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$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
$649,000
1 Beds ⋅ 1 Baths ⋅ 620950 MLS
Opportunity awaits on 82nd Street Ocean in Marathon! Located on the oceanside in the desirable Lida Subdivision, this canal front property offers an exciting opportunity to own a piece of the Florida Keys waterfront lifestyle. Featuring approximately 50 feet of concrete dockage with quick and convenient access to the Atlantic Ocean, this property is ideally positioned for boaters looking to spend more time on the water. Currently improved with a 1 bedroom, 1 bath manufactured home, the real opportunity lies in the waterfront setting and its future potential. Much of 82nd Street has transformed over the years with newer elevated single family homes, making this an attractive option for a buyer looking to enjoy the property today or explore the possibility of creating a custom waterfront residence in the future. With 50 feet of waterfront, existing concrete dockage, generous outdoor space, and close proximity to the open Atlantic, this property offers a combination that is increasingly difficult to replicate in the Florida Keys. Bring your vision and discover the possibilities at 647 82nd Street Ocean in Marathon.

647 82nd Street Ocean St, 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
$675,000
4 Beds ⋅ 3 Baths ⋅ 620908 MLS
Discover the charm and comfort of this spacious ground-level home with an attached guest suite, perfect for extended family, visitors, or private rental income. Nestled in the desirable Crane Hammock Preserve, in this family-friendly neighborhood, residents enjoy access to both a private community beach and a boat ramp, offering endless opportunities for swimming, boating, and fishing just minutes from your doorstep. This corner lot is surrounded by native hammocks and mature foliage, creating a private, natural and protected sanctuary with plenty of room to relax. The property offers tremendous potential for customization, whether you envision updating to your own style, adding outdoor living spaces, or enhancing the guest suite, the opportunities are endless. With seller financing available, this home presents a rare chance to secure a piece of the Keys lifestyle with flexibility and ease.

5353 Dogwood Dell 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
$629,000
3 Beds ⋅ 2 Baths ⋅ 620869 MLS
Tucked away in a peaceful Grassy Key setting, this stilted three-bedroom, two-bath home offers the space, storage and relaxed island lifestyle so many buyers are looking for. The bright, open living and dining areas flow into a cheerful kitchen with white cabinetry, stainless-steel appliances and generous counter space, while an enclosed sunroom provides additional flexibility for relaxing, hobbies or a home office. Step outside to enjoy the long front porch overlooking the natural habitat across the street--a serene backdrop for morning coffee, evening breezes and watching local wildlife. The spacious, tropically landscaped lot offers plenty of room for outdoor enjoyment, including a gravel yard, fire-pit area and minimal through traffic for peaceful walks and bike rides. Beneath the home, you'll find expansive covered multi-car parking, additional storage and plenty of usable space for gatherings, projects and island gear. The property also features a separate tool shed/workshop, dedicated golf cart parking, RV parking with hookups and a durable metal roof. Whether you're searching for a full-time residence, winter retreat or easygoing Florida Keys getaway, this Grassy Key home delivers comfort, functionality and a quiet connection to nature.

57473 Goodley St, Marathon
$4,499,000
3 Beds ⋅ 4 Baths ⋅ 620861 MLS
Set along the Gulf on 2 lots within the sought-after gated Stirrup Key community, this beautifully appointed CBS residence captures panoramic open-water views, unforgettable sunsets, and a rare sense of privacy. Electronic gated entry and tropical surroundings create an immediate sense of arrival while extensive upgrades reflect elevated living and effortless enjoyment. Contemporary design and relaxed coastal living come together through an open, light-filled floor plan. Expansive impact windows and sliding glass doors frame the water from every angle, bringing the ever-changing Gulf backdrop into the interior. The chef's kitchen features quartz countertops, Bosch stainless appliances, custom cabinetry, and a seamless connection to the dining and living areas. Solar panels further enhance the home's thoughtful, energy-conscious design. The thoughtfully designed layout includes two spacious primary suites, each offering private balcony access and sweeping water views. A third guest bedroom, guest bath, private gym, and an additional full bath add comfort and versatility. Outdoors, the property unfolds as a private tropical escape. A waterfront pool, covered entertaining area, outdoor shower, and multiple gathering spaces create the perfect setting for relaxed afternoons and memorable evenings. Mature fruit trees surround winding garden pathways leading to peaceful seating areas and a waterfront fire pit. A deeded boat slip with lift in the private marina is located just steps from the front door, offering exceptional convenience on the water. Along the open-water shoreline, a private kayak dock with lift provides direct access to exceptional kayaking and paddleboarding from your own backyard. Just minutes from shopping, dining, and The Marathon International Airport, this exceptional residence offers a rare combination of open-water beauty, boating access, privacy, and effortless island living

