Marathon FL Single Family Real Estate, Homes for Sale

Welcome to 499 Sombrero Beach Road, a fantastic opportunity to own a piece of the Florida Keys lifestyle in Marathon! Ideally situated just off U.S. Highway 1 at approximately Mile Marker 50, this property offers a convenient location with easy access to Sombrero Beach, local restaurants, shopping, boating, fishing, and everything that makes Marathon such a sought-after Keys destination. This property provides a great balance of accessibility and the laid-back atmosphere the Middle Keys are known for. One of the few sand beaches of the Keys- Sombrero Beach is just down the bike path, a wonderful place to enjoy a day in the sun, take a swim, or catch a spectacular Keys sunset. Marathon is renowned for its world-class recreational opportunities, including boating, offshore and backcountry fishing, diving, snorkeling, and waterfront adventures. From this location, you'll be conveniently positioned to explore the surrounding islands while still being close to everyday amenities, restaurants, marinas, and local attractions. On site 56' dock was replaced in 2023 and features fish cleaning station, water and electric. The wide canal and premium 5' deep water access allows for larger boats than the average Keys property. Whether you're looking for a full-time residence, a vacation getaway, or an investment opportunity, 499 Sombrero Beach Road is a perfect opportunity. Established, professionally managed, licensed, weekly vacation rental. Come experience the relaxed pace, tropical surroundings, and endless outdoor recreation that make Marathon such a special place to call home. Updates include remodeled kitchen and baths, impact French doors, a metal roof (2021), and AC (2023). It's fully turnkey, with furnishings and future bookings included.

499 Sombrero Beach Rd, Marathon

$579,999

2 Beds ⋅ 2 Baths ⋅ 621381 MLS

Stunning property in Little Venice, fully furnished and located in the heart of the Florida Keys. This 2BD/2BA home, with an additional extra room, is ready for you to make your own piece of paradise! Enjoy an oversized living and dining area for entertaining, complete with plank tile flooring throughout. Both bathrooms feature stylish accented subway tile and matching modern fixtures. The kitchen offers a pass-through bar, sleek stainless-steel appliances, shaker cabinets with under cabinet lighting, and beautiful quartz countertops. The exterior includes accordion shutters and a 5V crimp metal roof. Paved parking provides plenty of room for a boat on this corner lot. Just minutes from Sombrero Beach grocery stores, restaurants, shops, and marinas .

11405 3rd Ave, Marathon

$679,999

3 Beds ⋅ 2 Baths ⋅ 621378 MLS

YOUR FLORIDA KEYS GETAWAY AWAITS! Welcome to your slice of paradise in the heart of Marathon! This beautifully updated 3-bedroom, 2-bath concrete home sits on an oversized lot and offers the ideal combination of modern comfort, durability, and exceptional outdoor living. Step inside and you'll find a move-in-ready home with no projects to tackle. The thoughtfully updated interior features tile flooring throughout, elegant quartz countertops, newer appliances, and beautifully renovated bathrooms. Impact windows and doors, a metal roof, and a newer A/C unit (2022) add comfort, efficiency, and peace of mind. The third bedroom is currently configured as a convenient walk-through office, making it an ideal setup for working from home, a private workspace, or a flexible bonus room. The space can easily be adapted to suit your needs, whether you envision it as a home office, guest space, hobby room, or traditional third bedroom. But the real magic happens outside. The oversized, fenced lot provides abundant space for parking multiple vehicles, boats, an RV, and all of your Florida Keys toys. The backyard is made for entertaining, featuring a charming tiki hut, plenty of room to relax, and ample space to add a pool and create your own private oasis. The home is also elevated on a crawl space, providing additional elevation compared with a typical ground-level home. Located on a quiet street in a desirable Marathon neighborhood, you're just a short walk from the oceanfront dog park and kayak launch. Restaurants, beaches, grocery stores, and boat ramps are all conveniently nearby, while Key West is approximately an hour away and Miami approximately two hours. Whether you're looking for a full-time residence, vacation retreat, or investment property, this home offers the flexibility and lifestyle you've been looking for. And for an easy transition into island living, the home can be sold furnished. All that's missing is you. Schedule your private sho

