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$5,995,000
5 Beds 5 Baths 618602 MLS
Private oceanfront estate behind the gates of Tingler Island, one of Marathon's most exclusive and sought-after communities. Designed in timeless Caribbean West Indies style, this exceptional residence is perfectly oriented with coveted southern exposure—capturing refreshing ocean breezes, warm natural light, and the rare privilege of both sunrise and sunset views over open water. Set along a premier stretch of true oceanfront, the property offers unobstructed, forever ocean views, highlighted by a spectacular infinity-edge pool that blends seamlessly into the horizon. The setting is serene, private, and truly irreplaceable. Offered fully furnished, the home features travertine marble flooring throughout the main living level, rich hardwood floors upstairs, and beautiful custom woodwork throughout. Light-filled living spaces flow effortlessly, complemented by spacious bedrooms and a well-appointed kitchen ideal for entertaining, complete with a dedicated wine cooler. An upstairs private lounge and bar open to a walk-out oceanview terrace—an unforgettable setting for sunset cocktails and evening gatherings. The bar is equipped with a wine refrigerator, dishwasher, and ice maker for effortless hosting. Additional highlights include a two-car, climate-controlled garage with ample storage. Ideally located within walking distance to Sombrero Beach, with access to a scenic bike and walking path along Sombrero Beach Road, and just minutes from shopping, dining, grocery stores, and golf-cart-friendly island conveniences. Seller financing available for qualified buyers, presenting a rare opportunity to secure a premier oceanfront estate with enhanced flexibility. Homes of this caliber, privacy, and oceanfront position are seldom offered. Schedule your private showing and experience Tingler Island living firsthand.

90 Tingler Ln, Marathon

$1,099,000
3 Beds 3 Baths 613231 MLS
Welcome to a breathtaking beach house in Tranquility Bay Resort, where luxury meets profitability. This 3-bedroom, 3-bathroom waterfront townhome offers the perfect blend of a tropical escape and an income-producing investment. Nestled in an idyllic location just steps from the Gulf and pristine white sandy beaches, this stunning property boasts direct open-water views of the bay. The ground floor features a spacious living area, a convenient half bathroom, and a private porch perfect for relaxing or entertaining. Upstairs, the primary bedroom includes an en-suite bath and a large private porch with mesmerizing water views, while two additional guest bedrooms, a full bathroom, and a laundry area complete the second floor. Tranquility Bay Resort offers an array of amenities, including two resort-style pools, a sandy beach, a tiki bar for sipping cocktails while enjoying stunning sunsets, a fitness center, a Jack Nicklaus putting green, and the award-winning Butterfly Café. With beautifully landscaped grounds and endless opportunities for watersports, this is the ultimate destination for relaxation and recreation. As one of the top income-producing properties in the Middle Keys, Tranquility Bay Beach Homes have earned multiple TripAdvisor awards and are a favorite among guests. Owners can enjoy up to 35 days annually for personal use while generating rental income. On-site management handles all operations, providing effortless ownership and peace of mind. This turnkey property is more than a home—it's your opportunity to balance personal enjoyment with smart investment potential. Experience the Florida Keys lifestyle, where relaxation and returns meet. Don't wait—your slice of paradise awaits at Tranquility Bay Resort!

2600 Overseas Highway Unit 83, Marathon

$3,495,000
5 Beds 5 Baths 618411 MLS
LOCATION LOCATION LOCATION DIRECTLY ON THE GULF W/ GULF OF AMERICA AND MARINA VIEWS! Welcome to an extraordinary opportunity to own a newly constructed, luxury waterfront residence in the heart of the Florida Keys. Located in the exclusive Emerald Landings community in Marathon, this exceptional home offers breathtaking open-water views, a private 50' boat slip included, and a rare private beach, kayak launch, blending high-end coastal living with unmatched boating convenience. Thoughtfully designed for both luxury and functionality, this stunning property features 5 bedrooms and 5 bathrooms, including two spacious primary suites with private balconies overlooking the water. An open-concept floor plan showcases a chef's kitchen with quartz countertops and waterfall island, seamlessly flowing into the living and dining areas--ideal for entertaining or relaxing with panoramic sunset views. Outdoor living is elevated with a heated resort-style pool, expansive patios, and multiple spaces designed for al fresco dining and sunset gatherings. Premium finishes, coastal-inspired design, and modern technology are found throughout the home, offering a turn-key experience for owners and guests alike.This property is the perfect investment opportunity, boasting a proven short-term rental history and strong income potential, while also serving as an ideal future personal residence for those dreaming of a private retreat in the Keys. Whether used as a high-performing vacation rental, a seasonal escape, or a full-time waterfront home, this property offers unmatched versatility. Centrally located near world-class boating, dining, shopping, and beaches, this rare offering combines luxury, location, and lifestyle--a true Keys dream home with income-producing potential. Being offered furnished.

