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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

$479,000
2 Beds 1 Baths 621223 MLS
Ocean views - what a gem! This elevated two-bedroom half-duplex offers tons of natural light and peaceful peek-a-boo ocean views from the living area, front porch and fabulous 240sf covered deck. Second in from the ocean on a quiet dead-end street, here's a rare opportunity to buy in a sought-after Middle Keys location at this price with a lot of bang for the buck. Light, bright and neat, this home features a very private low-maintenance yard with room for a pool and your Keys toys, a metal roof, an open floorplan, and no HOA. An opportunity for superb location, price and peek-a-boo ocean views seldom presents itself, so don't wait. Live here and relish in the sunny and laidback Keys lifestyle or rent it out and generate income. Seven-day-minimum rentals are permitted. Popular location near beaches, boat ramps, shopping and activities. FaceTime TOURS ARE AVAILABLE FOR QUALIFIED BUYERS.

1297 73rd St Unit Ocean, 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

$725,000
3 Beds 2 Baths 621127 MLS
Welcome to effortless Keys living in the heart of Marathon! This charming canal-front 3 bed/ 2 bath single-family home blends coastal-chic style, boating, comfort, and convenience in one easy-to-enjoy package. Designed for a turn-key, low-maintenance lifestyle, the home is elevated above flood and features impact windows and doors, a new metal roof (2024), newer A/C (2021), an on-demand water heater, and was tented in 11/2024. Step inside to a bright, open-concept floor plan where modern coastal finishes complement the home's relaxed Keys character. Updates include wood style luxury vinyl plank flooring, stainless steel appliances, granite countertops, and a new washer and dryer. Both the primary and guest bathrooms have a fresh, modern feel with stylish tile, updated vanities, lighted mirrors, and glass shower enclosures. The comfortable layout works beautifully for everyday living, entertaining, or welcoming guests. Outside is where the Keys lifestyle really comes alive. Enjoy approximately 37.7 feet of solid concrete dockage on a canal with deeper water depth, creating a great setup for boaters. From here, you'll have convenient access to both the Atlantic Ocean and Gulf via the Seven Mile Bridge. After a successful day on the water, clean your catch at the fish-cleaning station with outdoor sink, then relax in the shade on the expansive east-facing porch with composite Trex decking & enjoy the tropical breezes. The property also offers a private fenced side area for additional storage, plus convenient access to a nearby public boat ramp, city park with community events & festivals, Boot Key Harbor, shopping, and restaurants. No HOA adds even more flexibility. With weekly (7-day) rentals allowed, this property offers excellent versatility as a full-time residence, second home, or vacation rental/investment property. Move-in ready, furnished, weather-ready, and filled with Keys charm, this Marathon waterfront home is ready to become your next Keys getaway...

390 25th 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

$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

$1,499,000
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

$629,000
3 Beds 2 Baths 620869 MLS
Tucked away in a peaceful Grassy Key setting, this stilted three-bedroom, two-bath home offers the space, storage and relaxed island lifestyle so many buyers are looking for. The bright, open living and dining areas flow into a cheerful kitchen with white cabinetry, stainless-steel appliances and generous counter space, while an enclosed sunroom provides additional flexibility for relaxing, hobbies or a home office. Step outside to enjoy the long front porch overlooking the natural habitat across the street--a serene backdrop for morning coffee, evening breezes and watching local wildlife. The spacious, tropically landscaped lot offers plenty of room for outdoor enjoyment, including a gravel yard, fire-pit area and minimal through traffic for peaceful walks and bike rides. Beneath the home, you'll find expansive covered multi-car parking, additional storage and plenty of usable space for gatherings, projects and island gear. The property also features a separate tool shed/workshop, dedicated golf cart parking, RV parking with hookups and a durable metal roof. Whether you're searching for a full-time residence, winter retreat or easygoing Florida Keys getaway, this Grassy Key home delivers comfort, functionality and a quiet connection to nature.

