Marathon spans a unique stretch of the Middle Florida Keys. While “Marathon” is a city, the real estate market here includes nearby communities and islands that share the same lifestyle and MLS coverage. This home search covers the islands from Layton on Long Key (MM 68.5) down to the Seven Mile Bridge (MM 47).
Included in the greater Marathon area:
Layton (Long Key), Conch Key, Duck Key, Grassy Key, Vaca Key, Fat Deer Key, Boot Key, Long Point Key, Knight’s Key, Sombrero Beach, Coco Plum, and Key Colony Beach.
These islands offer everything from deepwater canal homes and oceanfront estates to townhomes, duplexes, and modular housing.
This part of the Keys offers a mix of investment potential, waterfront lifestyle, and more flexible zoning than many nearby markets. Buyers often consider Marathon for:


Curious how Marathon fits into the bigger picture? Read my most recent Florida Keys Real Estate Market Report for the full county-wide trends.
Note: The listings below show the most recent 100 properties across all of the islands listed above. For additional listings or to search with more specific filters, use the button or search tools provided.
Use the filters to narrow your search. If you'd like help identifying off-market options or narrowing your criteria, contact me.
Looking for a truly unique opportunity in the Florida Keys? Check out these 2 Custom Luxury CBS Pool Homes that are side by side! Live in one, and rent the other, corpor...
A rare combination of land, privacy, boating, and open-water living awaits on approximately half an acre of Gulf-front paradise in Grassy Key. With panoramic water views,...
Experience Mediterranean elegance and open-water living at this private oceanfront estate, featuring a pool, all set on a gated 10,545 sq. ft. lot in prestigious Key Col...
Experience modern Keys living at its best in this pristine 2023-built waterfront half duplex, boasting an exceptional boater's asset: a 49-foot concrete dock! Far exceedi...
Set along the water in sought-after Key Colony Beach, this 4-bedroom, 2-bath home captures everything buyers love about the Florida Keys--boating, a private pool, generou...
Your dream Florida Keys waterfront escape starts here--built for boaters who need extra space! Built in 2023, this sleek 3-bedroom, 3-bath residence features a rare 49-fo...
Ocean views - what a gem! This elevated two-bedroom half-duplex offers tons of natural light and peaceful peek-a-boo ocean views from the living area, front porch and fab...
This is a great opportunity to purchase a Concrete Block Deep Water Access Canal Front Home in the Heart of Marathon on the Gulf side of US 1 below $1M. With about a 4 fo...
Fully licensed 7 day vacation rental property now offered at Bonefish Yacht Club Townhomes, a Middle Keys premiere boating community cloistered around the 50 slip Bonefis...
Discover the potential of this concrete constructed, waterfront pool home tucked away on tranquil Flamingo Island. Offering the ideal opportunity to renovate, personalize...
Bonefish Towers located on Coco Plum is all about the water views. This beautifully updated 1 Bedroom, 1.5 Bathroom 5th floor condo has been totally renovated only a few ...
At the very tip of a private peninsula in the heart of the Florida Keys, this stunning Gulffront property delivers the ultimate waterfront lifestyle. Built in 2022, this ...
Spacious 7 bedroom Key Colony Beach pool home featuring a brand-new metal roof and 3,696 square feet under air, plus a huge screened-in porch overlooking the sensational ...
Mid Town Marathon Townhome -- Deed Restricted Affordable Housing Spread out in this 3-bedroom, 3-bath half-duplex built for townhome-style living across three full flo...
Perched above the shimmering Coco Plum Channel, this beautifully reimagined one bedroom, one- and-a-half bath residence at Bonefish Towers offers ocean views from every w...
Welcome to 11295 6th Ave Gulf -- a waterfront corner lot in one of Marathon's best-kept-secret neighborhoods. Nestled on a quiet street directly across from a nature pres...
This tropical Sombrero Beach 2-Home Compound is set on a spacious 17,600 sq ft fenced lot with Pool, 2 Tikis and located just 2 properties in from the ocean. Fantastic ...
Brand-new waterfront construction in Marathon's desirable Coco Plum neighborhood, offering 5 bedrooms, 5 bathrooms, 3,458 square feet under air, and 5,204 total square fe...
New construction waterfront living in the heart of Coco Plum. This beautifully designed 4-bedroom, 3-bath residence combines modern coastal style, exceptional outdoor liv...
This beautifully updated one-bedroom, one-bath condo sits on a 200-foot-wide canal with 4-foot control depth and an assigned boat slip which is number 32- second from boa...
