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$1,750,000
3 Beds ⋅ 2 Baths ⋅ 621198 MLS
Exclusive New Construction in Big Pine Key, Florida Discover the perfect blend of modern luxury, coastal living, and exclusive design in this stunning newly constructed home in Big Pine Key, Florida. Featuring 3 spacious bedrooms and 2 beautifully designed bathrooms, this exceptional residence offers a sophisticated open-concept interior with high-end finishes, contemporary details, and an elegant design created for comfort and style. Step outside to an expansive terrace where you can relax, entertain, and enjoy breathtaking ocean and canal views. The property also features a private boat lift, providing direct and convenient access to the water--perfect for boating and enjoying the incredible Florida Keys lifestyle. Situated on an approximately 9,000-square-foot lot, this property offers generous outdoor space and privacy while embracing the natural beauty of the Keys. Every detail has been thoughtfully designed to create a unique and exclusive living experience. Whether you're looking for a luxurious primary residence, a private Keys retreat, or an exceptional investment opportunity, this one-of-a-kind Big Pine Key home offers the perfect combination of modern architecture, waterfront living, and the unmistakable charm of the Florida Keys.

31450 Ave G, Big Pine
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 621183 MLS
Brand-New Waterfront Luxury Home in the Florida Keys Discover the ultimate Florida Keys lifestyle in this stunning new construction waterfront home featuring 4 spacious bedrooms and 3 beautifully designed bathrooms. Located directly on the water, this exceptional property offers direct ocean access and a private boat dock, making it the perfect retreat for boating, fishing, and enjoying everything the Keys have to offer. The home features a versatile boat loft, providing additional space for storage, watercraft equipment, or recreational use. Designed with modern living in mind, the open-concept layout offers spacious living areas, abundant natural light, and seamless indoor-outdoor living. Step outside and enjoy your private waterfront setting, where you can launch your boat directly from your own dock and head out to the open waters. Whether you're looking for a full-time residence, vacation home, or investment property, this rare combination of new construction, private dock, direct ocean access, 4 bedrooms, 3 bathrooms, and boat loft makes this property an exceptional opportunity in the Florida Keys. Live where others vacation--your Keys lifestyle starts here!

31569 Ave D, Big Pine
$975,000
4 Beds ⋅ 3 Baths ⋅ 621181 MLS
Brand-New Waterfront Home in the Florida Keys Discover the perfect blend of modern luxury and relaxed island living in this stunning brand-new construction home in the Florida Keys. Boasting beautiful canal views, this exceptional property offers the ideal setting to enjoy the tropical lifestyle the Keys are famous for. The home features 4 spacious bedrooms and 3 beautifully appointed bathrooms, providing plenty of room for family, guests, or entertaining. The open and inviting layout is designed to maximize natural light and create seamless connections between the indoor and outdoor living spaces. Enjoy peaceful mornings overlooking the canal and breathtaking sunsets in your own private paradise. With its modern construction, spacious living areas, and desirable waterfront setting, this home is an excellent opportunity for anyone looking to experience the Florida Keys lifestyle in a brand-new residence. Modern design. Spacious living. Waterfront views. Your Florida Keys dream starts here.

31441 Ave F, Big Pine
$1,260,000
3 Beds ⋅ 2 Baths ⋅ 621133 MLS
Built in 2024 and ready for island living! Welcome to 30851 Baileys Lane, a beautifully designed 3-bedroom, 2-bath waterfront home offering 1,120 sq. ft. of modern coastal living in the heart of Big Pine Key. Bright, open and inviting, the home features a thoughtfully designed floor plan filled with natural light and an easy indoor-outdoor flow. Step outside and enjoy the lifestyle people come to the Florida Keys for--boating, fishing, kayaking and relaxing by the water, all right from your own piece of paradise. The elevated design provides valuable covered space below for parking, storage, boats and all your Keys toys. Built in 2024, this home offers the advantage of newer construction so you can spend more time enjoying the islands and less time worrying about maintenance. Tucked away in the laid-back surroundings of Big Pine Key, yet conveniently located between Key West and Marathon, this is an ideal full-time residence, weekend getaway or Florida Keys retreat. Newer construction. Waterfront living. Your Keys lifestyle starts here.