108 Sunset Dr, Marathon
$898,000
5 Beds ⋅ 3 Baths ⋅ 620847 MLS
LETTER OF DETERMINATION WITH 3 RIGHTS | SELLER FINANCING | INCOME-PRODUCING TRIPLEX IN MARATHON Building rights are the scarcest asset in the Florida Keys, and this property comes with a Letter of Determination confirming 3 rights. That makes it an opportunity to hold, improve, or reposition a triplex in the Middle Keys with the entitlements already documented. Seller financing is available: $500,000 down over a 5-year term at a competitive rate, a real advantage in today's rate environment. The Property: Three fully renovated units, all currently leased: Unit 1: 2BR/1BA, spacious layout, modern open-concept interior Unit 2: 2BR/1BA, fully renovated Unit 3: Efficiency with a well-equipped kitchenette, ideal for a single tenant or short-term renter Tenants are on flexible month-to-month leases, which gives a buyer immediate cash flow and room to change course later. Ample on-site parking keeps the property easy to manage. Location: In the heart of Marathon, minutes from shops, restaurants, and everything the Middle Keys lifestyle offers. Who It's For: Investors building a rental portfolio, or an owner-occupant who wants to live in one unit and let the other two help cover the cost of ownership. Schedule your private showing today. Properties with documented building rights and owner financing don't come along often in Marathon.

10833 2nd Avenue Gulf Ave, 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
$749,000
2 Beds ⋅ 2 Baths ⋅ 620804 MLS
Charming waterfront fishing cottage in the heart of downtown Marathon -- a fantastic, affordable Keys getaway. This cozy, conch-style home is fully furnished with 2 bedrooms, 2 baths, hurricane shutters, and a separate storage and laundry room. No neighbors front or back, so you get privacy along with the view. Out back, a large covered deck overlooks the water -- the kind of spot where sunsets, manatees, and passing fish make every evening feel like a vacation. The protected, cut-in 30' x 30' boat slip includes two boat lifts (20,000 lb and 12,000 lb), with room for a third boat at the dock. The home is situated with direct access to Boot Key Harbor and open water to both the Ocean and Gulf...the 7 Mile Bridge is just a few minutes from the home. There is also sewer hook up and 30amp RV electric hookup, with space for a 40ft RV to be able to pull in and hook up. Whether you're chasing sunset views or your next catch, this one delivers both!

1099 24th St, 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
$699,000
3 Beds ⋅ 2 Baths ⋅ 620713 MLS
Welcome to 203 Peachtree Avenue, a well-maintained 3-bedroom, 2-bath stilt home in Grassy Key offering peaceful salt pond views and plenty of space to enjoy the Florida Keys lifestyle. Set on a rare, fully fenced double lot, this property offers an exceptional amount of outdoor space that is hard to find in the Keys. Whether you envision room for pets to roam, space to garden, additional parking for trailers and recreational vehicles, or simply enjoying the privacy of a larger homesite, this oversized property provides endless possibilities. Inside, the home features 1,456 square feet of bright, open living space with wood-look flooring, a spacious kitchen with ample cabinetry and counter space, and a convenient laundry room. Large windows and sliding glass doors fill the home with natural light while opening to the expansive wraparound porch, where you can relax and enjoy tranquil salt pond views. The elevated design offers abundant covered parking and storage below, with column height tall enough to accommodate a boat, RV, or multiple vehicles. A metal roof, concrete pilings, tropical landscaping, and a private hot tub add to the home's appeal. Located just moments from Sunset Bay Park in Grassy Key, you'll enjoy a peaceful island setting while remaining close to Marathon's restaurants, shopping, marinas, and everyday conveniences. Whether you're searching for a full-time residence, weekend getaway, or island retreat with room to spread out, this unique property combines privacy, versatility, and the laid-back Florida Keys lifestyle.

