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11600 1st Ave Unit 23, 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

275 30th St, 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

211 S Anglers 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

10877 Overseas Hwy Unit APT 97, 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

12690 Overseas Hwy Unit APT 52, 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

219 Sombrero Beach Rd Unit # 2, 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

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

813 39th St Gulf St, Marathon

1 E Sister Rock Is, 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

647 82nd Street Ocean St, 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

1220 122nd 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

57473 Goodley St, 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

108 Sunset Dr, 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

9 Sombrero Blvd Unit 108, 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

96 Avenue C #3 &, 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

203 Peachtree Ave, 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

870 Copa D Oro, 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

95 Coco Plum Dr Unit 2D, 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

12690 Overseas Highway Unit 413, Marathon
$728,000
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

2240 Yellowtail Dr, 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

11600 1st Ave Unit 26, 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

10877 Overseas Highway Unit 111, Marathon
$645,000
1 Beds ⋅ 2 Baths ⋅ 620608 MLS
Oceanfront Luxury at Ocean Isles Fishing Village! Private Marina and Boat Ramp. Welcome to Unit 111--a masterclass in elevated condo island living. Built brand-new in 2022, this stunning 1-bedroom, 2-full bathroom, 850 sq ft oceanfront condo delivers the ultimate Florida Keys lifestyle. With the gated complex prime due-south orientation, you'll wake up to expansive, views of the Atlantic Ocean right from your downstairs balcony, and private master suite balcony. Step inside this two-story sanctuary to find a meticulously crafted open-concept living space. The first floor features a fully equipped kitchen with granite countertops, elegant coastal flooring, and a pristine full bath. Upstairs, the oversized master suite serves as your private retreat, complete with a second full bathroom and panoramic ocean vistas. Built high above flood elevation with solid CBS construction, impact windows, and a metal roof, this turnkey property offers total peace of mind. What truly sets this property apart is the highly coveted 7-night minimum rental allowance. This is a massive advantage in the FL Keys market, offering incredible short-term rental income potential when you aren't soaking up the sun yourself. The 7-acre gated resort amenities are unparalleled in the Middle Keys. Spend your afternoons at the Olympic-sized elevated waterfront pool, boasting some of the most stunning ocean views in town. Boaters will love the on-site, newly updated marina, private boat ramp, assigned slips, and fish-cleaning stations. Unwind under the tiki huts, host friends at the outdoor grilling areas, or relax in the air-conditioned community clubhouse. Whether you're looking for a high-performing vacation rental or your own slice of paradise, this is your gateway to the Keys dream.

10877 Overseas Highway Unit 111, Marathon

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

108 Sunrise Dr, Marathon

58244 Overseas Hwy, 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

57733 Morton St, 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

2600 Overseas Highway Unit 5, Marathon
$1,199,000
3 Beds ⋅ 3 Baths ⋅ 620352 MLS
This 3 bedroom Beach Home is found in a PRIME location at Tranquility Bay Resort. Additionally this property offers the largest floor plan with an extended dining space with natural light flowing in from all around the surrounding sandy beaches. Beautifully designed and located directly on the WHITE SANDY BEACH- an excellent choice for families or groups. With spacious layouts and modern amenities, this home provides a comfortable and relaxing environment for your entire family to enjoy. INVESTMENT POTENTIAL IN THIS LOCATION is exceptional and with Tranquility Bays' reputation and high occupancy rates, the property has strong rental potential, especially for vacationers seeking a luxurious getaway. The ability to reserve personal time while still generating income makes it an attractive option for investors. Make this your income producing family place to make memories for a lifetime. The lagoon-style pool offers a tropical feel, perfect for unwinding under the sun. The onsite Butterfly Cafe Restaurant is a long standing favorite of locals, which in itself speaks volumes. The restaurant overlooking the pool and grounds is a convenient option for guests to enjoy dining without leaving the resort. The fitness center, adult pool, and putting green add to the recreational options available. Being located on the white sandy beach is exclusive to ONLY a handful of beach homes. The location also allows for easy access to water activities like swimming, snorkeling, and kayaking. After a day in the sand or on the water take in our Breathtaking Florida Keys sunsets from your expansive porch. The surrounding area is rich with opportunities for exploring nature, local wildlife, and the vibrant marine ecosystem in our FABULOUS Florida Keys! Call for further details.

2600 Overseas Highway Unit 5, Marathon

10877 Overseas Hwy Unit APT 35, Marathon
$355,500
1 Baths ⋅ 620452 MLS
Experience elevated island living at Ocean Isles Fishing Village, a beautifully rebuilt 7-acre gated oceanfront community in the heart of the Florida Keys. These newly constructed concrete block residences are built above flood elevation and offer the rare advantage of 7-day rentals, making them an exceptional choice for a vacation getaway, income-producing investment, or full-time residence. This immaculate, spacious studio is currently operating as a successful short-term rental with existing reservations in place. The new owner has the flexibility to honor the bookings for immediate rental income or cancel them for personal use. Thoughtfully designed for comfort and functionality, the studio features a queen-size Murphy bed that easily folds away to maximize living space during the day, tile flooring throughout, a full kitchen with new appliances, and an LG washer/dryer tower. The monthly HOA fee of just $528 includes both wind and flood insurance, providing exceptional value and added peace of mind. Residents enjoy an outstanding collection of resort-style amenities, including an Olympic-size waterfront pool overlooking the marina, an air-conditioned clubhouse, tiki huts, grilling areas, an ice machine, and fish-cleaning stations. Boating enthusiasts will appreciate the private boat ramp, assigned owner boat slips, and the newly rebuilt seawall, bulkhead, docks, and protected marina, safely sheltered by Jack Tar Flats. Ideally located in the heart of Marathon, Ocean Isles Fishing Village is just minutes from restaurants, shopping, attractions, and the airport. With quick access to both the Atlantic Ocean and the Gulf, world-class fishing, diving, boating, and island adventures are always within easy reach. Don't miss this rare opportunity to own an affordable piece of paradise in the Florida Keys, where resort-style amenities, an unbeatable boating lifestyle, and exceptional investment potential come together in one spectacular waterfront community.

10877 Overseas Hwy Unit APT 35, Marathon