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.
Turnkey and move-in ready, this exceptional waterfront home is being offered fully furnished--including furniture, dishes, cookware, and linens--so you can start enjoying the Florida Keys lifestyle from day one. Situated on an oversized 18,000 sq. ft. double lot with 150' of canal frontage in a quiet, peaceful Big Pine Key boating community, this solid concrete 3BD/2BA home features a desirable split floorplan, tile floors, granite countertops, ample storage, attached garage, impact windows and doors, accordion shutters, and a metal roof. Boaters will love the easy access, including a 75' concrete dock with a 17,000 lb boat lift. The sellers have plans to extend the concrete seawall across the second lot, creating the potential for an additional 75' of dockage. Enjoy outstanding access via Bogie Channel with quick routes to both the Atlantic Ocean and Gulf waters, putting world-class fishing, diving, sandbars, and minutes to Bahia Honda State Park and beach. Outdoor amenities include screened and open porches, a tiki hut, outdoor shower, fenced yard, 50-amp RV service, and abundant parking for boats, trailers, and recreational equipment. The spacious double lot and tranquil setting create the perfect backdrop for relaxing island living while still being close to all the Lower Keys has to offer. A rare opportunity to own a fully furnished, move-in ready waterfront home with exceptional boating access and future dockage potential in the Lower Florida Keys. The unique community zoning allows for marine business and income potential from marine-related services.
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.
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.
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.
MODERN ISLAND RETREAT ON BOGIE CHANNEL - BIG PINE KEY, FL Discover the epitome of Lower Keys living in this luxurious 4-bedroom, 3.5-bath CBS pool home, ideally positioned on Bogie Channel with direct BOATING access. Built in 2022 and offered furnished, this elevated residence combines modern design, coastal charm, and unmatched functionality. It's a rare find to own approximately .62 of an acre in the Keys! Step inside to soaring ceilings, expansive windows, and an open-concept floor plan bathed in natural light. The chef-inspired kitchen boasts quartz countertops, stainless steel appliances, and generous counter space perfect for entertaining. Plank-style tile flooring flows throughout, while impact-rated windows and doors provide peace of mind. Seamless indoor-outdoor living is yours with an expansive covered balcony, private pool with tiki hut, and professional landscaping that enhances your privacy. There's ample space for RVs, trailers, and water toys, plus covered parking with paver drive and a poolside storage room. For boating enthusiasts, a 10,000 lb. lift on open water and 30' composite dock provide effortless access to world-class fishing, snorkeling, and backcountry adventures. Beyond your doorstep, enjoy the natural beauty of No Name Key--famous for its wildlife, conducive for biking, and sunrise views--while being just a short stroll to the iconic No Name Pub. Big Pine Key offers convenient shops and dining, and both Marathon and Key West are an easy, scenic drive away. Whether you seek a full-time residence, weekend escape, or an income-producing vacation rental, this modern island retreat delivers exceptional quality, space, and location. 📲 Schedule your private showing today and start living the Florida Keys lifestyle!
Enjoy Florida Keys waterfront living in the heart of Big Pine Key. This canal-front home with a full concrete seawall and direct boating access offers the perfect opportunity to experience the relaxed Lower Keys lifestyle surrounded by world-class fishing, diving, and boating. The elevated main home features a 2 bedroom, 2 bathroom layout with an open living area, spacious kitchen with built-in cabinetry extending into the dining area, and pocket sliding doors leading to a screened porch overlooking the canal--an ideal spot to enjoy the island breeze. Downstairs is a pre-FIRM finished enclosure with approximately 480 sq ft including an additional 1 bedroom and 1 bathroom, providing flexible space for guests, hobbies, or storage. The fenced lot, drive-through garage, and large utility/laundry area offer plenty of room for boating gear and outdoor equipment. A rare bonus is the added privacy with no neighbors on one side, as the county owns the two adjacent lots which will remain undeveloped. Located in the desirable Eden Pines neighborhood, just minutes from the community boat ramp, local restaurants, and shopping, and approximately 30 minutes to Key West. Close to Bahia Honda State Park, the National Key Deer Refuge, and world-class snorkeling and diving at Looe Key Reef.