203 Peachtree Ave, Marathon
$1,900,000
3 Beds ⋅ 3 Baths ⋅ 620705 MLS
Welcome to 870 Copa D Oro, an exceptional waterfront retreat in the highly sought-after Flamingo Island neighborhood. Offered for the first time in 22 years, this rare property boasts an impressive 190 feet of pristine waterfront on an oversized 12,600-square-foot lot, offering breathtaking water views and endless opportunities for the boating enthusiast. This well-maintained CBS home features 2 bedrooms on the main level with a third bedroom in the upstairs loft, offering 1,560 square feet of thoughtfully designed living space. Rich wood ceilings and an abundance of natural light create a warm, inviting atmosphere filled with timeless Florida Keys charm and character. At the heart of the home is an updated chef's kitchen, complete with a Wolf gas range, new refrigerator, wine cooler, and beautiful wood cabinetry with granite countertops--perfectly blending style and functionality for everyday living or entertaining. Impact-rated doors and windows, screened porches on both the upper and lower levels, and a spacious balcony provide the perfect spaces to relax and take in the stunning waterfront views. Designed for the ultimate Florida Keys lifestyle, the property includes a permitted enclosure beneath the home, covered parking, and exceptional dockage featuring a 40-foot dock plus an additional cut-in slip for a smaller vessel, providing room for multiple boats. Whether you're looking for a full-time residence, vacation getaway, or premier waterfront investment, 870 Copa D Oro offers an unmatched combination of location, spectacular views, exceptional boating access, and the distinctive charm that makes Florida Keys waterfront homes so special.

870 Copa D Oro, 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
$639,000
3 Beds ⋅ 2 Baths ⋅ 620669 MLS
Take this opportunity to own a beautifully updated home on nearly half an acre! Located in the peaceful highly desired neighborhood of Grassy Key. Minutes from the best restaurants, roof top bar, market and water park, it truly is an oasis.

58110 Ferreire St, Marathon
$1,050,000
3 Beds ⋅ 2 Baths ⋅ 608599 MLS
This east facing, solid concrete 3-bedroom, 2-bathroom vacation rental is furnished and designed for both relaxation and aquatic adventure. As you arrive, the paved driveway leads you to a home that is wrapped in the warmth of the Florida sun. This home is in excellent condition and offers a keyless system that ushers you into the living space where the natural light floods through plantation shutters. The living area, with its comfortable furnishings and inviting ambiance, flows seamlessly into a well-appointed dining space and fully equipped kitchen with stainless steel appliances. The metal roof is easy to maintain while the entire home maintains a cool, coastal vibe with its tile flooring throughout. Step outside, and you're greeted by a gated yard that's fenced for privacy, and generously sized, ideal for pets or hosting lively outdoor gatherings. But the true crown jewel of this property is its 60 feet of dockage, complete with a step-down kayak launch and a separate step-down boat launch, offering direct access to the Gulf for endless nautical excursions. For those who live for the water, the property's dock is a dream come true, equipped with power and water, a swim ladder for an effortless dip in the sea, and a fish cleaning station to prepare your fresh catch. Whether you're setting off for a day of fishing or simply basking in the beauty of the Gulf, this home caters to all your seafaring desires. Back on land, an exterior storage shed provides ample space for all your gear, from fishing rods to snorkeling equipment. The large yard, kissed by the morning sun, becomes a sanctuary in the afternoons, offering shade and a cool place to unwind after a day on the water. This home is a fully furnished escape that embodies the spirit of vacation living. With its blend of style, comfort, and waterfront features, this home is ready to be a vacation rental or your own private retreat in the enchanting Florida Keys. Experience direct Gulf access in this Marathon gem

