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$739,000
2 Beds ⋅ 2 Baths ⋅ 621044 MLS
Waterfront living on Grassy Key is all about easy access to the water, and this tropical retreat delivers with approximately 70 feet of concrete dockage, a boat lift, concrete seawall, and power and water at the dock. A fish-cleaning station and bait freezer make boating and fishing days even easier. Mature tropical landscaping surrounds inviting outdoor spaces, including a large tiki hut, covered waterfront patio, fire pit, and multiple areas for relaxing or entertaining. An exterior storage shed provides additional room for boating and recreational gear. Inside, the single-level layout offers two bedrooms plus a versatile sitting/flex room and two baths. The kitchen features granite countertops, stainless-steel appliances, a dishwasher, and trash compactor, while newer vinyl plank flooring adds a fresh coastal feel. The spacious primary suite includes a cedar-lined closet and renovated bath with a glass-enclosed tiled shower. Additional features include a metal roof, Hardie board siding, 2023 A/C, underground electric, tiled driveway, two covered parking spaces, and partial furnishings. Located in Grassy Key, enjoy a peaceful island setting with Marathon's shopping and dining, the Dolphin Research Center, Duck Key, and other Middle Keys destinations just a short drive away. From boating and fishing to shaded outdoor living, this waterfront retreat makes it easy to embrace the Florida Keys lifestyle.

59743 Paradise Pl, Marathon
$1,539,000
3 Beds ⋅ 2 Baths ⋅ 621017 MLS
Proven rental income meets the Florida Keys lifestyle in this solid CBS Marathon home featuring 60 ft. of concrete dockage with instant Gulf access. This well-established weekly rental property averages $105K in annual gross rental income and boasts 144 VRBO reviews with a 9.8 rating. (Future rentals must be honored by buyer). Enjoy a heated cocktail pool with sun shelf and waterfall spa, plus a fenced, low-maintenance yard and ample paver parking for boat trailers, RVs, and vehicles. Additional highlights include impact windows and doors, a metal roof and two storage sheds. Come see why this established, beloved neighborhood is such a special place to call home!

1791 Grouper Dr, Marathon
$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
$115,000
620846 MLS
Premium dry boat rack for sale (and best priced!) at the highly sought-after Boat House Marina in Marathon! Enjoy ultimate peace of mind with secure, covered storage and seamless, quick access to both the Ocean and the Gulf. Rack 28A should accommodate a vessel up to 36' LOA (length overall), up to 9.8' max beam and 11.09' max height (See stats in photo list). Scheduled in/out service is included with your monthly association fee, making your days on the water completely effortless. Marina amenities feature full-service conveniences, including on-site fuel, a private boat ramp, fish-cleaning tiki hut, and a community pool to relax by after a day on the water. Please verify vessel dimensions (LOA, beam, and height) with the dockmaster or schedule a dry fitting prior to purchase.

12411 Overseas Hwy Unit # 28A, Marathon
$1,600,000
2 Beds ⋅ 2 Baths ⋅ 620832 MLS
2-bedroom, 2-bathroom home in Grassy Key, featuring a deep-water dock with easy access to the ocean, just a short ride away from its Gulf-side location. Enjoy a beautiful pool and ample parking space, along with breathtaking sunsets from your backyard paradise! Each bedroom boasts its own en-suite bathroom, ensuring comfort and privacy. A perfect investment opportunity or a dream retreat!

57477 Morton St, Marathon
$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
$699,000
3 Beds ⋅ 2 Baths ⋅ 620713 MLS
Welcome to 203 Peachtree Avenue, a well-maintained 3-bedroom, 2-bath stilt home in Grassy Key offering peaceful salt pond views and plenty of space to enjoy the Florida Keys lifestyle. Set on a rare, fully fenced double lot, this property offers an exceptional amount of outdoor space that is hard to find in the Keys. Whether you envision room for pets to roam, space to garden, additional parking for trailers and recreational vehicles, or simply enjoying the privacy of a larger homesite, this oversized property provides endless possibilities. Inside, the home features 1,456 square feet of bright, open living space with wood-look flooring, a spacious kitchen with ample cabinetry and counter space, and a convenient laundry room. Large windows and sliding glass doors fill the home with natural light while opening to the expansive wraparound porch, where you can relax and enjoy tranquil salt pond views. The elevated design offers abundant covered parking and storage below, with column height tall enough to accommodate a boat, RV, or multiple vehicles. A metal roof, concrete pilings, tropical landscaping, and a private hot tub add to the home's appeal. Located just moments from Sunset Bay Park in Grassy Key, you'll enjoy a peaceful island setting while remaining close to Marathon's restaurants, shopping, marinas, and everyday conveniences. Whether you're searching for a full-time residence, weekend getaway, or island retreat with room to spread out, this unique property combines privacy, versatility, and the laid-back Florida Keys lifestyle.