805 39th St, Marathon

$11,000,000
18 Beds 21 Baths 615102 MLS
Welcome to an unparalleled collection of THREE designer residences on one of the most exclusive waterfront parcels in the Florida Keys. Located just steps from Coco Plum Beach and the Atlantic Ocean, this rare investment opportunity is the ultimate blend of luxury, lifestyle, and income potential. Professional Designed and built by D'Asign Source in 2019, each residence is a testament to timeless architecture, sophisticated interiors, and exceptional craftsmanship. Each of the three homes spans off 4,066 square feet and features 6 spacious bedrooms and 6.5 bathrooms with custom millwork and designer fixtures. The interiors are professionally furnished with a curated blend of comfort and elegance, complemented by expansive ceiling heights, open-concept living areas and balconies throughout. Designed with privacy in mind, each home includes its own private pool, tiki hut, and a dock offering deepwater and direct ocean access. Impact windows and doors provide storm security and peace of mind, while each home offers three (3) air conditioning units to ensures optimal climate control on each level. Boating an abundance of storage on each level, an oversized laundry room, walk in pantry and en- suite accompanying each room. Whether you envision a serene family compound, a luxury short-term rental business, or an exclusive corporate retreat, this property offers incredible versatility and value. Zoned for weekly rentals, the income potential is substantial, making this one of the most attractive investment opportunities in the Florida Keys.

2394 Coco Plum Dr, Marathon

$4,400,000
3 Beds 3 Baths 617542 MLS
Experience the charm and character of this Gulf-front Old Florida Keys fishing lodge located in Stirrup Key, one of Marathon's most exclusive gated communities. Known for its large estate lots, deep-water access, and serene open-Gulf vistas, Stirrup Key offers privacy, prestige, and a true island lifestyle, just minutes from the conveniences of Marathon. The property consists of two lots in total for a combined size of 39,500 sf. The home sits on one of the few deep-water sites in Stirrup Key with upgraded 165 foot pier dock with 6 new pilings, where the water is so clear you can watch tarpon, angelfish, snapper, nurse sharks, lobsters and rays gliding beneath the dock. Beautifully maintained and elevated above flood, the residence features 3 bedrooms, 3 baths, and a loft that can serve as a fourth bedroom or home office. Brand new roof and impact windows and sliders were recently installed for peace of mind. The open-concept great room boasts massive ceilings and walls of windows showcasing 180-degree Gulf views. A spacious kitchen with center island and new range, Gulf front bar, wide overhanging eaves, exposed wood beams, and natural stone accents showcase classic tropical lodge architecture, perfect for entertaining. The primary suite with a large ensuite bath provide comfort and style, while a screened porch opens to the heated pool, positioned behind lush landscaping for afternoon shade. Outdoors, you'll find a sandy beach area, irrigated native landscaping, and expansive decks perfect for sunset gatherings. Additional amenities include two garage bays, one carport bay, a workshop, garden shed, and abundant storage. Stirrup Key residents enjoy the peace of a gated, low-density community with a 365 day rental minimum, ensuring tranquility and exclusivity year-round. With its unmatched combination of deep water, open-Gulf views, and spacious multi-lot layout, this property is a true rarity in the Florida Keys with potential for expansion.

