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520 Sombrero Beach Rd, Marathon
$4,399,000
4 Beds ⋅ 5 Baths ⋅ 621797 MLS
Breathtaking water views and immediate ocean access set the stage for an exceptional waterfront lifestyle at this stunning and impeccably kept modern 2-story home in Sombrero Beach, an exclusive neighborhood of high-end homes just steps to the beach and minutes to Marathon Jet Center. Offering 4 bedrooms, 5 bathrooms, and 3,704 sq. ft. of beautifully appointed living space, this waterfront retreat places the Atlantic Ocean just moments from your dock. Soaring ceilings and an expansive open floor plan create a bright, inviting atmosphere with stunning water views from the main living areas. The chef's kitchen features marble countertops, premium stainless steel appliances, a wine cooler, and a spacious island with seating for four, flowing seamlessly into the dining and living areas. A separate sitting area offers additional space to unwind. Upstairs, two generously sized primary suites each feature private balconies with glass railings showcasing panoramic ocean views, along with luxurious en suite baths featuring soaking tubs and separate rain showers. A wet bar with an ice maker, mini refrigerator, and wine cooler sits between the suites. Two additional guest bedrooms are located on the main level with a bath for each. Outside, an expansive lanai surrounds the heated saltwater pool and spa which is fully automated to work from your cell phone and is complemented by a poolside tiki hut with a fully equipped outdoor kitchen, grill, refrigerator, microwave, and TV. A convenient cabana bath provides easy access from the pool area. Boating enthusiasts will appreciate the 50' dock, 14,000 lb. boat lift, fish-cleaning station, and immediate Atlantic Ocean access. Solid CBS construction with concrete roof and impact doors and windows. Offered Turn-Key. Seller financing offered to qualified buyers! Zoned for weekly vacation rentals, this property offers solid rental history and presents an excellent investment opportunity.

520 Sombrero Beach Rd, Marathon

13759 Overseas Hwy, Marathon
$3,599,000
4 Beds ⋅ 5 Baths ⋅ 621729 MLS
Existing improvements include a duplex and single-family home! Rare Florida Keys mixed-use development opportunity with approx. 124,300 sq. ft. of uplands plus additional bay bottom ownership. Property includes 4 verified building rights with Letter of Site Condition on file. Mixed Use (MU) zoning allows for a wide range of future possibilities, including commercial, residential, storage facility, marina-related use, workforce housing, market-rate housing, or potential subdivision into multiple parcels. Current zoning allows up to 6 market-rate units per acre or up to 15 affordable units per acre, buyer to verify per City of Marathon. The property offers approximately 216 feet of highway frontage, plus additional east-side access through an access easement, creating multiple entry points and flexibility for future site planning. A neighboring gas station adds convenience and commercial synergy for future development concepts. A unique feature is the sleeper asset of this property which is ownership/control of bay bottom extending behind approximately 12 lots along Cocoplum Drive, creating potential value tied to dockage, marina concepts, water access, assemblage opportunities, or long-term redevelopment. Deep-water access, good depth, multiple boating configurations, and proximity to the marked channel entrance add to the site's appeal. Large mixed-use tracts with water access and verified building rights are increasingly rare in the Florida Keys, making this a strong opportunity for an investor, developer, marina operator, or long-term land holder. Seller states property will be delivered vacant and free of personal belongings before closing. Buyer to verify zoning, density, building rights, permitted uses, dockage, water depth, access easements, permitting, and development potential.

13759 Overseas Hwy, Marathon

13755 Overseas Hwy, Marathon
$1,499,000
4 Beds ⋅ 5 Baths ⋅ 621728 MLS
Existing improvements include a duplex and single-family home! A compelling investment and redevelopment opportunity in the heart of Marathon, this multi-family property offers immediate use along with significant long-term potential in one of the Florida Keys' most active markets. Fronting Overseas Highway with excellent visibility and convenient access, the property includes two concrete block buildings. One structure is configured as a three-bedroom, two-bath residence, while the second is arranged as a duplex with two efficiency studio units, each with a private bath. The property includes three residential property rights, creating flexibility for continued income-producing use or future redevelopment. For investors and developers, the location and existing configuration open the door to a variety of possibilities, whether the goal is to maintain the current multi-family setup, reposition the site, or pursue a larger development strategy. An additional opportunity exists to acquire the adjacent parcel along with submerged land rights, allowing a buyer to assemble a larger contiguous footprint and expand the potential of the overall site. Both properties are offered together under MLS number 620305. With its central Marathon location, direct Overseas Highway access, established residential use, and added development upside, this property presents a rare chance to secure a versatile piece of the Florida Keys market.

