Big Pine Real Estate Search

Newest Big Pine Homes and Condos for Sale

$150,000
620032 MLS
Vacant waterfront lot in the desirable Doctor's Arm neighborhood of Big Pine Key. This cleared lot has 55 feet of canal frontage, plenty of room for a seawall and your boat. The canal opens into Bogie channel, one of the best channels in the Florida Keys, providing easy access to BOTH the gulf and the Atlantic. This lot was previously used for the owner's water access from their landlocked home a mile away. Additional VERY LARGE (4 bed, 3 bath) home and 3 ACRES available.

30860 Malaga Ln, Big Pine
$1,174,000
3 Beds ⋅ 3 Baths ⋅ 620017 MLS
Nestled in the heart of Big Pine Key, this private canal-front retreat with screened in POOL offers the perfect blend of comfort, space, and island living. Situated on an oversized 21,438 fenced in corner lot with a private gated entrance, the property provides exceptional privacy and a peaceful setting surrounded by tropical beauty. Plenty of space for your RV, Boat Trailer and more. It's a boaters dream. Access the Atlantic or Gulf in minutes. 15,000 lb. Boat lift added in 2024. Inside, the home features 1,774 square feet of thoughtfully designed living space with 3 bedrooms and 3 bathrooms. The third bedroom has a private entrance and could be used as guest quarters or an in-law suite. The updated kitchen showcases modern finishes and functionality, while the beautifully renovated bathrooms reflect today's contemporary style and comfort. Spacious living areas and an inviting layout create an ideal environment for both relaxing and entertaining. Impact Windows and Doors. New AC year 2026. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this canal-front property offers the privacy, upgrades, and Florida Keys lifestyle buyers are searching for. Call to schedule your private tour. Sellers are motivated.

30525 Winifred St, Big Pine
$799,000
3 Beds ⋅ 2 Baths ⋅ 620011 MLS
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, single-family residence features a cut-in boat slip with a boat lift beneath the expansive great room, along with its own boat ramp on the side. The frame with stucco upstairs offers 1,380 square feet of living space with 2 bedrooms, 1 bath, and a spacious great room with impressive water views. The original structure has high cathedral ceilings with wood beams and beautiful hardwood floors. Generously-sized, the updated kitchen includes abundant cabinet space, granite countertops, and a large island. The CBS ground level has a grandfathered-in, 600 sq. ft. living area that provides the 3rd bedroom and 2nd bathroom creating an ideal in-law suite; plus 300 sq. ft. devoted to storage as well as the washer and dryer. Impact-resistant windows were installed upstairs in 2021, and new ductless AC/heat systems were added both upstairs and downstairs in 2022. Panel shutters protect the downstairs jalousie windows. Please note that the upstairs and downstairs living areas are not connected by an interior staircase. This long-established neighborhood is also home to local favorites and landmarks including the No Name Pub, No Name Bridge, and the Old Wooden Bridge Resort and Marina with boat ramp. Sellers would appreciate post-closing occupancy of 30-60 days.

30937 Baileys Ln, Big Pine
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 620002 MLS
Homes offering this level of detail, space & modern construction are a rare find in the Lower Keys. Built in 2023 in desirable Pine Channel Estates, this exceptional waterfront home offers 75' of dockage on a deep, wide canal with quick access to Pine Channel. Tucked in far enough to avoid traffic noise, yet moments from open water, the location delivers the best of the Lower Keys lifestyle. Bonus-Low insurance costs! Designed with both luxury & functionality in mind, this split floorplan home showcases extensive upgrades & designer finishes throughout including crown custom built-ins, crown moulding, recessed LED lighting, upgraded designer fixtures, impact windows & doors, & durable Hardie board siding. The stunning kitchen serves as the centerpiece of the home with quartzite countertops, custom cabinetry, premium finishes & abundant space to gather and entertain, while quartzite carries through the bathrooms for a cohesive upscale feel. The expansive upstairs screened lanai creates an ideal indoor/outdoor living space with designer details throughout and plenty of room to relax, dine & entertain year-round. Downstairs offers expansive covered entertaining areas, outdoor shower, hot tub & 300 sq ft enclosure perfect for storage, tackle room, gym, workshop or additional flex space. True laundry/utility room adds practicality rarely found in Keys homes. Custom closet built-ins throughout. Additional features include a cistern (not currently in use), exceptional indoor & outdoor living space, & a beautifully designed waterfront setting built for boating, entertaining & enjoying the Keys lifestyle. The clear canal water here is a standout rarely found elsewhere. Double framed dock for boat lift. Homeowners/Windstorm=$2,645. Flood=$2,164