115 Windy Point Cir, Marathon

$35,000,000
9 Beds 10 Baths 613902 MLS
Zephyr Cove; the extravagant aquatically inspired retreat that you deserve. Located on the breathtaking waterfront nestled along the Gulf and designed and built by D'Asign Source. This stunning estate invites you to experience the perfect balance of luxury, tranquility, and adventure. With both fresh and saltwater elements woven into its design, every detail has been thoughtfully crafted. At the heart of the property lies a lazy river loop infinity pool, complete with bridges, swim-up pool bar in gazebo, spa with table, lap pool, beach-style entries, and waterfall grotto plus gas fire pit, putting green, and tropical gardens. From floating under the sun, entertaining guests, or enjoying a peaceful evening by the water, this home was manifested for unforgettable moments. Grand main residence vaunts an impressive private primary wing and elegant open spaces designed for comfort and entertainment. Indoor amenities include a temperature-controlled wine room, game room, home theater, fitness center, and conference room; endless ways to unwind and enjoy life. Two additional charming two-bedroom villas and a separate two-bedroom guest house are perched next door, perfect for hosting family and friends with style and privacy. Designed for the ultimate coastal lifestyle with outdoor kitchen and dining areas set against breathtaking Gulf views, ideal for entertaining or simply soaking in the beauty of your surroundings. Ample dockage and multiple boat lifts for your toys, located right between Vaca cut and Tom's Harbor Cut for easy Ocean access. Expansive garages and storage spaces provide ample room for vehicles, boats, and all essentials. Whole-home 130kw generator in its own private structure, ensuring peace of mind no matter the season. This is where everyday life feels like you're being pampered at a lavish resort. Step into a world where the beauty of nature meets unparalleled craftsmanship and let the magic of the Gulf welcome you home. 15 min to private airport.

57223 Morton St, Marathon

$2,299,000
4 Beds 4 Baths 613691 MLS
INVESTORS will appreciate and experience waterfront living at its finest in this beautiful 2 story residence with a ground level elevated entry that has been renovated to achieve the perfect blend of coastal living with upscale entertaining in mind. Thoughtfully designed with an open and airy interior space, and grand entrance that flows effortlessly onto two outdoor balconies makes this residence perfect for entertaining or relaxing and enjoying the bay and sunset views. Features include a beautiful granite kitchen, custom and private bar area, open concept great room and neutral tiled flooring. The spacious chef's kitchen with granite counter tops and stainless steel appliances, a second level master suite with walk in closet, en suite bathroom with jetted tub and separate shower, three well appointed guest bedrooms, 3 bathrooms and office space off the main living area. Windowed porches allow for more living space outside of air-conditioned space as well as more entertaining room. Enjoy fishing off the dock or boating in and out of the area. The nearby community park boasts a small beach, and boat ramp which can be used to launch your boat. Restricted rentals makes this community even more desirable due to less vacation rentals and more serenity. This open water bay front home is located near Marathon Airport and the property can be purchased on one lot or can be combined with two parcels for potentially more living space, a cabana accessory structure, pool, putting green, or pickle ball court. West of Marathon Airport in a gated bay side community. Buy both for future potential living space or simply enjoy the green space overlooking the Florida Bay. Additional lot can be purchase separately and is contiguous to this home on 120 Pirates Cove Drive in exclusive and gated Stirrup Key.

120 Pirates Cove Dr, Marathon

$1,898,000
3 Beds 3 Baths 618588 MLS
Experience the confidence of solid construction in this 3-bedroom, 2.5-bath canal-front residence. Built with poured, reinforced concrete, this home was designed for strength, longevity, and peace of mind—an invaluable asset in a coastal environment. From the moment you arrive, the quality is unmistakable, offering the substantial, well-built feel discerning buyers seek. The open, light-filled floor plan flows seamlessly for everyday living and entertaining, anchored by a well-appointed kitchen featuring granite countertops, custom finishes, and durable hickory cabinetry chosen to stand the test of time. Custom tilework throughout adds warmth and character, while an elevator provides effortless access between levels. Additional highlights include a cozy fireplace, dedicated upstairs office space, and a flexible layout suited to a variety of lifestyles. Boaters will appreciate the excellent dockage and quick access to open water, including a 16,000-lb boat lift accommodating vessels up to approximately 35 feet, multiple docking options, davits, and a large dock box for easy gear storage. Outdoor living is front and center, with generous space for entertaining and ample room to create a private tropical oasis—there is plenty of space to add a pool. The oversized four-car garage provides abundant storage for vehicles, boats, and water toys, while a 10,000-gallon cistern with pump adds an extra layer of water security. Downstairs, a versatile enclosed area offers endless possibilities as a tackle room, workshop, storage area, or relaxation space. Framed by concrete walls on both sides with gated rear access, the property offers privacy and security while still embracing the easygoing Florida Keys lifestyle. Whether you're seeking a full-time waterfront residence, seasonal retreat, serious boater's haven, or a weekly vacation rental opportunity, this exceptionally well-built home delivers durability, functionality, and island living at its finest.

