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

31485 Ave G, Big Pine

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

31507 Ave E, Big Pine

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

31343 Ave I, Big Pine

31349 Ave C, Big Pine
$759,000
3 Beds ⋅ 2 Baths ⋅ 617287 MLS
Stunning Brand-New Construction in Big Pine Key! Welcome to your dream home in the Lower Keys! This beautifully elevated Affinity-built 3 bedroom, 2 bathroom home offers the perfect blend of modern comfort, durability, and eco-conscious features. Built in 2025, this home is equipped with all impact-rated windows and doors, offering peace of mind and energy efficiency. Enjoy the spacious open-concept living area, high-end finishes, and sleek coastal design. The gourmet kitchen features quality cabinetry, solid-surface countertops, and stainless steel appliances, perfect for entertaining or everyday living. The home sits on stilts for maximum flood protection, with a generous downstairs enclosure ideal for extra storage, recreation, or workshop space. You'll love the added bonus of an EV charging station, making this property future-ready and environmentally friendly. Located on a quiet street in Big Pine Key, this property offers tranquility while still being just minutes from shopping, dining, and world-class boating and fishing. Don't miss this opportunity to own a brand-new, worry-free home in paradise!

31349 Ave C, Big Pine

31463 Ave G, Big Pine
$750,000
2 Beds ⋅ 2 Baths ⋅ 612766 MLS
Welcome to this coastal escape on Big Pine Key, in the Lower Florida Keys. This newly built 2022 home combines modern design with the rugged durability required for island living. This 2-bedroom, 2-bathroom residence offers 1,260 sq ft of stylish, open-concept living space designed to showcase the natural beauty of the surroundings. For those seeking life on the water, this property is a must-see. The private, on-site 38' concrete boat dock offers direct access to the renowned Bogie Channel, a sought-after haven for anglers and divers alike. Within minutes, you can be casting your line or exploring the world-class dive sites. Step inside and be greeted by an airy, sunlit open floor plan where the living, dining, and kitchen areas blend seamlessly. The kitchen features white cabinets with a large island that invites gathering and entertaining. Expansive impact-resistant windows and doors frame canal views, allowing natural light to flood the space while offering storm-ready protection. Built with longevity and storm safety in mind, this home features a metal roof, impact-rated windows, and doors for added hurricane protection. The elevated design provides extra peace of mind and allows for covered parking below. With room for 4+ vehicles, a boat trailer, or outdoor recreational gear, the space is functional and versatile. Savor the island breeze from the rear porch—perfect for morning coffee or evening cocktails—while soaking in canal views. The dual staircase access adds convenience. Beneath the home, the expansive concrete slab provides an open-air retreat for hosting friends, grilling fresh catches, or simply relaxing in the shade. Big Pine Key is celebrated for its laid-back charm, stunning natural surroundings, and easy access to world-class fishing, diving, and boating. You'll be part of a community that balances tranquility with adventure. Whether it's the call of the open sea or the allure of island serenity, this property offers the best of both wor

31463 Ave G, Big Pine

31120 Ave J, Big Pine
$710,000
2 Beds ⋅ 2 Baths ⋅ 615959 MLS
Nestled on a spacious 10,000 sq. ft. ( double lot ), this newly constructed concrete block home offers both comfort and privacy in the heart of Big Pine Key. Featuring 2 bedrooms, one full bath with office / den, this property is ideal for those seeking a peaceful retreat with plenty of space. Enjoy sunny days by the above ground pool, surrounded by lush tropical landscaping and a fully fenced yard, this layout allows for a natural circular drive around the property. 40' X 12' concrete pad with 30 amp power and water. The home boasts a metal standing seam roof, wind impact windows and doors for added peace of mind. Quartz countertops and on demand hot water in the kitchen. With two sheds and additional storage downstairs, you'll have plenty of room for tools, gear or anything you need to make this property your own. Whether you're looking for a full-time residence or a vacation getaway, this home offers the perfect blend of comfort, privacy and convenience. Just a few blocks from the Big Pine Key Community Park. This private location is close to shopping and dining