Tucked into the natural landscape of Grassy Key, 235 Tropical Avenue offers a unique combination of space, privacy and the unhurried character that defines life in the Mi...
Plenty of room to live your best life! Enjoy the resort style backyard and the multi-generational flexibility of 2,500 square feet under air at 8055 Tuna Drive. This spac...
Beautiful Tropical canopy with circular driveway this home is set a distance from the road with lots of privacy grassy fenced in area for peaceful enjoyment could add a ...
Move-in ready and thoughtfully updated top to bottom, this full duplex offers two versatile living spaces with major systems and finishes refreshed in recent years. Each ...
Enjoy easy Florida Keys living from this updated 2-bedroom, 2-bath home in desirable Key Colony Beach, offering 37.5 feet of canal-front dockage and quick access to both ...
Welcome to effortless Keys living in the heart of Marathon! This charming canal-front 3 bed/ 2 bath single-family home blends coastal-chic style, boating, comfort, and co...
THE LOWEST-PRICED UNIT CURRENTLY ON THE MARKET AT INDIGO REEF, OFFERED UNDER $1 MILLION! An incredible opportunity to own in one of Marathon's most sought-after Gulf-fron...
Waterfront living with designated dockage at a price point that's increasingly hard to find in the Florida Keys. Welcome to Coral Club, ideally located in Marathon's high...
Canal-front living takes center stage at this 3-bedroom, 2-bath Marathon retreat, where boating, outdoor living, and relaxed island style come together in one inviting se...
Welcome to KoKomo, 280 14th Street, a waterfront single family home positioned along one of the quieter residential streets of Key Colony Beach. This 3 bedroom, 2 bath ho...
Enjoy waterfront living in Key Colony Beach at a fantastic price! This inviting 3-bedroom, 3-bath stilted, CBS home, built in 2005, offers 1,428 square feet of living spa...
Experience the best of Duck Key waterfront living with deep-water boating access, ocean views, and spectacular sunsets--all from this ideally located home on desirable Ya...
Experience the ultimate coastal lifestyle in this spacious 1,750 sq. ft. oceanfront condo located in the prestigious Key Colony Point community. Featuring 2 bedrooms and ...
Waterfront living on Grassy Key is all about easy access to the water, and this tropical retreat delivers with approximately 70 feet of concrete dockage, a boat lift, con...
Experience the best of waterfront living at Cobia Point, a stunning 3-bedroom, 2.5-bathroom condominium perfectly positioned along the beautiful waters of Boot Key Harbor...
KEY COLONY BEACH WATERFRONT GEM • 30' OF DOCKAGE • WALK TO CABANA CLUB • TURNKEY • VACATION RENTAL Welcome to your slice of the Florida Keys in sought-after Key Colony...
Welcome to this extraordinary oceanfront estate, gracefully positioned on an oversized 17,900sqft point lot within prestigious Plantation Island, tucked away at the end o...
Turn-Key Duplex on a Wide, Deep Canal - Key Colony Beach Welcome to one of the most sought-after settings in the Florida Keys -Key Colony Beach -- a private, tucked-aw...
Looking for one of the most unique Bayfront Estates in the Florida keys, well you just found it. Just over 3 acres located on the Gulf of America. What makes the property...
Proven rental income meets the Florida Keys lifestyle in this solid CBS Marathon home featuring 60 ft. of concrete dockage with instant Gulf access. This well-established...
Fantastic opportunity in Marathon's desirable Sombrero Beach area! Built in 2020, this beautifully designed 4-bedroom, 3-bath waterfront pool home offers 2,464 sq. ft. of...
Beautifully renovated 3-bedroom, 2-bath half duplex located on desirable 11th Street in Key Colony Beach, offering the perfect combination of comfortable Keys living and ...
Welcome to Seawatch condominiums unit 6203. This unit is spacious and inviting, just waiting for you to make it home. Wide open floor plan living area that is expanded ...
Experience elevated Florida Keys living at Ocean Isles Fishing Village, a beautifully rebuilt seven-acre oceanfront community in the heart of Marathon. This turnkey townh...
Enjoy condo living on the Gulf in this two bedroom 2-1/2 bath elevated unit with covered parking for up to 3 vehicles. Excellent choice for a full-time residence, Keys ...
Direct oceanfront living takes center stage, with turquoise water views, tropical surroundings, and multiple outdoor spaces creating a true Florida Keys escape. Outdoo...
Prime waterfront living on Sombrero Beach Road! This vibrant 4BD/3BA retreat (1,840 sq. ft.) delivers the total Florida Keys lifestyle. Walk to sandy Sombrero Beach, keep...
