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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
31315 Ave B, Big Pine
$619,000
3 Beds ⋅ 2 Baths ⋅ 621796 MLS
Welcome to this elevated 3-bedroom, 2-bath home nestled in a quiet neighborhood in Big Pine Key. This well-maintained property features a BRAND-NEW 2026 ROOF, along with impact-rated windows and doors for added peace of mind and storm protection. The open-concept living and kitchen area creates an inviting space for everyday living and entertaining. All three bedrooms are generously sized, each featuring its own walk-in closet. Situated on a corner lot, the property offers ample parking for multiple vehicles, a boat, boat trailer, or other recreational toys. Conveniently located near shopping, dining, and a boat ramp, this home offers the perfect blend of comfort and convenience. Whether you're looking for a full-time residence or a solid investment opportunity, this property checks all the boxes.

31315 Ave B, 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
31107 Ave I, Big Pine
$695,000
3 Beds ⋅ 2 Baths ⋅ 621753 MLS
Bring your vision to this spacious corner-lot stilt home on Big Pine Key! Low Assumable mortgage for qualified buyers. Just a short stroll from Big Pine Key Community Park, this 3-bedroom, 2-bath elevated home offers an open living concept, a split-bedroom floor plan, and bamboo floors throughout. The home needs some TLC and is ready for a buyer with an eye for potential to restore it and make it their own. Room to spread out is the real standout here. The property offers plenty of space for multiple cars, boats, and even an RV with hookup. Below, you'll find a 2-car garage, an outdoor shower, and generous storage space. Enjoy the true Big Pine lifestyle, where the adorable Key deer can often be seen roaming the neighborhood. A great opportunity for investors, contractors, or anyone ready to create their Keys retreat in a sought-after Big Pine location.

31107 Ave I, Big Pine
31169 Ave G, Big Pine
$650,000
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
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
30851 Baileys Ln, 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
29313 Coconut Palm Dr, 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
31118 Ave I, 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
31179 Ave H, Big Pine
$510,000
3 Beds ⋅ 2 Baths ⋅ 620410 MLS
Welcome to your piece of paradise in beautiful Big Pine Key! This elevated, stilted home features 3 bedrooms and 2 bathrooms and is centrally located, making a perfect opportunity to stop renting and start owning. Step inside to an open-concept living space and kitchen that overlook the inviting screened-in front porch, creating a bright and open space for everyday living and entertaining. The hallway leads to all three bedrooms, including two comfortable guest rooms and a spacious primary suite with its own bathroom. A second full bathroom is conveniently located near the guest bedrooms. The washer and dryer are located just outside on the front porch for added convenience. This property offers plenty of parking for boats/trailers along with generous storage space on the ground level. The neighboring lots are county-owned, providing extra privacy and preserving the open, spacious feel with no future development immediately next door. Enjoy a short walk to the waterfront or to nearby Big Pine Key Park. Location, Location, Location. Come to Avenue H to see what we are all taking about. Call today!

31179 Ave H, Big Pine
1615 Fern Ave, Big Pine
$989,000
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
31128 Ave G, 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
3674 S Seas St, Big Pine
$859,000
2 Beds ⋅ 2 Baths ⋅ 619841 MLS
Set in the peaceful, natural surroundings of Port Pine Heights, this thoughtfully updated home offers the relaxed, unhurried lifestyle that makes this Lower Keys community so desirable. Over $100,000 has been invested in updates and improvements, allowing the next owner to enjoy a beautifully refreshed home without the time, expense, and uncertainty that often come with renovating. Recent updates include a reimagined kitchen layout with new cabinetry and quartz countertops, beautifully renovated bathrooms with tiled showers and new vanities, new composite decking with sleek aluminum railings. The screened porch has been upgraded with micro-mesh screening, while fresh interior and exterior paint, updated fixtures, and thoughtful finishing touches complete the improvements throughout. Boaters will appreciate the quick, convenient access to Pine Channel and Contents Key, making days on the water easy to enjoy. This home also offers an impressive 702 sq. ft. of fully air-conditioned storage space below, providing exceptional flexibility for storage, hobbies, gear, or additional workspace. Move-in ready, thoughtfully updated, and wonderfully connected to the laid-back beauty of island living.

