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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

$990,000
3 Beds ⋅ 2 Baths ⋅ 621222 MLS
This is a great opportunity to purchase a Concrete Block Deep Water Access Canal Front Home in the Heart of Marathon on the Gulf side of US 1 below $1M. With about a 4 foot control depth and an existing concrete seawall in place and about 77 feet of frontage, this property can easily accommodate the larger center consoles. Open Water Access in just a few minutes to the Gulf and about 10 minutes to the Atlantic Ocean. The home features 3 Beds, 2 baths, with 1,242 sqft on a large 8,485 offering sqft lot with a Concrete Driveway, Room to Park a RV, Boat Trailer, and room for a pool. The rear Covered Screen Lanai overlooks the canal, and the Covered Carport has built in Storage closets. The home features a Metal Roof and inside it does offer original 1960's charm with a ton of potential as right now it has original Kitchen Cabinets, Terrazzo Floors, Mini Splits in almost all the rooms for efficient air conditioning and original windows. Both baths have original tile showers with 1 being a Full Shower and the other featured a tub/shower combo. With the house right next door just selling at 11295 3rd Avenue Gulf for $1.45M, you have a unique opportunity to acquire, make smart renovations and be sitting on strong positive equity if done right. Due to the lot size, you can even choose to knock down the existing house and build a Brand-New Modern home to your exact specs and take advantage of the deep-water canal. We currently have plans for homes ranging from 1750 sqft to just below 4000 from the well-respected local builders, Design Center. We also have local lenders in place to offer construction financing up to 80%. So much potential and routes you can with this one.

11285 3rd Ave, Marathon

$3,450,000
5 Beds ⋅ 4 Baths ⋅ 621171 MLS
This tropical Sombrero Beach 2-Home Compound is set on a spacious 17,600 sq ft fenced lot with Pool, 2 Tikis and located just 2 properties in from the ocean. Fantastic deep water boating access from the 97' dock with 2 Boat Lifts, 15,000 lbs and 3,000 lbs. . The main house features 2,540 sq. ft. with 3 Bedrooms, 3 Full Baths and a spacious living room with direct Pool views, cathedral tongue-and-groove ceilings, a dedicated laundry room, and a thoughtful layout with a separate guest wing. The Primary Suite connects to a versatile sunroom with direct walk-out access to the Pool deck, while a full wall of sliding glass doors seamlessly connects the indoor and outdoor spaces. A covered walkway conveniently connects all front entrances. Guest will love the stand-a-lone 2 Bedroom 1 Bath 704 sq. ft. Guest House offers guests lots of privacy and conveniences with Living Room and morning Kitchen. Step outside to your own personal oasis, featuring a heated/chilled pool complete with a waterfall and a custom mural painted by a local artist. The outdoor entertaining area highlights two Tiki huts, one equipped with a built-in outdoor grill perfect for enjoying the Keys lifestyle. Built for peace of mind and ultimate convenience, the property includes a brand-new metal roof, impact windows for both homes, a whole-house generator powered by an in-ground propane tank, an outdoor shower, a storage shed, and a carport accommodating 4+ vehicles. Enjoy easy access to the nearby Marathon Jet Center, plus a short walk or bike ride to Sombrero Beach for breathtaking sunrises and sunsets and holiday festivities making this move-in ready or investment-ready Keys retreat truly complete.

