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$580,000
2 Beds 2 Baths 621274 MLS
Wake up to ocean views on the top (4th) floor of Coco Plum Beach Villas, an intimate 16-unit oceanfront community in Marathon. Step outside to sandy beach below and Atlantic views that stretch from sunrise to moonrise. This 2-bedroom, 2-bath, 1,280-square-foot condo features a split-bedroom layout, in-unit laundry, and covered parking. Residents enjoy an oceanfront pool, tiki hut, and tennis court, plus a rare stretch of walkable beach -- public access extends a half mile in either direction along this shoreline, a level of beach accessibility hard to find anywhere else in the Keys. Pet friendly up to 50 lbs. The unit is currently operating as an established weekly vacation rental with bookings already in place. Whether you're buying for full-time living, a second home, or turnkey investment. A tightly held small community where oceanfront rarely comes available. Make an appointment today.

135 Coco Plum Dr Unit 4C, Marathon

$479,000
2 Beds 1 Baths 621223 MLS
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 fabulous 240sf covered deck. Second in from the ocean on a quiet dead-end street, here's a rare opportunity to buy in a sought-after Middle Keys location at this price with a lot of bang for the buck. Light, bright and neat, this home features a very private low-maintenance yard with room for a pool and your Keys toys, a metal roof, an open floorplan, and no HOA. An opportunity for superb location, price and peek-a-boo ocean views seldom presents itself, so don't wait. Live here and relish in the sunny and laidback Keys lifestyle or rent it out and generate income. Seven-day-minimum rentals are permitted. Popular location near beaches, boat ramps, shopping and activities. FaceTime TOURS ARE AVAILABLE FOR QUALIFIED BUYERS.

1297 73rd St Unit Ocean, Marathon

$1,250,000
2 Beds 3 Baths 621219 MLS
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 Bonefish Marina. Resort style living in this sought after oceanfront complex of only 34 homes. Conveys with A-16, a deep water, direct ocean access, 40' liveaboard boat slip. Other amenities featured are; swimming pool, tiki, meticulously maintained tropical landscaping, tennis and private beach access. Unparalleled views of the marina and Key Colony Channel. Two story townhome with covered parking and secure angler's room on the lower level, kitchen, living, dining on the main level and two spacious bedrooms with full baths on the third floor. Private, open air balconies to enjoy both sunrise and sunset. Concrete construction, impact windows and metal roof. Excellent for a full time residence, Keys fishing getaway or investment property as a income producing weekly rental. A true pleasure to show.

96 Ave C, Unit 4, Marathon

$622,500
3 Beds 3 Baths 621193 MLS
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 floors. The open living, kitchen, and dining space is flooded with natural light through floor-to-ceiling high-impact windows -- bright, airy, and made for everyday living. The kitchen offers stainless steel appliances and generous storage, including two pantries. Step outside to a cute, fenced-in backyard, ideal for kids and pets. Covered parking accommodates two vehicles, and a washer/dryer hookup adds everyday convenience. This home is part of Marathon's deed-restricted affordable housing program. Please call agent for more details on this property.

410 101st St Ocean St Unit B, Marathon

$3,450,000
5 Beds 4 Baths 621171 MLS
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 deep water boating access from the 97' dock with 2 Boat Lifts, 15,000 lbs and 3,000 lbs. . The main house features 2,540 sq. ft. with 3 Bedrooms, 3 Full Baths and a spacious living room with direct Pool views, cathedral tongue-and-groove ceilings, a dedicated laundry room, and a thoughtful layout with a separate guest wing. The Primary Suite connects to a versatile sunroom with direct walk-out access to the Pool deck, while a full wall of sliding glass doors seamlessly connects the indoor and outdoor spaces. A covered walkway conveniently connects all front entrances. Guest will love the stand-a-lone 2 Bedroom 1 Bath 704 sq. ft. Guest House offers guests lots of privacy and conveniences with Living Room and morning Kitchen. Step outside to your own personal oasis, featuring a heated/chilled pool complete with a waterfall and a custom mural painted by a local artist. The outdoor entertaining area highlights two Tiki huts, one equipped with a built-in outdoor grill perfect for enjoying the Keys lifestyle. Built for peace of mind and ultimate convenience, the property includes a brand-new metal roof, impact windows for both homes, a whole-house generator powered by an in-ground propane tank, an outdoor shower, a storage shed, and a carport accommodating 4+ vehicles. Enjoy easy access to the nearby Marathon Jet Center, plus a short walk or bike ride to Sombrero Beach for breathtaking sunrises and sunsets and holiday festivities making this move-in ready or investment-ready Keys retreat truly complete.

