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3922 Gordon Rd, Big Pine
$789,000
2 Beds ⋅ 2 Baths ⋅ 619213 MLS
Not every canal-front home in the Keys feels like a destination. This one does. 3922 Gordon Road is an elevated 2BR/2BA waterfront retreat in Big Pine Key offering the lifestyle buyers come here for--easy boating, inviting outdoor living, and a home that feels like an escape from the moment you arrive. Bright coastal interiors, an open living/dining/kitchen layout, and a screened porch create a relaxed yet polished atmosphere upstairs, while the expansive covered space below adds exceptional flexibility for entertaining, lounging, storage, and covered parking. Outside, the property is dialed in for life on the water with 50' of dockage, a concrete seawall, and a 17,000 lb boat lift just moments from open water. An above-ground pool completes the picture, adding the perfect place to cool off after a day on the boat. Stylish, functional, and full of lifestyle appeal, this is a standout Big Pine Key waterfront opportunity. Home has all hurricane windows and shutters.

3922 Gordon Rd, Big Pine
3978 Gordon Rd, Big Pine
$780,000
3 Beds ⋅ 2 Baths ⋅ 616712 MLS
Escape to peace and tranquility in this beautifully furnished single-family home, located at the very end of Big Pine Key in the desirable Port Pine Heights community. Nestled on the edge of the Key Deer Refuge, this turnkey 3-bedroom, 2-bath home offers a serene natural setting with excellent access to the Gulf. The property features canal frontage with a 50 ft. concrete dock, tiki hut, and expansive downstairs storage perfect for boating equipment and outdoor gear. Inside, the open-concept living and dining areas are furnished with all-new, professionally curated furniture, and include updated appliances such as a new refrigerator, washer, and dryer. The master suite enjoys sunset views from a private porch, the guest bedroom is styled in soft coastal blue tones, and the third bedroom is currently designed as an office. Outdoor living is equally inviting, with a spacious porch overlooking the canal and breathtaking sunsets, as well as a garden dining area outfitted with teak furnishings and glowing market lights. Sold fully furnished and move-in ready, this home is the perfect choice whether you're a local family seeking your island residence or looking for a turnkey vacation retreat in the Florida Keys.

3978 Gordon Rd, Big Pine
30335 Warbler Ln, Big Pine
$760,000
4 Beds ⋅ 3 Baths ⋅ 613775 MLS
Repriced for immediate sale! Located across the sound from the Great Heron Wildlife refuge, this expansive CBS ranch offers a sprawling floorplan with ensuite Master Bed/Bath and guest ensuite totaling 2,285 sf with 4 bedrooms and 3 full baths. Located in one of the best neighborhoods in the lower keys, just minutes out to Bogie Channel and open water fishing & recreation. Back country abundance is 7 minutes away and the open Atlantic 3.5 naut. miles via Spanish Harbor bridge. Floors include LVP plank throughout and new carpet ( Feb. 2025) in the master suite. Featuring a chefs' kitchen with white cabinets, custom countertops and barstool dining, 6- lp gas burner stove and griddle, RO water on demand, SS appliances/sink. Outdoor shower off master and seawall davits. AC (2018) 2.5 ton and 3 ton installed. New 5V-crimp metal roof (2019). Brand new (Feb. 2025) VUBA surface out back off seawall. Enjoy evening cocktails on the 12'x 40' new (2024) screened porch. This property offers substantial room for large family and guest entertaining. Also, RV Hook-up for extended guest stays. Underwater canal lighting & fish feeder brings in the Mangrove Snapper and shrimp to the seawall. Kayak through the sound labyrinth north to open water. Bird watch over the White Heron refuge. Big Pine Key is a nature lovers paradise destination with nearby state and federal land, beaches, walk/bike trails, kayaking, hiking, the Blue Hole and all within shopping, dining, sports park, medical and services. And 1 mile away from the renowned No Name Pub. This property is more than a house, it is a Keys' lifestyle. So welcome to the ''Life'' in the heart of the fabulous lower FL Keys.

