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285 Tropical Ave, Marathon
$1,150,000
4 Beds ⋅ 3 Baths ⋅ A12114232 MLS ⋅ Crains Subd BLDG.
Tucked into the natural landscape of Grassy Key, 235 Tropical Avenue offers a unique combination of space, privacy and the unhurried character that defines life in the Middle Keys. Set on a 15,000-square-foot lot in Crains Subdivision, this concrete stilted residence offers more than 3,600 square feet of living space, impact windows and doors, and generous indoor-outdoor areas designed around the Florida Keys lifestyle. An expansive open layout creates room to gather, entertain and settle in comfortably, with multiple living spaces and an easy connection to the outdoors. Lush native vegetation surrounds the property, creating a remarkable sense of privacy and seclusion. The partially fenced backyard centers around an inviting in-ground pool with waterfall, tanning shelf and water features, setting the stage for long afternoons outside and evenings under the palms. Ample parking provides room for multiple vehicles and boat trailers, an especially valuable feature for enjoying life on the water. Above it all, a rooftop observation deck captures ocean views and a beautiful perspective across Grassy Key. Watch the light change over the horizon and native birds gather around the natural salt ponds behind the property. Crains Subdivision also offers a community sunset park, while a public boat ramp is just minutes away for convenient access to the surrounding waters. Centrally positioned between Marathon, Duck Key and Islamorada.

285 Tropical Ave, Marathon
2705 Dolphin Dr, Marathon
$1,050,000
4 Beds ⋅ 2 Baths ⋅ A12113340 MLS ⋅ North Marathon Shores Pla BLDG.
Welcome to your tropical paradise in the heart of Marathon, Florida Keys! This beautifully maintained, single-story pool home offers the perfect blend of comfort, relaxation, and investment potential. Step inside to discover a bright, open living area, stylish flooring, a spacious kitchen with stainless steel appliances, and inviting bedrooms. Outside, enjoy your private resort-style oasis featuring a sparkling swimming pool, expansive sun deck, tropical landscaping, a charming tiki bar, outdoor dining areas, and beautiful evening lighting—perfect for entertaining or unwinding under the stars. Ideally situated near the ocean and surrounding canals, this property offers convenient access to the Florida Keys' renowned boating, fishing, and waterfront lifestyle. *** Already licensed for Airbnb/short-term rentals ***, it presents an excellent opportunity for investors, vacation home buyers, or those seeking their own island retreat. Close to beaches, restaurants, and local attractions. Your Florida Keys getaway awaits

2705 Dolphin Dr, Marathon
385 Orange Avenue, Marathon
$799,000
3 Beds ⋅ 2 Baths ⋅ A12108486 MLS ⋅ Crains Sub BLDG.
Secluded CBS stilt house features 3 bedrooms, 2 bathrooms, and a metal roof. Surrounded by natural foliage, it sits on a 15,000 sq. ft. double lot in Crains Subdivision. This property is truly a diamond in the rough with great potential.

385 Orange Avenue, Marathon
57652 Overseas Hwy, Marathon
$2,600,000
3 Beds ⋅ 3 Baths ⋅ A12102621 MLS ⋅ Crains Subd BLDG.
Discover this exceptional oceanfront property on Grassy Key in Marathon, Florida! Fully remodeled, this solid-concrete home offers breathtaking ocean views and the ultimate Florida Keys lifestyle. Featuring 3 bedrooms and 3 bathrooms, the versatile layout includes one bedroom and one bathroom on the first level, with two bedrooms and two bathrooms upstairs. The open-concept living area showcases a brand-new kitchen with quartz countertops and stainless steel appliances. Enjoy a newly constructed concrete swimming pool with jacuzzi and water heater, impact windows and doors, and a wraparound balcony, brand-new AC system and more! The spectacular rooftop deck is perfect for entertaining, relaxing, and enjoying panoramic ocean views. A rare opportunity to own a beautifully upgraded waterfront property with excellent vacation rental potential. Weekly rentals offer an opportunity to generate income while enjoying your own private island retreat. Whether you're looking for a personal getaway or an income-producing investment, this remarkable property delivers breathtaking views, modern upgrades, and the best of Florida Keys living!