13755 Overseas Hwy, Marathon

136 Coco Plum Dr, Marathon
$4,249,000
4 Beds ⋅ 3 Baths ⋅ 621644 MLS
Experience the luxury lifestyle of Ocean Muse, an exceptional newer-construction waterfront residence near the popular Coco Plum Beach area of Marathon. This stunning 4-bedroom, 3-bath modern coastal home spans three levels plus a spectacular rooftop deck, where uninterrupted ocean views create the perfect backdrop for the ultimate Florida Keys lifestyle. This impressive home sits on a 1/3rd of an acre. Designed for both sophisticated entertaining and relaxed island living, the home features light-filled, open-concept living spaces accented by sleek contemporary finishes. Expansive impact-resistant sliding glass doors seamlessly connect the interior to generous outdoor living areas, while an elevator provides convenient access to all levels. The impressive third-floor primary suite offers a private retreat with a spa inspired bathroom boating an oversized walk in shower. Outside, your own waterfront resort awaits. Relax in the heated pool and spa, dine alfresco beneath the covered patio, fire up the BBQ, or gather around the fire pit as the sun sets. Take in panoramic ocean views from the rooftop deck and enjoy tropical living from morning until night. Boaters, anglers and divers will appreciate the outstanding waterfront amenities, including a four-post boat lift, dock with shore power and a serious fish-cleaning station ready for the day's catch. With exceptional boating and ocean access, the waters of the Florida Keys become your backyard playground. Built with solid concrete construction and impact-resistant windows and doors, Ocean Muse combines modern coastal style with the strength and peace of mind today's buyers desire. With 7 day rentals allowed , this property has an impressive vacation rental income history, contact agent for more details. Just a short drive from beaches, restaurants and the many attractions of Marathon and the Middle Keys, this is more than a waterfront home, it's your opportunity to Live Life Deliberately in the Florida Keys!

136 Coco Plum Dr, Marathon

4800 Overseas Highway Unit 24, Marathon
$3,250,000
4 Beds ⋅ 5 Baths ⋅ 621636 MLS
Tucked away within Shipman Point, an intimate waterfront enclave of just five estate homes, this brand-new residence offers a private setting for relaxed island living and lasting family memories. Sweeping open-water views, professionally designed interiors, and protected dockage create a coastal retreat where time together comes naturally. Positioned just two homes in from open water, the home pairs a sense of seclusion with convenient access to the boating lifestyle that defines the Florida Keys. With approximately 63 feet of dockage, the canal frontage provides space to accommodate your vessel in a sheltered setting close to open water. A concrete retaining wall and seawall secure the shoreline, with room for a boat lift to further enhance your waterfront setup. From offshore fishing to leisurely sunset cruises, days on the water begin just outside your door. Offered fully furnished, the home features bright coastal finishes and inviting spaces designed for relaxed living and effortless entertaining. Tile flooring extends throughout the downstairs level, while the spacious kitchen offers a gas stove, double sink, and a thoughtful layout for hosting. An ensuite bedroom with its own private porch provides a quiet retreat to enjoy the island breeze. Planned exterior enhancements include wood-look garage doors and horizontal slat privacy screens extending from the garage to beneath the stairs, adding architectural detail and privacy at ground level. Landscaping, a generous concrete-pad driveway with turf accents, and ample parking complete the home's modern coastal presentation. With weekly rentals permitted, this waterfront residence offers versatility as a full-time home, a private island escape, or an income-producing investment. Discover a tucked-away setting to gather, unwind, and enjoy the Keys for years to come.