30335 Warbler Ln, 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
3672 Fox St, Big Pine
$740,000
3 Beds ⋅ 3 Baths ⋅ 618276 MLS
Price and lifestyle come together in this canal-front home in Big Pine Key. Offering 3 bedrooms and 3 baths, this property is ideal as a full-time residence, vacation getaway, or investment opportunity. Inside, you'll find a bright, open floor plan with high ceilings and an updated kitchen featuring stainless steel appliances and granite counters. The primary suite opens to a private balcony, while two additional bedrooms provide flexibility for guests or rental potential. Outdoor living is where this home shines--enjoy a large deck, private nature trails, and a 12-foot dock with patio space for boating and waterfront relaxation. Nestled near Port Pine Heights Park and just minutes from top fishing and local conveniences, this is your chance to own a slice of Keys tranquility.

3672 Fox St, 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
30246 Watson Blvd, Big Pine
$700,000
3 Beds ⋅ 2 Baths ⋅ 618372 MLS
Discover your dream home on Big Pine Key at this expansive 37,500 sq. ft., property totaling 6 lots that combines privacy, nature and convenience. Nestled in a serene setting with tropical landscaping and thoughtful features, this home offers a massive yard that goes from street to street and is surrounded by a 6' stockade fence allowing lots of safety and room for kids and pets to play and roam. The 3 Bedroom 2 Bath home offers an open floor plan highlighted with soaring ceilings and garden views from all rooms with no neighbors in sight. The kitchen is a culinary delight with a central island with peninsula seating, wood cabinetry and abundant counter space. Whether you're preparing a gourmet meal or a quick snack this kitchen is equipped for it all. A convenient pantry and a laundry closet add to the functionality, ensuring everything has its place. Enjoy morning coffee or evening cocktails on either the front or back porch while watching key deer roam. The home's split floor plan provides privacy and comfort. The primary suite is a private retreat with a walk-in closet and a en suite bathroom. Additional bedrooms feature engineered hardwood floors and offer plenty of space for family or guests. The property's outdoor spaces are nothing short of extraordinary. Two tranquil ponds on either side of the lot enhance the peaceful ambiance and can be filled using the private well. A large cistern is used for watering the grounds, abundant in native and lush landscaping creating a serene environment. A stone walkway leads to a spacious 20x20 shed allowing for plenty of room for all of your toys. A garden shed tucked at the back of the lot provides additional storage, while a downstairs covered lanai offers an ideal spot for entertaining, barbecuing, or unwinding in the shade. This property is as practical as it is beautiful, with a covered carport, trailer storage, room for pool and RV and plenty of parking for guests.

30246 Watson Blvd, Big Pine
29048 Iris Dr, Big Pine
$693,800
3 Beds ⋅ 2 Baths ⋅ 619078 MLS
This 50' wide canal provides great boat access to the Atlantic and back country via Pine Channel for excellent fishing and diving in the stunning waters of the Lower Keys. If you're looking for a move-in ready stilt home at an entry-level price, this is it! Many updates have been made in recent years including impact-resistant windows and doors, new stainless steel kitchen appliances, water heater, vinyl plank flooring and vanities; new metal roof in 2018. Add your own personal touches and exterior updates to create your Keys paradise! The potential exists to replace the existing deck with a 30'-50' dock by going through proper permitting; ask agent for names of permitting services and dock contractors. The great room features a cathedral ceiling, abundant natural light from a south-facing picture window, and French doors opening to a covered porch with canal views. On the ground level are convenient covered parking and a large storage enclosure. The Eden Pines Colony public boat ramp is nearby; only one neighborhood bridge to go under with approximately 10.5 ft. clearance.