3674 S Seas St, Big Pine
29555 Enterprise Ave, Big Pine
$999,875
3 Beds ⋅ 2 Baths ⋅ 619820 MLS
Accessibility elevator! Welcome to your Lower Keys retreat where comfort, and coastal living come together beautifully along with the convenience of an interior elevator. Situated on the desirable boating canal system of Pine Channel Estates, this 3 bedroom, 2 bath home is designed for those who appreciate the water based lifestyle. Inside, soaring vaulted ceilings create an open and airy atmosphere throughout the home, while the interior elevator offers effortless and/or handicap access and convenience. Expansive living spaces flow seamlessly onto a large screened deck and two additional open-air decks off of the canal side bedrooms, all perfectly positioned to capture peaceful canal views. Elevated above flood and built to withstand severe weather conditions with impact resistant windows and metal roof. For boating enthusiasts, this property is truly exceptional. Featuring two boat docks and a 12,000-pound boat lift, you'll enjoy quick and easy access to the ocean and gulf side right from your backyard. Whether you're heading out for a day on the boat, entertaining guests outdoors, or simply relaxing in the coastal breeze, this home delivers the ultimate waterfront lifestyle. **Handicap accessible with interior elevator shaft ~ Sewer assessment is paid in full ~ Fire & Liability (homeowners) insurance $2,318.30**

29555 Enterprise Ave, Big Pine
75 Lobstertail Rd, Big Pine
$739,000
2 Beds ⋅ 2 Baths ⋅ 619333 MLS
Enjoy easy island living in this beautifully updated 2BD/2BA elevated home set along a peaceful plugged canal--perfect for paddleboarding and enjoying the waterfront ambiance (no boating access). Inside, the open living space features vaulted ceilings, luxury plank vinyl flooring throughout, and great natural light, flowing out to a screened porch overlooking the canal. The standout chef's kitchen is fully upgraded with Dacor Professional appliances, including an oversized built-in fridge, 6-burner propane range, dishwasher, and drawer microwave, plus a large quartz island and full wall glass tile backsplash. The home offers two comfortable bedrooms, including one with en suite bath, and a spa-style bathroom with an oversized glass tile shower featuring six shower heads, large vanity, and lighted mirror. Additional highlights include Miele stackable laundry, on-demand gas hot water heater, 2018 metal roof, spacious sun deck, and lower enclosure storage. A great option for a full-time home or island getaway with a peaceful waterfront setting.

75 Lobstertail Rd, Big Pine
1719 Narcissus Ave, Big Pine
$729,000
2 Beds ⋅ 2 Baths ⋅ 619104 MLS
Located in the peaceful National Key Deer Refuge, this charming 2BD/2BA canal front home in Eden Pines offers the perfect blend of tranquility and classic Florida Keys living. Enjoy frequent visits from the beloved Key Deer while relaxing on one of the screened porches. The property features a fenced yard, outdoor shower, garage, storage area, and rainwater collection system for easy landscape watering. A peaceful canal front setting makes this home ideal for kayaking, paddleboarding, boating or simply enjoying the laid back Keys lifestyle.

1719 Narcissus Ave, Big Pine
31478 Ave E, Big Pine
$460,000
1 Beds ⋅ 1 Baths ⋅ 618225 MLS
Check out this Price Improvement!!! Adorable charm and the essential Florida Keys lifestyle can be found in this 1-bedroom, 1-bathroom island bungalow. Nestled in the heart of Big Pine Key, this home offers the perfect blend of cozy comfort and tropical serenity, making it an ideal full-time residence, weekend retreat, or savvy investment property. Home Highlights: Classic Bungalow Charm: An inviting open layout that maximizes space and natural light. Peaceful Setting: Situated in a quiet neighborhood known for its natural beauty and frequent visits from the endangered Key Deer. Outdoor Living: Plenty of room on the lot for boat storage, gardening, or creating your own tiki hut oasis. Low Maintenance: A manageable footprint that allows you to spend less time on chores and more time on the water. Location, Location, Location: Life on Big Pine Key is all about the Great Outdoors. You are just minutes away from: Nature trails, parks and boat ramps! Bahia Honda State Park: Home to some of the best beaches in the Florida Keys. World-Class Boating & Fishing: Quick access to both the Atlantic Ocean and the Gulf of Mexico. Local Favorites: Enjoy nearby tropical dining, local marinas, and the unique shopping of the Lower Keys. Whether you're looking for a peaceful 'Keys Cottage' to call your own or a basecamp for your aquatic adventures, 31478 Avenue E is a rare find at an accessible price point. Schedule your showing today and start living the island dream!

31478 Ave E, Big Pine
31171 Ave H, Big Pine
$525,000
3 Beds ⋅ 2 Baths ⋅ 615054 MLS
Big Pine Key Here's your opportunity to get into a 3 Bedroom. 2 Bath stilt home in the Keys. Metal Roof. Brand New Central A/C & Heat. Sliding door from dining area to Covered Porch. Laundry closet. Garage and Storage. Concrete covered patio or parking. Back yard has concrete slab for a storage shed. Sewer has been connected and paid for in full. Fenced. Easement behind fence line between this home and back neighbor. For utility co. AE 8 Flood zone but house is at 12.1 Rented need notice to show. Buyer to assume current tenants until the end of their lease term (9/30/27). Nice community waterfront park nearby. 2 other Parks on Island. Bike paths on Big Pine. Grocery, Restaurants, Church, Library. Key West 45 min. Marathon 20 min. Miami 2.5 hours.

31171 Ave H, Big Pine

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