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$1,750,000
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

$1,499,000
3 Beds 2 Baths 609133 MLS
Paradise Found! Don't miss this amazing opportunity to own your own slice of paradise in the Florida Keys! Introducing ''Key Lime Kottage'' - a 3 bedroom/2 bath waterfront home on approx a ½ acre private lot in Grassy Key! This home is being sold completely turn-key and is currently a very successful weekly vacation rental with an average of 45-50 weeks per year of bookings. Keep it as a rental and it will pay for itself or bring your suitcase and move in immediately to start enjoying paradise! Key Lime Kottage features a huge 56' x 24' screened enclosure with a 20' x 12' private pool/hot tub combo and an outdoor dining/lounge area. The gunite pool is even equipped with a new heater and chiller. The large lot is surrounded by mangroves on each side for tons of privacy and has a composite swim dock for access and beautiful views of the Gulf of Mexico. The 2 level home itself features a 2 car garage with tons of storage, hardwood floors throughout the interior, and 3 bedrooms with 2 full baths on the upper level; all tastefully decorated and ready for you and/or your guests. The main level is great for entertaining with an open concept kitchen/dining/living room combo, all decorated with updated ''keysie'' decor and artwork. The kitchen features stainless steel appliances and a fully stocked inventory of all essentials that will convey. There is absolutely nothing you will need at this meticulously maintained home except yourself and your suitcase! Key Lime Kottage is conveniently located off US 1 south of MM 59. It is central to everything the Keys has to offer and close to Marathon for shopping, restaurants, marinas and more!

58773 Overseas Hwy, Marathon

$2,525,000
4 Beds 2 Baths 608708 MLS
Experience this serene paradise at this four-bedroom Marathon bayfront home on Grassy Key. Immerse yourself in coastal living with a private beach on the Florida Bay, stunning ocean views, a swimming pool, and a dock offering unparalleled access to the Florida Keys lifestyle. This fully furnished vacation rental is adorned with tropical decor, blending luxury with island charm. Step into the spacious living area, illuminated by soaring ceilings and natural light. The kitchen offers updated appliances and ample space for meal preparation, perfect for gatherings. Outdoor living takes center stage with an expansive outside area featuring a kitchen and living space, ideal for al fresco entertainment. A downstairs tackle/storage room caters to avid anglers, while the heated pool and chiller ensure year-round comfort. The dock has a step down section to launch kayaks, 27,000 lb boat lift, additional 40'+ dockage with cleats and bumpers, fish cleaning table, anglers chairs. With all impact doors and windows and a metal roof, this home provides durability and peace of mind. Recent additions include a primary suite with his and her closets and a private porch with pool access, newer air conditioning units. From sunrise to sunset, this outdoor oasis offers unforgettable moments amidst the natural beauty of the Florida Keys. Take your chance to make this tranquil slice of paradise your own. Schedule your private showing today and claim this exquisite Marathon residence for yourself.

86 Pelican Rd, Marathon

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

58950 Overseas Highway Unit 13, Marathon

$740,000
3 Beds 2 Baths 614147 MLS
Welcome to your private oasis on Grassy Key, where your closest neighbors are the dolphins! Just steps away, you'll find the S.S. Wreck & Galley Grill, Grassy Key Marina, a bait shop, and a grocery store—everything you need for the perfect island lifestyle. This 3-bedroom, 2-bathroom stilted home is the epitome of privacy, relaxation, and Florida Keys living. Designed for comfort and durability, this elevated home features impact windows and doors, a metal roof, and Hardie board siding, all updated in 2018. Inside, 1,548 sq. ft. of thoughtfully designed space awaits, with brand-new Lifeproof flooring throughout and an abundance of natural light. The kitchen is fully equipped with stainless steel appliances and a brand-new refrigerator, while the primary suite offers a spa-like retreat with a jacuzzi tub and double vanity. A versatile bonus room provides space for an office, play area, or creative nook. But the true magic happens outdoors! Step into a tropical escape featuring a custom heated & chilled concrete pool, six-person jacuzzi, and an expansive outdoor kitchen and bar—perfect for entertaining under the swaying palms. The MistAway mosquito control system ensures uninterrupted enjoyment of your private backyard oasis. Situated on an oversized, fully fenced lot, there's ample space for parking boats, trailers, and all your island toys. Beneath the home, additional storage provides a perfect place to stow gear for fishing, diving, or boating adventures. Enjoy unparalleled tranquility with the Dolphin Research Center bordering the property, guaranteeing no neighbors on two sides!

58885 Overseas Hwy, Marathon

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

57478 Overseas Highway, Marathon

$850,000
3 Beds 2 Baths 618474 MLS
Wake up to breathtaking open water views and embrace the ultimate Florida Keys lifestyle in this oceanfront A-frame located in the private, highly sought-after Lion's Lair community in Marathon. Opportunities like this are rare--where exceptional amenities, privacy, and value come together in one stunning property. This well-built half duplex welcomes you with sweeping ocean views the moment you step inside, complemented by impact windows and doors for peace of mind. Offering 3 bedrooms, 2 baths, plus a versatile lofted office space, the home is designed for both comfort and flexibility. Step outside to your spacious waterfront deck--perfect for morning coffee at sunrise or unwinding with evening cocktails as the ocean breeze rolls in. The true highlight is the unmatched collection of community amenities: Enjoy a private marina with dockage for boats up to 25', a convenient boat ramp, boat trailer storage, a resort-style pool, tiki hut, clubhouse, and a scenic paved walkway leading to a tranquil jetty point--ideal for sunset strolls or simply soaking in the coastal beauty. Positioned in one of the most desirable and private locations within Lion's Lair, this home offers both seclusion and easy access to all amenities. With low association fees of just $1,500 per year and no rentals allowed, you'll enjoy a peaceful, owner-focused environment without the disruption of short-term vacation traffic. This is more than a home--it's a rare opportunity to own a piece of paradise in a premier waterfront setting. Schedule your private showing today.

58950 Overseas Highway Unit 48, Marathon

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