57652 Overseas Hwy, Marathon
233 Sombrero Beach Rd, Marathon
$2,720,000
3 Beds ⋅ 3 Baths ⋅ A12103953 MLS ⋅ Anglers At Sombrero BLDG.
Experience luxury Florida Keys living at its finest! Built in 2022, this stunning 3-bedroom, 2.5-bath waterfront home sits on a main canal in Marathon’s desirable Sombrero Beach area, featuring a 70-foot composite dock and BRAND-NEW 20,000-lb boat lift! Enjoy quick boating access to the Atlantic Ocean and Gulf, with world-class fishing and diving at your fingertips. Walk or bike to beautiful Sombrero Beach, with grocery stores, shopping, and restaurants conveniently nearby. Inside, discover contemporary coastal elegance with oversized porcelain tile flooring, an open-concept layout, custom cabinetry, quartz countertops, stainless steel appliances, and an impressive oversized kitchen island. The spacious primary suite offers a spa-inspired bathroom with a freestanding soaking tub, oversized glass shower, dual vanities, and custom closets. An expansive upstairs loft with wet bar and beverage refrigerator is easily convertible into a 4th bedroom, guest suite, or office. Outside, enjoy your private saltwater pool, covered entertaining areas, multiple balconies, garage, and additional covered parking. Whether boating, fishing, entertaining, or relaxing in paradise, this exceptional property delivers the ultimate Florida Keys lifestyle!

233 Sombrero Beach Rd, Marathon
355 Stirrup Key Blvd, Marathon
$3,300,000
4 Beds ⋅ 4 Baths ⋅ A12092952 MLS ⋅ Stirrup Key Subd BLDG.
Welcome to Sunset Anchorage, a beautifully renovated open-water home in the exclusive gated community of Stirrup Key. Set on an expansive lot and a half, this three-story CBS home offers exceptional privacy, protected dockage, a private pool, and sweeping Gulf views with spectacular sunsets. Thoughtfully updated throughout, the home features a brand-new kitchen with custom cabinetry, custom bar, updated flooring, new impact windows and doors, new A/C units, and Hardie board siding accents. The main level features the primary suite with a newly expanded and completely renovated bath, plus a guest bedroom with marina views and a full bath nearby. An extended covered porch off the living and dining areas overlooks the pool and Gulf. Upstairs, a secondary primary suite offers a private bath and walk-out balcony with stunning open-water views, while an additional guest bedroom and half bath complete the level. Outdoor living includes a spacious covered patio, newly built tiki bar, and beautifully refinished and re-tiled pool with new equipment, heater, and chiller. A redone waterfront observation deck provides easy kayak access and an ideal place to enjoy the sunset. Across the street, protected dockage in Stirrup Key's private marina includes concrete boat slip D41 with a walk-out dock and new 15,000-lb Hurricane Hoist boat lift. Mature tropical landscaping and towering gumbo limbo trees complete this exceptional Florida Keys property.

355 Stirrup Key Blvd, Marathon
101 11 Street Ocean Unit 3, Marathon
$394,000
2 Beds ⋅ 2 Baths ⋅ A12096187 MLS ⋅ Riggs Sub (47.5) BLDG.
This is the one! Welcome to 101 11th Street Ocean, Unit 3, a perfect 2 bedroom and 2 bathroom home with ocean views. Well maintained home awaits you, with a resort like surroundings. Great boating from just a walk away or just dip in the pool all day long, this home has it all. Also just priced perfectly and the grounds are all well taken care of, all you have to do is bring yourself. Walk right in to this raised home, with all the modern features that you can ask for. Kitchen, living room, bathroom with guest bedroom are all on first floor, all for great entertaining. Walk right up stairs to a primary second floor with a great sized bedroom and bathroom with a breakfast nook for you to feel like you never need to leave, until you walk right out to your balcony for those endless ocean views. Plenty of parking and right next to all the great restaurants that Marathon Key has to offer. Call today for your private showing. Please note, this is property is subject to a land lease agreement.

