Above $1 Million Marathon FL Real Estate, Homes, Condos for Sale

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

355 Stirrup, Marathon

$5,200,000

3 Beds ⋅ 3 Baths ⋅ 621314 MLS

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

851 104th St, Marathon

$5,499,000

6 Beds ⋅ 6 Baths ⋅ 621304 MLS

Experience exceptional waterfront living in this impressive Spanish-inspired concrete residence, built in 2019 and offering approximately 8,107 square feet of construction and 16,500 square feet lot size. Thoughtfully elevated and designed with an emphasis on space, quality, and comfort, this remarkable home showcases a highly customized interior with refined finishes throughout. Solid wood interior doors, generous room proportions, and carefully designed living spaces reflect the attention to detail found throughout the residence. Expansive recreational and entertainment areas on both the first and second floors provide exceptional flexibility for hosting, relaxing, and enjoying everyday family living. The home's substantial concrete construction and elevated design complement its commanding presence, while the spacious interior offers an ideal combination of elegance and functionality. Positioned along an exceptionally Deepwater, wide-canal home with direct ocean access, the property provides an impressive waterfront setting and a sense of privacy and tranquility. A distinctive luxury residence offering exceptional scale, generous entertainment spaces, and outstanding waterfront appeal. Ideally located near the airport and surrounded by a variety of restaurants, dining options, and everyday conveniences, the home offers an excellent balance of privacy, accessibility, and lifestyle.

108 Ave D, Marathon

$5,399,000

8 Beds ⋅ 8 Baths ⋅ 621248 MLS

Looking for a truly unique opportunity in the Florida Keys? Check out these 2 Custom Luxury CBS Pool Homes that are side by side! Live in one, and rent the other, corporate retreats, weddings, vacation rentals, tons of options! Experience luxury waterfront living in these custom-built, new construction two-story concrete homes featuring 4 bedrooms and 4 private en-suite baths. Designed for entertaining, the open-concept layouts seamlessly blends indoor and outdoor living. The chef's kitchens boasts top-of-the-line stainless steel appliances including double convection ovens, Smart refrigerator, dishwasher, vented range hood, prep sink, wine chiller, quartz countertops, custom cabinetry, and a large island. Porcelain tile flooring, custom fixtures, LED lighting, and abundant natural light enhance every space. A first-floor en-suite bedroom offers balcony access overlooking the pool, dock, and water. The dramatic floating staircase with custom LED chandelier leads to three additional en-suite bedrooms upstairs. The primary suite features a floating soaking tub, double vanity, custom porcelain tile shower, and MOEN programmable multi-head shower system with smartphone controls. Additional features include impact windows and doors, web-enabled security camera system, 4K Smart TVs in every room, 8-foot interior doors, two 3-ton 16 SEER A/C units, standing seam metal roof, aluminum railings, and expansive balconies on both levels. Located in the desirable Flamingo Island neighborhood of Marathon, just minutes from Sombrero Beach, dining, shopping, and entertainment. Enjoy quick access to open water, world-class fishing, boating, diving, and the crystal-clear turquoise waters of the Florida Keys. Built to impress and built to last, these exceptional waterfront retreats offer the ultimate Florida Keys lifestyle. Set up your preview today!

835 & 837 Copa D Oro, Marathon

$2,695,000

2 Beds ⋅ 2 Baths ⋅ 621246 MLS

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

57457 Morton St, Marathon

$1,250,000

2 Beds ⋅ 3 Baths ⋅ 621219 MLS

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

96 Avenue C #4 &, Marathon

$1,195,000

3 Beds ⋅ 2 Baths ⋅ 621216 MLS

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

105 Santa Barbara, Marathon

$5,499,000

5 Beds ⋅ 5 Baths ⋅ 621212 MLS

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

875 50th St, Marathon

$1,150,000

3 Beds ⋅ 2 Baths ⋅ 621176 MLS

Welcome to 11295 6th Ave Gulf -- a waterfront corner lot in one of Marathon's best-kept-secret neighborhoods. Nestled on a quiet street directly across from a nature preserve, this 3-bedroom, 2-bath canal home delivers something almost impossible to find in the Keys: real privacy, real waterfront, and real potential. Eighty feet of deep-water canal frontage on an oversized 8,000 sq ft corner lot. One canal from the Gulf of America with 10-minute access to Vaca Cut -- your gateway to world-class offshore fishing, diving, lobstering, and reef exploration. The spacious vaulted-ceiling screened porch overlooking the canal is where you'll spend every morning and evening. A 385 sq ft concrete dock with davits is ready for your boat. The corner lot provides ample parking for trailers, vehicles, and toys -- a true premium in the Keys. This is also a performing investment property. The home operates as an active vacation rental on Airbnb and VRBO with verified income. Sold fully furnished and turnkey -- a new owner can generate income from day one. Recent updates include a new 2025 HVAC system, 2025 impact sliding glass door, hurricane shutters on all windows, and all furnishings included. The home is solid, comfortable, and rental-ready as-is -- with room to add your own personal touches and make it truly yours. For the visionary buyer: build up on this premium corner lot and you could be rewarded with Gulf of America views. An elevated waterfront home on this lot -- with a nature preserve across the street and 80 feet of canal -- would be one of the most compelling properties in Marathon. The location is irreplaceable. The potential is limitless. Come see it.

