Big Pine FL 3 Bedroom Real Estate, Homes, Condos for Sale

3 Beds ⋅ 2 Baths ⋅ 620865 MLS

Experience the beauty of the Lower Florida Keys from this waterfront 3-bedroom, 2-bath home offering breathtaking open water views in Big Pine Key. Enjoy spectacular sunrises, refreshing island breezes, and the peaceful setting that makes waterfront living so special. Wraparound decking and elevated walkways invite you to take in the panoramic views while providing easy access to the home's outdoor living spaces. A rare and valuable feature, the property includes ownership of a portion of the bay bottom, enhancing its unique waterfront appeal. An additional adjacent 50' x 80' lot is also included, providing added privacy, expanded outdoor space. Whether you're relaxing on the porch, entertaining guests, or simply taking in the panoramic water views, this home is the perfect island retreat. Ideally located near world-class boating, fishing, diving, and the natural beauty of the Florida Keys, this property offers an exceptional opportunity to enjoy the waterfront lifestyle. Don't miss your chance to own this unique Big Pine Key property with open water views, bay bottom ownership, and an additional adjoining lot.

31247 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, $200K renovated in the last few years. 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

$1,199,000

3 Beds ⋅ 2 Baths ⋅ 620836 MLS

Experience the keys waterfront lifestyle! This charming 3 bedroom, 2 bath home has peekaboo views of Big Pine Bight and is minutes away from Bogie Channel with NO limiting bridges to slow you down. Only 2 minutes to the Atlantic, and direct access to the Gulf. Equipped with a 10,000 LB boat lift, the boat is also available as a separate purchase. The buyer will get first right of refusal on the boat. There is a separate nicely sized storage room that could also be a workshop. The garage is currently set up as bonus space, it would make a great 'man cave', or play room! This Key West style home is being offered fully furnished as well as an extensive list of required amenities, such as a fully stocked kitchen, bedding and bath towels, to name a few. Bring your toothbrush and fishing rods, drop a line off of the seawall and catch your dinner, or walk to the famous No Name Pub for pizza and adult beverages. Or, enjoy a quiet evening under the stars, in your private heated pool, grilling your catch of the day. The outdoor patio is expansive, private and fenced in, with a puppy area for ease of relaxing for everyone! Newer roof, A/C, and hot water heater.

1657 Watson Blvd, Big Pine

$849,000

3 Beds ⋅ 2 Baths ⋅ 620830 MLS

Situated on an oversized corner lot at the end of a quiet street, this brand-new home is ready to welcome its first owner. Thoughtfully built with durability, quality, and modern design in mind, 281 Pelican Lane offers the perfect blend of contemporary comfort and the relaxed lifestyle of the Florida Keys. Featuring 3 bedrooms and 2 bathrooms, the home is well suited as a full-time residence, seasonal retreat, or monthly vacation rental. The expansive lot provides plenty of room to create your own private outdoor oasis, with space for a pool, tropical landscaping, and entertainment areas. The property overlooks a plugged canal, offering peaceful water views without boat traffic. Enjoy launching a kayak or paddleboard to explore the neighborhood waterways and surrounding mangrove trails, where you can experience the natural beauty and wildlife that make the Florida Keys so special! Call for your private showing today!

281 Pelican Ln, Big Pine

$700,000

3 Beds ⋅ 2 Baths ⋅ 620819 MLS

Welcome to Eden Pines--now offered at an exceptional new price of $700,000! This charming 3-bedroom, 2-bath home sits on a spacious and private 10,000 sq. ft. lot in the heart of Big Pine Key. With a garage, abundant storage, a fully fenced yard, and room to add a pool, this property offers endless potential. Inside, you'll find an inviting open-concept floor plan, two beautifully updated bathrooms, and comfortable living spaces designed for easy Florida Keys living. The covered back porch is the perfect place to relax with your morning coffee while enjoying the peaceful surroundings and frequent visits from the neighborhood Key deer. Located just minutes from the community boat ramp, this home is ideal for boating enthusiasts and anyone looking to embrace the laid-back island lifestyle. Comfortable, private, and now aggressively priced at $700,000, this is an incredible opportunity to own a piece of the Lower Keys. Assumable flood insurance is only 926.00!! Wind 6,121.00!

