Refine Search
Map
Sort by
$1,499,000
4 Beds ⋅ 3 Baths ⋅ 620915 MLS
Discover Exceptional Waterfront Living on a Protected Lagoon in Marathon! Nestled in a quiet and highly desirable Marathon neighborhood, this beautifully updated 2,328 sq. ft. waterfront residence offers the ultimate Florida Keys lifestyle. Offered turnkey and fully furnished--with seller financing options available--this property also holds incredible potential as a weekly vacation rental. Inside, enjoy bright, open living areas featuring 4 bedrooms and 3 full bathrooms, plus a generous bonus room/den--perfect for a home office, media room, or potential 5th bedroom. The showstopping interior features a rare, one-of-a-kind indoor pool! In a truly unique layout, every bedroom features French doors that open directly onto the indoor pool deck, offering private access for family and guests alike. Step outside to 30 feet of dockage on a protected lagoon with quick access to the Ocean and Gulf. Don't miss this rare opportunity for luxury, tranquility, flexible purchasing terms, and income-generating potential!

1220 122nd St, Marathon
$675,000
4 Beds ⋅ 3 Baths ⋅ 620908 MLS
Discover the charm and comfort of this spacious ground-level home with an attached guest suite, perfect for extended family, visitors, or private rental income. Nestled in the desirable Crane Hammock Preserve, in this family-friendly neighborhood, residents enjoy access to both a private community beach and a boat ramp, offering endless opportunities for swimming, boating, and fishing just minutes from your doorstep. This corner lot is surrounded by native hammocks and mature foliage, creating a private, natural and protected sanctuary with plenty of room to relax. The property offers tremendous potential for customization, whether you envision updating to your own style, adding outdoor living spaces, or enhancing the guest suite, the opportunities are endless. With seller financing available, this home presents a rare chance to secure a piece of the Keys lifestyle with flexibility and ease.

5353 Dogwood Dell St, Marathon
$2,800,000
4 Beds ⋅ 4 Baths ⋅ 620899 MLS
Welcome to prestigious Sombrero Isle, one of the Middle Keys' most exclusive waterfront communities. This exceptional 4-bedroom, 4-bath residence blends timeless elegance with the relaxed luxury of the Florida Keys lifestyle. Step inside to a grand living room highlighted by soaring volume ceilings, gleaming marble floors, a gracefully curved staircase, and a wraparound mezzanine that leads to the spacious bedrooms and private guest quarters. Designed for both everyday living and entertaining, the home offers an open, inviting atmosphere with impressive Mediterranean architectural details throughout. The well-appointed kitchen features granite countertops, stainless steel appliances, and abundant cabinetry, providing both style and functionality. Outdoors, enjoy your own tropical retreat with a heated freeform swimming pool and over 40 feet of dockage with approximately 5 feet of controlling depth, offering convenient access for a variety of boats. Nestled within the exclusive island community of Sombrero Isle, this intimate enclave consists of only 32 waterfront homes, each situated on approximately one-half acre. Boaters will appreciate the quick access via Sister's Creek to the Atlantic Ocean and some of the finest fishing and diving waters in the United States. Residents also enjoy close proximity to the renowned Sombrero Beach, scenic parks, shopping, fine dining, and vibrant local restaurants and waterfront bars. Marathon International Airport is just 10 minutes away, making travel to and from paradise effortless. Experience the perfect combination of luxury, privacy, and premier boating access in one of Marathon's most coveted waterfront neighborhoods.

121 Calle Ensueno, Marathon
$1,295,000
4 Beds ⋅ 4 Baths ⋅ 620882 MLS
Full Waterfront Duplex in Desirable Sombrero Beach! Live the ultimate coastal lifestyle with this beautifully updated waterfront duplex in the highly sought-after Sombrero Beach neighborhood. Whether you're looking for an investment opportunity, a vacation retreat, or a full-time residence with income potential, this property checks every box. Both sides of the duplex have been thoughtfully upgraded, featuring brand-new flooring, fresh interior paint, creating bright, modern living spaces that are completely move-in ready. Step outside and embrace true Keys living -- your new 45-foot dock is right out back, making it effortless to keep your boat just steps from your door. Enjoy partial open water views and the convenience of direct ocean access, perfect for fishing, diving, or sunset cruises at a moment's notice. Each unit offers privacy and flexibility, and both sides are also available for individual purchase, giving buyers multiple ownership options. Priced BELOW appraised value! Waterfront location, boating convenience, and stylish updates -- this is island living at its best. Party wall agreement on file.

