$917,846Average Value$740Average Price per Sq Ft86Homes 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.
1/2
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.
1/2
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.
1/2
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.
1/2
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.
1/2
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.
1/2
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.
1/2
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
Joshua Mothner,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
On average, homes in Big Pine Key, FL sell after 103 days on the market compared to the national average of 55 days. The median sale price for homes in Big Pine Key, FL over the last 12 months is $710,000, down 6% from the median home sale price over the previous 12 months.
Discover the perfect Florida Keys waterfront retreat in Big Pine Key. Situated on an oversized 16,779 sq ft lot on a quiet street away from the highway, this solidly built concrete block home with a concrete subfloor and stucco finish offers durability, privacy, and the laid-back island lifestyle buyers dream about.Boaters will appreciate 112 feet of concrete seawall, a 10,000 lb boat lift, and
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,
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
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
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
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
Welcome to your private Lower Keys oasis, where solid concrete construction meets refined coastal style. This beautifully designed 3-bedroom, 2-bath waterfront home is offered fully furnished and truly move-in ready, featuring impact windows and doors, a sleek 24 gauge standing seam metal roof, and bright, open living spaces made for effortless island living.Outdoors, the home transforms into a
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, granite counters in the
Experience the keys waterfront lifestyle! This charming 3 bedroom, 2 bath home has peekaboo views of Big Pine Bight and is minutes away from Bogie Channel with NO limiting bridges to slow you down. Only 2 minutes to the Atlantic, and direct access to the Gulf. Equipped with a 10,000 LB boat lift, the boat is also available as a separate purchase. The buyer will get first right of refusal on the
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).
Discover the easygoing charm of the Lower Keys at this .81-acre waterfront estate, featuring a two-bedroom, two-bath main house and a one-bedroom, one-bath guest cottage with views over Bogie Channel. Enjoy leisurely days entertaining under the large poolside tiki hut or on the covered platform at the end of the 463-foot pier--perfect for relaxing with family and friends while watching sunsets
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 paradise,
Property Id: 2218567Enjoy comfort and privacy in this elevated 3-bedroom, 2-bath home, open floor plan and vaulted ceilings lots of windows and french doors. Furnished except for the smallest room. Make it your office or hobby room or guest room. The living room and master bedroom each open through French doors onto a balcony, Relax or entertain outdoors on the balcony/patio, and enjoy
Beautifully maintained, elevated Florida Keys home available for annual long-term rental (1-2 years). Offering 2 bedrooms and 2 bathrooms upstairs plus a legal bathroom downstairs, this thoughtfully designed residence sits on a lare corner lot with ample parking for an RV and boat trailer. Quality construction throughout with porcelain wood-plank tile flooring extending through the home and onto
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,
Discover the ultimate Florida Keys lifestyle in this meticulously maintained 3-bedroom, 2-bathroom home with 2-car garage and a fresh, bright interior with new paint. Located just moments from the water, you'll enjoy a sense of space and privacy that is hard to find. This home offers the perfect canvas for your island dreams
The advertised rate of $4,043/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 15, 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
A light and bright stilted home in a wooded subdivision on Big Pine. Large, screened walk-around patio, chair lift, impact windows, updated granite kitchen, SS appliances, upgraded baths, washer/dryer, outdoor shower, carport parking w/motion lights, large, landscaped yard, paver drive, ceiling fans, central AC/heat, water/lawn care included. Tenant pays electric and cable/internet. Application
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
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
Property Id: 2469571Nice and neat 3Bd. 2bth stilt home. Concrete slab under house. Covered patio or parking. Storage building below house 648 sq. ft. Fenced Yard. Covered porch. Upgraded kitchen. No carpeting, tile floors throughout. No home directly across the street. Partial sunset/sunrise porch faces southerly. Park and boat ramp not far or beach. Key West 45 mins, Marathon 20 mins. No
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
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
Local Logic measures the walkability, access to public transit and bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
