Marathon FL Real Estate, Homes with Pool for Sale

Welcome to 499 Sombrero Beach Road, a fantastic opportunity to own a piece of the Florida Keys lifestyle in Marathon! Ideally situated just off U.S. Highway 1 at approximately Mile Marker 50, this property offers a convenient location with easy access to Sombrero Beach, local restaurants, shopping, boating, fishing, and everything that makes Marathon such a sought-after Keys destination. This property provides a great balance of accessibility and the laid-back atmosphere the Middle Keys are known for. One of the few sand beaches of the Keys- Sombrero Beach is just down the bike path, a wonderful place to enjoy a day in the sun, take a swim, or catch a spectacular Keys sunset. Marathon is renowned for its world-class recreational opportunities, including boating, offshore and backcountry fishing, diving, snorkeling, and waterfront adventures. From this location, you'll be conveniently positioned to explore the surrounding islands while still being close to everyday amenities, restaurants, marinas, and local attractions. On site 56' dock was replaced in 2023 and features fish cleaning station, water and electric. The wide canal and premium 5' deep water access allows for larger boats than the average Keys property. Whether you're looking for a full-time residence, a vacation getaway, or an investment opportunity, 499 Sombrero Beach Road is a perfect opportunity. Established, professionally managed, licensed, weekly vacation rental. Come experience the relaxed pace, tropical surroundings, and endless outdoor recreation that make Marathon such a special place to call home. Updates include remodeled kitchen and baths, impact French doors, a metal roof (2021), and AC (2023). It's fully turnkey, with furnishings and future bookings included.

499 Sombrero Beach Rd, Marathon

$529,000

1 Beds ⋅ 2 Baths ⋅ 621411 MLS

A rare two-full-bath layout gives Townhome #31 an edge, adding extra comfort and flexibility for owners, guests, or short-term renters. Located in Ocean Isles Fishing Village, a gated seven-acre oceanfront community in Marathon, this brand-new concrete block townhome offers modern construction, resort-style amenities, and seven-day rental capability. Townhome #31 is a desirable end unit positioned just two rows from the gated entrance, with distant Atlantic views. The two-story residence offers approximately 800 square feet of well-planned living space. The main level includes a bright living area, a sleek kitchen with stainless steel appliances, and a full bath. Upstairs, the private primary suite features its own second full bath, creating a layout that is especially convenient for both everyday living and guests. Impact windows and doors add peace of mind, while the community itself is designed around the Florida Keys lifestyle. Residents enjoy an oversized oceanfront pool, clubhouse, tiki huts, fish-cleaning stations, a private boat ramp, and reserved dockage for owner use. The updated marina is protected by Jack Tar Flats and features a seawall, bulkhead, and docks, offering convenient access to some of the area's best fishing, diving, and boating waters. Ocean Isles is also just minutes from Marathon Airport, making it especially convenient for owners traveling by private or smaller aircraft and adding to the appeal as a lock-and-leave Keys retreat. With an ideal Marathon location, easy access north toward Islamorada and south toward Key West, and close proximity to dining, shopping, and local attractions, Townhome #31 offers a versatile opportunity for a personal getaway, full-time residence, or income-producing vacation rental. Its rare two-full-bath layout, boating access, end-unit position, and resort-style amenities make it a standout within the community.

10877 Overseas Highway Unit 31, Marathon

$465,000

2 Beds ⋅ 2 Baths ⋅ 621392 MLS

Discover your perfect Florida Keys getaway at 15 Sombrero Blvd, Unit 212 in Marathon! This beautifully updated 2-bedroom, 2-bath condo comes fully furnished with brand-new furnishings, offering a stylish, turnkey retreat ready for you to enjoy from day one. Located in Marathon Country Club Condominium, this inviting unit is just blocks from Sombrero Beach, with convenient access by bike or on foot. Boaters will appreciate the rare opportunity for dockage accommodating boats up to 25 feet with no waiting list,along with quick access to both the ocean and Gulf via a wide, deep canal. Enjoy the community pool and relaxed, resort-style atmosphere while being just minutes from Marathon's shopping, dining, and endless Keys adventures. Whether you're looking for a turnkey vacation escape, a full-time residence, or a place to enjoy the best of the Florida Keys, this fully furnished condo delivers comfort, convenience, and location. Bring your suitcase and start enjoying the Keys--this one is ready for you! Schedule your private showing today.

15 Sombrero Blvd Unit 212W, Marathon

$679,999

3 Beds ⋅ 2 Baths ⋅ 621378 MLS

YOUR FLORIDA KEYS GETAWAY AWAITS! Welcome to your slice of paradise in the heart of Marathon! This beautifully updated 3-bedroom, 2-bath concrete home sits on an oversized lot and offers the ideal combination of modern comfort, durability, and exceptional outdoor living. Step inside and you'll find a move-in-ready home with no projects to tackle. The thoughtfully updated interior features tile flooring throughout, elegant quartz countertops, newer appliances, and beautifully renovated bathrooms. Impact windows and doors, a metal roof, and a newer A/C unit (2022) add comfort, efficiency, and peace of mind. The third bedroom is currently configured as a convenient walk-through office, making it an ideal setup for working from home, a private workspace, or a flexible bonus room. The space can easily be adapted to suit your needs, whether you envision it as a home office, guest space, hobby room, or traditional third bedroom. But the real magic happens outside. The oversized, fenced lot provides abundant space for parking multiple vehicles, boats, an RV, and all of your Florida Keys toys. The backyard is made for entertaining, featuring a charming tiki hut, plenty of room to relax, and ample space to add a pool and create your own private oasis. The home is also elevated on a crawl space, providing additional elevation compared with a typical ground-level home. Located on a quiet street in a desirable Marathon neighborhood, you're just a short walk from the oceanfront dog park and kayak launch. Restaurants, beaches, grocery stores, and boat ramps are all conveniently nearby, while Key West is approximately an hour away and Miami approximately two hours. Whether you're looking for a full-time residence, vacation retreat, or investment property, this home offers the flexibility and lifestyle you've been looking for. And for an easy transition into island living, the home can be sold furnished. All that's missing is you. Schedule your private sho

970 95th St, Marathon

$525,000

3 Beds ⋅ 3 Baths ⋅ 621343 MLS

3 bedroom 2.5 bath 3 Story Townhome at Townhomes of Sister's Creek in Marathon.

320 24th St, Marathon

$799,000

3 Beds ⋅ 3 Baths ⋅ 621323 MLS

Welcome to Villa #3, a turnkey, fully furnished 3-bedroom, 3-bath villa offering 1,493 sq. ft. in a private gated bayfront community in Marathon. With 7-day rentals allowed and rental income already being produced, this property offers excellent flexibility as a vacation rental, second home, or Florida Keys getaway. Beautifully decorated in warm coastal style, the villa features an open-concept living, dining, and kitchen area with bar seating, stainless steel appliances, and a fully equipped kitchen. The spacious layout includes two primary suites with en-suite baths, a third bedroom and full bath, washer and dryer, owner's closet, and multiple private balconies. Impact-resistant windows and doors and a pre-built elevator shaft add additional value. A standout feature is the expansive private concrete rooftop terrace with panoramic views of the Gulf, Vaca Cut and Marathon--perfect for sunset cocktails and entertaining. Outdoor amenities include covered parking for at least two vehicles, a grill, seating area, bait freezer, kayaks, and sunshades. The community offers a pool, dockage, and waterfront common areas with beautiful bay views. Association services include water, sewer, trash, landscaping, and pool maintenance. Fully furnished and ready to enjoy from day one, Villa #3 combines the Florida Keys lifestyle with the added advantage of weekly rental flexibility and income potential.

