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2600 Overseas Hwy Unit # 22, 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

303 Sombrero Beach Rd, Marathon
$1,549,000
4 Beds ⋅ 4 Baths ⋅ 620220 MLS
Waterfront duplex opportunity on Sombrero Beach Road in Marathon, just about 1 mile from Sombrero Beach. This stilted full duplex offers 4 bedrooms, 4 bathrooms, 2,114 square feet of interior living space, a pool, 110 feet of concrete seawall, dockage, and deep-water boating access. Each side features 2 bedrooms, 2 bathrooms, approximately 1,057 square feet, open living and dining areas, kitchen, washer and dryer, and enclosed sun porch areas with water views. The layout works well for a full-time residence, second home, investment property, or a live-on-one-side and rent-the-other setup. Outdoor features include an in-ground pool, decking, front porch, low-maintenance gravel yard, and a large circular paver driveway with plenty of parking and trailer storage. Boaters will appreciate the 110 feet of dockage with room for multiple vessels. The lower level includes two garages and substantial storage space, ideal for fishing gear, boating equipment, a cabana-style setup, or general storage. With its waterfront setting, duplex layout, pool, dockage, and close proximity to Sombrero Beach, this property offers multiple options in one of Marathon's most desirable lifestyle locations. B&BATVAI

303 Sombrero Beach Rd, Marathon

329 25th St, Marathon
$499,000
3 Beds ⋅ 3 Baths ⋅ 620207 MLS
Fabulous opportunity to live in the heart of the Keys in Marathon, Florida. This 3-bedroom, 2.5-bath townhome is located in the desirable gated community of Sisters Creek and offers one of the best locations in the neighborhood, situated right next to the resort-style pool. Enjoy open-concept living with an eat-in kitchen, pantry, all-wood cabinetry with pull-out drawers, stainless steel appliances, and a conveniently located half bath on the main living level. An additional den/office area provides flexible space for work, guests, or relaxation. Multiple exterior decks overlook the pool area and manicured tropical grounds, creating the perfect setting to enjoy the Keys lifestyle. A welcoming foyer entry leads to an interior staircase and the main living areas above. On the first level, you will find a substantial 12' x 16' enclosed storage room, providing exceptional space for bicycles, fishing gear, paddleboards, tools, holiday decorations, and all of your Keys lifestyle essentials. This detached townhome also features understory parking for two vehicles, gated entry with an electric security gate, and excellent access to Marathon's marinas, shops, restaurants, and nearby amenities. With a low HOA fee of just $302 per month, this home checks off so many boxes. Centrally located approximately one hour from Key West and one hour from Key Largo, you can enjoy the very best of the Florida Keys from this convenient Marathon location.

329 25th St, Marathon

317 Tropical Ave, 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

837 Copa D Oro, Marathon
$2,799,000
4 Beds ⋅ 4 Baths ⋅ 620205 MLS
Discover elevated waterfront living in this newly constructed custom two-story concrete residence, offering 4 spacious bedrooms, each with its own private en-suite bath. Thoughtfully designed for both comfort and entertaining, the home features a seamless open-concept layout that effortlessly connects indoor and outdoor spaces. At the heart of the home is a designer chef's kitchen appointed with premium stainless steel appliances, including double convection ovens, a smart refrigerator, dishwasher, vented range hood, and wine cooler. A large center island with prep sink, quartz countertops, custom cabinetry, and elegant LED pendant lighting complete the space. Throughout the home, porcelain tile flooring, designer finishes, and expansive windows create a bright and sophisticated atmosphere. A first-floor guest suite offers balcony access with views overlooking the pool, dock, and canal. The striking floating staircase, accented by a custom LED chandelier, leads to the upper level where three additional en-suite bedrooms await. The luxurious primary suite serves as a private retreat, featuring a freestanding soaking tub, dual vanities, an oversized porcelain tile shower, and a MOEN smart multi-head shower system with app-controlled temperature and spray settings. Additional features include impact windows and doors, a web-connected security camera system, energy-efficient LED lighting, 8-foot interior doors, 4K Smart TVs throughout, dual 3-ton 16 SEER air conditioning systems, a standing seam metal roof, aluminum railings, and spacious balconies on both levels. The property offers dual staircases leading to the outdoor living area, a 12' x 26' custom pool and a 50 foot dock. Ideally located in Marathon's desirable Flamingo Island neighborhood, this exceptional property is just minutes from Sombrero Beach, restaurants, and local attractions. Built with quality, durability, and style in mind, this remarkable waterfront home captures the essence of luxury living.