29160 Primrose Ln, Big Pine

$1,400,000

3 Beds ⋅ 2 Baths ⋅ 620815 MLS

Discover your paradise in the heart of Big Pine Key! This beautifully maintained 3-bedroom 2-bath CBS, stilted home offers the perfect blend of Lower Keys Island charm and all the modern comforts. Step inside to find a bright, wide-open living space designed for relaxed Keys living and entertaining, with plenty of room for family & friends. Outside, your private backyard oasis awaits. Take a refreshing dip in the sparkling pool/hot tub, lounge in the tropical sun, or entertain your guests in the expansive outdoor living areas amidst the lush tropical landscaping. Whether you're enjoying morning coffee watching the sunrise over the Bay or unwinding with a cocktail after a day on the water, this home is designed for year-round enjoyment. Located in the tranquil Tropical Bay Estates community, you'll be literally minutes from world-class fishing, boating diving, nature trails within the natural beauty of the fabulous Lower Keys. Whether you're searching for a full-time residence, a vacation retreat or a profitable vacation investment rental, this exceptional property offers the laid-back island lifestyle you've been dreaming of. Come experience the best of the Florida Keys-where every day feels like a vacation.

1518 Sunrise Dr, Big Pine

$425,000

3 Beds ⋅ 2 Baths ⋅ 620783 MLS

Nestled in a quiet neighborhood on Big Pine Key, this property presents a rare opportunity to create your own Lower Keys retreat. Situated on a spacious 10,000 sq ft lot, the 3 bedroom, 2 bathroom home features an expansive floor plan with all-new sub-flooring already in place, providing a solid foundation for your vision. Whether you're looking to thoughtfully renovate the existing home or take advantage of its ROGO exemption status to build new, the possibilities are yours to explore. Experience the laid-back charm of Big Pine Key, where community parks, local restaurants and bars, shopping, and nearby boat ramps are all just minutes away. This property offers the perfect opportunity to create the island home you've always imagined in a peaceful setting in the Lower Keys.

31368 Ave E, Big Pine

$599,000

3 Beds ⋅ 2 Baths ⋅ 620767 MLS

Welcome to laid-back island living in this beautifully updated 3-bedroom, 2-bathroom home on Big Pine Key. Recent upgrades include a brand-new kitchen with stainless steel appliances, along with impact-resistant windows and doors throughout. The home also features a large downstairs enclosure offering abundant space for storage, tools, bicycles, kayaks, and other island essentials. Outside, the lush tropical setting and low-maintenance gravel yard create an inviting outdoor environment without the burden of extensive upkeep. Tucked away in a quiet community, the property is conveniently located near Big Pine Key Community Park, grocery stores, local restaurants, shopping, and everyday conveniences. An assumable VA loan with a sub 3% interest rate may be available to qualified buyers, subject to lender and VA approval. Assumable Flood Insurance 1010 per year, current windstorm 3500!

31118 Ave I, Big Pine

$1,450,000

3 Beds ⋅ 2 Baths ⋅ 620761 MLS

If you're looking for a property that can wear many hats, this one deserves a closer look! The Big Pine Key Bungalow sits on a spacious waterfront lot where open-water views and glowing sunrise skies set the tone for every day. Whether you're searching for a full-time residence, a vacation retreat, or a turn-key investment with a well-established vacation rental history, this home offers exceptional flexibility. Full of personality and intentional functionality, this turnkey, fully furnished 3-bedroom, 2-bath home was built in 2019 with hurricane-rated steel construction and upgraded smart home features throughout. The east-facing location captures breathtaking sunrises while offering direct boating access to both the Gulf and Atlantic. Inside, you'll find a bright, modern, and spacious home designed to take full advantage of its incredible surroundings. Large impact-rated windows and doors frame sweeping water views from nearly every room, filling the open-concept living, dining, and kitchen areas with natural light. One of the home's standout features is its versatility. Murphy beds allow guest rooms to effortlessly transform into home offices, hobby spaces, or fitness rooms, making it easy to adapt the home to your lifestyle. Thoughtful storage throughout adds even more everyday functionality. Outside, the adventure continues! Set on a large, fenced double lot with ~100ft of canal frontage, the property offers direct boating access to both the Gulf and Atlantic, putting some of the Keys' best fishing, diving, and exploring right at your fingertips. The property also features low-maintenance artificial turf, a heated saltwater pool, plenty of room for boat storage/RV parking, an outdoor shower, many tropical plants and fruit trees, fishing cleaning station, and all the gear that comes with the Florida Keys lifestyle. Whether your perfect day is spent on the water or simply relaxing poolside, you'll feel right at home here!

