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1821 Bittersweet Ave, Big Pine
$749,900
3 Beds ⋅ 2 Baths ⋅ 620858 MLS
A Boating/Fishing Dream Home.... This Canal Front Stilt home sits on an oversized corner lot, in ''Key Deer Refuge'', beautiful wild-life and Key Deer abound, 2/bedroom, 2/bath, a 3rd bonus room, you may use as a bedroom or office, a spacious Living/Dining/Kitchen with lots of light, stainless appliances, impact windows, Bamboo/tile floors. Enjoy the Florida Keys Lifestyle on your Boat docked at your back door, at 'L' shape total 63' concrete dock with electric and water at dock with pavers adjoining the dock awaits a sitting area/picnic table, Tiki Hut or pool, paver driveway, minutes to the Gulf and the Famous ''Content Keys''. Entire property is fenced for privacy, an irrigation system, mature palms, fruit trees and beautiful vegetation, an extra side yard with (50 Amp electricity), sewer and water for parking an RV or storage of your boat trailer, a camera system will convey, plenty storage/work-space downstairs with a generator (to be connected), exterior freshly painted, plus many renovations. Room for a pool or Tiki Hut, Boat ramp is on Bittersweet about 50' from property. May Vacation Rent, Annual Rent or use as a primary home or fish camp, owner's closet downstairs for your convenience. Own your Piece of Paradise!!!Pro Pics coming!

1821 Bittersweet Ave, Big Pine

31357 Ave C, Big Pine
$748,516
3 Beds ⋅ 2 Baths ⋅ 621008 MLS
Bring your vision and make this Big Pine Key property your own! Situated on two spacious, fully fenced lots, this 3bedroom, 2bath home offers plenty of room, flexibility, and potential for the right buyer. The property features easy entry and access to both lots, providing ample space for vehicles, boats, trailers, recreational toys, and more. With the additional lot space, there is also room to explore adding a pool and creating your own private tropical outdoor retreat. Inside, the home offers three bedrooms and two bathrooms along with, a central vacuum system, plenty of storage, and a back porch perfect for enjoying the laid back Florida Keys lifestyle. The home does need work and updating and is being sold As Is, making this a great opportunity for buyers looking for a property they can renovate and customize to their own style.

31357 Ave C, Big Pine

29160 Primrose Ln, Big Pine
$700,000
3 Beds ⋅ 2 Baths ⋅ 620819 MLS
Welcome to Eden Pines--now offered at an exceptional new price of $700,000! This charming 3-bedroom, 2-bath home sits on a spacious and private 10,000 sq. ft. lot in the heart of Big Pine Key. With a garage, abundant storage, a fully fenced yard, and room to add a pool, this property offers endless potential. Seller has a VA loan with a 4.5% interest rate, which may be assumable by a qualified VA buyer subject to lender approval. Inside, you'll find an inviting open-concept floor plan, two beautifully updated bathrooms, and comfortable living spaces designed for easy Florida Keys living. The covered back porch is the perfect place to relax with your morning coffee while enjoying the peaceful surroundings and frequent visits from the neighborhood Key deer. Located just minutes from the community boat ramp, this home is ideal for boating enthusiasts and anyone looking to embrace the laid-back island lifestyle. Comfortable, private, and now aggressively priced at $700,000, this is an incredible opportunity to own a piece of the Lower Keys. Assumable flood insurance is only 926.00!! Wind 6,121.00!

29160 Primrose Ln, Big Pine

30881 Witters Ln, Big Pine
$699,000
2 Beds ⋅ 1 Baths ⋅ 620744 MLS
This updated concrete cottage with all the necessities you will need to enjoy waterfront living in the Keys. This home has a metal roof, mini split A/c, updated kitchen and bath and is situated on 3 lots giving you plenty of space. It is only a very short boat ride to Boggie Channel, the only market channel to both the Atlantic and Gulf in the Lower Keys. This is a great opportunity for boaters and naturalist as this is only a short walk or kayak to No Name Key, surrounding waters and nature trails. Large 280 square foot utility building with workshop. A short walk to the No Name Pub, a Keys historic watering hole. Don't miss your opportunity for this15000 square foot, 3 lot parcel with a lovely concrete home. Proof of funds or pre-qualification necessary to schedule a showing.