17-18 Man-O-War Dr, Marathon
$3,289,000
4 Beds ⋅ 5 Baths ⋅ 620683 MLS
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
$3,260,000
4 Beds ⋅ 3 Baths ⋅ 620562 MLS
Welcome to 58244 Overseas Hwy on Grassy Key. This home was built in 2024 to last with superior ICF construction, steel studs, metal roof, impact resistant doors & windows. The extra thought and care in this property doesn't stop there like: 1'' water pipe for added pressure, underground utilities and 4ft deep walls underground on 3 sides of the property to prevent erosion, and geo grid honeycomb under the driveway gravel, even extra height underneath to accommodate tall toys like RV's and Boats w/ T-tops. Inside the home hosts an extra-large ocean front primary suite with balcony access, large bathroom and walk-in closets. There are 3 guest rooms and two full guest baths, laundry room, utility room and large pantry. The open floor plan living area to entertain the whole neighborhood if you want with sweeping Atlantic Ocean views for a backdrop. Let's not forget the real reason to be in the Keys and that's to be on the water. Whether you are drifting in a float in the ocean front pool or sunbathing on your own private sandy beach, you will know you've found your own slice of paradise. Call today for more information and schedule a private viewing.

58244 Overseas Hwy, Marathon
$2,399,000
4 Beds ⋅ 5 Baths ⋅ 620464 MLS
Experience the best of Florida Keys waterfront living in this stunning canal-front home, built in 2019 and thoughtfully designed for both luxury and comfort. This fully furnished 4-bedroom, 5-bath residence offers an open-concept floor plan with a beautifully appointed kitchen featuring stainless steel appliances, ample cabinetry, and generous space for entertaining. Step outside to your private backyard oasis complete with a heated pool, outdoor kitchen, and 75 feet of dockage, providing easy boating access. Additional features include a separate laundry room, downstairs storage for all your boating and fishing gear. Located in a highly desirable neighborhood, this home is ideal as a primary residence, vacation getaway, or investment property. Whether you're relaxing poolside, entertaining family and friends, or heading out on the water, this property offers the perfect blend of luxury, convenience, and the laid-back Florida Keys lifestyle.

211 Bruce Ct, 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
$3,900,000
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
$6,500,000
4 Beds ⋅ 4 Baths ⋅ 620228 MLS
Presenting an extraordinary pre-construction opportunity to own a luxury oceanfront masterpiece, designed and newly constructed in the prestigious enclave of Shipman Point. Thoughtfully designed to embrace the beauty of the Florida Keys, this sophisticated residence will showcase refined coastal architecture, elevated finishes, and seamless indoor-outdoor living, all set against a backdrop of breathtaking Gulf views. Construction is scheduled to begin soon, offering a limited window for the discerning buyer to collaborate with the builder and personalize select finishes and design elements to create a truly bespoke waterfront retreat. The carefully curated floor plan features expansive living and entertaining spaces, a dramatic open-to-below architectural design, private elevator access, a temperature-controlled wine cellar, and a private guest casita designed for comfort and privacy. Floor-to-ceiling glass invites natural light and panoramic ocean vistas throughout the home, while the gourmet kitchen and elegant gathering spaces flow effortlessly to outdoor terraces overlooking a private resort-style pool, includes a 70-foot private dock with a new boat lift installed. Whether as a primary residence, seasonal retreat, weekly vacation rental or legacy waterfront estate, this is a rare opportunity to secure a brand-new luxury home and influence its final design before completion. Experience the pinnacle of oceanfront living at Shipman Point--where timeless design, exceptional craftsmanship, and the natural beauty of the Florida Keys converge.