57473 Goodley St, Marathon

$749,000
2 Beds 2 Baths 620804 MLS
Charming waterfront fishing cottage in the heart of downtown Marathon -- a fantastic, affordable Keys getaway. This cozy, conch-style home is fully furnished with 2 bedrooms, 2 baths, hurricane shutters, and a separate storage and laundry room. No neighbors front or back, so you get privacy along with the view. Out back, a large covered deck overlooks the water -- the kind of spot where sunsets, manatees, and passing fish make every evening feel like a vacation. The protected, cut-in 30' x 30' boat slip includes two boat lifts (20,000 lb and 12,000 lb), with room for a third boat at the dock. The home is situated with direct access to Boot Key Harbor and open water to both the Ocean and Gulf...the 7 Mile Bridge is just a few minutes from the home. There is also sewer hook up and 30amp RV electric hookup, with space for a 40ft RV to be able to pull in and hook up. Whether you're chasing sunset views or your next catch, this one delivers both!

1099 24th St, 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

$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

$1,499,000
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

$729,500
2 Beds 2 Baths 620329 MLS
Buyer $5000 credit at closing with acceptable offer! Lowest-Priced In-Ground Pool Home in Marathon with Weekly Rental Potential! Embrace the laid-back Florida Keys lifestyle in this charming tropical cottage, ideally located in the desirable Little Venice subdivision of Marathon. Offering 2 bedrooms, 2 bathrooms, and beautiful peek-a-boo ocean views, this bright and airy stilt home is perfectly designed for both relaxation and entertaining. The spacious deck provides the perfect setting for enjoying ocean breezes, morning coffee, or evening gatherings with family and friends. Inside, the open-concept living area features vaulted ceilings and abundant natural light, while the updated kitchen boasts stainless steel appliances, granite countertops, and ample cabinetry for effortless entertaining. Recent improvements include updated bathrooms, a new A/C system (2023), hot water heater (2026), and a durable metal roof (2013). Tastefully furnished with coastal-inspired décor, this home is being offered fully furnished, making it move-in or rental ready. Situated on a rare double corner lot, the property features a sparkling in-ground heated pool surrounded by tropical landscaping, along with covered parking, generous workshop/storage space below, and ample room for boat and trailer parking. An assumable low-cost flood insurance policy adds additional value and peace of mind.

699 116th St, 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

$564,900
3 Beds 2 Baths 620171 MLS
Opportunity knocks for a first-time home buyer, investor, or anyone looking to build equity in the Florida Keys. This stilted 3-bedroom, 2-bath home is one of the most affordable elevated single-family homes currently available in Marathon with no HOA. The home is fully functional and move-in ready, with the primary improvement being exterior concrete column repairs. For a buyer willing to tackle some deferred maintenance, this property offers the potential to create immediate value and equity. Situated on an 8300 sq ft lot, surrounded by mature hammock vegetation, the property enjoys natural shade and privacy. A approx. 250 sq ft, spacious front deck extends from the living area, providing a great place to relax in the shade. Additional features include a metal roof installed in 2017, covered parking andand plenty of room for vehicles, trailers, and outdoor equipment. Conveniently located in the heart of Marathon, you're just minutes from shopping, restaurants, marinas, and a public boat ramp. Animal lovers will appreciate being within walking distance of the local animal shelter, making it easy to volunteer or spend time walking pets. Seller is willing to explore options that may assist buyers with closing expenses, subject to offer terms and lender approval. If you've been looking for an affordable way into the Marathon market, this property offers solid bones, an elevated design, and a chance to add value through improvements while enjoying the Florida Keys lifestyle.

103 Stirrup, Marathon

$429,000
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

$875,000
3 Beds 2 Baths 619736 MLS
Completely remodeled pool home in Marathon. This elevated 3-bedroom, 2-bath stilt home is ideally located on a quiet, tree-lined street and backs up to a private estate, offering exceptional privacy. The property provides an ideal balance of seclusion and convenience, with close proximity to shopping, dining, and local attractions. Recent upgrades include a custom pool, metal roof installed in 2018, A/C system installed in 2021, and new impact windows. The open-concept living, dining, and kitchen area creates an inviting space for entertaining, while the screened-in porch offers comfortable outdoor living. The ground level includes covered parking and a covered workshop/storage area, perfect for tools, water toys, or hobbies. With weekly rentals permitted, this property presents an excellent opportunity as an investment property, vacation retreat, or full-time residence.

