Big Pine Key Homes with Canal Front Waterfront features

Big Pine Key Homes with Canal Front Waterfront features

Welcome to Big Pine Key, a hidden gem nestled in the heart of the Florida Keys, Monroe County. This enchanting island offers a unique blend of natural beauty, vibrant wildlife, and a laid-back lifestyle that attracts those seeking a slice of paradise. With its pristine beaches, lush landscapes, and crystal-clear waters, Big Pine Key is a haven for outdoor enthusiasts and anyone looking to escape the hustle and bustle of everyday life.

One of the most captivating features of this island is its stunning canal front waterfront homes. Imagine waking up each morning to the gentle sound of waves lapping at your doorstep, with breathtaking views of the serene canals right outside your window. These properties offer more than just a place to live; they provide a lifestyle defined by adventure and tranquility. Whether you enjoy fishing, kayaking, or simply soaking up the sun, living on the water means endless opportunities for exploration.

The canal front homes in Big Pine Key are designed to enhance your connection with nature, featuring spacious decks and private docks perfect for mooring your boat or hosting sunset gatherings with friends and family. With easy access to the Atlantic Ocean and the Gulf of Mexico, you can embark on fishing trips, dive into vibrant coral reefs, or take leisurely cruises through the stunning waterways.

In addition to the natural allure, Big Pine Key is home to a tight-knit community that values the island's unique charm and environmental conservation. If you're looking for a place where every day feels like a vacation, consider making Big Pine Key your new home. Embrace the island lifestyle and discover the magic of canal front living in this tropical paradise!

Newest Big Pine Key Homes with Canal Front Waterfront features

30371 Warbler Ln, Big Pine
$780,000
2 Beds ⋅ 2 Baths ⋅ 621874 MLS
Enjoy easy island living in this completely renovated 2-bedroom, 2-bath, CBS canal-front home in Tropical Bay Estates. Inside, you'll find a functional layout, a modern kitchen with marble countertops, an attached garage, and a dedicated laundry room. Near the National Key Deer Refuge, the well-planned, tropical landscape provides a bit for privacy this special slice of paradise. Take a dip in the swim spa or gather with friends in the screened tiki-porch that's set up for entertaining. Permitted in 2020 and completed in 2021, the cantilevered concrete dock with boat davits and step-down dock provide the ideal launching point for a fun day on the water, or a peaceful paddle in your kayak. Impact-resistant windows and doors, metal roof, permitted kitchen upgrades, permitted second bath addition and more since 2018. Check out www.TropicalBayEstates.org for more information about this exceptional neighborhood.

30371 Warbler Ln, Big Pine
29558 Ranger Ave, Big Pine
$1,700,000
3 Beds ⋅ 3 Baths ⋅ 621849 MLS
Experience the Ultimate Keys Lifestyle - New Construction with 75' of Waterfront on a Wide Boating Canal Coming Winter 2027 - Nestled on a spacious 7,500 sqft lot (75x100) along a deep, wide boating canal, this brand new 1,500 sqft home offers the perfect blend of modern coastal living and exceptional boating access. With quick entry to Pine Channel, you're just minutes from both the Atlantic Ocean and the backcountry flats, making it a boater's dream location in the Lower Keys. Property Features: 75 feet of concrete seawall with a brand new 15,000-pound boat lift - ready for your center console, flats boat, or cruiser. Quick access to open water - ideal for fishing, diving, or island hopping. Situated in a peaceful, low-traffic neighborhood with a relaxed, residential vibe. Home Highlights: 1,500 sqft of new construction built to the latest codes for maximum safety and efficiency, and the LOWEST INSURANCE RATES! Bright, open-concept floor plan designed for indoor-outdoor living. Expansive approximate 800 square foot screened enclosed covered side porch - perfect for shaded entertaining or breezy afternoon lounging. Private swimming pool for cooling off after a day on the water. Mature landscaping and foliage provided adequate shade for hot summer days This is more than just a home--it's a launchpad for adventure and a retreat for relaxation. Spend your days exploring the surrounding waters, then come home to your own slice of paradise. Please note: Photos are of a similar model by the builder and may not be fully representative of the home. Design selections may still be available for customization. Seller is a licensed Florida real estate agent.