29048 Iris Dr, Big Pine
30968 Baileys Ln, Big Pine
$690,000
2 Beds ⋅ 2 Baths ⋅ 619189 MLS
Canal front home with boat lift. Quick access to Bogie Channel for Gulfside or Atlantic side fishing, boating and fun. Marinas nearby and boat ramps. 1.5 lots total of 75 ft. on canal. Lot is 100 ft deep. Room to park a RV or a boat trailer. Cut in boat slip with 10,000 pound boat lift. 2 vacant lots across the canal are county owned. Nieghbors on both sides are part time and across street. House is cute and cozy, perfect little getaway or home. Big 14X32 patio deck upstairs and shaded patio underneath. Concrete driveway in front and parking on other side. Fencing allowed in tier 2. Zoning is Improved subdivison. AE10 flood zone, bfe is 11. ft of the house upstairs floor. 30 miles to Key West 20 min to Marathon Concrete downstairs and hardyboard upstairs, Modified butumen roof with underlayment, Tile floors throughout. House tented for termites in 2023. On demand water heater. Impact windows upstairs. AC is Mini splits upstairs(ductless Range, Fridge, Dishwasher, Washer, Dryer. Upstairs is above flood, downstairs is not. Boat is available for purchase. Do not tresspass onto property. Shown by appointment.

30968 Baileys Ln, Big Pine
31134 Hollerich Dr, Big Pine
$675,000
3 Beds ⋅ 2 Baths ⋅ 616845 MLS
Motivated Seller, estate sale, turn key, including boat! Don't Miss This Waterfront Opportunity in Big Pine Key! Enjoy the ultimate Florida Keys lifestyle in this spacious 3-bedroom, 2-bath home featuring terrazzo floors, impact-rated doors and windows, and a screened porch overlooking the canal. Boaters and anglers will love the 90-foot concrete, step down seawall, davits and easy access to Bogie Channel — perfect for world-class fishing and diving adventures. Located in a family-friendly neighborhood, this home is just steps away from Big Pine Key Park, which offers a walking track, bocce ball, basketball courts, a playground, skate park, soccer field, and baseball/softball field — all with beautiful views of the Bogie Channel. Whether you're looking for a full-time residence or a weekend retreat, this home checks all the boxes for comfort, convenience, and coastal living. Sale includes boat. The boat is a 1995 Bahia Cruiser 24' with a 2004 Yamaha 225hp 4 stroke. Newer electronics. Davits 8,000 to 10,000 lbs, cables replaced 2024. Easy Accessibility • Low Maintenance • Prime Island Location This home has always been senior snowbird-owned, non-smoking, located on one of the highest elevations on the island, this ground-level home offers convenience and comfort. Property Highlights: * Very low-maintenance yard—perfect for seasonal or full-time living * Priced for an estate sale, several hundred thousand below other homes on this desirable street * One-street walk to a wonderful park * Boating paradise: The Atlantic is only about 5 minutes away with excellent access to the Contents and the Gulf * Boat included, along with all household items Upgrades & Features: * Metal roof * High-impact windows and doors * All appliances replaced * Newer air-conditioning unit * Enjoy stunning sunrise and sunset views from the patio overlooking the canal A rare opportunity to own, move-in-ready island home in a fantastic location—complete with boat and fur

31134 Hollerich Dr, Big Pine
30416 Coconut Hwy, Big Pine
$660,000
2 Beds ⋅ 2 Baths ⋅ 620377 MLS
Looking for land in the Keys and a well-maintained home? This rare 25,000 sq. ft. property spans more than ½ acre, with room for a pool and/or tiki hut, RV, boat trailers, and more. The four lots are bordered by Coconut Hwy., Avenue B, and Hibiscus Ln., with vehicle access to the large, fenced backyard. The 1,497 sq. ft. CBS home blends ''old Keys'' charm with thoughtful updates, including cypress ceilings and wall accents, new quartz counters, tiled backsplash, original cypress kitchen cabinets, tile floors, solid wood doors, storage/workshop space, sheds, and an inviting porch screened on three sides. The Florida room offers potential for a third bedroom, and the half ''spa bath'' includes a whirlpool tub and sink, with potential for a second toilet. Tropical plantings attract birds and butterflies and include mango, starfruit, banana, frangipani, and lignumvitae. The 100' x 250' property includes unfenced front and rear areas where protected key deer roam freely. New metal roof in 2019; upgraded electric panel in 2025.