30851 Baileys Ln, Big Pine
$639,000
2 Beds ⋅ 2 Baths ⋅ 621113 MLS
Great home, great location, and great price! Conveniently located in the sought-after Eden Pines neighborhood of Big Pine Key, this well-appointed home is just minutes from the community boat ramp, shopping, and restaurants. Designed for peace of mind and lasting value, the home features impact windows and doors, a durable metal roof, plantation shutters, and a low flood insurance rate. Step inside from the peaceful pergola setting and discover a bright, inviting home highlighted by a newly renovated kitchen. Sliding glass doors open to a spacious screened porch, creating the perfect indoor-outdoor living space to relax and enjoy the Keys lifestyle. With plenty of room for your boat, trailer, and water toys, you can enjoy easy access to everything the Keys waters have to offer--without the waterfront price tag. Adding to the appeal, this fenced property backs up to the Wildlife Refuge, ensuring no future development directly behind the home and providing a rare sense of privacy, tranquility, and connection to nature. Whether you're looking for a full-time residence or the perfect Keys getaway, 29313 Coconut Palm Drive offers convenience, value, and the laid-back lifestyle that makes the Florida Keys so special.

29313 Coconut Palm Dr, Big Pine
$869,500
2 Beds ⋅ 2 Baths ⋅ 621100 MLS
Boating and open-water views await! This Big Pine Key property offers unobstructed water views along with 150 ft. of concrete seawall, protected dockage, and plenty of potential for the buyer who's ready to add some TLC. The spacious 1,291 sq. ft. living area features beautiful water views from the front porch, great room, and main bedroom. A screened porch and open deck overlook the canal that provides quick boat access to Bogie Channel, the Atlantic, and the backcountry. The 12,165 sq. ft. property includes ownership to the middle of the canal and provides ample parking. 540 sq. ft. detached garage plus an additional 144 sq. ft. of storage. Accordion shutters protect some of the windows. Cash buyers only - bring your vision and create your own Keys retreat!

31364 Ave J, Big Pine
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 621069 MLS
This home has a little bit of everything! Tucked away toward the end of the street in Eden Pines, this 3/2, low maintenance property has a lot to offer. Upstairs is easy living with tile floors, a beautiful wood ceiling, and a large screened porch off the living area. The home is situated on a larger lot, with it's own boat slip, concrete seawall, and different 'pocket' areas to relax in. There are several varieties of fruit trees, and the artificial grass, pea rock, and ornamental plants are virtually maintenance free. There is a fish cleaning table to clean your catch, and a pool and hot tub to relax in after a day on the water. It's your very own little oasis!

29038 Violet Dr, Big Pine
$1,199,000
3 Beds ⋅ 4 Baths ⋅ 621015 MLS
Welcome to your tropical Keys retreat on a huge double lot totaling nearly half an acre--perfect for relaxing, entertaining, and enjoying the island lifestyle. Follow the palm-lined walkway to the custom concrete pool complete with generous deck space for entertaining, a 9-foot-deep end with diving board, and salt system that can be heated or chilled for year-round enjoyment. Designed for easy-living, the CBS home provides bright open living areas, three ensuite bedrooms, a powder room, impact-resistant windows and doors, granite counters and luxury vinyl flooring. The ground level offers abundant storage and a garage that's extra tall for potential boat or RV storage. Boaters and anglers will appreciate the included-1/8 ownership in the private Lambert Subdivision boat ramp, offering good access to the ocean and backcountry waters. Nearby, the Old Wooden Bridge Resort Cottages and Marina adds another boat ramp option and fuel dock, while the popular No Name Pub and the Old Wooden Bridge to No Name Key are close by for food and drinks, biking, strolling, and classic Keys bridge fishing. Come enjoy sunshine, pool days, boating adventures, and laid-back island living.