29558 Ranger Ave, Big Pine
29667 Flying Cloud Ave, Big Pine
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 621780 MLS
Welcome to island living and a tropical lifestyle. Embrace your tropical vibes in this gently used, newer-built home ready for all your Florida Keys needs. This waterfront property is ideal for those looking for a blank slate; it's ready for your personal design and touches, inside and out, so you can create your own amazing island oasis. Ideal for entertaining, relaxing, creating fabulous memories, and sharing your paradise with friends and family. The living area opens to a stunning, spacious porch/patio, perfect for sunsets, sipping coffee or cocktails, and enjoying peaceful canal views. Your primary suite includes an ensuite bath, and two additional bedrooms provide guest rooms or a home office. Situated in Pine Channel Estates, this home offers 3 bedrooms, 2 baths, and everything you need for the ultimate destination. For the boating enthusiasts, you will appreciate the 75' concrete dock, which is ready for a boat lift and all of your water toys. You're minutes from boating access to both the Gulf and the Atlantic Ocean. Additional highlights include impact windows and spacious covered parking on the lower level, with room for extra storage for all your boating and fishing gear. Known for its boating and fishing, this location offers convenience and privacy. This home is centrally located between Key West and Marathon, with great dining, shopping, plenty of outdoor activities, and all the historical sights and scenes. Spend your days at your waterfront retreat or explore island hopping and sandbar BBQs; this home offers the chance to embrace laid-back island living at its best!

29667 Flying Cloud Ave, Big Pine
29688 Forrestal Ave, Big Pine
$1,299,000
3 Beds ⋅ 2 Baths ⋅ 621755 MLS
Discover the Florida Keys lifestyle in this charming 3-bedroom, 2-bath canal-front home offering 1,928 sq. ft. of living space on an 8,000 sq. ft. lot in Big Pine Key. Situated on a quiet street with convenient boating access to both the Gulf and Atlantic Ocean, this property is ideal for those looking to enjoy life on the water. Boating enthusiasts will appreciate the 68' concrete dock with dual 5,500 lb. davits. Garden lovers will enjoy the fully fenced yard featuring lush tropical landscaping, paved pathways and a tranquil pond with a waterfall. Inside, beautiful real wood flooring flows throughout the home, bringing warmth and character to the inviting living spaces. The spacious Great Room features a wood-burning fireplace and French doors opening to a screened waterfront balcony, creating the perfect setting to relax and enjoy peaceful canal views. The Primary Suite offers a charming wood-plank ceiling, cedar-lined walk-in closet and ensuite Bath. Additional highlights include impact windows, an electric exterior elevator lift for added convenience, a covered carport and a spacious lower-level enclosure providing ample storage for fishing gear, boating equipment and more. Whether you're spending the day exploring the surrounding waters or unwinding on your screened porch, this inviting waterfront retreat offers an opportunity to embrace the laid-back Florida Keys lifestyle.

29688 Forrestal Ave, Big Pine
1669 Lantana Ln, Big Pine
$895,000
2 Beds ⋅ 2 Baths ⋅ 621621 MLS
This beautifully updated 2 bedroom, 2 bathroom home sits on an oversized lot and offers the perfect blend of comfort, style, and waterfront living. Enjoy a renovated kitchen and bathrooms, a relaxing screened in porch, and a fenced yard featuring a sparkling fiberglass pool. Boating enthusiasts will appreciate the 75 ft of concrete seawall and 15,000 pound boat lift, providing convenient access to the water. A garage adds extra convenience and storage. Whether you're entertaining guests, enjoying a peaceful day by the pool, or heading out on the boat, this property offers the ideal Keys Lifestyle!

1669 Lantana Ln, Big Pine
2131 Coral Way, Big Pine
$2,750,000
4 Beds ⋅ 4 Baths ⋅ 621572 MLS
SPECTACULAR OPEN-WATER VIEWS AND PROTECTED CANAL FRONTAGE WITH A BOAT HOUSE! 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 open 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. Spectacular open-water views, beautiful sunrises, beachside evenings, and the boating lifestyle you've been dreaming about! And even harder to find is the nature and frequent visits from the like, key deer, iguanas, box turtles, dolphins, manatees, and various birds including pelicans, seagulls, white ibis, and cormorants, in your own yard!

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
3667 S Seas St, Big Pine
$924,000
2 Beds ⋅ 2 Baths ⋅ 621362 MLS
BIG PINE KEY WATERFRONT RETREAT -- Concrete Fortress! 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 10k lbs. 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
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
Start Your Search

How much is your home worth?

Get instant property value now!