$913,370Average Value$739Average Price per Sq Ft92Homes For Sale
Big Pine Key is an essential habitat for the endangered Key deer
Big Pine Key residents coexist with the Key deer, one of the Florida Keys’ most protected species. The island may be the largest remaining habitat for these petite deer, whose numbers have recently dropped below 800. But on Big Pine Key, acres of protected land allow these animals the space they need while inviting nature-loving residents who crave the slower island lifestyle. “Nature owns most of the land out here, but certain people are attracted to that type of thing,” says lifetime Lower Keys resident Rose Dell, broker associate with Keller Williams Key West Compass Realty. “Whether it’s for the protection of the animals, the wildlife, the trees or plant life, these people want the quieter areas.” Big Pine is the uppermost island in the Lower Keys and one of the least developed. Its few resorts sit mainly on the island's outskirts and aren’t nearly as busy during peak tourist season as those on neighboring Keys. Waterfront developments often have private marinas, a convenient factor for the island’s many boat owners. As one of the only Lower Keys with a full-service grocery store, it’s also a destination for residents from surrounding areas.
Key Deer inhabit Big Pine Key and can be spotted roaming around the community.
The National Key Deer Nature center is found in Big Pine Key and open Wed-Sun.
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Island trails, boating and waterside parks
A significant portion of Big Pine is dedicated to the National Key Deer Refuge, leaving large swaths of wilderness for locals and visitors to explore. From the nature center off Overseas Highway, it’s a 3-mile trip to the Blue Hole, one of the Key’s only freshwater reservoirs, where Key deer, alligator and waterfowl are often spotted. Up the road, the Manillo and Watson trails snake through sandy brush and young palm trees. Similar trails are found at Bahia Honda State Park, a 500-acre expanse about 6 miles from Big Pine. Snorkelers, beachgoers and hikers will find plenty to do here. And as one of the darkest islands in the Keys, it’s a delight for stargazing campers. For sports, locals head to Big Pine Key Park, where basketball and tennis courts surround baseball and soccer fields. There’s also a shaded playground, more than a dozen picnic tables and an official bocce ball court. “The park is used constantly. If I go out there right now, there are probably a couple of families, maybe a bocce ball league practicing,” says Diane Corliss, Realtor with Coldwell Banker Schmitt Real Estate.
The Bahia Honda State park offers a beach as well as hiking trails for Big Pine Key residents.
Boating is a center point of the Big Pine Key way of life.
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Big Pine’s streets have a small-town feel
Big Pine’s seemingly unfinished and sand-covered streets are by design. As one of the least developed Keys, it has a wild feel that locals say lends it a casual charm. “It doesn’t feel like a fancy place at all. It feels like a small town,” Dell says. Coastal vegetation surrounds stilt homes, concrete bungalows, and canal-side Key West cottages, which are Bahamian style and often called conch homes. Developments such as Pine Channel Estates and Eden Pines Colony almost exclusively offer waterside properties with private docks, the most expensive of which have direct ocean access. Inland architecture is a bit more unpredictable, Dell says. “You can have a mobile home across the street from a million-dollar house.” While modest homes generally cost between $500,000 and $800,000, larger waterfront homes and tropical estates range from $900,000 to more than $2 million.
An array of architectural styles can be found in Big Pine Key.
Big Pine Key is a community of homes in the Florida Keys.
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Big Pine is big on events
The Lower Keys Chamber of Commerce, just off Overseas Highway, hosts community events throughout the year, including the Island Art Festival. This fall event also marks the beginning of Big Pine Key Flea Market season, which runs from November to April. In summer, a crowd forms at Big Pine Key Park for the annual Fourth of July celebration. “It’s right on the open water, so you can see the reflection of the fireworks,” Corliss says. July also brings the long-running Lower Keys Underwater Music Festival, which is exactly as cool as it sounds. Divers and music lovers come together at Looe Key Reef for a submerged radio concert promoting responsible diving and reef protection. Many divers descend with marine-themed faux instruments, bringing the term “air guitar” to a new, watery level. Literature lovers often visit Key West for the annual Hemingway Days, celebrating the famed writer.
Shops and restaurants on Overseas Highway
The Overseas Highway is home to quaint shops like the Seven Mile Café and the Boardwalk Bar & Grill, which hosts live music. Kitschy beach signs and baubles cover the walls at Generations Seafood and Produce, a roadside shop that offers a mix of souvenirs and fresh seafood. Big Pine Rooster serves homestyle fare in a woodsy diner, and although the restaurant has changed owners and names a few times over its 20-year tenure, it’s still a local favorite. The longest-running establishment, however, is No Name Pub, which sits at the mouth of the bridge to its namesake Key. The pub opened as a bait and tackle shop in the 1930s but quickly grew to include a full-service dining area. Now, it’s one of the most uniquely decorated businesses in Big Pine, boasting a ceiling covered with dollar bills illuminated by ever-present Christmas lights. Throughout the decades, diners have added their dollars to the bunch, scribbling doodles or leaving their initials. Some estimate the total to be around $90,000, but that number constantly grows. Big Pine also stands out as one of the few lower Keys to have a Winn-Dixie grocery store.