11295 6th Ave, Marathon

$3,450,000

5 Beds ⋅ 4 Baths ⋅ 621171 MLS

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

69 Tingler Ln, Marathon

$2,899,000

5 Beds ⋅ 5 Baths ⋅ 621167 MLS

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

111 Ave D, Unit 2, Marathon

$2,395,000

4 Beds ⋅ 3 Baths ⋅ 621168 MLS

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

171 Ave D, Marathon

$1,299,000

4 Beds ⋅ 3 Baths ⋅ 621156 MLS

Tucked into the natural landscape of Grassy Key, 235 Tropical Avenue offers a unique combination of space, privacy and the unhurried character that defines life in the Middle Keys. Set on a 15,000-square-foot lot in Crains Subdivision, this concrete stilted residence offers more than 3,600 square feet of living space, impact windows and doors, and generous indoor-outdoor areas designed around the Florida Keys lifestyle. An expansive open layout creates room to gather, entertain and settle in comfortably, with multiple living spaces and an easy connection to the outdoors. Lush native vegetation surrounds the property, creating a remarkable sense of privacy and seclusion. The partially fenced backyard centers around an inviting in-ground pool with waterfall, tanning shelf and water features, setting the stage for long afternoons outside and evenings under the palms. Ample parking provides room for multiple vehicles and boat trailers, an especially valuable feature for enjoying life on the water. Above it all, a rooftop observation deck captures ocean views and a beautiful perspective across Grassy Key. Watch the light change over the horizon and native birds gather around the natural salt ponds behind the property. Crains Subdivision also offers a community sunset park, while a public boat ramp is just minutes away for convenient access to the surrounding waters. Centrally positioned between Marathon, Duck Key and Islamorada, the home is convenient to Curry Hammock State Park, Dolphin Research Center, waterfront dining, marinas, fishing, diving, paddling and the Florida Keys Overseas Heritage Trail. Whether envisioned as a full-time residence or a private Florida Keys retreat, 235 Tropical Avenue feels connected to its surroundings, offering a spacious and secluded setting from which to experience the water, wildlife and easy rhythm of Grassy Key.

235 Tropical Ave, Marathon

$1,195,000

5 Beds ⋅ 5 Baths ⋅ 621154 MLS

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

8055 Tuna Dr, Marathon

$5,900,000

13 Beds ⋅ 13 Baths ⋅ 621147 MLS

A rare and unique income producing Hotel in Marathon. Tropical Cottages is a boutique & profitable Mom and Pop Motel. Total of 11 valuable Transient Licenses, 13 Rooms plus office with kitchen & check in room. 9 buildings on the property, 8 adorable free standing cottages with new Victorian shingle roofs & the main building with 3 rooms in good condition. Each room has been tastefully and tropically renovated inside and out. Each room is unique & comes fully furnished. Most of the units have small kitchenettes including sink with microwave and refrigerator. All units have refrigerator & microwave. Additionally, there is a large Tiki Hut & Bar along with Food Truck with seating area. The Food Truck and Tiki Bar are leased for $6,375 per mos on a short term agreement. The Motel is managed by Owners . The hotel runs on auto-pilot. Online check-in available with a good housekeeping staff as back up. Most of the business is from repeat customers, plus online booking sites are all utilized. On site is a full laundry room with Commercial grade washers/dryers and storage rooms throughout. All housekeeping is done on site. Small, friendly & efficient staff has been there long term and willing to stay on with new owners. There are a total of 6 lots encompassing over 1/2 acre of land, total .56 Ac or 24,384 sf. Ample off street parking for guests. Zoning is GC and land use is recognized as Hotel/Motel. Bonus of Deeded waterfront access at the end of 61st St. which has a boat ramp and staging area for all types of watercrafts and sports. Same family ownership since 2010. Tropical Cottages was started back in the mid 1950's as a Fish camp and is one of the few remaining Mom & Pop Motels throughout the Florida Keys. Motel generates substantial Net income year after year to current owners. Sellers may consider Seller Financing may be available to a qualified buyer. Terms to be negotiated.

