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luxury houses for sale Marathon, United States

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44

House Marathon (United States)

Fully licensed 7 day vacation rental property now offered at Bonefish Yacht Club Townhomes, a Middle Keys premiere boating community cloistered around the 50 slip Bonefish Marina. Resort style living in this sought after oceanfront complex of only 34 homes. Conveys with A-16, a deep water, direct ocean access, 40' liveaboard boat slip. Other amenities featured are; swimming pool, tiki, meticulously maintained tropical landscaping, tennis and private beach access. Unparalleled views of the marina and Key Colony Channel. Two story townhome with covered parking and secure angler's room on the lower level, kitchen, living, dining on the main level and two spacious bedrooms with full baths on the third floor. Private, open air balconies to enjoy both sunrise and sunset. Concrete construction, impact windows and metal roof. Excellent for a full time residence, Keys fishing getaway or investment property as a income producing weekly rental. A true pleasure to show.

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$1,250,000
133
2bedrooms
3bathrooms
land 121

By Ocean Sotheby's International Realty

30

House with pool and garden Marathon (United States)

This waterfront homestead is on an impressive 10k sq ft 100x100 lot suited for big boat dockage located 4 properties in from Lake lago del sol, in Sombrero subdivision, eloquently combines timeless elegance and coastal charm.The 4-bedroom, 3-bathroom home is complete with a permitted Downstairs that's great for guests or mother-in-law set up, has a full bed, bath and living room. Boasts a prime canal-front location with a spacious fenced-in yard. The home's exterior features a newly painted faade (just 2 years old), a metal roof installed in 2021, and a circular concrete driveway that adds to the property's superb curb appeal. The meticulously landscaped yard with large side yards and a 100 ft sea wall further enhances the property's allure. Step inside the home to find tile floors, granite countertops, a kitchen island, and stainless steel appliances. The kitchen also features a practical pantry for additional storage. The master suite is a real treat with French doors that open to a screened porch enclosure, providing an extended view of the enchanting Lago de Sol. The master bathroom has been redone. Plantation shutters on the two upper windows add a touch of traditional elegance. The outdoor living space is equally impressive. French doors open to a 30 x12 pool that is 6ft deep. The pool is perfect for lounging under the Florida sun. Additionally, there is a screened porch up top for you to enjoy outdoor dining or simply relaxing with a view. The property also includes a 15K boat lift, the100 ft concrete seawall can equip a large vessel or multiple vessels, two covered parking spaces, and concrete stairs for easy access. The home's convenient location on a canal front and walking distance to the beach makes it perfect for boating enthusiasts. Also allows for vacation rentals making it a great investment opportunity. This home is a true gem waiting for its next owner to enjoy everything it has to offer.

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$1,999,000
175
4bedrooms
3bathrooms
land 0.1ha

By Annonceur International

22

Seaside property Marathon (United States)

A rare opportunity to own a 50-foot legal liveaboard boat slip at Bonefish Marina, one of the most desirable and well-managed marinas in the Middle Florida Keys. This oceanside marina offers protected dockage while providing quick, deep-water access to the Atlantic Ocean, making it ideal for cruisers, sportfishermen, and liveaboard enthusiasts alike. Bonefish Marina is a boating community comprised of 50 slips, thoughtfully designed to combine comfort, security, and convenience. Owners enjoy off-street parking, on-site laundry facilities, ice machine, bathhouse with showers, a welcoming clubhouse/common area, and a workshop space for light maintenance and projects. A dockmaster is on site, adding an extra level of oversight and peace of mind, and monthly rentals are permitted, offering flexibility for personal use or income potential. The marina's prime location places you just minutes from Coco Plum Beach, one of Marathon's most beloved sandy beaches. Known for its laid-back atmosphere, Coco Plum Beach offers expansive shoreline, shallow entry waters, and stunning sunrise views—perfect for morning walks, swimming, kayaking, or simply relaxing with your toes in the sand. It's a true island amenity rarely found so close to a liveaboard marina. Situated in the heart of the Middle Keys, Bonefish Marina provides easy access to local restaurants, shopping, fuel docks, and world-class fishing, diving, and boating destinations. Whether you're seeking a full-time liveaboard lifestyle, a seasonal base of operations, or a flexible investment in the Florida Keys boating market, this slip delivers an exceptional combination of location, amenities, and ocean access.