4800 Overseas Highway Unit 54, 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
$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
$3,100,000
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
$3,100,000
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
$1,899,000
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
$7,750,000
4 Beds ⋅ 5 Baths ⋅ 620096 MLS
Experience the rare combination of protected dockage and direct oceanfront living at 128 Sunrise Drive. Situated within an exclusive gated enclave of just 20 lots, this newly constructed 2025 waterfront residence offers a level of privacy, luxury, and lifestyle rarely found in the Florida Keys. Positioned to capture unobstructed ocean views and a year-round ocean breeze, this thoughtfully designed 4-bedroom, 4.5-bathroom home offers an elevated coastal lifestyle with exceptional attention to detail throughout. Each bedroom features a private ensuite bathroom and spacious walk-in closet, while a true foyer entry, elevator, and abundant storage create a floor plan that is as functional as it is beautiful. The open concept living offers the perfect home to entertain and enjoy the abundant natural light. The interior design offers high end tile selections, designer light fixtures and wood accents throughout. The home also features 3 interior bars and window treatments throughout. The living spaces seamlessly transition outdoors, where an expansive entertainment area is designed to embrace the Keys lifestyle. Enjoy a resort-style pool and hot tub, outdoor kitchen, and multiple spaces to relax while overlooking the turquoise waters of the Atlantic. A rare wade-in beach offers effortless access to the ocean, while protected dockage on the canal side provides a secure spot for your boat. Additional features include a one-car garage, oversized air-conditioned storage space, and a generous covered carport ideal for vehicles, boats, golf carts, and more!

128 Sunrise Dr, Marathon
$1,245,000
4 Beds ⋅ 3 Baths ⋅ 620026 MLS
Experience the best of Florida Keys waterfront living in this stunning 4-bedroom, 3-bath home located in the highly desirable Vaca Cove community. Offered fully furnished and turnkey, this elevated residence features a spacious open-concept design with large bedrooms, wide hallways, and inviting indoor-outdoor living spaces designed for comfort and entertaining. Boaters will appreciate 35 feet of dockage and quick, deep-water access to both the Atlantic Ocean and Gulf of America through Vaca Cut. Vaca Cove is an intimate enclave of only seven homes built in 2016, centered around a private lagoon marina and resort-style swimming pool. The lagoon seawall is ideal for launching kayaks and paddleboards, adding to the laid-back island lifestyle. Fully licensed for vacation rentals with bookings already in place, this property presents an outstanding opportunity for investors or buyers seeking an easy-care second home with strong rental potential. Constructed for durability and peace of mind, the home includes a metal roof, impact-resistant windows and doors, covered parking, hot tub area, and ample storage for vehicles and boat trailers. Beautifully maintained and move-in ready, this exceptional waterfront retreat offers luxury, convenience, and income potential in one of Marathon's most unique waterfront communities.

12555 Overseas Highway Unit F, Marathon
$1,245,000
4 Beds ⋅ 3 Baths ⋅ 620023 MLS
Nestled within the exclusive waterfront enclave of Vaca Cove, this beautifully furnished 4-bedroom, 3-bath elevated home offers the perfect blend of luxury, comfort, and investment potential. Designed with an expansive open floor plan, wide hallways, and generously sized bedrooms, the home is ideal for entertaining and relaxed coastal living. Enjoy 35 feet of private dockage with easy, deep-water access to both the Atlantic Ocean and Gulf of America via nearby Vaca Cut. Built in 2016, Vaca Cove is a private community of just seven single-family homes surrounding a tranquil lagoon and resort-style pool. The lagoon seawall provides the perfect launch point for kayaks and paddleboards. Fully licensed as a vacation rental with future bookings in place, this turnkey property is being sold beautifully furnished and rental ready. Additional features include covered parking, room for multiple vehicles and boat trailer storage, hot tub area beneath the home, metal roof, and impact windows and doors designed to maximize insurance savings. Whether you're seeking a proven income-producing property, second home, or full-time island retreat, this exceptional Vaca Cove residence delivers effortless Florida Keys living.

