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$2,799,000
4 Beds 4 Baths 620205 MLS
Discover elevated waterfront living in this newly constructed custom two-story concrete residence, offering 4 spacious bedrooms, each with its own private en-suite bath. Thoughtfully designed for both comfort and entertaining, the home features a seamless open-concept layout that effortlessly connects indoor and outdoor spaces. At the heart of the home is a designer chef's kitchen appointed with premium stainless steel appliances, including double convection ovens, a smart refrigerator, dishwasher, vented range hood, and wine cooler. A large center island with prep sink, quartz countertops, custom cabinetry, and elegant LED pendant lighting complete the space. Throughout the home, porcelain tile flooring, designer finishes, and expansive windows create a bright and sophisticated atmosphere. A first-floor guest suite offers balcony access with views overlooking the pool, dock, and canal. The striking floating staircase, accented by a custom LED chandelier, leads to the upper level where three additional en-suite bedrooms await. The luxurious primary suite serves as a private retreat, featuring a freestanding soaking tub, dual vanities, an oversized porcelain tile shower, and a MOEN smart multi-head shower system with app-controlled temperature and spray settings. Additional features include impact windows and doors, a web-connected security camera system, energy-efficient LED lighting, 8-foot interior doors, 4K Smart TVs throughout, dual 3-ton 16 SEER air conditioning systems, a standing seam metal roof, aluminum railings, and spacious balconies on both levels. The property offers dual staircases leading to the outdoor living area, a 12' x 26' custom pool and a 50 foot dock. Ideally located in Marathon's desirable Flamingo Island neighborhood, this exceptional property is just minutes from Sombrero Beach, restaurants, and local attractions. Built with quality, durability, and style in mind, this remarkable waterfront home captures the essence of luxury living.

837 Copa D Oro, Marathon

$2,799,000
4 Beds 4 Baths 620204 MLS
Experience luxury waterfront living in this custom-built, new construction two-story concrete home featuring 4 bedrooms and 4 private en-suite baths. Designed for entertaining, the open-concept layout seamlessly blends indoor and outdoor living. The chef's kitchen boasts top-of-the-line stainless steel appliances including double convection ovens, Smart refrigerator, dishwasher, vented range hood, prep sink, wine chiller, quartz countertops, custom cabinetry, and a large island. Porcelain tile flooring, custom fixtures, LED lighting, and abundant natural light enhance every space. A first-floor en-suite bedroom offers balcony access overlooking the pool, dock, and water. The dramatic floating staircase with custom LED chandelier leads to three additional en-suite bedrooms upstairs. The primary suite features a floating soaking tub, double vanity, custom porcelain tile shower, and MOEN programmable multi-head shower system with smartphone controls. Additional features include impact windows and doors, web-enabled security camera system, 4K Smart TVs in every room, 8-foot interior doors, two 3-ton 16 SEER A/C units, standing seam metal roof, aluminum railings, and expansive balconies on both levels. Situated on an oversized 11,319 sq. ft. corner lot, the property includes a 12' x 26' pool with custom pavers, two stairways to the outdoor living area, and a 36 foot dock completed in January 2024. Located in the desirable Flamingo Island neighborhood of Marathon, just minutes from Sombrero Beach, dining, shopping, and entertainment. Enjoy quick access to open water, world-class fishing, boating, diving, and the crystal-clear turquoise waters of the Florida Keys. Built to impress and built to last, this exceptional waterfront retreat offers the ultimate Florida Keys lifestyle. Adjacent property at 837 Copa D'Oro is also available, featuring an 8,200 sq. ft. lot and 50-foot dock.

835 Copa D Oro, Marathon

$2,799,999
6 Beds 6 Baths 620132 MLS
Welcome to your dream waterfront retreat in the heart of the Florida Keys! This stunning 6-bedroom, 6-bathroom pool home in Marathon offers the perfect blend of luxury, comfort, and investment potential. Situated on an expansive 150 feet of deep-water dockage, this property is a boater's paradise, with easy access to the Atlantic Ocean and the Gulf of Mexico. Whether you're setting sail for a day of world-class fishing or cruising to nearby islands, this home's premier location ensures smooth sailing. Designed for both relaxation and entertainment, the home boasts an open-concept living space with breathtaking water views, a gourmet kitchen, and spacious en-suite bedrooms. Step outside to a tropical oasis featuring a resort-style pool, ample patio space, and a covered outdoor entertaining area—perfect for enjoying the Florida Keys lifestyle This property also delivers excellent vacation rental income, making it a fantastic investment opportunity. With strong rental demand in Marathon, this home is an ideal choice for investors looking for a high-performing rental property or a luxurious personal retreat with income potential. Don't miss out on this rare deep-water waterfront gem in the Keys—your slice of paradise awaits!

