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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

$199,000
621266 MLS
Are you ready to build? Skip the multi-year BPAS waitlist and start construction of your Florida Keys dream home on Day 1! This shovel-ready, 6,000 sq ft Grassy Key lot comes with a fully active City of Marathon building permit, local contractor, and ready-to-go blueprints for a stunning 1,500 sq ft, 4-bedroom primary residence. With the plans already approved at the state and city level. Begin breaking ground immediately upon closing. The seller has completely taken stress out of starting the building process-spending over $45,000 to deliver a cleared site complete with a construction driveway, mandatory safety fence, temporary electric pole, and surveyed corners. The plans are updated to the latest strict building codes, your builder can mobilize immediately while allowing you to fully customize the interior finishes to your exact taste. Well above the base flood elevation for optimal safety and insurance savings, this home plan is designed to capture breathtaking water views from a massive 23-foot outdoor deck. The luxury primary suite serves as a private oasis, boasting a standalone soaking tub positioned perfectly against a dedicated viewing window with glimpses of the water, alongside a separate walk-in shower. Engineered for the ultimate coastal lifestyle, the specifications feature a premium metal roof, ultra-durable HardieBacker siding, and high-efficiency green additions-including an integrated cistern for rainwater collection and an innovative AC heat-recirculator for the water heater. If you are a local resident, down-sizer, or professional looking to establish your primary homestead in the Keys without the years of bureaucratic delays, this turnkey property offers an unmatched head start. Ideally located just moments from Sunset Bay Park, where you can launch a kayak, enjoy breathtaking nightly sunsets, and watch local marine life glide through the clear waters. Embrace the true Keys lifestyle. Seller is a licensed real estate agent.

57529 Bailey St, Marathon

$999,000
3 Beds 2 Baths 621265 MLS
Welcome to 410 85th Street Ocean in Marathon, an oceanside waterfront home offering 3 bedrooms, 2 baths, and approximately 1,409 square feet of living space with direct access to the Atlantic. Boaters and anglers will appreciate the 60 feet of canal frontage along a roughly 40- to 45-foot-wide canal, plus the exceptionally quick route to open water--just 654 feet to the ocean. With no long idle out, this is an ideal setup for anyone who wants to spend less time cruising the canal and more time fishing, diving, or enjoying the water. The dock was recapped in 2009 with reinforced cantilevers and sits over cap rock, offering a solid waterfront setup that remains in great condition. New metal boat bumpers have also been added, and the dock enjoys an open-water view. There is 30-amp shore power in place, with the ability to convert to 50 amp if needed. Whether you are looking for a full-time Keys residence, weekend escape, or waterfront retreat designed around boating, this property delivers the kind of immediate ocean access that makes Marathon living so desirable.

410 85th St, Marathon

$5,399,000
8 Beds 8 Baths 621248 MLS
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, corporate retreats, weddings, vacation rentals, tons of options! Experience luxury waterfront living in these custom-built, new construction two-story concrete homes featuring 4 bedrooms and 4 private en-suite baths. Designed for entertaining, the open-concept layouts seamlessly blends indoor and outdoor living. The chef's kitchens boasts top-of-the-line stainless steel appliances including double convection ovens, Smart refrigerator, dishwasher, vented range hood, prep sink, wine chiller, quartz countertops, custom cabinetry, and a large island. Porcelain tile flooring, custom fixtures, LED lighting, and abundant natural light enhance every space. A first-floor en-suite bedroom offers balcony access overlooking the pool, dock, and water. The dramatic floating staircase with custom LED chandelier leads to three additional en-suite bedrooms upstairs. The primary suite features a floating soaking tub, double vanity, custom porcelain tile shower, and MOEN programmable multi-head shower system with smartphone controls. Additional features include impact windows and doors, web-enabled security camera system, 4K Smart TVs in every room, 8-foot interior doors, two 3-ton 16 SEER A/C units, standing seam metal roof, aluminum railings, and expansive balconies on both levels. Located in the desirable Flamingo Island neighborhood of Marathon, just minutes from Sombrero Beach, dining, shopping, and entertainment. Enjoy quick access to open water, world-class fishing, boating, diving, and the crystal-clear turquoise waters of the Florida Keys. Built to impress and built to last, these exceptional waterfront retreats offer the ultimate Florida Keys lifestyle. Set up your preview today!