101 11 Street Ocean Unit 3, Marathon
108 Avenue D, Marathon
$5,499,000
6 Beds ⋅ 6 Baths ⋅ A12088770 MLS ⋅ Coco Plum Beach BLDG.
Experience exceptional waterfront living in this impressive Spanish-inspired concrete residence, built in 2019 and offering approximately 8,107 square feet of construction and 16,500 square feet lot size. Thoughtfully elevated and designed with an emphasis on space, quality, and comfort, this remarkable home showcases a highly customized interior with refined finishes throughout. Solid wood interior doors, generous room proportions, and carefully designed living spaces reflect the attention to detail found throughout the residence. Expansive recreational and entertainment areas on both the first and second floors provide exceptional flexibility for hosting, relaxing, and enjoying everyday family living. The home’s substantial concrete construction and elevated design complement its commanding presence, while the spacious interior offers an ideal combination of elegance and functionality. Positioned along an exceptionally Deepwater, wide-canal home with direct ocean access, the property provides an impressive waterfront setting and a sense of privacy and tranquility. A distinctive luxury residence offering exceptional scale, generous entertainment spaces, and outstanding waterfront appeal. Ideally located near the airport and surrounded by a variety of restaurants, dining options, and everyday conveniences, the home offers an excellent balance of privacy, accessibility, and lifestyle.

108 Avenue D, Marathon
211 S Anglers Dr S, Marathon
$2,395,000
4 Beds ⋅ 3 Baths ⋅ A12077214 MLS ⋅ Sombrero Anglers Club Sou BLDG.
Fantastic opportunity in Marathon's desirable Sombrero Beach area! Built in 2020, this beautifully designed 4-bedroom, 3-bath waterfront pool home offers 2,464 sq. ft. of comfortable living space and 100 ft of composite dockage with direct ocean access for ultimate boating and island living. Fully furnished and thoughtfully appointed—the open kitchen, dining, and living area create an easy gathering space, while spacious waterfront balconies on both levels invite you outside to enjoy tropical breezes. The main level includes a guest bedroom, full bath, and laundry room. On the top floor, the primary suite features an en-suite bath, walk-in closet, and private covered balcony, alongside two additional guest bedrooms and a hall bath. Downstairs, a covered entertainment area extends living outdoors, perfect for relaxing around the heated in-ground pool. Secure water toys and boating gear in the garage, and enjoy ample parking on the 10,218 sq. ft. lot. Located just a short walk from sandy Sombrero Beach and close to dining, shopping, and attractions. Currently operating as an active weekly vacation rental, offering a seamless turnkey investment, vacation retreat, or full-time Keys home. Experience the easy pace, boating, and beach days that make living in the heart of the Florida Keys so special!

211 S Anglers Dr S, Marathon
1 E Sister Rck Is, Marathon
$16,000,000
4 Beds ⋅ 3 Baths ⋅ A12069701 MLS ⋅ Off Shore Island BLDG.
Own an entire private island in the Florida Keys, just ¼ mile offshore from Marathon! East Sister Rock Island offers extraordinary privacy surrounded by turquoise waters, yet is only minutes from the mainland. The property encompasses approx. 6.5 acres, including approx. 5.8 acres of surrounding seabed, creating an exceptional marine setting for snorkeling, swimming, kayaking, paddleboarding, fishing and watersports. The beautifully updated 3-bedroom, 2-bath main residence and detached guest house offer over 5,000 total SF of living and entertaining space. Recent renovations include an updated kitchen with gorgeous countertops and modern finishes. A 12-ft-wide wraparound veranda captures panoramic water views, sunrises and spectacular Keys sunsets. Amenities include a waterfront pool and spa, tropical landscaping, outdoor entertaining areas, and a 100-ft deep-water dock. Self-sufficient infrastructure includes solar and wind power, battery storage, backup generator, desalination system and freshwater cistern capacity. Private helipad provides additional access. Seller is open to select Joint Venture opportunities.