69 Tingler Ln, Marathon

$2,899,000
5 Beds 5 Baths 621167 MLS
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 feet across three thoughtfully designed levels. Boating and waterfront living take center stage with two 40+ foot slips, offering plenty of room for multiple vessels or personal watercraft and convenient access to the surrounding Keys waters. A private pool, spacious covered terrace, and summer kitchen overlooking the canal create an ideal setting for entertaining, relaxing, and enjoying life on the water. The ground level features a private bedroom, full bath, family room, and laundry closet, providing excellent flexibility for guests or additional living space. The main level showcases an expansive open-concept great room with kitchen, dining, and living areas, along with custom cabinetry, quartz countertops, a built-in cocktail bar, separate coffee bar, an additional bedroom with en-suite bath, guest bath, and a covered terrace with canal views. Upstairs, the spacious primary suite offers a walk-in closet, luxurious en-suite bath, and private waterfront terrace. Two additional bedrooms, a shared bath, and a second full laundry room with mop sink and linen storage add convenience. Built with CBS construction, impact-resistant windows and doors, a metal roof, and dual-zone A/C, the home also features wood and stone flooring, porcelain tile, custom cabinetry, and professionally designed landscaping. With substantial dockage, direct access to the water, a private pool, and multiple waterfront terraces, this exceptional new residence is designed to fully embrace the Florida Keys boating lifestyle.

111 Ave D, Unit 2, Marathon

$1,349,000
4 Beds 3 Baths 621156 MLS
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 Middle Keys. Set on a 15,000-square-foot lot in Crains Subdivision, this concrete stilted residence offers more than 3,600 square feet of living space, impact windows and doors, and generous indoor-outdoor areas designed around the Florida Keys lifestyle. An expansive open layout creates room to gather, entertain and settle in comfortably, with multiple living spaces and an easy connection to the outdoors. Lush native vegetation surrounds the property, creating a remarkable sense of privacy and seclusion. The partially fenced backyard centers around an inviting in-ground pool with waterfall, tanning shelf and water features, setting the stage for long afternoons outside and evenings under the palms. Ample parking provides room for multiple vehicles and boat trailers, an especially valuable feature for enjoying life on the water. Above it all, a rooftop observation deck captures ocean views and a beautiful perspective across Grassy Key. Watch the light change over the horizon and native birds gather around the natural salt ponds behind the property. Crains Subdivision also offers a community sunset park, while a public boat ramp is just minutes away for convenient access to the surrounding waters. Centrally positioned between Marathon, Duck Key and Islamorada, the home is convenient to Curry Hammock State Park, Dolphin Research Center, waterfront dining, marinas, fishing, diving, paddling and the Florida Keys Overseas Heritage Trail. Whether envisioned as a full-time residence or a private Florida Keys retreat, 235 Tropical Avenue feels connected to its surroundings, offering a spacious and secluded setting from which to experience the water, wildlife and easy rhythm of Grassy Key.

235 Tropical Ave, Marathon

$1,195,000
5 Beds 5 Baths 621154 MLS
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 spacious Keys home offers the best of both worlds: room for the whole family and more, with a separate guest option. The main house features 4BR/3.5BA, with the Master suite opening directly to the pool deck. Attached, with its own discreet entrance, is a fully self-contained 1BR/1BA mother-in-law suite offering true privacy from the main home. Prepare for large crowd in the well designed kitchen with loads of counter space. The backyard is the showstopper -- a sprawling 11,186 sq ft lot with lush privacy landscaping surrounding an in-ground pool, outdoor kitchen, and tiki bar. A convenient half cabana bath keeps guests poolside without ever heading in. Set in one of the Keys' best non-waterfront neighborhoods, this resort-feel outdoor space makes every day feel like vacation. All photos displaying furniture are Virtually Staged

8055 Tuna Dr, Marathon

$669,000
2 Beds 2 Baths 621150 MLS
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 pool can store your boat or R/V here. The raised home with solid concrete column was purchased from the builder who designed it with room for future expansion of the entire house all can be verified per construction building code requirements, New washer and dryer, New metal roof in 2022 . Very large upper deck for your peaceful enjoyment , covered parking, grilling, Located 1/2 block from million dollar row. This is a recreational area biking, walking close to public boat ramp with a marina near-by. All needs are close stores, hospital, schools, A Gem of a property* Adjacent lot can't be developed