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$325,000

By Ocean Sotheby's International Realty

15

Seaside property Marathon (United States)

Your Florida Keys address just got a lot more fun! Welcome to Slip B9 at Sombrero Marina--a liveaboard boat slip where your backyard is the water and your next adventure is always just a boat ride away. Whether you're looking for a full-time floating home, a Keys getaway, or simply your own spot to dock and enjoy island life, B9 is ready for you. Forget mowing the lawn--your days are for boating, fishing, sunset cocktails, and enjoying everything Marathon has to offer. Come tie up, settle in, and start living life the Keys way! This sale is for Slip B9 only. No boat is included or conveys with the sale.

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$275,000

By Ocean Sotheby's International Realty

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50

House with pool and garden Marathon (United States)

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, the home is convenient to Curry Hammock State Park, Dolphin Research Center, waterfront dining, marinas, fishing, diving, paddling and the Florida Keys Overseas Heritage Trail. Whether envisioned as a full-time residence or a private Florida Keys retreat, 235 Tropical Avenue feels connected to its surroundings, offering a spacious and secluded setting from which to experience the water, wildlife and easy rhythm of Grassy Key.

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$1,349,000
339
4bedrooms
3bathrooms
land 1,376

By Ocean Sotheby's International Realty

50
Video

House Marathon (United States)

INVESTORS will appreciate and experience waterfront living at its finest in this beautiful 2 story residence with a ground level elevated entry that has been renovated to achieve the perfect blend of coastal living with upscale entertaining in mind. Thoughtfully designed with an open and airy interior space, and grand entrance that flows effortlessly onto two outdoor balconies makes this residence perfect for entertaining or relaxing and enjoying the bay and sunset views. Features include a beautiful granite kitchen, custom and private bar area, open concept great room and neutral tiled flooring. The spacious chef's kitchen with granite counter tops and stainless steel appliances, a second level master suite with walk in closet, en suite bathroom with jetted tub and separate shower, three well appointed guest bedrooms, 3 bathrooms and office space off the main living area. Windowed porches allow for more living space outside of air-conditioned space as well as more entertaining room. Enjoy fishing off the dock or boating in and out of the area. The nearby community park boasts a small beach, and boat ramp which can be used to launch your boat. Restricted rentals makes this community even more desirable due to less vacation rentals and more serenity. This open water bay front home is located near Marathon Airport and the property can be purchased on one lot or can be combined with two parcels for potentially more living space, a cabana accessory structure, pool, putting green, or pickle ball court. West of Marathon Airport in a gated bay side community. Buy both for future potential living space or simply enjoy the green space overlooking the Florida Bay. Additional lot can be purchase separately and is contiguous to this home on 120 Pirates Cove Drive in exclusive and gated Stirrup Key.

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$2,199,000
323
4bedrooms
4bathrooms
land 1,012

By Ocean Sotheby's International Realty

50

House with garden Marathon (United States)