1632 Bogie Dr, Big Pine
$748,516
3 Beds ⋅ 2 Baths ⋅ 621008 MLS
Bring your vision and make this Big Pine Key property your own! Situated on two spacious, fully fenced lots, this 3bedroom, 2bath home offers plenty of room, flexibility, and potential for the right buyer. The property features easy entry and access to both lots, providing ample space for vehicles, boats, trailers, recreational toys, and more. With the additional lot space, there is also room to explore adding a pool and creating your own private tropical outdoor retreat. Inside, the home offers three bedrooms and two bathrooms along with, a central vacuum system, plenty of storage, and a back porch perfect for enjoying the laid back Florida Keys lifestyle. The home does need work and updating and is being sold As Is, making this a great opportunity for buyers looking for a property they can renovate and customize to their own style.

31357 Ave C, Big Pine
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 620993 MLS
Modern island living meets exceptional boating access in this spacious two-story home situated on a large, fully fenced lot. Boaters will appreciate direct access to Pine Channel with no Eden Pines bridges, along with a boat ramp and slip. Enjoy beautiful sunset and open-water views from the rooftop deck, an ideal spot for relaxing and taking in the surrounding Keys scenery. The home features HardiePlank siding, a 2020 metal roof, impact windows and doors, high ceilings, new tile flooring, and renovated bathrooms. The spacious kitchen offers stainless steel appliances, a wine cooler, abundant cabinetry, and a convenient serving area. The primary bedroom includes a walk-in California Closet, while custom ceiling fans and thoughtful finishes add character throughout. Above ground pool(salt water) Outdoor features include mature tropical landscaping, outdoor shower, and plenty of space beneath the home for a workout area, storage, and enjoying the Florida Keys lifestyle. A wonderful combination of boating access, outdoor living, and modern updates.

29165 Clover Ln, Big Pine
$749,900
3 Beds ⋅ 2 Baths ⋅ 620858 MLS
A Boating/Fishing Dream Home.... This Canal Front Stilt home sits on an oversized corner lot, in ''Key Deer Refuge'', beautiful wild-life and Key Deer abound, 2/bedroom, 2/bath, a 3rd bonus room, you may use as a bedroom or office, a spacious Living/Dining/Kitchen with lots of light, stainless appliances, impact windows, Bamboo/tile floors. Enjoy the Florida Keys Lifestyle on your Boat docked at your back door, at 'L' shape total 63' concrete dock with electric and water at dock with pavers adjoining the dock awaits a sitting area/picnic table, Tiki Hut or pool, paver driveway, minutes to the Gulf and the Famous ''Content Keys''. Entire property is fenced for privacy, an irrigation system, mature palms, fruit trees and beautiful vegetation, an extra side yard with (50 Amp electricity), sewer and water for parking an RV or storage of your boat trailer, a camera system will convey, plenty storage/work-space downstairs with a generator (to be connected), exterior freshly painted, plus many renovations. Room for a pool or Tiki Hut, Boat ramp is on Bittersweet about 50' from property. May Vacation Rent, Annual Rent or use as a primary home or fish camp, owner's closet downstairs for your convenience. Own your Piece of Paradise!!!Pro Pics coming!

1821 Bittersweet Ave, Big Pine
$449,000
2 Beds ⋅ 1 Baths ⋅ 620831 MLS
Start your next adventure from this 2-bedroom, 1-bath retreat in Big Pine Key's Eden Pines community. Just a short stroll from the neighborhood boat ramp, you can be on the water in minutes for fishing, reef trips or an afternoon at the sandbar. Back at home, a fully enclosed yard provides generous outdoor space for pets, entertaining or relaxing in the island breeze. The property sits along a dead-end street with very little passing traffic, while visits from the area's famous Key deer add to the true Big Pine Key experience. The kitchen offers warm butcher-block counters, a farmhouse-style sink and a smooth glass-top range. An indoor laundry room provides added convenience. Climate control is handled by a newly installed mini-split in the living area, plus individual units in both bedrooms for efficient, room-by-room comfort. A metal roof and raised water heater complete the home's practical features. This is an excellent opportunity to enjoy a relaxed Florida Keys lifestyle with convenient boating access right nearby.