336 Orange Ave, Marathon

$750,000
4 Beds 2 Baths 621145 MLS
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 unit features a fully updated kitchen with new cabinetry, countertops, and appliances, along with a completely renovated bathroom. Flooring throughout has been replaced, giving both units a clean, modern feel from the moment you walk in. The electrical system has been upgraded for improved safety and reliability -- a meaningful value-add for buyers and investors alike. Whether you're looking for a savvy income-producing property, a multi-generational living setup, or house-hacking potential in a strong rental market, this duplex delivers flexibility with the peace of mind that comes from recent renovations. Don't miss this opportunity to own a turnkey duplex in a great location.

285 A 66th St Unit A & B, Marathon

$469,000
2 Beds 2 Baths 621093 MLS
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 highly desirable Sombrero Beach neighborhood. This spacious 2-bedroom, 2-bath condominium offers an open floor plan, a versatile bonus room perfect for an office or additional guest space, and a private balcony overlooking the canal. Start your mornings with coffee by the water, watch marine life pass by, and enjoy having your boat just steps from home with the opportunity for a designated dock slip, a standout feature in this price range. When you're not out on the water, Sombrero Beach is just a short walk or bike ride away, while grocery stores, restaurants, and the conveniences of Marathon are all nearby. Coral Club offers a heated swimming pool, clubhouse with full kitchen, tiki hut, and private storage room for fishing rods, bikes, beach gear, and all the toys that come with Keys living. Whether you're searching for a full-time residence, weekend escape, or investment property, this is an opportunity to enjoy the best of the Florida Keys lifestyle - waterfront living, dockage, pool, Sombrero Beach, and resort-style amenities all in one location.

389 N Anglers Dr Unit 206, Marathon

$1,600,000
3 Beds 3 Baths 621041 MLS
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. Offering approximately 2,440 sq ft of living space, this exceptional residence seamlessly blends sophisticated indoor comfort with the relaxed beauty of the Florida Keys. Expansive harbor and open-water views take center stage, while the generous wraparound porch creates an effortless extension of the living space. Watch boats cruise through the harbor, enjoy spectacular nightly sunsets, and appreciate the golf course just outside your front door. The residence has been thoughtfully updated for comfort, convenience, and peace of mind. The kitchen features brand new appliances, complemented by a brand new washer and dryer. Two brand-new air conditioning units and two tankless water heaters. Impact hurricane windows throughout provide added protection and peace of mind, and all the windows and porch are equipped with electric hurricane shutters for additional storm protection. Residents enjoy a crystal-clear waterfront pool overlooking Boot Key Harbor, providing an idyllic setting for relaxing and soaking up the Keys lifestyle. Covered parking and the storage is exceptionally generous. One storage unit is conveniently located just outside the residence on the second floor, perfect for everyday items. The second is located downstairs and offers an impressive amount of room--ideal for storing bikes, fishing equipment, beach gear, and all the outdoor toys that make Keys living so enjoyable. For boating enthusiasts, Unit 2B includes a 30 ft deeded boat slip located directly on the harbor, offering convenient access to the water. Both the state- and city-required Building Recertification process will be completed in November. The Structural Integrity Reserve Study was completed, and the required reserves are being funded, reflecting proactive management and long-term financial stability.

1515 Sombrero Blvd Unit 2B, Marathon

$4,999,999
5 Beds 5 Baths 621022 MLS
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 so unique first and foremost is the privacy it offers. Upon entering the double gate, you are surrounded by huge trees, heavy foliage and vegetation which provides you with complete privacy. There are walking trails all through the entire property, including out to the Bayfront to enjoy some of the most spectacular year round sunsets you will ever see. The property directly to the North is a preserve called, Crane Point Hammock and Museum & Nature Trails. The subject property boasts its own huge boat basin with new custom Ipe wooden dock to accommodate large vessels and/or multiple vessels with two 50 AMP services, all the power you may need. There is a separate dock and slip tucked inside the private boat basin the owner had custom built for his 52 foot Viking Express. There is also a 20,000 pound boat lift and a small boat ramp for your flats skiff. The main home has that Old Florida Charm, three bedrooms, two baths and great room with exposed beams and tongue and groove ceilings. Take the stairs up you your private master retreat with spectacular views overlooking your private basin and the bay. The home also offers three screened lanais with water views. Attached to the main home is a private, separate entrance apartment with bedroom, bathroom and kitchen for complete privacy from the main living quarters. Across the pavered driveway is the detached three car garage and above offers a 1 bedroom, 1 bath, living room and kitchenette. The property is located 1.5 miles South of Marathon International Airport to make it easy for pilots and chartered jets and prop planes to come and go from this one of a kind Estate. Easy access to the Atlantic Ocean. Looking for peace, privacy and serene relaxing Florida Bay and sunsets views? You just found it!!