Introducing this charming and newly upgraded Keys Conch Cottage tucked away in the desirable Tropicana subdivision in the heart of Marathon. Set on an impressive 8,000+ sq ft lot, this property offers the rare benefit of flexible mixed-use zoning, allowing for short-term vacation rentals, home-based businesses, and even the potential to divide the side portion of the lot for an on-property business space, an exceptional opportunity for versatility and income potential. It is currently an active, licensed vacation rental with repeat guests already in place. Inside, you'll find a cozy 2-bedroom, 1-bath layout complemented by a large, oversized workshop ideal for storage. The home has been thoughtfully updated with 3 brand-new mini-split air conditioning systems, providing excellent cooling and energy efficiency. All appliances have been upgraded within the last year to match white KitchenAid, giving the kitchen a clean, cohesive, modern look. Additionally, both the exterior and the entire interior of the home were freshly painted within the past year, offering a crisp, move-in-ready feel throughout. Brand-new impact windows and doors add further value with improved energy efficiency, security, and storm protection, while mature tropical landscaping enhances the authentic Old Florida Keys charm. Step into your private backyard retreat, where lush greenery creates a serene, secluded atmosphere. Enjoy a relaxing soak in the hot tub under the stars, entertain friends, or simply unwind in your own island oasis. The expansive lot provides ample parking for multiple vehicles, trailers, and boats—perfect for an active Keys lifestyle. With three public boat ramps just minutes away and close proximity to the world-famous Sombrero Beach, enjoying days on the water or in the sand is effortless. Whether you're seeking a personal island getaway, a strong income-producing investment, or a unique property with zoning flexibility, this is the place for you!

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$629,900
62
2bedrooms
1bathroom
land 748

By Ocean Sotheby's International Realty

50

Seaside house with pool Marathon (United States)

Discover the potential of this concrete constructed, waterfront pool home tucked away on tranquil Flamingo Island. Offering the ideal opportunity to renovate, personalize, and create your own Florida Keys retreat, this property features three bedrooms, two bathrooms, and nearly 1,300 square feet of interior living space. More than 600 square feet of screened porches invite relaxed indoor-outdoor living, while over 500 square feet of enclosed storage provides valuable additional space for boating gear, bicycles, fishing equipment, and more. Boaters will appreciate the newly constructed 60-foot wood dock, completed in 2025, along with excellent deep-water access through nearby Sister Creek. After a day on the water, unwind beside the concrete pool or enjoy the peaceful island surroundings. Additional improvements include a metal roof installed in 2020 and termite tenting completed in 2025 by Hammerhead Termite Control. Located behind the Florida Keys Golf and Country Club, Flamingo Island is a quiet, dog-friendly waterfront neighborhood close to everything Marathon has to offer. Take the golf cart to Sombrero Beach, Publix, nearby restaurants, and local conveniences. With superior concrete construction, substantial dockage, a private pool, generous outdoor living areas, and an inviting waterfront setting, this fixer-upper presents a rare blank canvas ready to be transformed into your ideal Keys escape.

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$1,295,000
115
3bedrooms
2bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50

House with pool and garden Marathon (United States)

Experience the Florida Keys lifestyle on a double lot in Marathon's sought-after Little Venice. This 2 bed/2 bath waterfront retreat boasts open-water views, 100' of concrete dockage with a 20,000 lb boat lift, and a resort-style outdoor living area built for entertaining. The backyard features a pool(heated or chilled), hot tub, poolside cabana with sink and refrigerator, mature tropical landscaping, and expansive decks for soaking up sunsets or unwinding after a day on the water. Practical boating amenities include power, water, lighting, and a fish-cleaning station; RV hookups and ample parking accommodate guests and all your toys. Inside, cathedral ceilings create a bright, airy living space while every bedroom enjoys its own private bath for comfort and privacy. Notable updates and systems: newer metal roof, tankless water heater, large laundry/utility room, and abundant storage. Located in a weekly-rental zone, the property offers strong income potential as a primary home, vacation getaway, or investment. From open-water vistas to thoughtful outdoor spaces, this home captures everything the Keys have to offer.