12555 Overseas Hwy Unit C, Marathon
$1,450,000
4 Beds ⋅ 4 Baths ⋅ 620015 MLS
7070 Overseas Highway in the heart of Marathon presents an incredible mixed-use investment opportunity in a prime Overseas Highway location with outstanding visibility and endless potential. Formerly operating as a flower shop, Marathon florist, this versatile commercial property offers flexibility for a wide range of business ventures, income-producing opportunities, or redevelopment concepts. The property features approximately 4,168 finished square feet and is zoned for mixed use, making it appealing for a variety of uses! The high-traffic location provides exceptional exposure along one of the Florida Keys' busiest corridors. Looking to expand income potential? The second floor includes three residential rental units, creating immediate revenue opportunities: • One spacious 2-bedroom unit • Two 1-bedroom units Whether you are an investor seeking multiple income streams, an entrepreneur ready to launch a business in the Keys, or someone searching for a live/work opportunity, this property offers exceptional flexibility and long-term value. With mixed-use zoning, strong visibility, rental income potential, and a sought-after Marathon location, 7070 Overseas Highway is truly a rare opportunity for business investments, ventures, and future growth.

7070 Overseas Hwy, Marathon
$2,950,000
4 Beds ⋅ 5 Baths ⋅ 619925 MLS
Tons of upgrades, gorgeous open water views, and the very best of Florida Keys waterfront living -- you have to come see Lot 2 at Shipman Point. This brand-new waterfront home is positioned just two in from open water, offering beautiful views, excellent boating access, and a protected canal setting for your vessel. Boaters will appreciate approximately 63 feet of dockage, canal protection, a hardened shoreline secured by both a concrete retaining wall and concrete seawall, plus room for a boat lift. Whether heading out for a day on the water or enjoying the peaceful views from home, this location is designed for true Keys living. Inside, the home is fully furnished and professionally designed, with bright coastal finishes, tile flooring throughout the entire downstairs level, a spacious kitchen with a gas stove, double sink, and a well-appointed layout for entertaining. One of the ensuite bedrooms also features an additional private porch, creating another relaxing space to take in the island lifestyle. The exterior is complete with landscaping, a large concrete pad driveway with turf accents, and a clean, modern coastal look with ample parking. With weekly rentals permitted, this property offers outstanding versatility as a primary residence, second home, or income-producing investment.

4800 Overseas Highway Unit 24, Marathon
$3,650,000
4 Beds ⋅ 4 Baths ⋅ 619913 MLS
Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key with expansive water views, white sand beach, and a true resort-style experience in the Florida Keys. An exceptional investment opportunity, Casa Feliz is a strong producing vacation rental with rental history and future bookings already in place. Set on over 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, this exceptional estate is designed for both relaxation and entertaining. An observation pier invites kayaking, paddleboarding, fishing, and endless enjoyment of marine life, while the unique orientation captures both breathtaking sunrise and sunset views over the water, a rare and coveted feature in the Keys. Outdoor living is elevated with a resort-style saltwater pool featuring cascading waterfalls, spillover spa, and fully equipped poolside cabana complete with wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit create the ultimate setting for entertaining or unwinding beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was thoughtfully redesigned to maximize sweeping ocean views from nearly every room. Offering four custom bedroom suites, each with private en-suite bath, the home comfortably accommodates guests in luxury. The top-floor penthouse suite features a private balcony, 180-degree ocean views, custom 96-inch circular bed, and kitchenette with coffee station. Expansive accordion impact glass doors seamlessly blend indoor and outdoor living throughout. The gourmet kitchen showcases Café appliances, induction cooktop, quartz countertops, mosaic tile backsplash, wine cooler, glass shelving, and multiple dining areas ideal for hosting. Additional highlights include a movie theater, library loft, Control4 smart technology, custom millwork, local artist mural, and more. Discover why Grassy Key is the place to be.

58652 Overseas Hwy, Marathon
$2,399,000
4 Beds ⋅ 5 Baths ⋅ 619881 MLS
Built in 2023 and already one of the busiest vacation rentals, this turnkey waterfront property delivers immediate income with 2026 bookings already in place. Designed from the ground up for serious boaters and guests who demand premium amenities. Every detail has been selected to drive occupancy, command top nightly rates, and minimize owner headaches. Located in popular Coco Plum, less than 10 minutes from the open water & Vaca Cut for Gulf access. 72' of deep water dockage, heated pool, paver decking, water & electric at dock with outdoor lighting, covered entertaining area, 240V EV charger, 800 sq ft storage enclosure, aluminum gate for secure vehicle access & security cameras for peace of mind. Follow the stairs up the back to the large covered terrace where you can find shelter in the shade while still enjoying the fresh salt air. Head through the double doors into the open kitchen and living area where you will find 4 master suites all with private bathrooms, tile flooring throughout, beautiful quartz countertops, tile backsplash, built in wine cooler and additional half bath. Property is being sold furnished from dishes to linens to smart tvs. Nothing to do but bring your boat and start enjoying the Keys Salt Life. Seller owns the bay bottom!