243 61st 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

$1,600,000

3 Beds ⋅ 3 Baths ⋅ 621041 MLS

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

1515 Sombrero Blvd Unit 2B, Marathon

$4,999,999

5 Beds ⋅ 5 Baths ⋅ 621022 MLS

Looking for one of the most unique Bayfront Estates in the Florida keys, well you just found it. Just over 3 acres located on the Gulf of America. What makes the property so unique first and foremost is the privacy it offers. Upon entering the double gate, you are surrounded by huge trees, heavy foliage and vegetation which provides you with complete privacy. There are walking trails all through the entire property, including out to the Bayfront to enjoy some of the most spectacular year round sunsets you will ever see. The property directly to the North is a preserve called, Crane Point Hammock and Museum & Nature Trails. The subject property boasts its own huge boat basin with new custom Ipe wooden dock to accommodate large vessels and/or multiple vessels with two 50 AMP services, all the power you may need. There is a separate dock and slip tucked inside the private boat basin the owner had custom built for his 52 foot Viking Express. There is also a 20,000 pound boat lift and a small boat ramp for your flats skiff. The main home has that Old Florida Charm, three bedrooms, two baths and great room with exposed beams and tongue and groove ceilings. Take the stairs up you your private master retreat with spectacular views overlooking your private basin and the bay. The home also offers three screened lanais with water views. Attached to the main home is a private, separate entrance apartment with bedroom, bathroom and kitchen for complete privacy from the main living quarters. Across the pavered driveway is the detached three car garage and above offers a 1 bedroom, 1 bath, living room and kitchenette. The property is located 1.5 miles South of Marathon International Airport to make it easy for pilots and chartered jets and prop planes to come and go from this one of a kind Estate. Easy access to the Atlantic Ocean. Looking for peace, privacy and serene relaxing Florida Bay and sunsets views? You just found it!!

1590 Pelican, Marathon

$1,539,000

3 Beds ⋅ 2 Baths ⋅ 621017 MLS

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

1791 Grouper Dr, Marathon

$2,395,000

4 Beds ⋅ 3 Baths ⋅ 621014 MLS

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

211 S Anglers Dr, Marathon

$1,400,000

4 Beds ⋅ 3 Baths ⋅ 620983 MLS

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

241 Sombrero Beach Rd Unit # 1, Marathon

$1,439,000

4 Beds ⋅ 3 Baths ⋅ 620960 MLS

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

219 Sombrero Beach Rd Unit # 2, Marathon

$3,795,000

5 Beds ⋅ 4 Baths ⋅ 620953 MLS

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

813 39th St Gulf St, Marathon

$16,000,000

4 Beds ⋅ 3 Baths ⋅ 620952 MLS

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

1 E Sister Rock Is, Marathon

$1,499,000

4 Beds ⋅ 3 Baths ⋅ 620915 MLS

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

1220 122nd St, Marathon

$2,800,000

4 Beds ⋅ 4 Baths ⋅ 620899 MLS

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

121 Calle Ensueno, Marathon

$1,100,000

2 Beds ⋅ 3 Baths ⋅ 620886 MLS

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

12690 Overseas Hwy Unit APT 34, Marathon

$4,499,000

3 Beds ⋅ 4 Baths ⋅ 620861 MLS

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

108 Sunset Dr, Marathon

$1,600,000

2 Beds ⋅ 2 Baths ⋅ 620832 MLS

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

57477 Morton St, Marathon

$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

$1,900,000

3 Beds ⋅ 3 Baths ⋅ 620705 MLS

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

870 Copa D Oro, Marathon

$2,989,000

4 Beds ⋅ 5 Baths ⋅ 620683 MLS

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

300 N Anglers Dr, Marathon

$1,050,000

3 Beds ⋅ 2 Baths ⋅ 608599 MLS

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

2240 Yellowtail Dr, Marathon

$1,199,000

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

$1,059,000

2 Beds ⋅ 2 Baths ⋅ 620624 MLS

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

305 50th St, Marathon

$15,000,000

5 Beds ⋅ 5 Baths ⋅ 620594 MLS

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

119 Coco Plum Dr, Marathon

$7,495,000

5 Beds ⋅ 5 Baths ⋅ 620585 MLS

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

108 Sunrise Dr, Marathon

$1,900,000

3 Beds ⋅ 2 Baths ⋅ 620576 MLS

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

106 Alynn Pl, Marathon

$1,200,000

620574 MLS

Here is your rare waterfront investment consisting of contiguous bay bottom parcels positioned within a naturally protected basin. The expansive footprint provides flexibility for a range of future marine-related possibilities, subject to permitting and regulatory approvals. An exceptional opportunity for investors seeking scarce waterfront assets in the Florida Keys. Conveniently located near Marathon International airport, community boatramps and shopping centers.