970 95th St, Marathon

$3,300,000

4 Beds ⋅ 4 Baths ⋅ 621321 MLS

Welcome to Sunset Anchorage, a beautifully renovated open-water home in the exclusive gated community of Stirrup Key. Set on an expansive lot and a half, this three-story CBS turnkey home offers exceptional privacy, protected dockage and sweeping Gulf views with spectacular sunsets. Extensively updated, the home features a brand-new kitchen with custom cabinetry, a custom bar, updated flooring, new impact windows and doors, and new A/C units. New Hardie board siding accents the front exterior, adding texture and architectural character. The main level features the primary suite with a newly expanded and completely renovated bathroom. An additional guest bedroom enjoys marina views with a full bath nearby. A newly extended covered back porch off the living and dining rooms offers outdoor seating and dining overlooking the pool and Gulf. Upstairs, a secondary primary suite features a private full bath and walk-out balcony with stunning bay views, while another guest bedroom and half bath also enjoy expansive open-water views. Downstairs, a spacious covered patio and newly built tiki bar create additional entertaining space poolside. The pool has been beautifully re-tiled and refinished with new equipment, including a heater and chiller. A redone waterfront observation deck provides easy kayak access, views over the sandy bay bottom, and a front-row vantage point for spectacular sunsets. Protected dockage is just across the street in Stirrup Key's private marina. Boat slip D41 includes a new concrete walk-out dock and a 15,000-lb boat lift, with instant bay access and quick ocean access via Vaca Cut or Seven Mile Bridge. Additional features include a metal roof, garage, ground-floor storage, a fenced dog run, and mature tropical landscaping highlighted by a grove of gumbo limbo trees. Sunset Anchorage brings together open-water views, protected boating, privacy, and unforgettable Florida Keys waterfront living-offered turnkey and ready to enjoy from day one.

355 Stirrup, Marathon

$5,200,000

3 Beds ⋅ 3 Baths ⋅ 621314 MLS

Welcome to Your Private Oasis in the Heart of the Florida Keys! Discover this hidden gem, a secluded gated estate nestled amidst the stunning landscape of the Florida Keys. Located directly on the sparkling waters of the Atlantic Ocean with 120' of protected deep-water dockage on canal, this property is perfect for boating enthusiasts. This half-acre estate exudes charm and casual elegance, with wide, sweeping porches at both the front and back, providing the perfect setting for outdoor relaxation and entertaining. Inside, you'll find three spacious bedrooms, three luxurious baths, and a cozy den that offers versatile living space. Beautifully landscaped with mature tropical plants, this home features a stunning pool set amidst lush gardens, creating your own slice of paradise. Plus, you're just a short walk from the Millionaire FBO Jet Center, making travel to and from this exquisite location a breeze. Don't miss the opportunity to own this exceptional estate in the Florida Keys! Schedule your private showing today!

851 104th St, Marathon

$5,499,000

6 Beds ⋅ 6 Baths ⋅ 621304 MLS

Experience exceptional waterfront living in this impressive Spanish-inspired concrete residence, built in 2019 and offering approximately 8,107 square feet of construction and 16,500 square feet lot size. Thoughtfully elevated and designed with an emphasis on space, quality, and comfort, this remarkable home showcases a highly customized interior with refined finishes throughout. Solid wood interior doors, generous room proportions, and carefully designed living spaces reflect the attention to detail found throughout the residence. Expansive recreational and entertainment areas on both the first and second floors provide exceptional flexibility for hosting, relaxing, and enjoying everyday family living. The home's substantial concrete construction and elevated design complement its commanding presence, while the spacious interior offers an ideal combination of elegance and functionality. Positioned along an exceptionally Deepwater, wide-canal home with direct ocean access, the property provides an impressive waterfront setting and a sense of privacy and tranquility. A distinctive luxury residence offering exceptional scale, generous entertainment spaces, and outstanding waterfront appeal. Ideally located near the airport and surrounded by a variety of restaurants, dining options, and everyday conveniences, the home offers an excellent balance of privacy, accessibility, and lifestyle.

