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$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
$4,499,000
3 Beds ⋅ 4 Baths ⋅ 620861 MLS
Set along the Gulf on 2 lots within the sought-after gated Stirrup Key community, this beautifully appointed CBS residence captures panoramic open-water views, unforgettable sunsets, and a rare sense of privacy. Electronic gated entry and tropical surroundings create an immediate sense of arrival while extensive upgrades reflect elevated living and effortless enjoyment. Contemporary design and relaxed coastal living come together through an open, light-filled floor plan. Expansive impact windows and sliding glass doors frame the water from every angle, bringing the ever-changing Gulf backdrop into the interior. The chef's kitchen features quartz countertops, Bosch stainless appliances, custom cabinetry, and a seamless connection to the dining and living areas. Solar panels further enhance the home's thoughtful, energy-conscious design. The thoughtfully designed layout includes two spacious primary suites, each offering private balcony access and sweeping water views. A third guest bedroom, guest bath, private gym, and an additional full bath add comfort and versatility. Outdoors, the property unfolds as a private tropical escape. A waterfront pool, covered entertaining area, outdoor shower, and multiple gathering spaces create the perfect setting for relaxed afternoons and memorable evenings. Mature fruit trees surround winding garden pathways leading to peaceful seating areas and a waterfront fire pit. A deeded boat slip with lift in the private marina is located just steps from the front door, offering exceptional convenience on the water. Along the open-water shoreline, a private kayak dock with lift provides direct access to exceptional kayaking and paddleboarding from your own backyard. Just minutes from shopping, dining, and The Marathon International Airport, this exceptional residence offers a rare combination of open-water beauty, boating access, privacy, and effortless island living

108 Sunset Dr, Marathon
$15,000,000
5 Beds ⋅ 5 Baths ⋅ 620594 MLS
Welcome to Palacio Coco Plum. Discover Your Florida Keys Oasis! Spectacular Ocean Front home in Marathon, the heart of the Florida Keys. This stunning property boasts luxury finishes throughout, including elegant marble floors, granite counters and volume coffered ceilings. Key Features include: His and Her ocean facing office, ideal for remote work or study, ocean views from most all rooms, white sand beach. privacy landscaping and massive car and equipment storage for multiple vehicles and hobbies. Boat Dockage Permitting is in Progress. Additionally, there is a whole house generator for back-up power, elevator from garage to top floor, heated and chilled pool and spa. The lovely gardens include mature mangoes and avocado trees and orchid trellis. 10 Minutes to Marathon International Airport. ADT Camera Security System on site

119 Coco Plum Dr, Marathon
$898,000
2 Beds ⋅ 2 Baths ⋅ 620526 MLS
Just 0.3 miles from Sombrero Beach, this elevated 2BD/2BA Marathon home offers a prime location, strong weekly rental potential and abundant flexible space. Set on a spacious lot with room to add a pool, the home features vaulted tongue-and-groove ceilings, tile flooring, and two additional rooms downstairs ideal for an office, studio, game room or storage, plus plenty of covered space for parking and recreational gear. The tropical backyard includes mature landscaping, fruit trees, an herb garden, fire pit and custom covered bar and grilling area. A nearby comparable pool-home generated over $115K in gross weekly rental income in 2025, highlighting the rental appeal of this highly sought-after beachside location. The property also offers reasonable insurance costs, adding to its investment appeal. This property is ideal for buyers seeking a beachside home, investment opportunity or both. Enjoy easy access to the beach, boating, dining, and all that Marathon has to offer! Rental income is not guaranteed; buyers should verify regulations/requirements.