A true tropical oasis nestled on a 6,600 sq ft lot with lush landscaping and a mature mango tree. Make this well maintained property your new home or INVESTMENT property. Currently in a successful vacation rental program. Fenced in for privacy and that sense of peace and tranquility. The backyard features a 14 x 30 custom concrete POOL with heater, chiller and colored lights. 7 x 7 spa tub and waterfall. Downstairs enclosure storage 20 x 34. Plenty of room for parking with RV parking and connections. 3 bedrooms and 2 bathrooms with 1360 sq ft of living space. Double French doors and impact resistance windows allow natural light throughout the home. Spacious open floor plan. Kitchen updated with white corian counter tops, backsplash and bar. Hall bathroom updated with fully tiled walk in shower and glass door. Upstairs covered balcony patio with plenty of space for dining outdoors and entertaining guests. Located on a plugged canal for convenience of kayaking, paddle boarding or swimming from your 15 x 40 foot wooden dock. This is not a boating canal. Local boat ramps are within 5 - 7 minutes. This island gem is being offered turn key, ready for you to start living your paradise lifestyle. It's truly a must see! Call for your private showing today.
This beautifully maintained 3-bedroom, 2-bath concrete block home truly has it all. Designed for comfort and peace of mind, the property features impact windows and sliders throughout. Step inside to a spacious living room that flows seamlessly into the dining area, where triple sliding glass doors open to a screened patio--perfect for enjoying the coastal breeze and tranquil water views. The kitchen offers stainless steel appliances and granite countertops, offering both style and functionality for everyday living or entertaining. Offered fully furnished--including kayaks--this home is truly move-in ready, allowing you to start enjoying the waterfront lifestyle from day one. Boaters will appreciate the 12,000 lb boat lift and excellent access--just minutes to Pine Channel and open water--making it easy to spend the day fishing, diving, or cruising the turquoise waters of the Florida Keys. Set along a peaceful canal with serene salt pond views, this waterfront retreat offers privacy, island charm, and direct boating access right from your backyard. Whether you're searching for a full-time residence or a relaxing coastal escape, this home delivers the true Keys lifestyle.
This is a large MANUFACTORED HOME on Big Pine Key that is permanently affixed to concrete pilings and is elevated above the 8' flood plain-which helps keep flood insurance cheaper-under $2,000. It is located in a tranquil setting with land that is owned by Monroe County on two sides and a spacious interior and inviting layout with ample natural light. The home has a well-appointed kitchen, area for washer and dryer and a large living area. Two of the three bedrooms have walk in closets and the third is a larger master bedroom. One of the two bathrooms has double sinks and a tub and separate shower. It has a metal roof that was installed in 2018, central AC/heater new in August 2025, and a brand new 40 gal. hot water heater. The flooring is ceramic tile throughout and there are four ceiling fans. There is enough outdoor space to enjoy nature, the Florida sunshine, and the Key deer the walk through the property daily. Conveniently located with easy access to the local amenities and natural beauty of the Keys. Don't miss this opportunity to experience island living at an affordable price!
Spectacular Open-Water Retreat with Unmatched Sunset View This exceptional open-water property offers breathtaking western-facing sunset views and premier ocean access with no bridges--perfect for boating enthusiasts. Enjoy privacy and natural beauty bordering the Florida Key Deer Preserve. The property features over 200 feet of concrete seawall, a 35' x 15' boat basin making it ideal for waterfront living. Step inside this impressive concrete-built home, where water views surround the main living area. The spacious living room showcases vaulted wood ceilings and abundant natural light. The home offers three en-suite bedrooms, plus an additional full bath conveniently located off the kitchen. Designed for true Florida Keys living, the resort-style in-ground pool and tiki hut are perfectly positioned to take in the spectacular western sunset views, creating an unforgettable setting for relaxing evenings and waterfront entertaining. Additional highlights include: Impact windows and slidersLarge attached garage Separate utility/storage building Exceptional privacy Direct ocean access This is a rare opportunity to own a private, west-facing luxury estate that seamlessly blends modern construction, boating convenience, and breathtaking sunset views.
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.
GREAT INVESTMENT OPPORTUNITY! $849,000 Best price property in Pine Channel Estates, Big Pine Key. Fully furnished. Remodeled 2 bdrm/2 full bath + BONUS room (3rd bdrm/office). 75' Canal frontage. Total sq.ft. 1934 w/heated sq.ft. 1277. All new SS appliances. Metal roof, impact windows and garage door, vinyl siding, tankless water heater, gutters, hurricane shutters, fence, covered patio, large garage and RV/Generator hookups. Low Insurances. Generous and impressive living space is perfect for entertaining and family gatherings. Located in a sought-after subdivision highlighting deep, quick open water access to the ocean and back country for stellar world class fishing, lobstering, diving and snorkeling. Loads of parking. Bike to the nature park, shops, restaurants, water sports, groceries and pharmacy. Take a short boat ride to KiKi's for a delicious meal and live music. 30 minutes to Key West! This property is ideal as a primary, second or investment. Use your creativity when enhancing your island style to the vast outdoor canvas with a pool/tiki hut. Own your slice of paradise in the Florida Keys today!