30881 Witters Ln, Big Pine

31033 Hibiscus Dr, Big Pine
$699,000
3 Beds ⋅ 2 Baths ⋅ 618175 MLS
Nestled in the heart of Big Pine Key, this charming A-frame home offers classic Florida Keys character on an oversized DOUBLE LOT with canal frontage and excellent boating access to Bogie Channel. Built in 1973 and constructed with metal beams, this just-over-1,000-square-foot home blends durability with coastal charm. Or you may just want to demo the house and build your Keys Dream Home on two lots. Additional highlights include an on-demand hot water heater, a seawall, and ample storage for all your island and boating gear. With plenty of room to expand or customize, the expansive property offers endless possibilities. Design a new kitchen or up grade the old. Ideally located just minutes from Big Pine Community Park, this home provides easy access to nature trails, recreation, and local amenities. Whether you're seeking a full-time residence, weekend retreat, or investment opportunity, this canal-front property with quick access to open water is a rare find in the Lower Keys.

31033 Hibiscus Dr, Big Pine

29175 Violet Dr, Big Pine
$685,000
3 Beds ⋅ 2 Baths ⋅ 619422 MLS
Eden Pines Gem: Fully updated, low assumable flood Modern Island Living: Updated Stilted Retreat in Golf-Cart Friendly Eden Pines! Welcome to 29175 Violet Drive, a fully updated 3-bedroom, 2-bathroom stilted sanctuary in the heart of Big Pine Key. This home is tucked into the vibrant, family-oriented community of Eden Pines Colony-a neighborhood where neighbors are friends and the island lifestyle is at its best. Boating: The boat ramp is just around the corner and there is plenty of room to park your toys including a one car garage! EXPANSIVE STORAGE BELOW, fully enclosed. Designer Bathrooms: Both the primary and main bathrooms feature beautifully updated showers. Flooring runs through the entire interior and flows seamlessly onto the porch for a high-end, unified look. Updated with newer stainless-steel appliances and an open-concept layout flooded with natural light. Total Comfort: (2019) central AC system replaced. Curated Outdoor Living & Durability: Fresh & Low Maintenance: The home shines with a freshly painted exterior and vinyl hand and porch rails -no rust, no rot, just island beauty. Private Side Yard Oasis: Discover a stunning side yard retreat featuring authentic Key West bricks set against a lush, towering wall of tropical plants. Clean Curb Appeal: An expansive concrete driveway provides plenty of room for multiple vehicles, boat trailers, or RV parking. Upgraded Porch: Expand your living area to the porch! The perfect vantage point for watching the local Key Deer wander and enjoying unbeatable sunrises. Unbeatable Protection & Savings: Current owners receive all mitigation discounts on wind insurance. Fully protected with impact shutters and a durable metal roof (completed in 2019), offering maximum safety and substantial insurance discounts.

29175 Violet Dr, 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

30920 Baileys Ln, Big Pine
$675,000
2 Beds ⋅ 2 Baths ⋅ 617613 MLS
Discover the perfect blend of coastal living and convenience in this CBS-built home offering exceptional access to open water—just minutes to both the Gulf and the Atlantic. Situated on a spacious double lot, the property includes a 30 ft. Step down boat slip cut in, ideal for docking your boat and enjoying effortless days on the water. Designed for seamless indoor-outdoor living, the home features a bright, open layout and a well-appointed kitchen complete with granite countertops. A separate laundry area adds everyday practicality, while one of the bedrooms includes a private entrance, perfect for guests, in-laws, or a home office. The home is equipped with ductless A/C systems, providing customizable comfort and excellent energy efficiency. The second lot provides incredible flexibility—ideal for building a pool, creating additional parking, expanding the main home, or adding a stand-alone garage. Lush, mature landscaping surrounds the property, enhancing both beauty and privacy. Located on a quiet dead end street, free from light and air pollution, where the night stars are as clear as day. This location offers excellent water access and is just a short distance from local shopping, restaurants, and everything the area has to offer. Perfect for boating enthusiasts or anyone seeking a serene, island retreat.