12400 Overseas Hwy Unit Villa 3, Marathon

$3,300,000

4 Beds ⋅ 4 Baths ⋅ 621321 MLS

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 turnkey home offers exceptional privacy, protected dockage and sweeping Gulf views with spectacular sunsets. Extensively updated, the home features a brand-new kitchen with custom cabinetry, a custom bar, updated flooring, new impact windows and doors, and new A/C units. New Hardie board siding accents the front exterior, adding texture and architectural character. The main level features the primary suite with a newly expanded and completely renovated bathroom. An additional guest bedroom enjoys marina views with a full bath nearby. A newly extended covered back porch off the living and dining rooms offers outdoor seating and dining overlooking the pool and Gulf. Upstairs, a secondary primary suite features a private full bath and walk-out balcony with stunning bay views, while another guest bedroom and half bath also enjoy expansive open-water views. Downstairs, a spacious covered patio and newly built tiki bar create additional entertaining space poolside. The pool has been beautifully re-tiled and refinished with new equipment, including a heater and chiller. A redone waterfront observation deck provides easy kayak access, views over the sandy bay bottom, and a front-row vantage point for spectacular sunsets. Protected dockage is just across the street in Stirrup Key's private marina. Boat slip D41 includes a new concrete walk-out dock and a 15,000-lb boat lift, with instant bay access and quick ocean access via Vaca Cut or Seven Mile Bridge. Additional features include a metal roof, garage, ground-floor storage, a fenced dog run, and mature tropical landscaping highlighted by a grove of gumbo limbo trees. Sunset Anchorage brings together open-water views, protected boating, privacy, and unforgettable Florida Keys waterfront living-offered turnkey and ready to enjoy from day one.

355 Stirrup, Marathon

$5,200,000

3 Beds ⋅ 3 Baths ⋅ 621314 MLS

Welcome to Your Private Oasis in the Heart of the Florida Keys! Discover this hidden gem, a secluded gated estate nestled amidst the stunning landscape of the Florida Keys. Located directly on the sparkling waters of the Atlantic Ocean with 120' of protected deep-water dockage on canal, this property is perfect for boating enthusiasts. This half-acre estate exudes charm and casual elegance, with wide, sweeping porches at both the front and back, providing the perfect setting for outdoor relaxation and entertaining. Inside, you'll find three spacious bedrooms, three luxurious baths, and a cozy den that offers versatile living space. Beautifully landscaped with mature tropical plants, this home features a stunning pool set amidst lush gardens, creating your own slice of paradise. Plus, you're just a short walk from the Millionaire FBO Jet Center, making travel to and from this exquisite location a breeze. Don't miss the opportunity to own this exceptional estate in the Florida Keys! Schedule your private showing today!

851 104th St, Marathon

$675,000

2 Beds ⋅ 3 Baths ⋅ 621306 MLS

Welcome to 117 Coco Plum Dr #D2, a beautifully updated and fully furnished townhouse in The Shores of Coco Plum, one of the Middle Keys' most desirable oceanfront communities. This spacious two-story residence blends modern comfort with relaxed coastal living in an intimate beachfront setting. The main level features soaring ceilings, abundant natural light, and an open living area that flows easily to a screened balcony, creating a comfortable spot for outdoor dining, morning coffee, or simply enjoying the ocean breeze. Upstairs, the primary suite offers its own private open-air balcony, along with a spacious layout and beautifully finished en-suite bath. Both upstairs bedrooms include private en-suite bathrooms, providing privacy and convenience for owners and guests alike. A half bath on the main level adds extra functionality for everyday living and entertaining. The remodeled kitchen features quality wood cabinetry, natural stone countertops, and stainless steel appliances, while wood-look tile flooring runs throughout the home for a clean, cohesive feel. Additional features include impact windows and doors, an indoor laundry closet with a full-size washer and dryer, and covered parking. The Shores at Coco Plum is an intimate 16-unit oceanfront community offering a heated swimming pool, tennis and pickleball courts, on-site storage, and direct access to one of the few long, walkable beaches in the Middle Keys. Whether you're swimming, snorkeling, paddling, walking the shoreline, or simply relaxing by the water, the best of Keys living is right outside your door. With its updated interior, private outdoor spaces, beachfront location, and fully furnished convenience, this townhome is well suited as a full-time residence, second home, or investment property.

117 Coco Plum Dr Unit D2, Marathon

$5,499,000

6 Beds ⋅ 6 Baths ⋅ 621304 MLS

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 Ave D, Marathon

$580,000

2 Beds ⋅ 2 Baths ⋅ 621274 MLS

Wake up to ocean views on the top (4th) floor of Coco Plum Beach Villas, an intimate 16-unit oceanfront community in Marathon. Step outside to sandy beach below and Atlantic views that stretch from sunrise to moonrise. This 2-bedroom, 2-bath, 1,280-square-foot condo features a split-bedroom layout, in-unit laundry, and covered parking. Residents enjoy an oceanfront pool, tiki hut, and tennis court, plus a rare stretch of walkable beach -- public access extends a half mile in either direction along this shoreline, a level of beach accessibility hard to find anywhere else in the Keys. Pet friendly up to 50 lbs. The unit is currently operating as an established weekly vacation rental with bookings already in place. Whether you're buying for full-time living, a second home, or turnkey investment. A tightly held small community where oceanfront rarely comes available. Make an appointment today.

135 Coco Plum Dr Unit 4C, Marathon

$5,399,000

8 Beds ⋅ 8 Baths ⋅ 621248 MLS

Looking for a truly unique opportunity in the Florida Keys? Check out these 2 Custom Luxury CBS Pool Homes that are side by side! Live in one, and rent the other, corporate retreats, weddings, vacation rentals, tons of options! Experience luxury waterfront living in these custom-built, new construction two-story concrete homes featuring 4 bedrooms and 4 private en-suite baths. Designed for entertaining, the open-concept layouts seamlessly blends indoor and outdoor living. The chef's kitchens 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. 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, these exceptional waterfront retreats offer the ultimate Florida Keys lifestyle. Set up your preview today!

