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$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
$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 exclusive 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
$1,295,000
4 Beds ⋅ 4 Baths ⋅ 620882 MLS
Full Waterfront Duplex in Desirable Sombrero Beach! Live the ultimate coastal lifestyle with this beautifully updated waterfront duplex in the highly sought-after Sombrero Beach neighborhood. Whether you're looking for an investment opportunity, a vacation retreat, or a full-time residence with income potential, this property checks every box. Both sides of the duplex have been thoughtfully upgraded, featuring brand-new flooring, fresh interior paint, creating bright, modern living spaces that are completely move-in ready. Step outside and embrace true Keys living -- your new 45-foot dock is right out back, making it effortless to keep your boat just steps from your door. Enjoy partial open water views and the convenience of direct ocean access, perfect for fishing, diving, or sunset cruises at a moment's notice. Each unit offers privacy and flexibility, and both sides are also available for individual purchase, giving buyers multiple ownership options. Priced BELOW appraised value! Waterfront location, boating convenience, and stylish updates -- this is island living at its best. Party wall agreement on file.

17-18 Man-O-War Dr, Marathon
$675,000
2 Beds ⋅ 2 Baths ⋅ 620876 MLS
Newly updated waterfront half-duplex just a short walking distance to Sombrero Beach. This canal front property features brand-new vinyl plank flooring throughout, and an updated kitchen with Stainless appliances. Freshly painted inside and out, the home feels crisp, modern, and move-in ready. Outside, enjoy a new seawall, new 45-ft dock, and partial open-water views, perfect for boating and waterfront living. Whether you're looking for a strong rental income opportunity or a low-maintenance permanent waterfront home, this property checks all the boxes for Keys living. Priced BELOW appraised value! Bonus opportunity: the other half of the duplex is also available for purchase, see MLS # 618475 offering the rare chance to own the entire waterfront property.

18 Man-O-War Dr, Marathon
$675,000
2 Beds ⋅ 2 Baths ⋅ 620875 MLS
Newly updated waterfront half-duplex just a short distance to Sombrero Beach. This bright and inviting property features brand-new vinyl plank flooring throughout, a beautifully tiled shower, and an updated kitchen with newer appliances. Freshly painted inside and out, the home feels crisp, modern, and move-in ready. Outside, enjoy a new seawall, new 45-ft dock, and partial open-water views, perfect for boating and waterfront living. Whether you're looking for a strong rental income opportunity or a low-maintenance permanent waterfront home, this property checks all the boxes for Keys living. Priced BELOW appraised value! Bonus opportunity: the other half of the duplex is also available for purchase, see MLS # 618475 offering the rare chance to own the entire waterfront property.

17 Manowar Dr, Marathon
$820,000
3 Beds ⋅ 2 Baths ⋅ 620864 MLS
Welcome to your dream retreat, where high-end design effortlessly blends with comfortable coastal living. Completely remodeled with premium upgrades, this bright and spacious 3-bedroom, 2-bathroom condo offers sophisticated island living at its finest. Mix drinks at your custom built-in wet bar featuring a dedicated beverage refrigerator, then enjoy the private lanai with a beautiful partial view of the Gulf. Inside, you will appreciate elegant details like casement impact windows with interior plantation shutters, impact resistant sliding glass doors, custom closets, a chef's kitchen with soft-close cherry wood cabinetry, and two spa-like bathrooms upgraded with luxury Toto bidet toilets. The property also features a dedicated storage unit, perfect for beach gear and fishing tackle. When you are ready to explore, take a short stroll to the iconic Faro Blanco Resort. Lounge by the sparkling resort pool, play a match on the tennis court, or enjoy a meal at the waterfront restaurant and bar. Connected by the Keys' famous scenic bridges, this property puts world-class boating, fishing, and sunsets right at your doorstep.

2000 Overseas Hwy Unit 4G, 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
$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
$489,000
620752 MLS
One of Marathon's most iconic restaurants is now available for sale -- a rare chance to own and operate what many consider the best restaurant in the Florida Keys. Frank's Grill has operated at its current location since 2006, when the owner/chef relocated from what was previously regarded as one of Marathon's premier dining destinations. Today, Frank's Grill serves as the anchor tenant of Towne Square Mall, one of Marathon's busiest shopping plazas -- home to a steady flow of daily foot traffic and anchored further by a U.S. Post Office. This sale includes all FF&E (furniture, fixtures & equipment), current inventory, and proprietary recipes/assets. Walk in and start operating day one. Property & Licensing: • Seating: 47 inside / 10 outside (57 total) • 2COP Beer & Wine license currently in place Lease Terms: • New 5-year lease signed May 1, 2026 • Tenant option to renew after year 3 (subject to Assignment approval) With nearly two decades of brand recognition, a loyal local following, and an unbeatable high-traffic location, the goodwill alone in this business justifies the asking price. Opportunities to acquire an institution like Frank's Grill rarely come to market.