69 Tingler Ln, Marathon

$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

$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

$1,050,000
3 Beds ⋅ 2 Baths ⋅ 608599 MLS
This east facing, solid concrete 3-bedroom, 2-bathroom vacation rental is furnished and designed for both relaxation and aquatic adventure. As you arrive, the paved driveway leads you to a home that is wrapped in the warmth of the Florida sun. This home is in excellent condition and offers a keyless system that ushers you into the living space where the natural light floods through plantation shutters. The living area, with its comfortable furnishings and inviting ambiance, flows seamlessly into a well-appointed dining space and fully equipped kitchen with stainless steel appliances. The metal roof is easy to maintain while the entire home maintains a cool, coastal vibe with its tile flooring throughout. Step outside, and you're greeted by a gated yard that's fenced for privacy, and generously sized, ideal for pets or hosting lively outdoor gatherings. But the true crown jewel of this property is its 60 feet of dockage, complete with a step-down kayak launch and a separate step-down boat launch, offering direct access to the Gulf for endless nautical excursions. For those who live for the water, the property's dock is a dream come true, equipped with power and water, a swim ladder for an effortless dip in the sea, and a fish cleaning station to prepare your fresh catch. Whether you're setting off for a day of fishing or simply basking in the beauty of the Gulf, this home caters to all your seafaring desires. Back on land, an exterior storage shed provides ample space for all your gear, from fishing rods to snorkeling equipment. The large yard, kissed by the morning sun, becomes a sanctuary in the afternoons, offering shade and a cool place to unwind after a day on the water. This home is a fully furnished escape that embodies the spirit of vacation living. With its blend of style, comfort, and waterfront features, this home is ready to be a vacation rental or your own private retreat in the enchanting Florida Keys. Experience direct Gulf access in this Marathon gem

2240 Yellowtail Dr, Marathon

$3,599,000
4 Beds ⋅ 5 Baths ⋅ 620305 MLS
Rare Florida Keys mixed-use development opportunity with approx. 124,300 sq. ft. of uplands plus additional bay bottom ownership. Property includes 4 verified building rights with Letter of Site Condition on file. Existing improvements include a duplex and single-family home. Mixed Use (MU) zoning allows for a wide range of future possibilities, including commercial, residential, storage facility, marina-related use, workforce housing, market-rate housing, or potential subdivision into multiple parcels. Current zoning allows up to 6 market-rate units per acre or up to 15 affordable units per acre, buyer to verify per City of Marathon. The property offers approximately 216 feet of highway frontage, plus additional east-side access through an access easement, creating multiple entry points and flexibility for future site planning. A neighboring gas station adds convenience and commercial synergy for future development concepts. A unique feature is the sleeper asset of this property which is ownership/control of bay bottom extending behind approximately 12 lots along Cocoplum Drive, creating potential value tied to dockage, marina concepts, water access, assemblage opportunities, or long-term redevelopment. Deep-water access, good depth, multiple boating configurations, and proximity to the marked channel entrance add to the site's appeal. Large mixed-use tracts with water access and verified building rights are increasingly rare in the Florida Keys, making this a strong opportunity for an investor, developer, marina operator, or long-term land holder. Seller states property will be delivered vacant and free of personal belongings before closing. Buyer to verify zoning, density, building rights, permitted uses, dockage, water depth, access easements, permitting, and development potential.

13759 Overseas Hwy, Marathon

$1,675,000
3 Beds ⋅ 2 Baths ⋅ 619885 MLS
From the moment you arrive, this charming waterfront cottage invites you to leave the outside world behind. Tucked among lush tropical landscaping, its soft yellow exterior, metal roof, and classic white-picket charm set the mood for something unforgettable. Welcome to Key Lime Kottage, a turnkey 3-bedroom, 2-bath waterfront retreat in Grassy Key, where time slows, conversations last longer, and every day feels like a Florida Keys vacation. Inside, the open living, dining, and kitchen areas flow effortlessly, creating a warm setting for relaxed meals and time together. Outside, Key Lime Kottage becomes your secluded resort. The screened-in pool and spa, covered lounging area, and tropical privacy invite you to unwind. Imagine floating beneath the sun, relaxing in the spa, and sharing a toast as the sky turns gold and coral. A composite dock leads through the mangroves toward open Gulf views. Begin the morning with coffee by the water, launch a kayak or paddleboard, or sit together and enjoy the soothing rhythm of the Keys. Currently in a vacation-rental program, Key Lime Kottage combines personal enjoyment with income-producing potential. Its waterfront setting, open-water views, pool, spa, privacy, and turnkey condition create the resort experience guests seek--and want to revisit year after year. Conveniently located near the Dolphin Research Center, The Wreck Restaurant, downtown Marathon, shopping, marinas, and Million Air, the home feels private yet connected. You are not simply purchasing a property. You are investing in peaceful mornings, poolside afternoons, romantic sunsets, and a Florida Keys lifestyle guests will remember long after leaving. Could Key Lime Kottage become your private escape, income-producing retreat--or both? Kindly provide at least 24 hours' notice for showings. Saturdays during guest check-in and check-out windows are preferred.