Welcome to The Barnacle Bed and Breakfast, a rare oceanfront offering in Big Pine Key where island living meets income opportunity. This beautifully updated waterfront property allows you to live the Florida Keys lifestyle while hosting it or operate a turnkey hospitality investment in one of the most sought-after settings in the Lower Keys. The property has undergone an extensive renovation over the past two years and is now updated, featuring a new roof, new windows, remodeled interiors, and upgraded throughout. Offered fully furnished, the estate includes multiple structures with indoor and outdoor kitchens, central water, and electric service, allowing for immediate enjoyment and operation. Enjoy approximately 150 feet of direct oceanfront on the main parcel, complemented by additional parcels offering flexibility and long-term potential. Boating enthusiasts will appreciate the private beach, bay and ocean access, CBS dockage and boat docking, making life on the water effortless. Currently operating as a bed and breakfast with strong daily rental performance, the property is now fully operational at capacity, presenting immediate income potential. Whether envisioned as a private waterfront retreat, an owner-operated Bed & Breakfast, or an investment opportunity, this is a truly unique chance to own a piece of paradise in the Florida Keys.
If you want a spacious home with plenty of privacy, this property delivers. Set within a lushly landscaped 12,500 sq. ft. double lot, the 2,136 sq. ft. living area provides ample space for family and guests with 4-bedrooms, 2-baths, a family room, laundry room and additional room that could be a 5th bedroom. Refreshing colors complement the space, and the tasteful furnishings are included with just a few exceptions. You can literally move in with only your suitcase! Central A/C cools and heats the majority of the home, and mini-split units cover the rest. Flooring consists of solid bamboo and tile throughout. The fenced back yard features a tiki hut for entertaining and relaxing. The property is bordered on two sides by county and state-owned protected lands, adding to the privacy. The detached garage is a bonus!
Welcome to island living in Big Pine Key. Situated on a desirable corner lot, this beautifully remodeled 3-bedroom, 2-bathroom home offers 70 feet of dockage with davits, providing excellent boating access and true waterfront Keys living. The home has been fully updated, featuring a newer roof, updated windows, modern flooring, renovated kitchen and bathrooms, and upgraded lighting throughout. The property also features a large garage and ample storage space, ideal for boating gear, tools, or recreational equipment. Enjoy privacy, outdoor living, and easy access to open water, nearby parks, and local amenities. A fantastic opportunity for a full-time residence, vacation retreat, or investment property in the Lower Keys.
Welcome to Eden Pines! This well maintained 3BR/2B home sits on a generous very private 10,000 sq ft lot in Big Pine Key. Featuring a garage and tons of storage inside and out, fenced yard & room for a pool! Inside you will find 3BR, 2 updated baths and a smart layout with an open concept living. Step outside to a beautiful covered porch the perfect spot to enjoy your morning coffee watching the key deer wander by. Community boat ramp is minuets away. Easy Keys living, comfortable and private. Low insurances too!
Welcome to an inviting, well-priced island home in Big Pine Key, perfectly suited for families, military buyers, or anyone seeking relaxed Florida Keys living with modern upgrades already done. This beautifully renovated 2-bedroom, 2-bath home was thoughtfully updated in 2024 and blends comfort, privacy, and tropical charm. Inside, you'll find new luxury vinyl flooring throughout, a refreshed kitchen with brand-new cabinets and countertops, and all-new appliances installed in August 2024. A new entry door, tankless water heater, and new washer and dryer add efficiency and peace of mind. The layout feels bright and welcoming, ideal for everyday living or hosting visiting friends and family. Outdoors, the property truly shines. The home is privately fenced and landscaped, creating a serene island retreat. Enjoy a screened porch for morning coffee, plus a shaded, breezy living space beneath the home that's perfect for relaxing after a day on the water. There's ample parking in front and under the house, a large enclosed storage area downstairs, and an additional storage shed—plenty of room for gear, tools, and toys. With space to add a pool, this property offers flexibility to grow with your lifestyle. Low insurance with assumable flood policy makes this home affordable. This is a move-in-ready opportunity to enjoy the Florida Keys at an attainable price point, combining smart updates, outdoor living, and the laid-back charm Big Pine Key is known for.