1 E Sister Rck Is, Marathon
2405 Coco Plum Dr, Marathon
$27,500,000
9 Beds ⋅ 10 Baths ⋅ A12067078 MLS ⋅ Coco Plum Beach Replat BLDG.
One of the Florida Keys' most significant newly completed trophy estates, now making its market debut fully completed and never occupied. This one-of-a-kind waterfront residence offers 18,736 SF of interior living space and more than 29,000 SF under roof on approximately 1.72 acres with 200 feet of ocean frontage. A property of this scale, quality and waterfront presence has become exceptionally difficult to replicate under today's development environment, making it as irreplaceable as it is exceptional. Designed for the most discerning owners, the estate features 9 bedrooms, 9.5 bathrooms, a detached guest residence, private elevator, 9-car garage, and an extraordinary indoor-outdoor living experience highlighted by a newly completed 100-foot infinity-edge pool, separate beach-entry pool, and expansive waterfront terraces, unveiling an outdoor environment never before presented to the market. Included in the offering is a deeded 60-foot boat slip at a nearby marina, located approximately two minutes from the residence, providing immediate access to world-class boating and fishing. Marathon International Airport is approximately five minutes away, allowing seamless arrival by private aircraft. Contemporary architecture, exceptional craftsmanship, absolute privacy, and one of the most exclusive waterfront settings in the Florida Keys define this truly irreplaceable trophy estate.

2405 Coco Plum Dr, Marathon
230 66th Street Ocean, Marathon
$629,000
3 Beds ⋅ 2 Baths ⋅ A12063421 MLS ⋅ Puerta Del Sol BLDG.
Charming 3-bedroom, 2-bath elevated home in the heart of Marathon. This beautifully maintained property captures the relaxed island lifestyle with open living spaces, vaulted ceilings, and coastal finishes throughout. Enjoy outdoor living under the covered entertaining area complete with lounge seating, dining space, bar, and grill. The low-maintenance yard features tropical landscaping, plenty of parking, and room for a boat or trailer. Perfect as a vacation home or full-time residence, located minutes from beaches, marinas, and local dining. Live the Keys dream!

230 66th Street Ocean, Marathon
58652 Overseas Highway, Marathon
$3,495,000
4 Beds ⋅ 4 Baths ⋅ A12056681 MLS ⋅ Crains Sub BLDG.
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.

58652 Overseas Highway, Marathon
108 Sunrise Dr, Marathon
$7,495,000
5 Beds ⋅ 5 Baths ⋅ A12060805 MLS ⋅ Sunrise Isle BLDG.
** Seller Financing Available With 50% Down Subject To Acceptable Terms ** Nestled on the private gated island of Sunrise Isles in Marathon, Florida Keys, this 2019 oceanfront estate redefines luxury living. One of only 20 residences within this secure island enclave, it offers a rare blend of privacy and the serene beauty of the Keys. This 5-bedroom, 4-bathroom residence spans 3,500 square feet of crafted living space designed to capture breathtaking ocean views. The open-concept single-level floor plan connects gourmet kitchen, dining, and living areas, while floor-to-ceiling windows flood the home with natural light. Each bedroom features an en-suite bathroom, while the primary suite offers panoramic ocean views and a spa-inspired bath. Impact-resistant sliding glass doors open to approximately 700 square feet of covered terrace for exceptional indoor-outdoor living. Set on over 32,000 square feet of waterfront property, the estate boasts 110 feet of sandy beachfront plus 110 feet of protected canal dockage with two custom boat lifts and an L-shaped synthetic dock, providing effortless open-water access. Outdoor amenities include a resort-style pool with water features, creating the perfect island retreat for entertaining or relaxing. Just ½ mile from Sombrero Beach and minutes from shopping, dining, and Marathon Airport, this extraordinary Sunrise Isles estate presents a rare opportunity to own one of the Florida Keys' finest luxury oceanfront residences.