Generations seafood and market offers freshly caught fish and crustaceans for sale.
The Big Rooster can be found off US1 in Big Pine Key.
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Monroe County’s school choice program keeps options open
Big Pine Academy, a prekindergarten through fifth grade institution that scores an A-minus on Niche, offers the closest early education option. Although this tuition-free school is part of Monroe County School District, its charter designation means it lacks the bus transportation afforded to other district locations. B-minus-rated Sugarloaf School, located in neighboring Cudjoe Key, provides transportation for kindergarten through eighth grade students. The same goes for sixth through 12th graders enrolled in B-rated Marathon Middle High School, which offers a Dual Enrollment Collegiate Academy program for juniors and seniors. The district operates under a school choice model, meaning that although students are zoned to attend Sugarloaf School through eighth grade, some may instead enroll at Big Pine Academy and transfer to Marathon Middle High in sixth grade.
Big Pine Key Academy
Marathon Middle High School is Home to the Dolphins.
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Cruise Highway 1 via car or the Lower Keys Shuttle
The Keys are linked by a series of bridges spanning U.S. Highway 1, known locally as Overseas Highway. This roadway leads drivers south to Key West in 30 miles and north to Marathon in 20. The Florida Keys Overseas Heritage Trail, a 90-mile linear path, extends beside the highway, offering a route for bikers. The Lower Keys Shuttle, operated by Key West Transit, is the only public transportation option in the area and makes multiple stops in Big Pine Key. Shuttlers can expect the trip to Key West to take about an hour and a half. The closest airport is Florida Keys-Marathon International, about 40 minutes away by shuttle.
The Lower Keys Shuttle offers bus stops with covered seating and runs along US1.
Biking is popular around Big Pine Key and a main source of transportation.
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Preparing for hurricanes and rising insurance rates
As with most of the Keys, damage from hurricanes, king tides and tropical storms is always possible, and the island has seen its fair share of devastation. So far, Big Pine has been able to rebound from each storm, but the most extensive damage is often behind the scenes. Residents in the Lower Keys pay some of the highest home insurance premiums in all of Florida, with rapidly rising flood insurance rates affecting many homeowners.
Elevated homes are a popular site around Big Pine Key.
A community of elevated homes in the inland areas of Big Pine Key have begun to sprung up.
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Written By
Hannah Rainey
Photography Contributed By
Daniele Giuseppe Del Gaudio
Video By
Drew Webster
Interested in learning more about homes in this area?
Reach out to
Sandra Tuttle,
an experienced agent in this area.
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On average, homes in Big Pine Key, FL sell after 105 days on the market compared to the national average of 54 days. The median sale price for homes in Big Pine Key, FL over the last 12 months is $749,000, down 1% from the median home sale price over the previous 12 months.
Discover canal-front living in Eden Pines Colony where local amenities are within easy reach! The owners have maximized this 8,063 sq. ft. property for outdoor living, from the screened sitting and grilling area below, to the lush gardens surrounding the amazing outdoor shower. The inside is bright and airy featuring a wood-planked cathedral ceiling in the great room, an exceptional upgraded
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
Great price for an entry-level canal-front home! Located on a 50-foot-wide canal, this updated 3-bedroom, 2-bath home provides good boating access to Pine Channel, the Atlantic Ocean, and the backcountry. 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. Upgrades include
A perfect 1031 exchange property! Active vacation rental with history and future bookings. Built in 2020 and still feels brand new, this beautifully maintained 3-bedroom, 2-bath home is offered fully furnished and ready to enjoy or generate rental income. A 75-foot concrete dock delivers outstanding boating access, placing you just minutes from premier fishing grounds and offering easy routes to
Privacy abounds with 130 ft. of canal-frontage to dock multiple boats. Boat traffic is not an issue since the property is at the end of canal (with resident manatee) affording easy water access to the Ocean and Gulf through the 50 ft. wide canal system. Privacy is enhanced by 10 ft.-plus hedges surrounding the fenced, 19,762 sq. ft. property with electric entry gate.Beautiful tropical gardens
Discover canal-front living in Eden Pines Colony where local amenities are within easy reach! The owners have maximized this 8,063 sq. ft. property for outdoor living, from the screened sitting and grilling area below, to the lush gardens surrounding the amazing outdoor shower. The inside is bright and airy featuring a wood-planked cathedral ceiling in the great room, an exceptional upgraded
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
Positioned just off US-1 (Jimmy Buffett Memorial Highway), this parcel of land benefits from excellent visibility and accessibility, supporting a wide variety of potential commercial uses.Potential for securing valuable ROGO points for future permitting needs in Monroe County (buyer to verify the number of ROGO points with the County).