565 95th St, Marathon

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

115 Windy Point Cir, Marathon

$1,279,000
3 Beds 2 Baths 618305 MLS
This centrally located 3-bedroom, 2-bath elevated home on 62nd Street in Marathon is move-in ready and packed with Keys lifestyle perks. Ideal for a family residence or a high-performing long- or short-term rental investment, the home features 1,128 sq ft of living space on a 6,000 sq ft lot and was built in 1983. Inside, the flooring has been completely redone throughout, and the homeowner has just completed a professional refresh following long-term tenants, making this property truly turnkey. Downstairs offers excellent storage, a hot tub, and ample parking for multiple vehicles and trailers. Boaters will love the 80 feet of dockage, 20,000 lb boat lift, and very easy ocean access, perfect for fishing, diving, and day trips on the water. Whether you're looking to settle into a comfortable Keys home or capitalize on Marathon's strong rental market, this property checks all the boxes. Bring all offers.

810 62nd Street Ocean St, Marathon

$1,200,000
3 Beds 3 Baths 614760 MLS
Welcome to Coral Lagoon in the Heart of the Florida Keys. THE NEW DOCKS ARE IN AND READY FOR YOUR BOAT. This townhome has been tastefully remodeled leaving you to relax in style. The first level features heightened ceilings over an open floor plan living area with updated kitchen, eat-at breakfast bar, dining area, powder room, spacious living area and deep covered porch that is just steps in front of your deeded 40' dock space. Upstairs the primary suite features vaulted ceilings, ensuite bath and a private balcony overlooking the canal. Separated by the hallway are two additional bedrooms, each with vaulted ceilings, a full guest bath and laundry. The complex has a beautiful heated pool and you for all of your boating activities from your 40' dock, next door is the Boat House with a convenient fuel dock and quick access to both the Atlantic and the Gulf. Many restaurants, bars and shops are within short walking or bike riding distance making this destination as convenient as it is stylish. This is an active vacation rental so allow time to schedule a private viewing. Call today for more information.

12399 Overseas Highway Unit 12, Marathon

$629,900
2 Beds 1 Baths 617416 MLS
Introducing this charming and newly upgraded Keys Conch Cottage tucked away in the desirable Tropicana subdivision in the heart of Marathon. Set on an impressive 8,000+ sq ft lot, this property offers the rare benefit of flexible mixed-use zoning, allowing for short-term vacation rentals, home-based businesses, and even the potential to divide the side portion of the lot for an on-property business space, an exceptional opportunity for versatility and income potential. It is currently an active, licensed vacation rental with repeat guests already in place. Inside, you'll find a cozy 2-bedroom, 1-bath layout complemented by a large, oversized workshop ideal for storage. The home has been thoughtfully updated with 3 brand-new mini-split air conditioning systems, providing excellent cooling and energy efficiency. All appliances have been upgraded within the last year to matching white KitchenAid, giving the kitchen a clean, cohesive, modern look. Additionally, both the exterior and the entire interior of the home were freshly painted within the past year, offering a crisp, move-in-ready feel throughout. Brand-new impact windows and doors add further value with improved energy efficiency, security, and storm protection, while mature tropical landscaping enhances the authentic Old Florida Keys charm. Step into your private backyard retreat, where lush greenery creates a serene, secluded atmosphere. Enjoy a relaxing soak in the hot tub under the stars, entertain friends, or simply unwind in your own island oasis. The expansive lot provides ample parking for multiple vehicles, trailers, and boats—perfect for an active Keys lifestyle. With three public boat ramps just minutes away and close proximity to the world-famous Sombrero Beach, enjoying days on the water or in the sand is effortless. Whether you're seeking a personal island getaway, a strong income-producing investment, or a unique property with zoning flexibility this is the place for you!

543 74th St, Marathon