30920 Baileys Ln, 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

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

31243 E Ave, Big Pine
$615,000
3 Beds ⋅ 2 Baths ⋅ 615736 MLS
**Price Improvement** Welcome to your slice of paradise in Big Pine Key! This charming 3-bedroom, 2-bath home is an ideal opportunity for families or first-time homebuyers seeking the quintessential Florida Keys lifestyle. Step inside to discover a comfortable and inviting living space, perfect for creating lasting memories. Outside, a small, fenced area provides a safe and convenient space for your furry friends to play. Enjoy the convenience of being just a short stroll from Big Pine Community Park - perfect for recreation and relaxation. For the outdoor enthusiast, boat ramps are easily accessible, offering endless opportunities to explore the crystal-clear waters of the Keys. Indulge in the vibrant local scene with a variety of restaurants and retail stores just minutes away. Beyond the immediate conveniences, this home boasts incredible access to the natural wonders that Big Pine Key is renowned for. Explore the unique flora and fauna, enjoy world-class fishing, or simply soak in the breathtaking beauty of the surrounding nature. An added bonus: this property currently has a VA loan, which may be assumable, offering a potentially significant financial advantage for qualified buyers. Don't miss your chance to own a piece of the Florida Keys dream! Very affordable insurances and flood transfers! Roof new in 2018.

31243 E Ave, Big Pine

29188 Tulip Ln, Big Pine
$600,000
2 Beds ⋅ 2 Baths ⋅ 616933 MLS
Nestled at the quiet end of a peaceful street, this beautifully maintained home is all about the blend of island charm, privacy, and modern comfort. No HOA. Unique architecture, surrounded by graceful Areca palms and bordered by county land on two sides, the property feels like a serene tropical oasis. Step inside to find soaring cathedral ceilings that create a bright, airy atmosphere throughout the open living area-kitchen area. The updated kitchen features contemporary finishes, quality cabinetry, and modern appliances, with incredible and wide bar table and chairs -- best for cooking and entertaining. Nice 2 full bathrooms - combining coastal style with practical comfort. Enjoy the Florida Keys' lifestyle with two spacious terraces, relax outdoors, dine al fresco, or enjoy the gentle island breezes.Whether you're seeking a full-time residence, beatiful getaway, or investment property, this charming Big Pine Key home provides tranquility, privacy, and natural beauty in one of the most desirable island communities of Eden Pines! Highlights: - Quiet, end-of-road location for ultimate privacy - Two inviting terraces for outdoor living: Front and back; back terrace features firepit, comfortable seating - Cathedral ceilings and open-concept design - Updated kitchen and bathrooms - Surrounded by Areca palms and county land on two sides - Peaceful, tropical setting with island charm Experience the serene beauty of Big Pine Key, where nature, comfort, and privacy come together in perfect harmony. - Ideally situated in the heart of the Florida Keys, this home is the rare best of both worlds: the tranquil, natural setting the Keys are famous for--complete with frequent visits from the adorable Key deer--paired with convenient access to everyday amenities - short drive to grocery stores, post offices, pharmacies, bars, and restaurants. In a place where spacious lots are increasingly scarce and true privacy is a luxury, this property stands out. Tenant's occupie

29188 Tulip Ln, 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

2828 Central Ave, Big Pine
$549,000
3 Beds ⋅ 1 Baths ⋅ 621118 MLS
Peaceful Big Pine Key retreat nestled within the beautiful National Key Deer Wildlife Refuge. This ground-level 3-bedroom, 1-bath concrete home offers the laid-back Keys lifestyle surrounded by lush, mature tropical landscaping and abundant natural beauty. The fully fenced yard provides privacy and space to enjoy the peaceful setting, while the durable metal roof and hurricane shutters add practical storm-readiness. Enjoy quiet mornings and relaxing evenings surrounded by a remarkable diversity of local wildlife and birds in one of the Lower Keys' most unique natural environments. Conveniently located on Big Pine Key, this home is ideal for buyers seeking a tranquil island setting, natural surroundings, and a solid concrete construction home at an excellent price. Priced to sell--this opportunity will not last long!

2828 Central Ave, Big Pine

31179 Ave H, Big Pine
$539,000
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

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

31478 Ave E, Big Pine
$475,000
1 Beds ⋅ 1 Baths ⋅ 618225 MLS
**PRICE ENHANCEMENT FOR THIS RESORT -STYLE SETTING** 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

31247 Ave I, Big Pine
$399,900
2 Beds ⋅ 2 Baths ⋅ 619119 MLS
Discover the potential in this 2 bedroom, 1.5 bathroom mobile home located in the heart of Big Pine Key! Perfect for first-time buyers or savvy investors, this property offers an excellent opportunity to own in the Florida Keys at an attainable price point. Keep the existing trailer, add on to it, or build something new...it's a blank slate! The 5,000 sq ft lot allows for ample parking for vehicles, boats, or trailers--ideal for enjoying the Keys lifestyle. The fully fenced yard provides privacy and room to expand outdoor living space, entertain, or create your own tropical oasis. There is also a detached storage shed with washer/dryer hookup that adds extra space for storage along with an additional concrete pad for a tiki or additional shed to be installed. Conveniently located near local shopping, dining, and world-class fishing and boating, you'll enjoy easy access to everything the Lower Keys have to offer while still being tucked away in a quiet neighborhood setting. Whether you're looking to get your foot in the door in the Keys market or add to your investment portfolio, this property offers great value and potential.