1590 Pelican, Marathon

$795,000
3 Beds 2 Baths 621012 MLS
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 further with one bedroom opened up as a den offering additional lounge or flex space. The unit has been updated throughout with bamboo flooring, new kitchen, custom primary bath, and a large wrap around screened porch. The Seawatch complex offers a complete collection of amenities anywhere in the Keys including: extra large resort sized pool, spa, pool cabana and bathhouse, fully equipped gym, clubhouse, tennis courts, pickleball courts, boat storage barn, marina, elevator access and fully gated for additional privacy. Call today for more information and to set a time to view this unit today.

6203 Gulf Of Mexico Blvd Unit 203, Marathon

$550,000
1 Beds 2 Baths 621005 MLS
Experience elevated Florida Keys living at Ocean Isles Fishing Village, a beautifully rebuilt seven-acre oceanfront community in the heart of Marathon. This turnkey townhouse combines waterfront living, direct oceanfront boating access, and exceptional rental flexibility. With seven-day rentals permitted and vacation rentals already in place, this property is ideal as a vacation getaway, income-producing investment, or full-time Keys residence. The $777 monthly maintenance fee includes flood and wind insurance, adding value and peace of mind. Built with concrete block construction and elevated above flood elevation, this two-story townhouse offers comfortable and stylish Keys living. The first floor features a spacious living room, fully equipped kitchen with granite countertops and a large center island, elegant gray tile flooring, and a convenient half bath. Upstairs, the oversized primary bedroom and full bathroom provide a relaxing retreat, along with additional living space perfect for unwinding after a day on the water. Outside, enjoy the quintessential Florida Keys lifestyle with an Olympic-size waterfront pool overlooking the ocean and marina. Boaters will appreciate the private boat ramp and community boat docks, along with the newly rebuilt seawall, bulkhead, and protected marina sheltered by Jack Tar Flats. Enjoy direct access to the water for fishing, diving, snorkeling, or simply cruising the beautiful Keys. Whether you're looking for a vacation home, a proven rental opportunity, or your own full-time retreat, this Ocean Isles townhouse offers a rare opportunity to combine waterfront living, boating, and investment potential in one exceptional Florida Keys community.

10877 Overseas Hwy Unit APT 97, Marathon

$585,000
2 Beds 3 Baths 620992 MLS
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 fishing getaway or investment property. Weekly vacation rentals are allowed within this complex. Nicely landscaped, well maintained condo community with dockage, heated pool, and pickleball court. Upstairs is master bedroom with ensuite bathroom, guest bedroom, and full hall bath. Downstairs is an open floor plan with living room, kitchen, dining room, and half bath. Balconies on both levels, new hurricane impact windows and doors, metal roof, concrete construction. Boaters will love the finger piers directly on the Gulf with instant ocean and Gulf access. Vaca Channel is minutes away. New HVAC with heat, new dishwasher, new disposal, new stove and hood. Offered furnished including new queen sleeper sofa, 3 smart TV's.

12690 Overseas Hwy Unit APT 52, Marathon

$220,000
2 Beds 2 Baths 620980 MLS
One Owner. One Vision. One Seriously Good Price. Since 1981, this Florida Keys condo has had exactly one owner -- and he took excellent care of it. What he didn't do is renovate it, which means you're not buying someone else's idea of renovated. You're buying a blank canvas with great bones, and the lowest price tag on any condo in the entire Florida Keys. Upstairs: two bedrooms and a full bath, tucked away from the action. Downstairs: a convenient half bath and open floor plan with balcony. The layout works. The bones are solid. The rest is up to you. Outside, fresh paint gives the building a tropical look and covered parking means your car won't be baking in the sun when you get in. The neighborhood is quiet -- genuinely quiet, not ''quiet'' realtor-speak. Is it original condition? Yes. Is that a nice way of saying it needs updating? Also yes. But here's the thing: everyone's welcome to make it their own, and at this price, in this location, you can renovate exactly the way you want instead of living with someone else's 2019 flip-job decisions. This is the rare Keys listing where ''priced to move'' actually means something. Original charm, honest bones, and an entry point to island living that doesn't require winning the lottery first. HOA includes wind and flood insurance. Bring your vision (and maybe a paint roller). This one won't stay the cheapest condo in the Keys for long.