837 Copa D Oro, Marathon

835 Copa D Oro, Marathon
$2,799,000
4 Beds ⋅ 4 Baths ⋅ 620204 MLS
Experience luxury waterfront living in this custom-built, new construction two-story concrete home featuring 4 bedrooms and 4 private en-suite baths. Designed for entertaining, the open-concept layout seamlessly blends indoor and outdoor living. The chef's kitchen boasts top-of-the-line stainless steel appliances including double convection ovens, Smart refrigerator, dishwasher, vented range hood, prep sink, wine chiller, quartz countertops, custom cabinetry, and a large island. Porcelain tile flooring, custom fixtures, LED lighting, and abundant natural light enhance every space. A first-floor en-suite bedroom offers balcony access overlooking the pool, dock, and water. The dramatic floating staircase with custom LED chandelier leads to three additional en-suite bedrooms upstairs. The primary suite features a floating soaking tub, double vanity, custom porcelain tile shower, and MOEN programmable multi-head shower system with smartphone controls. Additional features include impact windows and doors, web-enabled security camera system, 4K Smart TVs in every room, 8-foot interior doors, two 3-ton 16 SEER A/C units, standing seam metal roof, aluminum railings, and expansive balconies on both levels. Situated on an oversized 11,319 sq. ft. corner lot, the property includes a 12' x 26' pool with custom pavers, two stairways to the outdoor living area, and a 36 foot dock completed in January 2024. Located in the desirable Flamingo Island neighborhood of Marathon, just minutes from Sombrero Beach, dining, shopping, and entertainment. Enjoy quick access to open water, world-class fishing, boating, diving, and the crystal-clear turquoise waters of the Florida Keys. Built to impress and built to last, this exceptional waterfront retreat offers the ultimate Florida Keys lifestyle. Adjacent property at 837 Copa D'Oro is also available, featuring an 8,200 sq. ft. lot and 50-foot dock.

835 Copa D Oro, Marathon

5301 Ocean Ter Unit APT 2, Marathon
$365,000
1 Beds ⋅ 1 Baths ⋅ 620195 MLS
Welcome to your perfect waterfront retreat! This condo is located at the end of the building and has been beautifully maintained. Comes fully furnished, move-in ready and offers everything you need for comfort and convenience. Step inside to an inviting, open-concept living space that shows very well. Kitchen features quartz countertops, tasteful backsplash and new stainless steel appliances. Enjoy peaceful mornings and relaxing evenings on the screened-in porch overlooking the water, the ideal spot to unwind and take in the view. The condo's prime central location puts you just minutes away from shopping, grocery stores, dining, and your favorite food and beverage spots--everything you need is right at your doorstep. Bonus storage closet outside entrance for your gear. Complex offers heated swimming pool, outdoor common area, on-site laundry and boat dockage. Easy keys living awaits! Call Today!

5301 Ocean Ter Unit APT 2, Marathon

900 101st Street Ocean St, Marathon
$2,750,000
6 Beds ⋅ 6 Baths ⋅ 620132 MLS
Welcome to your dream waterfront retreat in the heart of the Florida Keys! This stunning 6-bedroom, 6-bathroom pool home in Marathon offers the perfect blend of luxury, comfort, and investment potential. Situated on an expansive 150 feet of deep-water dockage, this property is a boater's paradise, with easy access to the Atlantic Ocean and the Gulf of Mexico. Whether you're setting sail for a day of world-class fishing or cruising to nearby islands, this home's premier location ensures smooth sailing. Designed for both relaxation and entertainment, the home boasts an open-concept living space with breathtaking water views, a gourmet kitchen, and spacious en-suite bedrooms. Step outside to a tropical oasis featuring a resort-style pool, ample patio space, and a covered outdoor entertaining area—perfect for enjoying the Florida Keys lifestyle This property also delivers excellent vacation rental income, making it a fantastic investment opportunity. With strong rental demand in Marathon, this home is an ideal choice for investors looking for a high-performing rental property or a luxurious personal retreat with income potential. Don't miss out on this rare deep-water waterfront gem in the Keys—your slice of paradise awaits!