203 Peachtree Ave, Marathon
$2,989,000
4 Beds ⋅ 5 Baths ⋅ 620683 MLS
BRAND NEW CONSTRUCTION * LICENSED VACATION RENTAL WITH RENTALS IN PLACE FOR 2026 & 2027. Indulge in the art of refined coastal living in this brand new luxury waterfront residence, where timeless elegance meets modern design across four bedrooms and four and a half baths, thoughtfully crafted for both elevated comfort and effortless entertaining. Boasting an impressive 99 feet of composite dockage, this exceptional property invites carefree days on the water, while the resort-style outdoor setting captivates with a sparkling pool, a spa that transforms into a rejuvenating cold plunge, and a beautifully designed backyard finished with lush turf, elegant pavers, and full fencing for privacy. Inside, a spacious open concept living and dining area unfolds with impeccable attention to detail, highlighted by sophisticated champagne bronze finishes and stunning wood plank tile that flows throughout, creating a warm yet contemporary ambiance. A private elevator provides effortless access to every level, including the expansive 880 square foot enclosed lower level, designed as the ultimate entertainment retreat featuring a sleek wet bar and dual impact glass doors that open on demand to blend indoor and outdoor living in a truly dramatic fashion. Each bedroom serves as its own private sanctuary, complete with a luxurious ensuite bath, offering comfort, privacy, and a sense of exclusivity for both residents and guests alike. This is more than a home, it is a statement of lifestyle, where every detail has been curated to deliver the pinnacle of waterfront luxury living. Property is being sold turnkey and vacation rental ready.

300 N Anglers Dr, Marathon
$1,059,000
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
$1,635,000
2 Beds ⋅ 2 Baths ⋅ 620395 MLS
Located in Marathon's desirable Sombrero area, this waterfront home combines immediate boating access, thoughtfully designed outdoor living, and close proximity to Sombrero Beach. The property offers 76 feet of waterfront, a 40-foot dock, and immediate access to open water--an ideal setup for fishing, diving, or simply enjoying life on the water. When you're not on the boat, Sombrero Beach is just moments away. Recent improvements totaling more than $300,000 have transformed the outdoor spaces into an extension of the home. A custom pool and spa with sun shelf, travertine decking, outdoor grilling and bar area, updated landscaping, extensive landscape lighting, multiple covered and screened patios, and a metal roof installed in 2021 are among the property's notable upgrades. A climate-controlled 500-square-foot lower-level bonus area provides additional flexible space for storage, recreation, hobbies, or a home gym. The property has also proven itself as a highly successful vacation rental, with 2026 year-to-date income and existing future bookings already exceeding $100,000 net to the owner. The assumable flood insurance policy, currently just $1,289 per year, further enhances the property's appeal. Looking ahead, existing architectural plans provide the opportunity to add three additional bedrooms, creating a five-bedroom home and further maximizing this sought-after Sombrero Beach location. Enjoy the home as it is today, with its proven rental performance, while retaining the option to expand in the future. Immediate boating access, proximity to Sombrero Beach, thoughtfully designed outdoor living, proven rental performance, and future expansion potential come together in a property that offers the best of Keys living.

540 Sombrero Beach Rd, Marathon
$435,000
1 Beds ⋅ 1 Baths ⋅ 620374 MLS
Wake up to waterfront balcony views, spend your days on the water, and generate rental income--all from this beautifully renovated and fully furnished retreat at Coco Plum Terraces. This bright and airy condo features a designer kitchen with white shaker cabinetry, quartz countertops, stainless steel appliances, and a coastal-inspired glass tile backsplash. Recent upgrades include impact windows and impact sliding glass doors, a smart thermostat, Blink video doorbell, new window screens, a new A/C condenser (June 2026), and an outside connection for generator. Coco Plum Terraces offers an exceptional waterfront lifestyle with a heated waterfront pool, tiki hut, trailer parking, and optional boat slips accommodating vessels up to 30 feet. Boaters will appreciate deep-water dockage and direct ocean access with no bridges. Weekly rentals are permitted, making this an opportunity for both personal enjoyment and investment income. Just minutes from Coco Plum Beach, dining, shopping, and world-class fishing, Unit 111 delivers the perfect blend of comfort, convenience, and Florida Keys charm.