30416 Coconut Hwy, Big Pine
3943 Venna Rd, Big Pine
$650,000
2 Beds ⋅ 2 Baths ⋅ 617300 MLS
Welcome to your island retreat in the sought-after community of Port Pine Heights on Big Pine Key. This charming stilted waterfront home offers quick boating access to Pine Channel, perfect for those who love life on the water. Families are drawn to this serene neighborhood for its privacy, friendly Key Deer, and close proximity to No Name Key, as well as the sparkling beaches and crystal-clear waters of Content Key and Bahia Honda State Park. Enjoy the laid-back Keys lifestyle surrounded by nature trails and stunning coastal scenery. This 2-bedroom, 2-bath home features a durable metal roof, vaulted ceilings, ceramic tile floors, boat lift, and a beautiful screened-in balcony ideal for relaxing or entertaining. The spacious carport below provides ample parking and storage. Don't miss your chance to own a piece of paradise—call today to schedule your private tour!

3943 Venna Rd, Big Pine
1341 Ave C, Big Pine
$640,000
3 Beds ⋅ 2 Baths ⋅ 615561 MLS
Welcome to 1341 Avenue C, Big Pine Key - Your Peaceful Island Retreat BRAND NEW AC Tucked away in the heart of natural beauty, this charming 3-bedroom, 2-bath home offers tranquility, privacy, and modern updates in one of the most serene areas of the Lower Keys. Surrounded by lush tropical foliage and a gentle visit from the local Key deer, this elevated home is a true nature lover's sanctuary. Step inside to find a beautifully updated kitchen with custom cabinetry, sleek countertops, and modern appliances that make cooking a joy. Both bathrooms have been tastefully renovated with contemporary finishes and a clean, coastal design. Soaring high ceilings and an open-concept layout give the home a light, airy feel, while a spacious loft area provides flexible living options - perfect for a home office, creative studio, or a potential fourth bedroom. Enjoy the peaceful sounds of nature from your outdoor spaces, and experience the quiet lifestyle Big Pine Key is known for - all while being just a short drive to shopping, dining, and the turquoise waters that make the Florida Keys so special.

1341 Ave C, 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
3231 Pompano St, Big Pine
$635,000
2 Beds ⋅ 1 Baths ⋅ 618069 MLS
Ultimate Privacy in Big Pine Key Step into an extraordinary sanctuary of seclusion, where tropical elegance meets unmatched exclusivity. 1 of only 2 homes in the entire Seaview subdivision of Big Pine Key. 3231 Pompano Drive is a beautifully renovated island retreat set on a 10,000 sq. ft. lot, surrounded by untouched nature and abundant wildlife. No additional homes can ever be built, ensuring that this private paradise remains forever preserved. Inside, the open-concept living space is designed to impress, flowing seamlessly into a stunning kitchen featuring shiplap tile accents, new cabinetry, quartz countertops, stainless steel appliances, and a propane stove. Vaulted wood-beamed ceilings, mini-split A/C units, AT&T Fiber, tankless hot water and brand-new vinyl plank flooring add to the home's tropical charm. Sunlight pours in through expansive windows, showcasing breathtaking views of the pristine nature preserve. Designed for indoor-outdoor living, this home offers a screened upper porch, ideal for peaceful mornings surrounded by nature. The spacious screened enclosure downstairs provides a private retreat, while the swim spa is perfect for unwinding under the stars. With ample parking for an RV with hookkups, boat, trailers, and more, this home is an outdoor lover's dream. A nearby boat ramp ensures quick access to world-class fishing, kayaking, and boating. Come see this secluded oasis-paradise awaits.