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$1,499,000
103
2bedrooms
2bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

41

House Marathon (United States)

This marina townhome plus 40' deeded deep water liveaboard boat slip in the exclusive Bonefish Yacht Club offers the perfect blend of luxury living and resort-style amenities in the heart of the Florida Keys. Nestled within a private 34-residence community set across more than four acres of beautifully maintained tropical grounds, the property captures the feel of a secluded oceanside retreat. Inside, the home offers 1,464 sq. ft. of light-filled living space featuring a gourmet chef's kitchen with brand new stainless steel appliances, a dedicated dining area, and an open-concept living room that flows seamlessly to a waterside balcony overlooking the marina, perfect for alfresco dining and entertaining. The spacious primary suite features a private waterfront balcony, walk-in closet, and a ensuite bath. The guest suite also enjoys its own balcony, a full bath, and generous closet space. The ground level includes a private tiled garage and storage area, ideal for a vehicle, fishing equipment, and water toys, perfect for the avid angler. Bonefish Yacht Club residents enjoy exceptional amenities including a heated and chilled pool with expansive sun deck, a tiki lounge gathering area with wet bar and seating, tennis/pickleball courts, and a private community beach. Offering breathtaking water views and beautifully maintained resort amenities, this residence delivers a rare opportunity to enjoy luxury waterfront living with access to world-class boating, fishing, and the best of the Florida Keys lifestyle.

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$1,175,000
136
2bedrooms
3bathrooms
land 121

By Ocean Sotheby's International Realty

50

Property with pool Marathon (United States)

of Marathon’s most vibrant & amenity rich, waterfront communities, this beautifully appointed 2 bedroom, 2 bath residence offers the ideal blend of island living, convenience, and value; without the traditional Florida Keys price tag. From the moment you arrive, the setting feels elevated, vibrant and unmistakably island inspired. Ideally situated within the community offering beautiful open water views, this residence enjoys a premier location with sweeping vistas from the top-level balcony, perfect for morning coffee or sunset cocktails. Inside, the light-filled interior features a stylish granite and stainless-steel kitchen, central air, interior laundry, and thoughtfully designed living spaces. Enjoy covered parking, under-home space, and easy access to the dock and waterfront gathering areas. Resort-style amenities include a beautiful pool, kayak launch, fire pits, outdoor kitchen, sun deck, and community lounge spaces. Walk, bike, or golf cart to waterfront restaurants, bars, live music, kayak and jet ski rentals, the iconic Seven Mile Bridge, and the scenic pedestrian bridge. $22,500 in secured rental income already in place for 2027. One of the most affordable newer construction opportunities in the Keys offering this level of lifestyle, amenities, and location. Please note: ownership is subject to monthly lot rent.

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$464,950
89
2bedrooms
2bathrooms

By Ocean Sotheby's International Realty

50

Seaside house with pool Marathon (United States)

Experience refined oceanfront living on sought-after Duck Key. This double lot estate offers 138 feet of protected deepwater dockage, complete with a solid concrete seawall designed to accommodate a sportfishing yacht, multiple center consoles, and all of your waterfront lifestyle needs. A true boater's paradise, this property offers both privacy and exceptional access to the Atlantic Ocean. The fully remodeled residence is constructed of concrete with a new roof. Inside, seven spacious bedrooms and six bathrooms provide ample accommodations for family and guests. Coastal-inspired interiors feature wood-look tile flooring throughout, woven statement light fixtures, and soaring ceilings with exposed beams and pecky cypress accents. Expansive impact windows and doors frame sweeping ocean views, bringing natural light into nearly every room. The gourmet kitchen anchors the main living space as the heart of the home, with a striking 12' island that creates the perfect setting for gatherings. Outfitted with top-of-the-line appliances, this space is equally suited for everyday living with family or hosting unforgettable evenings of entertaining. Spa-like marble bathrooms further elevate the home, blending comfort with luxury. Designed for both style and function, the property also offers a rare 4+ car garage and abundant storage. Outdoors, a sparkling pool invites afternoons in the sun, while the expansive double lot offers unmatched opportunities for expansion. Whether envisioning a private guest house, a tennis or pickleball court, or exploring the option to build and sell, this rare property provides endless possibilities for both personal enjoyment and investment potential—an uncommon luxury in the Florida Keys. Balancing modern sophistication with coastal simplicity, this sanctuary captures the essence of waterfront living from sunrise over the Atlantic to evenings by the water, in one of the most desirable neighborhoods in the Florida Keys.