229 Pescayo Ave, Marathon
$1,300,000
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 2BD/2BA units, each offering 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 2018, 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. 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 adjacent to Oceanfront Park & Dog Park, owners and guests enjoy immediate access to one of Marathon's premier waterfront parks offering a dog park, kayak launch, open green space, waterfront walking areas, playgrounds, and frequent community events. Conveniently located near Sombrero Beach, shopping, dining, and Florida Keys Marathon International Airport. 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
$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
$2,099,000
4 Beds ⋅ 4 Baths ⋅ 619705 MLS
Welcome to this newer 2021-built CBS home in the desirable Coco Plum Beach area, offering modern construction, generous living space, and a beautiful connection to the natural beauty of the Florida Keys. This 4-bedroom, 4-bath residence offers approximately 3,010 square feet of finished living area, a metal roof, and approximately 1,046 square feet of covered porches for seamless indoor-outdoor living. Built especially high for peace of mind, even the garage sits approximately one foot above base flood elevation. Inside, the home features a bright open layout with spacious living and dining areas, oversized bedrooms, and a beautifully designed kitchen with custom cabinetry, natural stone countertops, and a propane stove. Additional features include a whole-house generator, propane water heater, and a 500-gallon built-in fuel tank. The large primary suite includes a private porch overlooking the Atlantic, open water views, an oversized walk-in closet, and attractive bathrooms with walk-in showers. Situated on a half-acre double lot surrounded by lush mangroves, the property offers a peaceful, tucked-away setting directly across from the beach. Enjoy privacy, tropical surroundings, an orchid garden, cistern, fenced yard, and exceptional outdoor living potential. Seller has completed preliminary planning for a future pool and landscape design, with a conceptual pool rendering, pool quote, landscape quotes, and scale drawings available upon request. Final design, permitting, pricing, and installation to be verified by buyer. Boaters will love the approximately 80-foot ipe dock with power, water, and cleats, plus a turning basin suited for a larger boat or multiple-boat configuration. With deep draft water and ocean access, this is a rare opportunity for serious boating. Additional features include a ranch-style entrance, large 660-square-foot garage/workshop, extra lower-level utility space, and a golf cart-friendly neighborhood.

1300 Ave H, Marathon
$3,500,000
4 Beds ⋅ 5 Baths ⋅ 609718 MLS
CONSTRUCTION COMPLETE! MOVE-IN AND RENTAL READY! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residences offering four and five-bedroom floor plans all with direct Atlantic Ocean views, a resort style pool, pickleball court, sandy beach, and the flexibility of a weekly rental. The first floor offers a private two car garage and covered cabana with spacious outdoor living space that leads out to the private beach and pool deck. The second floor features an open floor plan with spacious kitchen, dining and great rooms all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor you'll find the primary suite with luxurious spa bath and three additional guest bedrooms. The homes are finished with high end KitchenAid appliances, waterfall quartz countertops, full height backsplashes, custom closets and much more. Additionally this residence offers upgrades including: elevator, outdoor summer kitchen, exterior spiral staircase to first floor, custom millwork, brass fixtures and fire pit. SeaGlass Cove is barefoot luxury at its best.

59720 Overseas Highway Unit 8, Marathon
$1,699,000
4 Beds ⋅ 5 Baths ⋅ 619389 MLS
Experience island living at its finest in this beautiful Florida Keys canal front home. This spacious four-bedroom, 4.5-bath property features a desirable layout where each bedroom offers its own private bathroom, providing comfort and privacy for family and guests. Step outside to your private pool overlooking the canal, perfect for relaxing after a day on the water or entertaining in true Keys style. The home is ideally suited for indoor-outdoor living, making it a dream getaway. Currently operating as a successful vacation rental, this property presents an excellent investment opportunity with strong income potential. Whether you're looking for a second home, income-producing property, or both, this one checks all the boxes. Located in the beautiful Florida Keys, you'll enjoy boating access, stunning sunsets, and the laid-back lifestyle everyone loves.