11400 Overseas Highway Unit 116, Marathon
$3,299,000
6 Beds ⋅ 5 Baths ⋅ 620733 MLS
Welcome to 2000 Manor Lane, an extraordinary coastal retreat positioned on an expansive double lot spanning 15,604 square feet. Offered fully furnished, this impressive 6-bedroom, 4.5-bathroom sanctuary boasts 4,230 square feet of beautifully renovated living space. You are greeted by a soaring two-story entry foyer, an elegant staircase, and elevator access. The spacious main floor boasts an expansive living area with a convenient half bath, one private ensuite bedroom, and two additional bedrooms sharing a full bath. The heart of the home is a massive, dedicated kitchen complete with quartz countertops, a large center island with seating, and an adjacent dining area that comfortably seats 10 guests. The upper level functions as a private 'family suite' featuring a kitchenette/coffee bar, an entertainment space, one ensuite bedroom, two additional bedrooms with a shared bath, and a private balcony overlooking the canal. Concealed dual-level laundry stations--one on each floor--complete the interior layout. Outdoors, your private waterfront setup includes approximately 45 feet of dockage and 150 feet of canal frontage, a floating jet ski dock, and a dedicated floating kayak or swim platform. Unwind around the pristine swimming pool, soak in the hot tub or gather under the brand new tiki hut. The rare double-lot footprint provides an abundance of parking with ample space for multiple vehicles, boat trailers, or an RV. Currently set up perfectly as a high-capacity weekly rental, this turn-key residence offers incredible income potential, a private Keys family compound, or the ultimate entertainer's haven. Rental agent projects $160-190K gross income annually.

2000 Manor Ln, 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. A rare 40-foot deeded, deep-water, liveaboard boat slip conveys with the home, offering 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 Ave C, Unit 3, 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
$777,000
2 Beds ⋅ 2 Baths ⋅ 620695 MLS
Desirable 2 bedroom, 2 bath on a Private Street with Waterfront Access! Welcome home to this well maintained concrete block home, ideally located on a quiet private residential street. Enjoy exclusive access to a community park and private boat ramp reserved for owners, making it perfect for boating and outdoor enthusiasts. The property features lush tropical landscaping with mature fruit trees, a beautiful rock garden, and plenty of out door space to relax and entertain. Inside, you'll find a comfortable layout with spacious living areas, while the oversized two car garage offers ample room for vehicles, storage or a workshop. Plus an extra storage, office or artisan space. Whether you're a first time home buyer, looking to down size, or searching for the perfect family home, this property offers comfort, privacy, and a desirable neighborhood in a peaceful setting. Don't miss this opportunity to own a slice of PARADISE!

91 Dorsett Dr, 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
$1,249,000
3 Beds ⋅ 2 Baths ⋅ 620667 MLS
Enjoy the best of Sombrero Beach living from this beautifully appointed 3-bedroom, 2-bath canal-front home, ideally located within walking distance of one of Marathon's most loved beaches. With a private 50-foot dock, generous parking, and weekly rentals permitted, the property offers an exceptional combination of boating access, beachside convenience, and investment flexibility. Inside, the bright open-concept floor plan is designed for relaxed Keys living and effortless entertaining. A wall of impact-resistant windows fills the main living areas with natural light, while coastal colors, crown molding, plantation shutters, and thoughtfully selected furnishings create a polished yet comfortable atmosphere. The spacious living and dining areas flow seamlessly into the kitchen, making it easy to gather with family and friends. The well-equipped kitchen features white cabinetry, stainless steel appliances, abundant counter space, a large island with bar seating, and stylish pendant lighting. Multiple dining and seating areas provide plenty of room for hosting, while the home's numerous windows bring in tropical views from nearly every direction. Outside, lush landscaping creates a private island setting leading to the canal and dock. There is ample room to store a boat trailer and keep fishing, diving, kayaking, and beach gear close at hand. The enclosed garage provides additional secure storage, while the metal roof and impact-resistant windows offer valuable peace of mind. Offered fully furnished and ready to enjoy, this home works beautifully as a full-time residence, weekend retreat, or income-producing vacation rental. Its central Marathon location places shopping, dining, marinas, boating, and everyday conveniences nearby, with world-famous Sombrero Beach just a short walk away. Private dockage, weekly rental flexibility, generous storage, and a premier Sombrero Beach location make this canal-front home an exceptional opportunity!

