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$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
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 620983 MLS
Prime waterfront living on Sombrero Beach Road! This vibrant 4BD/3BA retreat (1,840 sq. ft.) delivers the total Florida Keys lifestyle. Walk to sandy Sombrero Beach, keep your boat at your private 30-ft dock with direct ocean access, and relax in your secluded tropical backyard with a private in-ground pool. An ideal personal getaway or income generator, boasting $45k+ rental income in 2025 and $60k+ in 2026. Beach, boat, pool, and proven performance--schedule your private tour today!

241 Sombrero Beach Rd Unit # 1, Marathon
$1,439,000
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
$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
$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 ⋅ 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
$760,000
2 Beds ⋅ 2 Baths ⋅ 620331 MLS
Welcome to your Slice of Paradise in Marathon this stunning waterfront home offers breathtaking ocean views, direct boating access and offers 50 ft of dockspace with a pool and tiki bar. its perfect for coastal living and entertaining, imagine the sunsets from your balcony and enjoy the keys lifestyle.

837 91st Court Ocean, Marathon
$994,999
4 Beds ⋅ 3 Baths ⋅ 620314 MLS
Welcome to your fully renovated coastal retreat in the heart of Marathon, Florida! This stunning 4 bedroom, 3 bathroom home offers two Master suites, breathtaking open water views and is just minutes from the Marathon Airport perfect for aviation lovers. Step inside to find a modern, newly updated interior featuring a spacious floor plan, brand new roof, and high-end finishes throughout. The home includes a private lock-out suite ideal for guests or extended family. Whether you're relaxing on the porch watching the sunrise over the water or arriving by plane for a weekend getaway, this home offers the ultimate in Florida Keys living. Don't miss your chance to own a slice of paradise in Marathon Key!

930 80th St, Marathon
$499,000
3 Beds ⋅ 3 Baths ⋅ 620207 MLS
Fabulous opportunity to live in the heart of the Keys in Marathon, Florida. This 3-bedroom, 2.5-bath townhome is located in the desirable gated community of Sisters Creek and offers one of the best locations in the neighborhood, situated right next to the resort-style pool. Enjoy open-concept living with an eat-in kitchen, pantry, all-wood cabinetry with pull-out drawers, stainless steel appliances, and a conveniently located half bath on the main living level. An additional den/office area provides flexible space for work, guests, or relaxation. Multiple exterior decks overlook the pool area and manicured tropical grounds, creating the perfect setting to enjoy the Keys lifestyle. A welcoming foyer entry leads to an interior staircase and the main living areas above. On the first level, you will find a substantial 12' x 16' enclosed storage room, providing exceptional space for bicycles, fishing gear, paddleboards, tools, holiday decorations, and all of your Keys lifestyle essentials. This detached townhome also features understory parking for two vehicles, gated entry with an electric security gate, and excellent access to Marathon's marinas, shops, restaurants, and nearby amenities. With a low HOA fee of just $302 per month, this home checks off so many boxes. Centrally located approximately one hour from Key West and one hour from Key Largo, you can enjoy the very best of the Florida Keys from this convenient Marathon location.

329 25th St, Marathon
$1,245,000
4 Beds ⋅ 3 Baths ⋅ 620026 MLS
Experience the best of Florida Keys waterfront living in this stunning 4-bedroom, 3-bath home located in the highly desirable Vaca Cove community. Offered fully furnished and turnkey, this elevated residence features a spacious open-concept design with large bedrooms, wide hallways, and inviting indoor-outdoor living spaces designed for comfort and entertaining. Boaters will appreciate 35 feet of dockage and quick, deep-water access to both the Atlantic Ocean and Gulf of America through Vaca Cut. Vaca Cove is an intimate enclave of only seven homes built in 2016, centered around a private lagoon marina and resort-style swimming pool. The lagoon seawall is ideal for launching kayaks and paddleboards, adding to the laid-back island lifestyle. Fully licensed for vacation rentals with bookings already in place, this property presents an outstanding opportunity for investors or buyers seeking an easy-care second home with strong rental potential. Constructed for durability and peace of mind, the home includes a metal roof, impact-resistant windows and doors, covered parking, hot tub area, and ample storage for vehicles and boat trailers. Beautifully maintained and move-in ready, this exceptional waterfront retreat offers luxury, convenience, and income potential in one of Marathon's most unique waterfront communities.

12555 Overseas Highway Unit F, Marathon
$1,245,000
4 Beds ⋅ 3 Baths ⋅ 620023 MLS
Nestled within the exclusive waterfront enclave of Vaca Cove, this beautifully furnished 4-bedroom, 3-bath elevated home offers the perfect blend of luxury, comfort, and investment potential. Designed with an expansive open floor plan, wide hallways, and generously sized bedrooms, the home is ideal for entertaining and relaxed coastal living. Enjoy 35 feet of private dockage with easy, deep-water access to both the Atlantic Ocean and Gulf of America via nearby Vaca Cut. Built in 2016, Vaca Cove is a private community of just seven single-family homes surrounding a tranquil lagoon and resort-style pool. The lagoon seawall provides the perfect launch point for kayaks and paddleboards. Fully licensed as a vacation rental with future bookings in place, this turnkey property is being sold beautifully furnished and rental ready. Additional features include covered parking, room for multiple vehicles and boat trailer storage, hot tub area beneath the home, metal roof, and impact windows and doors designed to maximize insurance savings. Whether you're seeking a proven income-producing property, second home, or full-time island retreat, this exceptional Vaca Cove residence delivers effortless Florida Keys living.