109 Stirrup Key Woods Rd Unit 1A1, Marathon

$525,000
2 Beds 1 Baths 620966 MLS
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 plenty of outdoor space. The open-concept living area creates an inviting flow for everyday living and entertaining, while the original terrazzo floors add timeless Florida charm. Situated on a large, beautifully shaded lot, the backyard possibilities are endless. There is plenty of space to create your own private outdoor oasis, including room for a pool, entertaining area, garden, or additional outdoor living space. A screened-in back porch provides the perfect spot to relax and enjoy the island breeze. The spacious storage shed offers abundant room for tools, bikes, fishing gear, or could easily become your own private man cave or hobby space. With its convenient location in the heart of Marathon, generous lot, mature shade trees, updated interior, and classic terrazzo flooring, this property offers a wonderful opportunity to enjoy the laid-back Florida Keys lifestyle with plenty of room to make it your own.

354 96th Street Ocean St, Marathon

$675,000
4 Beds 3 Baths 620908 MLS
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 in the desirable Crane Hammock Preserve, in this family-friendly neighborhood, residents enjoy access to both a private community beach and a boat ramp, offering endless opportunities for swimming, boating, and fishing just minutes from your doorstep. This corner lot is surrounded by native hammocks and mature foliage, creating a private, natural and protected sanctuary with plenty of room to relax. The property offers tremendous potential for customization, whether you envision updating to your own style, adding outdoor living spaces, or enhancing the guest suite, the opportunities are endless. With seller financing available, this home presents a rare chance to secure a piece of the Keys lifestyle with flexibility and ease.

5353 Dogwood Dell St, Marathon

$1,100,000
2 Beds 3 Baths 620886 MLS
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 few communities in the Marathon area that permits weekly vacation rentals, this property offers an exceptional opportunity as a full-time residence, vacation getaway, or income-producing investment. Step inside to an open-concept living space filled with natural light and breathtaking open Gulf views. The completely updated kitchen is a showstopper, featuring quartz countertops, custom cabinetry, stainless steel appliances, a farmhouse sink, designer tile backsplash, oversized island with seating, and modern finishes throughout. The spacious living and dining areas flow seamlessly to a private waterfront balcony, creating the perfect setting for entertaining or relaxing while taking in spectacular water views. A stylish half bath completes the main level. Upstairs, the waterfront primary suite offers its own private balcony with panoramic Gulf views, a beautifully renovated en-suite bath with dual vanities and a walk-in glass shower, and generous closet space. The guest bedroom is equally spacious and is served by an updated full bath. Enjoy resort-style amenities including a waterfront swimming pool, tennis courts, beautifully maintained tropical grounds, and first-come, first-served dockage accommodating boats up to 30 feet. Covered parking, multiple balconies, and stunning sunrise views complete this incredible Florida Keys retreat. Whether you're searching for a primary residence, vacation home, or weekly rental investment, this move-in-ready waterfront condo offers the best of the Florida Keys lifestyle.

12690 Overseas Hwy Unit APT 34, Marathon

$675,000
2 Beds 2 Baths 620876 MLS
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 updated kitchen with Stainless appliances. Freshly painted inside and out, the home feels crisp, modern, and move-in ready. Outside, enjoy a new seawall, new 45-ft dock, and partial open-water views, perfect for boating and waterfront living. Whether you're looking for a strong rental income opportunity or a low-maintenance permanent waterfront home, this property checks all the boxes for Keys living. Priced BELOW appraised value! Bonus opportunity: the other half of the duplex is also available for purchase, see MLS # 618475 offering the rare chance to own the entire waterfront property.