2240 Yellowtail Dr, Marathon
$1,059,000
2 Beds ⋅ 2 Baths ⋅ 620624 MLS
A true Marathon canal-front classic, thoughtfully renovated for easy Keys living. This updated waterfront home offers 75 feet of dockage, a solar-powered boat lift, and no-bridge access to Boot Key Harbor and the Atlantic Ocean, making it an ideal setup for boaters, anglers, and anyone ready to enjoy the Florida Keys lifestyle. Upstairs, the bright open-concept living area features 2 bedrooms and 2 full bathrooms, new flooring, a refreshed kitchen with new appliances, and updated bathrooms with new vanities and fixtures. Impact windows and doors provide added peace of mind, while fresh interior and exterior paint, a new upstairs A/C system, and new ductwork enhance the home's comfort and functionality. The spacious lower level offers the flexible storage space every Keys owner appreciates--perfect for fishing gear, diving equipment, tools, paddleboards, bikes, and everything that comes with life on the water. Outdoor spaces are designed for relaxing, entertaining, and low-maintenance island living. Enjoy a rethatched tiki hut, an open patio finished with vinyl wood-plank decking, a new aluminum staircase and railing, a remote-controlled fence, a fenced backyard, and an irrigation system. Set on a 7,500-square-foot lot, the property offers plenty of room for boat and RV storage, additional parking, and everyday convenience. The home is being offered with furnishings negotiable, giving buyers the flexibility to create a turn-key retreat or personalize the space to their own style. Centrally located near Marathon restaurants, shopping, Sombrero Beach, Fishermen's Community Hospital, and all the best of the Middle Keys, the property works beautifully as a year-round residence, weekend getaway, or rental investment opportunity. With seven-day minimum rentals allowed, strong boating features, generous outdoor space, and thoughtful updates throughout, this canal-front home offers the flexibility, comfort, and Keys lifestyle buyers are looking for.

305 50th St, Marathon
$15,000,000
5 Beds ⋅ 5 Baths ⋅ 620594 MLS
Welcome to Palacio Coco Plum. Discover Your Florida Keys Oasis! Spectacular Ocean Front home in Marathon, the heart of the Florida Keys. This stunning property boasts luxury finishes throughout, including elegant marble floors, granite counters and volume coffered ceilings. Key Features include: His and Her ocean facing office, ideal for remote work or study, ocean views from most all rooms, white sand beach. privacy landscaping and massive car and equipment storage for multiple vehicles and hobbies. Boat Dockage Permitting is in Progress. Additionally, there is a whole house generator for back-up power, elevator from garage to top floor, heated and chilled pool and spa. The lovely gardens include mature mangoes and avocado trees and orchid trellis. 10 Minutes to Marathon International Airport. ADT Camera Security System on site

119 Coco Plum Dr, Marathon
$7,495,000
5 Beds ⋅ 5 Baths ⋅ 620585 MLS
** Seller Financing Available With 50% Down Subject To Acceptable Terms ** Nestled on the private gated island of Sunrise Isles in Marathon, Florida Keys, this 2019 oceanfront estate redefines luxury living. One of only 20 residences within this secure island enclave, it offers a rare blend of privacy and the serene beauty of the Keys. This 5-bedroom, 5-bathroom residence spans 3,500 square feet of crafted living space designed to capture breathtaking ocean views. The open-concept single-level floor plan connects gourmet kitchen, dining, and living areas, while floor-to-ceiling windows flood the home with natural light. Each bedroom features an en-suite bathroom, while the primary suite offers panoramic ocean views and a spa-inspired bath. Impact-resistant sliding glass doors open to approximately 700 square feet of covered terrace for exceptional indoor-outdoor living. Set on over 32,000 square feet of waterfront property, the estate boasts 110 feet of sandy beachfront plus 110 feet of protected canal dockage with two custom boat lifts and an L-shaped synthetic dock, providing effortless open-water access. Outdoor amenities include a resort-style pool with water features, creating the perfect island retreat for entertaining or relaxing. Just ½ mile from Sombrero Beach and minutes from shopping, dining, and Marathon Airport, this extraordinary Sunrise Isles estate presents a rare opportunity to own one of the Florida Keys' finest luxury oceanfront residences.