3231 Pompano St, Big Pine
29123 Rose Dr, Big Pine
$630,000
2 Beds ⋅ 2 Baths ⋅ 619625 MLS
Accepting a Backup offer! Welcome to your slice of paradise in the highly sought-after neighborhood of Eden Pines on Big Pine Key! This solid concrete construction home offers 2 bedrooms, 2 bathrooms, and 1,036 sq. ft. of comfortable living space, perfectly positioned on the water with a peaceful canal view. Enjoy the true Florida Keys lifestyle from your charming back porch that is ideal for morning coffee, evening cocktails, or simply soaking in the tropical surroundings. The home's durable concrete construction provides peace of mind, while the functional layout makes it a great option for full-time living, a vacation getaway, or an investment opportunity. Located in a family-friendly community, Eden Pines offers a welcoming atmosphere and convenient access to a nearby boat ramp, making it easy to get out on the water for boating, fishing, and exploring the beautiful Lower Keys. There is an RV hook up as well. Perfectly situated just approximately 30 miles from Marathon and 35 miles from Key West, you'll enjoy the balance of peaceful island living with easy access to dining, shopping, and entertainment. Don't miss your chance to own a waterfront retreat in one of Big Pine Key's most desirable neighborhoods! Great insurance rates!

29123 Rose Dr, 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
29849 Newfound Blvd, Big Pine
$625,000
3 Beds ⋅ 2 Baths ⋅ 615859 MLS
29849 Newfound Boulevard is a well-built CBS home, offering exceptional durability and peace of mind, featuring 3 bedrooms and 2 bathrooms on an expansive double lot. Surrounded by mature trees and a peaceful natural setting, the property provides privacy and space to enjoy the outdoors. A shaded balcony overlooks the salt ponds, complemented by a wraparound porch ideal for relaxing or entertaining. Inside, the home is bright and airy, with impact-rated doors and windows, including two sliding glass doors that stack to seamlessly connect indoor and outdoor living. The primary bedroom with ensuite bath overlooks the canal with direct access to the porch and sitting area. The home is perfectly positioned at the T of a clear swimming canal, offering long-range water views and direct access for kayaking, paddleboarding, and wildlife observation. A fenced yard, circular driveway, garage, and workshop add to the appeal. With solid construction, a double lot, and a beautiful natural setting, this property offers abundant potential.

29849 Newfound Blvd, Big Pine
29073 Iris Dr, Big Pine
$615,000
2 Beds ⋅ 2 Baths ⋅ 618617 MLS
Updated and well-maintained, this charming A-frame home offers a surprising amount of space inside with 1336 sq. ft. of living area. Situated on a 50 ft. wide canal, the property features 50 ft. of canal frontage, a concrete seawall, recent 10,000 lb. boat lift, a jet ski launch, and steps down to the canal making it easy to get into a kayak. The 2-story living area is light and bright with an open kitchen and living room, 2 bedrooms, 2 baths, and good storage space. The 5,000 sq. ft. property has ample room for parking a boat trailer. Recent updates include metal roof, Hardi-board siding, accordion shutters and more. Enjoy great boating to the Atlantic and back country from this location; the Eden Pines Colony boat ramp is also conveniently nearby. This is your opportunity to own on a boating canal at an entry level price.... without a long list of projects so you can enjoy life in the Keys!

29073 Iris Dr, Big Pine
29557 Geraldine St, Big Pine
$615,000
615211 MLS
Oversized Waterfront Commercial lot located in the Big Pine Shores neighborhood. This parcel measures approximately 17,000 square feet (0.39 acres) and is zoned CFSD-12 (Coastal Fishery and Shoreland District) per Monroe County records, offering a rare opportunity for Fishing related activities and or residential development. Geraldine Street runs roughly north-south on the island's eastern side, placing the property on the bay side (Florida Bay), not the open ocean. This is a corner lot with canal frontage on two sides. In addition there is a solid, concrete seawall that surrounds both canal sides. Estimated control depth is approximately 3-4 feet, based on typical depths in the area. This bayside location offers boat access to Florida Bay. There are no structures on site; the property is vacant land only. No personal property is included in the sale. Buyer to verify utility availability and development requirements. This is a prime piece of waterfront land in the Lower Keys with flexible potential. Situated on Geraldine Street in Big Pine Key, this property provides a blank canvas with waterfront for fishing related activities or as an investment project.

