Marathon Homes with Shingle Roof

Marathon Homes with Shingle Roof

Welcome to Marathon, Florida—a hidden gem nestled in the heart of the beautiful Florida Keys. This stunning island city, located in Monroe County, offers a unique blend of tranquil living and vibrant island culture. With its crystal-clear waters, lush landscapes, and friendly community, Marathon is the perfect destination for those seeking a slice of paradise.

Marathon is renowned for its breathtaking natural beauty, featuring pristine beaches, world-class fishing, and an abundance of outdoor activities. Whether you're exploring the iconic Seven Mile Bridge, indulging in water sports, or simply relaxing on the sandy shores, this island is a haven for nature lovers and adventure seekers alike. The city is also home to the Dolphin Research Center and the Turtle Hospital, making it a fantastic spot for family-friendly outings.

When it comes to finding your dream home in Marathon, you’ll discover a variety of charming properties, including those with classic shingle roofs. These homes not only offer a timeless aesthetic but also provide durability against the elements, ensuring you enjoy your island retreat for years to come. With options ranging from cozy cottages to luxurious waterfront estates, you're bound to find a perfect fit that complements your lifestyle.

Embrace the laid-back island life in Marathon, where every day feels like a vacation. Experience the warmth of the community, the beauty of nature, and the joy of living in a place that truly feels like home. Your new adventure awaits in this enchanting paradise!

Newest Marathon Homes with Shingle Roof

$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
$750,000
4 Beds ⋅ 2 Baths ⋅ 621145 MLS
Move-in ready and thoughtfully updated top to bottom, this full duplex offers two versatile living spaces with major systems and finishes refreshed in recent years. Each unit features a fully updated kitchen with new cabinetry, countertops, and appliances, along with a completely renovated bathroom. Flooring throughout has been replaced, giving both units a clean, modern feel from the moment you walk in. The electrical system has been upgraded for improved safety and reliability -- a meaningful value-add for buyers and investors alike. Whether you're looking for a savvy income-producing property, a multi-generational living setup, or house-hacking potential in a strong rental market, this duplex delivers flexibility with the peace of mind that comes from recent renovations. Don't miss this opportunity to own a turnkey duplex in a great location.

285 A 66th St Unit A & B, Marathon
$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
$1,059,000
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
$2,250,000
3 Beds ⋅ 2 Baths ⋅ 620513 MLS
Welcome to Your Slice of Paradise in the Florida Keys Discover the perfect blend of island charm, waterfront living, and investment potential in this fully furnished, turnkey home in the heart of Marathon. Whether you're searching for a vacation getaway, a full-time residence, or a proven income-producing property, this exceptional home offers it all. Property Highlights 3 Bedrooms | 2 Bathrooms Bonus room/flex space perfect for guests, a home office, or additional living space Fully furnished and move-in ready Excellent vacation rental history 17,000 lb boat lift 150 feet of seawall Private tiki hut for relaxing and entertaining Short walk to Sombrero Beach Just a 3-minute idle boat ride to the open Atlantic Ocean Minutes from the iconic Sombrero Key Lighthouse Exceptional boating access with quick ocean access Beautiful outdoor living spaces designed to embrace the Florida Keys lifestyle Wake up to gentle ocean breezes, spend your days boating or relaxing on the beach, and unwind beneath the tiki hut as the sun sets. With outstanding boating access, a sought-after location, and a successful vacation rental history, this waterfront retreat is the perfect opportunity to experience the very best of island living. Live like you're on vacation every day in the beautiful Florida Keys.

64 Tingler Ln, Marathon
$499,000
3 Beds ⋅ 1 Baths ⋅ 620215 MLS
Welcome to 213 Parrish Dr. on Grassy Key, FL. This 3 bedroom, 1 bath home is ready for you to make it home and it's priced for you bring your own upgrades and personality. All doors and windows have been upgraded to impact resistant, the living area is a generous open floor plan with large island style kitchen, extra large covered back porch, a huge workshop space underneath the house and the yard is fenced. So, bring your tools and your DIY imagination to make this Keys home shine. Call today for more information and to schedule a private viewing.

213 Parrish Dr, Marathon
$1,649,000
3 Beds ⋅ 3 Baths ⋅ 620079 MLS
Discover the perfect blend of Florida Keys waterfront living and income potential in this fully furnished home located on a residential waterway with Gulf access in the heart of Marathon. Designed for relaxation and entertaining, the home offers comfortable living spaces, beautiful water views, an enclosed Florida room, a private pool, and a private dock. Whether you are looking for a primary residence, seasonal retreat, or investment property, this home provides the flexibility to fit a variety of lifestyles. The private dock offers convenient boating access to the Gulf, making it easy to enjoy fishing, paddleboarding, boating, and everything that makes the Florida Keys lifestyle so special. Spend your days exploring the water, entertaining by the pool, or simply enjoying the peaceful waterfront setting. A standout feature of this property is its established vacation rental success. The home is actively operating as a popular vacation rental with future reservations already on the books, providing an opportunity for immediate income generation. Buyers have the flexibility to honor existing reservations and continue the rental operation, or modify future bookings to accommodate their own plans and personal use. With its waterfront location, proven rental history, future bookings in place, and desirable Marathon location, this property offers a unique opportunity to enjoy the Florida Keys while benefiting from the flexibility of an established income producing asset. Whether your goal is full time island living, a seasonal getaway, or a property that helps offset ownership costs through rental income, this home is ready for its next chapter.