108 Ave D, Marathon

$775,000

2 Beds ⋅ 2 Baths ⋅ 621286 MLS

Welcome to 2240 Harbor Drive in Marathon, a beautifully maintained home situated in a **highly desirable family neighborhood**. This spacious corner lot offers nearly 10,000 square feet and is fully fenced, providing privacy, security, and plenty of room to enjoy the outdoors--with ample space to add a pool. Mature, lush landscaping creates a peaceful setting with abundant shade and privacy. Exceptional parking includes a paved driveway and a convenient double-wide gate, providing easy access for secure in-fence boat or trailer storage. For outdoor entertaining, enjoy the expansive bricked patio, cedar pergola, outdoor dining area, and built-in grill--perfect for relaxing or hosting family and friends. Inside, the home features tile flooring throughout, an ensuite primary bedroom with a walk-in shower and walk-in closet, Bahama shutters, and hurricane-rated double doors. Bonus room can be used as a den or office. Additional exterior features include two storage sheds and a detached laundry room, offering plenty of practical storage and workspace. Boating enthusiasts will appreciate the **public community boat launch just 3/10 of a mile away**, available **free for residents**. With its desirable family-friendly location, generous corner lot, boat/trailer storage, beautiful outdoor living spaces, and room for a pool, this Marathon property offers an exceptional Florida Keys lifestyle.

2240 Harbor Dr, 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

$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

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. Buyer approval for the boat slip will be required through Bonefish Marina. 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 Avenue C #4 &, Marathon

$1,195,000

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

$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

$1,299,000

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

$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

$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

$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

$1,539,000

3 Beds ⋅ 2 Baths ⋅ 621017 MLS

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 weekly rental property averages $105K in annual gross rental income and boasts 144 VRBO reviews with a 9.8 rating. (Future rentals must be honored by buyer). Enjoy a heated cocktail pool with sun shelf and waterfall spa, plus a fenced, low-maintenance yard and ample paver parking for boat trailers, RVs, and vehicles. Additional highlights include impact windows and doors, a metal roof and two storage sheds. Come see why this established, beloved neighborhood is such a special place to call home!

1791 Grouper Dr, Marathon

$2,395,000

4 Beds ⋅ 3 Baths ⋅ 621014 MLS

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 comfortable living space and 100ft of dockage for ultimate enjoyment of boating, outdoor living and the easy, island atmosphere you come to the Keys for! Fully furnished and thoughtfully appointed - the open kitchen, dining and living area create an easy gathering space for family and friends, while spacious waterfront balconies on both levels invite you outside to enjoy the views and tropical breezes. On this level you also have a guest bedroom, full bath and separate laundry room for convenience. On the top floor, an ample primary suite offers an en-suite bath, walk in closet & covered balcony. Just down the hall there are 2 more sizable guest bedrooms and a spacious hall bath. Downstairs, the covered entertainment area extends the living space outdoors--perfect for relaxing after a day on the water, entertaining around the pool or simply enjoying life at a slower pace. Store your water toys fishing & boating accessories securely in the garage for easy access. The 10,000sqft lot allows for plenty of parking etc. For the boater, 100 feet of composite dockage along a serene canal provides direct access to open water. And when the beach is calling, beautiful sandy Sombrero Beach is just a short walk away. Central Marathon location is close to shopping, dining, attractions & more. Whether you're searching for a full-time Keys home, a vacation retreat or an investment property, this custom home offers the flexibility to enjoy it your way. Currently operating as an active weekly vacation rental, offering the added ease & opportunity for income when you're not here enjoying it yourself. Come experience the beauty of ocean life - the easy pace, boating and beach days that make living in the heart of the Florida Keys so special.