105 Ave D, Unit 111, Marathon
$994,999
4 Beds ⋅ 3 Baths ⋅ 620314 MLS
Welcome to your fully renovated coastal retreat in the heart of Marathon, Florida! This stunning 4 bedroom, 3 bathroom home offers two Master suites, breathtaking open water views and is just minutes from the Marathon Airport perfect for aviation lovers. Step inside to find a modern, newly updated interior featuring a spacious floor plan, brand new roof, and high-end finishes throughout. The home includes a private lock-out suite ideal for guests or extended family. Whether you're relaxing on the porch watching the sunrise over the water or arriving by plane for a weekend getaway, this home offers the ultimate in Florida Keys living. Don't miss your chance to own a slice of paradise in Marathon Key!

930 80th St, Marathon
$535,000
2 Beds ⋅ 2 Baths ⋅ 620295 MLS
Welcome to your slice of paradise in the heart of Marathon. Located at the desirable Island Club, this well-maintained 2-Bed, 2-Bath canal-front condominium offers 1,000 sq. ft. of comfortable living space and an unbeatable Florida Keys lifestyle. Inside, you'll find a bright, open-concept floor plan with clean lines and modern upgrades. The thoughtfully designed layout flows seamlessly between living, dining, and kitchen areas, creating the perfect setting for entertaining guests or enjoying quiet evenings at home. The primary bedroom serves as a private retreat, complete with an en-suite bathroom and dedicated laundry space. Boaters will appreciate the first-come, first-served dockage with direct access to both the Atlantic Ocean and Gulf of Mexico, making it easy to enjoy world-class fishing, diving, and sunset cruises. After a day on the water, relax by the community pool or your private screened porch while taking in the peaceful canal views. Golf enthusiasts will love having the Sombrero Beach Golf Course directly across the street, while beach lovers are just minutes from the sandy shores of Sombrero Beach. Conveniently located near grocery stores, local restaurants, shopping and everyday essentials, this property offers the perfect combination of recreation, relaxation, and convenience. Whether you're searching for a full-time residence, vacation getaway, or investment opportunity, this move-in ready condo delivers the best of Florida Keys living.

9 Sombrero Blvd Unit 208, Marathon
$2,149,000
3 Beds ⋅ 3 Baths ⋅ 620284 MLS
The Boater's Dream. Navigate the Marathon waters with ease right from your backyard. This property features a 55-foot, new composite dock situated on a deep canal, paired with a 20,000 lb boat lift. Embrace the sunshine in your private, fenced-in backyard. The grounds feature a heated in-ground pool, a screened patio, and a custom outdoor kitchen with a built-in outdoor kitchen--the perfect setup for hosting post-fishing dinners. The property is solid concrete construction and also boasts a brand-new metal roof for ultimate peace of mind. Massive storage, workshop, and garage. The stunning main living area is perched on the second floor, maximizing the beautiful canal views. The open-concept design seamlessly connects the living room to a gourmet kitchen outfitted with granite countertops, stainless steel appliances, a wine cooler, and custom cabinetry. The second floor also hosts two bedrooms and two bathrooms, including the spacious master suite. Fully furnished and fortified with impact-resistant doors and windows (plus accordion and Bahama shutters), this home is move-in ready. An interior staircase leads down to a highly desirable feature: a legal, above-flood ground-floor bedroom and full bathroom. An additional bonus room could easily be the fourth bedroom. The lower level is incredibly practical, offering a fully equipped garage, a dedicated storage room, and a workshop for all your maritime gear and tackle. This home is eligible for seven night rentals and would make a tremendous vacation rental investment.