29146 Hibiscus Ln, 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
$779,000
2 Beds ⋅ 2 Baths ⋅ 620816 MLS
Nestled in the heart of Big Pine Key, this 2-bedroom, 2-bath canal-front ranch style home offers a rare opportunity to enjoy the Florida Keys lifestyle while investing for exceptional future potential. Situated on an oversized 1 1/2 lot with direct boating access out to open water in 3 mins, this property is a true waterfront gem. The existing home provides comfortable island living with abundant natural light and serene canal views. Features include a large, covered boatlift!!!!! & basin, garage, no bridges and outside storage. Step outside to enjoy your private waterfront setting under the Poinciana tree, perfect boating, fishing kayaking, or simply relaxing while taking in the tropical surroundings. What truly sets this property apart is the expansive double lot, an increasingly rare ROGO exempt offering in the Keys. Whether you're looking to renovate, expand, or build a stunning new luxury waterfront home in an upscale community, the possibilities are endless. The generous lot and coveted, covered boat basin provide ample space to create your dream residence while maximizing the property's waterfront location and investment potential. Conveniently located 5 minutes to open water, near parks, nature preserves, dining/shopping, and world-class fishing and diving this property offers the perfect blend of tranquility and accessibility. Whether you're searching for a full-time residence, vacation retreat, or premier redevelopment opportunity, this exceptional canal-front property is ready to make your vision a reality.

1817 Watson Blvd, 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
$1,450,000
4 Beds ⋅ 3 Baths ⋅ 620791 MLS
Brand New Home! Oversized Custom 4 bedroom 3 bath home located on a beautiful protected deep water canal with excellent access to the Gulf and Atlantic. This 2000 sq ft home is situated in a quiet neighborhood and features an open living area design with chef's kitchen/ quartz counter tops, high ceilings, covered porch, custom railings, impact windows and doors, custom concrete heated and chilled pool. The home comes complete with a custom 60 ft boat dock for all your water toys. The custom concrete pool, pool decking and landscaping will be completed within the month and this brand new home also comes with a 1 Year Builders Warranty. The home is perfectly situated for the water enthusiast with world class fishing, diving, snorkeling, paddle boarding and kayaking! Don't wait on this one!!!

2211 San Sebastian Dr, Big Pine
$399,000
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
$899,000
4 Beds ⋅ 2 Baths ⋅ 620607 MLS
Waterfront Duplex with Income Potential in Big Pine Key! Live the Florida Keys lifestyle while your investment works for you. Welcome to 31032 & 31034 Hollerich Drive, a beautifully maintained waterfront duplex offering the perfect combination of island living and exceptional income potential. Located on a peaceful canal just steps from the Big Pine Community Park, this unique property features two spacious 2-bedroom, 1-bath residences, each with its own private entrance, private outdoor shower, and thoughtfully updated interior. Both units showcase bright, open floor plans with updated kitchens featuring stainless steel appliances, and ample cabinetry, along with renovated bathrooms, comfortable living areas, and spacious bedrooms. Whether you're searching for a primary residence, vacation home, or investment property, this duplex offers endless possibilities. Step outside and enjoy the laid-back Keys lifestyle with tropical landscaping, expansive gravel parking with room for boats and trailers, a detached storage building, and a relaxing canal-front setting perfect for enjoying the ocean breeze. Spend your mornings with a cup of coffee by the water, launch your next boating adventure, or simply unwind in your own tropical oasis. This versatile property is ideal for: -Living in one unit while renting the other -Generating income by leasing both units -Creating a family compound or multigenerational retreat -Seasonal or long-term rental opportunities Conveniently located near the Big Pine Community Park, shopping, dining, world-class boating, fishing, and all the natural beauty the Lower Florida Keys have to offer, this property truly has it all. Whether you're looking to invest, retire, or embrace the island lifestyle full-time, this rare waterfront duplex offers flexibility, charm, and endless possibilities. Own your piece of paradise while letting your investment help pay for it!