900 101st Street Ocean St, Marathon

$564,900
3 Beds 2 Baths 620171 MLS
Opportunity knocks for a first-time home buyer, investor, or anyone looking to build equity in the Florida Keys. This stilted 3-bedroom, 2-bath home is one of the most affordable elevated single-family homes currently available in Marathon with no HOA. The home is fully functional and move-in ready, with the primary improvement being exterior concrete column repairs. For a buyer willing to tackle some deferred maintenance, this property offers the potential to create immediate value and equity. Situated on an 8300 sq ft lot, surrounded by mature hammock vegetation, the property enjoys natural shade and privacy. A approx. 250 sq ft, spacious front deck extends from the living area, providing a great place to relax in the shade. Additional features include a metal roof installed in 2017, covered parking andand plenty of room for vehicles, trailers, and outdoor equipment. Conveniently located in the heart of Marathon, you're just minutes from shopping, restaurants, marinas, and a public boat ramp. Animal lovers will appreciate being within walking distance of the local animal shelter, making it easy to volunteer or spend time walking pets. Seller is willing to explore options that may assist buyers with closing expenses, subject to offer terms and lender approval. If you've been looking for an affordable way into the Marathon market, this property offers solid bones, an elevated design, and a chance to add value through improvements while enjoying the Florida Keys lifestyle.

103 Stirrup, Marathon

$2,150,000
5 Beds 3 Baths 620169 MLS
Situated on a corner lot in a quiet neighborhood, this spacious, professionally designed, and meticulously maintained two-story, 5-bedroom, 3-bath home offers the best of luxurious island living. The open floor plan with vaulted ceilings creates a bright and inviting space, perfect for entertaining. The modern kitchen features a large island ideal for gathering with family and friends. Proudly owned by the second owners since the home was custom built by the original owner in 1994. Enjoy the convenience of an enclosed garage, a large laundry and utility area, and additional covered parking. Outdoor highlights include a widow's walk, open balconies, and ample room for a pool. New metal roof in 2024. Boaters will love the 65 feet of concrete dockage with davits—just minutes to the Gulf and a quick ride to the Ocean side via Vaca Cut.

180 Ana Ct, Marathon

$4,500,000
3 Beds 2 Baths 620143 MLS
Welcome to your slice of paradise in Marathon's highly sought-after ''Behind the Airport'' neighborhood. Live the ultimate Florida Keys lifestyle with unobstructed open water Gulf views, unforgettable sunsets, and exceptional outdoor living. Situated on an oversized 11,250 sq. ft. fenced lot, this 3-story CBS home offers 3 bedrooms, 2 bathrooms, and endless possibilities. Wake up each morning to panoramic water views from every level and spend your evenings watching the sun melt into the Gulf from multiple vantage points throughout the property. Boaters will appreciate the 80 foot dock direct access to world-class fishing, diving, and watersports. Nature lovers will enjoy the abundant marine life right in their backyard. Outdoor amenities abound with an in-ground swimming pool, two chickee huts, expansive entertaining area, and extensive storage space rarely found in the Keys. This is more than a home, it is a front-row seat to paradise.

