Marathon Homes with Bay Waterfront features

Marathon Homes with Bay Waterfront features

Welcome to Marathon, Florida – a hidden gem nestled in the heart of the Florida Keys, Monroe County. This enchanting city is not just a destination; it’s a lifestyle defined by sun-kissed beaches, vibrant marine life, and a rich tapestry of island culture. With its stunning waterfront views and laid-back atmosphere, Marathon is the perfect place for those seeking a slice of paradise.

Imagine waking up to the gentle sound of waves lapping against your bayfront home. The properties here with bay waterfront features offer more than just a place to live; they provide a gateway to adventure. Whether you enjoy fishing, boating, or simply soaking in the breathtaking sunsets, these homes are designed to maximize your waterfront experience. Each property boasts unique architectural styles, from charming cottages to luxurious estates, all with easy access to the shimmering waters of the bay.

Marathon is a community that thrives on outdoor living. Spend your days exploring the nearby Sombrero Beach, diving into the vibrant coral reefs, or enjoying a leisurely stroll along the scenic Old Seven Mile Bridge. With a plethora of dining options, local shops, and recreational activities, you’ll find that life in Marathon is as fulfilling as it is picturesque.

If you’re ready to embrace a lifestyle filled with sun, sea, and serenity, come explore the bay waterfront homes in Marathon. Here, every day feels like a vacation, and paradise is just a doorstep away. Your dream home awaits in this idyllic coastal haven!

Newest Marathon Homes with Bay Waterfront features

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
12400 Overseas Hwy Unit Villa 3, Marathon
$799,000
3 Beds ⋅ 3 Baths ⋅ 621323 MLS
Welcome to Villa #3, a turnkey, fully furnished 3-bedroom, 3-bath villa offering 1,493 sq. ft. in a private gated bayfront community in Marathon. With 7-day rentals allowed and rental income already being produced, this property offers excellent flexibility as a vacation rental, second home, or Florida Keys getaway. Beautifully decorated in warm coastal style, the villa features an open-concept living, dining, and kitchen area with bar seating, stainless steel appliances, and a fully equipped kitchen. The spacious layout includes two primary suites with en-suite baths, a third bedroom and full bath, washer and dryer, owner's closet, and multiple private balconies. Impact-resistant windows and doors and a pre-built elevator shaft add additional value. A standout feature is the expansive private concrete rooftop terrace with panoramic views of the Gulf, Vaca Cut and Marathon--perfect for sunset cocktails and entertaining. Outdoor amenities include covered parking for at least two vehicles, a grill, seating area, bait freezer, kayaks, and sunshades. The community offers a pool, dockage, and waterfront common areas with beautiful bay views. Association services include water, sewer, trash, landscaping, and pool maintenance. Fully furnished and ready to enjoy from day one, Villa #3 combines the Florida Keys lifestyle with the added advantage of weekly rental flexibility and income potential.

12400 Overseas Hwy Unit Villa 3, 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
57457 Morton St, 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
875 50th St, 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
11600 1st Ave Unit 23, Marathon
$999,000
3 Beds ⋅ 3 Baths ⋅ 621097 MLS
THE LOWEST-PRICED UNIT CURRENTLY ON THE MARKET AT INDIGO REEF, OFFERED UNDER $1 MILLION! An incredible opportunity to own in one of Marathon's most sought-after Gulf-front communities at a price rarely seen. Fully Furnished, turn-key, and ready for its next owner! Tucked away on more than 10 acres along the Gulf of Mexico, Indigo Reef offers the perfect combination of privacy, resort-style amenities, boating, and convenience, all just minutes from the heart of Marathon. Villa 23 is a spacious 3-bedroom, 2.5-bath townhome offering approximately 1,600 sq. ft., an open-concept floor plan, vaulted ceilings in the primary bedroom, and beautiful, unobstructed Gulf views from inside the villa and its covered porches. Freshly painted interior in 2025, the home features tile flooring, granite countertops, stainless steel appliances, and comes fully furnished and turn-key. For boaters, a separately deeded 35-ft boat slip conveys with the property and is located just steps from the villa, with quick access to both the Gulf and Atlantic through Vaca Cut. Spend the day fishing or boating, then come home, pour a Key lime margarita, and watch another unforgettable Keys sunset from your own Gulf-view porch. Indigo Reef offers a heated resort-style pool, fitness room, ice machine, kayak storage, lush tropical grounds, gated entry, and generous owner storage in the climate-controlled HOA building with room for bikes, fishing gear, and more. The villa also includes a covered parking space conveniently located near the unit, with additional parking available. Weekly vacation rentals are permitted, offering flexibility as a vacation home, investment property, or your own private Keys escape. With open-water views, deeded boating, resort-style amenities, weekly rental potential, furnishings included, and a price under $1M, Villa 23 represents an exceptional opportunity at Indigo Reef. Don't miss your chance to own a piece of the Keys lifestyle at an incredible value. 3D tour ava