31536 Ave F, Big Pine

$579,000

3 Beds ⋅ 2 Baths ⋅ 620548 MLS

If you've been searching for an affordable stilted home in the Lower Keys that doesn't feel dated or compromised, this is one of the best values on the market. Built in 2000 and set on a beautifully fenced 5,000 sq. ft. corner lot with large mature trees, this 3 bedroom, 2 bath home offers the elevated Florida Keys lifestyle at a price point that's hard to find. Inside, the home features a great floor plan with the spacious primary suite tucked away on its own side of the house for added privacy, while two guest bedrooms and a full bath are located on the opposite wing. The updated kitchen, in home washer and dryer, and bright, comfortable living spaces make this home feel move in ready. Step outside to enjoy the inviting open front porch, perfect for relaxing and enjoying the Keys breeze. Additional highlights include a post Irma metal roof, downstairs enclosed storage, and plenty of parking for vehicles, trailers, or toys. The location is just as appealing, walking distance to Big Pine Community Park, and only minutes from Winn Dixie, shopping, dining, and other local conveniences. For buyers looking for a well kept, affordably priced stilted home with modern updates, functional space, and a convenient Big Pine Key location, this property stands out as an exceptional opportunity.

31054 Ave J, Big Pine

$999,999

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

$1,650,000

3 Beds ⋅ 2 Baths ⋅ 620510 MLS

LOOKING FOR A KEYS HOME WITH SOLID CONSTRUCTION? Check out this updated 3BD/2BA CBS home in desirable Pine Channel Estates, Big Pine Key -- just 30 miles from Key West and offering low-maintenance living at its finest. Step through the door into an open floor plan filled with natural light. Impact-resistant sliding glass doors blend indoor and outdoor living, while 32''x32'' porcelain tile runs throughout. The kitchen is a showstopper -- quartz counters, stainless steel appliances, two pantries, and plenty of cabinet space. The primary suite is a true retreat with an ensuite bath, two walk-in closets, and a sitting area with room for a couch or desk. Enjoy the screened porch off the living room and master suite for extended outdoor living, then head downstairs to nearly 1,000 sq. ft. of garage and storage space, a covered carport, garden shed, screened sitting area, - all leading out to your private boat lift and davits. The 46 ft. wide canal offers easy access to both the Atlantic and back country, with 75 ft. of concrete seawall and davit ready to go. Poured concrete floors and impact-resistant windows and doors throughout make this home feel like a fortress. Outside, low-maintenance living continues with artificial turf that stays green without a lawnmower in sight, plus a tiki hut, 4-hole putting green, and a newly added paver driveway. With canal frontage and salt pond views, this is your private oasis in the heart of the Florida Keys -- your favorite fishing and dive spots are just minutes away by boat. Come live the Keys life!

29667 Forrestal Ave, Big Pine

$799,000

3 Beds ⋅ 1 Baths ⋅ 620504 MLS

This newly remodeled 3-bedroom, 1-bathroom home is perfectly positioned on a spacious lot in the heart of Big Pine Key, offering 10,275 sq ft of land and an incredible 75 feet of waterfrontage, with a concrete seawall. With quick access to the ocean via Spanish Harbor Channel, this is a boater's dream come true. Inside, enjoy peace of mind with impact-rated windows and doors, a sturdy metal roof, and stylish modern finishes throughout. Outside, there's plenty of room to expand, entertain, or simply relax and soak in the serene Keys lifestyle. Located just minutes from shopping, dining, and Big Pine Community Park, this home combines privacy and convenience in one of the Lower Keys' most desirable neighborhoods.

550 Pine Ln, Big Pine

$549,900

3 Beds ⋅ 2 Baths ⋅ 620410 MLS

Welcome to your piece of paradise in beautiful Big Pine Key! This elevated, stilted home features 3 bedrooms and 2 bathrooms and is centrally located, making a perfect opportunity to stop renting and start owning. Step inside to an open-concept living space and kitchen that overlook the inviting screened-in front porch, creating a bright and open space for everyday living and entertaining. The hallway leads to all three bedrooms, including two comfortable guest rooms and a spacious primary suite with its own bathroom. A second full bathroom is conveniently located near the guest bedrooms. The washer and dryer are located just outside on the front porch for added convenience. This property offers plenty of parking for boats/trailers along with generous storage space on the ground level. The neighboring lots are county-owned, providing extra privacy and preserving the open, spacious feel with no future development immediately next door. Enjoy a short walk to the waterfront or to nearby Big Pine Key Park. Location, Location, Location. Come to Avenue H to see what we are all taking about. Call today!