4800 Overseas Highway Unit 24, Marathon

10881 7th Ave, Marathon
$1,200,000
4 Beds ⋅ 4 Baths ⋅ 621548 MLS
Duplex opportunity in the heart of Marathon with two legal addresses: 10881 7th Avenue Gulf and 10883 7th Avenue Gulf. This updated DUPLEX offers excellent flexibility for investors, owner occupants, or those looking to live in one unit and rent the other. The first floor residence features 3 bedrooms, 2.5 baths, a private entrance, its own patio area, separate laundry, and separate electric and water meters. It is currently rented for $3,700/month on a month to month basis, with the tenant open to a one year lease. The second floor unit offers 1 bedroom, 1 bath, its own private staircase and entrance, a dedicated outdoor sitting area, separate laundry, and separate utility meters. The upstairs unit is currently vacant and was most recently rented for $3,000/month, providing demonstrated combined rental potential of approximately $6,700/month or $80,400 annually. The property has been renovated and updated and offers exceptional parking for 5+ vehicles, with ample room for cars, boats, trailers and more. Adding even more value, approved plans convey with the sale for a substantial two-story garage and storage building at the rear of the property. The approved design includes approximately 2,768 sq. ft. of enclosed space, with a 1,440 sq. ft. shared garage on the first floor and additional dedicated and shared storage areas, two bathrooms, and mechanical space upstairs. A rare opportunity to combine strong rental income, separate living spaces, extensive parking, and future garage/storage potential, all offered at $1,200,000.

10881 7th Ave, Marathon

815 39th St, Marathon
$2,490,000
4 Beds ⋅ 4 Baths ⋅ 621438 MLS
Welcome to Emerald Flats, an exclusive gated waterfront community in the heart of Marathon, where sophisticated coastal design and the Florida Keys lifestyle come together effortlessly. Designed & Built by D'Asign Source, this beautifully furnished 4-bedroom, 4-bath residence was completed in 2025 and offers 2,805 square feet of refined living space, thoughtfully designed for both relaxed everyday living and memorable entertaining. High ceilings, abundant natural light, impact-rated windows and doors, and a metal roof complement the home's fresh, modern construction. The interiors are light, airy, and beautifully curated in an elevated coastal palette. At the heart of the home, the designer kitchen pairs quartz countertops, KitchenAid stainless steel appliances, crisp white cabinetry, statement lighting, and an oversized waterfall-edge island with generous seating. A separate bar and entertaining area adds another layer of functionality, while the open-concept layout flows seamlessly into the dining and living spaces. Expansive glass doors invite the outdoors in and open to spacious covered balconies overlooking the Gulf, creating an exceptional setting for morning coffee, sunset cocktails, or simply enjoying the tropical surroundings. The bedrooms are equally inviting, with private balcony access in select rooms and beautifully appointed baths featuring quartz surfaces, glass-enclosed showers, and custom tile details. Boating is an effortless part of the lifestyle with Boat Slip #29 included, measuring approximately 45 feet long by 14.75 feet wide, providing convenient private docking just moments from home. Fully furnished and move-in ready, this exceptional Emerald Flats residence offers the perfect blend of luxury, waterfront living, modern comfort, and easy access to everything that makes Marathon so special. Bring your suitcases, your boat, and start living the Keys lifestyle from day one.

815 39th St, Marathon

143 Dorsett Dr, Marathon
$4,950,000
4 Beds ⋅ 3 Baths ⋅ 621424 MLS
Introducing - Casa Del Mar Estate - this exceptional new home offers a rare level of privacy, scale, and waterfront living on an expansive 26,000+ square foot lot accessed by a private road. Designed to take full advantage of its spectacular setting, the property enjoys unobstructed ocean views and an effortless connection between the residence and the surrounding water. The main living quarters offer four bedrooms and three bathrooms, complemented by substantial finished storage space on the lower level. Built with quality and longevity in mind, the residence features impact-resistant windows and doors, a durable metal roof, concrete construction, and premium finishes throughout, offering the ideal combination of style, security, and peace of mind for waterfront living in the Florida Keys. Beyond the residence, the grounds have been thoughtfully designed for refined outdoor living and entertaining, with a resort-style pool positioned directly toward the ocean and a beautifully appointed gazebo creating the perfect setting for sunset gatherings and private celebrations. An outdoor kitchen, pool table, and table tennis area further extend the living space outdoors, creating an environment equally suited to relaxed afternoons with family or elegant entertaining with guests. The waterfront experience is equally impressive, with generous dockage and a new 20,000-pound boat lift, providing exceptional convenience for boating. Two substantial outdoor sheds offer additional storage for boat side essentials, tools, fishing equipment, and water toys, while the expansive grounds provide something rarely found in the Keys: meaningful room for future expansion. A generous portion of the property remains available for new owners to reimagine and potentially add a guest house, A rare combination of privacy, expansive oceanfront grounds, unobstructed views, exceptional boating amenities, and future expansion potential, offering the ultimate Florida Keys lifestyle.