211 S Anglers Dr, 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

$3,795,000

5 Beds ⋅ 4 Baths ⋅ 620953 MLS

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 waterfront residence in the exclusive gated community of Emerald Flats. Perfectly positioned with unobstructed open Gulf views and no rear neighbors, this exceptional home combines privacy, luxury, and outstanding boating access. Designed to maximize its spectacular waterfront setting, the home features two primary suites, each opening to a full-length deck with breathtaking sunrise and open-water views. Enjoy seamless indoor-outdoor living with a private pool, sandy beach area, and deeded 45' boat slip offering protected deep-water dockage just steps from your door. Home is prepped with an elevator shaft which currenly offers locking owners/ additional storage. Beautifully appointed and offered completely turnkey, the residence is currently operating as a successful vacation rental with an established rental history, providing the opportunity for immediate income while still serving as an exceptional personal retreat. Ideally located in the heart of Marathon, just minutes from world-class fishing, seconds from 7 mile bridge, boating, waterfront dining, beaches, and everything the Florida Keys lifestyle has to offer. A rare opportunity to own a new-construction, turnkey Gulf-front home with spectacular open-water views, dual primary suites, exceptional boating access, and income potential.

813 39th St Gulf St, Marathon

$16,000,000

4 Beds ⋅ 3 Baths ⋅ 620952 MLS

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 by turquoise waters, yet remains only minutes from the mainland. The property encompasses approximately 6.5 acres, including approximately 5.8 acres of surrounding seabed that create an exceptional marine setting for snorkeling, swimming, kayaking, paddle boarding, fishing and exploring the crystal-clear waters of the Keys. At the center of the island is a beautifully updated 3-bedroom, 2-bath main residence with a detached guest house, offering over 5,000 total SF of living and entertaining space. Recent interior renovations include a beautifully updated kitchen with gorgeous countertops and modern finishes. A 12-foot-wide wraparound veranda captures panoramic water views, Atlantic sunrises and spectacular Florida Keys sunsets. Designed for the ultimate island lifestyle, the property features a waterfront pool and spa, tropical landscaping, multiple outdoor lounging and dining areas, and a 100-foot deep-water dock with ample dockage. World-class fishing, diving, snorkeling, boating and water-sports begin just outside your door. East Sister Rock is equipped for self-sufficient island living with solar and wind power, battery storage, backup generator, desalination system and substantial freshwater cistern capacity. A private helipad provides an additional point of access. Few properties offer this combination of privacy, accessibility, marine surroundings and established island infrastructure. Seller is also open to exploring select Joint Venture opportunities. Note the sale includes 99 E Ocean Drive on the mainland which has a private dock space.

1 E Sister Rock Is, Marathon

$649,000

1 Beds ⋅ 1 Baths ⋅ 620950 MLS

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 to own a piece of the Florida Keys waterfront lifestyle. Featuring approximately 50 feet of concrete dockage with quick and convenient access to the Atlantic Ocean, this property is ideally positioned for boaters looking to spend more time on the water. Currently improved with a 1 bedroom, 1 bath manufactured home, the real opportunity lies in the waterfront setting and its future potential. Much of 82nd Street has transformed over the years with newer elevated single family homes, making this an attractive option for a buyer looking to enjoy the property today or explore the possibility of creating a custom waterfront residence in the future. With 50 feet of waterfront, existing concrete dockage, generous outdoor space, and close proximity to the open Atlantic, this property offers a combination that is increasingly difficult to replicate in the Florida Keys. Bring your vision and discover the possibilities at 647 82nd Street Ocean in Marathon.

647 82nd Street Ocean St, Marathon

$1,499,000

4 Beds ⋅ 3 Baths ⋅ 620915 MLS

Discover Exceptional Waterfront Living on a Protected Lagoon in Marathon! Nestled in a quiet and highly desirable Marathon neighborhood, this beautifully updated 2,328 sq. ft. waterfront residence offers the ultimate Florida Keys lifestyle. Offered turnkey and fully furnished--with seller financing options available--this property also holds incredible potential as a weekly vacation rental. Inside, enjoy bright, open living areas featuring 4 bedrooms and 3 full bathrooms, plus a generous bonus room/den--perfect for a home office, media room, or potential 5th bedroom. The showstopping interior features a rare, one-of-a-kind indoor pool! In a truly unique layout, every bedroom features French doors that open directly onto the indoor pool deck, offering private access for family and guests alike. Step outside to 30 feet of dockage on a protected lagoon with quick access to the Ocean and Gulf. Don't miss this rare opportunity for luxury, tranquility, flexible purchasing terms, and income-generating potential!