31032 Hollerich Dr, 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
$695,000
2 Beds ⋅ 2 Baths ⋅ 620469 MLS
Remodeled waterfront home! Located in a lovely neighborhood with a boat ramp right around the corner! Exterior of property has open parking as well as covered parking for multiple vehicles. Below home is surrounded by lattice to give additional shade and privacy. So much potential downstairs for outdoor entertainment.The main living area has gone through a full renovation. Kitchen boast sleek quartz countertops and newly installed cabinets and backsplash. Both bathrooms have been upgraded. Gorgeous high end tiling in shower and floor, accompanied by new vanities. Throughout the house is luxury plank vinyl flooring and crown molding to make this home shine even more. Off main living area is an expansive back deck for relaxation. Local grocery store, dog park, and food/beverage only minutes away! Like what you see? Call today!

29172 Rose Dr, 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
$1,049,000
3 Beds ⋅ 3 Baths ⋅ 620351 MLS
Welcome to an incredible opportunity to enjoy an exceptional amount of home and land in the Lower Keys. This beautifully updated 3-bedroom, 2.5-bath waterfront home sits on a rare 12,000 sq. ft. double lot in the heart of Big Pine Key, offering generous space both inside and out without sacrificing the relaxed Keys lifestyle. Thoughtfully renovated throughout, the home features a bright, spacious living room, versatile office/den, and an updated kitchen and dining area ideal for everyday living and entertaining. Boaters will appreciate canal access to Pine Channel, with quick access to both Atlantic and Gulf waters. The screened porch overlooking the canal is the perfect spot to relax, dine outdoors, or take in the peaceful waterfront setting. Outside, the expansive double lot offers ample room for parking, pets, and outdoor activities, with plenty of space to add a pool and create your own backyard retreat. The open area beneath the home provides incredible flexibility for storage, a workshop, recreational space, or outdoor living. With its generous home size, rare double-lot setting, waterfront access, and versatile lower-level space, this property offers exceptional value in the Lower Keys. Located in a desirable, family-friendly neighborhood, this home captures the best of Big Pine Key living--peaceful surroundings, abundant space, and easy access to the water.

1615 Fern Ave, Big Pine
$1,150,000
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.

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
$530,000
3 Beds ⋅ 1 Baths ⋅ 619964 MLS
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
$1,199,900
2 Beds ⋅ 2 Baths ⋅ 619915 MLS
SELLER WILL GIVE A $20,000.00 BUYER CLOSING CREDIT! Welcome to your private paradise in the Lower Keys! This beautifully updated 2-bedroom, 2-bathroom two-story home offers the ultimate island escape with unmatched privacy -- no direct neighbors on any side, just peaceful surroundings, tropical landscaping, and the charm of the native Key Deer. Designed for true Florida Keys living, the outdoor space is a showstopper. Enjoy a brand-new heated concrete pool, concrete dock with both a boat lift and jet ski lift, and an elevated sundeck perfect for sunbathing or taking in serene canal views. The professionally landscaped backyard creates a lush tropical retreat complete with paver decking and a tiki hut ideal for entertaining or relaxing poolside. Inside, the home features numerous upgrades and renovations throughout. The fully enclosed and renovated ground level provides excellent guest accommodations, entertaining space, and additional storage, along with a separate laundry room for added convenience. Both levels are equipped with impact windows and doors, as well as electronic roll-down screens for shade and storm protection. Whether you're boating, entertaining, relaxing by the pool, or enjoying the surrounding wildlife, this exceptional property captures the very best of Lower Keys waterfront living.

3746 Park Ave, Big Pine