835 & 837 Copa D Oro, Marathon

$2,695,000

2 Beds ⋅ 2 Baths ⋅ 621246 MLS

A rare combination of land, privacy, boating, and open-water living awaits on approximately half an acre of Gulf-front paradise in Grassy Key. With panoramic water views, a private beach, waterfront dock with a 20,000-pound boat lift, heated concrete pool, and lush tropical grounds, this property captures the very best of Florida Keys living. Surrounded by mature landscaping, the two-bedroom, two-bath residence enjoys a peaceful, private setting with beautiful Gulf views. Light-filled living spaces embrace the waterfront surroundings, while the kitchen features granite countertops and stainless steel appliances. Both bedrooms offer private baths for owners and guests alike. Step outside and the Keys lifestyle comes alive. Walk to your private sandy beach, lower the boat from your 20,000-pound lift for a day on the water, relax beside the heated pool, or watch the sun disappear over the Gulf from your own shoreline. Expansive grounds and tropical landscaping provide a level of space and privacy that can be difficult to find in the Keys. The property also boasts an exceptional rental history, consistently renting approximately 50 weeks per year and generating roughly $175,000 in annual rental revenue--a testament to the tremendous appeal of this waterfront setting. Whether you're searching for a private Keys retreat or a proven vacation rental investment, this Grassy Key property offers an extraordinary combination of lifestyle and opportunity. Private beach. Open Gulf views. Boating. Pool. Half an acre of tropical privacy. This is the Florida Keys lifestyle people dream about.

57457 Morton St, Marathon

$1,250,000

2 Beds ⋅ 3 Baths ⋅ 621219 MLS

Bonefish Yacht Club Townhomes, a Middle Keys premiere boating community cloistered around the 50 slip Bonefish Marina. Resort style living in this sought after oceanfront complex of only 34 homes. Conveys with A-16, a deep water, direct ocean access, 40' liveaboard boat slip. Buyer approval for the boat slip will be required through Bonefish Marina. Other amenities featured are; swimming pool, tiki, meticulously maintained tropical landscaping, tennis and private beach access. Unparalleled views of the marina and Key Colony Channel. Two story townhome with covered parking and secure angler's room on the lower level, kitchen, living, dining on the main level and two spacious bedrooms with full baths on the third floor. Private, open air balconies to enjoy both sunrise and sunset. Concrete construction, impact windows and metal roof. Excellent for a full time residence, Keys fishing getaway or investment property as a income producing weekly rental. A true pleasure to show.

96 Avenue C #4 &, Marathon

$1,195,000

3 Beds ⋅ 2 Baths ⋅ 621216 MLS

Discover the potential of this concrete constructed, waterfront pool home tucked away on tranquil Flamingo Island. Offering the ideal opportunity to renovate, personalize, and create your own Florida Keys retreat, this property features three bedrooms, two bathrooms, and nearly 1,300 square feet of interior living space. More than 600 square feet of screened porches invite relaxed indoor-outdoor living, while over 500 square feet of enclosed storage provides valuable additional space for boating gear, bicycles, fishing equipment, and more. Boaters will appreciate the newly constructed 60-foot wood dock, completed in 2025, along with excellent deep-water access through nearby Sister Creek. After a day on the water, unwind beside the concrete pool or enjoy the peaceful island surroundings. Additional improvements include a metal roof installed in 2020 and termite tenting completed in 2025 by Hammerhead Termite Control. Located behind the Florida Keys Golf and Country Club, Flamingo Island is a quiet, dog-friendly waterfront neighborhood close to everything Marathon has to offer. Take the golf cart to Sombrero Beach, Publix, nearby restaurants, and local conveniences. With superior concrete construction, substantial dockage, a private pool, generous outdoor living areas, and an inviting waterfront setting, this fixer-upper presents a rare blank canvas ready to be transformed into your ideal Keys escape.

105 Santa Barbara, Marathon

$445,000

1 Beds ⋅ 2 Baths ⋅ 621214 MLS

Bonefish Towers located on Coco Plum is all about the water views. This beautifully updated 1 Bedroom, 1.5 Bathroom 5th floor condo has been totally renovated only a few years ago and will be sold furnished. Elegant entrance, lobby, and entertainment areas. Relax by the heated pool, workout in the gym, enjoy the sauna, socialize on the pier, fish from the dock, and play on the tennis court. Bonefish Towers is a complex that has something for everyone. The property has onsite management, and security. If you are looking for a fine level of living, great amenities, and water views then this condominium complex just may be the one for you.

2000 Coco Plum Dr Unit 503, 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

$379,000

1 Beds ⋅ 2 Baths ⋅ 621184 MLS

Perched above the shimmering Coco Plum Channel, this beautifully reimagined one bedroom, one- and-a-half bath residence at Bonefish Towers offers ocean views from every window -- a rare opportunity to own in one of Coco Plum 's most coveted addresses. Thoughtfully renovated throughout, the residence showcases a crisp, coastal-inspired aesthetic complemented by raised ceilings in the master bath, kitchen, and foyer. Every detail has been elevated, from the brand-new impact windows and sliding glass doors to the updated air conditioning, kitchen, flooring, electric blinds and so much more. This home is being offered furnished. As one of only thirteen residences in the building with two balconies, it offers an exceptional setting for indoor-outdoor living and unobstructed water views. Resort amenities in the community include a heating swimming pool, update fitness center, tennis/pickleball court, waterfront tiki hut/fishing station, waterfront BBQ area, 24 hour security and plenty of parking. The building is in great shape with two new elevators, a new roof and new exterior paint.

2000 Coco Plum Dr Unit 302, Marathon

$3,450,000

5 Beds ⋅ 4 Baths ⋅ 621171 MLS

This tropical Sombrero Beach 2-Home Compound is set on a spacious 17,600 sq ft fenced lot with Pool, 2 Tikis and located just 2 properties in from the ocean. Fantastic deep water boating access from the 97' dock with 2 Boat Lifts, 15,000 lbs and 3,000 lbs. . The main house features 2,540 sq. ft. with 3 Bedrooms, 3 Full Baths and a spacious living room with direct Pool views, cathedral tongue-and-groove ceilings, a dedicated laundry room, and a thoughtful layout with a separate guest wing. The Primary Suite connects to a versatile sunroom with direct walk-out access to the Pool deck, while a full wall of sliding glass doors seamlessly connects the indoor and outdoor spaces. A covered walkway conveniently connects all front entrances. Guest will love the stand-a-lone 2 Bedroom 1 Bath 704 sq. ft. Guest House offers guests lots of privacy and conveniences with Living Room and morning Kitchen. Step outside to your own personal oasis, featuring a heated/chilled pool complete with a waterfall and a custom mural painted by a local artist. The outdoor entertaining area highlights two Tiki huts, one equipped with a built-in outdoor grill perfect for enjoying the Keys lifestyle. Built for peace of mind and ultimate convenience, the property includes a brand-new metal roof, impact windows for both homes, a whole-house generator powered by an in-ground propane tank, an outdoor shower, a storage shed, and a carport accommodating 4+ vehicles. Enjoy easy access to the nearby Marathon Jet Center, plus a short walk or bike ride to Sombrero Beach for breathtaking sunrises and sunsets and holiday festivities making this move-in ready or investment-ready Keys retreat truly complete.