31247 Ave I, Big Pine

Vacant Lot Vacant, Big Pine
$395,000
614178 MLS
Prime Commercial Fishing Property in the Florida Keys! Discover a rare opportunity to own and operate a commercial fishing business in the coveted Commercial Fishing Special District of Big Pine, FL. This unique zoning allows unparalleled access to open water, making it a fisherman's paradise. Here are the highlights: - Buildable Property: Your vision can come to life with ease on this buildable lot. - AE Flood Zone: Favorable flood zone location for peace of mind. - Endangered Species Free: Not restricted by endangered species listings. - Commercial Vessel Accommodation: Control depth tailored to fit commercial fishing vessels. - Large Corner Lot: Expansive nearly 1/2 acre lot, offering ample space. - Bayside Location: Situated in Big Pine on the tranquil Bayside, with quick access to the water. This property represents a rare and valuable investment opportunity with its unique zoning, generous lot size, and prime location. It stands out as one of the few remaining parcels that cater specifically to the commercial fishing industry. Act now to secure this sophisticated and financially advantageous piece of real estate in the beautiful Florida Keys! Contact us today for more information or to schedule a viewing. Don't miss out on this exclusive chance to elevate your business!

Vacant Lot Vacant, Big Pine

31368 Ave E, Big Pine
$385,000
3 Beds ⋅ 2 Baths ⋅ 620783 MLS
Nestled in a quiet neighborhood on Big Pine Key, this property presents a rare opportunity to create your own Lower Keys retreat. Situated on a spacious 10,000 sq ft lot, the 3 bedroom, 2 bathroom home features an expansive floor plan with all-new sub-flooring already in place, providing a solid foundation for your vision. Whether you're looking to thoughtfully renovate the existing home or take advantage of its ROGO exemption status to build new, the possibilities are yours to explore. Experience the laid-back charm of Big Pine Key, where community parks, local restaurants and bars, shopping, and nearby boat ramps are all just minutes away. This property offers the perfect opportunity to create the island home you've always imagined in a peaceful setting in the Lower Keys.

31368 Ave E, Big Pine

29859 Overseas Highway Unit 27, Big Pine
$209,900
620932 MLS
Welcome to 'The Island Girl'! This RV lot is an excellent investment at a low price. It is being booked as a very successful short term vacation rental with high profits and little overhead. This property is a little slice of paradise, lined with fruit trees and other tropical plants providing privacy and that 'keys vibe'. Enjoy the space anytime you want and rent it out the rest of the time. Just bring your clothes, as the newer travel trailer is included in this sale. Located in Breezy Pines RV Estates; amenities include a pool, a newly renovated clubhouse with kitchen, additional laundry & shower facilities. The low monthly HOA fee of $248 includes Xfinity basic cable and park WIFI. Don't miss out on this exceptional investment opportunity in the keys! Rental history is available upon request. Transient/short term rentals allowed in this RV lot with Monroe County, buyer to do their own due diligence with County. **Showings by appointment only please, to not disturb guests**

29859 Overseas Highway Unit 27, Big Pine

21 County Rd, Big Pine
$179,000
620306 MLS
Opportunity to Own a Thriving Bicycle Business in the Beautiful Florida Keys! The Big Pine Bicycle Center, serving the Lower Keys for nearly 30 years, is a profitable, turnkey operation priced below the accountant's valuation. Offering sales of conventional and electric bicycles, bicycle accessories, rentals bikes, major bike rental accounts, and a full-service repair center, this business is a true local favorite. The sale includes over $50,000 of new inventory, tools, all bicycle accessories and all the necessary equipment to run the business. The spacious showroom features interactive touchscreens for custom bike orders, and an assumable lease ensures a smooth transfer. The current owner also offers training to the Buyers. Don't miss this chance to own a profitable, established business at a rock bottom price in THE BEAUTIFUL FLORIDA KEYS. Call today!

21 County Rd, Big Pine