Marathon Real Estate Search

Marathon Homes for Sale

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Newest Marathon Homes and Condos for Sale

285 Tropical Ave, Marathon
$1,199,000
4 Beds ⋅ 3 Baths ⋅ A12114232 MLS ⋅ Crains Subd BLDG.
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.

285 Tropical Ave, Marathon

2110 Dolphin Dr., Marathon
$1,599,000
2 Beds ⋅ 2 Baths ⋅ A12107785 MLS ⋅ Venice BLDG.
Enjoy the Florida Keys at its best in this solid concrete, 2BR/2BA home in an established, quiet Marathon neighborhood. The fully renovated, open-concept interior spans 1,280 sqft of updated living space with tile floors and an A/C UV-light system. The gourmet kitchen boasts granite countertops, a multicolored glass tile backsplash, modern cabinetry with fossilized shell knobs and top-tier stainless steel appliances, including a Bosch induction range. The bathrooms feature high-end premium finishes. This stilted, 2-story concrete floor home has indoor stairs, features a durable metal roof, providing maximum structural integrity. Capitalize on outstanding vacation rental potential of $100k+ annually, or enjoy it as your private dream home. Located on a deep flow-through canal just 2 minutes from the open Gulf, this boater's paradise features a 60 ft dock with a heavy-duty 15,000-lb boat lift. An approved permit for a 10x20 ft swimming pool is ready to complete your backyard oasis. The lower level provides an additional 936 sq ft of enclosed ground-level storage, a covered carport, a Level 2 EV charging station, and a private waterfront entertaining area. Mechanical upgrades include a whole-house generator, an upgraded electric panel, and a 4-camera security system. Outside, a waterfront tiki hut overlooks the canal, surrounded by low-maintenance landscaping and two fenced areas for dogs. Kayak, paddle board, or boat to world-class fishing and reef diving in minutes!

2110 Dolphin Dr., Marathon

355 Stirrup Key Blvd, Marathon
$3,300,000
4 Beds ⋅ 4 Baths ⋅ A12092952 MLS ⋅ Stirrup Key Subd BLDG.
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 home offers exceptional privacy, protected dockage, a private pool, and sweeping Gulf views with spectacular sunsets. Thoughtfully updated throughout, the home features a brand-new kitchen with custom cabinetry, custom bar, updated flooring, new impact windows and doors, new A/C units, and Hardie board siding accents. The main level features the primary suite with a newly expanded and completely renovated bath, plus a guest bedroom with marina views and a full bath nearby. An extended covered porch off the living and dining areas overlooks the pool and Gulf. Upstairs, a secondary primary suite offers a private bath and walk-out balcony with stunning open-water views, while an additional guest bedroom and half bath complete the level. Outdoor living includes a spacious covered patio, newly built tiki bar, and beautifully refinished and re-tiled pool with new equipment, heater, and chiller. A redone waterfront observation deck provides easy kayak access and an ideal place to enjoy the sunset. Across the street, protected dockage in Stirrup Key's private marina includes concrete boat slip D41 with a walk-out dock and new 15,000-lb Hurricane Hoist boat lift. Mature tropical landscaping and towering gumbo limbo trees complete this exceptional Florida Keys property.

355 Stirrup Key Blvd, Marathon

108 Avenue D, Marathon
$5,499,000
6 Beds ⋅ 6 Baths ⋅ A12088770 MLS ⋅ Coco Plum Beach BLDG.
Experience exceptional waterfront living in this impressive Spanish-inspired concrete residence, built in 2019 and offering approximately 8,107 square feet of construction and 16,500 square feet lot size. Thoughtfully elevated and designed with an emphasis on space, quality, and comfort, this remarkable home showcases a highly customized interior with refined finishes throughout. Solid wood interior doors, generous room proportions, and carefully designed living spaces reflect the attention to detail found throughout the residence. Expansive recreational and entertainment areas on both the first and second floors provide exceptional flexibility for hosting, relaxing, and enjoying everyday family living. The home’s substantial concrete construction and elevated design complement its commanding presence, while the spacious interior offers an ideal combination of elegance and functionality. Positioned along an exceptionally Deepwater, wide-canal home with direct ocean access, the property provides an impressive waterfront setting and a sense of privacy and tranquility. A distinctive luxury residence offering exceptional scale, generous entertainment spaces, and outstanding waterfront appeal. Ideally located near the airport and surrounded by a variety of restaurants, dining options, and everyday conveniences, the home offers an excellent balance of privacy, accessibility, and lifestyle.