Tucked away on 2 gated acres along the pristine waters of Bogie Channel, Dei Paradiso is a one-of-a-kind open water estate offering total privacy, resort-style amenities, and world-class boating access to both the ocean and backcountry. Just a mile off the Overseas Highway, peace and convenience converge in this tropical retreat. Awaken to dazzling sunrises and wind down beneath the glow of moonrises over the channel, all from your expansive 1,500 sq. ft. saltwater pool, wrapped in swaying palms and endless sea views. Inside, the open-concept living space connects effortlessly to the outdoors, with floor-to-ceiling glass bringing the water right to your doorstep. The heart of the home is a chef's kitchen built to impress: quartz counters, a six-burner gas stove, four ovens, stainless steel appliances, and a massive island with seating for eight — ideal for gatherings and memory-making. Outdoor features abound: a private sandy beach, multiple dining and lounging areas, a 50-foot RV pad with 30/50 amp service overlooking the water, and a 40x40 four-bay garage for your boat, cars, and toys. A dock permit is in progress, opening up quick access to prime fishing grounds and sandbars. Surrounded by flowering tropical plants and a bounty of fruit trees, including Hayden mangoes, Catalina avocados, and Key lime hedges, this home is as nourishing as it is beautiful. Built like a fortress, Dei Paradiso features poured concrete construction, CBS walls, hurricane windows/shutters, prestressed beams, and a standing seam aluminum roof. Elevated for peace of mind with living spaces over 15' above sea level. A rare and radiant offering in the Florida Keys. Dei Paradiso isn't just a home...it's a legacy.
Introducing No Name Retreat - Rare waterfront opportunity with exceptional development potential featuring 140 feet of direct water frontage and expansive 14,420 sq ft lot. The property currently includes a full duplex plus an additional buildable vacant lot, offering endless possibilities for investors, builders, or someone looking for extra room next door. Live on the water while generating income, convert the existing structure into a single-family residence, and build a brand-new home on the extra lot, or reimagine the entire site into a custom waterfront compound. With its wide frontage, generous lot size, and flexible use options, this property presents a unique chance to create significant value in a highly desirable waterfront setting. Property highlights: Metal Roof, Impact Windows and Doors, Concrete Block Construction, 70ft. of concrete dockage, deep clean canals, and so much more!
Wake up to endless water views and wind down with breathtaking Keys sunsets at this peaceful island retreat. Set on a quiet corner lot, this 3-bedroom, 3-bath home offers the perfect blend of privacy, comfort, and classic Keys charm. A wraparound screened in porch with six sets of sliding glass doors fills the home with natural light and cooling tropical breezes, while rich pecky cypress accents add warmth and character throughout. Across the street, a community park provides a serene green space, and for boaters, the location is ideal—just minutes to Pine Channel, about 20 minutes by boat to the Content Keys, and easy access to the Atlantic. Outdoor living shines with a spacious screened patio, a 10' x 10' tiki hut for entertaining, and a 10,000-lb boat lift ready for your next adventure. Located in the highly sought-after Port Pine Heights neighborhood, this exceptionally tranquil community is known for its natural beauty and frequent visits from Key deer. With a residents-only park just around the corner and some of the most peaceful surroundings in the Lower Keys, this is more than a home—it's the island lifestyle you've been dreaming of.
Walk into this luxurious palace with captivating open water views. Light colors accenting the beautiful interior with matching large porcelain floors enhancing the large windows bringing the natural light inside. Gourmet kitchen for any chef to create great memories viewing the sunsets. Open patio with a great view of the pool and the outdoor entertaining areas. Three roomy suites for your family and friends to enjoy, with oversized closets and high ceilings for your pleasure. 15,000-pound boat lift for your convenance at your dock side.
Discover tranquil Keys living at 30023 Pine Channel Rd, a charming 3-bedroom, 2-bathroom home offering peaceful seclusion with effortless access to the Overseas Highway. Set on a generous lot and surrounded by mature, beautifully established trees, this property delivers the perfect blend of privacy, nature, and convenience. Step inside to find 1,218 sq ft of comfortable living space. The thoughtful layout provides warm, welcoming spaces ideal for everyday living or a relaxing weekend getaway. Outdoors, the expansive lot offers endless possibilities—create lush garden spaces, design your outdoor entertaining area, or explore potential expansion options. With plenty of shade and natural beauty, the property feels like a private oasis. Additional highlight: Assumable flood policy available, adding value and peace of mind for the next owner
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.
**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!

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Florida Keys Board of Realtors® Florida Keys MLS, Inc. Real Estate listings held by brokerage firms other than the owner of this site are marked with the MLS logo and detailed information about them includes the name of the listing broker's office. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate.
Big Pine Key is located in Florida. Big Pine Key, Florida has a population of 4,752. Big Pine Key is more family-centric than the surrounding county with 23.55% of the households containing married families with children. The county average for households married with children is 20.65%.
The median household income in Big Pine Key, Florida is $69,792. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Big Pine Key is 52.1 years.
The average high temperature in July is 89.8 degrees, with an average low temperature in January of 63.3 degrees. The average rainfall is approximately 46.3 inches per year, with 0 inches of snow per year.