835 & 837 Copa D Oro, Marathon

$2,695,000
2 Beds 2 Baths 621246 MLS
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, a private beach, waterfront dock with a 20,000-pound boat lift, heated concrete pool, and lush tropical grounds, this property captures the very best of Florida Keys living. Surrounded by mature landscaping, the two-bedroom, two-bath residence enjoys a peaceful, private setting with beautiful Gulf views. Light-filled living spaces embrace the waterfront surroundings, while the kitchen features granite countertops and stainless steel appliances. Both bedrooms offer private baths for owners and guests alike. Step outside and the Keys lifestyle comes alive. Walk to your private sandy beach, lower the boat from your 20,000-pound lift for a day on the water, relax beside the heated pool, or watch the sun disappear over the Gulf from your own shoreline. Expansive grounds and tropical landscaping provide a level of space and privacy that can be difficult to find in the Keys. The property also boasts an exceptional rental history, consistently renting approximately 50 weeks per year and generating roughly $175,000 in annual rental revenue--a testament to the tremendous appeal of this waterfront setting. Whether you're searching for a private Keys retreat or a proven vacation rental investment, this Grassy Key property offers an extraordinary combination of lifestyle and opportunity. Private beach. Open Gulf views. Boating. Pool. Half an acre of tropical privacy. This is the Florida Keys lifestyle people dream about.

57457 Morton St, Marathon

$799,999
621243 MLS
The Building Right Is Secured. The Site Is Prepped. The Dock Is Done. Utilities Are In. The Only Thing Left Is the House. For buyers who have dreamed of building a custom home in the Florida Keys, this is an opportunity to skip much of the time, uncertainty, and groundwork that typically comes before construction can even begin. The hard work has already been done. The building right is secured, the lot has been cleared, fenced, and prepared, the geotechnical survey is complete, and both the electric and water meters are installed. On the waterfront, the dock permit is complete and a brand-new dock is already in place along 75 feet of canal frontage. This homesite is ready for the next step: building your Florida Keys home. Located in a desirable Marathon waterfront neighborhood surrounded by attractive homes, the property also delivers the lifestyle you're building for. Enjoy quick and convenient boating access to the Gulf, putting fishing, diving, cruising, and days at the sandbar within easy reach. Weekly vacation rentals are also permitted, giving you the flexibility to design a full-time residence, private Keys getaway, or income-producing vacation home. Instead of purchasing a vacant lot and beginning the lengthy process of preparing it for construction, start with the groundwork already behind you and focus on what matters most--designing and building the home you want. The building right is here. The infrastructure is here. The dock is waiting for your boat. Now bring your plans and build your Florida Keys dream home.

9966 Aviation Blvd, 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

$990,000
3 Beds 2 Baths 621222 MLS
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 foot control depth and an existing concrete seawall in place and about 77 feet of frontage, this property can easily accommodate the larger center consoles. Open Water Access in just a few minutes to the Gulf and about 10 minutes to the Atlantic Ocean. The home features 3 Beds, 2 baths, with 1,242 sqft on a large 8,485 offering sqft lot with a Concrete Driveway, Room to Park a RV, Boat Trailer, and room for a pool. The rear Covered Screen Lanai overlooks the canal, and the Covered Carport has built in Storage closets. The home features a Metal Roof and inside it does offer original 1960's charm with a ton of potential as right now it has original Kitchen Cabinets, Terrazzo Floors, Mini Splits in almost all the rooms for efficient air conditioning and original windows. Both baths have original tile showers with 1 being a Full Shower and the other featured a tub/shower combo. With the house right next door just selling at 11295 3rd Avenue Gulf for $1.45M, you have a unique opportunity to acquire, make smart renovations and be sitting on strong positive equity if done right. Due to the lot size, you can even choose to knock down the existing house and build a Brand-New Modern home to your exact specs and take advantage of the deep-water canal. We currently have plans for homes ranging from 1750 sqft to just below 4000 from the well-respected local builders, Design Center. We also have local lenders in place to offer construction financing up to 80%. So much potential and routes you can with this one.