143 Dorsett Dr, Marathon

355 Stirrup, 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

171 Ave D, 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

235 Tropical Ave, Marathon
$1,150,000
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

211 S Anglers 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

219 Sombrero Beach Rd Unit # 2, Marathon
$1,395,000
4 Beds ⋅ 3 Baths ⋅ 620960 MLS
Welcome to 219-2 Sombrero Beach Road, a 4-bedroom, 3-bath waterfront retreat where mornings can begin with a walk to Sombrero Beach, afternoons can be spent on the boat, and evenings end around your private pool beneath the palms. The location is the difference. From here, one of Marathon's most loved beaches is just moments away, while 31 feet of private dockage puts the ocean within easy reach. Whether the day calls for fishing offshore, snorkeling, a sandbar run, or simply staying home by the pool, this property makes it remarkably easy to enjoy the reasons people come to the Florida Keys in the first place. Inside, 1,840 square feet offers four spacious bedrooms, three baths, an open living area, abundant natural light, and a relaxed coastal atmosphere designed for gathering. Outside, tropical landscaping surrounds a private pool and cabana-style entertaining area, creating a secluded space for long afternoons, dinners outside, and time with family and friends. And for buyers looking beyond the lifestyle, the numbers deserve attention. The property generated $115,000 in rental income in 2025, offering an established income history in one of Marathon's most recognizable vacation destinations. Current annual insurance costs are also notably attractive for a waterfront property, with approximately $4,262 for wind and $1,520 for flood insurance. That combination is difficult to replicate: Sombrero Beach within walking distance, your boat at the dock, a private pool in the backyard, four bedrooms for family and guests, and the ability to generate meaningful vacation-rental income when you're away. This isn't simply a place to own in the Florida Keys. It's a property designed to let you actually use them. Beach. Boat. Pool. Income. It's all here.

219 Sombrero Beach Rd Unit # 2, Marathon

1 E Sister Rock Is, 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

121 Calle Ensueno, 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

13759 Overseas Hwy, Marathon
$3,599,000
4 Beds ⋅ 5 Baths ⋅ 620305 MLS
Existing improvements include a duplex and single-family home! Rare Florida Keys mixed-use development opportunity with approx. 124,300 sq. ft. of uplands plus additional bay bottom ownership. Property includes 4 verified building rights with Letter of Site Condition on file. Mixed Use (MU) zoning allows for a wide range of future possibilities, including commercial, residential, storage facility, marina-related use, workforce housing, market-rate housing, or potential subdivision into multiple parcels. Current zoning allows up to 6 market-rate units per acre or up to 15 affordable units per acre, buyer to verify per City of Marathon. The property offers approximately 216 feet of highway frontage, plus additional east-side access through an access easement, creating multiple entry points and flexibility for future site planning. A neighboring gas station adds convenience and commercial synergy for future development concepts. A unique feature is the sleeper asset of this property which is ownership/control of bay bottom extending behind approximately 12 lots along Cocoplum Drive, creating potential value tied to dockage, marina concepts, water access, assemblage opportunities, or long-term redevelopment. Deep-water access, good depth, multiple boating configurations, and proximity to the marked channel entrance add to the site's appeal. Large mixed-use tracts with water access and verified building rights are increasingly rare in the Florida Keys, making this a strong opportunity for an investor, developer, marina operator, or long-term land holder. Seller states property will be delivered vacant and free of personal belongings before closing. Buyer to verify zoning, density, building rights, permitted uses, dockage, water depth, access easements, permitting, and development potential.