69 Tingler Ln, Marathon

$2,899,000

5 Beds ⋅ 5 Baths ⋅ 621167 MLS

Brand-new waterfront construction in Marathon's desirable Coco Plum neighborhood, offering 5 bedrooms, 5 bathrooms, 3,458 square feet under air, and 5,204 total square feet across three thoughtfully designed levels. Boating and waterfront living take center stage with two 40+ foot slips, offering plenty of room for multiple vessels or personal watercraft and convenient access to the surrounding Keys waters. A private pool, spacious covered terrace, and summer kitchen overlooking the canal create an ideal setting for entertaining, relaxing, and enjoying life on the water. The ground level features a private bedroom, full bath, family room, and laundry closet, providing excellent flexibility for guests or additional living space. The main level showcases an expansive open-concept great room with kitchen, dining, and living areas, along with custom cabinetry, quartz countertops, a built-in cocktail bar, separate coffee bar, an additional bedroom with en-suite bath, guest bath, and a covered terrace with canal views. Upstairs, the spacious primary suite offers a walk-in closet, luxurious en-suite bath, and private waterfront terrace. Two additional bedrooms, a shared bath, and a second full laundry room with mop sink and linen storage add convenience. Built with CBS construction, impact-resistant windows and doors, a metal roof, and dual-zone A/C, the home also features wood and stone flooring, porcelain tile, custom cabinetry, and professionally designed landscaping. With substantial dockage, direct access to the water, a private pool, and multiple waterfront terraces, this exceptional new residence is designed to fully embrace the Florida Keys boating lifestyle.

111 Ave D, Unit 2, Marathon

$2,395,000

4 Beds ⋅ 3 Baths ⋅ 621168 MLS

New construction waterfront living in the heart of Coco Plum. This beautifully designed 4-bedroom, 3-bath residence combines modern coastal style, exceptional outdoor living, and direct boating access in one of Marathon's most desirable waterfront neighborhoods. Thoughtfully positioned to take advantage of the setting, the home offers expansive open-water views from nearly every room and a bright, open-concept layout designed for both everyday living and entertaining. The main living level features a spacious living and dining area surrounded by natural light and water views, along with two guest bedrooms and a full bath. Upstairs, two generously sized primary suites each feature private en-suite baths and elevated panoramic views, creating peaceful private retreats above the water. Outdoor living is a true highlight, with three covered terraces spanning both levels, a large resort-style pool, and a convenient poolside prep station with sink and storage. Whether hosting guests, relaxing by the pool, or enjoying a quiet morning overlooking the water, the home is designed to embrace the Florida Keys lifestyle. Boaters will appreciate approximately 50 feet of deep-water dockage with quick ocean access, along with a fish-cleaning station, bait freezer, and covered parking for added convenience. Ideally located near Coco Plum Beach and just minutes from Marathon's dining, shopping, and attractions, this newly constructed waterfront residence offers an exceptional combination of modern comfort, boating access, privacy, and island living, perfect as a full-time residence, vacation retreat, or investment property.

171 Ave D, Marathon

$409,999

1 Beds ⋅ 1 Baths ⋅ 621165 MLS

This beautifully updated one-bedroom, one-bath condo sits on a 200-foot-wide canal with 4-foot control depth and an assigned boat slip which is number 32- second from boat ramp and measures approximately 16+ wide by 46+ long. No bridges between you and open water. When you step inside, you are greeted by fresh color palette, quartz countertops, stainless appliances, new flooring, and a walk-in closet. This is truly a move-in-ready retreat. Step onto the balcony for harbor views and sunsets that don't get old. Licensed for weekly rentals (7-night minimum, annual renewal inspection required), this unit comes with a proven rental history and repeat guests -- real, healthy income, on file. Coco Plum Terraces itself is well run, with strong HOA financials and reserves behind it, offering a heated pool, tiki hut, tennis court, boat ramp, and trailer parking. All financing terms considered. Steps from Coco Plum Beach and minutes from Marathon's local favorites like Sparkys landing restaurant, marinas, and the airport for easy in-and-out access. This stretch of Marathon still holds that quiet, unhurried Keys feel.

105 Ave D Unit APT 113, Marathon

$1,299,000

4 Beds ⋅ 3 Baths ⋅ 621156 MLS

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, the home is convenient to Curry Hammock State Park, Dolphin Research Center, waterfront dining, marinas, fishing, diving, paddling and the Florida Keys Overseas Heritage Trail. Whether envisioned as a full-time residence or a private Florida Keys retreat, 235 Tropical Avenue feels connected to its surroundings, offering a spacious and secluded setting from which to experience the water, wildlife and easy rhythm of Grassy Key.

235 Tropical Ave, Marathon

$1,195,000

5 Beds ⋅ 5 Baths ⋅ 621154 MLS

Plenty of room to live your best life! Enjoy the resort style backyard and the multi-generational flexibility of 2,500 square feet under air at 8055 Tuna Drive. This spacious Keys home offers the best of both worlds: room for the whole family and more, with a separate guest option. The main house features 4BR/3.5BA, with the Master suite opening directly to the pool deck. Attached, with its own discreet entrance, is a fully self-contained 1BR/1BA mother-in-law suite offering true privacy from the main home. Prepare for large crowd in the well designed kitchen with loads of counter space. The backyard is the showstopper -- a sprawling 11,186 sq ft lot with lush privacy landscaping surrounding an in-ground pool, outdoor kitchen, and tiki bar. A convenient half cabana bath keeps guests poolside without ever heading in. Set in one of the Keys' best non-waterfront neighborhoods, this resort-feel outdoor space makes every day feel like vacation. All photos displaying furniture are Virtually Staged

8055 Tuna Dr, Marathon

$999,000

3 Beds ⋅ 3 Baths ⋅ 621097 MLS

THE LOWEST-PRICED UNIT CURRENTLY ON THE MARKET AT INDIGO REEF, OFFERED UNDER $1 MILLION! An incredible opportunity to own in one of Marathon's most sought-after Gulf-front communities at a price rarely seen. Fully Furnished, turn-key, and ready for its next owner! Tucked away on more than 10 acres along the Gulf of Mexico, Indigo Reef offers the perfect combination of privacy, resort-style amenities, boating, and convenience, all just minutes from the heart of Marathon. Villa 23 is a spacious 3-bedroom, 2.5-bath townhome offering approximately 1,600 sq. ft., an open-concept floor plan, vaulted ceilings in the primary bedroom, and beautiful, unobstructed Gulf views from inside the villa and its covered porches. Freshly painted interior in 2025, the home features tile flooring, granite countertops, stainless steel appliances, and comes fully furnished and turn-key. For boaters, a separately deeded 35-ft boat slip conveys with the property and is located just steps from the villa, with quick access to both the Gulf and Atlantic through Vaca Cut. Spend the day fishing or boating, then come home, pour a Key lime margarita, and watch another unforgettable Keys sunset from your own Gulf-view porch. Indigo Reef offers a heated resort-style pool, fitness room, ice machine, kayak storage, lush tropical grounds, gated entry, and generous owner storage in the climate-controlled HOA building with room for bikes, fishing gear, and more. The villa also includes a covered parking space conveniently located near the unit, with additional parking available. Weekly vacation rentals are permitted, offering flexibility as a vacation home, investment property, or your own private Keys escape. With open-water views, deeded boating, resort-style amenities, weekly rental potential, furnishings included, and a price under $1M, Villa 23 represents an exceptional opportunity at Indigo Reef. Don't miss your chance to own a piece of the Keys lifestyle at an incredible value. 3D tour ava

11600 1st Ave Unit 23, Marathon

$469,000

2 Beds ⋅ 2 Baths ⋅ 621093 MLS

Waterfront living with designated dockage at a price point that's increasingly hard to find in the Florida Keys. Welcome to Coral Club, ideally located in Marathon's highly desirable Sombrero Beach neighborhood. This spacious 2-bedroom, 2-bath condominium offers an open floor plan, a versatile bonus room perfect for an office or additional guest space, and a private balcony overlooking the canal. Start your mornings with coffee by the water, watch marine life pass by, and enjoy having your boat just steps from home with the opportunity for a designated dock slip, a standout feature in this price range. When you're not out on the water, Sombrero Beach is just a short walk or bike ride away, while grocery stores, restaurants, and the conveniences of Marathon are all nearby. Coral Club offers a heated swimming pool, clubhouse with full kitchen, tiki hut, and private storage room for fishing rods, bikes, beach gear, and all the toys that come with Keys living. Whether you're searching for a full-time residence, weekend escape, or investment property, this is an opportunity to enjoy the best of the Florida Keys lifestyle - waterfront living, dockage, pool, Sombrero Beach, and resort-style amenities all in one location.