8070 Gulfstream Blvd, Marathon

$1,789,000
4 Beds 3 Baths 620116 MLS
Welcome to 101 Avenue D in Marathon, Florida -- a fully furnished, turnkey waterfront retreat built in 2022 and designed for modern Keys living. Set on a spacious 18,000 sq. ft. lot, this 4-bedroom, 3-bath home blends comfort, style, and island luxury with the flexibility to serve as a full-time residence, vacation getaway, or investment property. Inside, the home features an open-concept layout with high ceilings, abundant natural light, expansive windows, and a seamless flow between the living, dining, and kitchen areas. The kitchen is beautifully finished with stainless steel appliances, including a dishwasher, ice machine, microwave, oven, range, and refrigerator. Each bedroom offers a comfortable retreat, while the primary suite provides direct access to the impressive outdoor living area. The three full bathrooms are thoughtfully designed for comfort, privacy, and convenience for owners and guests alike. Step outside and enjoy the best of the Florida Keys lifestyle. The spacious waterfront deck overlooks the canal and leads to a resort-style outdoor setting complete with a heated and chilled in-ground pool and a brand-new outdoor kitchen featuring a Broilmaster marine-grade gas grill, Primo ceramic charcoal grill, and outdoor refrigerator. It is the perfect setup for relaxing, dining, and entertaining by the water. Boaters will appreciate the 35-foot dock, offering easy access for days on the water and quick trips to open ocean adventures. This property also has strong vacation-rental appeal, offering the kind of turnkey setup guests love -- comfortable furnishings, outdoor amenities, waterfront access, and a prime Marathon location. Walking distance to the beach, bike path, and golf-cart-friendly neighborhood, 101 Avenue D delivers the perfect blend of convenience, relaxation, and tropical lifestyle. Whether used as a personal retreat, investment property, or move-in-ready waterfront home, this property is ready for you to enjoy the Keys from d

101 Ave D, Marathon

$7,750,000
4 Beds 5 Baths 620096 MLS
Direct Atlantic oceanfront living with protected canal-side dockage--two features rarely found together in one Florida Keys residence. 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 thoughtfully designed 4-bedroom, 4.5-bathroom 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 the abundant 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 turquoise 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, golf carts, and more!

128 Sunrise 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
3 Beds 2 Baths 620036 MLS
Welcome to 499 Avenida Primiceria in Marathon FL. This unique home is perfectly located just 7 houses from beautiful Sombrero Beach and only minutes away from open water for boating. Enter into the central hub of the home that offers cathedral open beam ceilings and a generous, updated open floor plan for common living areas and direct access to the screened porch that overlooks the pool and dock. The split floor plan for the bedrooms offers additional privacy with the Primary suite located in the opposite wing from the guest rooms. Everything has been updated from the plank tile flooring, the impact resistant windows and doors, the open custom kitchen and update bathrooms. There is a while house generator. The lower level hosts a garage, workshop, covered entertaining area, and tons of additional storage space. The custom concrete pool is heated and chilled and the dock is 100' of concrete seawall with a 14k lb. boat lift. The grounds are covered with pea rock and mature tropical landscaping making for ease of maintenance and a lush private tropical setting. Call today for more information and schedule your private tour of this wonderful Florida Keys retreat.

499 Avenida Primiceria, Marathon

$29,500,000
10 Beds 13 Baths 619972 MLS
Newly Built Gulf-front Sanctuary with Panoramic Views, Guest and Pool Houses, Luxe Outdoor Living, and a Deepwater Navigable Dock. Set on 3 secluded acres+/- along one of the most protected stretches of the Gulf of America, 57783 Morton Street is a newly completed estate of rare scale, privacy, and modern coastal design. Surrounded by water, sandscape, and tidal ponds alive with marine life, the property offers more than 200'+/- of direct water frontage and uninterrupted views across the open Gulf. Completed in 2025 by builder and developer Alderuccio Corporation, this resilient, elevated retreat is constructed entirely of concrete and impact glass and is designed for effortless indoor-outdoor living. With three distinct finished living spaces totaling approximately 10,000 SF+/-, the estate functions as a private resort offering privacy, recreation, and exceptional access to the best of the Florida Keys. Though private and serene, the estate remains close to everything that defines Keys living. Dining, marinas, and shopping are less than ten minutes away, and the Florida Keys Marathon International Airport lies 4 miles+/- from the property for seamless private aviation access. Deepwater routes, snorkeling coves, and renowned fishing grounds are just moments from the protected 100' dock. The architecture emphasizes clarity, durability, and immersion in water and light. Walls of impact glass capture views of the Gulf, the bay, and the property's own tidal ponds, allowing natural light to animate the interiors throughout the day. Generous room proportions, ceiling heights of 10' to 12', and open circulation reinforce a sense of airiness and connection. Every finish, from porcelain flooring to quartzite counters and exterior of shell-stone, was selected for both resilience and refined coastal style. Smart home systems, solar power with battery backup, and integrated storm protection underscore a commitment to performance and longevity.