108 Avenue D, Marathon

1157 91st Court Ocean, Marathon
$3,150,000
4 Beds ⋅ 3 Baths ⋅ B26069099 MLS
Brand-new 2026 construction in Marathon! This elevated waterfront home offers nearly 2,500 SF under air plus 455 SF of balconies, for just under 3,000 SF total — 4 beds/3 baths, Atlantic Ocean views, and a refurbished dock fitting a ~40' vessel. Built to withstand 180-mph winds on auger-cast pilings, with covered parking/storage below. Inside: 9'6" ceilings, LVP flooring, granite counters, stainless appliances, dual HVAC. Brand-new pool & spa with saltwater system and smart automation. Impact windows/doors, metal roof, composite decking. Extended Property and Location Information: Welcome to this brand-new waterfront residence, completed July 2026, offering exceptional boating access, Atlantic Ocean views, and construction engineered specifically for the Florida Keys. This two-story home offers nearly 2,500 SF under air plus 455 SF of covered balconies, for just under 3,000 SF total living and outdoor space, with 4 bedrooms and 3 bathrooms. Built for the Keys Engineered for 180-mph wind conditions and Exposure D, the home is supported by 18-inch reinforced concrete auger-cast pilings extending into rock, along with reinforced concrete columns and grade beams. The elevated design places the main living areas well above base flood elevation while creating a large covered parking and storage area beneath the home — ideal for vehicles, boats, fishing gear, kayaks, and bikes. Interior Highlights Inside, 9'6" ceilings create a bright, open feel throughout. Quality finishes include solid interior doors, upgraded LVP flooring, crown molding, and recessed lighting with dimmers. The kitchen features extensive cabinetry, granite countertops, and stainless-steel appliances, while the bathrooms showcase custom tile work, stone-topped vanities, and frameless glass shower enclosures. A dual HVAC system with two separate condensers and air handlers provides dedicated cooling throughout. Exterior & Structure The exterior features a 5V crimp metal roof, cement-board siding, impact-rated windows and doors, high-grade composite decking, stainless-steel stair components, and multiple covered balconies overlooking the tropical surroundings and Atlantic Ocean. Pool & Spa The brand-new pool, spa, and landscaping were completed alongside the residence in July 2026 for a true turnkey property. Built on its own steel-reinforced auger-piling system, the pool features premium Jandy equipment: dual variable-speed pumps, cartridge filtration, a TruClear saltwater system, spa blower, 116,000-BTU VersaTemp heating/chilling system, and iAquaLink automation. Boating & Location The property offers canal frontage with a refurbished concrete dock and extended waterfront configuration accommodating a vessel of approximately 40 feet. The Atlantic Ocean is just moments away, putting world-class offshore fishing, diving, boating, and watersports right at your doorstep. Marathon's central Middle Keys location keeps restaurants, marinas, shopping, beaches, and everyday necessities close at hand. Florida Keys Marathon International Airport is also nearby, with Monroe County actively working toward the return of scheduled commercial passenger service by 2027. Square footage: 2,489 SF under air per professional floor plan measurement (KPV), plus approximately 455 SF of balcony space. Buyer to verify all measurements.

1157 91st Court Ocean, Marathon

2405 Coco Plum Dr, Marathon
$27,500,000
9 Beds ⋅ 10 Baths ⋅ A12067078 MLS ⋅ Coco Plum Beach Replat BLDG.
One of the Florida Keys' most significant newly completed trophy estates, now making its market debut fully completed and never occupied. This one-of-a-kind waterfront residence offers 18,736 SF of interior living space and more than 29,000 SF under roof on approximately 1.72 acres with 200 feet of ocean frontage. A property of this scale, quality and waterfront presence has become exceptionally difficult to replicate under today's development environment, making it as irreplaceable as it is exceptional. Designed for the most discerning owners, the estate features 9 bedrooms, 9.5 bathrooms, a detached guest residence, private elevator, 9-car garage, and an extraordinary indoor-outdoor living experience highlighted by a newly completed 100-foot infinity-edge pool, separate beach-entry pool, and expansive waterfront terraces, unveiling an outdoor environment never before presented to the market. Included in the offering is a deeded 60-foot boat slip at a nearby marina, located approximately two minutes from the residence, providing immediate access to world-class boating and fishing. Marathon International Airport is approximately five minutes away, allowing seamless arrival by private aircraft. Contemporary architecture, exceptional craftsmanship, absolute privacy, and one of the most exclusive waterfront settings in the Florida Keys define this truly irreplaceable trophy estate.