11285 3rd Ave, 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

$1,295,000
3 Beds 2 Baths 621216 MLS
Discover the potential of this concrete constructed, waterfront pool home tucked away on tranquil Flamingo Island. Offering the ideal opportunity to renovate, personalize, and create your own Florida Keys retreat, this property features three bedrooms, two bathrooms, and nearly 1,300 square feet of interior living space. More than 600 square feet of screened porches invite relaxed indoor-outdoor living, while over 500 square feet of enclosed storage provides valuable additional space for boating gear, bicycles, fishing equipment, and more. Boaters will appreciate the newly constructed 60-foot wood dock, completed in 2025, along with excellent deep-water access through nearby Sister Creek. After a day on the water, unwind beside the concrete pool or enjoy the peaceful island surroundings. Additional improvements include a metal roof installed in 2020 and termite tenting completed in 2025 by Hammerhead Termite Control. Located behind the Florida Keys Golf and Country Club, Flamingo Island is a quiet, dog-friendly waterfront neighborhood close to everything Marathon has to offer. Take the golf cart to Sombrero Beach, Publix, nearby restaurants, and local conveniences. With superior concrete construction, substantial dockage, a private pool, generous outdoor living areas, and an inviting waterfront setting, this fixer-upper presents a rare blank canvas ready to be transformed into your ideal Keys escape.

105 Santa Barbara, Marathon

$5,499,000
5 Beds 5 Baths 621212 MLS
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 4,146 sq. ft. Coastal Modern residence was crafted by one of Marathon's premier builders with meticulous attention to detail, blending clean architectural lines with the relaxed elegance of island living. From the moment you arrive, the Gulf is your constant backdrop. Expansive walls of glass flood the interiors with natural light and frame endless turquoise waters. Every living area, from the two spacious lounges to the gourmet kitchen, was designed to maximize the view and the connection to the outdoors. The chef's kitchen is both beautiful and functional, featuring waterfall-edge quartz counters, premium stainless appliances, and abundant prep space. Whether hosting a casual brunch or an elegant dinner, this open-concept space flows seamlessly to indoor and outdoor gathering areas. Five ensuite bedrooms provide private sanctuaries for family and guests. The primary suite is a haven unto itself, offering a sitting area, spa-inspired bath, and a private porch where morning coffee comes with dolphin sightings and golden sunrises. Step outside to a personal resort: a shimmering pool with sun shelf, expansive patios for lounging, and a palm-lined peninsula with a fire pit at its tip. A deep-water dock, private boat basin, and 4-post lift make boating effortless, with 5' control depth ensuring smooth access to open water. This home offers the convenience of an elevator, an oversized 2-car garage, and low-maintenance construction designed for coastal living. Located 5 minutes from Marathon Jet Center, you can go from tarmac to tiki torch in record time. Whether it's a weekend escape, seasonal retreat, or full-time residence, this Gulf Front estate offers something truly rare: privacy, luxury, and the beauty of the Keys wrapped into one extraordinary address. Fantastic Rental History. Offer Turnkey.