9960 Aviation Blvd, Marathon

$939,500
2 Beds 2 Baths 617227 MLS
Waterfront Corner-Lot Gem in Little Venice. Discover refined island living in this stunning 2-bed, 2-bath waterfront residence, perfectly positioned on a corner lot in the highly sought-after Little Venice neighborhood of Marathon. Crafted with enduring CBS construction, this home seamlessly blends modern comfort, coastal elegance, and exceptional boating access. Situated on a wide, flow-through canal that leads directly to open water, this property provides effortless navigation to both the Gulf and the Atlantic Ocean, making this property a true boater's paradise. The 55-foot dock invites you to step aboard and set out for a day on the water or simply unwind with panoramic canal views framed by swaying palms and unbelievable sunsets. Step inside to find bright, open living spaces, in this beautifully updated and meticulously maintained home, which features a new roof (2022), New A/C system, and New Impact-Resistant Windows and Doors- providing peace of mind and energy efficiency. The open-concept living spaces are bathed in natural light, creating an airy, elegant atmosphere. The kitchen and living areas invite you to relax and entertain while overlooking the water. The primary suite provides private waterfront access with large walk-in closet. The corner-lot setting enhances privacy and curb appeal while offering additional outdoor living space perfect for outdoor dining, water toys, or evening cocktails by the canal. Property Highlights: • 2 Bed | 2 Bath • CBS Construction | Corner Lot • 55-Foot Dock on Flow-Through Canal • Direct Access to Gulf & Atlantic • New Roof (2022) | New A/C | New Impact Windows & Doors (2023) • Premier Boating Location in Desirable Little Venice Neighborhood Keys living where timeless design meets unmatched location. Whether you're seeking a full-time residence, vacation retreat or investment opportunity. Don't miss this turnkey opportunity! Schedule your showing today! Back on market due to buyer financing

11725 3rd Ave, Marathon

$1,400,000
3 Beds 3 Baths 618587 MLS
One-of-a-kind - ICONIC Bonefish Towers - ''Eye in the Sky'' Million Dollar Views! A Rare Opportunity, Nothing compares to this ICONIC 14th Floor Penthouse in the Sky, ''Bonefish Towers'', overlooking amazing Emerald/Turquoise Blue Waters of the Florida Keys, ''Bonefish Towers'' is the tallest 14 floor hi-rise in the Florida Keys, you will be in awe, when stepping through the front door. A spacious 3 bedroom/office/3 bath, multi-level condominium, floor to ceiling windows, doors and glass, brings in natural light and the beauty from the Atlantic, Florida Bay/Gulf. There are 2 balconies, one off the bedroom and one oversized balcony, off the Living area to accommodate outdoor dining, soaking up the Sun and enjoying those Tropical Breezes. A ''must see'' a small woodworking/fly tying room for your hobbies. Condo was newly renovated with lovely 24x24 Granite tile flooring in living, kitchen, dining areas, granite counter tops and stainless appliances, a recent bath update as well, New Lux Air 2024 A/C (transferable 10-year warranty), a dedicated bar with sink and refrigerator/ice maker. Bonefish Towers, located in ''The Heart of the Florida Keys'', Marathon, Florida, great local restaurants, shopping, Airport, bike paths, beach nearby, snorkeling, fishing and diving, at its best! An hour from Key West and close to Miami. Many amenities, a heated pool, sauna, weight room, party/game/meeting room with pool table, Ocean side tiki huts, tennis/pickle ball court, ample parking, new roof, new elevators. Pride of ownership and it shows, has never been rented. Bonefish Towers has a full-time maintenance staff, office staff, a secure building entrance, SIRS and Milestone Reports available, plus a healthy Reserve. Come Preview Today!!!

2000 Coco Plum Dr Unit APT 1403, Marathon

$537,900
1 Beds 2 Baths 616530 MLS
Welcome to Ocean Isles Fishing Village—a gated, seven-acre oceanfront community in the heart of the Florida Keys. Offering brand-new concrete block construction built above flood and allowing seven-day rentals, Ocean Isles combines modern living with resort-style amenities. Townhome #31 is a desirable end unit, located just two rows from the gated entrance with distant views of the Atlantic. This two-story residence offers approximately 800 sq. ft. of modern living space. The main level features a bright living area, sleek kitchen with stainless steel appliances, and a full bath. Upstairs, the private primary suite includes its own full bath and captures the essence of relaxed Keys living. Every detail has been designed for peace of mind and convenience, including impact windows and doors. Step outside and enjoy resort-style amenities: a spectacular oversized oceanfront pool, clubhouse, tiki huts, and fish cleaning stations for the avid angler. For boating enthusiasts, Ocean Isles delivers unmatched value with a private boat ramp and convenient reserved dockage for owners to use, the newly updated marina, protected by Jack Tar Flats, features a seawall, bulkhead, and docks—ensuring smooth access to world-class fishing and diving waters. Adding to its appeal, Ocean Isles is located just moments from Marathon Airport, which caters to private jets and smaller planes—nearly within walking distance—making this community especially convenient for those seeking a lock-and-leave Florida Keys retreat with effortless travel access. Perfectly situated in Marathon, Ocean Isles provides easy access north to Islamorada or south to Key West, along with local dining, shopping, and attractions just minutes away. Whether you're looking for a weekend escape, an income-producing property, or your own piece of paradise, this is an opportunity not to be missed.