1220 122nd 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

$2,800,000

4 Beds ⋅ 4 Baths ⋅ 620899 MLS

Welcome to prestigious Sombrero Isle, one of the Middle Keys' most exclusive waterfront communities. This exceptional 4-bedroom, 4-bath residence blends timeless elegance with the relaxed luxury of the Florida Keys lifestyle. Step inside to a grand living room highlighted by soaring volume ceilings, gleaming marble floors, a gracefully curved staircase, and a wraparound mezzanine that leads to the spacious bedrooms and private guest quarters. Designed for both everyday living and entertaining, the home offers an open, inviting atmosphere with impressive Mediterranean architectural details throughout. The well-appointed kitchen features granite countertops, stainless steel appliances, and abundant cabinetry, providing both style and functionality. Outdoors, enjoy your own tropical retreat with a heated freeform swimming pool and over 40 feet of dockage with approximately 5 feet of controlling depth, offering convenient access for a variety of boats. Nestled within the private island community of Sombrero Isle, this intimate enclave consists of only 32 waterfront homes, each situated on approximately one-half acre. Boaters will appreciate the quick access via Sister's Creek to the Atlantic Ocean and some of the finest fishing and diving waters in the United States. Residents also enjoy close proximity to the renowned Sombrero Beach, scenic parks, shopping, fine dining, and vibrant local restaurants and waterfront bars. Marathon International Airport is just 10 minutes away, making travel to and from paradise effortless. Experience the perfect combination of luxury, privacy, and premier boating access in one of Marathon's most coveted waterfront neighborhoods.

121 Calle Ensueno, 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

$898,000

5 Beds ⋅ 3 Baths ⋅ 620847 MLS

LETTER OF DETERMINATION WITH 3 RIGHTS | SELLER FINANCING | INCOME-PRODUCING TRIPLEX IN MARATHON Building rights are the scarcest asset in the Florida Keys, and this property comes with a Letter of Determination confirming 3 rights. That makes it an opportunity to hold, improve, or reposition a triplex in the Middle Keys with the entitlements already documented. Seller financing is available: $500,000 down over a 5-year term at a competitive rate, a real advantage in today's rate environment. The Property: Three fully renovated units, all currently leased: Unit 1: 2BR/1BA, spacious layout, modern open-concept interior Unit 2: 2BR/1BA, fully renovated Unit 3: Efficiency with a well-equipped kitchenette, ideal for a single tenant or short-term renter Tenants are on flexible month-to-month leases, which gives a buyer immediate cash flow and room to change course later. Ample on-site parking keeps the property easy to manage. Location: In the heart of Marathon, minutes from shops, restaurants, and everything the Middle Keys lifestyle offers. Who It's For: Investors building a rental portfolio, or an owner-occupant who wants to live in one unit and let the other two help cover the cost of ownership. Schedule your private showing today. Properties with documented building rights and owner financing don't come along often in Marathon.

10833 2nd Avenue Gulf Ave, Marathon

$1,600,000

2 Beds ⋅ 2 Baths ⋅ 620832 MLS

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 pool and ample parking space, along with breathtaking sunsets from your backyard paradise! Each bedroom boasts its own en-suite bathroom, ensuring comfort and privacy. A perfect investment opportunity or a dream retreat!

57477 Morton St, 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. This unit will convey with a deeded boat slip in Bonefish Marina, a separate condo association, buyer approval is required. This slip offers 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 Avenue C #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

