Big Pine Key Real Estate

Big Pine Key Real Estate

Welcome to Big Pine Key, a hidden gem nestled in the heart of the Florida Keys! This enchanting island, part of Monroe County, offers a unique blend of natural beauty, vibrant wildlife, and a tight-knit community that makes it one of the most desirable places to call home or visit.

Big Pine Key is renowned for its stunning landscapes, featuring lush tropical vegetation, serene waters, and breathtaking sunsets that paint the sky in vibrant hues. The island is a paradise for nature lovers, boasting the National Key Deer Refuge, where you can spot the adorable and endangered Key deer roaming freely. With its diverse ecosystems, Big Pine Key is also a haven for birdwatchers, kayakers, and fishing enthusiasts, offering endless opportunities for outdoor adventures.

The community here is warm and welcoming, with a laid-back atmosphere that perfectly embodies the island lifestyle. Local shops, restaurants, and markets provide a taste of the unique culture that defines Big Pine Key. Enjoy fresh seafood at waterfront eateries or explore the charming boutiques that showcase local art and crafts.

For those seeking a tranquil retreat, Big Pine Key offers a range of real estate options, from cozy cottages to luxurious waterfront homes. With its idyllic surroundings and friendly community, it's no wonder that so many people are drawn to this slice of paradise.

Whether you’re looking to invest in a vacation home, retire in peace, or simply explore the beauty of the Florida Keys, Big Pine Key is the perfect destination. Come and experience the magic of island living!

Newest Listings in Big Pine Key

2131 Coral Way, Big Pine
$2,750,000
4 Beds ⋅ 4 Baths ⋅ 621572 MLS
SPECTACULAR OPEN-WATER VIEWS Experience the ultimate Florida Keys waterfront lifestyle on this exceptional 1.14-acre property featuring expansive Gulf views, spectacular sunrises, a sandy beach, and outstanding boating amenities! Offering approximately 2,100 square feet of living space, this unique Big Pine Key property presents a wonderful opportunity to enjoy the beauty and tranquility of open-water living. The main living level features 3 bedrooms and 2 bathrooms, along with a spacious, open-concept kitchen and living area showcasing beautiful hardwood floors and vaulted wood ceilings. The updated kitchen features forever cabinetry with special upgrades, an impressive 11-foot center island, two large refrigerators/freezers, double ovens, a dishwasher, and plenty of space for entertaining family and friends. Step out onto the large covered porch and take in the expansive Gulf views and beautiful sunrise scenery. The permitted downstairs living area offers a separate bedroom, bathroom, and living space overlooking the water, providing additional room for guests or extended family. Outside, enjoy your own sandy beach complete with a firepit, complemented by a riprap/natural shoreline and a beautiful waterfront setting. Boating enthusiasts will appreciate the 50-foot-long concrete dock, boat slip, boat ramp, and protected area for boats and water toys. Across the street, a separate boathouse with large overhead doors provides convenient storage for a boat or vehicle. The main residence also features an attached two-car garage and additional storage space. This distinctive property offers a rare opportunity to embrace the waterfront lifestyle on Big Pine Key. Spectacular open-water views, beautiful sunrises, beachside evenings, and the boating lifestyle you've been dreaming about!

2131 Coral Way, Big Pine
173 W Cahill Ct, Big Pine
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 621557 MLS
Embrace the Florida Keys lifestyle in this 3-bedroom, 2-bathroom canal-front home, where you can view the sunset over Newfound Harbor. Situated on an impressive 75-foot-wide canal--one of the widest in the Lower Keys--this property is a boater's dream, featuring 60 feet of concrete dockage, a fish cleaning station, and bridge-free, quick ocean access. Features updated kitchen and bathrooms, impact-resistant windows and doors, walk-around porch, new railings, and metal roof. Take a short walk or kayak ride to the nearby Pine Channel Nature Park.

173 W Cahill Ct, Big Pine
1539 Lantana Ln, Big Pine
$995,000
2 Beds ⋅ 2 Baths ⋅ 621441 MLS
Beautifully maintained CBS home in the desirable Eden Pines Colony, custom-built by well-known builder Art Fuchs. Situated on a 7,625 SF corner lot with approximately 195 feet of canal frontage, the property is surrounded by a 45-foot-wide canal to the east and a 50-foot-wide canal to the south. The waterfront features a concrete seawall, two step-down docks, davits, and a convenient fish-cleaning table, with excellent access to both the ocean and backcountry. The 1,092 SF home offers a comfortable split-bedroom layout, tile flooring throughout, a spacious kitchen, and a screened porch with access from both the living room and primary bedroom. The ground level includes a 480 SF garage, covered parking and sitting area, plus an additional 192 SF storage area. Additional features include a metal roof, accordion shutters, and panel shutters for the sliding glass doors. The property is surrounded by mature coconut palms, slash pines, and a good-sized mango tree, making the outdoor space easy to maintain. Furnishings will remain for the seller's convenience. No HOA. A great opportunity to own a well-maintained canal-front home in Big Pine Key and make it your own