108 Sunrise Dr, Marathon
$1,900,000
3 Beds ⋅ 2 Baths ⋅ 620576 MLS
Have your cake and eat it too! 60+ feet of Protected Seawall with boatlift, PLUS a gorgeous open water Gulf View. Elevated home with three bedrooms and two baths opens on to a wonderful deck to enjoy the sun. You can also get shade while enjoying the Gulf breezes in the screened patio off the Kitchen. As we head downstairs you can lounge around the pool and enjoy the views of the Gulf of Mexico. the boatlift is conveniently located so as not to block the view. Plenty of living space under the home, with room for boat trailers in the front. But wait, there's more; 338 square feet of permitted garage for storage. The perfect home for your and your family, or as a vacation rental.

106 Alynn Pl, Marathon
$3,260,000
4 Beds ⋅ 3 Baths ⋅ 620562 MLS
Welcome to 58244 Overseas Hwy on Grassy Key. This home was built in 2024 to last with superior ICF construction, steel studs, metal roof, impact resistant doors & windows. The extra thought and care in this property doesn't stop there like: 1'' water pipe for added pressure, underground utilities and 4ft deep walls underground on 3 sides of the property to prevent erosion, and geo grid honeycomb under the driveway gravel, even extra height underneath to accommodate tall toys like RV's and Boats w/ T-tops. Inside the home hosts an extra-large ocean front primary suite with balcony access, large bathroom and walk-in closets. There are 3 guest rooms and two full guest baths, laundry room, utility room and large pantry. The open floor plan living area to entertain the whole neighborhood if you want with sweeping Atlantic Ocean views for a backdrop. Let's not forget the real reason to be in the Keys and that's to be on the water. Whether you are drifting in a float in the ocean front pool or sunbathing on your own private sandy beach, you will know you've found your own slice of paradise. Call today for more information and schedule a private viewing.

58244 Overseas Hwy, Marathon
$2,200,000
3 Beds ⋅ 2 Baths ⋅ 620513 MLS
Welcome to Your Slice of Paradise in the Florida Keys Discover the perfect blend of island charm, waterfront living, and investment potential in this fully furnished, turnkey home in the heart of Marathon. Whether you're searching for a vacation getaway, a full-time residence, or a proven income-producing property, this exceptional home offers it all. Property Highlights 3 Bedrooms | 2 Bathrooms Bonus room/flex space perfect for guests, a home office, or additional living space Fully furnished and move-in ready Excellent vacation rental history 17,000 lb boat lift 150 feet of seawall Private tiki hut for relaxing and entertaining Short walk to Sombrero Beach Just a 3-minute idle boat ride to the open Atlantic Ocean Minutes from the iconic Sombrero Key Lighthouse Exceptional boating access with quick ocean access Beautiful outdoor living spaces designed to embrace the Florida Keys lifestyle Wake up to gentle ocean breezes, spend your days boating or relaxing on the beach, and unwind beneath the tiki hut as the sun sets. With outstanding boating access, a sought-after location, and a successful vacation rental history, this waterfront retreat is the perfect opportunity to experience the very best of island living. Live like you're on vacation every day in the beautiful Florida Keys.