108 Sunrise Dr, Marathon
837 91st Court Ocean, Marathon
$760,000
2 Beds ⋅ 2 Baths ⋅ A12040308 MLS ⋅ Gulfstream Village BLDG.
Welcome to your slice of paradise in the heart of Marathon! This beautifully updated canal-front retreat offers the ultimate Florida Keys lifestyle with direct boating access, private dockage, and a backyard designed for year-round enjoyment. Whether you’re seeking a full-time residence, vacation getaway, or income-producing investment, this property checks every box. Inside, you’ll find a bright and inviting open-concept layout featuring updated flooring, a modern kitchen, stylish finishes, spacious bedrooms, and beautifully renovated baths. The coastal-inspired interior is move-in ready and perfectly complements the relaxed waterfront setting. Step outside to your private tropical oasis complete with a sparkling above-ground pool, expansive entertaining areas, tiki-style bar, paver driveway, and approximately 50 feet of canal frontage. Boaters will appreciate the private dock, seawall, and quick access to open water for world-class fishing, diving, and island hopping. Additional features include a metal roof, hurricane protection, ample parking, low-maintenance exterior, and exceptional outdoor living spaces designed to embrace the Keys lifestyle. Ideally located near restaurants, marinas, shopping, beaches, and all that Marathon has to offer, this waterfront gem delivers the perfect blend of comfort, recreation, and island living. Don’t miss this rare opportunity to own a canal-front retreat in one of the Florida Keys’ most desirable boating communities.

837 91st Court Ocean, Marathon
101 11th Street Unit #19, Marathon
$395,000
2 Beds ⋅ 2 Baths ⋅ R11147301 MLS
Ocean Breeze makes island living easy in this Florida Keys waterfront enclave. This fully furnished, newly constructed manufactured home is outfitted with tasteful coastal decor across the sunny 2 bed, 2 bath space. The upstairs private balcony overlooks the ocean for morning coffee. All modern appliances including washer and dryer and dishwasher complete the package. Enjoy full amenities in this well-maintained community including swimming pool, marina access, kayak launch, BBQ area, and proximity to all Marathon has to offer including watersports, dining, the local airport and quick access to the Gulf and Ocean. This residence is organized on a leasehold principle making home ownership stress-free.

101 11th Street Unit #19, Marathon
10999 Ave 3rd Avenue, Marathon
$1,700,000
2 Beds ⋅ 3 Baths ⋅ F10543646 MLS ⋅ Key Colony Sub 4 BLDG.
Unapproved Short Sale for Non-Conforming 2 Bed/3 Bath Waterfront Home in Marathon. Large corner lot with 205 feet of water frontage. First floor has non-conforming addition of 2 bedrooms and living area. Second floor nicely updated with renovated kitchen, baths and impact windows throughout.

10999 Ave 3rd Avenue, Marathon
205 Stirrup Key Boulevard, Marathon
$2,249,000
4 Beds ⋅ 3 Baths ⋅ R11162784 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 Key Boulevard, Marathon
128 Sunrise Drive, Marathon
$7,750,000
4 Beds ⋅ 5 Baths ⋅ A12028272 MLS ⋅ Sunrise Isle BLDG.
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 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 tons of 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 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, and more!

128 Sunrise Drive, Marathon
101 11th Street Ocean, Lot 13, Marathon
$459,900
2 Beds ⋅ 2 Baths ⋅ A12027597 MLS ⋅ Riggs Sub BLDG.
Imagine escaping the cold, stepping out onto your sunlit deck, and watching resident manatees gently glide past the dock. Situated just second in from the marina basin, Lot 13 enjoys a prime, coveted position within this intimate 47-lot enclave, offering beautiful water views without the million-dollar price tag. Step inside and immediately fall in love—this turnkey 2BD/2BA coastal gem is pure charm and completely dialed in. Impeccably decorated with an adorable, high-end island aesthetic, it radiates warmth, comfort, and character the moment you cross the threshold. Every detail has been thoughtfully curated, making it a truly special, magazine-worthy home that feels welcoming and effortless. Outside, the boating and Keys lifestyle are supreme. Run just 5 miles offshore to snorkel the iconic Sombrero Reef and Lighthouse, cast a line right off the dock, or leave the car behind and take an easy stroll down the street to lively waterfront dining and tiki bars. Beneath the home, enjoy generous, covered clearance with ample sheltered parking for vehicles, a golf cart, paddleboards, and fishing gear, along with valuable secured rental income already in place. Drop your bags, tie off your boat, and start living the dream this season! Land lease with monthly lot rent and pass-through non-ad valorem taxes. Personal property sale subject to FL sales tax at closing; park approval required.

