdoor space. This blank landscape stands ready for your unique tropical design elements. Walking into the main living space, you'll encounter a spacious, bright interior featuring vaulted ceilings, distinctive archways, and an expansive 10ft sliding door leading to an additional outdoor entertainment area overlooking the canal. The flooring, crafted over twelve months, showcases a diverse collection of tiles varying in shape, size, color, and texture, carefully arranged to create an artistic masterpiece. Schedule your viewing of this property today!

3667 S Seas St, Big Pine

31226 Hollerich Dr, Big Pine
$799,000
2 Beds ⋅ 2 Baths ⋅ 619707 MLS
Buy a slice of the Florida Keys with this sturdy CBS 2-2 located in one of the most convenient locations available! Boating is a short ride to Bogie channel which offers easy access to both the Gulf of Mexico and the Atlantic! World-class fishing at your fingertips! Also nearby is Big Pine Park, and many amenities like the Winn-Dixie shopping center. More about the house; the first floor currently is secure storage and covered parking. Moving up the steps you will be on the back porch overlooking the 60ft. of concrete dockage. Inside, the home has been tastefully remodeled, furnishings are currently negotiable! Improvements soon to be made not currently shown in photos - paint touchups in the guest bedrooms, and a coat of sealant over the back porch!

31226 Hollerich Dr, Big Pine

3686 Gulfstream St, Big Pine
$790,000
2 Beds ⋅ 2 Baths ⋅ 619308 MLS
Key Deer, Quick Access to Pine Channel, Canal Views & Updated Island Living: Your Florida Keys Dream Awaits! Imagine: breathtaking sunsets painting the sky, the gentle presence of Key Deer just outside your fence, and the tranquility of canal-front living in the heart of the National Key Deer Refuge. This charming 2-bedroom, 2-bathroom home offers a rare opportunity to live in harmony with nature without sacrificing modern comfort. Spend your days boating, fishing, diving, or simply relaxing on your canal-side wrap-around porch, soaking in the vibrant colors of the sunset. Key Deer sightings are a regular occurrence, making this property a true paradise for nature lovers. Enjoy 50 feet of canal frontage with excellent boating access, a control depth of 3', and quick access to open water. Venture out to the popular hot spots on the water, like Picnic Island, or explore Pine Channel from the Atlantic to the Gulf of America. Fish, lobster, and crabs await. Inside, soaring cathedral ceilings create a spacious and airy atmosphere. The updated kitchen features stainless steel appliances, granite countertops, and wood cabinets, flowing seamlessly onto the canal-side porch, perfect for morning coffee or evening cocktails. Upstairs offers a spacious private master suite with a soaring ceiling, a walk-in closet, and a master bath with a soaking tub. Downstairs is the second room, a guest bath, a full-size laundry room with lots of storage, a kitchen, a large dining area, and a living room. 2018 Meticulously updated for comfort and peace of mind, this home boasts impact windows, a new front door, a standing seam metal roof, and updated electrical . Durable Hardie board siding and facia protect the exterior of the home. The yard is fully fenced, adding to the property's appeal. Plus ample storage in the large enclosed lower level. Low insurance rates add to the value! Don't miss your chance to make this island dream a reality! Pre-qualification is available.

3686 Gulfstream St, Big Pine

30471 Coconut Hwy, Big Pine
$790,000
3 Beds ⋅ 2 Baths ⋅ 614717 MLS
Experience the charm of this beautifully renovated split-level home, designed with privacy and elegance in mind. The elevated master suite ensures a peaceful retreat, while additional spaces offer the versatile of an office or separate family room perfect for relaxation or entertaining. Step through the bedroom doors onto a spacious deck, where you can enjoy views of the meticulously landscaped backyard and expansive pool. Nestled on a generous double lot, this property features wonderfully lush greenery, providing seclusion in the tranquil setting of Big Pine Key. Every detail has been thoughtfully considered, from the stylish Plantation shutters and open-concept living area to the new metal roof and AC system. This home truly offers everything you could wish for. Schedule your showing today and experience all the beauty this home has to offer!

30471 Coconut Hwy, Big Pine