389 N Anglers Dr Unit 206, Marathon

$1,399,000

3 Beds ⋅ 2 Baths ⋅ 621089 MLS

Canal-front living takes center stage at this 3-bedroom, 2-bath Marathon retreat, where boating, outdoor living, and relaxed island style come together in one inviting setting. The bright interior features an open living, dining, and kitchen layout with warm flooring, abundant natural light, and an easy flow for everyday living and entertaining. The kitchen is finished with white cabinetry, granite countertops, stainless-steel appliances, a spacious peninsula, and a coastal-inspired backsplash. One of the home's standout features is the expansive covered and screened balcony, offering a comfortable shaded space for dining, entertaining, or simply relaxing while enjoying the tropical surroundings and views toward the canal. From there, the living space continues outdoors to the waterfront below, where generous dockage provides convenient access to the water. The private pool and surrounding patio create a true backyard retreat, with additional covered space beneath the home for lounging, entertaining, and storing all the gear that comes with life in the Keys. A spacious paver driveway and covered parking add even more convenience. Additional features include a metal roof, updated windows and doors, renovated kitchen and bathrooms, paver driveway, private pool and patio, and covered parking beneath the home. Offered furnished, this waterfront home is ready to enjoy as a full-time residence, vacation getaway, or income-producing vacation rental. With its canal-front setting, private pool, expansive screened outdoor living space, and easy access to the water, it offers an appealing combination of Florida Keys lifestyle and investment potential.

275 30th St, Marathon

$1,600,000

3 Beds ⋅ 3 Baths ⋅ 621041 MLS

Experience the best of waterfront living at Cobia Point, a stunning 3-bedroom, 2.5-bathroom condominium perfectly positioned along the beautiful waters of Boot Key Harbor. Offering approximately 2,440 sq ft of living space, this exceptional residence seamlessly blends sophisticated indoor comfort with the relaxed beauty of the Florida Keys. Expansive harbor and open-water views take center stage, while the generous wraparound porch creates an effortless extension of the living space. Watch boats cruise through the harbor, enjoy spectacular nightly sunsets, and appreciate the golf course just outside your front door. The residence has been thoughtfully updated for comfort, convenience, and peace of mind. The kitchen features brand new appliances, complemented by a brand new washer and dryer. Two brand-new air conditioning units and two tankless water heaters. Impact hurricane windows throughout provide added protection and peace of mind, and all the windows and porch are equipped with electric hurricane shutters for additional storm protection. Residents enjoy a crystal-clear waterfront pool overlooking Boot Key Harbor, providing an idyllic setting for relaxing and soaking up the Keys lifestyle. Covered parking and the storage is exceptionally generous. One storage unit is conveniently located just outside the residence on the second floor, perfect for everyday items. The second is located downstairs and offers an impressive amount of room--ideal for storing bikes, fishing equipment, beach gear, and all the outdoor toys that make Keys living so enjoyable. For boating enthusiasts, Unit 2B includes a 30 ft deeded boat slip located directly on the harbor, offering convenient access to the water. Both the state- and city-required Building Recertification process will be completed in November. The Structural Integrity Reserve Study was completed, and the required reserves are being funded, reflecting proactive management and long-term financial stability.

1515 Sombrero Blvd Unit 2B, 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, Marathon

$1,539,000

3 Beds ⋅ 2 Baths ⋅ 621017 MLS

Proven rental income meets the Florida Keys lifestyle in this solid CBS Marathon home featuring 60 ft. of concrete dockage with instant Gulf access. This well-established weekly rental property averages $105K in annual gross rental income and boasts 144 VRBO reviews with a 9.8 rating. (Future rentals must be honored by buyer). Enjoy a heated cocktail pool with sun shelf and waterfall spa, plus a fenced, low-maintenance yard and ample paver parking for boat trailers, RVs, and vehicles. Additional highlights include impact windows and doors, a metal roof and two storage sheds. Come see why this established, beloved neighborhood is such a special place to call home!

1791 Grouper Dr, Marathon

$2,395,000

4 Beds ⋅ 3 Baths ⋅ 621014 MLS

Fantastic opportunity in Marathon's desirable Sombrero Beach area! Built in 2020, this beautifully designed 4-bedroom, 3-bath waterfront pool home offers 2,464 sq. ft. of comfortable living space and 100ft of dockage for ultimate enjoyment of boating, outdoor living and the easy, island atmosphere you come to the Keys for! Fully furnished and thoughtfully appointed - the open kitchen, dining and living area create an easy gathering space for family and friends, while spacious waterfront balconies on both levels invite you outside to enjoy the views and tropical breezes. On this level you also have a guest bedroom, full bath and separate laundry room for convenience. On the top floor, an ample primary suite offers an en-suite bath, walk in closet & covered balcony. Just down the hall there are 2 more sizable guest bedrooms and a spacious hall bath. Downstairs, the covered entertainment area extends the living space outdoors--perfect for relaxing after a day on the water, entertaining around the pool or simply enjoying life at a slower pace. Store your water toys fishing & boating accessories securely in the garage for easy access. The 10,000sqft lot allows for plenty of parking etc. For the boater, 100 feet of composite dockage along a serene canal provides direct access to open water. And when the beach is calling, beautiful sandy Sombrero Beach is just a short walk away. Central Marathon location is close to shopping, dining, attractions & more. Whether you're searching for a full-time Keys home, a vacation retreat or an investment property, this custom home offers the flexibility to enjoy it your way. Currently operating as an active weekly vacation rental, offering the added ease & opportunity for income when you're not here enjoying it yourself. Come experience the beauty of ocean life - the easy pace, boating and beach days that make living in the heart of the Florida Keys so special.

211 S Anglers Dr, Marathon

$795,000

3 Beds ⋅ 2 Baths ⋅ 621012 MLS

Welcome to Seawatch condominiums unit 6203. This unit is spacious and inviting, just waiting for you to make it home. Wide open floor plan living area that is expanded further with one bedroom opened up as a den offering additional lounge or flex space. The unit has been updated throughout with bamboo flooring, new kitchen, custom primary bath, and a large wrap around screened porch. The Seawatch complex offers a complete collection of amenities anywhere in the Keys including: extra large resort sized pool, spa, pool cabana and bathhouse, fully equipped gym, clubhouse, tennis courts, pickleball courts, boat storage barn, marina, elevator access and fully gated for additional privacy. Call today for more information and to set a time to view this unit today.