Discover the charm of this updated 2-bedroom, 1-bath home, ideally located in the heart of Marathon. Built in 1957, this classic Keys home offers character, comfort, and ...
Welcome to 219-2 Sombrero Beach Road, a 4-bedroom, 3-bath waterfront retreat where mornings can begin with a walk to Sombrero Beach, afternoons can be spent on the boat, ...
NEW CONSTRUCTION | FULLY FURNISHED | 45' BOAT SLIP | OPEN GULF VIEWS Experience elevated Florida Keys living in this newly constructed, fully furnished 5-bedroom, 4-bath ...
Own an entire private island in the heart of the Florida Keys. Located just ¼ mile offshore from Marathon, East Sister Rock Island offers extraordinary privacy surrounded...
Opportunity awaits on 82nd Street Ocean in Marathon! Located on the oceanside in the desirable Lida Subdivision, this canal front property offers an exciting opportunity ...
Discover Exceptional Waterfront Living on a Protected Lagoon in Marathon! Nestled in a quiet and highly desirable Marathon neighborhood, this beautifully updated 2,328...
Discover the charm and comfort of this spacious ground-level home with an attached guest suite, perfect for extended family, visitors, or private rental income. Nestled i...
Welcome to this beautifully updated island retreat in the heart of Duck Key! This spacious 4-bedroom, 2-bath home sits on a desirable corner lot, offering extra privacy a...
Welcome to prestigious Sombrero Isle, one of the Middle Keys' most exclusive waterfront communities. This exceptional 4-bedroom, 4-bath residence blends timeless elegance...
Meticulously upgraded island retreat offering resort-style outdoor living on 3 lots spanning 22,500 sq ft, luxury finishes, and smart technology throughout. The backyard ...
Experience waterfront living at its finest in this beautifully remodeled 2-bedroom, 2.5-bath condominium in the highly sought-after Gulfpointe I Condominiums. One of the ...
Full Waterfront Duplex in Desirable Sombrero Beach! Live the ultimate coastal lifestyle with this beautifully updated waterfront duplex in the highly sought-after Sombre...
Newly updated waterfront half-duplex just a short walking distance to Sombrero Beach. This canal front property features brand-new vinyl plank flooring throughout, and an...
Newly updated waterfront half-duplex just a short distance to Sombrero Beach. This bright and inviting property features brand-new vinyl plank flooring throughout, a bea...
Tucked away in a peaceful Grassy Key setting, this stilted three-bedroom, two-bath home offers the space, storage and relaxed island lifestyle so many buyers are looking ...
Welcome to your dream retreat, where high-end design effortlessly blends with comfortable coastal living. Completely remodeled with premium upgrades, this bright and spac...
Set along the Gulf on 2 lots within the sought-after gated Stirrup Key community, this beautifully appointed CBS residence captures panoramic open-water views, unforgetta...
SELLER FINANCING AVAILABLE | TURNKEY INCOME TRIPLEX IN THE HEART OF MARATHON Welcome to a fully renovated, income-producing triplex in one of the Florida Keys' most so...
2-bedroom, 2-bathroom home in Grassy Key, featuring a deep-water dock with easy access to the ocean, just a short ride away from its Gulf-side location. Enjoy a beautiful...
Experience expansive views of both the Atlantic Ocean and Florida Bay from this updated three-bedroom penthouse. The interior features high vaulted ceilings that create a...
DUCK KEY - Experience the ultimate Florida Keys lifestyle in this stunning 3-bedroom, 3-bath Villa located in the world-renowned Hawks Cay Resort. Perfectly positioned to...
Wake each morning to breathtaking Atlantic sunrises from this exceptional oceanfront corner residence in Casa Clara. This beautifully maintained 2 bedroom, 2 bath condomi...
Charming waterfront fishing cottage in the heart of downtown Marathon -- a fantastic, affordable Keys getaway. This cozy, conch-style home is fully furnished with 2 bedro...
A Premier Florida Keys Yacht Property! Positioned on an exceptional point lot at the end of 11th Street in Key Colony Beach, this beautifully renovated waterfront residen...
Beautifully updated 2BR/2BA Island Club waterfront condo on a canal with first-come, first-served dockage just steps from your back door with direct ocean access. The spa...
Experience the best of the Duck Key lifestyle in this beautifully updated 3-bedroom, 2.5-bath waterfront villa at the world-renowned Hawks Cay Resort. INCLUDES BOAT SLIP....
Welcome to waterfront living in Key Colony! From the decorative gated entry and covered front patio, this beautifully maintained 2-bedroom, 2-bath half duplex offers 1,32...
