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$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
$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
$999,000
3 Beds ⋅ 3 Baths ⋅ 621097 MLS
THE LOWEST-PRICED UNIT CURRENTLY ON THE MARKET AT INDIGO REEF, OFFERED UNDER $1 MILLION! An incredible opportunity to own in one of Marathon's most sought-after Gulf-front communities at a price rarely seen. Fully Furnished, turn-key, and ready for its next owner! Tucked away on more than 10 acres along the Gulf of Mexico, Indigo Reef offers the perfect combination of privacy, resort-style amenities, boating, and convenience, all just minutes from the heart of Marathon. Villa 23 is a spacious 3-bedroom, 2.5-bath townhome offering approximately 1,600 sq. ft., an open-concept floor plan, vaulted ceilings in the primary bedroom, and beautiful, unobstructed Gulf views from inside the villa and its covered porches. Freshly painted interior in 2025, the home features tile flooring, granite countertops, stainless steel appliances, and comes fully furnished and turn-key. For boaters, a separately deeded 35-ft boat slip conveys with the property and is located just steps from the villa, with quick access to both the Gulf and Atlantic through Vaca Cut. Spend the day fishing or boating, then come home, pour a Key lime margarita, and watch another unforgettable Keys sunset from your own Gulf-view porch. Indigo Reef offers a heated resort-style pool, fitness room, ice machine, kayak storage, lush tropical grounds, gated entry, and generous owner storage in the climate-controlled HOA building with room for bikes, fishing gear, and more. The villa also includes a covered parking space conveniently located near the unit, with additional parking available. Weekly vacation rentals are permitted, offering flexibility as a vacation home, investment property, or your own private Keys escape. With open-water views, deeded boating, resort-style amenities, weekly rental potential, furnishings included, and a price under $1M, Villa 23 represents an exceptional opportunity at Indigo Reef. Don't miss your chance to own a piece of the Keys lifestyle at an incredible value. 3D tour ava

11600 1st Ave Unit 23, Marathon
$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
$250,000
620946 MLS
Hidden Gem on the beautiful Gulf Side of the Florida Keys! Never miss another sunset right here from your live aboard Marina in the Florida Keys with sunset views overlooking the Gulf of Mexico! This 41' boat slip will accommodate up to a 39' LOA liveaboard boat. This is a private, gated co-op community of 24 slips in Harbour Cay Club. This unique community amenities include a clubhouse, a spacious apartment, full kitchen, tiki hut, internet access, laundry facilities, a bath house and a nicely equipped workshop. Rentals not allowed. Easy to see! Call to schedule your private showing. For additional HCC information, marina layout, photos, aerial videos, go to https://harbourcayclub.mycommunitysite.app/. Taxes are split among 24 owners. Property Lines are approximate. Buyer to verify.

1466 Overseas Highway Unit 2, Marathon
$330,000
620941 MLS
Don't miss this 81', live-aboard slip with OWNED BAY BOTTOM. A-side slips in Sombrero Marina rarely become available. Great Keys space with a fabulous sunset view over Boot Key Harbor in Marathon, the heart of the Keys. Slip measures 81L x 17W at the water and 14.7'W at the dock. A bath house, pump out and laundry facilities are onsite, with 30- and 50-amp service and full-time, onsite dockmaster. Rentals are managed by the dockmaster and Slip A15 has a proven rental income history. Quick deep water access from Boot Key Harbor to the Atlantic Ocean or to the Florida Bay/Gulf via Sister Creek or under the iconic Seven Mile Bridge arc. A full-service, open harborfront bar/restaurant (Dockside) with great live music is at the marina and fuel is nearby. Across from the public golf course, Sombrero Marina offers a wide turning basin and is within walking distance to stores and biking distance to beautiful Sombrero Beach. Enjoy low fees and easy living. This is a GREAT price for a LARGE slip in a FANTASTIC Middle Keys location!