13759 Overseas Hwy, Marathon

4800 Overseas Highway Unit 54, Marathon
$6,500,000
4 Beds ⋅ 4 Baths ⋅ 620228 MLS
AN EXTRAORDINARY OPPORTUNITY TO CREATE YOUR DREAM OCEANFRONT ESTATE IN THE FLORIDA KEYS! Presenting an extraordinary pre-construction opportunity to own a luxury oceanfront masterpiece, designed and newly constructed in the prestigious enclave of Shipman Point. Thoughtfully designed to embrace the beauty of the Florida Keys, this sophisticated residence will showcase refined coastal architecture, elevated finishes, and seamless indoor-outdoor living, all set against a backdrop of breathtaking Gulf views. Construction is scheduled to begin soon, offering a limited window for the discerning buyer to collaborate with the builder and personalize select finishes and design elements to create a truly bespoke waterfront retreat. The carefully curated floor plan features expansive living and entertaining spaces, a dramatic open-to-below architectural design, private elevator access, a temperature-controlled wine cellar, and a private guest casita designed for comfort and privacy. Floor-to-ceiling glass invites natural light and panoramic ocean vistas throughout the home, while the gourmet kitchen and elegant gathering spaces flow effortlessly to outdoor terraces overlooking a private resort-style pool, includes a 70-foot private dock with a new boat lift installed. Whether as a primary residence, seasonal retreat, weekly vacation rental or legacy waterfront estate, this is a rare opportunity to secure a brand-new luxury home and influence its final design before completion. Experience the pinnacle of oceanfront living at Shipman Point--where timeless design, exceptional craftsmanship, and the natural beauty of the Florida Keys converge.

4800 Overseas Highway Unit 54, Marathon

317 Tropical Ave, Marathon
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 620206 MLS
Currently in Marathon, Duck Key & Key Colony there is no other New Construction Home available below $1.1M besides this Brand New Under Construction 4 Bed, 3 Bath, 1786 sqft living Concrete Above Flood Home, built by the local well-respected Design Center. It also happens to be located on a Corner Lot that backups to non-buildable protected land offering more privacy in the Grassy Key neighborhood, which has quickly become a highly desired area for many locals. It's a great family neighborhood with a community waterfront Sunset park and only a mile from a boat ramp. This home features poured solid concrete 16x16 columns plus an Energy Efficient Seamless Metal Roof, Hurricane Impact Windows & Doors, Spray Foam Insulation along with a High Efficiency 4 Ton A/C System, & even an Electrical Sub Panel Box prewired for a generator hook up. Pre-Cast Concrete Floors allowing for no center columns, which maximizes usable space in the 2 car garage. Step inside & find Maintenance Free Wide Plank Luxury Vinyl Flooring thru out the home, 8FT High Interior Doors, 9'6'' Ceilings, 5 ¼'' Baseboards, LED Recess Lighting, Modern Fans in each Bedroom & the Living Room, an Open Kitchen with Shaker Soft Close Wood Cabinets with Crown Molding & Hardware including 42'' Uppers, Quartz Countertops including a Large 1 level island, a Tile or Quartz Backsplash, Pendant Lighting, a Full Stainless Steel Appliance Package & Modern Single Sink & Faucet. All 3 bathrooms feature Designer Tiled Floors, Custom Tiled Showers including LED underlighting and lit shower nooks with the Primary & 1 Guest Bath having Frameless Glass Enclosures & the 2nd Guest having a Tub/Shower Combo. They all have Wood Vanities with Quartz Counters, Modern Vanity Lighting & Mirrors, Modern Faucets & Toilets. Home comes with a 1-year Builders Warranty and can be offered Furnished by a local interior designer for an additional cost making it Vacation Rental Ready. ETA for completion is Dec 2026.