64 Tingler Ln, Marathon
$14,995,000
11 Beds ⋅ 9 Baths ⋅ 620489 MLS
Welcome to Morton Manor, an exceptional gulf-side waterfront estate set on 2.82 private acres where luxury, privacy, and resort-style living come together in this extraordinary Florida Keys compound. Encompassing 8,515 sq. ft. of living space, this property features a 5-bedroom, 4.5 bath CBS main residence accompanied by two detached guest homes and a garage apartment, offering a total of 11 bedrooms and 8.5 baths designed to comfortably accommodate family and guests alike. The main home showcases an open-concept floor plan with expansive living and dining areas, two wet bars, elevator access, multiple laundry areas, and spacious guest accommodations, creating an ideal setting for both everyday living and large-scale entertaining. The detached bungalows and garage apartment provide additional flexibility for extended family, visitors, or exceptional rental opportunities while maintaining privacy throughout the estate. Impact-rated windows and doors, a durable metal roof, and quality construction provide lasting peace of mind. The outdoor amenities rival those of a private resort. Relax beside the pool, gather beneath multiple tiki huts, challenge friends to a game on the pickleball court or putting green and enjoy beautifully landscaped grounds. Boating enthusiasts will appreciate the 100' dock complete with 30-amp and 50-amp shore power, yacht dockage and 10K & 20K lb boat lifts. Positioned on the gulfside, the property offers easy access to world-class fishing, boating, snorkeling coves, sandbars, and unforgettable sunset cruises. Dining, marinas, and shopping are less than ten minutes away, and the Florida Keys Marathon International Airport is approximately 4 miles from the property for seamless private aviation access. Whether you're searching for a private family compound or an exceptional investment opportunity, Morton Manor offers a rare combination of acreage, waterfront living, luxury amenities, and versatility that is seldom found in the Florida Keys.

57733 Morton St, Marathon
$2,950,000
5 Beds ⋅ 3 Baths ⋅ 620480 MLS
SELLER MOTIVATED Gulf Views with lots of living indoors and out! Looking for a spacious home with 5 bedrooms and 3 baths, a very large pool, easy boating access and 112' of concrete dockage. House is U shaped and takes advantage of pool views from practically every room. Located in the exclusive Roosevelt Point subdivision on a quiet Gulf side street. Situated on two lots that can be separated. This property is already licensed for vacation rentals and has future rentals in place. Loads of parking for your RV, Boats and Toys.

555 70th St, Marathon
$1,635,000
2 Beds ⋅ 2 Baths ⋅ 620395 MLS
Located in Marathon's desirable Sombrero area, this waterfront home combines immediate boating access, thoughtfully designed outdoor living, and close proximity to Sombrero Beach. The property offers 76 feet of waterfront, a 40-foot dock, and immediate access to open water--an ideal setup for fishing, diving, or simply enjoying life on the water. When you're not on the boat, Sombrero Beach is just moments away. Recent improvements totaling more than $300,000 have transformed the outdoor spaces into an extension of the home. A custom pool and spa with sun shelf, travertine decking, outdoor grilling and bar area, updated landscaping, extensive landscape lighting, multiple covered and screened patios, and a metal roof installed in 2021 are among the property's notable upgrades. A climate-controlled 500-square-foot lower-level bonus area provides additional flexible space for storage, recreation, hobbies, or a home gym. The property has also proven itself as a highly successful vacation rental, with 2026 year-to-date income and existing future bookings already exceeding $100,000 net to the owner. The assumable flood insurance policy, currently just $1,289 per year, further enhances the property's appeal. Looking ahead, existing architectural plans provide the opportunity to add three additional bedrooms, creating a five-bedroom home and further maximizing this sought-after Sombrero Beach location. Enjoy the home as it is today, with its proven rental performance, while retaining the option to expand in the future. Immediate boating access, proximity to Sombrero Beach, thoughtfully designed outdoor living, proven rental performance, and future expansion potential come together in a property that offers the best of Keys living.

540 Sombrero Beach Rd, Marathon
$2,299,000
2 Beds ⋅ 3 Baths ⋅ 620384 MLS
Enjoy endless ocean views from this charming Florida Keys waterfront retreat. Sitting on the edge of the Atlantic just one house in from open water, this stilted 2-bedroom, 2.5-bath CBS home also offers possible 3-bedroom flexibility and is a true boater's dream with 85 feet of waterfront frontage, concrete seawall, a 13,500 lb boat lift, deep-water dockage, and instant access to the Atlantic. The channel is slightly right as soon as you come out of the canal, placing you just minutes from Sombrero Light and some of the best boating, fishing, and diving the Keys have to offer. The home features a spacious, light-filled layout with a large living area, generous waterside windows, and sliding glass doors that frame the ocean views and open to east-facing covered porches on two levels. Inside, you'll find a comfortable eat-in kitchen with stainless steel appliances, abundant natural light, generous storage, walk-in closets, and impact windows and doors for added peace of mind. Outdoor living is the highlight, with a new waterfront pool and hot tub, expansive deck, large waterside porch, fenced yard, tropical landscaping, and multiple spaces to relax, dine, entertain, or simply take in the ocean breeze. Additional features include a garage, CBS construction, metal roof, travertine-paved driveway, inviting covered patio areas, and a large front yard offering flexibility for additional parking, boat/RV storage, or future use. The home is also available furnished, offering added convenience for those ready to start enjoying the Keys lifestyle right away. With open water just moments away, this Marathon property offers the perfect blend of boating, ocean views, poolside relaxation, and laid-back Keys living. This one is a must-see to truly appreciate.