31179 Ave H, Big Pine

$1,695,000

3 Beds ⋅ 2 Baths ⋅ 620361 MLS

Waterfront coastal retreat in a quiet neighborhood, just 3 houses from open water! This beautifully renovated 3-bedroom, 2-bath stilt home offers coastal comfort with modern updates and relaxed waterfront living. Enjoy breathtaking sunsets from the screened-in balcony, or head down to the 70 ft dock with a 12,000 lb boat lift, perfect for boating enthusiasts. The fenced-in yard features lush fruit trees and outdoor space to unwind, plus room for an RV with 30 amp service. A spacious downstairs provides plenty of storage, making this home as functional as it is inviting. A rare opportunity to own a move-in-ready waterfront home in a peaceful setting!

29162 Bougainvillea Ln, Big Pine

$1,099,000

3 Beds ⋅ 3 Baths ⋅ 620351 MLS

Welcome to this beautifully updated 3-bedroom, 2.5-bath waterfront home situated on a rare 12,000 sq. ft. double lot in the heart of Big Pine Key. Thoughtfully renovated throughout, this spacious two-story home offers bright, comfortable living with plenty of room for family and guests. Inside, you'll find a large living room filled with natural light, a versatile office/den, and an updated kitchen and dining area designed for everyday living and entertaining. Boaters will appreciate the canal access to Pine Channel, providing quick access to both the Atlantic Ocean and Gulf waters. The screened porch overlooking the canal offers a comfortable spot to relax, dine outdoors, or enjoy the peaceful waterfront setting. Outside, the expansive double lot provides plenty of room for parking, pets, and outdoor activities. The open space beneath the home offers endless possibilities for storage, a workshop, recreational space, or an outdoor living area. There's also ample room to add a pool and create your own private backyard retreat. Located in a desirable, family-friendly neighborhood, this move-in-ready property combines generous indoor and outdoor space, waterfront access, and the relaxed lifestyle that makes the Florida Keys so special.

1615 Fern Ave, Big Pine

$1,695,000

3 Beds ⋅ 2 Baths ⋅ 620330 MLS

Welcome to your private Lower Keys oasis, where solid concrete construction meets refined coastal style. This beautifully designed 3-bedroom, 2-bath waterfront home is offered fully furnished and truly move-in ready, featuring impact windows and doors, a sleek 24 gauge standing seam metal roof, and bright, open living spaces made for effortless island living. Outdoors, the home transforms into a resort-style retreat. Enjoy a heated saltwater pool, expansive decking, and a wonderful poolside tiki hut perfect for entertaining or unwinding in the shade. Mature palms and lush tropical landscaping create a peaceful, secluded atmosphere. The fully fenced yard is secure for pets and even has a large parking spot perfect for a boat on trailer or an rv. Boating enthusiasts will appreciate the private concrete dock, and easy access to the pristine waters of the Lower Keys. Some of the absolute best kayaking and paddleboarding spots are just minutes away. With generous 1900 sq ft garage and storage space there is room for all your island toys! This turnkey waterfront escape delivers the perfect blend of comfort, beauty, and adventure. Learn more about Tropical Bay Community: www.TropicalBayEstates.org Owner has obtained ACOE and DEP permits to expand the dockage across the second lot if a buyer wants to add more than the existing 75'.

30463 Hawk Ln, Big Pine

$1,550,000

3 Beds ⋅ 2 Baths ⋅ 620317 MLS

If you've been dreaming of easy waterfront living in the Keys, this beautifully furnished CBS home in friendly Pine Channel Estates is ready to welcome you. Built in 1989 with solid construction, it offers 1,392 sq. ft. of living space, poured concrete floors on pre-stressed beams, and an impressive 754 sq. ft. garage/storage area. Inside, cathedral ceilings and high transom windows bring in plenty of natural light and give the home an open, comfortable feel. Outside, enjoy 75 ft. of canal frontage with a step-down dock, two boat lifts, one of which is rated for 14,000 lbs., and very quick boat access to Pine Channel, the ocean, and the backcountry. The split-bedroom floor plan offers 3 bedrooms and 2 baths; overlooking the canal, the south-facing screened porch provides additional outdoor living. Accordion shutters and a metal roof add peace of mind. Permitted in 2007, the elevator is no longer functional and is being sold as-is. This is a solid, comfortable Keys home where boating, sunshine, and life in paradise are right outside your door.