Welcome to Angler's Horizon, an oceanfront retreat set on a rare point where breathtaking 180-degree Atlantic views, premier boating, and world-class fishing come togethe...
Welcome to 2000 Manor Lane, an extraordinary coastal retreat positioned on an expansive double lot spanning 15,604 square feet. Offered fully furnished, this impressive ...
PRIME 40' ASSIGNED BOAT SLIP • PRIVATE BOAT RAMP • 7-DAY RENTALS • TURNKEY • EXCEPTIONALLY RENOVATED • ELEGANTLY APPOINTED Beautifully and extensively renovated, this...
Exceptional investment opportunity in the exclusive Bonefish Yacht Club -- one of the few Florida Keys communities permitted for lucrative short-term 7-day vacation renta...
Welcome to 203 Peachtree Avenue, a well-maintained 3-bedroom, 2-bath stilt home in Grassy Key offering peaceful salt pond views and plenty of space to enjoy the Florida K...
Welcome to your own slice of paradise in the heart of Key Colony Beach! This well-maintained 2-bedroom, 3-bath half duplex offers the ideal blend of comfort, convenience,...
Welcome to 870 Copa D Oro, an exceptional waterfront retreat in the highly sought-after Flamingo Island neighborhood. Offered for the first time in 22 years, this rare pr...
Desirable 2 bedroom, 2 bath on a Private Street with Waterfront Access! Welcome home to this well maintained concrete block home, ideally located on a quiet private re...
Welcome to Casa Clara, one of Key Colony Beach's most sought-after oceanfront communities, where relaxed island living meets resort-style amenities. This inviting 2-bedro...
BRAND NEW CONSTRUCTION * LICENSED VACATION RENTAL WITH RENTALS IN PLACE FOR 2026 & 2027. Indulge in the art of refined coastal living in this brand new luxury waterfront ...
Experience the best of the Florida Keys in this beautifully appointed 3-bedroom, 2.5-bath waterfront townhome in the desirable Bonefish Townhomes community. Offering pano...
Wake up to wide-open Gulf views from this beautifully maintained residence in Gulfpointe Two, a sought-after waterfront community in the heart of Marathon. Designed to ma...
Take this opportunity to own a beautifully updated home on nearly half an acre! Located in the peaceful highly desired neighborhood of Grassy Key. Minutes from the best ...
Enjoy the best of Sombrero Beach living from this beautifully appointed 3-bedroom, 2-bath canal-front home, ideally located within walking distance of one of Marathon's m...
This east facing, solid concrete 3-bedroom, 2-bathroom vacation rental is furnished and designed for both relaxation and aquatic adventure. As you arrive, the paved drive...
Seller has this property listed with VRBO. Rental income for 2025 was over $100,000 for the year. Wide water views from this beautiful renovated furnished condo boasting ...
Rarely available end-unit townhome in the highly coveted, gated community of Indigo Reef! Because Unit 26 is a premium end-unit, it is bathed in abundant natural light...
Welcome to 273 W Seaview Dr, a private retreat in the heart of Duck Key, home to Hawks Cay Resort and some of the best boating and fishing waters in the Florida Keys. Bui...
Don't miss this remodeled property with cheerful tropical touches that brighten every stay in the Florida Keys. This spacious two-story townhome offers 930 SF square of l...
A true Marathon canal-front classic, thoughtfully renovated for easy Keys living. This updated waterfront home offers 75 feet of dockage, a solar-powered boat lift, and n...
TURNKEY CANAL-FRONT RETREAT IN KEY COLONY BEACH! Welcome to your slice of paradise. Don't miss this incredible opportunity to own a fully furnished 2-bedroom, 2-bath half...
Discover breathtaking views from this stunning 2-story beach condo in The Cay, your private oceanfront community on Key Colony Beach. Nestled in a beautifully manicured, ...
Beautifully updated and move-in ready, this elevated Key Colony Beach half duplex is the perfect blend of island charm, comfort, and value! Step inside to a bright, invit...
Rare canal-front duplex on Duck Key's prestigious Indies Canal with 70 feet of new composite dockage, sweeping canal views, and deep-water access to both the Gulf and Atl...
Oceanfront Luxury at Ocean Isles Fishing Village! Private Marina and Boat Ramp. Welcome to Unit 111--a masterclass in elevated condo island living. Built brand-new in ...
Welcome to Palacio Coco Plum. Discover Your Florida Keys Oasis! Spectacular Ocean Front home in Marathon, the heart of the Florida Keys. This stunning property boasts l...

Jim Signor: 305-394-4449