969 Ocotillo Ln, Marathon
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 620206 MLS
Currently in Marathon, Duck Key & Key Colony there is no other New Construction Home available below $1.1M besides this Brand New Under Construction 4 Bed, 3 Bath, 1786 sqft living Concrete Above Flood Home, built by the local well-respected Design Center. It also happens to be located on a Corner Lot that backups to non-buildable protected land offering more privacy in the Grassy Key neighborhood, which has quickly become a highly desired area for many locals. It's a great family neighborhood with a community waterfront Sunset park and only a mile from a boat ramp. This home features poured solid concrete 16x16 columns plus an Energy Efficient Seamless Metal Roof, Hurricane Impact Windows & Doors, Spray Foam Insulation along with a High Efficiency 4 Ton A/C System, & even an Electrical Sub Panel Box prewired for a generator hook up. Pre-Cast Concrete Floors allowing for no center columns, which maximizes usable space in the 2 car garage. Step inside & find Maintenance Free Wide Plank Luxury Vinyl Flooring thru out the home, 8FT High Interior Doors, 9'6'' Ceilings, 5 ¼'' Baseboards, LED Recess Lighting, Modern Fans in each Bedroom & the Living Room, an Open Kitchen with Shaker Soft Close Wood Cabinets with Crown Molding & Hardware including 42'' Uppers, Quartz Countertops including a Large 1 level island, a Tile or Quartz Backsplash, Pendant Lighting, a Full Stainless Steel Appliance Package & Modern Single Sink & Faucet. All 3 bathrooms feature Designer Tiled Floors, Custom Tiled Showers including LED underlighting and lit shower nooks with the Primary & 1 Guest Bath having Frameless Glass Enclosures & the 2nd Guest having a Tub/Shower Combo. They all have Wood Vanities with Quartz Counters, Modern Vanity Lighting & Mirrors, Modern Faucets & Toilets. Home comes with a 1-year Builders Warranty and can be offered Furnished by a local interior designer for an additional cost making it Vacation Rental Ready. ETA for completion is Dec 2026.

317 Tropical Ave, Marathon
$2,150,000
5 Beds ⋅ 3 Baths ⋅ 620169 MLS
Situated on a corner lot in a quiet neighborhood, this spacious, professionally designed, and meticulously maintained two-story, 5-bedroom, 3-bath home offers the best of luxurious island living. The open floor plan with vaulted ceilings creates a bright and inviting space, perfect for entertaining. The modern kitchen features a large island ideal for gathering with family and friends. Proudly owned by the second owners since the home was custom built by the original owner in 1994. Enjoy the convenience of an enclosed garage, a large laundry and utility area, and additional covered parking. Outdoor highlights include a widow's walk, open balconies, and ample room for a pool. New metal roof in 2024. Boaters will love the 65 feet of concrete dockage with davits—just minutes to the Gulf and a quick ride to the Ocean side via Vaca Cut.

180 Ana Ct, Marathon
$2,249,000
4 Beds ⋅ 3 Baths ⋅ 619793 MLS
Over 3400 sqft of Luxury Living is featured with this 2007 custom built CBS in the gated community of Stirrup Key Sub in Marathon. Elevated water views, a deeded boat slip, protected community marina, multiple outdoor living areas and a private pool. Designed for both everyday comfort and entertaining, this multi-level home offers generous interior space, flexible living areas, and a thoughtful indoor-outdoor layout. The ground level features a three-car garage, ample storage, and direct access to the pool area, creating an easy flow for relaxing, hosting, and enjoying the Keys lifestyle. The second floor serves as the main living level with two bedrooms, two full baths, a full kitchen, and open living and dining areas that extend onto a large screened lanai. This level is ideal for casual gatherings, quiet mornings, and evening breezes. The third floor offers a private primary suite, sitting area or fourth bedroom, bar/kitchenette, fireplace, spa-style bath, and an expansive lanai with peaceful elevated views. A spiral staircase leads to the fourth-floor widow's walk, finished with travertine flooring and a water hookup. From this vantage point, panoramic views stretch across Marathon and toward the Gulf, creating a quiet setting for sunrise, sunset, and open-air relaxation. A private nature path winds through preserved surroundings and leads to a Gulf-front observation dock, ideal for wildlife viewing and enjoying the surrounding natural setting. Additional features include a lift to the second floor for added convenience. Centrally located in Marathon, the home offers convenient access to shopping, dining, & daily necessities. With a deeded marina slip, elevated water views, pool, garage space, storage, multiple lanais, and a flexible custom layout, this property offers a rare combination of privacy, space, and boating access in Marathon. Schedule a private showing to experience this custom home and deeded marina slip in person.