29663 Saratoga Ave, Big Pine
$465,000
2 Beds ⋅ 2 Baths ⋅ 619990 MLS
Enjoy the laid back Big Pine Key lifestyle. Situated on an expansive 11,500 square foot lot, this beautifully updated 2 bedroom, 2 bath home offers space, comfort, and the feel of a manufactured home while no longer functioning as a mobile home. The home is securely affixed to wood pilings and concrete blocks on a concrete pad, creating a more permanent structure. Inside, you'll find a large open floor plan designed for comfortable everyday living and easy entertaining. The spacious primary suite features an oversized bathroom and walk in closet. New flooring throughout adds a fresh, updated feel to the entire home. Enjoy outdoor living from both the welcoming front porch and the back deck, perfect for relaxing or entertaining. Dedicated laundry room with additional pantry storage. Recent improvements include: Metal roof, All new impact windows, and Central A/C. Schedule your private showing today and discover the possibilities this Keys property has to offer.

29757 Henry Ln, Big Pine
$850,000
5 Beds ⋅ 3 Baths ⋅ 619979 MLS
Welcome to your perfect Florida Keys retreat! Situated on a spacious 5,250 s/f lot, this versatile waterfront property offers two separate living units, making it ideal for multi-generational living, vacation use, or income-producing potential. The upper level features 3 bedrooms and 2 bathrooms with bright, comfortable living spaces designed for relaxed island living. The lower unit offers 2 bedrooms and 1 bathroom and is currently rented month-to-month for $4,000, with the tenant also utilizing the upstairs portion of the home. This property is loaded with upgrades and features for convenience, security, and outdoor enjoyment, including a shingle roof approximately 8 years old, impact windows throughout, and two elevated A/C units that are less than 4 years old. Boating and recreational enthusiasts will appreciate the 50-foot dock, along with existing preparation for water and electricity service for boats on the canal. Additional highlights include a 16-camera security system, RV preparation, and readiness for an electric vehicle charging station. Perfectly located just a 5-minute walk from the coast, this exceptional property combines waterfront lifestyle, flexibility, and modern upgrades in one incredible Florida Keys opportunity.

3610 S Seas St, Big Pine
$799,000
3 Beds ⋅ 2 Baths ⋅ 619969 MLS
Big Pine charm with this newer construction 2021 Affinity home that is turn-key and sits on a stunning double lot with plenty of extra outdoor space. It has 3 bedrooms, 2 bathrooms, porcelain tile floors throughout, a beautiful open kitchen for entertaining and a large patio in the front of the house with a sliding door that let in a wonderful breeze in the evenings. The extra space that the double lot provides gives this property incredible potential for endless possibilities such as a pool, or tiki and whatever else your heart desires to create your very own tropical oasis. Fencing is in place on the sides and rear and partially fenced in at the front. Located just a few blocks from Big Pine Key Park that offers a playground, bike path, skate park, shuffleboard, basketball courts and pickleball courts. There is plenty of parking underneath the house on a concrete slab with a newly constructed enclosure with an 8 foot wide powered garage door with battery back-up. This enclosed space provides plenty of storage space for all your outdoor, fishing and boating equipment. The boat ramps are conveniently located minutes away and are free. The state road 4A ramp on Little Torch is also a great option and is only a 7-minute drive. Property is for sale unfurnished however the washer, dryer, and upstairs appliances are being sold with the home. Just a short drive to Marathon and Key West.

31128 Ave G, Big Pine
$550,000
3 Beds ⋅ 1 Baths ⋅ 619964 MLS
Well-priced Keys living starts here! This 12,500 sq. ft. double lot offers ample parking and room to add a pool, garage, tiki hut, or more. In 2022, the current owner added a metal roof, impact-resistant windows and doors, and Mitsubishi mini-split A/C units. Inside, the home features a spacious great room, three bedrooms, one updated bath, and tile floors throughout. Outside, you'll find a solar light garden, a raised storage shed as well as a covered storage area. Conveniently located near local shopping, parks, and more; it's just 20 miles from Marathon, and 30 miles from Key West. For boaters, there are several boat ramp options in the Lower Keys!

30372 Palm Dr, Big Pine
$1,299,900
2 Beds ⋅ 2 Baths ⋅ 619915 MLS
Welcome to your private paradise in the Lower Keys! This beautifully updated 2-bedroom, 2-bathroom two-story home offers the ultimate island escape with unmatched privacy -- no direct neighbors on any side, just peaceful surroundings, tropical landscaping, and the charm of the native Key Deer. Designed for true Florida Keys living, the outdoor space is a showstopper. Enjoy a brand-new heated concrete pool, concrete dock with both a boat lift and jet ski lift, and an elevated sundeck perfect for sunbathing or taking in serene canal views. The professionally landscaped backyard creates a lush tropical retreat complete with paver decking and a tiki hut ideal for entertaining or relaxing poolside. Inside, the home features numerous upgrades and renovations throughout. The fully enclosed and renovated ground level provides excellent guest accommodations, entertaining space, and additional storage, along with a separate laundry room for added convenience. Both levels are equipped with impact windows and doors, as well as electronic roll-down screens for shade and storm protection. Whether you're boating, entertaining, relaxing by the pool, or enjoying the surrounding wildlife, this exceptional property captures the very best of Lower Keys waterfront living.