35 Sombrero Blvd Unit A15, Marathon
$820,000
3 Beds ⋅ 2 Baths ⋅ 620864 MLS
Welcome to your dream retreat, where high-end design effortlessly blends with comfortable coastal living. Completely remodeled with premium upgrades, this bright and spacious 3-bedroom, 2-bathroom condo offers sophisticated island living at its finest. Mix drinks at your custom built-in wet bar featuring a dedicated beverage refrigerator, then enjoy the private lanai with a beautiful partial view of the Gulf. Inside, you will appreciate elegant details like casement impact windows with interior plantation shutters, impact resistant sliding glass doors, custom closets, a chef's kitchen with soft-close cherry wood cabinetry, and two spa-like bathrooms upgraded with luxury Toto bidet toilets. The property also features a dedicated storage unit, perfect for beach gear and fishing tackle. When you are ready to explore, take a short stroll to the iconic Faro Blanco Resort. Lounge by the sparkling resort pool, play a match on the tennis court, or enjoy a meal at the waterfront restaurant and bar. Connected by the Keys' famous scenic bridges, this property puts world-class boating, fishing, and sunsets right at your doorstep.

2000 Overseas Hwy Unit 4G, Marathon
$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
$259,000
620638 MLS
Live aboard boat slip offered in Sombrero Marina is 50' long accommodating up to 55' length boat; includes one allocated parking space. With beautiful views from your boat, enjoy all that Marathon has to offer. This slip is centrally located, and nearby you can play golf, go fishing and kayaking, spend a day at the beach, and more! End your days with a meal or a drink and some entertainment at The Dockside Bar and Grill located on premises. The Marina also has additional showers, restroom, and laundry available for use. Along with a dockmaster who can help with renting your slip out for additional income while you are not there. Current rental income for this slip size is $1,600/mo. Buyer is responsible for paying a 6% transfer fee to the state of Florida and there is a lease fee for the bay bottom. Don't miss out on this opportunity to live or invest in the Florida Keys at a low cost. *Boat is not sold with the slip- but owner is selling separately*

35 Sombrero Blvd Unit B31, 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
$699,000
2 Beds ⋅ 2 Baths ⋅ 620522 MLS
A rare two story CBS townhouse condo with both open water views and an assigned boat slip overlooking scenic Boot Key Harbor in desirable and quiet Sombrero area neighborhood. Located adjacent to Sombrero golf course. Deep water and boating access to Atlantic Ocean or Gulf. Remodeled lower level has open concept, modern kitchen with island and Corian countertops. All oak wood cabinets, ceramic tile flooring, stainless appliances, double oven, on demand water heater, new bathroom. All new plumbing and electric. Upstairs bathroom also completely remodeled, new tiled shower, Kohler fixtures, guitar extension counter, storage. Laundry area is on second level, Bosch washer/dryer. Class A rated MD shutters. Primary bedroom has a private screened balcony with harbor views. Lower level also offers a screened porch. Small 8-unit complex, shared heated pool with seating and BBQ grilling area, immaculately maintained grounds. Centrally located near restaurants, entertainment, grocery, post office, and short distance to beautiful public Sombrero Beach. Rentals allowed once per calendar year with a minimum of 30 days, maximum long term 1 year: option to renew with board approval. Quarterly condo association fee includes Building Exterior Maintenance, Common Area Maintenance, Condo Association Insurance, Exterior & Unit Interior Exterminating and Reserve Account contributions. Off street parking, 2 dedicated parking spots directly in front of the condo.

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

2000 Coco Plum Dr Unit 106, Marathon
$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
$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
$6,500,000
4 Beds ⋅ 4 Baths ⋅ 620228 MLS
Presenting an extraordinary pre-construction opportunity to own a luxury oceanfront masterpiece, designed and newly constructed in the prestigious enclave of Shipman Point. Thoughtfully designed to embrace the beauty of the Florida Keys, this sophisticated residence will showcase refined coastal architecture, elevated finishes, and seamless indoor-outdoor living, all set against a backdrop of breathtaking Gulf views. Construction is scheduled to begin soon, offering a limited window for the discerning buyer to collaborate with the builder and personalize select finishes and design elements to create a truly bespoke waterfront retreat. The carefully curated floor plan features expansive living and entertaining spaces, a dramatic open-to-below architectural design, private elevator access, a temperature-controlled wine cellar, and a private guest casita designed for comfort and privacy. Floor-to-ceiling glass invites natural light and panoramic ocean vistas throughout the home, while the gourmet kitchen and elegant gathering spaces flow effortlessly to outdoor terraces overlooking a private resort-style pool, includes a 70-foot private dock with a new boat lift installed. Whether as a primary residence, seasonal retreat, weekly vacation rental or legacy waterfront estate, this is a rare opportunity to secure a brand-new luxury home and influence its final design before completion. Experience the pinnacle of oceanfront living at Shipman Point--where timeless design, exceptional craftsmanship, and the natural beauty of the Florida Keys converge.