57783 Morton St, Marathon

$2,950,000
3 Beds 2 Baths 619945 MLS
An Exquisite Tropical keys living experience awaits. A natural setting with sunset views in the warmth of a coastal home located along this beautiful bayside waterfront corner lot. This home is surrounded by 155 feet of seawall & a fabulous 35+ foot dock equipped with a 13,000 lb boat lift with Quick easy access to the Gulf. Ease in navigating the bay waters for docking & terrific for even the ''monster'' boats! Multiple docking configurations possible! This stilted home provides tranquil privacy & easy living. A concrete pad below provides lots of covered out door living space along with an enclosed a flex space area plus a double car garage that can handle a full size truck! Staying home for the day? Cool off in your pool or sit in the shade of the coconut trees. Want to take a water break? Private steps into the bay give you easy access to launch your kayaks or paddle boards. Enjoy the views of the gulf & sunsets from your patio & backyard. This open floor plan, high ceilings 3 bedroom, 2 bath home has amazing appointments & finishes throughout. A beautiful kitchen designed for the most discerning chef with: expansive island, stunning granite counters, nicely upgraded 1 year new SS appliances, double Pantry cabinetry & storage galore. Plus a morning coffee bar with upper & lower cabinets , sink & beverage fridge. The Primary ensuite provides a spacious room, natural light, a walk-in shower, a soaking tub & double sinks with drawer/cabinetry vanity, pendent lights plus a TV. Both bathrooms have tile decorative features along with stunning granite counters in primary & Quartz in Guest room + framed mirrors. Additional storage in separate laundry room & linen closets. The expansive patio, dock & stairs recently redone with maintenance free composite; Never have to paint or replaced. This almost new construction has barely been lived in used as a part-time getaway & Never been a rental. The construction is built 2 feet above flood elevation. A tru

217 Bruce Ct, Marathon

$4,390,000
3 Beds 3 Baths 619918 MLS
Welcome to an elevated expression of island living at 23 Treasure Road in the heart of the Florida Keys. This impeccably maintained waterfront residence showcases breathtaking panoramic ocean views from every vantage point, including the pool, main living areas, dining space, primary suite, and tiki hut. Designed for effortless entertaining and everyday enjoyment, the pool is ideally positioned on the main living level alongside the kitchen and gathering spaces, creating a seamless indoor-outdoor flow rarely found in waterfront homes. Relax poolside while enjoying ocean breezes and endless blue water views. The upper level features two beautifully appointed bedrooms and three baths, enhanced by impact-rated doors, windows, and hurricane sliders for style and peace of mind. Downstairs, a private guest suite and expansive finished bonus space provide flexibility for guests, entertaining, or recreation. The oversized dual-entry garage accommodates up to three vehicles and offers exceptional space for the Florida Keys lifestyle, with plenty of room for fishing gear, dive equipment, water toys, and additional storage. A dedicated tackle room adds convenience for avid anglers and boaters alike. Along the water's edge, a substantial 200 foot rock seawall provides protection and presence, while the private boat ramp, dock, and boat lift offer effortless access to world-class boating and fishing. Two separate gated entrances welcome you into a lush, meticulously landscaped setting complete with privacy walls, mature hedges, and fencing for a serene and secluded atmosphere. Situated on an oversized parcel, this rare waterfront offering presents an exceptional opportunity to enjoy the ultimate private coastal retreat in the Florida Keys.

23 Treasure Rd, Marathon

$3,495,000
4 Beds 4 Baths 619913 MLS
Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key offering expansive water views, a white sand beach, and resort-style living. A strong-producing vacation rental with established history and future bookings in place, this exceptional estate presents an attractive investment opportunity. Set on more than 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, Casa Feliz is designed for relaxation and entertaining. An observation pier provides access for kayaking, paddleboarding, fishing, and enjoying abundant marine life. Dockage is available nearby at Duck Key Marina or Grassy Key Marina, if desired. The property's unique orientation captures both sunrise and sunset views, a rare feature in the Keys. Outdoor amenities include a saltwater pool with cascading waterfalls, spillover spa, and a fully equipped poolside cabana featuring a wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit offer inviting spaces to gather beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was redesigned to maximize ocean views throughout. Four custom bedroom suites, each with a private en-suite bath, comfortably accommodate guests. The top-floor penthouse suite features a private balcony, 180-degree ocean views, custom 96-inch circular bed, and kitchenette with coffee station. Accordion impact-glass doors create a seamless connection between indoor and outdoor living. The gourmet kitchen features Café appliances, an induction cooktop, quartz countertops, mosaic tile backsplash, wine cooler, glass shelving, and multiple dining areas. Additional highlights include a movie theater, library loft, Control4 smart technology, custom millwork, and a mural by a local artist. Come discover why Grassy Key is the place to be.

