$928,278Average Value$763Average Price per Sq Ft75Homes 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
Lindsay Ryan,
an experienced agent in this area.
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On average, homes in Big Pine Key, FL sell after 98 days on the market compared to the national average of 56 days. The median sale price for homes in Big Pine Key, FL over the last 12 months is $785,000, up 8% from the median home sale price over the previous 12 months.
If you've been dreaming of easy waterfront living in the Keys, this beautifully furnished CBS home in friendly Pine Channel Estates is ready to welcome you. Built in 1989 with solid construction, it offers 1,392 sq. ft. of living space, poured concrete floors on pre-stressed beams, and an impressive 754 sq. ft. garage/storage area. Inside, cathedral ceilings and high transom windows bring in
Seller Welcomes Offers! Tucked away on a quiet dead-end street in Big Pine Key, this beautifully updated 2-bedroom, 2-bath canal-front home offers the perfect blend of modern comfort and relaxed island living. Thoughtfully renovated throughout, the home features updated flooring, stylishly remodeled bathrooms, a sleek contemporary kitchen, fresh exterior paint, and upgraded decking and screening,
Taron WirthBerkshire Hathaway HomeServices Keys Real Estate - Lower Keys
Welcome to this beautifully updated 3-bedroom, 2.5-bath waterfront home situated on a rare 12,000 sq. ft. double lot in the heart of Big Pine Key. Thoughtfully renovated throughout, this spacious two-story home offers bright, comfortable living with plenty of room for family and guests. Inside, you'll find a large living room filled with natural light, a versatile office/den, and an updated
Taron WirthBerkshire Hathaway HomeServices Keys Real Estate - Lower Keys
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
It's your lucky day! The last buyers had to cancel their contract for personal reasons prior to inspections. Whether you enjoy fishing and diving or prefer kayaking and paddle boarding through the beautiful waters of the Lower Keys, this updated 'Old Keys' home offers the perfect base for quick access to Bogie Channel, the Atlantic, and the backcountry. Situated on a 50' x 100' lot, the 2-story,
If you've been dreaming of the kind of place where the sunsets stop you in your tracks...this is it. Tucked away on a quiet road in Big Pine Key, this 2 Bedroom 2 Bath plus 1 Bedroom 1 Bath Guest Cottage one-of-a-kind point property delivers something incredibly rare in the Florida Keys, open water views and protected dockage, all wrapped into a private tropical setting on over an acre and a
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
If you've been dreaming of easy waterfront living in the Keys, this beautifully furnished CBS home in friendly Pine Channel Estates is ready to welcome you. Built in 1989 with solid construction, it offers 1,392 sq. ft. of living space, poured concrete floors on pre-stressed beams, and an impressive 754 sq. ft. garage/storage area. Inside, cathedral ceilings and high transom windows bring in
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
Experience 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 an exceptional opportunity to enjoy the relaxed Lower Florida 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
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
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).
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
Build Immediately with Active Building & Pool Permits Included. This Bay Front/Gulf Front open-water lot offers 14,746 sq. ft. of waterfront opportunity with beautiful wide water views, sunrise exposure, and the rare advantage of moving forward without years of permitting uncertainty. Included are approved plans for an elevated CBS coastal residence featuring 4 bedrooms, 4.5 bathrooms, parking
This 4-bedroom, 2-bath, 1566 sq. ft. home has so much to offer for the price! A spacious living area separates the primary bedroom and ensuite bath from the remaining bedrooms and bath. Features include tile floors throughout, a separate laundry room, a big sundeck and a ground-level storage enclosure. Covered parking is conveniently accessed from either Avenue C or Sands Rd. The 5,000 sq. ft.
The advertised rate of $4,302/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 26, 2027.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
Welcome to your ideal rental in Big Pine Key, Florida! This charming property offers a perfect environment for those seeking a peaceful lifestyle close to nature and conveniences.Key Property Features include a spacious living area designed for comfort, ensuring you have plenty of room to relax and entertain. Enjoy the benefit of central heating and air conditioning, complemented by
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
Mary Jo SeldenDomainRealty.com LLC
$11,000 per month
4 Beds
2.5 Baths
2,352 Sq Ft
**Exclusive Waterfront Luxury Home in Big Pine Key** (minimum 6 months, available Sept 1.)Experience the ultimate Florida Keys getaway in this newly built, four-level, all-concrete waterfront home in beautiful Big Pine Key. Designed with luxury and comfort in mind, this spacious and light-filled property features 4 bedrooms and 2.5 bathrooms, with custom, high-end finishes and top-of-the-line
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 8 PRICE WILL CHANGE NOV.1ST Call Andrea for bookings
BRAND NEW CONSTRUCTION.LONG-TERM RENTAL AVAILABLE NOW.Pets welcome!Let your clients be the first to live in this newly constructed home. This house has a large porch facing the canal, with over-dead fans to keep your family cool.This 1350 sq. ft. house is fully tiled throughout.The bedrooms and the closets are spacious, and the ceilings are 9 feet high throughout the
Mark PetersonMark F. Peterson Licensed Real Estate Broker
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
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 8 PRICE WILL CHANGE NOV.1ST Call Andrea for bookings
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
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