10877 Overseas Highway Unit 31, Marathon

$2,950,000
4 Beds 3 Baths 617358 MLS
Experience stunning water views from this exceptional 4-bedroom, 3-bath home situated on a desirable bayside corner lot. This property offers extensive dockage with a step down, custom-built steel bumpers, accommodating multiple vessels with ease. With approximately 190 feet of waterfront, you can unwind by the beautiful swimming pool and hot tub while enjoying serene lagoon views. The home is offered fully furnished and features an updated kitchen with stainless steel appliances and quartz counters, newer A/C, impact windows, and an interior laundry room with custom cabinetry. Weekly rentals are permitted, adding excellent investment potential. Enjoy outstanding views from the living area and balcony, as well as canal views from 2 of the bedrooms. This is the perfect spot for kayaking, paddleboarding, and fishing directly from your private dock. The deep water access allows for large vessels, and there is ample parking for all your toys. A public boat ramp is conveniently located just a few blocks away. Additional highlights include a dedicated rod-and-reel room/lower-level storage area just steps from the dock, a fish-cleaning station with running water, an outdoor shower, and concrete steps providing easy kayak and paddleboard launch access. Tons of storage space downstairs on an oversized lot. This is a true boater's paradise--perfectly equipped for relaxation, recreation, and coastal living at its finest.

123 W Bruce Ct, Marathon

$975,000
3 Beds 2 Baths 618240 MLS
Seawatch Condominium offers an exceptional opportunity to enjoy resort-style living in a private, gated waterfront community in the Florida Keys. This 3-bedroom, 2-bath that has been recently remodeled, featuring an updated kitchen with modern appliances and cabinetry, wood flooring, tile, and beautifully updated baths. The unit is sold fully furnished making it move-in ready for immediate enjoyment. Seawatch Condominiums has recently completed a $14 million concrete restoration project across all three buildings, including new roofs, elevators, and hurricane impact windows and doors, providing peace of mind and long-term value. Owners enjoy access to a deeded boat slip in the marina basin, along with a new resort-style pool and spa with cabana room. Community amenities are extensive and include new tennis and pickleball courts, shuffleboard, basketball court, a well-equipped fitness room, and a veranda room for community and family events. Additional improvements include new paving and bridge access throughout the property. A rarely found, oversized storage barn offers indoor storage space ideal for boats, kayaks, bicycles, bait freezers, and more--an uncommon feature in the Keys. All amenities are set within a lushly landscaped 17-acre waterfront parcel shared by just 48 unit owners, creating a unique balance of privacy and community. This property delivers a rare combination of upgraded construction, resort amenities, boating access, and storage in one of the Keys' most comprehensive condominium communities. Set up your private showing of this Florida Keys property that has everything your looking for! 2013 Hydra Sports Custom CC3000 powered by twin 300HP Yamaha motors, fully equipped with twin Garmin chart plotters, radar, sonar, autopilot, EPIRB, and VHF radio can be negotiable with this unit!