900 101st Street Ocean St, Marathon

180 Ana Ct, 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

2600 Overseas Highway Unit 48, Marathon
$399,000
2 Beds ⋅ 3 Baths ⋅ 620168 MLS
Classic Keys Beach House Vibe with Proven Rental Income! Discover the ultimate Florida Keys getaway and investment opportunity with this 2-bedroom, 2.5-bathroom beachfront townhouse at Tranquility Bay Beach Resort in Marathon. Perfectly situated on the highly sought-after ''quiet side'' of the resort, this villa offers serene Gulf views and immediate proximity to the adult-only pool, the beach and the beautifully manicured Jack Nicklaus-designed putting greens. Tranquility Bay is a world-class, full-service resort featuring a pristine private beach, a beachside Tiki bar, three sparkling swimming pools (including a dedicated kids' pool and a tranquil adult pool), and the award-winning gourmet dining experience at the Butterfly Cafe. This property is a hands-free, turn-key investment. Owners are required to participate in the exceptional onsite nightly rental program, which completely manages the property for you. In 2025, this unit generated $51,000 in rental income to the owner. Enjoy up to 5 weeks of personal paradise each year while letting the resort handle the rest. Don't miss your chance to own a piece of the Keys lifestyle that pays you back!

2600 Overseas Highway Unit 48, Marathon

101 Ave D, Marathon
$1,789,000
4 Beds ⋅ 3 Baths ⋅ 620116 MLS
Welcome to 101 Avenue D in Marathon, Florida -- a fully furnished, turnkey waterfront retreat built in 2022 and designed for modern Keys living. Set on a spacious 18,000 sq. ft. lot, this 4-bedroom, 3-bath home blends comfort, style, and island luxury with the flexibility to serve as a full-time residence, vacation getaway, or investment property. Inside, the home features an open-concept layout with high ceilings, abundant natural light, expansive windows, and a seamless flow between the living, dining, and kitchen areas. The kitchen is beautifully finished with stainless steel appliances, including a dishwasher, ice machine, microwave, oven, range, and refrigerator. Each bedroom offers a comfortable retreat, while the primary suite provides direct access to the impressive outdoor living area. The three full bathrooms are thoughtfully designed for comfort, privacy, and convenience for owners and guests alike. Step outside and enjoy the best of the Florida Keys lifestyle. The spacious waterfront deck overlooks the canal and leads to a resort-style outdoor setting complete with a heated and chilled in-ground pool and a brand-new outdoor kitchen featuring a Broilmaster marine-grade gas grill, Primo ceramic charcoal grill, and outdoor refrigerator. It is the perfect setup for relaxing, dining, and entertaining by the water. Boaters will appreciate the 35-foot dock, offering easy access for days on the water and quick trips to open ocean adventures. This property also has strong vacation-rental appeal, offering the kind of turnkey setup guests love -- comfortable furnishings, outdoor amenities, waterfront access, and a prime Marathon location. Walking distance to the beach, bike path, and golf-cart-friendly neighborhood, 101 Avenue D delivers the perfect blend of convenience, relaxation, and tropical lifestyle. Whether used as a personal retreat, investment property, or move-in-ready waterfront home, this property is ready for you to enjoy the Keys from d

101 Ave D, Marathon

11260 6th Ave, Marathon
$1,649,000
3 Beds ⋅ 3 Baths ⋅ 620079 MLS
Discover the perfect blend of Florida Keys waterfront living and income potential in this fully furnished home located on a residential waterway with Gulf access in the heart of Marathon. Designed for relaxation and entertaining, the home offers comfortable living spaces, beautiful water views, an enclosed Florida room, a private pool, and a private dock. Whether you are looking for a primary residence, seasonal retreat, or investment property, this home provides the flexibility to fit a variety of lifestyles. The private dock offers convenient boating access to the Gulf, making it easy to enjoy fishing, paddleboarding, boating, and everything that makes the Florida Keys lifestyle so special. Spend your days exploring the water, entertaining by the pool, or simply enjoying the peaceful waterfront setting. A standout feature of this property is its established vacation rental success. The home is actively operating as a popular vacation rental with future reservations already on the books, providing an opportunity for immediate income generation. Buyers have the flexibility to honor existing reservations and continue the rental operation, or modify future bookings to accommodate their own plans and personal use. With its waterfront location, proven rental history, future bookings in place, and desirable Marathon location, this property offers a unique opportunity to enjoy the Florida Keys while benefiting from the flexibility of an established income producing asset. Whether your goal is full time island living, a seasonal getaway, or a property that helps offset ownership costs through rental income, this home is ready for its next chapter.