1021 82nd St, Marathon
$2,495,000
4 Beds ⋅ 3 Baths ⋅ 619303 MLS
Beautifully appointed 4-bedroom, 3-bath waterfront residence located in the highly desirable Coco Plum neighborhood of Marathon. This spacious two-story home showcases breathtaking open water views from nearly every room and is thoughtfully designed for both relaxed coastal living and effortless entertaining. The main living level features an open-concept floor plan filled with natural light, with a bright and airy living area perfectly positioned to capture the stunning water views. This level also includes two well-appointed guest bedrooms and a full bath, ideal for family and visitors. Upstairs, you'll find two expansive primary suites, each offering private en-suite baths and elevated panoramic water views, creating a true private retreat. Outdoor living is exceptional, featuring three covered terraces spanning both levels of the home, a large resort-style pool, and a convenient poolside prep station complete with sink and storage--perfect for entertaining or enjoying the Keys lifestyle. Boating enthusiasts will appreciate 50 feet of deep-water dockage with quick and easy ocean access. Additional features include covered parking, washer and dryer, dishwasher, bait freezer, fish cleaning station, and more. Ideally located near Coco Plum Beach, this property offers a rare combination of privacy, comfort, and the ultimate Florida Keys lifestyle. Currently operating as a successful short-term rental and being sold fully furnished, this home presents an exceptional turnkey investment opportunity with strong income-producing potential, as well as the perfect personal getaway.

171 Ave D, Marathon
$694,000
4 Beds ⋅ 2 Baths ⋅ 619113 MLS
Motivated Seller! Discover the charm of island living in this beautifully maintained 3-bedroom, 2.5-bath home in the heart of Marathon. Built in 2008, this elevated residence offers both comfort and functionality, perfect for full-time living or a relaxing coastal retreat. The spacious layout provides ample room for entertaining, while large windows invite in natural light and island breezes. The home also features generous storage and a two-car garage, offering plenty of space for vehicles, gear, and more.

477 W 105th St, Marathon
$1,595,000
4 Beds ⋅ 3 Baths ⋅ 619082 MLS
Welcome to your private slice of the Florida Keys lifestyle, where boating days, poolside afternoons, and sunset dinners by the water become part of everyday life. Ideally positioned on a deep-water canal in the heart of Marathon, this beautifully maintained 4 bedroom, 3 bathroom waterfront home blends relaxed island living with comfort, space, and functionality. Inside, the spacious layout is filled with natural light and designed for gathering and entertaining. The open living areas flow effortlessly into the dining space and kitchen, creating a warm and inviting atmosphere for family and guests. Just off the dining area, a dedicated bar area provides the perfect space for serving drinks and entertaining after a day on the water. The large primary suite serves as a peaceful retreat, featuring a generous bedroom and private en-suite bath, while the additional guest bedrooms are thoughtfully arranged to provide comfort and privacy. Well-appointed bathrooms throughout complement the home's relaxed coastal aesthetic. Step outside and the Keys lifestyle truly unfolds. The backyard is designed for relaxation and entertaining, highlighted by a private pool, a tiki hut for shaded outdoor dining, and a waterfront setting that invites you to slow down and enjoy island living. The full concrete dock is equipped with a 16,000 lb boat lift and sits on deep draft water with quick boating access to both the Atlantic and Gulf. An established vacation rental, the property offers flexibility for buyers seeking a strong investment opportunity, a 2nd home getaway, or a full-time residence. The attached garage provides valuable storage for all your toys and offers potential for conversion into a 5th bedroom or laundry room if additional space is desired. Located in the heart of Marathon, the home is just minutes from Marathon Airport, making travel to and from the Keys a breeze, while placing restaurants, bars, beaches, shopping, and nearby state parks all within easy reach.

11295 3rd Ave, Marathon