6204 Gulf Of Mexico Blvd Unit 204, Marathon

$1,799,000
3 Beds 4 Baths 618287 MLS
Welcome to Aqua Vista, a sophisticated waterfront retreat built in 2021, offering sweeping open-water views of the Atlantic Ocean and the ultimate Florida Keys lifestyle. Designed to blend contemporary coastal architecture with refined comfort, this exceptional residence features three bedrooms and three-and-a-half baths—ideal as a private luxury home, second residence, or high-performing investment property. From the moment you enter, expansive glass invites endless ocean views and floods the home with natural light. The open-concept layout seamlessly connects the living, dining, and kitchen areas, creating a refined yet inviting atmosphere for entertaining or relaxed coastal living. The chef's kitchen is both elegant and functional, appointed with stainless steel appliances, sleek stone countertops, and custom cabinetry—all framed by stunning water views that elevate every culinary experience. The primary suite is a serene sanctuary with sweeping ocean vistas and a spa-inspired ensuite bath featuring a soaking tub, separate glass-enclosed shower, and upscale finishes. Outdoor living is exceptional, with a covered waterfront terrace ideal for alfresco dining, morning coffee, or sunset cocktails. A sparkling private pool and sun-drenched patio overlook approximately 45 feet of seawall along a deep-water boating canal, offering quick access to both the Atlantic Ocean and Florida Bay—perfect for boating, fishing, and paddleboarding. Aqua Vista also offers a strong rental revenue history, providing the rare opportunity to enjoy a personal waterfront escape while benefiting from impressive income potential. Aqua Vista is more than a home—it's a front-row seat to luxury waterfront living in the Florida Keys.

1140 92nd St, Marathon

$5,499,000
5 Beds 5 Baths 616119 MLS
At the very tip of a private peninsula in the heart of the Florida Keys, this stunning Gulffront property delivers the ultimate waterfront lifestyle. Built in 2022, this 4,146 sq. ft. Coastal Modern residence was crafted by one of Marathon's premier builders with meticulous attention to detail, blending clean architectural lines with the relaxed elegance of island living. From the moment you arrive, the Gulf is your constant backdrop. Expansive walls of glass flood the interiors with natural light and frame endless turquoise waters. Every living area, from the two spacious lounges to the gourmet kitchen, was designed to maximize the view and the connection to the outdoors. The chef's kitchen is both beautiful and functional, featuring waterfall-edge quartz counters, premium stainless appliances, and abundant prep space. Whether hosting a casual brunch or an elegant dinner, this open-concept space flows seamlessly to indoor and outdoor gathering areas. Five ensuite bedrooms provide private sanctuaries for family and guests. The primary suite is a haven unto itself, offering a sitting area, spa-inspired bath, and a private porch where morning coffee comes with dolphin sightings and golden sunrises. Step outside to a personal resort: a shimmering pool with sun shelf, expansive patios for lounging, and a palm-lined peninsula with a fire pit at its tip. A deep-water dock, private boat basin, and 4-post lift make boating effortless, with 5' control depth ensuring smooth access to open water. This home offers the convenience of an elevator, an oversized 2-car garage, and low-maintenance construction designed for coastal living. Located 5 minutes from Marathon Jet Center, you can go from tarmac to tiki torch in record time. Whether it's a weekend escape, seasonal retreat, or full-time residence, this Gulf Front estate offers something truly rare: privacy, luxury, and the beauty of the Keys wrapped into one extraordinary address. Fantastic Rental History. Offer Turnkey.

875 50th St, Marathon

$679,000
618347 MLS
Premium Waterfront Lot includes a building right/TBR - READY TO BUILD no waiting, INCLUDES 2 SETS OF HOUSE PLANS, The VACANT LAND PRICE is 679,000. Alternatively, you can choose to have the Seller coordinate the New Construction Project already planned to begin in 2026 at a completed price of 2,795,000. Breathtaking Views with Deep Water Protected 50 Ft Dockage! Discover your dream home in Marathon, Florida, offering 3,200 sq. ft. of luxurious living space. This 5-bedroom, 5-bathroom masterpiece features a private pool, elevator, and a stunning rooftop observation deck-perfect for enjoying epic sunsets over Boot Key Harbor. Work with Keys Dream Properties to customize your finishes, including interior and exterior colors, tile, quartz countertops, lighting, and plumbing fixtures. Tailor every detail to your taste and make this house truly your own. Located in the heart of Marathon, you'll enjoy easy access to endless shopping and dining options, from fine dining to casual eats. With a protected deep-water dock, you're minutes from both the Atlantic and Gulf, offering World-Class Fishing, Snorkeling-Diving, and Boating adventures. For those breezy days, Boot Key Harbor provides calm waters for social boating, complete with on-the-water dining and cocktails. Best of all, there are NO HOA FEES, and the property allows 7-day rentals, giving you the flexibility to offset your investment through vacation rentals in Marathon's thriving market. This home's combination of luxury, customization, and location offers the best of the Florida Keys Lifestyle. Construction scheduled to begin in 2026. Don't miss this rare opportunity to design and own your slice of paradise. Contact us today!