11260 6th Ave, Marathon

499 Avenida Primiceria, Marathon
$2,100,000
3 Beds ⋅ 2 Baths ⋅ 620036 MLS
Welcome to 499 Avenida Primiceria in Marathon FL. This unique home is perfectly located just 7 houses from beautiful Sombrero Beach and only minutes away from open water for boating. Enter into the central hub of the home that offers cathedral open beam ceilings and a generous, updated open floor plan for common living areas and direct access to the screened porch that overlooks the pool and dock. The split floor plan for the bedrooms offers additional privacy with the Primary suite located in the opposite wing from the guest rooms. Everything has been updated from the plank tile flooring, the impact resistant windows and doors, the open custom kitchen and update bathrooms. There is a while house generator. The lower level hosts a garage, workshop, covered entertaining area, and tons of additional storage space. The custom concrete pool is heated and chilled and the dock is 100' of concrete seawall with a 14k lb. boat lift. The grounds are covered with pea rock and mature tropical landscaping making for ease of maintenance and a lush private tropical setting. Call today for more information and schedule your private tour of this wonderful Florida Keys retreat.

499 Avenida Primiceria, Marathon

58773 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

229 Pescayo Ave, Marathon
$2,399,000
4 Beds ⋅ 5 Baths ⋅ 619881 MLS
Looking for the best of both worlds? Enjoy your vacation home and let it pay for its self when your not. Since January 2024, 229 Pescayo has hosted 113 stays across 860 guest nights and generated $512,831 in accommodation revenue. An incredible 88% occupancy rate 4.96 / 5.0 guest rating Fully furnished, income-generating from day one -- zero ramp-up period This isn't a fixer-upper with 'potential.' It's a proven, cash-flowing short-term rental with the reviews, occupancy, and forward bookings to prove it -- built in 2023 and already established as one of the area's busiest vacation rentals. Why It Performs: Every finish was chosen to drive nightly rate and occupancy, not just curb appeal. Boaters and premium-amenity guests are the target market, and the property is built to convert them into repeat bookings: 72' of deep-water dockage, water & electric at dock, outdoor lighting Less than 10 minutes to open water & Vaca Cut for Gulf access Heated pool with paver decking Covered entertaining area + large covered upper terrace for shaded, salt-air living 240V EV charger 800 sq ft storage enclosure Aluminum gated vehicle access + security cameras The Property: Double doors open into an open-concept kitchen and living space -- quartz countertops, tile backsplash, built-in wine cooler, and tile flooring throughout. Four master suites, each with a private bath, plus an additional half bath for guests. Sold fully furnished -- dishes, linens, smart TVs, all of it. Bottom Line: No lease-up, no renovation, no guesswork on rates. Bring your boat -- the income is already running.

229 Pescayo Ave, Marathon

574 & 576 99th St, 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

325 25th St, Marathon
$545,000
3 Beds ⋅ 3 Baths ⋅ 619843 MLS
Welcome to island life! Exceptional value and easy island living in the heart of Marathon! This tri-level 3 bedroom 3 bath detached home offers the privacy of a gated community with an in-ground pool, electric security gate, and quick access to all of Marathon's restaurants, marinas, shops, and adventures. Location location location! Only an hour away from vibrant Key West, an hour away from beautiful Islamorada, and just minutes to the water in every direction. You can't get better than this! Downstairs features a fantastic storage space for all your fishing, diving, and boating gear, plus bonus space perfect for a gym or hangout area. When you step into the main level, you get model home vibes! It is bright and welcoming with plenty of natural light, an eat-in kitchen, open living area, half bath, laundry area, and a covered balcony perfect for relaxing after a day on the water, or just to enjoy those magical Florida Keys sunsets. Upstairs you'll find three bedrooms, including a spacious primary suite with double closets and a private bath. Whether you're looking for a full-time home or a Keys getaway, this one checks ALL the boxes for comfortable Florida Keys living. This home is truly a STUNNER! *Super low insurances of only $4,539 annually* **THIS IS NOT A LAND LEASE. YOU OWN THE LAND***