875 50th St, Marathon

$299,000
621194 MLS
Secure your spot in the heart of the Middle Keys with Slip B22 at Sombrero Marina, located on protected Boot Key Harbor in Marathon. Offering deep water and quick access to both the Ocean and the Gulf, this generous 52' x 23' slip is one of the widest in the entire 57-slip marina. B22 even includes a deeded piece of land directly in front of the slip dedicated for private parking. Enjoy living aboard up to six months a year while taking advantage of full laundry facilities, private showers, and a popular dockside eatery and bar featuring local musical performances. Nestled in the desirable Sombrero area close to shopping and dining, it offers total convenience. For investors or seasonal owners, the dockmaster manages slip rentals directly with zero rental fees charged to you. The baybottom is leased from the State of Florida; buyer will pay a 6% transfer tax at closing and a 6% tax on any rental revenue. The slip is currently rented, and tenant may require a 30-day notice to vacate.

35 Sombrero Blvd Unit B22, 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

$379,000
1 Beds 2 Baths 621184 MLS
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 window -- a rare opportunity to own in one of Coco Plum 's most coveted addresses. Thoughtfully renovated throughout, the residence showcases a crisp, coastal-inspired aesthetic complemented by raised ceilings in the master bath, kitchen, and foyer. Every detail has been elevated, from the brand-new impact windows and sliding glass doors to the updated air conditioning, kitchen, flooring, electric blinds and so much more. This home is being offered furnished. As one of only thirteen residences in the building with two balconies, it offers an exceptional setting for indoor-outdoor living and unobstructed water views. Resort amenities in the community include a heating swimming pool, update fitness center, tennis/pickleball court, waterfront tiki hut/fishing station, waterfront BBQ area, 24 hour security and plenty of parking. The building is in great shape with two new elevators, a new roof and new exterior paint.

2000 Coco Plum Dr Unit 302, Marathon

$1,150,000
3 Beds 2 Baths 621176 MLS
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 preserve, this 3-bedroom, 2-bath canal home delivers something almost impossible to find in the Keys: real privacy, real waterfront, and real potential. Eighty feet of deep-water canal frontage on an oversized 8,000 sq ft corner lot. One canal from the Gulf of America with 10-minute access to Vaca Cut -- your gateway to world-class offshore fishing, diving, lobstering, and reef exploration. The spacious vaulted-ceiling screened porch overlooking the canal is where you'll spend every morning and evening. A 385 sq ft concrete dock with davits is ready for your boat. The corner lot provides ample parking for trailers, vehicles, and toys -- a true premium in the Keys. This is also a performing investment property. The home operates as an active vacation rental on Airbnb and VRBO with verified income. Sold fully furnished and turnkey -- a new owner can generate income from day one. Recent updates include a new 2025 HVAC system, 2025 impact sliding glass door, hurricane shutters on all windows, and all furnishings included. The home is solid, comfortable, and rental-ready as-is -- with room to add your own personal touches and make it truly yours. For the visionary buyer: build up on this premium corner lot and you could be rewarded with Gulf of America views. An elevated waterfront home on this lot -- with a nature preserve across the street and 80 feet of canal -- would be one of the most compelling properties in Marathon. The location is irreplaceable. The potential is limitless. Come see it.

11295 6th Ave, 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

$2,395,000
4 Beds 3 Baths 621168 MLS
New construction waterfront living in the heart of Coco Plum. This beautifully designed 4-bedroom, 3-bath residence combines modern coastal style, exceptional outdoor living, and direct boating access in one of Marathon's most desirable waterfront neighborhoods. Thoughtfully positioned to take advantage of the setting, the home offers expansive open-water views from nearly every room and a bright, open-concept layout designed for both everyday living and entertaining. The main living level features a spacious living and dining area surrounded by natural light and water views, along with two guest bedrooms and a full bath. Upstairs, two generously sized primary suites each feature private en-suite baths and elevated panoramic views, creating peaceful private retreats above the water. Outdoor living is a true highlight, with three covered terraces spanning both levels, a large resort-style pool, and a convenient poolside prep station with sink and storage. Whether hosting guests, relaxing by the pool, or enjoying a quiet morning overlooking the water, the home is designed to embrace the Florida Keys lifestyle. Boaters will appreciate approximately 50 feet of deep-water dockage with quick ocean access, along with a fish-cleaning station, bait freezer, and covered parking for added convenience. Ideally located near Coco Plum Beach and just minutes from Marathon's dining, shopping, and attractions, this newly constructed waterfront residence offers an exceptional combination of modern comfort, boating access, privacy, and island living, perfect as a full-time residence, vacation retreat, or investment property.