3746 Park Ave, Big Pine
$869,000
2 Beds ⋅ 2 Baths ⋅ 619841 MLS
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, creating a truly turnkey island retreat. The spacious screened porch extends the living area outdoors, providing an inviting setting to relax, entertain, and enjoy the gentle island breezes year-round. Outside, unwind along the canal and take advantage of the durable composite dock with quick boating access to Pine Channel--perfect for fishing excursions, waterfront dining by boat, or unforgettable sunset cruises. Whether you're searching for a full-time residence, seasonal escape, or weekend getaway, this exceptional property captures the charm, tranquility, and effortless lifestyle that make the Florida Keys so desirable.

3674 S Seas St, Big Pine
$899,000
2 Beds ⋅ 2 Baths ⋅ 619829 MLS
Extra adjoining lot adds additional seawall frontage and provides plenty of room for a pool, extra recreational space, and additional parking at this beautifully updated waterfront property in Big Pine Key. This well-maintained home features impact-resistant windows and doors, along with a tranquil canal-side screened porch that creates the perfect setting to relax and enjoy the Florida Keys lifestyle. Inside, you'll find two comfortable bedrooms and two renovated bathrooms, including a spacious primary shower. Luxury vinyl flooring runs throughout the home, offering both style and durability. Additional upgrades include a tankless hot water heater and abundant shaded space underneath the home, ideal for outdoor entertaining, storage, or covered parking. Boating enthusiasts will appreciate the impressive 100 feet of waterfront, featuring an 80-foot concrete seawall along with a wooden section connecting the two concrete seawalls across both lots. The entire perimeter of the property is fenced, providing added privacy and security. A Home Warranty is offered with this property. With expanded outdoor space, updated features, and exceptional waterfront access, this property offers a rare opportunity to enjoy relaxed Florida Keys living in Big Pine Key.

29114 Cedar Dr, Big Pine
$1,055,000
3 Beds ⋅ 2 Baths ⋅ 619820 MLS
Accessibility elevator! Welcome to your Lower Keys retreat where comfort, and coastal living come together beautifully along with the convenience of an interior elevator. Situated on the desirable boating canal system of Pine Channel Estates, this 3 bedroom, 2 bath home is designed for those who appreciate the water based lifestyle. Inside, soaring vaulted ceilings create an open and airy atmosphere throughout the home, while the interior elevator offers effortless and/or handicap access and convenience. Expansive living spaces flow seamlessly onto a large screened deck and two additional open-air decks off of the canal side bedrooms, all perfectly positioned to capture peaceful canal views. Elevated above flood and built to withstand severe weather conditions with impact resistant windows and metal roof. For boating enthusiasts, this property is truly exceptional. Featuring two boat docks and a 12,000-pound boat lift, you'll enjoy quick and easy access to the ocean and gulf side right from your backyard. Whether you're heading out for a day on the boat, entertaining guests outdoors, or simply relaxing in the coastal breeze, this home delivers the ultimate waterfront lifestyle. **NOT AVAILABLE TO SHOW AUGUST 5-15** **Handicap accessible with interior elevator shaft ~ Sewer assessment is paid in full ~ Fire & Liability (homeowners) insurance $2,318.30**

29555 Enterprise Ave, Big Pine
$899,000
1 Beds ⋅ 1 Baths ⋅ 619787 MLS
This recently built canal front home is situated in a highly desirable area of Big Pine just minutes to the open water. The home has a bright open kitchen with plenty of cabinets, stainless appliances, attractive tile backsplash and built in table with seating overlooking the living area.......From the bedroom with adjoined bathroom there are partial ocean views. There is also a utility room with walk-in closet and washer/dryer next to the bedroom......for convenience and easy maintenance there are impact windows and doors and ''Hardie board'' siding.......There is a wrap-around screened porch from which to enjoy views of the canal and partial open water view.......The very spacious 5250 sf lot with 70 ft of seawall benefits from having a large storage enclosure plus carport and plenty of room for an RV, trailer storage or to build a pool.

