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1903 Sombrero Blvd, Marathon
$4,499,000
5 Beds ⋅ 5 Baths ⋅ 621660 MLS
Located right on coveted Sister Creek discover exceptional waterfront living in this expansive Marathon estate overlooking the golf course and a deep-water canal with deep water access to both the Atlantic Ocean and Gulf. Offering 4,836 sq. ft. of combined living space, the property features a 4-bedroom, 3.5-bath Main Residence and detached 1-bedroom, 1-bath Guest Suite. A grand entry welcomes you with soaring ceilings and a sweeping curved wood staircase, while elegant travertine flooring flows throughout the main living areas. The spacious Living Area showcases private water views, a fireplace, wet bar and multiple glass doors opening to the pool deck. The well-appointed Kitchen features granite countertops, custom cabinetry, GE Monogram range and breakfast bar overlooking the Dining Area. The main-level Primary Suite offers long water views, a generous walk-in closet and luxurious Bath with soaking tub, dual vanities and steam shower. Upstairs, two ensuite Guest Bedrooms enjoy water views, while a versatile fourth Bedroom opens to a private balcony overlooking the golf course. Designed for effortless indoor-outdoor entertaining, the expansive waterfront patio features a covered outdoor Kitchen, heated pool and raised spillover spa surrounded by tropical landscaping. Boating enthusiasts will appreciate an 89' dock, additional 10' x 14' floating platform, 20,000 lb. boat lift and angler's prep station. The detached Guest Suite offers private accommodations with a sitting area, wet bar and full Bath. Additional highlights include impact windows and doors, 2-car garage, dual laundry areas and irrigation system. A rare opportunity to enjoy spacious waterfront living, exceptional boating access and golf course views in the heart of the Florida Keys.

1903 Sombrero Blvd, Marathon

818 39th St, Marathon
$2,390,000
5 Beds ⋅ 4 Baths ⋅ 621439 MLS
Welcome to Emerald Flats, a gated waterfront enclave in the heart of Marathon where refined coastal design meets the Florida Keys lifestyle. Designed & Built by D'Asign Source, this beautifully furnished 5-bedroom, 4-bath residence was completed in 2025 and offers 2,565 square feet of thoughtfully designed living space, with high ceilings, an open-concept layout, impact-rated windows and doors, and a metal roof. Elevated on concrete pilings, the home is designed for both style and durability while creating generous covered space beneath the residence. Inside, the light-filled living areas showcase a sophisticated coastal aesthetic with seamless flow between the kitchen, dining, and gathering spaces. The kitchen is a true centerpiece, featuring quartz countertops, KitchenAid stainless steel appliances, crisp white cabinetry, a striking waterfall-edge island, and generous seating and prep space. Expansive glass doors open to covered balconies, extending the living space outdoors, while a separate bar and entertainment area adds another polished touch for hosting family and friends. Outdoor living is equally impressive, with a private heated pool, tropical landscaping, expansive paver areas, and multiple covered spaces ideal for relaxing or entertaining. Boaters will appreciate the included Boat Slip #30, reported to measure approximately 45 feet long by 14.75 feet wide, offering convenient private docking within the Emerald Flats Marina community. The slip is separately identified by Monroe County as a marina condominium boat-slip parcel. Fully furnished and move-in ready, this home offers an exceptional combination of luxury, boating access, modern construction, and effortless island living in one of Marathon's desirable waterfront communities.

818 39th 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

1590 Pelican Pass, 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 Pass, Marathon

813 39th St Gulf St, Marathon
$3,795,000
5 Beds ⋅ 4 Baths ⋅ 620953 MLS
NEW CONSTRUCTION | FULLY FURNISHED | 45' BOAT SLIP | OPEN GULF VIEWS Experience elevated Florida Keys living in this newly constructed, fully furnished 5-bedroom, 4-bath waterfront residence in the exclusive gated community of Emerald Flats. Perfectly positioned with unobstructed open Gulf views and no rear neighbors, this exceptional home combines privacy, luxury, and outstanding boating access. Designed to maximize its spectacular waterfront setting, the home features two primary suites, each opening to a full-length deck with breathtaking sunrise and open-water views. Enjoy seamless indoor-outdoor living with a private pool, sandy beach area, and deeded 45' boat slip offering protected deep-water dockage just steps from your door. Home is prepped with an elevator shaft which currenly offers locking owners/ additional storage. Beautifully appointed and offered completely turnkey, the residence is currently operating as a successful vacation rental with an established rental history, providing the opportunity for immediate income while still serving as an exceptional personal retreat. Ideally located in the heart of Marathon, just minutes from world-class fishing, seconds from 7 mile bridge, boating, waterfront dining, beaches, and everything the Florida Keys lifestyle has to offer. A rare opportunity to own a new-construction, turnkey Gulf-front home with spectacular open-water views, dual primary suites, exceptional boating access, and income potential.