58773 Overseas Hwy, Marathon

$1,250,000
4 Beds ⋅ 4 Baths ⋅ 619866 MLS
Beautifully renovated and fully turnkey duplex located on a deep-water canal in the heart of Marathon. This rare income-producing property features TWO spacious homes, 2BD/2BA on each side, each unit offers approximately 927 sq. ft. of updated coastal living with impact windows and doors, granite countertops, stainless steel appliances, tile flooring throughout, and covered parking. Renovated in 2020, the property blends modern finishes with the relaxed Florida Keys boating lifestyle. A true boater's dream, each side offers its own 30' concrete dock and seawall (60' total) complete with 30-amp shore power and fresh water hookups. Enjoy quick ocean access and easy Gulf access via Vaca Cut, making this an exceptional setup for anglers and boating enthusiasts alike. The waterside outdoor spaces are designed for entertaining and enjoying the Keys lifestyle, featuring string lighting, solar-lit dock pilings, under-dock fish lights that attract snapper and tarpon, and frequent manatee visits along the canal. Located directly next door to Oceanfront Park, owners and guests enjoy immediate access to one of Marathon's premier waterfront parks offering pickleball courts, a dog park, kayak launch, open green space, waterfront walking trails, playgrounds, exercise equipment and community events. Conveniently located 4 miles from Sombrero Beach, and 1.5 miles from Coco Plum Beach. Currently tenant occupied with both units rented month-to-month. This property also has strong vacation rental potential. Ideal opportunity to live in one side while renting the other, or maximize income potential with a fully turnkey investment property in one of the Florida Keys' most desirable boating communities. Current Insurances are very reasonable: $3,841 Flood (Covers both sides) 576 - $4,303 Wind 574 - $4,129 Wind 576 - $860 HO/Liability 574 - $721 HO/Liabilty (Pictures are of 576 99th, 574 is the same layout/finishes. Access can be arranged

574 & 576 99th St, Marathon

$495,000
2 Beds ⋅ 1 Baths ⋅ 619582 MLS
Updated, elevated, and centrally located, this 2-bedroom, 1-bath half duplex offers an appealing combination of durable construction, modern finishes, and flexible Keys living. Located in the heart of Marathon and surrounded by mature native landscaping, the residence features CBS construction, an elevated design, a concrete roof, impact-resistant windows, and a newer HVAC system. Inside, the thoughtfully remodeled interior offers an open, comfortable layout with updated flooring, granite countertops, stainless steel appliances, and clean coastal finishes. Two covered parking bays beneath the home provide convenient space for vehicles, a boat, trailer, bicycles, fishing equipment, paddleboards, and the recreational gear that comes with Florida Keys living. Additional open parking and RV or trailer parking add to the property's everyday functionality. With seven-day minimum rentals permitted, the residence offers versatility as a primary home, seasonal retreat, employee-housing solution, or investment property, subject to applicable regulations. Separate electric and water meters provide additional convenience. Ideally positioned near shopping, dining, marinas, beaches, the community boat ramp, and daily conveniences, this move-in-ready property places the best of Marathon within easy reach. The adjoining half duplex is also available for purchase, creating a rare opportunity to acquire the entire property for expanded housing, multigenerational living, or investment potential.

1306 51st St, Marathon

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

11725 3rd Ave, Marathon

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

6500-6600 Overseas Hwy, Marathon

$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

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

6500-6600 Overseas Hwy, Marathon

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