11600 1st Ave Unit 23, Marathon
1515 Sombrero Blvd Unit 2B, Marathon
$1,600,000
3 Beds ⋅ 3 Baths ⋅ 621041 MLS
Experience the best of waterfront living at Cobia Point, a stunning 3-bedroom, 2.5-bathroom condominium perfectly positioned along the beautiful waters of Boot Key Harbor. Offering approximately 2,440 sq ft of living space, this exceptional residence seamlessly blends sophisticated indoor comfort with the relaxed beauty of the Florida Keys. Expansive harbor and open-water views take center stage, while the generous wraparound porch creates an effortless extension of the living space. Watch boats cruise through the harbor, enjoy spectacular nightly sunsets, and appreciate the golf course just outside your front door. The residence has been thoughtfully updated for comfort, convenience, and peace of mind. The kitchen features brand new appliances, complemented by a brand new washer and dryer. Two brand-new air conditioning units and two tankless water heaters. Impact hurricane windows throughout provide added protection and peace of mind, and all the windows and porch are equipped with electric hurricane shutters for additional storm protection. Residents enjoy a crystal-clear waterfront pool overlooking Boot Key Harbor, providing an idyllic setting for relaxing and soaking up the Keys lifestyle. Covered parking and the storage is exceptionally generous. One storage unit is conveniently located just outside the residence on the second floor, perfect for everyday items. The second is located downstairs and offers an impressive amount of room--ideal for storing bikes, fishing equipment, beach gear, and all the outdoor toys that make Keys living so enjoyable. For boating enthusiasts, Unit 2B includes a 30 ft deeded boat slip located directly on the harbor, offering convenient access to the water. Both the state- and city-required Building Recertification process will be completed in November. The Structural Integrity Reserve Study was completed, and the required reserves are being funded, reflecting proactive management and long-term financial stability.

1515 Sombrero Blvd Unit 2B, Marathon
1590 Pelican, 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
1466 Overseas Highway Unit 2, Marathon
$250,000
620946 MLS
Hidden Gem on the beautiful Gulf Side of the Florida Keys! Never miss another sunset right here from your live aboard Marina in the Florida Keys with sunset views overlooking the Gulf of Mexico! This 41' boat slip will accommodate up to a 39' LOA liveaboard boat. This is a private, gated co-op community of 24 slips in Harbour Cay Club. This unique community amenities include a clubhouse, a spacious apartment, full kitchen, tiki hut, internet access, laundry facilities, a bath house and a nicely equipped workshop. Rentals not allowed. Easy to see! Call to schedule your private showing. For additional HCC information, marina layout, photos, aerial videos, go to https://harbourcayclub.mycommunitysite.app/. Taxes are split among 24 owners. Property Lines are approximate. Buyer to verify.

1466 Overseas Highway Unit 2, Marathon
35 Sombrero Blvd Unit A15, Marathon
$330,000
620941 MLS
Don't miss this 81', live-aboard slip with OWNED BAY BOTTOM. A-side slips in Sombrero Marina rarely become available. Great Keys space with a fabulous sunset view over Boot Key Harbor in Marathon, the heart of the Keys. Slip measures 81L x 17W at the water and 14.7'W at the dock. A bath house, pump out and laundry facilities are onsite, with 30- and 50-amp service and full-time, onsite dockmaster. Rentals are managed by the dockmaster and Slip A15 has a proven rental income history. Quick deep water access from Boot Key Harbor to the Atlantic Ocean or to the Florida Bay/Gulf via Sister Creek or under the iconic Seven Mile Bridge arc. A full-service, open harborfront bar/restaurant (Dockside) with great live music is at the marina and fuel is nearby. Across from the public golf course, Sombrero Marina offers a wide turning basin and is within walking distance to stores and biking distance to beautiful Sombrero Beach. Enjoy low fees and easy living. This is a GREAT price for a LARGE slip in a FANTASTIC Middle Keys location!

35 Sombrero Blvd Unit A15, Marathon
2000 Overseas Hwy Unit 4G, Marathon
$820,000
3 Beds ⋅ 2 Baths ⋅ 620864 MLS
Welcome to your dream retreat, where high-end design effortlessly blends with comfortable coastal living. Completely remodeled with premium upgrades, this bright and spacious 3-bedroom, 2-bathroom condo offers sophisticated island living at its finest. Mix drinks at your custom built-in wet bar featuring a dedicated beverage refrigerator, then enjoy the private lanai with a beautiful partial view of the Gulf. Inside, you will appreciate elegant details like casement impact windows with interior plantation shutters, impact resistant sliding glass doors, custom closets, a chef's kitchen with soft-close cherry wood cabinetry, and two spa-like bathrooms upgraded with luxury Toto bidet toilets. The property also features a dedicated storage unit, perfect for beach gear and fishing tackle. When you are ready to explore, take a short stroll to the iconic Faro Blanco Resort. Lounge by the sparkling resort pool, play a match on the tennis court, or enjoy a meal at the waterfront restaurant and bar. Connected by the Keys' famous scenic bridges, this property puts world-class boating, fishing, and sunsets right at your doorstep.

2000 Overseas Hwy Unit 4G, Marathon
11600 1st Ave Unit 26, Marathon
$1,199,000
3 Beds ⋅ 3 Baths ⋅ 620657 MLS
Rarely available end-unit townhome in the highly coveted, gated community of Indigo Reef! Because Unit 26 is a premium end-unit, it is bathed in abundant natural light and offers an expansive, airy feel that feels more like a private single-family home. This meticulously maintained 3-bedroom, 2.5-bathroom retreat features beautiful, durable LVT flooring throughout the downstairs living areas, complemented by tastefully updated, stylish furniture. Upstairs, you will find low-maintenance, clean tile flooring spanning all three bedrooms. Enjoy gorgeous Gulf views directly from the comfort of both your living room and your private primary suite--each complete with its own covered porch to drink in those spectacular Florida Keys breezes and sunsets. Delight in total peace of mind with mechanical and structural updates already taken care of, including an A/C system that is only 4 years old and a roof valley professionally replaced in 2024. Head down to your deeded 35-foot boat slip--perfect for quick access to world-class fishing and diving. The resort-style amenities are second to none, boasting a magnificent pool surrounded by lush tropical landscaping, a fitness center, and convenient covered parking. Weekly rentals are permitted, and this property is already an established vacation home with an excellent, proven rental history. Whether you are looking for a turnkey investment property, a dream getaway, or a permanent island home, Unit 26 offers the ultimate Florida Keys lifestyle. Schedule your private showing today!

11600 1st Ave Unit 26, Marathon
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