4800 Overseas Highway Unit 54, Marathon
$849,000
3 Beds ⋅ 2 Baths ⋅ 620221 MLS
Introducing an exquisite POOLSIDE retreat at Tranquility Bay Beachfront Resort in the heart of the Florida Keys--a pinnacle of refined island sophistication and world-class amenities. This impeccably maintained two-story townhome resides mere steps from the resort's magnificent lagoon-style swimming pool, an adults-only serene pool, a tropical garden pool, and a pristine 2.5-acre private WHITE SANDY BEACH with uninterrupted Gulf of Mexico vistas. These unparalleled waterfront and leisure features establish an unmatched standard in the region near the 7 MILE BRIDGE. Tranquility Bay is renowned for its exceptional, meticulously MANAGED RESORT experience, ideal for discerning families and couples seeking an elevated getaway. Indulge in a state-of-the-art fitness center, a signature Jack Nicklaus Golden Bear putting green, complimentary kayaks and motorized watercraft rentals, volleyball courts, and rejuvenating in-suite spa services. Savor GOURMET DINING at the acclaimed Butterfly Café with its award-winning ocean-fresh seafood and island-inspired cuisine, or unwind at the beachfront TJ's Tiki Bar, where crafted cocktails, live seasonal music, and casual Caribbean fare complement the ocean breeze. Unit #22 exemplifies meticulous care and coastal elegance, featuring three generously appointed bedrooms with soaring cathedral ceilings and two full bathrooms upstairs, plus a convenient half bath downstairs. Expansive white balconies and spacious patios serve as private sanctuaries for al fresco relaxation and breathtaking sunsets. Owners enjoy privileged access with up to 35 days of annual personal use in this luxurious residence, complemented by robust rental income potential to elegantly offset ownership expenses. An on-site property management team provides seamless oversight, delivering effortless operations, impeccable maintenance, and complete peace of mind for owners and discerning guests alike.

2600 Overseas Hwy Unit # 22, Marathon
$399,000
2 Beds ⋅ 3 Baths ⋅ 620168 MLS
Classic Keys Beach House Vibe with Proven Rental Income! Discover the ultimate Florida Keys getaway and investment opportunity with this 2-bedroom, 2.5-bathroom beachfront townhouse at Tranquility Bay Beach Resort in Marathon. Perfectly situated on the highly sought-after ''quiet side'' of the resort, this villa offers serene Gulf views and immediate proximity to the adult-only pool, the beach and the beautifully manicured Jack Nicklaus-designed putting greens. Tranquility Bay is a world-class, full-service resort featuring a pristine private beach, a beachside Tiki bar, three sparkling swimming pools (including a dedicated kids' pool and a tranquil adult pool), and the award-winning gourmet dining experience at the Butterfly Cafe. This property is a hands-free, turn-key investment. Owners are required to participate in the exceptional onsite nightly rental program, which completely manages the property for you. In 2025, this unit generated $51,000 in rental income to the owner. Enjoy up to 5 weeks of personal paradise each year while letting the resort handle the rest. Don't miss your chance to own a piece of the Keys lifestyle that pays you back!