6203 Gulf Of Mexico Blvd Unit 203, Marathon

$550,000

1 Beds ⋅ 2 Baths ⋅ 621005 MLS

Experience elevated Florida Keys living at Ocean Isles Fishing Village, a beautifully rebuilt seven-acre oceanfront community in the heart of Marathon. This turnkey townhouse combines waterfront living, direct oceanfront boating access, and exceptional rental flexibility. With seven-day rentals permitted and vacation rentals already in place, this property is ideal as a vacation getaway, income-producing investment, or full-time Keys residence. The $777 monthly maintenance fee includes flood and wind insurance, adding value and peace of mind. Built with concrete block construction and elevated above flood elevation, this two-story townhouse offers comfortable and stylish Keys living. The first floor features a spacious living room, fully equipped kitchen with granite countertops and a large center island, elegant gray tile flooring, and a convenient half bath. Upstairs, the oversized primary bedroom and full bathroom provide a relaxing retreat, along with additional living space perfect for unwinding after a day on the water. Outside, enjoy the quintessential Florida Keys lifestyle with an Olympic-size waterfront pool overlooking the ocean and marina. Boaters will appreciate the private boat ramp and community boat docks, along with the newly rebuilt seawall, bulkhead, and protected marina sheltered by Jack Tar Flats. Enjoy direct access to the water for fishing, diving, snorkeling, or simply cruising the beautiful Keys. Whether you're looking for a vacation home, a proven rental opportunity, or your own full-time retreat, this Ocean Isles townhouse offers a rare opportunity to combine waterfront living, boating, and investment potential in one exceptional Florida Keys community.

10877 Overseas Hwy Unit APT 97, Marathon

$585,000

2 Beds ⋅ 3 Baths ⋅ 620992 MLS

Enjoy condo living on the Gulf in this two bedroom 2-1/2 bath elevated unit with covered parking for up to 3 vehicles. Excellent choice for a full-time residence, Keys fishing getaway or investment property. Weekly vacation rentals are allowed within this complex. Nicely landscaped, well maintained condo community with dockage, heated pool, and pickleball court. Upstairs is master bedroom with ensuite bathroom, guest bedroom, and full hall bath. Downstairs is an open floor plan with living room, kitchen, dining room, and half bath. Balconies on both levels, new hurricane impact windows and doors, metal roof, concrete construction. Boaters will love the finger piers directly on the Gulf with instant ocean and Gulf access. Vaca Channel is minutes away. New HVAC with heat, new dishwasher, new disposal, new stove and hood. Offered furnished including new queen sleeper sofa, 3 smart TV's.

12690 Overseas Hwy Unit APT 52, Marathon

$1,400,000

4 Beds ⋅ 3 Baths ⋅ 620983 MLS

Prime waterfront living on Sombrero Beach Road! This vibrant 4BD/3BA retreat (1,840 sq. ft.) delivers the total Florida Keys lifestyle. Walk to sandy Sombrero Beach, keep your boat at your private 30-ft dock with direct ocean access, and relax in your secluded tropical backyard with a private in-ground pool. An ideal personal getaway or income generator, boasting $45k+ rental income in 2025 and $60k+ in 2026. Beach, boat, pool, and proven performance--schedule your private tour today!

241 Sombrero Beach Rd Unit # 1, Marathon

$1,439,000

4 Beds ⋅ 3 Baths ⋅ 620960 MLS

Welcome to 219-2 Sombrero Beach Road, a 4-bedroom, 3-bath waterfront retreat where mornings can begin with a walk to Sombrero Beach, afternoons can be spent on the boat, and evenings end around your private pool beneath the palms. The location is the difference. From here, one of Marathon's most loved beaches is just moments away, while 31 feet of private dockage puts the ocean within easy reach. Whether the day calls for fishing offshore, snorkeling, a sandbar run, or simply staying home by the pool, this property makes it remarkably easy to enjoy the reasons people come to the Florida Keys in the first place. Inside, 1,840 square feet offers four spacious bedrooms, three baths, an open living area, abundant natural light, and a relaxed coastal atmosphere designed for gathering. Outside, tropical landscaping surrounds a private pool and cabana-style entertaining area, creating a secluded space for long afternoons, dinners outside, and time with family and friends. And for buyers looking beyond the lifestyle, the numbers deserve attention. The property generated $115,000 in rental income in 2025, offering an established income history in one of Marathon's most recognizable vacation destinations. Current annual insurance costs are also notably attractive for a waterfront property, with approximately $4,262 for wind and $1,520 for flood insurance. That combination is difficult to replicate: Sombrero Beach within walking distance, your boat at the dock, a private pool in the backyard, four bedrooms for family and guests, and the ability to generate meaningful vacation-rental income when you're away. This isn't simply a place to own in the Florida Keys. It's a property designed to let you actually use them. Beach. Boat. Pool. Income. It's all here.

219 Sombrero Beach Rd Unit # 2, 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

$16,000,000

4 Beds ⋅ 3 Baths ⋅ 620952 MLS

Own an entire private island in the heart of the Florida Keys. Located just ¼ mile offshore from Marathon, East Sister Rock Island offers extraordinary privacy surrounded by turquoise waters, yet remains only minutes from the mainland. The property encompasses approximately 6.5 acres, including approximately 5.8 acres of surrounding seabed that create an exceptional marine setting for snorkeling, swimming, kayaking, paddle boarding, fishing and exploring the crystal-clear waters of the Keys. At the center of the island is a beautifully updated 3-bedroom, 2-bath main residence with a detached guest house, offering over 5,000 total SF of living and entertaining space. Recent interior renovations include a beautifully updated kitchen with gorgeous countertops and modern finishes. A 12-foot-wide wraparound veranda captures panoramic water views, Atlantic sunrises and spectacular Florida Keys sunsets. Designed for the ultimate island lifestyle, the property features a waterfront pool and spa, tropical landscaping, multiple outdoor lounging and dining areas, and a 100-foot deep-water dock with ample dockage. World-class fishing, diving, snorkeling, boating and water-sports begin just outside your door. East Sister Rock is equipped for self-sufficient island living with solar and wind power, battery storage, backup generator, desalination system and substantial freshwater cistern capacity. A private helipad provides an additional point of access. Few properties offer this combination of privacy, accessibility, marine surroundings and established island infrastructure. Seller is also open to exploring select Joint Venture opportunities. Note the sale includes 99 E Ocean Drive on the mainland which has a private dock space.

1 E Sister Rock Is, Marathon

$1,499,000

4 Beds ⋅ 3 Baths ⋅ 620915 MLS

Discover Exceptional Waterfront Living on a Protected Lagoon in Marathon! Nestled in a quiet and highly desirable Marathon neighborhood, this beautifully updated 2,328 sq. ft. waterfront residence offers the ultimate Florida Keys lifestyle. Offered turnkey and fully furnished--with seller financing options available--this property also holds incredible potential as a weekly vacation rental. Inside, enjoy bright, open living areas featuring 4 bedrooms and 3 full bathrooms, plus a generous bonus room/den--perfect for a home office, media room, or potential 5th bedroom. The showstopping interior features a rare, one-of-a-kind indoor pool! In a truly unique layout, every bedroom features French doors that open directly onto the indoor pool deck, offering private access for family and guests alike. Step outside to 30 feet of dockage on a protected lagoon with quick access to the Ocean and Gulf. Don't miss this rare opportunity for luxury, tranquility, flexible purchasing terms, and income-generating potential!