1021 27th St, Marathon

$1,090,000
3 Beds 2 Baths 617240 MLS
Tucked quietly on the edge of the Atlantic Ocean, this Marathon retreat feels like your own private escape by the sea. Built with solid concrete construction and featuring a rooftop deck designed to capture endless open-water views, this home was made to withstand the elements and embrace the Florida Keys lifestyle. Located within a desirable oceanfront community in Marathon, this property offers open water and marina views, covered parking, and ample storage for all your water toys — and your boat slip is only steps from your front door. Enjoy peaceful mornings from your screened-in porch overlooking the Atlantic, or head up to your rooftop deck for panoramic sunrise views and cool evening breezes. Inside, the home comes fully furnished with tasteful coastal décor, making it ideal as a primary residence, second home, or seasonal getaway. Bonus: this unit is approved for seasonal rentals (December through April) is already booked annually inquire for details offering built-in income potential to offset ownership expenses. It also includes a dedicated boat slip assigned to the property at no annual cost — a rare and valuable feature in the Keys. Community amenities include a pool, tiki hut, clubhouse, boat ramp, paved jetty path to open water, and boat trailer storage, all designed to make life on the water effortless and enjoyable. From here, you're just minutes from five local restaurants — ranging from fine dining to dockside favorites — and a short stroll from the Dolphin Research Center. Launch your boat, park in your slip, and be fishing within minutes. This is true Keys living — easy, durable, and drenched in ocean breeze.

58950 Overseas Highway Unit 13, Marathon

$9,500,000
6 Beds 11 Baths 610645 MLS
Casa Mañana Shores, located in the heart of Marathon, is a developer's dream or a private owner's potential paradise. This secured gulf front estate offers 3.86 acres of land and is surrounded by an eight foot concrete wall with three gated entrances. The property boasts approximately 540 linear feet of Highway frontage and 695 linear feet of water frontage. It offers 218 feet of concrete dockage, including a cut-in protected boat slip. There is even room for a helicopter landing pad. This unique property is zoned mixed-use commercial and comes with one commercial transferable building right. It is currently a private residence with a separate garage and workshop. The 10,852 square foot mansion is solid concrete construction with concrete pilings and copper pipes. It has ten bedrooms, six and a half bathrooms, and a sauna, game room and great room. Repairs are needed, and the interior needs substantial updating. An attached partially screened enclosure holds an impressive 12 ft deep swimming pool that measures 25 x 50 ft. The garage/workshop is a separate structure with two rooms with mini split air conditioning. The existing structures could be demolished for those with a vision, leaving you with a 3.86 acre blank canvas in the center of town. Its versatile designation offers multiple possibilities for residential and/or commercial use. Over the years it has previously housed a motel with a marina, a 19-unit trailer park, and a restaurant. This property lends itself to a variety of development or rehabilitation possibilites to create the vision of your dreams!

6500-6600 Overseas Hwy, Marathon

$9,500,000
6 Beds 11 Baths 610643 MLS
Casa Mañana Shores, located in the heart of Marathon, is a developer's dream or a private owner's potential paradise. This secured gulf front estate offers 3.86 acres of land and is surrounded by an eight foot concrete wall with three gated entrances. The property boasts approximately 540 linear feet of Highway frontage and 695 linear feet of water frontage. It offers 218 feet of concrete seawall, including a cut-in protected boat slip. There is even room for a helicopter landing pad to be installed. This unique property is zoned mixed-use commercial and comes with one commercial transferable building right. It is currently a private residence with a separate garage and workshop. The 10,852 square foot mansion is solid concrete construction. It has ten bedrooms, six and a half bathrooms, a sauna, game room and great room. Repairs are needed, and the interior needs significant updating. An attached partially screened enclosure holds an impressive 12 ft deep swimming pool that measures 25 x 50 ft. The garage/workshop is a separate structure with two rooms with a mini split air conditioner. The existing structures could be demolished for those with a vision, leaving you with a 3.86 acre blank canvas in the center of town. Its versatile zoning designation offers multiple possibilities for residential and/or commercial use. Over the years it has previously housed a motel with a marina, a 19-unit trailer park, and a restaurant. This property presents the opportunity to create the ultimate secluded retreat of your dreams!