422 Calle Limon, Marathon
$1,635,000
2 Beds ⋅ 2 Baths ⋅ 620395 MLS
Located in Marathon's desirable Sombrero area, this waterfront home combines immediate boating access, thoughtfully designed outdoor living, and close proximity to Sombrero Beach. The property offers 76 feet of waterfront, a 40-foot dock, and immediate access to open water--an ideal setup for fishing, diving, or simply enjoying life on the water. When you're not on the boat, Sombrero Beach is just moments away. Recent improvements totaling more than $300,000 have transformed the outdoor spaces into an extension of the home. A custom pool and spa with sun shelf, travertine decking, outdoor grilling and bar area, updated landscaping, extensive landscape lighting, multiple covered and screened patios, and a metal roof installed in 2021 are among the property's notable upgrades. A climate-controlled 500-square-foot lower-level bonus area provides additional flexible space for storage, recreation, hobbies, or a home gym. The property has also proven itself as a highly successful vacation rental, with 2026 year-to-date income and existing future bookings already exceeding $100,000 net to the owner. The assumable flood insurance policy, currently just $1,289 per year, further enhances the property's appeal. Looking ahead, existing architectural plans provide the opportunity to add three additional bedrooms, creating a five-bedroom home and further maximizing this sought-after Sombrero Beach location. Enjoy the home as it is today, with its proven rental performance, while retaining the option to expand in the future. Immediate boating access, proximity to Sombrero Beach, thoughtfully designed outdoor living, proven rental performance, and future expansion potential come together in a property that offers the best of Keys living.

540 Sombrero Beach Rd, Marathon
$1,499,000
2 Beds ⋅ 2 Baths ⋅ 620337 MLS
Experience the Florida Keys lifestyle on a double lot in Marathon's sought-after Little Venice. This 2 bed/2 bath waterfront retreat boasts open-water views, 100' of concrete dockage with a 20,000 lb boat lift, and a resort-style outdoor living area built for entertaining. The backyard features a pool(heated or chilled), hot tub, poolside cabana with sink and refrigerator, mature tropical landscaping, and expansive decks for soaking up sunsets or unwinding after a day on the water. Practical boating amenities include power, water, lighting, and a fish-cleaning station; RV hookups and ample parking accommodate guests and all your toys. Inside, cathedral ceilings create a bright, airy living space while every bedroom enjoys its own private bath for comfort and privacy. Notable updates and systems: newer metal roof, tankless water heater, large laundry/utility room, and abundant storage. Located in a weekly-rental zone, the property offers strong income potential as a primary home, vacation getaway, or investment. From open-water vistas to thoughtful outdoor spaces, this home captures everything the Keys have to offer.

11563 4th Ave, 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
$2,149,000
3 Beds ⋅ 3 Baths ⋅ 620284 MLS
The Boater's Dream. Navigate the Marathon waters with ease right from your backyard. This property features a 55-foot, new composite dock situated on a deep canal, paired with a 20,000 lb boat lift. Embrace the sunshine in your private, fenced-in backyard. The grounds feature a heated in-ground pool, a screened patio, and a custom outdoor kitchen with a built-in outdoor kitchen--the perfect setup for hosting post-fishing dinners. The property is solid concrete construction and also boasts a brand-new metal roof for ultimate peace of mind. Massive storage, workshop, and garage. The stunning main living area is perched on the second floor, maximizing the beautiful canal views. The open-concept design seamlessly connects the living room to a gourmet kitchen outfitted with granite countertops, stainless steel appliances, a wine cooler, and custom cabinetry. The second floor also hosts two bedrooms and two bathrooms, including the spacious master suite. Fully furnished and fortified with impact-resistant doors and windows (plus accordion and Bahama shutters), this home is move-in ready. An interior staircase leads down to a highly desirable feature: a legal, above-flood ground-floor bedroom and full bathroom. An additional bonus room could easily be the fourth bedroom. The lower level is incredibly practical, offering a fully equipped garage, a dedicated storage room, and a workshop for all your maritime gear and tackle. This home is eligible for seven night rentals and would make a tremendous vacation rental investment.