$2,989,000

4 Beds ⋅ 5 Baths ⋅ 620683 MLS

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 residence, where timeless elegance meets modern design across four bedrooms and four and a half baths, thoughtfully crafted for both elevated comfort and effortless entertaining. Boasting an impressive 99 feet of composite dockage, this exceptional property invites carefree days on the water, while the resort-style outdoor setting captivates with a sparkling pool, a spa that transforms into a rejuvenating cold plunge, and a beautifully designed backyard finished with lush turf, elegant pavers, and full fencing for privacy. Inside, a spacious open concept living and dining area unfolds with impeccable attention to detail, highlighted by sophisticated champagne bronze finishes and stunning wood plank tile that flows throughout, creating a warm yet contemporary ambiance. A private elevator provides effortless access to every level, including the expansive 880 square foot enclosed lower level, designed as the ultimate entertainment retreat featuring a sleek wet bar and dual impact glass doors that open on demand to blend indoor and outdoor living in a truly dramatic fashion. Each bedroom serves as its own private sanctuary, complete with a luxurious ensuite bath, offering comfort, privacy, and a sense of exclusivity for both residents and guests alike. This is more than a home, it is a statement of lifestyle, where every detail has been curated to deliver the pinnacle of waterfront luxury living. Property is being sold turnkey and vacation rental ready.

300 N Anglers Dr, Marathon

$639,000

3 Beds ⋅ 2 Baths ⋅ 620669 MLS

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 restaurants, roof top bar, market and water park, it truly is an oasis.

58110 Ferreire St, Marathon

$1,050,000

3 Beds ⋅ 2 Baths ⋅ 608599 MLS

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 driveway leads you to a home that is wrapped in the warmth of the Florida sun. This home is in excellent condition and offers a keyless system that ushers you into the living space where the natural light floods through plantation shutters. The living area, with its comfortable furnishings and inviting ambiance, flows seamlessly into a well-appointed dining space and fully equipped kitchen with stainless steel appliances. The metal roof is easy to maintain while the entire home maintains a cool, coastal vibe with its tile flooring throughout. Step outside, and you're greeted by a gated yard that's fenced for privacy, and generously sized, ideal for pets or hosting lively outdoor gatherings. But the true crown jewel of this property is its 60 feet of dockage, complete with a step-down kayak launch and a separate step-down boat launch, offering direct access to the Gulf for endless nautical excursions. For those who live for the water, the property's dock is a dream come true, equipped with power and water, a swim ladder for an effortless dip in the sea, and a fish cleaning station to prepare your fresh catch. Whether you're setting off for a day of fishing or simply basking in the beauty of the Gulf, this home caters to all your seafaring desires. Back on land, an exterior storage shed provides ample space for all your gear, from fishing rods to snorkeling equipment. The large yard, kissed by the morning sun, becomes a sanctuary in the afternoons, offering shade and a cool place to unwind after a day on the water. This home is a fully furnished escape that embodies the spirit of vacation living. With its blend of style, comfort, and waterfront features, this home is ready to be a vacation rental or your own private retreat in the enchanting Florida Keys. Experience direct Gulf access in this Marathon gem

2240 Yellowtail Dr, Marathon

$1,059,000

2 Beds ⋅ 2 Baths ⋅ 620624 MLS

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 no-bridge access to Boot Key Harbor and the Atlantic Ocean, making it an ideal setup for boaters, anglers, and anyone ready to enjoy the Florida Keys lifestyle. Upstairs, the bright open-concept living area features 2 bedrooms and 2 full bathrooms, new flooring, a refreshed kitchen with new appliances, and updated bathrooms with new vanities and fixtures. Impact windows and doors provide added peace of mind, while fresh interior and exterior paint, a new upstairs A/C system, and new ductwork enhance the home's comfort and functionality. The spacious lower level offers the flexible storage space every Keys owner appreciates--perfect for fishing gear, diving equipment, tools, paddleboards, bikes, and everything that comes with life on the water. Outdoor spaces are designed for relaxing, entertaining, and low-maintenance island living. Enjoy a rethatched tiki hut, an open patio finished with vinyl wood-plank decking, a new aluminum staircase and railing, a remote-controlled fence, a fenced backyard, and an irrigation system. Set on a 7,500-square-foot lot, the property offers plenty of room for boat and RV storage, additional parking, and everyday convenience. The home is being offered with furnishings negotiable, giving buyers the flexibility to create a turn-key retreat or personalize the space to their own style. Centrally located near Marathon restaurants, shopping, Sombrero Beach, Fishermen's Community Hospital, and all the best of the Middle Keys, the property works beautifully as a year-round residence, weekend getaway, or rental investment opportunity. With seven-day minimum rentals allowed, strong boating features, generous outdoor space, and thoughtful updates throughout, this canal-front home offers the flexibility, comfort, and Keys lifestyle buyers are looking for.