325 25th St, Marathon

112 Bruce Ct, Marathon
$2,095,000
5 Beds ⋅ 3 Baths ⋅ 619837 MLS
A rare opportunity to own a fully renovated waterfront home that delivers both the Florida Keys lifestyle and exceptional investment potential. Offering five legal bedrooms, three legal bathrooms, and seven-day vacation rentals, this turnkey property presents projected rental income of up to $170,000 annually (per pro forma), making it equally appealing as a primary residence, second home, or income-producing investment. Located on a deep-water canal with approximately 75 feet of concrete dockage, a boat lift, fish-cleaning station, and private pool, you'll enjoy quick, easy access to the Gulf and the Atlantic through Vaca Cut--putting world-class fishing, sandbars, waterfront restaurants, and open water just minutes from your dock. Inside, the home has been completely reimagined with designer finishes throughout. An open-concept floor plan, beautifully renovated kitchen and baths, and light-filled living spaces create a sophisticated yet relaxed coastal retreat that's ready to enjoy from day one. With generous parking for vehicles and trailers, ample outdoor entertaining space, and one of Marathon's most desirable boating locations, this property offers a rare combination of luxury, convenience, and strong income potential. Whether you're looking for a high-performing vacation rental or your own private piece of the Florida Keys, this home delivers the best of both.

112 Bruce Ct, Marathon

280 100th St, Marathon
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 619797 MLS
This extraordinary Mid-Century modern single-family home is a private tropical oasis at the (rarely available) end of a canal with direct-ocean access. The luxury resort-style patio features Travertine tile, a heated pool with a sun shelf, and custom landscape lighting for evening entertaining. The home's original craftsmanship is high-lighted by tongue and groove Florida Pine ceilings, grand archways, and wooden beams. The floor to ceiling windows and doors provide for natural light flowing into the home from sunrise until sunset. The open-concept living area connects to an updated kitchen with stainless steel appliances and granite countertops. The master suite boasts a hand-scraped Acacia Hardwood accent wall, barn doors, an oversized Travertine shower, and a floating sink. Two additional bedrooms in a separate wing provide guest privacy with a shared updated bathroom with an Italian marble shower. This oversized fenced lot at 8,362 sq/ft provides a tropical sanctuary in paradise. Whether you're looking for an established and profitable rental property or you're ready to embrace the dream of a Florida Keys lifestyle, this turnkey property delivers.

280 100th St, Marathon

205 Stirrup, 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

591 Sombrero Beach Rd Unit APT 1B, Marathon
$684,000
2 Beds ⋅ 3 Baths ⋅ 619770 MLS
Perfectly positioned just steps from the pristine shores of Sombrero Beach, premier shopping, and vibrant nightlife, Lemon Cove stands in a class entirely its own. No other condominium residence in the area offers such a rare combination of generous private parking, breathtaking canal frontage, impeccably manicured grounds, and a resort-style pool -- all seamlessly curated for the discerning buyer. This exceptional 2-bedroom, 2.5-bathroom canal-front residence commands sweeping views of both the sparkling pool and tranquil canal, framed by generously proportioned living spaces and refined, upscale finishes throughout. Every detail has been thoughtfully considered, offering an effortless lifestyle where luxury and low-maintenance living exist in perfect harmony. For those who have envisioned waking each morning to the serene beauty of waterfront living -- without compromise -- this is your moment to live near the beach!

591 Sombrero Beach Rd Unit APT 1B, Marathon

103 52nd St, Marathon
$2,100,000
5 Beds ⋅ 4 Baths ⋅ 619765 MLS
Welcome to Casa Sirena, a refined waterfront retreat in Marathon offering comfort, privacy, and strong investment appeal. Seller Financing available! This five bedroom, three bath home includes a convenient outdoor pool bath and is ideally positioned with water frontage on two sides. Boaters will appreciate 100 feet of durable composite dockage, a jet ski lift, and a private boat ramp shared with just one neighbor. The home enjoys close proximity to Boot Key Harbor, with easy access to waterfront dining by boat, as well as a straightforward route to the Gulf via Knight Key Channel and immediate Ocean access. The surrounding Vaca Key and Boot Key provide a natural buffer, offering added protection from the elements. Outdoor living is central to the property, with lush tropical landscaping, a saltwater pool, tiki hut, and expansive wraparound patios accessible from all rooms. Inside, the open floor plan connects the living, dining, and kitchen areas, creating a comfortable and functional space. The kitchen is equipped with high end appliances suited for everyday use or hosting. Additional features include a spacious two car garage with ample storage, an extra washer and dryer, refrigerator, freezer, and workbench. The home is offered fully furnished and turnkey, ready for personal use or as a vacation rental. Privacy fencing, a security system, and gated dock and ramp access complete the offering.