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
*Back on Market & Ready for New Owners!* VA Assumable 2.625% interest rate for eligible Buyers! Total current payment $2864/mo! Inquire for more details.Welcome to your island escape! This beautifully updated 2 bedroom, 2 full bath stilted home offers the perfect blend of comfort, convenience, & coastal charm. Situated on a spacious lot in the heart of Big Pine Key, this property features a brand
Open water pool home with breathtaking views of Bogie Channel and direct deep water access to both the Atlantic Ocean and the Gulf. Located on a spacious 13,275 sq ft lot, this solid concrete ground-level residence is a true boater's paradise featuring a 75-foot concrete dock and a protected boat basin. Inside, the 1,980 sq ft home offers a large great room, a Florida Room perfect for sunrise
Welcome to your Florida Keys fortress! This newly constructed 4-bedroom, 3-bath concrete home offers unmatched durability, modern finishes, and gorgeous open water views from porches on both levels. Just a few hundred feet from deep water boating, this property provides the closest boat access to the world-famous Bahia Honda Bridge of any neighborhood in the Lower Keys, navigating to the ocean or
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
Want to feel as if you've gotten away from it all? Nestled on over an acre, this one-owner home is surrounded by nature, yet it's conveniently close to the grocery store, shopping, restaurants, banks and more; Key West and Marathon are within easy reach. The screened porch is wonderful for relaxing, reading, bird watching. With 1008 sq. ft. of living space, it offers 3 bedrooms and 2 baths; the
RARE west-facing private estate offering sunset views, owned bay bottom, and exceptional boating access. Welcome to Tarpon Cove, an exclusive retreat located in Big Pine Key, surrounded by the Florida Key Deer Preserve for unmatched privacy and natural beauty.The concrete residence has been meticulously reconstructed through a down-to-the-studs renovation, resulting in a 2023 effective age and is
Discover this charming 3-bedroom, 2-bathroom furnished home. ALL UTILITIES ARE INCLUDED. The spacious, open floor plan features a gourmet kitchen with white quartz countertops and sleek, stainless-steel Bertazzoni appliances imported from Italy.Relax in the dining area, overlooking a screened-in patio with stunning views of the heated saltwater pool. The lush backyard is a tropical paradise,
Property Id: 2240886Discover the beauty of Big Pine Key from this delightful 2-bedroom house. With a king bed and a queen bed, guests can relax in comfort. Enjoy the convenience of WiFi, AC, and a washing machine during your stay. The 2 bathrooms are equipped with all of the conveniences of home. Located between the Back Bay and the Ocean. Property sits on an acre lot, enjoy the breezy,
Welcome to your slice of paradise in Big Pine Key! This stunning property offers peace and privacy on a quietstreet, just minutes from world class fishing, boating, and the natural beauty of Bahia Honda State Park. Thischarming home comes fully furnished and features an open-concept layout, modern updates, and coastal finishesthroughout. relax on the covered porch, entertain on the
The advertised rate of $4,048/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 17, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
Ready to Rent beginning March 1st, 2026. This 3-bedroom, 1.5-bath home on Coconut Palm Drive is located in a quiet Big Pine Key neighborhood and features vaulted ceilings, crown molding, and an open-concept layout with great natural light. The property offers covered parking, a large downstairs storage area ideal for equipment or hobbies, and a fully fenced backyard for added privacy.
Property Id: 2043505If your between homes, or construction, or here for a shorter period, here is a fully furnished home. Available now, 6mos + few days rental. Nice spacious, furnished home on a double lot, with fenced back yard. Utilities not included. Above ground pool. Close to local amenities. 3bd/2bth 1528 sq. ft. home with laundry room. Central AC & Heat. Monthly yard care
Fishermans Dream House!Bring your boats to this beautiful canal front home in Big Pine Key. Secluded on a corner lot with 190 ft of seawall. Boat ramp is less than a mile away. Enjoy swimming in the pool, relaxing on the deck, cocktails at the outside bar, or meeting the adorable friendly Key Deer roaming the neighborhood.Sleeps 8Available February 1st for monthly rentalCall
Property Id: 2249521Annual long-term rental, $9600. to move in F/L/S . Spacious 3 bedroom, 2 bath stilt home, open floor plan. Covered porch with sliding French doors from the dining area. No neighbor on one side or across the street. Interior features include tile floors, a large kitchen, plenty of cabinets and a breakfast bar, laundry closet, hall bathroom has tub, and a master bathroom
Welcome to Caribbean Cove located in Big Pine Key. Located in the lower keys, 30 minutes from Key West. This stunning waterfront three bedroom/two bath home features an open floor plan, with a fully furnished living area and a modern kitchen. The kitchen is a culinary dream, equipped with stainless steel appliances and an oversized quartz island, surrounded by eight comfortable seats, perfect for
Welcome to Caribbean Cove located in Big Pine Key. Located in the lower keys, 30 minutes from Key West. This stunning waterfront three bedroom/two bath home features an open floor plan, with a fully furnished living area and a modern kitchen. The kitchen is a culinary dream, equipped with stainless steel appliances and an oversized quartz island, surrounded by eight comfortable seats, perfect for
🌴 Big Pine Key Lot for Rent - RV or Tiny Home Ready! 🌴Enjoy the Florida Keys lifestyle in this beautiful lot located in a desirable condominium community in Big Pine Key, just off U.S. 1 and close to everything!🏝️ Community Features:Heated pool for year-round enjoymentWasher/dryer available for tenantsSafe, friendly neighborhoodSteps from the bus stop, shops,
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