6500-6600 Overseas Hwy, Marathon

$7,000,000
618083 MLS
'United States Bankruptcy Auction. The Listing Price is for MLS Purposes only. Actual Price will be determined at Auction. The Auction will take place Live via Zoom on Thursday, September 10, 2026 at 11 AM ET. Bidder Registration Packages and Qualifying Deposits are due on or before Tuesday, September 8, 2026 at 5:00 PM ET. https://www.dropbox.com/scl/fo/6zvlde9vkafsi4gyurrge/AFbZzVpEx4s1umkeSKne1Us?rlkey=9ejdq1stq5w01ifjwsdhdrzyh&st=nzppom5j&dl=0 Rare oceanfront development opportunity in the heart of the Florida Keys. Encompassing nearly 6 acres of pristine oceanfront land in Grassy Key, this exceptional parcel presents an ideal canvas for developers seeking to create luxury residential units with direct oceanfront and beach access. Surrounded by unspoiled natural beauty and tranquil beaches, the property offers immediate proximity to shopping, fine dining, spas, marinas, and world-class boating. Residents will enjoy unparalleled access to deep-sea fishing, scuba diving, snorkeling, and vibrant coral reefs, all set against the backdrop of the Keys' iconic turquoise waters. Located in Marathon, often referred to as the Heart of the Florida Keys, the site benefits from a highly desirable central Keys location, conveniently positioned between the Upper Keysâ€'such as Islamoradaâ€'and the Lower Keys, including Key West. Marathon is known for its rich maritime history, local airport, and accessibility, serving as a central hub comprising islands such as Vaca Key, Duck Key, and Grassy Key. A truly rare offering combining scale, location, and oceanfront presenceâ€'an exceptional opportunity to develop a legacy project in one of Florida's most coveted coastal destinations. Please read the broker's remarks for detailed information on this offering.

57478 Overseas Highway, Marathon

$2,495,000
5 Beds 4 Baths 618204 MLS
Welcome to The Tides at Vaca Cut #2, a beautifully designed 5-bedroom, 4-bathroom waterfront retreat in one of the Florida Keys' most desirable luxury communities. Offering 2,607 square feet of living space, this newer construction residence (2020) was thoughtfully built and designed by D'Asign Source, a leader in Florida Keys luxury architecture and interiors. Furnished with refined coastal style, the home blends upscale design with relaxed island living. The spacious open-concept living area opens seamlessly to a private pool and hot tub, creating an exceptional outdoor entertainment space framed by sweeping views of the Vaca Cut. Whether enjoying a sunset soak or hosting guests, the outdoor living experience here is second to none. Built with longevity and performance in mind, the home features concrete block construction, impact windows and doors, a metal roof, and double-stacked washers and dryers, making it exceptionally well-suited for high-demand vacation rental use. Boaters will appreciate 36 feet of dockage with immediate access to both the Atlantic Ocean and the Gulf of America, while the constant boat traffic through the cut provides some of the best boat-watching in the Middle Keys. Located in a proven luxury complex with strong rental demand, this turnkey property offers outstanding income potential along with an elevated waterfront lifestyle. Luxury design, prime dockage, and resort-style outdoor living—The Tides at Vaca Cut #2 is an exceptional opportunity to own in one of Marathon's premier waterfront developments.

11890 1st Ave Unit 2, Marathon

$1,725,000
2 Beds 2 Baths 616402 MLS
PRICE WAS RECENTLY IMPROVED: SELLERS WELCOME OFFERS! NEED A THIRD BEDROOM? Architectural drawings available from the owners for the additional bedroom! Do you like the beach...do you like boating? This is it!!! This home is cozy and spacious, stunning Waterfront Retreat in Sombrero Beach! This extraordinary Florida Keys stilted pool home is perfectly positioned on a prime corner lot only minutes from the world-renowned Sombrero Beach. A boater's paradise featuring a 60 ft. dock, 30,000 lb. boat lift, fish cleaning table and a dock tower with 50-amp and 30-amp outlets including a 110-volt outlet. Quick access to open water to world class fishing/boating. Designed with an impeccable open floor plan and modern amenities. As you step inside you are greeted by an open, sunny layout with soaring ceilings, coastal ambiance of island living. The bright, modern kitchen features sleek quartz countertops, stainless steel appliances and custom cabinetry perfect for entertaining. A dedicated laundry room, spacious downstairs storage and electric car charger for modern functionality. Enjoy expansive outdoor Florida Keys living surrounded by lush lighted landscaping, stone pavers, tiled carport, lighted and heated inground pool creating a relaxing, elegant atmosphere. The large corner lot affords plenty of parking for cars and ''toys''! This immaculate home comes with many topnotch features. This Turnkey home ''has it all''! YES, THIS HOME HAS IT ALL ...INCLUDING A HIGH PERFORMING VACATION RENTAL HISTORY!!!

341 Sombrero Beach Rd, Marathon

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