18 Man-O-War Dr, Marathon

$675,000
2 Beds 2 Baths 620875 MLS
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 beautifully tiled shower, and an updated kitchen with newer appliances. Freshly painted inside and out, the home feels crisp, modern, and move-in ready. Outside, enjoy a new seawall, new 45-ft dock, and partial open-water views, perfect for boating and waterfront living. Whether you're looking for a strong rental income opportunity or a low-maintenance permanent waterfront home, this property checks all the boxes for Keys living. Priced BELOW appraised value! Bonus opportunity: the other half of the duplex is also available for purchase, see MLS # 618475 offering the rare chance to own the entire waterfront property.

17 Manowar Dr, Marathon

$629,000
3 Beds 2 Baths 620869 MLS
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 for. The bright, open living and dining areas flow into a cheerful kitchen with white cabinetry, stainless-steel appliances and generous counter space, while an enclosed sunroom provides additional flexibility for relaxing, hobbies or a home office. Step outside to enjoy the long front porch overlooking the natural habitat across the street--a serene backdrop for morning coffee, evening breezes and watching local wildlife. The spacious, tropically landscaped lot offers plenty of room for outdoor enjoyment, including a gravel yard, fire-pit area and minimal through traffic for peaceful walks and bike rides. Beneath the home, you'll find expansive covered multi-car parking, additional storage and plenty of usable space for gatherings, projects and island gear. The property also features a separate tool shed/workshop, dedicated golf cart parking, RV parking with hookups and a durable metal roof. Whether you're searching for a full-time residence, winter retreat or easygoing Florida Keys getaway, this Grassy Key home delivers comfort, functionality and a quiet connection to nature.

57473 Goodley St, Marathon

$4,499,000
3 Beds 4 Baths 620861 MLS
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, unforgettable sunsets, and a rare sense of privacy. Electronic gated entry and tropical surroundings create an immediate sense of arrival while extensive upgrades reflect elevated living and effortless enjoyment. Contemporary design and relaxed coastal living come together through an open, light-filled floor plan. Expansive impact windows and sliding glass doors frame the water from every angle, bringing the ever-changing Gulf backdrop into the interior. The chef's kitchen features quartz countertops, Bosch stainless appliances, custom cabinetry, and a seamless connection to the dining and living areas. Solar panels further enhance the home's thoughtful, energy-conscious design. The thoughtfully designed layout includes two spacious primary suites, each offering private balcony access and sweeping water views. A third guest bedroom, guest bath, private gym, and an additional full bath add comfort and versatility. Outdoors, the property unfolds as a private tropical escape. A waterfront pool, covered entertaining area, outdoor shower, and multiple gathering spaces create the perfect setting for relaxed afternoons and memorable evenings. Mature fruit trees surround winding garden pathways leading to peaceful seating areas and a waterfront fire pit. A deeded boat slip with lift in the private marina is located just steps from the front door, offering exceptional convenience on the water. Along the open-water shoreline, a private kayak dock with lift provides direct access to exceptional kayaking and paddleboarding from your own backyard. Just minutes from shopping, dining, and The Marathon International Airport, this exceptional residence offers a rare combination of open-water beauty, boating access, privacy, and effortless island living

108 Sunset Dr, Marathon

$749,000
2 Beds 2 Baths 620804 MLS
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 bedrooms, 2 baths, hurricane shutters, and a separate storage and laundry room. No neighbors front or back, so you get privacy along with the view. Out back, a large covered deck overlooks the water -- the kind of spot where sunsets, manatees, and passing fish make every evening feel like a vacation. The protected, cut-in 30' x 30' boat slip includes two boat lifts (20,000 lb and 12,000 lb), with room for a third boat at the dock. The home is situated with direct access to Boot Key Harbor and open water to both the Ocean and Gulf...the 7 Mile Bridge is just a few minutes from the home. There is also sewer hook up and 30amp RV electric hookup, with space for a 40ft RV to be able to pull in and hook up. Whether you're chasing sunset views or your next catch, this one delivers both!