1220 122nd St, Marathon

$2,800,000

4 Beds ⋅ 4 Baths ⋅ 620899 MLS

Welcome to prestigious Sombrero Isle, one of the Middle Keys' most exclusive waterfront communities. This exceptional 4-bedroom, 4-bath residence blends timeless elegance with the relaxed luxury of the Florida Keys lifestyle. Step inside to a grand living room highlighted by soaring volume ceilings, gleaming marble floors, a gracefully curved staircase, and a wraparound mezzanine that leads to the spacious bedrooms and private guest quarters. Designed for both everyday living and entertaining, the home offers an open, inviting atmosphere with impressive Mediterranean architectural details throughout. The well-appointed kitchen features granite countertops, stainless steel appliances, and abundant cabinetry, providing both style and functionality. Outdoors, enjoy your own tropical retreat with a heated freeform swimming pool and over 40 feet of dockage with approximately 5 feet of controlling depth, offering convenient access for a variety of boats. Nestled within the private island community of Sombrero Isle, this intimate enclave consists of only 32 waterfront homes, each situated on approximately one-half acre. Boaters will appreciate the quick access via Sister's Creek to the Atlantic Ocean and some of the finest fishing and diving waters in the United States. Residents also enjoy close proximity to the renowned Sombrero Beach, scenic parks, shopping, fine dining, and vibrant local restaurants and waterfront bars. Marathon International Airport is just 10 minutes away, making travel to and from paradise effortless. Experience the perfect combination of luxury, privacy, and premier boating access in one of Marathon's most coveted waterfront neighborhoods.

121 Calle Ensueno, Marathon

$1,100,000

2 Beds ⋅ 3 Baths ⋅ 620886 MLS

Experience waterfront living at its finest in this beautifully remodeled 2-bedroom, 2.5-bath condominium in the highly sought-after Gulfpointe I Condominiums. One of the few communities in the Marathon area that permits weekly vacation rentals, this property offers an exceptional opportunity as a full-time residence, vacation getaway, or income-producing investment. Step inside to an open-concept living space filled with natural light and breathtaking open Gulf views. The completely updated kitchen is a showstopper, featuring quartz countertops, custom cabinetry, stainless steel appliances, a farmhouse sink, designer tile backsplash, oversized island with seating, and modern finishes throughout. The spacious living and dining areas flow seamlessly to a private waterfront balcony, creating the perfect setting for entertaining or relaxing while taking in spectacular water views. A stylish half bath completes the main level. Upstairs, the waterfront primary suite offers its own private balcony with panoramic Gulf views, a beautifully renovated en-suite bath with dual vanities and a walk-in glass shower, and generous closet space. The guest bedroom is equally spacious and is served by an updated full bath. Enjoy resort-style amenities including a waterfront swimming pool, tennis courts, beautifully maintained tropical grounds, and first-come, first-served dockage accommodating boats up to 30 feet. Covered parking, multiple balconies, and stunning sunrise views complete this incredible Florida Keys retreat. Whether you're searching for a primary residence, vacation home, or weekly rental investment, this move-in-ready waterfront condo offers the best of the Florida Keys lifestyle.

12690 Overseas Hwy Unit APT 34, 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

$1,600,000

2 Beds ⋅ 2 Baths ⋅ 620832 MLS

2-bedroom, 2-bathroom home in Grassy Key, featuring a deep-water dock with easy access to the ocean, just a short ride away from its Gulf-side location. Enjoy a beautiful pool and ample parking space, along with breathtaking sunsets from your backyard paradise! Each bedroom boasts its own en-suite bathroom, ensuring comfort and privacy. A perfect investment opportunity or a dream retreat!

57477 Morton St, Marathon

$509,000

2 Beds ⋅ 2 Baths ⋅ 620785 MLS

Beautifully updated 2BR/2BA Island Club waterfront condo on a canal with first-come, first-served dockage just steps from your back door with direct ocean access. The spacious living area and screened lanai overlook the canal, providing the perfect place to relax and enjoy peaceful water views. Decorated with a modern tropical flair, this bright and inviting condo features a well-equipped kitchen with all the conveniences you need and a view of the water. Island Club offers outstanding resort-style amenities, including a large heated and chilled pool, waterfront tiki hut, barbecue grills, bicycle racks, kayak storage, and an air-conditioned clubhouse with a full kitchen, pool table, and ping pong table for entertaining and private gatherings. Whether you're looking for a full-time residence or investment property, this waterfront gem offers the ideal island lifestyle.

9 Sombrero Blvd Unit 108, Marathon

$599,000

2 Beds ⋅ 2 Baths ⋅ 620721 MLS

PRIME 40' ASSIGNED BOAT SLIP • PRIVATE BOAT RAMP • 7-DAY RENTALS • TURNKEY • EXCEPTIONALLY RENOVATED • ELEGANTLY APPOINTED Beautifully and extensively renovated, this 2-bedroom, 2-bath second-floor residence has been thoughtfully redesigned with quality craftsmanship and meticulous attention to detail. Professionally designed and offered fully furnished, this move-in-ready condo blends comfort, style, and effortless Florida Keys living. One of its standout features is the assigned 40-foot boat slip, perfectly positioned and visible from your private balcony--an ideal spot to enjoy your morning coffee while keeping an eye on your boat. The residence comfortably accommodates up to six guests with a sleeper sofa and has primarily been enjoyed as a private Florida Keys retreat, while also offering the flexibility of 7-day rentals for owners who wish to generate rental income. Just a short walk from your door, you'll find the marina, where your assigned slip provides quick and convenient access to open water. Boating enthusiasts will appreciate the exceptional amenities, including a private boat ramp and a heated/chilled pool--everything needed to make the most of the Florida Keys lifestyle. Ideally located in the heart of Marathon, this exceptional residence offers the perfect combination of upscale finishes, convenience, and outstanding boating amenities. Whether you're looking for a full-time residence, a vacation getaway, or an investment property, this turnkey condo is a rare opportunity to enjoy island living with effortless access to some of the best boating and fishing the Florida Keys has to offer.