1539 Lantana Ln, Big Pine
74 Pelican Ln, Big Pine
$680,000
3 Beds ⋅ 3 Baths ⋅ 621396 MLS
Welcome to this inviting 3 bedroom, 3 bathroom home offering a spacious, flowing layout with high ceilings and a comfortable Keys lifestyle. Recent updates include new flooring throughout, quartz kitchen countertops, a remodeled primary bathroom, and fresh interior paint, creating a clean and move-in-ready feel. The third guest bedroom features its own private entrance, offering flexibility for guests, a home office, or additional privacy. Outside, enjoy a storage shed, open and covered parking, and plenty of room for boats, trailers, and outdoor gear. Located on a swimming canal, ideal for kayaking, paddleboarding, and enjoying the relaxed Florida Keys lifestyle. Conveniently located between Key West and Marathon, this home offers a great combination of comfort, location, and waterfront enjoyment. Come see all this property has to offer and experience the Keys lifestyle for yourself. Seller offering $10,000 to buyer for closing costs!

74 Pelican Ln, Big Pine
3667 S Seas St, Big Pine
$939,000
2 Beds ⋅ 2 Baths ⋅ 621362 MLS
BIG PINE KEY WATERFRONT RETREAT -- COMPLETELY REMODELED! Experience the Florida Keys lifestyle in this beautifully remodeled 2-bedroom, 2-bath concrete home with 1,124 sq. ft. This move-in-ready waterfront property combines modern upgrades with everything you need to enjoy life on the water. The home features new impact windows and impact door installed in August 2026 and a new A/C system installed in September 2026. The remodeled kitchen offers Samsung stainless-steel appliances and upgraded quartz countertops, creating a bright and functional space for everyday living and entertaining. The spacious primary suite features a large walk-in shower, with a convenient laundry closet located just off the primary bathroom. The second bedroom is currently furnished with two full-size beds, making it ideal for guests or family. Outside, enjoy your own piece of the Keys with a concrete dock and seawall plus a boat elevator lift. Spend your days boating, fishing, diving, or simply relaxing by the water. The fully fenced yard provides privacy and helps protect your landscaping from Big Pine Key's famous and adorable Key deer. Solid concrete construction, extensive recent upgrades, waterfront living, and a private boat lift make this a special Big Pine Key opportunity. Come experience the laid-back Florida Keys lifestyle for yourself!

3667 S Seas St, Big Pine
31169 Ave G, Big Pine
$660,000
3 Beds ⋅ 2 Baths ⋅ 621351 MLS
2.375% ASSUMABLE VA LOAN! Welcome to your own slice of paradise. Built in 2021, this 3-bed, 2-bath home combines modern construction with the relaxed, tropical lifestyle that makes the Lower Keys so special. The home features elevated construction, a durable metal roof, impact-resistant windows and doors, central A/C, and durable vinyl flooring throughout. The open living space flows into a well-appointed kitchen with stainless steel appliances, creating an inviting setting for both everyday living and entertaining. Hardwired security cameras are already installed around the property, providing added convenience and peace of mind. Step outside to enjoy the covered porch, covered parking, storage shed, and tropical landscaping, including a breadfruit tree and Key lime tree. With no HOA, this property offers flexibility and the quintessential Big Pine Key lifestyle. The existing VA loan carries an attractive 2.375% interest rate and may be assumable by a qualified buyer, subject to VA and lender approval and applicable requirements. Whether you're looking for your first home, a place to put down roots, or simply a quieter pace away from the hustle and bustle, 31169 Avenue G offers the opportunity to embrace the laid-back, island lifestyle of Big Pine Key. More photos coming soon.

31169 Ave G, Big Pine
1160 Ave A, Big Pine
$799,000
4 Beds ⋅ 4 Baths ⋅ 621309 MLS
Set on a spacious 13,750 sq. ft. double lot, this 4 bedroom, 4 bath home offers 2,284 sq. ft. of living space surrounded by lush tropical landscaping and an exceptional collection of 16 varieties of fruit trees. Originally built in 1981 and extensively renovated following Hurricane Irma, the residence features Hardie Board siding and trim, impact windows, seamless gutters and a comfortable interior designed for everyday island living. Inside, soaring ceilings create a bright, open feel, with all 4 bedrooms located upstairs for added separation from the main living spaces. The kitchen features granite countertops, lighted cabinetry, a propane range and generous double pantry storage. From the living room, views extend across the front porch to the surrounding fruit trees, bringing the tropical setting into everyday living. The spacious primary suite includes a sitting area, walk-in closet with automatic lighting, and en-suite bath. The front porch is designed for enjoying the setting, with built-in seating and umbrellas creating a shaded place to relax among the tropical landscape. You can even pick fresh star fruit right from the porch. A rear porch with a hot tub provides additional outdoor living space, while automatic low-voltage landscape lighting illuminates the grounds after sunset. The property features 16 varieties of tropical fruit trees, including mango, avocado, guava, star fruit, banana, coconut, sapodilla and more. A 2-car garage adds excellent storage and functionality with remote-controlled barn-style doors, roll-down shutters, and a pulley system for elevated storage. Additional features include Hardie Board siding and trim, impact windows, seamless gutters, 30-amp service and electric on-demand hot water. With its expansive lot, abundant outdoor living areas and remarkable tropical landscape, this property offers a distinctive slice of Florida Keys living.