29424 Forrestal Ave, Big Pine

$1,174,000

3 Beds ⋅ 3 Baths ⋅ 620017 MLS

Nestled in the heart of Big Pine Key, this private canal-front retreat with screened in POOL offers the perfect blend of comfort, space, and island living. Situated on an oversized 21,438 fenced in corner lot with a private gated entrance, the property provides exceptional privacy and a peaceful setting surrounded by tropical beauty. Plenty of space for your RV, Boat Trailer and more. It's a boaters dream. Access the Atlantic or Gulf in minutes. 15,000 lb. Boat lift added in 2024. Inside, the home features 1,774 square feet of thoughtfully designed living space with 3 bedrooms and 3 bathrooms. The third bedroom has a private entrance and could be used as guest quarters or an in-law suite. The updated kitchen showcases modern finishes and functionality, while the beautifully renovated bathrooms reflect today's contemporary style and comfort. Spacious living areas and an inviting layout create an ideal environment for both relaxing and entertaining. Impact Windows and Doors. New AC year 2026. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this canal-front property offers the privacy, upgrades, and Florida Keys lifestyle buyers are searching for. Call to schedule your private tour. Sellers are motivated.

30525 Winifred St, 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. Sellers would appreciate post-closing occupancy of 30-60 days.

30937 Baileys Ln, Big Pine

$1,295,000

3 Beds ⋅ 2 Baths ⋅ 620002 MLS

Homes offering this level of detail, space & modern construction are a rare find in the Lower Keys. Built in 2023 in desirable Pine Channel Estates, this exceptional waterfront home offers 75' of dockage on a deep, wide canal with quick access to Pine Channel. Tucked in far enough to avoid traffic noise, yet moments from open water, the location delivers the best of the Lower Keys lifestyle. Bonus-Low insurance costs! Designed with both luxury & functionality in mind, this split floorplan home showcases extensive upgrades & designer finishes throughout including crown custom built-ins, crown moulding, recessed LED lighting, upgraded designer fixtures, impact windows & doors, & durable Hardie board siding. The stunning kitchen serves as the centerpiece of the home with quartzite countertops, custom cabinetry, premium finishes & abundant space to gather and entertain, while quartzite carries through the bathrooms for a cohesive upscale feel. The expansive upstairs screened lanai creates an ideal indoor/outdoor living space with designer details throughout and plenty of room to relax, dine & entertain year-round. Downstairs offers expansive covered entertaining areas, outdoor shower, hot tub & 300 sq ft enclosure perfect for storage, tackle room, gym, workshop or additional flex space. True laundry/utility room adds practicality rarely found in Keys homes. Custom closet built-ins throughout. Additional features include a cistern (not currently in use), exceptional indoor & outdoor living space, & a beautifully designed waterfront setting built for boating, entertaining & enjoying the Keys lifestyle. The clear canal water here is a standout rarely found elsewhere. Double framed dock for boat lift. Homeowners/Windstorm=$2,645. Flood=$2,164

29663 Saratoga Ave, Big Pine

$799,000

3 Beds ⋅ 2 Baths ⋅ 619969 MLS

Big Pine charm with this newer construction 2021 Affinity home that is turn-key and sits on a stunning double lot with plenty of extra outdoor space. It has 3 bedrooms, 2 bathrooms, porcelain tile floors throughout, a beautiful open kitchen for entertaining and a large patio in the front of the house with a sliding door that let in a wonderful breeze in the evenings. The extra space that the double lot provides gives this property incredible potential for endless possibilities such as a pool, or tiki and whatever else your heart desires to create your very own tropical oasis. Fencing is in place on the sides and rear and partially fenced in at the front. Located just a few blocks from Big Pine Key Park that offers a playground, bike path, skate park, shuffleboard, basketball courts and pickleball courts. There is plenty of parking underneath the house on a concrete slab with a newly constructed enclosure with an 8 foot wide powered garage door with battery back-up. This enclosed space provides plenty of storage space for all your outdoor, fishing and boating equipment. The boat ramps are conveniently located minutes away and are free. The state road 4A ramp on Little Torch is also a great option and is only a 7-minute drive. Property is for sale unfurnished however the washer, dryer, and upstairs appliances are being sold with the home. Just a short drive to Marathon and Key West.

31128 Ave G, Big Pine

$550,000

3 Beds ⋅ 1 Baths ⋅ 619964 MLS

Well-priced Keys living starts here! This 12,500 sq. ft. double lot offers ample parking and room to add a pool, garage, tiki hut, or more. In 2022, the current owner added a metal roof, impact-resistant windows and doors, and Mitsubishi mini-split A/C units. Inside, the home features a spacious great room, three bedrooms, one updated bath, and tile floors throughout. Outside, you'll find a solar light garden, a raised storage shed as well as a covered storage area. Conveniently located near local shopping, parks, and more; it's just 20 miles from Marathon, and 30 miles from Key West. For boaters, there are several boat ramp options in the Lower Keys!