1099 24th St, Marathon

$1,175,000
2 Beds 3 Baths 620715 MLS
Exceptional investment opportunity in the exclusive Bonefish Yacht Club -- one of the few Florida Keys communities permitted for lucrative short-term 7-day vacation rentals, making this a standout income-producing residence with strong year-round rental demand. A rare 40-foot deeded, deep-water, liveaboard boat slip conveys with the home, offering direct access to world-class fishing, diving, and cruising grounds -- a major draw for vacation renters and boating enthusiasts alike. Set among just 34 single-family attached residences across more than four acres of beautifully maintained tropical grounds, this 1,464 sq. ft. townhome offers light-filled, three-level living. The main level features an open-concept kitchen with brand-new stainless steel appliances, a dedicated dining area, and a living space that flows seamlessly to a waterside balcony overlooking the marina -- perfect for alfresco dining and entertaining. Upstairs, the spacious primary suite includes a private waterfront balcony, walk-in closet, and en-suite bath, while the guest suite enjoys its own balcony, full bath, and generous closet space. The ground level offers a private tiled garage and storage area, ideal for vehicles, fishing gear, and water toys. Residents and guests enjoy resort-style amenities including a heated and chilled pool with expansive sun deck, tiki lounge with wet bar, tennis and pickleball courts, and a private community beach. Combining luxury waterfront living, world-class boating access, and exceptional 7-day rental income potential, this residence is a rare opportunity in one of the Florida Keys' most sought-after rental-approved communities -- ideal as a full-time home, second residence, or high-performing investment property.

96 Ave C, Unit 3, Marathon

$699,000
3 Beds 2 Baths 620713 MLS
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 Keys lifestyle. Set on a rare, fully fenced double lot, this property offers an exceptional amount of outdoor space that is hard to find in the Keys. Whether you envision room for pets to roam, space to garden, additional parking for trailers and recreational vehicles, or simply enjoying the privacy of a larger homesite, this oversized property provides endless possibilities. Inside, the home features 1,456 square feet of bright, open living space with wood-look flooring, a spacious kitchen with ample cabinetry and counter space, and a convenient laundry room. Large windows and sliding glass doors fill the home with natural light while opening to the expansive wraparound porch, where you can relax and enjoy tranquil salt pond views. The elevated design offers abundant covered parking and storage below, with column height tall enough to accommodate a boat, RV, or multiple vehicles. A metal roof, concrete pilings, tropical landscaping, and a private hot tub add to the home's appeal. Located just moments from Sunset Bay Park in Grassy Key, you'll enjoy a peaceful island setting while remaining close to Marathon's restaurants, shopping, marinas, and everyday conveniences. Whether you're searching for a full-time residence, weekend getaway, or island retreat with room to spread out, this unique property combines privacy, versatility, and the laid-back Florida Keys lifestyle.

203 Peachtree Ave, Marathon

$1,900,000
3 Beds 3 Baths 620705 MLS
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 property boasts an impressive 190 feet of pristine waterfront on an oversized 12,600-square-foot lot, offering breathtaking water views and endless opportunities for the boating enthusiast. This well-maintained CBS home features 2 bedrooms on the main level with a third bedroom in the upstairs loft, offering 1,560 square feet of thoughtfully designed living space. Rich wood ceilings and an abundance of natural light create a warm, inviting atmosphere filled with timeless Florida Keys charm and character. At the heart of the home is an updated chef's kitchen, complete with a Wolf gas range, new refrigerator, wine cooler, and beautiful wood cabinetry with granite countertops--perfectly blending style and functionality for everyday living or entertaining. Impact-rated doors and windows, screened porches on both the upper and lower levels, and a spacious balcony provide the perfect spaces to relax and take in the stunning waterfront views. Designed for the ultimate Florida Keys lifestyle, the property includes a permitted enclosure beneath the home, covered parking, and exceptional dockage featuring a 40-foot dock plus an additional cut-in slip for a smaller vessel, providing room for multiple boats. Whether you're looking for a full-time residence, vacation getaway, or premier waterfront investment, 870 Copa D Oro offers an unmatched combination of location, spectacular views, exceptional boating access, and the distinctive charm that makes Florida Keys waterfront homes so special.

870 Copa D Oro, Marathon

$777,000
2 Beds 2 Baths 620695 MLS
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 residential street. Enjoy exclusive access to a community park and private boat ramp reserved for owners, making it perfect for boating and outdoor enthusiasts. The property features lush tropical landscaping with mature fruit trees, a beautiful rock garden, and plenty of out door space to relax and entertain. Inside, you'll find a comfortable layout with spacious living areas, while the oversized two car garage offers ample room for vehicles, storage or a workshop. Plus an extra storage, office or artisan space. Whether you're a first time home buyer, looking to down size, or searching for the perfect family home, this property offers comfort, privacy, and a desirable neighborhood in a peaceful setting. Don't miss this opportunity to own a slice of PARADISE!

91 Dorsett Dr, Marathon