31342 Ave I, Big Pine
$1,435,000
4 Beds ⋅ 2 Baths ⋅ 619761 MLS
Embrace island living in your own tropical paradise, where comfort, space, and waterfront access create a remarkable oasis for boating and relaxation. Welcome to Pine Channel Estates, the ultimate destination for anglers and water enthusiasts. Currently operating as a successful vacation rental, this gem is ideal for a second home that can offset some of the annual costs of ownership, and furnishings are negotiable in the sale. This elevated, solid concrete home offers quick access to both the Ocean and Gulf, just minutes from world-class adventures! Designed with the serious boater in mind, the property features a 75' concrete seawall, a 17k lb. boat lift, fish-cleaning station, and step-down dock for easy loading. This expansive 4-bed, 2-bath home is ideal for entertaining, with oversized common areas that flow seamlessly for memorable gatherings. The third-floor loft, currently used as a bonus bedroom, offers 360-degree views and a private retreat, while main-floor bedrooms are generously sized with walk-in closets for ample storage. The kitchen is well appointed with a double oven, sprawling counter space, walk-in pantry, and room to host with ease. Unique details throughout include a custom etched mirror in the primary bath that adds coastal charm. Step outside and embrace the Keys lifestyle! A spacious porch, accessible from both the living area and primary suite, is perfect for open-air dining and relaxing water views. Downstairs, the ultimate entertaining area includes a full bar with TV, a large swim spa, plus a 500 lb. ice machine and bait freezer for added convenience. The thoughtfully landscaped yard offers privacy and function, boasting a fenced backyard and ample space for RV or trailer storage. Covered parking provides unique, direct interior access out of the elements. Located in a quiet neighborhood close to dining and shopping, this home blends tranquility with convenience. It is more than a home; it is a waterfront escape ready to be enjoyed!

29562 Saratoga Ave, Big Pine
$1,695,000
4 Beds ⋅ 3 Baths ⋅ 619740 MLS
Welcome to the ultimate angler's retreat in Tropical Bay Estates. This elevated concrete waterfront home offers quick access to both the Atlantic and Gulf, putting you in the heart of world-class fishing and diving. Located just a few miles from Bahia Honda State Park, you're ideally positioned for elite tarpon fishing, backcountry action, reef trips, and offshore runs. The dock is built for serious fishermen, featuring a 50' concrete seawall, 15,000 lb boat lift, fish cleaning station, underwater fish lights, and a shaded dockside area with crank out awning, everything you need for seamless days on the water. Built in 1993 with solid concrete construction, the home is designed for durability and comfort, with impact windows and doors, a new metal roof, updated A/C system, and thoughtful upgrades throughout. Inside, you'll find a spacious primary suite with California closet system, whirlpool tub, walk-in shower, and dual sinks, along with two oversized screened lanais to enjoy the coastal breeze. The ground level offers over 1,100 sq ft of enclosed garage space, perfect for storing gear, tackle, and water toys, along with a 250 lb ice maker, multiple freezers. Additional features include a cargo lift, whole-house water filtration and softener system, and tankless hot water. After a long day on the water, unwind just a few minutes walk away at No Name Pub, a local favorite known for its laid back Keys vibe. This is more than a home, it's a Keys Fisherman's paradise Built like a fortress!

30363 Flamingo Ln, Big Pine
Start Your Search

Big Pine Homes for Sale

Located in the Lower Keys of the one-hundred-mile-long chain of islands known as the Florida Keys, Big Pine Key is a great place to buy a home far away from the typical overcrowded urban American lifestyle. This gorgeous resort-style community is in unincorporated Monroe County and has much to offer prospective homebuyers and vacationers alike. Surrounded by stunning natural beauty, Big Pine Key encompasses many delightful little restaurants and small beach resorts, and has a quiet, laid-back vibe.

More than four thousand, two hundred people live in Big Pine Key and enjoy its many services, amenities, and attractions. It is the second-largest of the Key islands and has excellent options for recreation, dining, and shopping, and its schools are operated by the Monroe County School District. Adding to its allure, it is only two to three hours from Miami International Airport and Ft. Lauderdale-Hollywood International Airport, while Key West International Airport is just a short drive away. Big Pine Key real estate also offers easy access to an intra-coastal nautical highway, train services, and interstate bus routes. Big Pine also boasts points of interest that include the Blue Hole, No Name Key, National Key Deer Refuge, and Looe Key coral reef.

Real estate in Big Pine Key is diverse and includes everything from lakefront properties and beach homes to apartments and single-family detached residences. Most homes for sale in Big Pine Key have Gulf or canal views, and many are stilt or conch homes. There are some gorgeous Big Pine Key luxury estates in neighborhoods like Pine Channel Estates, but there are also more modest and affordably priced Big Pine Key properties in neighborhoods like Sands Sub, Darios Sub, Doctor’s Arm, Pine Heights, and Eden Pines Colony. In addition to detached housing, some of these Big Pine Key neighborhoods also include apartments, duplexes, and Big Pine condos. We would love to help you by providing details about the specific properties available in Big Pine Key, Florida, so please connect with us today or at your earliest opportunity.

Our website features the best Big Pine real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in the Big Pine real estate market? Sign up for a Big Pine Real Estate Market Report to see what’s active, under contract, and sold!