12555 Overseas Hwy Unit C, Marathon
$545,000
3 Beds ⋅ 3 Baths ⋅ 619843 MLS
Welcome to island life! Exceptional value and easy island living in the heart of Marathon! This tri-level 3 bedroom 3 bath detached home offers the privacy of a gated community with an in-ground pool, electric security gate, and quick access to all of Marathon's restaurants, marinas, shops, and adventures. Location location location! Only an hour away from vibrant Key West, an hour away from beautiful Islamorada, and just minutes to the water in every direction. You can't get better than this! Downstairs features a fantastic storage space for all your fishing, diving, and boating gear, plus bonus space perfect for a gym or hangout area. When you step into the main level, you get model home vibes! It is bright and welcoming with plenty of natural light, an eat-in kitchen, open living area, half bath, laundry area, and a covered balcony perfect for relaxing after a day on the water, or just to enjoy those magical Florida Keys sunsets. Upstairs you'll find three bedrooms, including a spacious primary suite with double closets and a private bath. Whether you're looking for a full-time home or a Keys getaway, this one checks ALL the boxes for comfortable Florida Keys living. This home is truly a STUNNER! *Super low insurances of only $4,539 annually* **THIS IS NOT A LAND LEASE. YOU OWN THE LAND***

325 25th St, Marathon
$875,000
3 Beds ⋅ 2 Baths ⋅ 619736 MLS
Completely remodeled pool home in Marathon. This elevated 3-bedroom, 2-bath stilt home is ideally located on a quiet, tree-lined street and backs up to a private estate, offering exceptional privacy. The property provides an ideal balance of seclusion and convenience, with close proximity to shopping, dining, and local attractions. Recent upgrades include a custom pool, metal roof installed in 2018, A/C system installed in 2021, and new impact windows. The open-concept living, dining, and kitchen area creates an inviting space for entertaining, while the screened-in porch offers comfortable outdoor living. The ground level includes covered parking and a covered workshop/storage area, perfect for tools, water toys, or hobbies. With weekly rentals permitted, this property presents an excellent opportunity as an investment property, vacation retreat, or full-time residence.

565 95th St, Marathon
$995,000
2 Beds ⋅ 2 Baths ⋅ 619535 MLS
Turnkey Investment Opportunity just 0.3 miles from iconic Sombrero Beach, generating an impressive $116,000 in short-rental income in 2025. Fully furnished and 100% rental-ready, this property includes local rental management & future bookings already in place- allowing a new owner to step in and start earning immediately! (Future rentals must be honored by buyer) Enjoy the best of Keys living with a heated pool, lush private fenced yard and multiple porches including screened spaces for seamless indoor-outdoor living. Inside, the open-concept layout features abundant natural light and a modern kitchen ideal for entertaining. Built in 2016 to modern hurricane standards with impact windows, impact doors and durable Hardie board siding, plus covered parking and ample storage below, this home is as functional as it is inviting. Experience the best of island living near the beach while benefiting from consistent rental income- without the expense and upkeep of a seawall or dock.

320 Calzada De Bougainville, Marathon
$2,199,000
3 Beds ⋅ 3 Baths ⋅ 617567 MLS
Seller Financing Available | Pre-Construction Waterfront Retreat | Deep Water | Sunrise Views Located right across from the island of Boot Key, this exceptional pre-construction offering combines protected deep-water living, open-water views, and one of the most desirable boating locations in Marathon. Explore scenic kayak trails for beginners and advanced paddlers, surrounded by rich nature and wildlife where dolphins and manatees are frequently seen. The property faces east for breathtaking sunrises, while Boot Key provides natural protection during storms—creating an ideal, secure harbor environment. With approx 60 feet of deep-water dockage, enjoy ample space for large or multiple vessels, excellent maneuverability, and direct access to world-class boating. Inside the harbor, convenience is unmatched with 5 restaurants and 3 gas docks just minutes away. Commencing soon on this with construction, the custom home is designed with modern coastal style and true Keys practicality. The residence will feature 3 bedrooms and 2.5 bathrooms, offering elevated living spaces perfectly oriented toward panoramic Boot Key Harbor views. Whether you're a dedicated boater, nature lover, investor, or seeking a peaceful Keys escape, this rare property delivers the ultimate blend of location, protection, and lifestyle. Seller will finance with half down!

1252 24th St, Marathon
$1,399,000
4 Beds ⋅ 3 Baths ⋅ 613547 MLS
43' DOCK! FRESHLY UPDATED INTERIOR! This tastefully furnished half duplex townhome features 4 generous bedrooms, 3 full bathrooms, a laundry room and a dream kitchen! Freshly painted interior and upgraded flooring on the stairs and in the bedrooms June 2026. You'll also find an ICE MACHINE, oversized private pool and more! A quick 15 minute boat ride to the Atlantic Ocean and you're within walking distance to famous Sombrero Beach! There's shopping & dining close by! Active vacation rental with proven history.

227 Sombrero Beach Road Unit 1, Marathon