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$7,199,000
372
7bedrooms
6bathrooms
land 0.3ha

By Ocean Sotheby's International Realty

50
Video

Seaside house with pool Marathon (United States)

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. A 148-foot observation dock 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.

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$3,495,000
226
4bedrooms
4bathrooms
land 0.3ha

By Ocean Sotheby's International Realty

37

Seaside house with pool Marathon (United States)

Lowest-Priced In-Ground Pool Home in Marathon with Weekly Rental Potential! Embrace the laid-back Florida Keys lifestyle in this charming tropical cottage, ideally located in the desirable Little Venice subdivision of Marathon. Offering 2 bedrooms, 2 bathrooms, and beautiful peek-a-boo ocean views, this bright and airy stilt home is perfectly designed for both relaxation and entertaining. The spacious deck provides the perfect setting for enjoying ocean breezes, morning coffee, or evening gatherings with family and friends. Inside, the open-concept living area features vaulted ceilings and abundant natural light, while the updated kitchen boasts stainless steel appliances, granite countertops, and ample cabinetry for effortless entertaining. Recent improvements include updated bathrooms, a new A/C system (2024), hot water heater (2026), and a durable metal roof (2013). Tastefully furnished with coastal-inspired décor, this home is being offered fully furnished, making it move-in or rental ready. Situated on a rare double corner lot, the property features a sparkling in-ground heated pool surrounded by tropical landscaping, along with covered parking, generous workshop/storage space below, and ample room for boat and trailer parking. An assumable low-cost flood insurance policy adds additional value and peace of mind.

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$729,500
109
2bedrooms
2bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

49

Seaside house with pool Marathon (United States)

Welcome to your dream escape in the Florida Keys. This spacious 3-bedroom, 3-bath oceanfront townhome in the highly sought-after Bonefish Yacht Club Townhomes offer the perfect blend of coastal and laid-back island living. Set within an intimate marina community of just 34 residences nestled among lush tropical landscaping, this home feels both private and resort-like and also conveys with a deeded boat slip in Bonefish Marina (B-34). Enter through the foyer and up to two levels of open living, with 1,769 sq. ft. thoughtfully oriented for comfort, water views, and easy entertaining. The chef's kitchen features generous cabinetry, ample counter space, and an inviting eat-in island that flows seamlessly into the main living area, where sliding glass doors open to a spacious waterfront balcony overlooking the Key Colony Channel--watch charter boats head out with your morning coffee and return as you relax with a sunset cocktail. The primary suite is a serene retreat with its own private balcony, walk-in closet, and ensuite bath, while two additional bedrooms offer flexible space for guests, family, or a home office, each with access to well-appointed baths. On the ground level, a private garage and generous storage provide the perfect place for fishing gear, paddleboards, and all your Keys lifestyle essentials. Residents enjoy a temperature-controlled pool, expansive sun deck, tiki lounge with wet bar, tennis and pickleball courts, and a private sandy beach. This is a rare opportunity to own a turnkey, single-family attached townhome with a boat slip in one of the Keys' most desirable waterfront communities where every day feels like a vacation. New roof in 2023 and new A/C in 25 with 12 year warranty.

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$899,000
164
3bedrooms
3bathrooms
land 0ha

By Ocean Sotheby's International Realty

50
Video

House with pool Marathon (United States)