103 52nd St, Marathon

95 Coco Plum Dr Unit 5D, Marathon
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 614988 MLS
Experience the pinnacle of oceanfront living in this breathtaking townhome within the highly sought-after Bonefish Yacht Club — a private, upscale enclave nestled along the sparkling waters of the Atlantic. This meticulously maintained 3-story residence offers exceptional coastal elegance, privacy, and resort-style amenities. Step into an open-concept living space that seamlessly blends indoor comfort with outdoor serenity. Enjoy water views from multiple balconies, perfect for morning coffee or sunset cocktails. The interior features a thoughtfully designed floor plan, and refined coastal décor creating a serene sanctuary ideal for both full-time residence or a luxury vacation escape. One of the property's most coveted features is the included 40' legal, liveaboard boat slip — offering deep water, direct ocean access with no fixed bridges, making it an ideal choice for avid boaters, fishermen, or those seeking the freedom of the open sea at their doorstep. Wake up and step aboard for a day on the water, with world-class sportfishing, diving, and island hopping just minutes away. The Bonefish Yacht Club community provides residents with a resort-like atmosphere, complete with amenities such as a pool, clubhouse, marina, and a peaceful, private setting that captures the essence of luxurious, laid-back island living. Don't miss your opportunity to own a piece of paradise in one of the Florida Keys' most desirable communities.

95 Coco Plum Dr Unit 5D, Marathon

1306 51st 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

320 Calzada De Bougainville, Marathon
$995,000
2 Beds ⋅ 2 Baths ⋅ 619535 MLS
Turnkey Investment Opportunity just 0.3 miles from iconic Sombrero Beach, generating an impressive $116,000 in short-rental income in 2025. Fully furnished and 100% rental-ready, this property includes local rental management & future bookings already in place- allowing a new owner to step in and start earning immediately! (Future rentals must be honored by buyer) Enjoy the best of Keys living with a heated pool, lush private fenced yard and multiple porches including screened spaces for seamless indoor-outdoor living. Inside, the open-concept layout features abundant natural light and a modern kitchen ideal for entertaining. Built in 2016 to modern hurricane standards with impact windows, impact doors and durable Hardie board siding, plus covered parking and ample storage below, this home is as functional as it is inviting. Experience the best of island living near the beach while benefiting from consistent rental income- without the expense and upkeep of a seawall or dock.

320 Calzada De Bougainville, Marathon

150 E 63rd St, Marathon
$895,000
3 Beds ⋅ 2 Baths ⋅ 619508 MLS
Welcome to your slice of paradise in the heart of Marathon! This exceptional ocean-side retreat is where luxury, lifestyle, and opportunity come together in one unforgettable property. This beautifully reimagined 3-bedroom, 2-bath half duplex offers an expansive 1,342 sq ft of spacious, stylish and light-filled living space--an incredibly rare find for a property of this kind in the Florida Keys. Step outside and you're instantly connected to what makes the Keys so special: 50 feet of brand-new dockage with direct ocean access, making it effortless to spend your days boating, fishing, or cruising turquoise waters at a moment's notice. Inside, no detail has been overlooked. This home has been completely renovated from top to bottom and is offered fully furnished and turnkey--just bring your flip-flops and start living (or earning). The stunning new kitchen, impact windows and doors, brand-new A/C, and sleek, modern finishes create a fresh coastal vibe that feels both luxurious and relaxed. The outdoor space is just as impressive, with a fully rebuilt dock designed for both peace of mind and peak functionality--perfect for accommodating your boat and embracing the ultimate Keys lifestyle. Whether you're searching for a private waterfront escape, a full-time residence, or a high-performing investment, this property checks every box. With short-term rentals allowed, the income potential is as attractive as the setting itself. And for those looking to dream even bigger, there's a rare opportunity to purchase the full duplex--unlocking maximum flexibility, privacy, and earning potential on an entire ocean-access property. Opportunities like this don't come around often--own a spacious, fully renovated waterfront home in one of Marathon's most sought-after locations and start living the life most people only dream about.

150 E 63rd St, Marathon