31120 Ave J, Big Pine

31036 Ave J, Big Pine
$635,000
3 Beds ⋅ 2 Baths ⋅ 618058 MLS
This newer home with a great floor plan is located only a short 2 block walk to the one of the premier parks in Monroe County that offers a variety on actives for the entire family and only a few blocks to Boggie Channel. Close to shopping and restaurants too. Comfortable open floor plan this 3/2 home uses its space wisely while keeping utilities and maintenance costs low with a metal roof, impact resistant windows, and Hardie board siding. Quiet street with mostly government owned land surroundings, no neighbors across the street and on one side with only 5 homes on the street. Spacious kitchen and dining area, French doors to your deck for your evening happy hour. This home is clean and maintained looking for someone that is ready to enjoy it.

31036 Ave J, Big Pine

31047 Ave I, Big Pine
$635,000
3 Beds ⋅ 3 Baths ⋅ 617188 MLS
Discover the charm of island living in this beautifully maintained 3-bedroom, 2.5-bath home, ideally situated on a spacious 5,000 sq ft lot in the heart of Big Pine Key. Built in 2007, this elevated residence offers a seamless blend of indoor elegance and outdoor versatility. Set back from the road, the property provides privacy and ample parking, including space for an RV with 50Amp and 30Amp hook-ups, and room to add a pool to create your own tropical oasis. The elevated living space begins with an entry below the home, with stairs leading up to the main level. Inside, the crown-molded living room is filled with natural light and features French doors that open to a spacious balcony. Adjacent to the living room is a formal dining area, perfect for entertaining. The open-concept kitchen is equipped with stainless steel appliances, a gas range, pantry space, and a cozy breakfast nook. Just off the kitchen, you'll find a dedicated laundry area and a convenient half bath. Upstairs, the home offers three generously sized bedrooms and two full bathrooms. The primary suite includes an ensuite bath and extra closet space, while the second bedroom features French doors that lead to a private balcony—an ideal spot for morning coffee or spotting local wildlife like key deer. The ground level boasts a large screened-in area that serves as an inviting outdoor living space. The expansive backyard and side yard offer endless possibilities for outdoor enjoyment, from gardening to entertaining. There's even room for a pool! With Hardi-plank siding, impact windows and doors, and a metal roof, the home is built for durability and insurance savings. Whether you're seeking a full-time residence or a serene vacation escape, this home delivers comfort, style, and the laid-back lifestyle of the Florida Keys. Located in a quiet, friendly neighborhood with easy access to nature trails, boating, and local amenities, 31047 Avenue I is a true island gem.

31047 Ave I, Big Pine

31147 Ave H, Big Pine
$625,000
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

31054 Ave J, Big Pine
$570,000
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

31131 Ave D, Big Pine
$460,000
2 Beds ⋅ 1 Baths ⋅ 614186 MLS
Make this Charming Keys cottage your little piece of paradise today. Complete Remodel 2 Bedroom 1 bathroom with a bonus office/guest room opening to a large screened patio and spacious back yard. This Home is a true Conch home Constructed with Miami Dade Pine originally built in Key West then moved to Big Pine to join the first few homes built on. the Island. Impact doors, new shutters, new roof, Tankless water heater, ample off street parking for all your toys! Bring your RV, Boat and jet skis and enjoy the tranquil privacy this home has to offer. Minutes to the Big Pine Shopping center and dining. Short Trip to Bahia Honda, the reef for incredible snorkeling or go South to Enjoy Everything Key West has to offer. Seller Motivated and open to all reasonable offers.