319 Sombrero Beach Road Unit 2, 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
$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
$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
$499,000
2 Beds ⋅ 2 Baths ⋅ 620582 MLS
Curated for those seeking the ideal waterfront retreat with the opportunity to make it their own, Spanish Galleon awaits. Waterfront two bedroom, two bathroom ground level condo with just over 1,000 square feet and no stairs to climb. Assignable dockage for a maximum 30-foot LOA vessel, for only $300 per year on a first come, first serve basis. This first-floor location provides effortless access for all ages and is conveniently situated just steps from the community pool and boat slips. Upon entry, you'll be welcomed by peaceful views of Boot Key Harbor from the living area and screened porch, creating the perfect backdrop for everyday living. This residence presents an exceptional opportunity to personalize the flooring to match your own style while adding instant value. Relax by the waterfront community pool or take advantage of the unbeatable Sombrero Boulevard location, just minutes from golf at the Florida Keys Country Club, grocery stores, restaurants, and everyday conveniences. Both the state and city required Building Recertification and Structural Integrity Reserve Study were completed, and the association maintains fully funded reserves, reflecting proactive management and long-term financial stability. Whether you're searching for a full-time residence, seasonal getaway, or investment in one of Marathon's most desirable waterfront communities, this Spanish Galleon condo offers exceptional potential in an outstanding location. Minimum rental period is 28 days, permitted once every six months if advertised online. One pet allowed per unit.

1115 Sombrero Blvd Unit 102B, Marathon
$898,000
2 Beds ⋅ 2 Baths ⋅ 620526 MLS
Just 0.3 miles from Sombrero Beach, this elevated 2BD/2BA Marathon home offers a prime location, strong weekly rental potential and abundant flexible space. Set on a spacious lot with room to add a pool, the home features vaulted tongue-and-groove ceilings, tile flooring, and two additional rooms downstairs ideal for an office, studio, game room or storage, plus plenty of covered space for parking and recreational gear. The tropical backyard includes mature landscaping, fruit trees, an herb garden, fire pit and custom covered bar and grilling area. A nearby comparable pool-home generated over $115K in gross weekly rental income in 2025, highlighting the rental appeal of this highly sought-after beachside location. The property also offers reasonable insurance costs, adding to its investment appeal. This property is ideal for buyers seeking a beachside home, investment opportunity or both. Enjoy easy access to the beach, boating, dining, and all that Marathon has to offer! Rental income is not guaranteed; buyers should verify regulations/requirements.

422 Calle Limon, Marathon
$699,000
2 Beds ⋅ 2 Baths ⋅ 620522 MLS
A rare two story CBS townhouse condo with both open water views and an assigned boat slip overlooking scenic Boot Key Harbor in desirable and quiet Sombrero area neighborhood. Located adjacent to Sombrero golf course. Deep water and boating access to Atlantic Ocean or Gulf. Remodeled lower level has open concept, modern kitchen with island and Corian countertops. All oak wood cabinets, ceramic tile flooring, stainless appliances, double oven, on demand water heater, new bathroom. All new plumbing and electric. Upstairs bathroom also completely remodeled, new tiled shower, Kohler fixtures, guitar extension counter, storage. Laundry area is on second level, Bosch washer/dryer. Class A rated MD shutters. Primary bedroom has a private screened balcony with harbor views. Lower level also offers a screened porch. Small 8-unit complex, shared heated pool with seating and BBQ grilling area, immaculately maintained grounds. Centrally located near restaurants, entertainment, grocery, post office, and short distance to beautiful public Sombrero Beach. Rentals allowed once per calendar year with a minimum of 30 days, maximum long term 1 year: option to renew with board approval. Quarterly condo association fee includes Building Exterior Maintenance, Common Area Maintenance, Condo Association Insurance, Exterior & Unit Interior Exterminating and Reserve Account contributions. Off street parking, 2 dedicated parking spots directly in front of the condo.

307 Sombrero Blvd Unit 2, Marathon
$2,250,000
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
$599,999
2 Beds ⋅ 2 Baths ⋅ 620509 MLS
Welcome to Bonefish Towers - the tallest building in the Florida Keys! This rare 1st -floor unit offers breathtaking panoramic views of both the Atlantic Ocean and the Bay, creating a front-row seat to spectacular sunsets, passing boats, and the beauty of Key Colony Beach. Inside, you'll find a spacious 2-bedroom, 2-bathroom layout featuring two screened-in porches - perfect for morning coffee or evening cocktails with a view. The open floor plan is filled with natural light and includes floor-to-ceiling sliding glass doors, two large walk-in closets, and a private en-suite in the primary bedroom. Bonefish Towers is a full-service oceanfront community with resort-style amenities including: Heated pool with tiki hut and pool house Tennis and pickleball courts, Brand-new fitness center, Billiards and recreation room with big screen TV, Sauna and beach area, Fishing pier with fish cleaning stations, BBQ grills and outdoor dining spaces, Marina and paddleboard-friendly canal, 24-hour security and on-site management. With ample parking, low HOA fees (includes insurance, cable, internet, water, parking, and exterior maintenance), and a prime location, this unit is ideal as a primary home, vacation getaway, or Investment property. Don't miss your chance to own a slice of paradise at Bonefish Towers - the only high-rise in the Keys!

2000 Coco Plum Dr Unit 106, Marathon