2405 Coco Plum Dr, Marathon

108 Sunrise Dr, Marathon
$7,495,000
5 Beds ⋅ 5 Baths ⋅ A12060805 MLS ⋅ Sunrise Isle BLDG.
** Seller Financing Available With 50% Down Subject To Acceptable Terms ** Nestled on the private gated island of Sunrise Isles in Marathon, Florida Keys, this 2019 oceanfront estate redefines luxury living. One of only 20 residences within this secure island enclave, it offers a rare blend of privacy and the serene beauty of the Keys. This 5-bedroom, 4-bathroom residence spans 3,500 square feet of crafted living space designed to capture breathtaking ocean views. The open-concept single-level floor plan connects gourmet kitchen, dining, and living areas, while floor-to-ceiling windows flood the home with natural light. Each bedroom features an en-suite bathroom, while the primary suite offers panoramic ocean views and a spa-inspired bath. Impact-resistant sliding glass doors open to approximately 700 square feet of covered terrace for exceptional indoor-outdoor living. Set on over 32,000 square feet of waterfront property, the estate boasts 110 feet of sandy beachfront plus 110 feet of protected canal dockage with two custom boat lifts and an L-shaped synthetic dock, providing effortless open-water access. Outdoor amenities include a resort-style pool with water features, creating the perfect island retreat for entertaining or relaxing. Just ½ mile from Sombrero Beach and minutes from shopping, dining, and Marathon Airport, this extraordinary Sunrise Isles estate presents a rare opportunity to own one of the Florida Keys' finest luxury oceanfront residences.

108 Sunrise Dr, Marathon

59733 Paradise Pl, Marathon
$650,000
4 Beds ⋅ 2 Baths ⋅ A12055919 MLS ⋅ Jg Estates BLDG.
Discover an incredible waterfront investment opportunity in the heart of the Florida Keys! Located in the desirable Grassy Key area of Marathon, this property offers the perfect blend of lifestyle and investment potential. The property comes fully furnished, making it even more convenient and ready to enjoy! Just minutes from world-class fishing, boating, waterfront dining, Sombrero Beach, Curry Hammock State Park, Dolphin Research Center, and all the best attractions the Keys have to offer. Whether you're looking for a family vacation home, a high-performing Airbnb investment, or your next luxury development project, this property checks every box. Includes APPROVED PLANS for a stunning modern waterfront residence, saving you valuable time! (5 bedroom / 5 Bathroom with Pool) Seller is open to seller financing contact me for more details. Enjoy direct ocean access from your 22-foot private dock, making it ideal for boating enthusiasts. Situated on a peaceful canal-front lot in one of the Keys' most active development areas, this is a rare chance to build a luxury home in a market with strong demand. Comparable newly built waterfront homes in the area have achieved values of $3.8 million and higher, presenting an exceptional opportunity for significant return on investment. Don't miss your chance to own a premier waterfront property with endless potential in one of Florida's most sought-after destinations.

59733 Paradise Pl, Marathon

837 91st Court Ocean, Marathon
$760,000
2 Beds ⋅ 2 Baths ⋅ A12040308 MLS ⋅ Gulfstream Village BLDG.
Welcome to your slice of paradise in the heart of Marathon! This beautifully updated canal-front retreat offers the ultimate Florida Keys lifestyle with direct boating access, private dockage, and a backyard designed for year-round enjoyment. Whether you’re seeking a full-time residence, vacation getaway, or income-producing investment, this property checks every box. Inside, you’ll find a bright and inviting open-concept layout featuring updated flooring, a modern kitchen, stylish finishes, spacious bedrooms, and beautifully renovated baths. The coastal-inspired interior is move-in ready and perfectly complements the relaxed waterfront setting. Step outside to your private tropical oasis complete with a sparkling above-ground pool, expansive entertaining areas, tiki-style bar, paver driveway, and approximately 50 feet of canal frontage. Boaters will appreciate the private dock, seawall, and quick access to open water for world-class fishing, diving, and island hopping. Additional features include a metal roof, hurricane protection, ample parking, low-maintenance exterior, and exceptional outdoor living spaces designed to embrace the Keys lifestyle. Ideally located near restaurants, marinas, shopping, beaches, and all that Marathon has to offer, this waterfront gem delivers the perfect blend of comfort, recreation, and island living. Don’t miss this rare opportunity to own a canal-front retreat in one of the Florida Keys’ most desirable boating communities.