30372 Palm Dr, Big Pine

$1,055,000

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. **NOT AVAILABLE TO SHOW AUGUST 5-15** **Handicap accessible with interior elevator shaft ~ Sewer assessment is paid in full ~ Fire & Liability (homeowners) insurance $2,318.30**

29555 Enterprise Ave, 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

$4,650,000

3 Beds ⋅ 3 Baths ⋅ 619696 MLS

Escape to ''The Castle'', a luxurious gated Gulf-front estate rarely spanning 1.14 acres on Big Pine Key. This extraordinary retreat is a graceful blend of architectural grandeur and coastal charm, thoughtfully designed for both relaxation and recreation. Boaters will delight in an unparalleled offering of 235 feet of dockage total: 140 feet of protected canal-front dockage featuring a 15,000 lb lift, cut-in slip, boat ramp, plus a 95-foot open water pier-style dock with additional 15,000 lb lift and cut-in slip, set against a 130-foot concrete seawall for secure, convenient access. Crafted in 2014 with solid poured concrete, impact-rated windows and doors, whole home generator and elevator, the home is built for enduring elegance. With over 4,600 square feet of refined interior space, this 3-bedroom, 3-bathroom estate is an architect's masterpiece with its stately presence, curved openings, and striking double staircase. Step inside to a breathtaking panorama of endless open Gulf waters and nightly sunset performances. The chef's kitchen is a dream for entertaining, featuring 10.5-foot island with seating for 8, dual sinks, refrigerators, and ovens, plus Jenn-Air 6-burner gas cooktop with pot filler, and rich wood cabinetry. Enjoy the grand family room with Gulf views, host movie nights in the private theater, or dine al-fresco under the stars. Nearby, find the full-size laundry room and storage. The top-floor primary suite is a sanctuary, offering sweeping water views, home office, private lounge with kitchenette, spa-like bath with clawfoot tub, tiled shower and generous walk-in closet with additional laundry. Outside, the resort-style pool beckons with a spa, water features, LED lighting, plus heater and chiller. Rooftop deck with 180-degree views, and unrivaled sunsets await. Offered fully furnished, this is ultimate Keys living without compromise!

3742 Seagrape St, Big Pine

$465,000

3 Beds ⋅ 2 Baths ⋅ 619695 MLS

Charming home on an oversized double lot (12,500 sqft) in Big Pine Key. This 3-bedroom 2 bath home, with an office, features a vaulted ceiling, new mini split air condition units, abundance of natural lighting, French doors leading to a large screened in porch, great entertaining area. A large primary bedroom has another screened in porch off the back that is shared with separate1/1 guest suite. Separate entrance The bonus room was being used as a child's bedroom. A detached storage shed in the back yard as well. The double lot provides privacy and the potential for more storage and a pool.

30461 Poinciana Rd, Big Pine

$2,200,000

3 Beds ⋅ 2 Baths ⋅ 619483 MLS

Experience the pinnacle of Florida Keys waterfront living in this newly constructed (2023) open water home on Big Pine Key. Perfectly positioned to capture breathtaking sunrise views, this CBS-built residence offers a seamless blend of modern coastal design, durability, and effortless indoor-outdoor living. Spanning 1,834 square feet, the home features 3 Bedrooms and 2 Bathrooms, thoughtfully designed with soaring 10-foot ceilings, 8-foot doors, and expansive impact-rated windows and doors that invite in natural light while framing panoramic water views throughout the living spaces and Primary Suite. The heart of the home is the stunning chef's Kitchen, appointed with white quartz countertops, stainless steel appliances, custom cabinetry, and an oversized dining bar--ideal for entertaining guests or enjoying casual waterfront dining. The Primary Suite serves as a tranquil retreat, complete with sweeping water views, a spacious custom walk-in closet, and a beautifully finished modern Bathroom. Outdoors, the property transforms into a private resort. A large waterfront Pool overlooks the open water, while the 75-foot Concrete Dock with a protected cut-in Boat Slip provides exceptional boating convenience with deep water access to both the Gulf and Atlantic via Bogie Channel, renowned for its excellent fishing. Offered fully Turn-Key and rental ready, this property is perfectly suited for a luxury second home or income-producing investment. As a newer construction, it also benefits from lower insurance costs, an increasingly valuable advantage in the Keys. Located in Big Pine Key, home to serene nature preserves, the famous Key Deer, and convenient shopping and dining, you are also just minutes from the pristine beaches of Bahia Honda State Park.