205 Stirrup, Marathon
$424,900
2 Beds ⋅ 1 Baths ⋅ 619426 MLS
Step into your own private tropical oasis in the heart of Marathon. This charming two-bedroom, one-bathroom home perfectly captures the essence of Florida Keys living with an ideal blend of classic character and modern convenience.The property has been significantly refreshed for 2026, including a fresh coat of paint inside, along with new exterior doors to enhance its coastal curb appeal. The airy interior features luxury vinyl plank flooring throughout and a spacious kitchen adorned with granite countertops and a suite of brand-new 2026 appliances that have never been used. Peace of mind comes easy here with impact-resistant windows installed in 2020, a new A/C system from 2023, and a durable metal roof. Whether you are looking for a breezy weekend getaway, a primary residence, or a lucrative investment, the weekly rental eligibility makes this property incredibly versatile. The 4,200-square-foot lot offers plenty of room for boat storage or outdoor entertaining, all just minutes from a world-class beach, local dining, and the Marathon Airport.

417 95th St, Marathon
$1,533,333
2 Baths ⋅ 619199 MLS
Fantastic commercial opportunity with direct highway exposure in a prime corner location! This oversized CBS building has 3,429 sq feet of air conditioned space plus a double drive-thru and an open patio upstairs. Commercial zoning allows for many office or retail uses. Very visible 15,000 sq ft corner lot with ample parking for customers and employees. Call for a private tour!

11401 Overseas Hwy, Marathon
$619,990
3 Beds ⋅ 2 Baths ⋅ 619008 MLS
Located in the heart of Marathon, this property offers an excellent opportunity to enjoy the Florida Keys lifestyle. Situated just a short 2-minute walk from the nearby public boat ramp, providing quick and convenient water access for boating, fishing, and exploring the beautiful surrounding waters. The property is centrally located near local restaurants, shopping, and attractions while still offering the relaxed atmosphere that makes the Keys so desirable. Whether you are looking for a primary residence, vacation retreat, or investment opportunity, this location offers both convenience and coastal charm.

1262 Marlin Dr, 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
$699,000
2 Beds ⋅ 2 Baths ⋅ 615225 MLS
Looking for a no-frills Florida Keys escape with unbeatable dockage? Welcome to your ultimate fish camp in Grassy Key! This standalone home with no HOA offers instant bay access and quick ocean access from a 60-foot deep-water dock. A large exterior storage building is perfect for all your gear. Inside, the home is spacious and has been updated with new electrical, a new water heater, brand-new doors and windows, and a newer metal roof (2020). Tucked away in the quieter part of Marathon yet easily accessible off US-1, it's the ideal weekend retreat for boaters and anglers.

59761 Overseas Hwy, Marathon
$5,995,000
5 Beds ⋅ 5 Baths ⋅ 618602 MLS
Private oceanfront estate behind the gates of Tingler Island, one of Marathon's most exclusive and sought-after communities. Designed in timeless Caribbean West Indies style, this exceptional residence is perfectly oriented with coveted southern exposure—capturing refreshing ocean breezes, warm natural light, and the rare privilege of both sunrise and sunset views over open water. Set along a premier stretch of true oceanfront, the property offers unobstructed, forever ocean views, highlighted by a spectacular infinity-edge pool that blends seamlessly into the horizon. The setting is serene, private, and truly irreplaceable. Offered fully furnished, the home features travertine marble flooring throughout the main living level, rich hardwood floors upstairs, and beautiful custom woodwork throughout. Light-filled living spaces flow effortlessly, complemented by spacious bedrooms and a well-appointed kitchen ideal for entertaining, complete with a dedicated wine cooler. An upstairs private lounge and bar open to a walk-out oceanview terrace—an unforgettable setting for sunset cocktails and evening gatherings. The bar is equipped with a wine refrigerator, dishwasher, and ice maker for effortless hosting. Additional highlights include a two-car, climate-controlled garage with ample storage. Ideally located within walking distance to Sombrero Beach, with access to a scenic bike and walking path along Sombrero Beach Road, and just minutes from shopping, dining, grocery stores, and golf-cart-friendly island conveniences. Seller financing available for qualified buyers, presenting a rare opportunity to secure a premier oceanfront estate with enhanced flexibility. Homes of this caliber, privacy, and oceanfront position are seldom offered. Schedule your private showing and experience Tingler Island living firsthand.