31131 Ave D, Big Pine

31129 Ave G, Big Pine
$455,000
3 Beds ⋅ 3 Baths ⋅ 617498 MLS
MOTIVATED AND PRICED TO SELL. Introducing a charming and beautifully updated home in the heart of Big Pine Key. This three bedroom two and a half bathroom residence offers comfort, privacy, and modern style all within an inviting island neighborhood. Step inside to find a bright and thoughtfully renovated interior with an open living area, updated kitchen, and stylish finishes throughout. The screened sitting porch provides an extra place to relax, unwind, or enjoy the shade after a day on the water. Sitting on a 5,000 square foot lot, the property features mature tropical landscaping that provides excellent privacy. The large driveway accommodates 4 or more vehicles with ease, offering plenty of space for guests, a boat trailer, or an RV. Elevated construction provides additional peace of mind and extra storage options underneath. Conveniently located near Big Pine Park, nearby restaurants, shops, and everyday essentials, this home combines comfort with Keys living in a way that is hard to beat. Whether you are seeking a primary residence, a vacation retreat, or an investment property, 31129 Avenue G checks all the boxes. Your island home awaits.

31129 Ave G, Big Pine

31037 Ave D, Big Pine
$455,000
3 Beds ⋅ 2 Baths ⋅ 618815 MLS
This is a large Modular HOME on Big Pine Key that is permanently affixed to concrete pilings and is elevated above the 8' flood plain-which helps keep flood insurance reasonable. It is located in a tranquil setting with land that is owned by Monroe County on two sides and a spacious interior and inviting layout with ample natural light. The home has a well-appointed kitchen, area for washer and dryer and a large living area. Two of the three bedrooms have walk in closets and the third is a larger master bedroom. One of the two bathrooms has double sinks and a tub and separate shower. It has a metal roof that was installed in 2018, central AC/heater new in August 2025, and a brand new 40 gal. hot water heater. The flooring is ceramic tile throughout and there are four ceiling fans. There is enough outdoor space to enjoy nature, the Florida sunshine, and the Key deer the walk through the property daily. Conveniently located with easy access to the local amenities and natural beauty of the Keys. Don't miss this opportunity to experience island living at an affordable price!

31037 Ave D, Big Pine

31052 Ave H, Big Pine
$381,500
4 Beds ⋅ 3 Baths ⋅ 614642 MLS
Investment opportunity on 10,000 sq. ft. double lot near the Big Pine Community Park; the location offers easy access to US1, local shopping and more; Marathon and Key West are within easy reach. **DO NOT WALK THE PROPERTY WITHOUT APPOINTMENT** 2 units, 2 tenants; pets on premises. 1,060 sq. ft. mobile home has 3BD/2BA, exterior wood siding; interior has been updated. CBS garage has 560 sq. ft. 1BD/1BA unit above it; needs updating. Both units are tenant-occupied. 2 electric meters, 1 water meter; taxed as a duplex with double Solid Waste and Cudjoe Wastewater on property tax bill. Hooked up to sewer. Shown by advance appointment only to accommodate tenants' schedules; proof of funds required. No sign on property.

31052 Ave H, Big Pine

31036 Ave H, Big Pine
$260,000
3 Beds ⋅ 2 Baths ⋅ 616315 MLS
ROGO EXEMPT WITH SELLER FINANCING OPPORTUNITY! Nestled on a lush lot, this move-in ready 3-bedroom, 2 bath home is perfect for nature lovers, investors, or anyone seeking a tranquil Keys lifestyle. The open-concept kitchen and living area create a bright, welcoming space for gatherings, while recent renovations to the kitchen and bathrooms add modern comfort and style. Step outside and enjoy plenty of outdoor storage, ideal for your boating, fishing, and island-living essentials. Conveniently located near local shops, boat ramps, community parks and the world-famous Bahia Honda State Park, this home offers both serenity and adventure. Whether you're looking for a full-time residence, a vacation retreat, or an investment property you can rent now and build later, this property checks all the boxes.

31036 Ave H, Big Pine