171 Ave D, Marathon

$409,999
1 Beds 1 Baths 621165 MLS
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 boat ramp and measures approximately 16+ wide by 46+ long. No bridges between you and open water. When you step inside, you are greeted by fresh color palette, quartz countertops, stainless appliances, new flooring, and a walk-in closet. This is truly a move-in-ready retreat. Step onto the balcony for harbor views and sunsets that don't get old. Licensed for weekly rentals (7-night minimum, annual renewal inspection required), this unit comes with a proven rental history and repeat guests -- real, healthy income, on file. Coco Plum Terraces itself is well run, with strong HOA financials and reserves behind it, offering a heated pool, tiki hut, tennis court, boat ramp, and trailer parking. All financing terms considered. Steps from Coco Plum Beach and minutes from Marathon's local favorites like Sparkys landing restaurant, marinas, and the airport for easy in-and-out access. This stretch of Marathon still holds that quiet, unhurried Keys feel.

105 Ave D Unit APT 113, 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

$5,900,000
13 Beds 13 Baths 621147 MLS
A rare and unique income producing Hotel in Marathon. Tropical Cottages is a boutique & profitable Mom and Pop Motel. Total of 11 valuable Transient Licenses, 13 Rooms plus office with kitchen & check in room. 9 buildings on the property, 8 adorable free standing cottages with new Victorian shingle roofs & the main building with 3 rooms in good condition. Each room has been tastefully and tropically renovated inside and out. Each room is unique & comes fully furnished. Most of the units have small kitchenettes including sink with microwave and refrigerator. All units have refrigerator & microwave. Additionally, there is a large Tiki Hut & Bar along with Food Truck with seating area. The Food Truck and Tiki Bar are leased for $6,375 per mos on a short term agreement. The Motel is managed by Owners . The hotel runs on auto-pilot. Online check-in available with a good housekeeping staff as back up. Most of the business is from repeat customers, plus online booking sites are all utilized. On site is a full laundry room with Commercial grade washers/dryers and storage rooms throughout. All housekeeping is done on site. Small, friendly & efficient staff has been there long term and willing to stay on with new owners. There are a total of 6 lots encompassing over 1/2 acre of land, total .56 Ac or 24,384 sf. Ample off street parking for guests. Zoning is GC and land use is recognized as Hotel/Motel. Bonus of Deeded waterfront access at the end of 61st St. which has a boat ramp and staging area for all types of watercrafts and sports. Same family ownership since 2010. Tropical Cottages was started back in the mid 1950's as a Fish camp and is one of the few remaining Mom & Pop Motels throughout the Florida Keys. Motel generates substantial Net income year after year to current owners. Sellers may consider Seller Financing may be available to a qualified buyer. Terms to be negotiated.