969 Ocotillo Ln, Marathon
$2,749,000
3 Beds ⋅ 4 Baths ⋅ 620237 MLS
A waterfront home that is truly the kind of place that makes people stop scrolling, not because it is flashy or overdone, but because it feels rare and real. Set in the highly desired Sombrero Golf Course neighborhood, this property offers a combination that is hard to find in the Florida Keys, a beautiful home, a prime waterfront setting, strong elevation, and a layout that makes everyday life easy while still feeling special. Inside, you will find three bedrooms, each with a private en suite bathroom, plus an additional half bath off the living room for guest convenience. The spacious open floor plan is built for easy living and entertaining, with the kitchen as the true centerpiece. Custom designed with hickory cabinetry, granite countertops, Wolf cooking appliances, a full size Sub Zero fridge and freezer, a 105 bottle wine cooler, and a Miele espresso machine, it is both beautiful and functional. The oversized island seats four and includes smart built in storage to keep everything organized and clutter free. Outside, enjoy a fully screened in pool deck with a built in outdoor kitchen, plus 125 feet of recently repoured dockage with a 15,000 pound boat lift, davits, and two 50 amp shore power stations, along with immediate Ocean and Gulf access for the ultimate Florida Keys boating lifestyle. One of the biggest advantages of this home is its rare ground level, above flood construction. That alone makes it stand out, but the high and dry elevation makes it even more desirable. With new impact windows and doors, a metal roof, and a whole house generator, the major upgrades are already done, offering comfort, confidence, and true peace of mind for Keys living.

2919 Sombrero Blvd, Marathon
$35,000,000
9 Beds ⋅ 10 Baths ⋅ 613902 MLS
Zephyr Cove; the extravagant aquatically inspired retreat that you deserve. Located on the breathtaking waterfront nestled along the Gulf and designed and built by D'Asign Source. This stunning estate invites you to experience the perfect balance of luxury, tranquility, and adventure. With both fresh and saltwater elements woven into its design, every detail has been thoughtfully crafted. At the heart of the property lies a lazy river loop infinity pool, complete with bridges, swim-up pool bar in gazebo, spa with table, lap pool, beach-style entries, and waterfall grotto plus gas fire pit, putting green, and tropical gardens. From floating under the sun, entertaining guests, or enjoying a peaceful evening by the water, this home was manifested for unforgettable moments. Grand main residence vaunts an impressive private primary wing and elegant open spaces designed for comfort and entertainment. Indoor amenities include a temperature-controlled wine room, game room, home theater, fitness center, and conference room; endless ways to unwind and enjoy life. Two additional charming two-bedroom villas and a separate two-bedroom guest house are perched next door, perfect for hosting family and friends with style and privacy. Designed for the ultimate coastal lifestyle with outdoor kitchen and dining areas set against breathtaking Gulf views, ideal for entertaining or simply soaking in the beauty of your surroundings. Ample dockage and multiple boat lifts for your toys, located right between Vaca cut and Tom's Harbor Cut for easy Ocean access. Expansive garages and storage spaces provide ample room for vehicles, boats, and all essentials. Whole-home 130kw generator in its own private structure, ensuring peace of mind no matter the season. This is where everyday life feels like you're being pampered at a lavish resort. Step into a world where the beauty of nature meets unparalleled craftsmanship and let the magic of the Gulf welcome you home. 15 min to private airport.

57223 Morton St, Marathon
$699,000
3 Beds ⋅ 2 Baths ⋅ 617569 MLS
Welcome to 293 96th Street in Marathon — a beautifully updated coastal home offering the perfect mix of comfort, style, and easy Keys living. This single-family retreat sits on an oversized lot in a quiet neighborhood, making it ideal for boating, fishing, and enjoying everything the islands offer. Step inside to an open, light-filled layout featuring tile floors, fresh paint, and a spacious main living area designed for relaxing or entertaining. The updated kitchen includes modern cabinetry, granite counters, stainless appliances, and plenty of storage. With 3 bedrooms and 2 baths, the home offers a flexible layout for full-time living, vacation use, or investment potential. Enjoy outdoor living with a large covered patio, lush tropical landscaping, and an above ground pool with deck. The deep lot provides privacy and space for boat parking, RV storage, or future expansion. A ground-level enclosure adds additional storage for all your gear and toys. Located just minutes from shopping, dining, beautiful parks, and world-class fishing spots, this home delivers the best of Marathon in a peaceful residential setting. Whether you're looking for a Keys getaway or a solid investment opportunity, 293 96th Street is move-in ready and easy to love.

293 96th St, Marathon