2600 Overseas Highway Unit 48, Marathon
$1,675,000
3 Beds ⋅ 2 Baths ⋅ 619885 MLS
Welcome to Key Lime Kottage, a charming waterfront retreat in Grassy Key where life slows down, the water calls, and every day feels like a Florida Keys escape. Currently in a vacation rental program, this turn-key 3-bedroom, 2-bath home offers buyers and investors the rare combination of personal enjoyment, rental potential, privacy, and resort-style living. Kindly provide at least 24 hours' notice for showings. Preferred showing times are Saturdays during check-in/check-out windows, when access is most convenient. Tucked behind lush tropical landscaping, Key Lime Kottage welcomes you with soft yellow cottage charm, a metal roof, white picket appeal, and a peaceful waterfront setting that immediately invites you to relax. From the moment guests arrive, they can imagine themselves slowing down, breathing deeper, and enjoying the Keys lifestyle. A beautiful composite dock leads through the mangroves toward open Gulf views, creating the perfect place for morning coffee, kayaking, paddleboarding, sunset conversations, or quiet moments by the water. The outdoor living area is the heart of the property. With a screened-in pool, spa, covered lounging space, and natural privacy, it feels like a private resort designed for relaxation, connection, and unforgettable memories. Inside, the open living, dining, and kitchen layout feels warm, easy, and welcoming. The home is ready for immediate enjoyment, whether as a personal retreat, a vacation rental investment, or both. For investors, Key Lime Kottage offers strong guest appeal with waterfront living, Gulf views, pool and spa amenities, and proximity to the Dolphin Research Center, The Wreck Restaurant, downtown Marathon, grocery shopping, marinas, entertainment, and MillionAir. Buyers are not just purchasing a property here. They are stepping into peaceful mornings, golden sunsets, waterfront memories, and a Florida Keys lifestyle guests will want to return to again and again.

58773 Overseas Hwy, Marathon
$185,000
617753 MLS
Slip 6 will accommodate up to a 48' LOA. New decking just installed on the finger pier. Its location in the basin keeps you protected. This 24-slip liveaboard marina will win you over alone with all of the amenities! Not to mention how it's immaculately maintained. Deep water access with 7' controlling depth per the dockmaster, buyer to confirm. Situated on the gulf side, you can enjoy beautiful sunsets in the covered pavilion right behind your slip. In the community building, there is an adorable 1 bedroom, 1 bath apartment upstairs that is available for you when you haul-out or for your guests when they come to visit. A community living, dining and full kitchen is downstairs, along with a laundry room with 2 sets of washer/dryers and two bathrooms with showers. The icing on the cake is the well-equipped workshop that is at your disposal. An ice machine and BBQ grills are also available. There is a small boat basin, next to the boat ramp, for boats up to 23.5' LOA, available at a fee. Kayak and paddleboard racks and boat trailer storage too (as available). As soon as you come through the gate at Harbour Cay Club, you will be sold on this gem of a marina in the Florida Keys! Seller will consider financing with 50% down. The buyer and their boat do need to be approved by Harbour Cay Club. Buyer must have a boat when they submit an offer.

1466 Overseas Hwy Unit Slip 6, Marathon
$4,400,000
3 Beds ⋅ 4 Baths ⋅ 619002 MLS
Now priced UNDER recent appraised value of $4,500,000! Embrace the RARE opportunity to own 1.75 acres of open water paradise in the prestigious, gated community of Stirrup Key. Over 600' feet of direct, open Gulf frontage, you'll enjoy spectacular sunrises and sunsets from nearly every vantage point, including a charming sunset gazebo overlooking the iconic Seven Mile Bridge in the distance. The custom Mediterranean-style residence captures the essence of resort living with expansive pavered patios, sparkling elevated pool, and spacious lounging areas absolutely perfect for entertaining against a stunning Gulf backdrop. Five protected basin docks provide sheltered boating access in the marina, while terraced tropical gardens cascade toward the water, lined with mature palms and lush landscaping for a serene coastal ambiance. Inside, soaring cathedral ceilings, wood plantation shutters, and an airy great room with real coral fireplace showcase timeless Keys craftsmanship. The split-bedroom layout ensures privacy, with a luxurious master suite featuring dual closets and skylit bath, plus separate guest quarters. Additional highlights include an elevator, 12,000-gallon cistern, huge garage for cars and golf carts, and a large lower-level storage area with workbenches, pool table, and extra laundry facilities. This gated community, with unique architecture, fewer lots, limited rentals and higher quality restrictions help to sustain a premium and private feel. Only minutes from the Marathon Airport, this one-of-a-kind estate combines open-water grandeur with island tranquility, a true Florida Keys sanctuary.