1631 Sunrise Dr, Big Pine

$685,000

3 Beds ⋅ 2 Baths ⋅ 619422 MLS

Eden Pines Gem: Fully updated, low assumable flood Modern Island Living: Updated Stilted Retreat in Golf-Cart Friendly Eden Pines! Welcome to 29175 Violet Drive, a fully updated 3-bedroom, 2-bathroom stilted sanctuary in the heart of Big Pine Key. This home is tucked into the vibrant, family-oriented community of Eden Pines Colony-a neighborhood where neighbors are friends and the island lifestyle is at its best. Boating: The boat ramp is just around the corner and there is plenty of room to park your toys including a one car garage! EXPANSIVE STORAGE BELOW, fully enclosed. Designer Bathrooms: Both the primary and main bathrooms feature beautifully updated showers. Flooring runs through the entire interior and flows seamlessly onto the porch for a high-end, unified look. Updated with newer stainless-steel appliances and an open-concept layout flooded with natural light. Total Comfort: (2019) central AC system replaced. Curated Outdoor Living & Durability: Fresh & Low Maintenance: The home shines with a freshly painted exterior and vinyl hand and porch rails -no rust, no rot, just island beauty. Private Side Yard Oasis: Discover a stunning side yard retreat featuring authentic Key West bricks set against a lush, towering wall of tropical plants. Clean Curb Appeal: An expansive concrete driveway provides plenty of room for multiple vehicles, boat trailers, or RV parking. Upgraded Porch: Expand your living area to the porch! The perfect vantage point for watching the local Key Deer wander and enjoying unbeatable sunrises. Unbeatable Protection & Savings: Current owners receive all mitigation discounts on wind insurance. Fully protected with impact shutters and a durable metal roof (completed in 2019), offering maximum safety and substantial insurance discounts.

29175 Violet Dr, Big Pine

$949,000

3 Beds ⋅ 2 Baths ⋅ 619410 MLS

Bring your boats to this beautifully furnished canal front home. TURN KEY READY! Secluded on a corner large lot with 190 ft. of concrete dockage. Large and open living, dining, and kitchen areas. Lovely, updated kitchen and baths. New beautiful floors, along with impact windows, doors and metal roof. Enjoy swimming in the above ground pool, relaxing on the deck, cocktails at the outside bar, or meeting the adorable friendly key deer roaming the neighborhood. Beautiful yard with room for boats, trailers, and more. The three vacant lots next door to the home are purchased by the County for preservation. This home is completely furnished along with lots of extras included. This house is magical! Successfully rents for $9500.00 during season.

1540 Lantana Ln, 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

$649,000

3 Beds ⋅ 2 Baths ⋅ 619301 MLS

Big Pine Key Pool Home - Nature Lover's Paradise! 3BR/2BA single-family home with pool, outdoor kitchen, and gazebo -- perfect for entertaining and enjoying the Florida Keys lifestyle! Located in beautiful Big Pine Key, this property offers an abundance of parking and is ideal for boating, guests, RVs, or multiple vehicles. Surrounded by the natural beauty of Big Pine Key and its famous Key deer, this home is a dream for nature lovers seeking peace, privacy, and island charm. Spacious outdoor living areas provide the perfect setting for relaxing or hosting gatherings year-round. Perfect for military families receiving summer PCS assignments and looking for a move-in-ready Florida Keys home with space to relax and entertain. Enjoy the best of Keys living with nearby boating, fishing, kayaking, dining, and wildlife viewing. A rare opportunity to own your own island retreat! Seller Motivated!