305 50th St, Marathon

$15,000,000

5 Beds ⋅ 5 Baths ⋅ 620594 MLS

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 luxury finishes throughout, including elegant marble floors, granite counters and volume coffered ceilings. Key Features include: His and Her ocean facing office, ideal for remote work or study, ocean views from most all rooms, white sand beach. privacy landscaping and massive car and equipment storage for multiple vehicles and hobbies. Boat Dockage Permitting is in Progress. Additionally, there is a whole house generator for back-up power, elevator from garage to top floor, heated and chilled pool and spa. The lovely gardens include mature mangoes and avocado trees and orchid trellis. 10 Minutes to Marathon International Airport. ADT Camera Security System on site

119 Coco Plum Dr, Marathon

$7,495,000

5 Beds ⋅ 5 Baths ⋅ 620585 MLS

** Seller Financing Available With 50% Down Subject To Acceptable Terms ** Nestled on the private gated island of Sunrise Isles in Marathon, Florida Keys, this 2019 oceanfront estate redefines luxury living. One of only 20 residences within this secure island enclave, it offers a rare blend of privacy and the serene beauty of the Keys. This 5-bedroom, 5-bathroom residence spans 3,500 square feet of crafted living space designed to capture breathtaking ocean views. The open-concept single-level floor plan connects gourmet kitchen, dining, and living areas, while floor-to-ceiling windows flood the home with natural light. Each bedroom features an en-suite bathroom, while the primary suite offers panoramic ocean views and a spa-inspired bath. Impact-resistant sliding glass doors open to approximately 700 square feet of covered terrace for exceptional indoor-outdoor living. Set on over 32,000 square feet of waterfront property, the estate boasts 110 feet of sandy beachfront plus 110 feet of protected canal dockage with two custom boat lifts and an L-shaped synthetic dock, providing effortless open-water access. Outdoor amenities include a resort-style pool with water features, creating the perfect island retreat for entertaining or relaxing. Just ½ mile from Sombrero Beach and minutes from shopping, dining, and Marathon Airport, this extraordinary Sunrise Isles estate presents a rare opportunity to own one of the Florida Keys' finest luxury oceanfront residences.

108 Sunrise Dr, Marathon

$1,900,000

3 Beds ⋅ 2 Baths ⋅ 620576 MLS

Have your cake and eat it too! 60+ feet of Protected Seawall with boatlift, PLUS a gorgeous open water Gulf View. Elevated home with three bedrooms and two baths opens on to a wonderful deck to enjoy the sun. You can also get shade while enjoying the Gulf breezes in the screened patio off the Kitchen. As we head downstairs you can lounge around the pool and enjoy the views of the Gulf of Mexico. the boatlift is conveniently located so as not to block the view. Plenty of living space under the home, with room for boat trailers in the front. But wait, there's more; 338 square feet of permitted garage for storage. The perfect home for your and your family, or as a vacation rental.

106 Alynn Pl, Marathon

$3,260,000

4 Beds ⋅ 3 Baths ⋅ 620562 MLS

Welcome to 58244 Overseas Hwy on Grassy Key. This home was built in 2024 to last with superior ICF construction, steel studs, metal roof, impact resistant doors & windows. The extra thought and care in this property doesn't stop there like: 1'' water pipe for added pressure, underground utilities and 4ft deep walls underground on 3 sides of the property to prevent erosion, and geo grid honeycomb under the driveway gravel, even extra height underneath to accommodate tall toys like RV's and Boats w/ T-tops. Inside the home hosts an extra-large ocean front primary suite with balcony access, large bathroom and walk-in closets. There are 3 guest rooms and two full guest baths, laundry room, utility room and large pantry. The open floor plan living area to entertain the whole neighborhood if you want with sweeping Atlantic Ocean views for a backdrop. Let's not forget the real reason to be in the Keys and that's to be on the water. Whether you are drifting in a float in the ocean front pool or sunbathing on your own private sandy beach, you will know you've found your own slice of paradise. Call today for more information and schedule a private viewing.

58244 Overseas Hwy, Marathon

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