58652 Overseas Hwy, Marathon

$1,675,000
3 Beds 2 Baths 619885 MLS
Welcome to Key Lime Kottage, a charming waterfront retreat in Grassy Key where life slows down, the water calls, and every day feels like a Florida Keys escape. Currently in a vacation rental program, this turn-key 3-bedroom, 2-bath home offers buyers and investors the rare combination of personal enjoyment, rental potential, privacy, and resort-style living. Kindly provide at least 24 hours' notice for showings. Preferred showing times are Saturdays during check-in/check-out windows, when access is most convenient. Tucked behind lush tropical landscaping, Key Lime Kottage welcomes you with soft yellow cottage charm, a metal roof, white picket appeal, and a peaceful waterfront setting that immediately invites you to relax. From the moment guests arrive, they can imagine themselves slowing down, breathing deeper, and enjoying the Keys lifestyle. A beautiful composite dock leads through the mangroves toward open Gulf views, creating the perfect place for morning coffee, kayaking, paddleboarding, sunset conversations, or quiet moments by the water. The outdoor living area is the heart of the property. With a screened-in pool, spa, covered lounging space, and natural privacy, it feels like a private resort designed for relaxation, connection, and unforgettable memories. Inside, the open living, dining, and kitchen layout feels warm, easy, and welcoming. The home is ready for immediate enjoyment, whether as a personal retreat, a vacation rental investment, or both. For investors, Key Lime Kottage offers strong guest appeal with waterfront living, Gulf views, pool and spa amenities, and proximity to the Dolphin Research Center, The Wreck Restaurant, downtown Marathon, grocery shopping, marinas, entertainment, and MillionAir. Buyers are not just purchasing a property here. They are stepping into peaceful mornings, golden sunsets, waterfront memories, and a Florida Keys lifestyle guests will want to return to again and again.

58773 Overseas Hwy, Marathon

$2,399,000
4 Beds 5 Baths 619881 MLS
Looking for the best of both worlds? Enjoy your vacation home and let it pay for its self when your not. Since January 2024, 229 Pescayo has hosted 113 stays across 860 guest nights and generated $512,831 in accommodation revenue. An incredible 88% occupancy rate 4.96 / 5.0 guest rating Fully furnished, income-generating from day one -- zero ramp-up period This isn't a fixer-upper with 'potential.' It's a proven, cash-flowing short-term rental with the reviews, occupancy, and forward bookings to prove it -- built in 2023 and already established as one of the area's busiest vacation rentals. Why It Performs: Every finish was chosen to drive nightly rate and occupancy, not just curb appeal. Boaters and premium-amenity guests are the target market, and the property is built to convert them into repeat bookings: 72' of deep-water dockage, water & electric at dock, outdoor lighting Less than 10 minutes to open water & Vaca Cut for Gulf access Heated pool with paver decking Covered entertaining area + large covered upper terrace for shaded, salt-air living 240V EV charger 800 sq ft storage enclosure Aluminum gated vehicle access + security cameras The Property: Double doors open into an open-concept kitchen and living space -- quartz countertops, tile backsplash, built-in wine cooler, and tile flooring throughout. Four master suites, each with a private bath, plus an additional half bath for guests. Sold fully furnished -- dishes, linens, smart TVs, all of it. Bottom Line: No lease-up, no renovation, no guesswork on rates. Bring your boat -- the income is already running.

229 Pescayo Ave, Marathon

$1,250,000
4 Beds 4 Baths 619866 MLS
Beautifully renovated and fully turnkey duplex located on a deep-water canal in the heart of Marathon. This rare income-producing property features TWO spacious homes, 2BD/2BA on each side, each unit offers approximately 927 sq. ft. of updated coastal living with impact windows and doors, granite countertops, stainless steel appliances, tile flooring throughout, and covered parking. Renovated in 2020, the property blends modern finishes with the relaxed Florida Keys boating lifestyle. A true boater's dream, each side offers its own 30' concrete dock and seawall (60' total) complete with 30-amp shore power and fresh water hookups. Enjoy quick ocean access and easy Gulf access via Vaca Cut, making this an exceptional setup for anglers and boating enthusiasts alike. The waterside outdoor spaces are designed for entertaining and enjoying the Keys lifestyle, featuring string lighting, solar-lit dock pilings, under-dock fish lights that attract snapper and tarpon, and frequent manatee visits along the canal. Located directly next door to Oceanfront Park, owners and guests enjoy immediate access to one of Marathon's premier waterfront parks offering pickleball courts, a dog park, kayak launch, open green space, waterfront walking trails, playgrounds, exercise equipment and community events. Conveniently located 4 miles from Sombrero Beach, and 1.5 miles from Coco Plum Beach. Currently tenant occupied with both units rented month-to-month. This property also has strong vacation rental potential. Ideal opportunity to live in one side while renting the other, or maximize income potential with a fully turnkey investment property in one of the Florida Keys' most desirable boating communities. Current Insurances are very reasonable: $3,841 Flood (Covers both sides) 576 - $4,303 Wind 574 - $4,129 Wind 576 - $860 HO/Liability 574 - $721 HO/Liabilty (Pictures are of 576 99th, 574 is the same layout/finishes. Access can be arranged