29557 Geraldine St, Big Pine
29030 Iris Dr, Big Pine
$610,000
3 Beds ⋅ 2 Baths ⋅ 612319 MLS
This 3BR spacious canal front home with quick open water access is nestled at the end of a quiet dead-end street. Amidst lush vegetation, this property offers the ultimate sanctuary for those seeking privacy and a connection to the Keys lifestyle. 50ft concrete seawall with 10,000lb boat lift. This home boasts an inviting shaded deck creating the perfect outdoor space for relaxation and entertainment. The home's interior layout boasts almost 1400sqft, including 3 spacious bedrooms, 2 bathrooms, and a bonus room that could be used as an office, workout area, or Florida room. 30AMP hook up.

29030 Iris Dr, Big Pine
30625 16th Ln, Big Pine
$600,000
3 Beds ⋅ 2 Baths ⋅ 618675 MLS
Want to feel as if you've gotten away from it all? Nestled on over an acre, this one-owner home is surrounded by nature, yet it's conveniently close to the grocery store, shopping, restaurants, banks and more; Key West and Marathon are within easy reach. The screened porch is wonderful for relaxing, reading, bird watching. With 1008 sq. ft. of living space, it offers 3 bedrooms and 2 baths; the 3rd bedroom is currently used as an office. Updates include new carpet November 2025, new water heater 2023, new central A/C in 2022, new staircase in 2019, and the metal roof was replaced in 2009. The 12,000 gallon, concrete cistern presently collects rainwater as the water source, and the home can be hooked up to FKAA water if one chooses; the sewer connection is complete. The parcel measures 215 x 220 ft. Well-maintained through the years, here's your opportunity to make updates to your liking without a long list of immediate to-do's. ***DON'T USE GOOGLE MAPS!*** APPRX. MM30.5 TRAFFIC LIGHT TURN NORTH ONTO WILDER RD., turn right/east on 16th Lane (says 'Private Rd.); it's just north of 17th St., house is towards end on the left.

30625 16th Ln, Big Pine
29112 Poinsettia Ln, Big Pine
$600,000
3 Beds ⋅ 2 Baths ⋅ 617992 MLS
The perfect tropical hideaway!! Why pay canal front prices when the neighborhood boat ramp is less than 350 feet away?? This 3 bedroom 2 bath island retreat offers a cool tranquil beach vibe with tons of privacy. The open floor plan is well laid out and welcomes you in with lots of warm natural light giving it a bright spacious feel. The convenient wrap around deck finishes with a screened back porch that looks out over your own tranquil garden oasis, while the lush native hammock provides plenty of shade making this the perfect spot for morning coffee or an afternoon cocktail. The home comes with a 750 pound capacity wheelchair lift and electric gated entrance with a poured pad underneath the home for convenience. There is plenty of room for a pool & tiki bar, as well as parking for your boat, & trailer. The Eden Pines Boat Ramp is very easy to use, and the canal system lets out onto South Pine Channel with great access to both the Atlantic and Gulf. There is a fixed bridge of almost 11' at mean high tide within the canal system, so a T-Top with Radar should still clear.

29112 Poinsettia Ln, Big Pine
29951 Pine Channel Rd, Big Pine
$592,000
2 Beds ⋅ 2 Baths ⋅ 615774 MLS
*Back on Market & Ready for New Owners!* VA Assumable 2.625% interest rate for eligible Buyers! Total current payment $2864/mo! Inquire for more details. Welcome to your island escape! This beautifully updated 2 bedroom, 2 full bath stilted home offers the perfect blend of comfort, convenience, & coastal charm. Situated on a spacious lot in the heart of Big Pine Key, this property features a brand new gas stove, new AC, new quartz countertops, new tile floors, & a large screened-in covered porch: ideal for relaxing & entertaining. Downstairs, you'll find an oversized storage space perfect for your tools, gear, or hobby shop. Elevated construction offers lower insurance costs (with transferable flood insurance of $595/year!) & added peace of mind. Enjoy the island lifestyle with nearby dining, shopping, community parks, & quick access to US-1, all while surrounded by the natural beauty the Keys are known for. Neighboring wooded lot offers additional privacy. Don't miss this opportunity to own a move-in ready home in the heart of the Lower Keys!