317 Tropical Ave, Marathon

837 Copa D Oro, Marathon
$2,799,000
4 Beds ⋅ 4 Baths ⋅ 620205 MLS
Discover elevated waterfront living in this newly constructed custom two-story concrete residence, offering 4 spacious bedrooms, each with its own private en-suite bath. Thoughtfully designed for both comfort and entertaining, the home features a seamless open-concept layout that effortlessly connects indoor and outdoor spaces. At the heart of the home is a designer chef's kitchen appointed with premium stainless steel appliances, including double convection ovens, a smart refrigerator, dishwasher, vented range hood, and wine cooler. A large center island with prep sink, quartz countertops, custom cabinetry, and elegant LED pendant lighting complete the space. Throughout the home, porcelain tile flooring, designer finishes, and expansive windows create a bright and sophisticated atmosphere. A first-floor guest suite offers balcony access with views overlooking the pool, dock, and canal. The striking floating staircase, accented by a custom LED chandelier, leads to the upper level where three additional en-suite bedrooms await. The luxurious primary suite serves as a private retreat, featuring a freestanding soaking tub, dual vanities, an oversized porcelain tile shower, and a MOEN smart multi-head shower system with app-controlled temperature and spray settings. Additional features include impact windows and doors, a web-connected security camera system, energy-efficient LED lighting, 8-foot interior doors, 4K Smart TVs throughout, dual 3-ton 16 SEER air conditioning systems, a standing seam metal roof, aluminum railings, and spacious balconies on both levels. The property offers dual staircases leading to the outdoor living area, a 12' x 26' custom pool and a 50 foot dock. Ideally located in Marathon's desirable Flamingo Island neighborhood, this exceptional property is just minutes from Sombrero Beach, restaurants, and local attractions. Built with quality, durability, and style in mind, this remarkable waterfront home captures the essence of luxury living.

837 Copa D Oro, Marathon

835 Copa D Oro, Marathon
$2,799,000
4 Beds ⋅ 4 Baths ⋅ 620204 MLS
Experience luxury waterfront living in this custom-built, new construction two-story concrete home featuring 4 bedrooms and 4 private en-suite baths. Designed for entertaining, the open-concept layout seamlessly blends indoor and outdoor living. Currently set up as a vacation rental and can be sold furnished and turn key. The chef's kitchen 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. Situated on an oversized 11,319 sq. ft. corner lot, the property includes a 12' x 26' pool with custom pavers, two stairways to the outdoor living area, and a 36 foot dock completed in January 2024. 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, this exceptional waterfront retreat offers the ultimate Florida Keys lifestyle. Adjacent property at 837 Copa D'Oro is also available, featuring an 8,200 sq. ft. lot and 50-foot dock

835 Copa D Oro, Marathon

101 Ave D, Marathon
$1,684,000
4 Beds ⋅ 3 Baths ⋅ 620116 MLS
Welcome to 101 Avenue D in Marathon, Florida -- a fully furnished, turnkey waterfront retreat built in 2022 and designed for modern Keys living. Set on a spacious 18,000 sq. ft. lot, this 4-bedroom, 3-bath home blends comfort, style, and island luxury with the flexibility to serve as a full-time residence, vacation getaway, or investment property. Inside, the home features an open-concept layout with high ceilings, abundant natural light, expansive windows, and a seamless flow between the living, dining, and kitchen areas. The kitchen is beautifully finished with stainless steel appliances, including a dishwasher, ice machine, microwave, oven, range, and refrigerator. Each bedroom offers a comfortable retreat, while the primary suite provides direct access to the impressive outdoor living area. The three full bathrooms are thoughtfully designed for comfort, privacy, and convenience for owners and guests alike. Step outside and enjoy the best of the Florida Keys lifestyle. The spacious waterfront deck overlooks the canal and leads to a resort-style outdoor setting complete with a heated and chilled in-ground pool and a brand-new outdoor kitchen featuring a Broilmaster marine-grade gas grill, Primo ceramic charcoal grill, and outdoor refrigerator. It is the perfect setup for relaxing, dining, and entertaining by the water. Boaters will appreciate the 35-foot dock, offering easy access for days on the water and quick trips to open ocean adventures. This property also has strong vacation-rental appeal, offering the kind of turnkey setup guests love -- comfortable furnishings, outdoor amenities, waterfront access, and a prime Marathon location. Walking distance to the beach, bike path, and golf-cart-friendly neighborhood, 101 Avenue D delivers the perfect blend of convenience, relaxation, and tropical lifestyle. Whether used as a personal retreat, investment property, or move-in-ready waterfront home, this property is ready for you to enjoy the Keys from d