243 61st St, 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

$725,000
3 Beds 2 Baths 621127 MLS
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 convenience in one easy-to-enjoy package. Designed for a turn-key, low-maintenance lifestyle, the home is elevated above flood and features impact windows and doors, a new metal roof (2024), newer A/C (2021), an on-demand water heater, and was tented in 11/2024. Step inside to a bright, open-concept floor plan where modern coastal finishes complement the home's relaxed Keys character. Updates include wood style luxury vinyl plank flooring, stainless steel appliances, granite countertops, and a new washer and dryer. Both the primary and guest bathrooms have a fresh, modern feel with stylish tile, updated vanities, lighted mirrors, and glass shower enclosures. The comfortable layout works beautifully for everyday living, entertaining, or welcoming guests. Outside is where the Keys lifestyle really comes alive. Enjoy approximately 37.7 feet of solid concrete dockage on a canal with deeper water depth, creating a great setup for boaters. From here, you'll have convenient access to both the Atlantic Ocean and Gulf via the Seven Mile Bridge. After a successful day on the water, clean your catch at the fish-cleaning station with outdoor sink, then relax in the shade on the expansive east-facing porch with composite Trex decking & enjoy the tropical breezes. The property also offers a private fenced side area for additional storage, plus convenient access to a nearby public boat ramp, city park with community events & festivals, Boot Key Harbor, shopping, and restaurants. No HOA adds even more flexibility. With weekly (7-day) rentals allowed, this property offers excellent versatility as a full-time residence, second home, or vacation rental/investment property. Move-in ready, furnished, weather-ready, and filled with Keys charm, this Marathon waterfront home is ready to become your next Keys getaway...

390 25th St, Marathon

$999,000
3 Beds 3 Baths 621097 MLS
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-front communities at a price rarely seen. Fully Furnished, turn-key, and ready for its next owner! Tucked away on more than 10 acres along the Gulf of Mexico, Indigo Reef offers the perfect combination of privacy, resort-style amenities, boating, and convenience, all just minutes from the heart of Marathon. Villa 23 is a spacious 3-bedroom, 2.5-bath townhome offering approximately 1,600 sq. ft., an open-concept floor plan, vaulted ceilings in the primary bedroom, and beautiful, unobstructed Gulf views from inside the villa and its covered porches. Freshly painted interior in 2025, the home features tile flooring, granite countertops, stainless steel appliances, and comes fully furnished and turn-key. For boaters, a separately deeded 35-ft boat slip conveys with the property and is located just steps from the villa, with quick access to both the Gulf and Atlantic through Vaca Cut. Spend the day fishing or boating, then come home, pour a Key lime margarita, and watch another unforgettable Keys sunset from your own Gulf-view porch. Indigo Reef offers a heated resort-style pool, fitness room, ice machine, kayak storage, lush tropical grounds, gated entry, and generous owner storage in the climate-controlled HOA building with room for bikes, fishing gear, and more. The villa also includes a covered parking space conveniently located near the unit, with additional parking available. Weekly vacation rentals are permitted, offering flexibility as a vacation home, investment property, or your own private Keys escape. With open-water views, deeded boating, resort-style amenities, weekly rental potential, furnishings included, and a price under $1M, Villa 23 represents an exceptional opportunity at Indigo Reef. Don't miss your chance to own a piece of the Keys lifestyle at an incredible value. 3D tour ava

11600 1st Ave Unit 23, 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

$1,399,000
3 Beds 2 Baths 621089 MLS
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 setting. The bright interior features an open living, dining, and kitchen layout with warm flooring, abundant natural light, and an easy flow for everyday living and entertaining. The kitchen is finished with white cabinetry, granite countertops, stainless-steel appliances, a spacious peninsula, and a coastal-inspired backsplash. One of the home's standout features is the expansive covered and screened balcony, offering a comfortable shaded space for dining, entertaining, or simply relaxing while enjoying the tropical surroundings and views toward the canal. From there, the living space continues outdoors to the waterfront below, where generous dockage provides convenient access to the water. The private pool and surrounding patio create a true backyard retreat, with additional covered space beneath the home for lounging, entertaining, and storing all the gear that comes with life in the Keys. A spacious paver driveway and covered parking add even more convenience. Additional features include a metal roof, updated windows and doors, renovated kitchen and bathrooms, paver driveway, private pool and patio, and covered parking beneath the home. Offered furnished, this waterfront home is ready to enjoy as a full-time residence, vacation getaway, or income-producing vacation rental. With its canal-front setting, private pool, expansive screened outdoor living space, and easy access to the water, it offers an appealing combination of Florida Keys lifestyle and investment potential.

275 30th St, Marathon