29951 Pine Channel Rd, Big Pine
1258 Division St, Big Pine
$590,000
3 Beds ⋅ 1 Baths ⋅ 618153 MLS
Welcome to Your Own Slice of Island Paradise in Big Pine Key! Tucked away in the heart of Big Pine, this picture-perfect 3-bedroom, 1-bath home invites you to slow down, breathe deep, & truly enjoy island living. Set on an oversized double lot totaling 12,500 sq ft, this property is truly a private tropical sanctuary: lush, peaceful, and full of life. From the moment you step inside, soaring beam ceilings in the living area and primary bedroom create a light-filled, open atmosphere that instantly feels welcoming and expansive. Warm hardwood floors and thoughtful updates: central air, impact windows, and a metal roof blend effortlessly with the home's charm. The open, spacious kitchen is the heart of the home in a roomy open floor plan, perfect for cooking, gathering, & soaking up the little moments together. The generously sized primary bedroom offers room to unwind & dream big, with space to add an additional bathroom if desired. Every detail reflects pride of ownership & careful maintenance. A large downstairs bonus space in the enclosure allows ample storage & additional entertaining (not included in square footage). Outside, your backyard becomes a true island oasis. Mature fruit trees surround you with color, shade, and abundance: offering multiple varieties of dragon fruit, pineapple, sugar apple, Glenn mango, guava, pomegranate, Persian lime, & banana trees. Enjoy fresh eggs at your disposal from the secure chicken coop w/run on-site. Parking your boat(s), jet ski, camper, & more is a breeze! Harvest fresh fruit, entertain under the palms & stars, or simply savor quiet mornings in nature, this space feeds the soul. This is more than a home: it's a chance to live the Keys lifestyle. A rare opportunity to own a serene retreat with room to grow, relax, and put down roots in one of the Keys' most beloved communities. A must-see for anyone searching for something truly special. Transferable flood insurance available

1258 Division St, Big Pine
29961 Pine Channel Rd, Big Pine
$575,000
2 Beds ⋅ 1 Baths ⋅ 618702 MLS
Welcome to your perfect Florida Keys getaway in the heart of Big Pine Key. This charming 2-bedroom, 1-bath home offers an inviting open-concept layout that flows seamlessly between the living, dining, and kitchen areas. Natural light pours in through large windows, creating a bright, airy feel that complements the relaxed island setting. The kitchen features stainless steel appliances and a functional layout ideal for everyday living or entertaining. Step outside to enjoy ample space for gathering with friends, soaking up the sunshine, or unwinding after a day on the water. A dedicated storage area keeps all your outdoor gear organized and ready to go. Recent updates include: -On-demand hot water heater (2023) -12x20 above-ground pool (2022) -Plantation shutters (2022) -Upgraded HVAC air handling unit (2022) -Galvanized 6x10 shed for extra storage -RV hookup available Enjoy convenient access to multiple nearby boat ramps, and the benefit of being on one of the only islands between Marathon and Key West with a grocery store. Don't miss the opportunity to own a piece of paradise--schedule your showing today and start living the Florida Keys lifestyle.

29961 Pine Channel Rd, Big Pine
175 E Cahill Ct, Big Pine
$572,000
2 Beds ⋅ 2 Baths ⋅ 618528 MLS
Discover relaxed Keys living in this elevated 2 bedroom, 2 bath stilted home tucked away on a plugged swimming canal in Big Pine Key. Surrounded by two wooded vacant lots, this property offers exceptional privacy and a peaceful setting. The calm, non boating canal is perfect for swimming, kayaking, and paddleboarding, creating a true backyard oasis. An additional spiral staircase off the open covered porch leads directly down toward the canal, making it easy to enjoy the water and views anytime. Inside, the home features an open concept living area ideal for entertaining with a generous kitchen space. Recent upgrades include a metal roof, adding durability and peace of mind. Downstairs, enjoy covered parking, along with iron gates that provide added security and privacy. Elevated construction captures breezes and enhances the laid back island vibe. Whether you're looking for a full time residence, weekend retreat, or Keys getaway, this home offers a rare combination of water access, privacy, and tranquility.

175 E Cahill Ct, 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