101 Ave D, Marathon

58652 Overseas Hwy, Marathon
$3,495,000
4 Beds ⋅ 4 Baths ⋅ 619913 MLS
Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key offering expansive water views, a white sand beach, and resort-style living. A strong-producing vacation rental with established history and future bookings in place, this exceptional estate presents an attractive investment opportunity. Set on more than 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, Casa Feliz is designed for relaxation and entertaining. An observation pier provides access for kayaking, paddleboarding, fishing, and enjoying abundant marine life. Dockage is available nearby at Duck Key Marina or Grassy Key Marina, if desired. The property's unique orientation captures both sunrise and sunset views, a rare feature in the Keys. Outdoor amenities include a saltwater pool with cascading waterfalls, spillover spa, and a fully equipped poolside cabana featuring a wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit offer inviting spaces to gather beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was redesigned to maximize ocean views throughout. Four custom bedroom suites, each with a private en-suite bath, comfortably accommodate guests. The top-floor penthouse suite features a private balcony, 180-degree ocean views, custom 96-inch circular bed, and kitchenette with coffee station. Accordion impact-glass doors create a seamless connection between indoor and outdoor living. The gourmet kitchen features Café appliances, an induction cooktop, quartz countertops, mosaic tile backsplash, wine cooler, glass shelving, and multiple dining areas. Additional highlights include a movie theater, library loft, Control4 smart technology, custom millwork, and a mural by a local artist. Come discover why Grassy Key is the place to be.

58652 Overseas Hwy, Marathon

574 & 576 99th St, Marathon
$1,225,000
4 Beds ⋅ 4 Baths ⋅ 619866 MLS
Beautifully renovated and fully turnkey duplex located on a deep-water canal in the heart of Marathon. This rare income-producing property features TWO spacious homes, 2BD/2BA on each side, each unit offers approximately 927 sq. ft. of updated coastal living with impact windows and doors, granite countertops, stainless steel appliances, tile flooring throughout, and covered parking. Renovated in 2020, the property blends modern finishes with the relaxed Florida Keys boating lifestyle. A true boater's dream, each side offers its own 30' concrete dock and seawall (60' total) complete with 30-amp shore power and fresh water hookups. Enjoy quick ocean access and easy Gulf access via Vaca Cut, making this an exceptional setup for anglers and boating enthusiasts alike. The waterside outdoor spaces are designed for entertaining and enjoying the Keys lifestyle, featuring string lighting, solar-lit dock pilings, under-dock fish lights that attract snapper and tarpon, and frequent manatee visits along the canal. Located directly next door to Oceanfront Park, owners and guests enjoy immediate access to one of Marathon's premier waterfront parks offering pickleball courts, a dog park, kayak launch, open green space, waterfront walking trails, playgrounds, exercise equipment and community events. Conveniently located 4 miles from Sombrero Beach, and 1.5 miles from Coco Plum Beach. Currently tenant occupied with both units rented month-to-month. This property also has strong vacation rental potential. Ideal opportunity to live in one side while renting the other, or maximize income potential with a fully turnkey investment property in one of the Florida Keys' most desirable boating communities. Current Insurances are very reasonable: $3,841 Flood (Covers both sides) 576 - $4,303 Wind 574 - $4,129 Wind 576 - $860 HO/Liability 574 - $721 HO/Liabilty (Pictures are of 576 99th, 574 is the same layout/finishes. Access can be arranged) POF/Pre-approval REQUIRED for showings.