101 11th Street Ocean, Lot 13, Marathon
443 Sombrero Beach Rd, Marathon
$2,789,000
5 Beds ⋅ 5 Baths ⋅ A12008188 MLS ⋅ The Reserve At Sombrero BLDG.
Weekly rental income-producing property with open water access and dockage on desirable Sombrero Beach Road. This 5-bedroom, 5-bath coastal villa is a proven vacation rental offering immediate income potential in the heart of Marathon, just moments from Sombrero Beach. Thoughtfully designed across three levels, the home features light-filled interiors with a coastal palette of soft blues and crisp whites, creating a relaxed luxury feel. Modern finishes, spacious living areas, and seamless indoor-outdoor flow enhance the overall appeal. An elevator provides convenient access to all levels, and multiple balconies capture tropical breezes and water views. Private dockage with direct open water access makes this an ideal property for boating and fishing enthusiasts. The outdoor area includes a private pool and ample space for entertaining, adding to its strong rental performance. Located just a short walk or bike ride to Sombrero Beach, known for its sandy shoreline, calm waters, and beautiful sunsets. Ideal as an investment property, second home, or full-time residence with income potential.

443 Sombrero Beach Rd, Marathon
865 50th Street Gulf, Marathon
$4,490,000
5 Beds ⋅ 5 Baths ⋅ A11981197 MLS ⋅ Latitude 24 (Replat Of Po BLDG.
Stunning Gulfside Waterfront Residence with Panoramic Water Views. Experience exceptional waterfront living in this 2022 built home featuring 5 bedrooms and 4.5 bathrooms, perfectly positioned on the Gulf side with breathtaking water views from nearly every room. The main level offers a bright and open layout designed for both comfort and entertainment. A spacious modern kitchen showcases elegant cabinetry, quartz countertops with a striking waterfall edge, and premium stainless steel appliances. The kitchen flows seamlessly into the large dining and living areas, complete with a stylish wet bar, creating the perfect space for hosting and relaxing. This level also includes a convenient half bath and a utility room with laundry. Upstairs, the second-floor features five generously sized bedrooms and four full bathrooms. The expansive primary suite offers ample space, a beautifully designed modern bathroom, and a private porch where you can enjoy breathtaking sunset views over the water. Two additional bedrooms share a Jack-and-Jill bathroom and provide access to a balcony overlooking the pool and waterfront. A fourth bedroom, currently used as a home office, is located near another full hallway bathroom. The fifth bedroom is a private suite with its own ensuite bathroom. Outdoor living is just as impressive, featuring a large patio area ideal for entertaining, a spacious saltwater pool, and a 55-foot dock with a 20,000 four post Cradle Boat Lift, making this property perfect for boating enthusiasts and waterfront relaxation. Over 1,000 Square Feet of balconies covered porches and patios for added outdoor living space. Additional highlights include a 1,550 ft square foot paver driveway and a 2 ½ Car plus garage with ample storage space. This exceptional property combines modern design, generous living space, and stunning Gulfside views, creating a truly remarkable coastal home offering excellent convenience for boat owners.

865 50th Street Gulf, Marathon
14 Avenue F, Marathon
$2,750,000
4 Beds ⋅ 4 Baths ⋅ A11978158 MLS ⋅ Coco Plum Beach BLDG.
A rare waterfront estate along a 200-foot wide canal with a 110-foot dock and direct ocean access, capturing the essence of Florida Keys living. Spanning over 3,200 square feet, this residence features four bedrooms and three-and-a-half baths, ideal for hosting family and guests in true island style. Inside, a dramatic grand staircase and soaring two-story great room create an inviting yet refined atmosphere. Walls of windows frame tranquil water views and fill the space with natural light, providing the perfect setting for entertaining or relaxing after a day on the water. The kitchen offers granite countertops, stainless steel appliances, and an open layout that seamlessly connects the living and dining areas. Outside, your private waterfront retreat awaits. The 110-foot concrete dock with dual 40-foot finger piers provides exceptional deep-water dockage for multiple vessels, including large yachts, with quick Atlantic access. Boaters will appreciate the floating jet ski and kayak docks, davits, fish-cleaning station, and ice machine. Surrounded by lush tropical landscaping, the heated pool and spa create a secluded oasis where island breezes and sunshine define everyday living. Whether enjoying mornings on the water, afternoons poolside, or evenings under the stars, this property delivers the luxury and lifestyle of the Florida Keys.