Marathon Bay Bottom Street Gulf, 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

$1,900,000

620537 MLS

DIRECT OCEANFRONT lot with 120 feet of concrete seawall. Total of 153 feet of ocean frontage with cut in boat slip. Building right in place. NO TBR or BPAS (ROGO) needed to start building (this saves you time and money). End of street right-a-way deed conveys with the property. Huge lot: oceanfront concrete dock 120' plus additional 33' of oceanfront for the end of street right-a-way - Street 75' - Side: 133' - Back: 125.' Cleared and ready to build now. Lot is graveled, silver buttonwood hedge, partially fenced. You can see Key Colony to the East and Sombrero to the west with unobstructed ocean views. Glorious sunrise and sunsets! Listing agent is the owner. Call me directly with any questions.

1235 83rd Street Ocean St, Marathon

$2,200,000

3 Beds ⋅ 2 Baths ⋅ 620513 MLS

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

64 Tingler Ln, Marathon

$1,450,000

2 Beds ⋅ 3 Baths ⋅ 620503 MLS

Introducing 8401 Gulf of Mexico Blvd #8401, an exceptional waterfront penthouse with Boat Slip #23, located in the prestigious Seawatch community of Marathon, Florida. Renovated in 2023 and meticulously maintained since, this top floor residence offers an impressive combination of comfort, style, boating access and one of the most captivating open water views in the community. From the moment you step inside, expansive impact windows frame breathtaking Gulf views and fill the living space with natural light. The spacious layout features two generous suites, an open living and dining area and a clean coastal feel designed for relaxed Florida Keys living. The 2023 renovation included thoughtful updates to the kitchen, bathrooms, flooring and interior finishes. The kitchen offers updated cabinetry and appliances, while the remodeled bathrooms feature updated tile and showers, creating a move in ready residence that has been carefully improved and maintained. Seawatch is known for one of the most impressive amenity packages in the Middle Keys, including a gated entrance, marina, resort style pool and spa, cabanas, fitness center, clubhouse/event room, tennis & pickleball courts, elevators, tropical landscaping, natural habitat areas, lake and generous open space rarely found in a condo community. Complete with protected dockage and a premier waterfront setting, this Seawatch penthouse is ideal as a full time residence, seasonal retreat, or low maintenance Florida Keys getaway. Enjoy boating, views, privacy and resort style amenities all in one of Marathon's most desirable waterfront communities.

8401 Gulf Of Mexico Blvd Unit #401, Marathon

$14,995,000

11 Beds ⋅ 9 Baths ⋅ 620489 MLS

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

57733 Morton St, Marathon

$2,950,000

5 Beds ⋅ 3 Baths ⋅ 620480 MLS

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

555 70th St, Marathon

$1,199,000

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

$1,635,000

2 Beds ⋅ 2 Baths ⋅ 620395 MLS

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

540 Sombrero Beach Rd, Marathon

$2,299,000

2 Beds ⋅ 3 Baths ⋅ 620384 MLS

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

1400 W 63rd St, Marathon

$1,499,000

2 Beds ⋅ 2 Baths ⋅ 620337 MLS

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

11563 4th Ave, Marathon

$3,599,000

4 Beds ⋅ 5 Baths ⋅ 620305 MLS

Rare Florida Keys mixed-use development opportunity with approx. 124,300 sq. ft. of uplands plus additional bay bottom ownership. Property includes 4 verified building rights with Letter of Site Condition on file. Existing improvements include a duplex and single-family home. Mixed Use (MU) zoning allows for a wide range of future possibilities, including commercial, residential, storage facility, marina-related use, workforce housing, market-rate housing, or potential subdivision into multiple parcels. Current zoning allows up to 6 market-rate units per acre or up to 15 affordable units per acre, buyer to verify per City of Marathon. The property offers approximately 216 feet of highway frontage, plus additional east-side access through an access easement, creating multiple entry points and flexibility for future site planning. A neighboring gas station adds convenience and commercial synergy for future development concepts. A unique feature is the sleeper asset of this property which is ownership/control of bay bottom extending behind approximately 12 lots along Cocoplum Drive, creating potential value tied to dockage, marina concepts, water access, assemblage opportunities, or long-term redevelopment. Deep-water access, good depth, multiple boating configurations, and proximity to the marked channel entrance add to the site's appeal. Large mixed-use tracts with water access and verified building rights are increasingly rare in the Florida Keys, making this a strong opportunity for an investor, developer, marina operator, or long-term land holder. Seller states property will be delivered vacant and free of personal belongings before closing. Buyer to verify zoning, density, building rights, permitted uses, dockage, water depth, access easements, permitting, and development potential.

13759 Overseas Hwy, Marathon

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