574 & 576 99th St, Marathon

$2,150,000
5 Beds 3 Baths 619837 MLS
A rare opportunity to own a fully renovated waterfront home that delivers both the Florida Keys lifestyle and exceptional investment potential. Offering five legal bedrooms, three legal bathrooms, and seven-day vacation rentals, this turnkey property presents projected rental income of up to $170,000 annually (per pro forma), making it equally appealing as a primary residence, second home, or income-producing investment. Located on a deep-water canal with approximately 75 feet of concrete dockage, a boat lift, fish-cleaning station, and private pool, you'll enjoy quick, easy access to the Gulf and the Atlantic through Vaca Cut--putting world-class fishing, sandbars, waterfront restaurants, and open water just minutes from your dock. Inside, the home has been completely reimagined with designer finishes throughout. An open-concept floor plan, beautifully renovated kitchen and baths, and light-filled living spaces create a sophisticated yet relaxed coastal retreat that's ready to enjoy from day one. With generous parking for vehicles and trailers, ample outdoor entertaining space, and one of Marathon's most desirable boating locations, this property offers a rare combination of luxury, convenience, and strong income potential. Whether you're looking for a high-performing vacation rental or your own private piece of the Florida Keys, this home delivers the best of both.

112 Bruce Ct, Marathon

$2,249,000
4 Beds 3 Baths 619793 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, 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

$875,000
3 Beds 2 Baths 619736 MLS
Completely remodeled pool home in Marathon. This elevated 3-bedroom, 2-bath stilt home is ideally located on a quiet, tree-lined street and backs up to a private estate, offering exceptional privacy. The property provides an ideal balance of seclusion and convenience, with close proximity to shopping, dining, and local attractions. Recent upgrades include a custom pool, metal roof installed in 2018, A/C system installed in 2021, and new impact windows. The open-concept living, dining, and kitchen area creates an inviting space for entertaining, while the screened-in porch offers comfortable outdoor living. The ground level includes covered parking and a covered workshop/storage area, perfect for tools, water toys, or hobbies. With weekly rentals permitted, this property presents an excellent opportunity as an investment property, vacation retreat, or full-time residence.

565 95th St, Marathon

$920,000
619630 MLS
Experience the ultimate Florida Keys waterfront lifestyle with this rare oversized boat slip located in the highly sought-after Coco Plum Beach neighborhood of Marathon. Situated in the exclusive Coco Plum Beach Yacht Club. Boasting an impressive 22-foot x 80-foot slip with a 65 foot dock, this slip is perfectly suited for accommodating larger vessels with ease. Positioned on the oceanside, you'll enjoy direct, bridge-free access to open water - an exceptional advantage for avid boaters and anglers alike. Tucked at the very end of a secure, gated section of the marina, this prime location offers enhanced privacy along with quick effortless navigation straight to the ocean. Enhancing the experience is a generous 11' x 30' tiki hut creating an inviting outdoor living space just steps from your vessel. The slip is fully equipped with Electric, water and pump out services for maximum convince. A dedicated storage unit provides ample space for all your boating gear and equipment. The marina offers convenient amenities including a community pavilion, bathhouse, and on-site laundry facilities. With a premium location and a strong rental income potential, opportunities like this - featuring large slips paired with land based living amenities - are increasingly rare. Don't miss your chance to own a unique piece of paradise. Survey on file; Dimensions 38' x 82' x 68'