14 Avenue F, Marathon
57783 Morton Street, Marathon
$25,000,000
10 Beds ⋅ 13 Baths ⋅ A11977067 MLS ⋅ Crains Subd BLDG.
A Private Waterfront Estate at The Edge of the Gulf of America. Set on 3 secluded acres+/- along one of the most protected stretches of the Gulf of America, 57783 Morton Street is a newly completed estate of rare scale, privacy, and modern coastal design. Surrounded by water, sandscape, and tidal ponds alive with marine life, the property offers more than 200’+/- of direct water frontage and uninterrupted views across the open Gulf. Completed in 2025 by builder and developer Alderuccio Corporation, this resilient, elevated retreat is constructed entirely of concrete and impact glass and is designed for effortless indoor–outdoor living. With three distinct finished living spaces totaling approximately 10,000 SF+/-, the estate functions as a private resort offering privacy, recreation, and exceptional access to the best of the Florida Keys.

57783 Morton Street, Marathon
227 Sombrero Beach Rd, Marathon
$1,499,999
4 Beds ⋅ 3 Baths ⋅ A11973480 MLS ⋅ Anglers At Sombrero BLDG.
Beautifully situated in iconic Sombrero Beach, this open-water retreat showcases breathtaking ocean views with ever-changing shades of turquoise and deep blue. Offering 4 bedrooms and 3 bathrooms, the home is filled with charm and coastal character. A covered lanai provides the perfect setting for outdoor dining and relaxation, while the upstairs sun deck invites you to soak in sweeping water views and refreshing sea breezes. The spacious outdoor area is ideal for entertaining or simply unwinding in your own private oasis. Located in a golf-cart-friendly, you can easily bike or walk to the grocery store and several of Marathon’s top restaurants—making this one of the most desirable areas in the Keys. Just a quarter of a mile away, you’ll also find a local golf course, adding even more recreational appeal right at your doorstep. Enjoy community gatherings at Sombrero Beach, including the famous Fourth of July celebration and fireworks. Weekly vacation rentals are permitted, offering excellent flexibility and income potential. Whether you're looking for a luxury vacation retreat, an income-producing property, or a full-time island residence, this is more than a home — it’s a lifestyle. A rare opportunity in one of Marathon’s most sought-after neighborhoods, where privacy, panoramic ocean views, nearby golf, and the relaxed island lifestyle blend seamlessly. No Association.

227 Sombrero Beach Rd, Marathon
101 11th Street Ocean, Unit 17, Marathon
$424,999
2 Beds ⋅ 2 Baths ⋅ A11948112 MLS ⋅ Riggs Sub (47.5) BLDG.
The Keys are calling! Welcome to this beautifully appointed 2-bedroom, 2-bath residence offering the island lifestyle you’ve been dreaming of—without the steep price tag. This light-filled home features a stylish granite and stainless-steel kitchen, central air conditioning, and convenient interior laundry, making everyday living both comfortable and effortless. Step outside to the third-floor balcony, where open water and ocean views create the perfect backdrop for morning coffee or evening sunsets. Located within a true oceanfront community, residents enjoy an impressive array of amenities, including a resort-style pool, covered parking, kayak launch area, and a waterfront community lounge complete with a sun deck, fire pits, and an outdoor kitchen with stainless-steel grill—ideal for relaxing or entertaining. Perfectly situated in the heart of Marathon, just 2.5 hours from Miami and approximately one hour from Key West, this property delivers the best of the Florida Keys lifestyle with convenience and accessibility. With no HOA fees, property taxes included, and a full-time property management company maintaining the common areas, ownership here is truly low maintenance—just arrive and enjoy island living. This is the most affordable new-construction opportunity in the Keys, offering unmatched amenities for the price. Please note: the property is subject to monthly lot rent

101 11th Street Ocean, Unit 17, Marathon

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