574 & 576 99th St, Marathon

205 Stirrup, Marathon
$2,249,000
4 Beds ⋅ 3 Baths ⋅ 619793 MLS
Over 3400 sqft of Luxury Living is featured with this 2007 custom built CBS in the gated community of Stirrup Key Sub in Marathon. Elevated water views, a deeded boat slip, protected community marina, multiple outdoor living areas and a private pool. Designed for both everyday comfort and entertaining, this multi-level home offers generous interior space, flexible living areas, and a thoughtful indoor-outdoor layout. The ground level features a three-car garage, ample storage, and direct access to the pool area, creating an easy flow for relaxing, hosting, and enjoying the Keys lifestyle. The second floor serves as the main living level with two bedrooms, two full baths, a full kitchen, and open living and dining areas that extend onto a large screened lanai. This level is ideal for casual gatherings, quiet mornings, and evening breezes. The third floor offers a private primary suite, sitting area or fourth bedroom, bar/kitchenette, fireplace, spa-style bath, and an expansive lanai with peaceful elevated views. A spiral staircase leads to the fourth-floor widow's walk, finished with travertine flooring and a water hookup. From this vantage point, panoramic views stretch across Marathon and toward the Gulf, creating a quiet setting for sunrise, sunset, and open-air relaxation. A private nature path winds through preserved surroundings and leads to a Gulf-front observation dock, ideal for wildlife viewing and enjoying the surrounding natural setting. Additional features include a lift to the second floor for added convenience. Centrally located in Marathon, the home offers convenient access to shopping, dining, & daily necessities. With a deeded marina slip, elevated water views, pool, garage space, storage, multiple lanais, and a flexible custom layout, this property offers a rare combination of privacy, space, and boating access in Marathon. Schedule a private showing to experience this custom home and deeded marina slip in person.

205 Stirrup, Marathon

120 Pirates Cove Dr, Marathon
$1,799,000
4 Beds ⋅ 4 Baths ⋅ 613691 MLS
INVESTORS will appreciate and experience waterfront living at its finest in this beautiful 2 story residence with a ground level elevated entry that has been renovated to achieve the perfect blend of coastal living with upscale entertaining in mind. Thoughtfully designed with an open and airy interior space, and grand entrance that flows effortlessly onto two outdoor balconies makes this residence perfect for entertaining or relaxing and enjoying the bay and sunset views. Features include a beautiful granite kitchen, custom and private bar area, open concept great room and neutral tiled flooring. The spacious chef's kitchen with granite counter tops and stainless steel appliances, a second level master suite with walk in closet, en suite bathroom with jetted tub and separate shower, three well appointed guest bedrooms, 3 bathrooms and office space off the main living area. Windowed porches allow for more living space outside of air-conditioned space as well as more entertaining room. Enjoy fishing off the dock or boating in and out of the area. The nearby community park boasts a small beach, and boat ramp which can be used to launch your boat. Restricted rentals makes this community even more desirable due to less vacation rentals and more serenity. This open water bay front home is located near Marathon Airport. Add a pool or putting green to make it even more desirable! Stirrup key is located west of Marathon Airport in a gated bay side community with a marina, and boat ramp Enjoy the sunsets while overlooking the Florida Bay at 120 Pirates Cove Drive in exclusive and gated Stirrup Key.

120 Pirates Cove Dr, Marathon

123 W Bruce Ct, Marathon
$2,950,000
4 Beds ⋅ 3 Baths ⋅ 617358 MLS
Experience stunning water views from this exceptional 4-bedroom, 3-bath home situated on a desirable bayside corner lot. This property offers extensive dockage with a step down, custom-built steel bumpers, accommodating multiple vessels with ease. With approximately 190 feet of waterfront, you can unwind by the beautiful swimming pool and hot tub while enjoying serene lagoon views. The home is offered fully furnished and features an updated kitchen with stainless steel appliances and quartz counters, newer A/C, impact windows, and an interior laundry room with custom cabinetry. Weekly rentals are permitted, adding excellent investment potential. Enjoy outstanding views from the living area and balcony, as well as canal views from 2 of the bedrooms. This is the perfect spot for kayaking, paddleboarding, and fishing directly from your private dock. The deep water access allows for large vessels, and there is ample parking for all your toys. A public boat ramp is conveniently located just a few blocks away. Additional highlights include a dedicated rod-and-reel room/lower-level storage area just steps from the dock, a fish-cleaning station with running water, an outdoor shower, and concrete steps providing easy kayak and paddleboard launch access. Tons of storage space downstairs on an oversized lot. This is a true boater's paradise--perfectly equipped for relaxation, recreation, and coastal living at its finest.

123 W Bruce Ct, Marathon

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