100 Ve I, Unit A, Marathon

$495,000
2 Beds 1 Baths 619582 MLS
Updated, elevated, and centrally located, this 2-bedroom, 1-bath half duplex offers an appealing combination of durable construction, modern finishes, and flexible Keys living. Located in the heart of Marathon and surrounded by mature native landscaping, the residence features CBS construction, an elevated design, a concrete roof, impact-resistant windows, and a newer HVAC system. Inside, the thoughtfully remodeled interior offers an open, comfortable layout with updated flooring, granite countertops, stainless steel appliances, and clean coastal finishes. Two covered parking bays beneath the home provide convenient space for vehicles, a boat, trailer, bicycles, fishing equipment, paddleboards, and the recreational gear that comes with Florida Keys living. Additional open parking and RV or trailer parking add to the property's everyday functionality. With seven-day minimum rentals permitted, the residence offers versatility as a primary home, seasonal retreat, employee-housing solution, or investment property, subject to applicable regulations. Separate electric and water meters provide additional convenience. Ideally positioned near shopping, dining, marinas, beaches, the community boat ramp, and daily conveniences, this move-in-ready property places the best of Marathon within easy reach. The adjoining half duplex is also available for purchase, creating a rare opportunity to acquire the entire property for expanded housing, multigenerational living, or investment potential.

1306 51st St, Marathon

$182,500
618026 MLS
Looking for the perfect home for your boat? This 40' side-tie slip at the Boat House Marina provides a stress-free docking experience. Up to 40' LOA and the slip is 13.42' wide. You can stay on board 5 consecutive nights and up to 10 nights per month. Electric is metered and water is included in the association fees, making this a convenient and cost-effective choice for any owner. Please note that the slip is currently rented through 8/31/2027, offering immediate rental income for an investor or a future-planned spot for your own vessel. The Boat House Marina is known as one of the nicest marinas in the Middle Keys and offers a protected basin with quick access to both the Atlantic and the Gulf. Don't miss this opportunity to own a premier dockage spot in the heart of the Keys!

12399 Overseas Highway Unit 41, Marathon

$365,000
618579 MLS
SELLER IS OPEN TO OFFERS! Experience the quintessential Florida Keys lifestyle at Sombrero Marina, a casual and welcoming community in the heart of protected Boot Key Harbor. This slip is OWNED BAYBOTTOM. Per the survey, the slip is 87' long, 20.56' wide at the dock and 21.64' wide at the outside pilings. Up to 75' LOA and max 18'9'' beam, per the dockmaster. Slips capable of accommodating vessels up to 75' LOA are exceptionally rare to find in Keys, making this a unique opportunity for owners of larger yachts. This expansive slip also offers the security of baybottom ownership, allowing for full-time liveaboard status. Additionally, convenient financing is available through a local bank to make your island transition seamless. This slip is as versatile as it is spacious, serving as a perfect seasonal home for your vessel or a reliable permanent residence. When you aren't using the slip yourself, the on-site dockmaster can rent the slip out for you, providing a hands-off way to offset ownership costs. Life here is defined by ease; you are just steps away from the iconic Dockside restaurant for live music, meals and a great social atmosphere. The slip includes 30/50 amp service and a deeded land footprint directly in front--ideal for a golf cart. Don't miss this chance to secure one of the few large-scale liveaboard slips in the heart of the Keys.

35 Sombrero Blvd Unit B1, Marathon

$375,000
610716 MLS
Discover a rare opportunity to own an oversized boat slip with live-aboard approval in the desirable Cocoplum neighborhood of Marathon. Offering an impressive 22' width, 80' length, and 6' draft, this slip easily accommodates larger vessels, and a recently removed piling maximizes your available space. Nestled on the ocean side, you'll enjoy direct, fast, no-bridge access to the open water, perfect for avid boaters and anglers. Positioned at the end of the marina in a secure, gated section, the slip offers added privacy and quicker navigation straight to the ocean. A spacious Tiki hut extends your living area onto land, creating an inviting space for relaxing, entertaining, and embracing the island lifestyle. Stylish faux-wall panels on each side provide privacy while still capturing refreshing tropical breezes. It's a versatile, blank canvas ready for your personal touch. The marina features a community pavilion, bath house, and laundry facility, and this slip includes multiple storage units for all your gear and equipment. With a strong monthly rental potential and an unbeatable location, large slips with dedicated land-living amenities like this are truly hard to find. Don't miss the chance to experience this exceptional boat slip in paradise. Your ideal Keys retreat awaits!

100 Ave I, Unit 6, Marathon