107 Ave D Unit APT 208, Marathon

$1,175,000

2 Beds ⋅ 3 Baths ⋅ 620715 MLS

Exceptional investment opportunity in the exclusive Bonefish Yacht Club -- one of the few Florida Keys communities permitted for lucrative short-term 7-day vacation rentals, making this a standout income-producing residence with strong year-round rental demand. This unit will convey with a deeded boat slip in Bonefish Marina, a separate condo association, buyer approval is required. This slip offers direct access to world-class fishing, diving, and cruising grounds, a major draw for vacation renters and boating enthusiasts alike. Set among just 34 single-family attached residences across more than four acres of beautifully maintained tropical grounds, this 1,464 sq. ft. townhome offers light-filled, three-level living. The main level features an open-concept kitchen with brand-new stainless steel appliances, a dedicated dining area, and a living space that flows seamlessly to a waterside balcony overlooking the marina -- perfect for alfresco dining and entertaining. Upstairs, the spacious primary suite includes a private waterfront balcony, walk-in closet, and en-suite bath, while the guest suite enjoys its own balcony, full bath, and generous closet space. The ground level offers a private tiled garage and storage area, ideal for vehicles, fishing gear, and water toys. Residents and guests enjoy resort-style amenities including a heated and chilled pool with expansive sun deck, tiki lounge with wet bar, tennis and pickleball courts, and a private community beach. Combining luxury waterfront living, world-class boating access, and exceptional 7-day rental income potential, this residence is a rare opportunity in one of the Florida Keys' most sought-after rental-approved communities -- ideal as a full-time home, second residence, or high-performing investment property.

96 Avenue C #3 &, Marathon

$2,989,000

4 Beds ⋅ 5 Baths ⋅ 620683 MLS

BRAND NEW CONSTRUCTION * LICENSED VACATION RENTAL WITH RENTALS IN PLACE FOR 2026 & 2027. Indulge in the art of refined coastal living in this brand new luxury waterfront residence, where timeless elegance meets modern design across four bedrooms and four and a half baths, thoughtfully crafted for both elevated comfort and effortless entertaining. Boasting an impressive 99 feet of composite dockage, this exceptional property invites carefree days on the water, while the resort-style outdoor setting captivates with a sparkling pool, a spa that transforms into a rejuvenating cold plunge, and a beautifully designed backyard finished with lush turf, elegant pavers, and full fencing for privacy. Inside, a spacious open concept living and dining area unfolds with impeccable attention to detail, highlighted by sophisticated champagne bronze finishes and stunning wood plank tile that flows throughout, creating a warm yet contemporary ambiance. A private elevator provides effortless access to every level, including the expansive 880 square foot enclosed lower level, designed as the ultimate entertainment retreat featuring a sleek wet bar and dual impact glass doors that open on demand to blend indoor and outdoor living in a truly dramatic fashion. Each bedroom serves as its own private sanctuary, complete with a luxurious ensuite bath, offering comfort, privacy, and a sense of exclusivity for both residents and guests alike. This is more than a home, it is a statement of lifestyle, where every detail has been curated to deliver the pinnacle of waterfront luxury living. Property is being sold turnkey and vacation rental ready.

300 N Anglers Dr, Marathon

$995,000

3 Beds ⋅ 3 Baths ⋅ 620681 MLS

Experience the best of the Florida Keys in this beautifully appointed 3-bedroom, 2.5-bath waterfront townhome in the desirable Bonefish Townhomes community. Offering panoramic Atlantic Ocean and canal views, this property is designed for those who love life on the water. A 62-foot deeded boat slip with a lift is located just outside your back door, making it effortless to head offshore or enjoy quick access to both the Atlantic Ocean and the Gulf through nearby Vaca Cut. Four private balconies provide multiple spaces to relax, with two overlooking the open water and two offering views of the marina. The lower balcony features a spiral staircase leading directly to your dock for ultimate convenience. Inside, the split-bedroom floor plan offers comfort and privacy, while the open living spaces are filled with natural light and designed to maximize the surrounding water views. Covered parking, generous storage, and room for all your boating and fishing gear complete the package. Residents of Bonefish Townhomes enjoy resort-style amenities, including a heated and chilled pool, tennis and pickleball courts, a spacious tiki gathering area, and a scenic walking and biking path throughout Coco Plum. Coco Plum Beach is also just a short stroll away. Whether you're searching for a primary residence, vacation getaway, or investment opportunity, this property checks every box. Weekly rentals are permitted with a 7-day minimum, making it an excellent option for those looking to generate rental income while enjoying the Florida Keys lifestyle. Schedule your private showing today and discover why Bonefish Townhomes remains one of Marathon's most sought-after waterfront communities.

95 Coco Plum Dr Unit 2D, Marathon

$729,000

2 Beds ⋅ 3 Baths ⋅ 620672 MLS

Wake up to wide-open Gulf views from this beautifully maintained residence in Gulfpointe Two, a sought-after waterfront community in the heart of Marathon. Designed to make the most of its coastal setting, the home offers multiple private balconies, bright open living spaces, and water views that create a relaxing backdrop throughout the day. The main living level features a spacious open-concept layout connecting the kitchen, dining area, and living room. Large windows and sliding glass doors fill the space with natural light while showcasing the Gulf beyond. The updated kitchen is designed for both everyday living and entertaining, with granite countertops, abundant cabinetry, stainless steel appliances, a generous breakfast bar, and plenty of workspace. Coastal furnishings and clean finishes complement the easygoing Keys atmosphere. Upstairs, the primary bedroom provides a peaceful private retreat with access to its own balcony and beautiful views across the water. From morning coffee to sunset cocktails, the outdoor spaces offer the perfect place to enjoy the sea breeze and watch boats pass in the distance. Gulfpointe Two is a well-maintained waterfront community offering a heated pool with a chiller for added comfort during the warmer summer months. Gulfside dockage with finger piers is available to owners on a first-come basis and can accommodate boats up to approximately 36 feet. Boaters will appreciate the convenient access to both the Gulf and Atlantic, with Vaca Channel just minutes away. Weekly vacation rentals are permitted, providing excellent flexibility for use as a full-time residence, seasonal getaway, or income-producing investment. Centrally located near Marathon's restaurants, shopping, marinas, beaches, and everyday conveniences, this inviting waterfront property delivers the views, boating access, and relaxed island lifestyle buyers come to the Florida Keys to enjoy.

12690 Overseas Highway Unit 413, Marathon

$1,199,000

3 Beds ⋅ 3 Baths ⋅ 620657 MLS

Rarely available end-unit townhome in the highly coveted, gated community of Indigo Reef! Because Unit 26 is a premium end-unit, it is bathed in abundant natural light and offers an expansive, airy feel that feels more like a private single-family home. This meticulously maintained 3-bedroom, 2.5-bathroom retreat features beautiful, durable LVT flooring throughout the downstairs living areas, complemented by tastefully updated, stylish furniture. Upstairs, you will find low-maintenance, clean tile flooring spanning all three bedrooms. Enjoy gorgeous Gulf views directly from the comfort of both your living room and your private primary suite--each complete with its own covered porch to drink in those spectacular Florida Keys breezes and sunsets. Delight in total peace of mind with mechanical and structural updates already taken care of, including an A/C system that is only 4 years old and a roof valley professionally replaced in 2024. Head down to your deeded 35-foot boat slip--perfect for quick access to world-class fishing and diving. The resort-style amenities are second to none, boasting a magnificent pool surrounded by lush tropical landscaping, a fitness center, and convenient covered parking. Weekly rentals are permitted, and this property is already an established vacation home with an excellent, proven rental history. Whether you are looking for a turnkey investment property, a dream getaway, or a permanent island home, Unit 26 offers the ultimate Florida Keys lifestyle. Schedule your private showing today!

11600 1st Ave Unit 26, Marathon

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