90 Tingler Ln, 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
$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
$1,275,000
3 Beds ⋅ 2 Baths ⋅ 617379 MLS
Dockage Galore! Approximately 155' of dockage on a deep water canal and a short ride to Boot Key Harbor and the Open Ocean. Beautifully updated 3/2 Pool Home that is being sold turn key, so this can be your perfect vacation rental home or private coastal retreat. New pool installed in 2024 plus a 17K Boat Lift that was installed in 2021. Multiple Large Boats? This is the perfect spot to keep them, and with the larger parking area there is plenty of room to store your trailer and park multiple vehicles. The interior has Granite Counters, Tile Floors, Stainless Steel Appliances, and TONS of storage. Can be sold furnished and turn key, and has 2 sets of Washers and Dryers which help with any rental turnovers. Multiple Restaurants and Gas Pumps are only a short boat ride away, with super easy Gulf and Ocean access. Short ride to the Reef with some of the best snorkeling and diving in the keys! Truly a unique property that you will not want to miss.

799 28th St, Marathon
$525,000
3 Beds ⋅ 3 Baths ⋅ 618062 MLS
Affordable Housing Opportunity to own your own home in the heart of Marathon. A great opportunity for qualified local buyers for a 3 bedroom, 3 bath home conveniently located near the airport, complete with granite counters, coretec flooring and a great deck. Built to all safety codes including impact windows and metal roof, it's finally time to come home to a fresh affordable space. Perfect for the first time home buyer and some buyers may qualify for a first time homebuyer grant. Don't miss the opportunity to buy affordable housing in the Florida Keys.

655 92nd St Ocean St, Marathon
$4,950,000
1 Baths ⋅ 614960 MLS
Exceptional commercial waterfront opportunity in the heart of Marathon. This prime commercial property consists of five contiguous lots totaling approximately 30,000 square feet, with 300' on Coco Plum Dr and 300 feet of waterfront. The property includes 18 boat slips with a control depth of approximately 5 feet, offering outstanding maritime access and functionality. Zoned MU-M (Multi-Use Maritime), this versatile zoning allows for a broad range of uses including maritime industry operations such as fishing equipment sales and service, seafood processing, marine-related manufacturing, and boat storage. Additional permitted uses include retail, restaurant, affordable housing, and residential development, making this a uniquely flexible investment property. Parcel IDs include: 00362930, 00362940, 00362950, 00362960, and 00362970. The seller will provide a complete list of all personal property included in the sale, including major furniture, fixtures, and equipment. This is a rare opportunity to acquire a substantial, high-exposure commercial property with extensive waterfront and mixed-use potential in one of the most desirable areas of the Florida Keys.

38 Coco Plum Dr, Marathon
$2,550,000
4 Beds ⋅ 4 Baths ⋅ 617355 MLS
HUGE 4 Bed 4 Bath Concrete Home with pool and hot tub, and 75' of dockage on a deep and clear canal. Newer (2022) Custom Concrete home with just under 2100 square feet with 3 Master Suites! Split Floor Plan with 10' ceilings, a huge open space living area with 2 of the Master Suites having direct access to the back porch. 550 sq ft of covered porch upstairs with built in Grill and Sink. Top of the line Jenn-Air appliances and Quartz and Stone Counters throughout. Tile Floors and being sold completely turnkey! Successful Vacation Rental that grossed over $250K in 2024 and 2025. Metal Roof and Impact Sliders, Doors and Windows ensuring the cheapest insurances possible. Foam board exterior concrete block walls. Closed cell spray foam insulation first floor, Tongue and groove exterior ceilings, open cell spray foam insulation in attic. Outside you are greeted by a huge outdoor living area with pool, hot tub and 75' of composite decking/dock. Easy Gulf access for boating, and a great place to kayak and paddleboard in the open bay at the end of the canal. There is a public boat ramp just down the street too! 350' Storage area downstairs with French Doors. Also has 2 Washers and Dryers, making it easier for someone doing vacation rentals. Whether a vacation rental investment property or just the perfect Family Compound, this home checks a lot of boxes. Set up your showing today!

207 E Bruce Ct, Marathon
$205,000
616854 MLS
Excellent opportunity to build your dream home in the Florida Keys. This vacant lot on 122nd Street Gulf includes one Transferable Building Right (TBR), offering exceptional value and flexibility for future development. The lot measures approximately 52.5 feet wide by 60 feet deep and is located directly across from Martin Luther Church. Enjoy open-water views from future construction and convenient access to marinas, dining, and shopping. This is the lowest-priced lot with a TBR currently available in the City of Marathon, making it an outstanding investment or build opportunity in the heart of the Florida Keys.

122nd Street Gulf, Marathon