813 39th St Gulf St, Marathon

108 Sunrise Dr, Marathon
$7,495,000
5 Beds ⋅ 5 Baths ⋅ 620585 MLS
** 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, 5-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

865 50th St, Marathon
$4,490,000
5 Beds ⋅ 5 Baths ⋅ 619048 MLS
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 St, Marathon

426 Calle Limon, Marathon
$1,599,000
5 Beds ⋅ 5 Baths ⋅ 618246 MLS
High-performing vacation rental located in the highly sought-after Sombrero Beach neighborhood, just a short walk to the beach. This fully furnished, turnkey property offers immediate income potential while also delivering an exceptional Keys lifestyle — truly a home that checks every box. Featuring 5 bedrooms and 5 bathrooms, the residence is thoughtfully designed for both guests and owners, including a legal bedroom and bath on the first floor. All living areas are above flood, offering peace of mind along with functionality. The home has been extremely well maintained and continues to perform strongly as a vacation rental. The main living level showcases a bright open-concept floor plan with high ceilings, modern finishes, and abundant natural light. The spacious kitchen includes sleek cabinetry, stone countertops, stainless steel appliances, and a large breakfast bar, seamlessly connecting to the dining and living areas. Sliding doors open to a balcony ideal for outdoor dining and enjoying island breezes. The primary suite serves as a private retreat with generous proportions, a walk-in closet, and a spa-inspired bathroom featuring a soaking tub and separate glass-enclosed shower. Each additional bedroom includes its own private bath, enhancing comfort and privacy for guests. A ground-level bedroom with direct access to the pool area adds flexibility for multigenerational living or guest convenience. Outdoor living is a true highlight, featuring a resort-style pool, covered entertaining areas, and a fully equipped outdoor kitchen with BBQ, perfect for hosting and relaxation. Additional features include a metal roof, ample parking, and space for two 20' boats on trailers. While boating is a major draw, this location also appeals to those who enjoy kayaking from Sombrero, beach days, and nearby parks. Whether as an investment, second home, or primary residence, this property checks all the boxes in one of Marathon's most desirable neighborhoods

426 Calle Limon, Marathon

11890 1st Ave Unit 2, Marathon
$2,495,000
5 Beds ⋅ 4 Baths ⋅ 618204 MLS
Welcome to The Tides at Vaca Cut #2, a beautifully designed 5-bedroom, 4-bathroom waterfront retreat in one of the Florida Keys' most desirable luxury communities. Offering 2,607 square feet of living space, this newer construction residence (2020) was thoughtfully built and designed by D'Asign Source, a leader in Florida Keys luxury architecture and interiors. Furnished with refined coastal style, the home blends upscale design with relaxed island living. The spacious open-concept living area opens seamlessly to a private pool and hot tub, creating an exceptional outdoor entertainment space framed by sweeping views of the Vaca Cut. Whether enjoying a sunset soak or hosting guests, the outdoor living experience here is second to none. Built with longevity and performance in mind, the home features concrete block construction, impact windows and doors, a metal roof, and double-stacked washers and dryers, making it exceptionally well-suited for high-demand vacation rental use. Boaters will appreciate 36 feet of dockage with immediate access to both the Atlantic Ocean and the Gulf of America, while the constant boat traffic through the cut provides some of the best boat-watching in the Middle Keys. Located in a proven luxury complex with strong rental demand, this turnkey property offers outstanding income potential along with an elevated waterfront lifestyle. Luxury design, prime dockage, and resort-style outdoor living—The Tides at Vaca Cut #2 is an exceptional opportunity to own in one of Marathon's premier waterfront developments.

11890 1st Ave Unit 2, Marathon

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