1160 Ave A, Big Pine
545 Ixora Dr, Big Pine
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 621291 MLS
A rare find on Big Pine Key! This home is ground level, but above flood. It sits on almost 1/2 an acre, with aprox 290 feet of concrete seawall, with access to the Gulf, and the Atlantic. Located in a private neighborhood close to Big Pine park, with 3 bedrooms, 2 bathrooms, an inground pool, and a beautiful screened in back porch, this home has a lot to offer!

545 Ixora Dr, Big Pine
29486 Ranger Ave, Big Pine
$1,200,000
3 Beds ⋅ 2 Baths ⋅ 621285 MLS
Your Florida Keys lifestyle is calling! This newly updated Big Pine Key home offers 3 bedrooms, 2 bathrooms and a spacious screened porch The perfect place to relax, entertain and enjoy the island breeze. Boaters will love the 75 feet of seawall, excellent boating access and plenty of storage for all the fishing and water-sports gear. With a strong rental history, this property also offers exciting income-producing potential. Whether you're searching for a full-time island home, vacation getaway or investment property, this one checks all the boxes! Closing would need to be after January 1 , 2027.

29486 Ranger Ave, Big Pine
3962-3964 No Name Rd, Big Pine
$925,000
4 Beds ⋅ 2 Baths ⋅ 621284 MLS
Waterfront DUPLEX ~ CBS Construction 4BD/2BA with 2BD|1BA on each side. Property features, excellent boating access, full 70' concrete seawall, covered porch for both units, tile flooring, accordion shutters, separate utility/laundry rooms on each side, 2 central AC units and 2 electric meters. Newer metal roof within 2 years. Fenced yard with room to park your boat trailer. Great investment potential or live in one side and rent the other for additional income. Admire Island Key Deer roaming the neighborhood. Bike paths, nature tails, PPH property owners park overlooking the open water.

3962-3964 No Name Rd, Big Pine
29466 Enterprise Ave, Big Pine
$1,150,000
3 Beds ⋅ 2 Baths ⋅ 621263 MLS
Discover the island lifestyle in this canal-front pool home with a 40 ft. concrete dock, 10,000 lb. boat lift and privacy-fenced back yard. Perfectly positioned on the 4th lot in from open water, this 75 x 100 ft. property offers excellent boating access to Pine Channel, the ocean, and the backcountry from the deep, clean canal. The screened porch is an ideal spot to relax and take in gorgeous open-water, sunset views. Inside, the split-bedroom floor plan offers comfort and privacy with 3 bedrooms and 2 baths. The primary suite features an ensuite bath and a spacious walk-in closet. Just off the kitchen is the separate laundry room with utility sink. Built in 2015, it has a metal roof, impact-resistant windows and doors, and tile floors throughout. Covered parking and a storage room provide everyday convenience. Are you a lover of mangos? There's a prolific mango tree, too! Whether you're heading out for a day on the water or unwinding poolside at sunset, it's the perfect place to enjoy the island lifestyle. Make it yours!

29466 Enterprise Ave, Big Pine
29207 Cypress Dr, Big Pine
$775,000
3 Beds ⋅ 2 Baths ⋅ 621225 MLS
Florida Keys living starts here at this 1152 sq. ft. canal-front home with over 65 ft. of concrete seawall and room to enjoy the laid-back island lifestyle that we love in the Lower Keys. Bring your vision and personal touches to make this your own, with great bones already in place including impact-resistant windows and doors upstairs, a metal roof, and a 2-car garage / storage enclosure. The fenced yard offers space for pets, RV/boat trailer parking or outdoor fun, while the almost-walk-around porch and deck give you easy spots to relax, entertain, and take in the waterfront setting. Two bridges to get out to the open water, the lowest one is 8.5 ft clearance. The convenient Eden Pines Colony neighborhood boat ramp is nearby. If you're a lover of mangos, you'll appreciate the great Carrie mango tree; the Spanish lime tree provides good privacy for the porch (not fruit bearing.) Casual, comfortable, and full of potential--this is a great opportunity to live the Florida Keys lifestyle! **Interior photos have been virtually-decluttered. Shown by appointment only, please do not walk the property without listing agent.**

29207 Cypress Dr, Big Pine
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