837 91st Court Ocean, Marathon

205 Stirrup Key  Boulevard, Marathon
$2,249,000
4 Beds ⋅ 3 Baths ⋅ R11162784 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 Key Boulevard, Marathon

128 Sunrise Drive, Marathon
$7,750,000
4 Beds ⋅ 5 Baths ⋅ A12028272 MLS ⋅ Sunrise Isle BLDG.
Experience the rare combination of protected dockage and direct oceanfront living at 128 Sunrise Drive. Situated within an exclusive gated enclave of just 20 lots, this newly constructed 2025 waterfront residence offers a level of privacy, luxury, and lifestyle rarely found in the Florida Keys. Positioned to capture unobstructed ocean views and a year-round ocean breeze, this home offers an elevated coastal lifestyle with exceptional attention to detail throughout. Each bedroom features a private ensuite bathroom and spacious walk-in closet, while a true foyer entry, elevator, and abundant storage create a floor plan that is as functional as it is beautiful. The open concept living offers the perfect home to entertain and enjoy tons of natural light. The interior design offers high end tile selections, designer light fixtures and wood accents throughout. The home also features 3 interior bars and window treatments throughout. The living spaces seamlessly transition outdoors, where an expansive entertainment area is designed to embrace the Keys lifestyle. Enjoy a resort-style pool and hot tub, outdoor kitchen, and multiple spaces to relax while overlooking the waters of the Atlantic. A rare wade-in beach offers effortless access to the ocean, while protected dockage on the canal side provides a secure spot for your boat. Additional features include a one-car garage, oversized air-conditioned storage space, and a generous covered carport ideal for vehicles, boats, and more!

128 Sunrise Drive, Marathon

101 11th Street Ocean, Lot 13, Marathon
$459,900
2 Beds ⋅ 2 Baths ⋅ A12027597 MLS ⋅ Riggs Sub BLDG.
For someone looking for an easier way to enjoy the Florida Keys—with boating access, water views, community amenities, and rental income—this is an opportunity worth exploring. Land-lease communities offer a unique and often more approachable path to owning in the Florida Keys—and for the right buyer, the lifestyle and value can make tremendous sense. This newer-construction, elevated two-bedroom, two-full-bath home offers beautiful marina views, along with glimpses of the Gulf and open water from the balcony. An additional flex space on the upper level opens to an expansive deck, creating even more room to relax and enjoy the surrounding scenery. Offered fully furnished and turnkey, with covered parking, it is equally suited as a personal Keys retreat, low-maintenance second home, or income-producing rental property. January, February, and March 2027 are already booked, representing $22,500 in gross rental income. The monthly lot fee is $1,377/mo and $300/mo for dockage. Community amenities include a swimming pool, clubhouse, fish-cleaning station, sun deck, outdoor kitchen, boat slips, and more. The location places you close to waterfront dining on both the ocean and Gulf sides, with easy access to the two-mile pedestrian bridge leading to historic Pigeon Key. The iconic Seven Mile Bridge is moments away, with Key West approximately 45 minutes south and Miami roughly two hours north. Arrive, unpack, and begin enjoying the Keys from day one.

101 11th Street Ocean, Lot 13, Marathon

865 50th Street Gulf, Marathon
$4,490,000
5 Beds ⋅ 5 Baths ⋅ A11981197 MLS ⋅ Latitude 24 (Replat Of Po BLDG.
Stunning Gulfside Waterfront Residence with Panoramic Water Views. Experience exceptional waterfront living in this 2022 built home featuring 5 bedrooms and 4.5 bathrooms, perfectly positioned on the Gulf side with breathtaking water views from nearly every room. The main level offers a bright and open layout designed for both comfort and entertainment. A spacious modern kitchen showcases elegant cabinetry, quartz countertops with a striking waterfall edge, and premium stainless steel appliances. The kitchen flows seamlessly into the large dining and living areas, complete with a stylish wet bar, creating the perfect space for hosting and relaxing. This level also includes a convenient half bath and a utility room with laundry. Upstairs, the second-floor features five generously sized bedrooms and four full bathrooms. The expansive primary suite offers ample space, a beautifully designed modern bathroom, and a private porch where you can enjoy breathtaking sunset views over the water. Two additional bedrooms share a Jack-and-Jill bathroom and provide access to a balcony overlooking the pool and waterfront. A fourth bedroom, currently used as a home office, is located near another full hallway bathroom. The fifth bedroom is a private suite with its own ensuite bathroom. Outdoor living is just as impressive, featuring a large patio area ideal for entertaining, a spacious saltwater pool, and a 55-foot dock with a 20,000 four post Cradle Boat Lift, making this property perfect for boating enthusiasts and waterfront relaxation. Over 1,000 Square Feet of balconies covered porches and patios for added outdoor living space. Additional highlights include a 1,550 ft square foot paver driveway and a 2 ½ Car plus garage with ample storage space. This exceptional property combines modern design, generous living space, and stunning Gulfside views, creating a truly remarkable coastal home offering excellent convenience for boat owners.

865 50th Street Gulf, Marathon

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