1400 W 63rd St, Marathon
$999,000
2 Beds ⋅ 2 Baths ⋅ 620338 MLS
Completely renovated and move-in ready, this beautifully updated 2-bedroom, 2-bath home offers the perfect blend of coastal charm and boating convenience. The interior showcases quality upgrades throughout, including tile flooring, warm wood accents, impact windows and doors, and a thoughtfully designed kitchen featuring a propane stove for the culinary enthusiast. Natural light fills the open living spaces, creating an inviting atmosphere ideal for relaxing or entertaining. For boaters, the location is hard to beat. Enjoy quick and easy access to both the Atlantic Ocean and Gulf waters through nearby Vaca Cut, making it simple to spend your days fishing, diving, or exploring the Florida Keys by boat. Whether you're looking for a full-time residence, vacation getaway, or investment property, this updated home delivers the Keys lifestyle you've been dreaming of. Property is in the heart of Marathon so close to amazing restaurants, Marathon Airport, Million Air, grocery stores, Sombrero Beach and more! Seller has purchased new trex decking material for a new front porch area along with on the dock ready for new buyer to have installed, engineered plans and drawings already completed!

11490 2nd Ave, Marathon
$1,499,000
2 Beds ⋅ 2 Baths ⋅ 620337 MLS
Experience the Florida Keys lifestyle on a double lot in Marathon's sought-after Little Venice. This 2 bed/2 bath waterfront retreat boasts open-water views, 100' of concrete dockage with a 20,000 lb boat lift, and a resort-style outdoor living area built for entertaining. The backyard features a pool(heated or chilled), hot tub, poolside cabana with sink and refrigerator, mature tropical landscaping, and expansive decks for soaking up sunsets or unwinding after a day on the water. Practical boating amenities include power, water, lighting, and a fish-cleaning station; RV hookups and ample parking accommodate guests and all your toys. Inside, cathedral ceilings create a bright, airy living space while every bedroom enjoys its own private bath for comfort and privacy. Notable updates and systems: newer metal roof, tankless water heater, large laundry/utility room, and abundant storage. Located in a weekly-rental zone, the property offers strong income potential as a primary home, vacation getaway, or investment. From open-water vistas to thoughtful outdoor spaces, this home captures everything the Keys have to offer.

11563 4th Ave, Marathon
$655,000
3 Beds ⋅ 2 Baths ⋅ 620336 MLS
Affordable Florida Keys Living with Weekly Rental Potential in the Heart of Marathon Whether you're searching for a full-time residence, a vacation retreat, or an income-producing investment property, this charming 3-bedroom, 2-bath Conch cottage offers exceptional value in today's market. This property blends classic Keys character with modern upgrades and desirable rental flexibility. Newly renovated the home is move-in ready and designed for easy island living. Interior features include quartz countertops, stainless steel appliances, impact-resistant windows, and energy-efficient mini-split A/C systems that help keep utility costs low. The low-maintenance lot provides ample parking and storage, making it ideal as a primary residence, second home, or vacation rental. Situated in a weekly rental area, this property offers excellent income potential while allowing owners to enjoy their own slice of paradise. Conveniently located just minutes from world-class boating, fishing, waterfront dining, shopping, and all the attractions that make the Florida Keys such a coveted destination, this Little Venice gem combines affordability, convenience, and investment opportunity. Don't miss this rare opportunity to own an affordable piece of the Florida Keys with the flexibility to enjoy it, rent it, or both. Schedule your private showing today!

11554 5th Ave, Marathon