31147 Ave H, Big Pine

$1,195,000

3 Beds ⋅ 2 Baths ⋅ 619184 MLS

Turnkey and move-in ready, this exceptional waterfront home is being offered fully furnished--including furniture, dishes, cookware, and linens--so you can start enjoying the Florida Keys lifestyle from day one. Situated on an oversized 18,000 sq. ft. double lot with 150' of canal frontage in a quiet, peaceful Big Pine Key boating community, this solid concrete 3BD/2BA home features a desirable split floorplan, tile floors, granite countertops, ample storage, attached garage, impact windows and doors, accordion shutters, and a metal roof. Boaters will love the easy access, including a 75' concrete dock with a 17,000 lb boat lift. The sellers have plans to extend the concrete seawall across the second lot, creating the potential for an additional 75' of dockage. Enjoy outstanding access via Bogie Channel with quick routes to both the Atlantic Ocean and Gulf waters, putting world-class fishing, diving, sandbars, and minutes to Bahia Honda State Park and beach. Outdoor amenities include screened and open porches, a tiki hut, outdoor shower, fenced yard, 50-amp RV service, and abundant parking for boats, trailers, and recreational equipment. The spacious double lot and tranquil setting create the perfect backdrop for relaxing island living while still being close to all the Lower Keys has to offer. A rare opportunity to own a fully furnished, move-in ready waterfront home with exceptional boating access and future dockage potential in the Lower Florida Keys. The unique community zoning allows for marine business and income potential from marine-related services.

29534 Geraldine St, Big Pine

$875,000

3 Beds ⋅ 2 Baths ⋅ 618879 MLS

A true tropical oasis nestled on a 6,600 sq ft lot with lush landscaping and a mature mango tree. Make this well maintained property your new home or INVESTMENT property. Currently in a successful vacation rental program. Fenced in for privacy and that sense of peace and tranquility. The backyard features a 14 x 30 custom concrete POOL with heater, chiller and colored lights. 7 x 7 spa tub and waterfall. Downstairs enclosure storage 20 x 34. Plenty of room for parking with RV parking and connections. 3 bedrooms and 2 bathrooms with 1360 sq ft of living space. Double French doors and impact resistance windows allow natural light throughout the home. Spacious open floor plan. Kitchen updated with white corian counter tops, backsplash and bar. Hall bathroom updated with fully tiled walk in shower and glass door. Upstairs covered balcony patio with plenty of space for dining outdoors and entertaining guests. Located on a plugged canal for convenience of kayaking, paddle boarding or swimming from your 15 x 40 foot wooden dock. This is not a boating canal. Local boat ramps are within 5 - 7 minutes. This island gem is being offered turn key, ready for you to start living your paradise lifestyle. It's truly a must see! Call for your private showing today.

216 Newfound Blvd, 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

$2,499,000

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

$727,000

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

$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 (9/30/26). 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

$630,000

3 Beds ⋅ 2 Baths ⋅ 617725 MLS

Welcome to this elevated 3-bedroom, 2-bath home located in a quiet neighborhood in Big Pine Key. This well-maintained property features an open concept living and kitchen area, perfect for comfortable everyday living and entertaining. All three bedrooms are generously sized, and each includes its own walk-in closet. Impact-rated windows and doors provide added security and storm protection. Situated on a corner lot, the home offers ample room to park multiple vehicles, a boat, boat trailer, or other recreational toys. It is conveniently located near shopping, dining, and a boat ramp. Whether you're looking for a full-time residence or a solid investment opportunity, this home checks all the boxes.

31315 Ave B, 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

$1,121,665

3 Beds ⋅ 3 Baths ⋅ 618357 MLS

Wake up to endless water views and wind down with breathtaking Keys sunsets at this peaceful island retreat. Set on a quiet corner lot, this 3-bedroom, 3-bath home offers the perfect blend of privacy, comfort, and classic Keys charm. A wraparound screened in porch with six sets of sliding glass doors fills the home with natural light and cooling tropical breezes, while rich pecky cypress accents add warmth and character throughout. Across the street, a community park provides a serene green space, and for boaters, the location is ideal—just minutes to Pine Channel, about 20 minutes by boat to the Content Keys, and easy access to the Atlantic. Outdoor living shines with a spacious screened patio, a 10' x 10' tiki hut for entertaining, and a 10,000-lb boat lift ready for your next adventure. Located in the highly sought-after Port Pine Heights neighborhood, this exceptionally tranquil community is known for its natural beauty and frequent visits from Key deer. With a residents-only park just around the corner and some of the most peaceful surroundings in the Lower Keys, this is more than a home—it's the island lifestyle you've been dreaming of.

3759 Seagrape St, Big Pine

$825,000

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

$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

$2,700,000

3 Beds ⋅ 3 Baths ⋅ 618316 MLS

Walk into this luxurious palace with captivating open water views. Light colors accenting the beautiful interior with matching large porcelain floors enhancing the large windows bringing the natural light inside. Gourmet kitchen for any chef to create great memories viewing the sunsets. Open patio with a great view of the pool and the outdoor entertaining areas. Three roomy suites for your family and friends to enjoy, with oversized closets and high ceilings for your pleasure. 15,000-pound boat lift for your convenance at your dock side.

1553 Sunrise Dr, 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

$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

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