111 Windy Point Cir Unit & Lot 78, Marathon
$2,995,000
6 Beds ⋅ 6 Baths ⋅ 616770 MLS
Luxury Waterfront Estate & Premier Vacation Investment - Marathon, FL Introducing The SaltyLime, a rare new-construction waterfront estate completed in 2024 and designed to deliver both tropical elegance and outstanding rental performance. This fully turnkey 6-bedroom, 6-bath property blends the relaxed lifestyle of the Florida Keys with resort-style amenities and seamless indoor-outdoor living. The main house features three spacious king suites and a custom nautical themed bunk room, while two detached bungalows each offer private king suites with individual climate control, creating accommodations for up to 14 guests. Every detail has been thoughtfully designed, from the professionally styled interiors to the island-inspired kitchen with a bar area for entertaining. Outside, expansive living spaces include a heated and cooled saltwater pool and spa, a two-story tiki deck, expansive outdoor living area, and 90 feet of deep-water dockage with slips for up to four boats. As an investment, The SaltyLime has proven itself from the start, generating 32 weeks booked and more than $235,000 in its first year and has already secured over $280,000 in current and future reservations, all supported by a flawless 5-star guest review record across all platforms. The estate comes fully furnished and rental-ready, complete with branding and website, décor, future bookings and systems already in place, making it an effortless transition for new owners. Perfectly suited for boaters, anglers, and families alike, this property is more than a vacation home—it's a high-performing asset and a slice of Keys paradise ready to be enjoyed

398 70th St, Marathon
$1,975,000
616648 MLS
Vacant Bay Side Lot with Dock Slip - Marathon, FL Build your dream home in the heart of the Florida Keys! This vacant lot on the bay side offers a rare opportunity to create your own tropical retreat. Enjoy direct access to the water with an assigned boat dock slip—perfect for boating, fishing, and soaking in stunning Keys sunsets. Located in a desirable Marathon community, this property combines convenience with the unmatched beauty of island living. Whether you're planning a full-time residence, vacation home, or investment property, this lot provides the perfect foundation for your vision.

990 41st St Unit 7, 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
$499,000
613692 MLS
INVESTORS! Opportunity to own a contiguous Bay front buildable lot on the Florida Bay within an exclusive gated community in Stirrup Key, Marathon Florida Keys. Buyers to verify permit process or potential to create a ''tie in'' to the existing home on Lot 30. Possibilities are endless depending on your needs. Apply to build an accessory structure and purchase the bay home for a large family retreat. Add a pool and putting green to the single family home for more recreation. Tie in an accessory structure to the existing single family home on extra lot. Park your boat and launch your boat in the homeowner's park.

120 Pirates Cove Dr, Marathon
$2,199,000
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
$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
$3,475,000
5 Beds ⋅ 6 Baths ⋅ 616625 MLS
Luxury 5-Bedroom Waterfront Home in the Florida Keys Welcome to your dream retreat in Marathon, Florida! This stunning 5-bedroom, 5.5-bath residence sits on the desirable bay side, offering breathtaking water views and endless sunsets. Perfectly designed for comfort and entertaining, the home features an open-concept living space, gourmet kitchen, and spacious bedrooms with en-suite baths for ultimate privacy. Step outside to enjoy resort-style living with a sparkling pool, expansive patio, and direct access to the bay. Boating enthusiasts will love the assigned dock slip, making days on the water effortless. Whether you're seeking a full-time residence, vacation getaway, or investment property, this home delivers the ultimate Keys lifestyle—luxury, relaxation, and adventure right at your doorstep.

990 41st St Unit 9, Marathon
$1,400,000
10 Beds ⋅ 5 Baths ⋅ 618740 MLS
THIS UNIQUE WATERFRONT PROPERTY HAS 5 units on the property and all are long term rentals. There are 5 BUILDING RIGHTS that come with this property (please ask Listing Agents for details.

206 12th Street Gulf St, Marathon