11260 6th Ave, Marathon
$2,100,000
5 Beds ⋅ 4 Baths ⋅ 619765 MLS
Welcome to Casa Sirena, a refined waterfront retreat in Marathon offering comfort, privacy, and strong investment appeal. Seller Financing available! This five bedroom, three bath home includes a convenient outdoor pool bath and is ideally positioned with water frontage on two sides. Boaters will appreciate 100 feet of durable composite dockage, a jet ski lift, and a private boat ramp shared with just one neighbor. The home enjoys close proximity to Boot Key Harbor, with easy access to waterfront dining by boat, as well as a straightforward route to the Gulf via Knight Key Channel and immediate Ocean access. The surrounding Vaca Key and Boot Key provide a natural buffer, offering added protection from the elements. Outdoor living is central to the property, with lush tropical landscaping, a saltwater pool, tiki hut, and expansive wraparound patios accessible from all rooms. Inside, the open floor plan connects the living, dining, and kitchen areas, creating a comfortable and functional space. The kitchen is equipped with high end appliances suited for everyday use or hosting. Additional features include a spacious two car garage with ample storage, an extra washer and dryer, refrigerator, freezer, and workbench. The home is offered fully furnished and turnkey, ready for personal use or as a vacation rental. Privacy fencing, a security system, and gated dock and ramp access complete the offering.

103 52nd St, Marathon
$375,000
2 Beds ⋅ 1 Baths ⋅ 619725 MLS
Opportunity awaits with this cozy 2-bedroom, 1-bath concrete home situated on a uniquely sized 25' x 200' lot. While the home is in need of TLC and updates, it offers a solid foundation for renovation or the perfect canvas for a complete rebuild. The deep lot provides incredible potential for expansion, outdoor living, or creating your ideal Florida retreat. Whether you're an investor, builder, or buyer with vision, this property is full of possibilities.

245 41st St, Marathon
$895,000
3 Beds ⋅ 2 Baths ⋅ 619508 MLS
Welcome to your slice of paradise in the heart of Marathon! This exceptional ocean-side retreat is where luxury, lifestyle, and opportunity come together in one unforgettable property. This beautifully reimagined 3-bedroom, 2-bath half duplex offers an expansive 1,342 sq ft of spacious, stylish and light-filled living space--an incredibly rare find for a property of this kind in the Florida Keys. Step outside and you're instantly connected to what makes the Keys so special: 50 feet of brand-new dockage with direct ocean access, making it effortless to spend your days boating, fishing, or cruising turquoise waters at a moment's notice. Inside, no detail has been overlooked. This home has been completely renovated from top to bottom and is offered fully furnished and turnkey--just bring your flip-flops and start living (or earning). The stunning new kitchen, impact windows and doors, brand-new A/C, and sleek, modern finishes create a fresh coastal vibe that feels both luxurious and relaxed. The outdoor space is just as impressive, with a fully rebuilt dock designed for both peace of mind and peak functionality--perfect for accommodating your boat and embracing the ultimate Keys lifestyle. Whether you're searching for a private waterfront escape, a full-time residence, or a high-performing investment, this property checks every box. With short-term rentals allowed, the income potential is as attractive as the setting itself. And for those looking to dream even bigger, there's a rare opportunity to purchase the full duplex--unlocking maximum flexibility, privacy, and earning potential on an entire ocean-access property. Opportunities like this don't come around often--own a spacious, fully renovated waterfront home in one of Marathon's most sought-after locations and start living the life most people only dream about.

150 E 63rd St, Marathon
$895,000
3 Beds ⋅ 2 Baths ⋅ 619502 MLS
Welcome to your slice of paradise in the heart of Marathon! This beautifully reimagined 3-bedroom, 2-bath waterfront retreat offers 1,342 sq ft of spacious stylish, coastal living--an exceptionally rare find for a half duplex in the Florida Keys. Perfectly positioned on the ocean side, you'll enjoy direct ocean access and 50 feet of brand-new dockage--ideal for boating, fishing, and embracing the laid-back Keys lifestyle right from your backyard. Fully renovated from top to bottom, this home is offered completely furnished and turnkey, making it effortless to move in or start generating rental income immediately. Inside, you'll find a stunning new kitchen, impact windows and doors, a new A/C system, and sleek, modern finishes throughout. Step outside to your rebuilt dock, designed for both peace of mind and the ultimate boating experience. With short-term rentals allowed, this property delivers incredible flexibility--whether you're seeking a private island escape, full-time residence, or a high-performing investment. Even better, there's an option to purchase the full duplex, creating a rare opportunity to own an entire ocean-access property with outstanding income potential. Opportunities like this don't come around often--secure your dream waterfront lifestyle in one of Marathon's most sought-after locations!

100 E 63rd St, Marathon
$619,990
3 Beds ⋅ 2 Baths ⋅ 619008 MLS
Located in the heart of Marathon, this property offers an excellent opportunity to enjoy the Florida Keys lifestyle. Situated just a short 2-minute walk from the nearby public boat ramp, providing quick and convenient water access for boating, fishing, and exploring the beautiful surrounding waters. The property is centrally located near local restaurants, shopping, and attractions while still offering the relaxed atmosphere that makes the Keys so desirable. Whether you are looking for a primary residence, vacation retreat, or investment opportunity, this location offers both convenience and coastal charm.

1262 Marlin Dr, Marathon
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