Now priced UNDER recent appraised value of $4,500,000! Embrace the RARE opportunity to own 1.75 acres of open water paradise in the prestigious, gated community of Stirrup Key. Over 600' feet of direct, open Gulf frontage, you'll enjoy spectacular sunrises and sunsets from nearly every vantage point, including a charming sunset gazebo overlooking the iconic Seven Mile Bridge in the distance. The custom Mediterranean-style residence captures the essence of resort living with expansive pavered patios, sparkling elevated pool, and spacious lounging areas absolutely perfect for entertaining against a stunning Gulf backdrop. Five protected basin docks provide sheltered boating access in the marina, while terraced tropical gardens cascade toward the water, lined with mature palms and lush landscaping for a serene coastal ambiance. Inside, soaring cathedral ceilings, wood plantation shutters, and an airy great room with real coral fireplace showcase timeless Keys craftsmanship. The split-bedroom layout ensures privacy, with a luxurious master suite featuring dual closets and skylit bath, plus separate guest quarters. Additional highlights include an elevator, 12,000-gallon cistern, huge garage for cars and golf carts, and a large lower-level storage area with workbenches, pool table, and extra laundry facilities. This gated community, with unique architecture, fewer lots, limited rentals and higher quality restrictions help to sustain a premium and private feel. Only minutes from the Marathon Airport, this one-of-a-kind estate combines open-water grandeur with island tranquility, a true Florida Keys sanctuary.

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$4,400,000
227
3bedrooms
4bathrooms
land 0.7ha

By Ocean Sotheby's International Realty

50
Video

House with pool and garden Marathon (United States)

Welcome to Casa Sirena, a refined waterfront retreat in Marathon offering comfort, privacy, and strong investment appeal. 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 bayside 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.

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$2,100,000
179
5bedrooms
4bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

44

House with garden Marathon (United States)

Affordable Florida Keys Living with Weekly Rental Potential in the Heart of Marathon Whether you're searching for a full-time residence, a vacation retreat, or an income-producing investment property, this charming 3-bedroom, 2-bath Conch cottage offers exceptional value in today's market. This property blends classic Keys character with modern upgrades and desirable rental flexibility. Newly renovated the home is move-in ready and designed for easy island living. Interior features include quartz countertops, stainless steel appliances, impact-resistant windows, and energy-efficient mini-split A/C systems that help keep utility costs low. The low-maintenance lot provides ample parking and storage, making it ideal as a primary residence, second home, or vacation rental. Situated in a weekly rental area, this property offers excellent income potential while allowing owners to enjoy their own slice of paradise. Conveniently located just minutes from world-class boating, fishing, waterfront dining, shopping, and all the attractions that make the Florida Keys such a coveted destination, this Little Venice gem combines affordability, convenience, and investment opportunity. Don't miss this rare opportunity to own an affordable piece of the Florida Keys with the flexibility to enjoy it, rent it, or both. Schedule your private showing today!

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$685,000
114
3bedrooms
2bathrooms
land 0ha

By Ocean Sotheby's International Realty

50

Seaside house with pool Marathon (United States)

Duck Key Pool Home with Legal Downstairs Living & Exceptional Flexibility. Beautifully updated 4BR/3BA pool home on the desirable island of Duck Key, thoughtfully renovated with permits and designed for comfortable coastal living. A standout feature of this home is the legal, permitted downstairs living area (pre-1973), which offers a private space complete with a living room, bedroom, bath, and kitchenette. This flexible layout is ideal for extended family, long-term guests, or creating a separate retreat within the home--an increasingly rare advantage in the Florida Keys. Upstairs, the main living area features updated finishes and generous closet space throughout, providing both comfort and functionality. The home is offered fully furnished and move-in ready, allowing for immediate enjoyment. Step outside to your own private tropical setting, featuring: a sparkling pool and tiki hut for entertaining; lush landscaping with pineapple, fig, starfruit, and avocado trees; a private putting green; and partial Atlantic Ocean views. Additional highlights include two attached garage spaces and access to a voluntary homeowners clubhouse. Conveniently located near Duck Key Marina and Hawk's Cay Resort amenities, with optional memberships available. A rare opportunity to own a versatile, move-in-ready home in one of the Florida Keys' most sought-after communities. Check out the marina and the perks of being a homeowner on Duck Key. https://www.duckkeymarina.com/ for boat slips, https://hawks-cay-resort.playbypoint.com/f/hawks-cay-resort/memberships, https://www.hawkscay.com/, and http://www.clubduckkey.com/ for memberships! All in your backyard.

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$1,374,499
234
4bedrooms
3bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50
Video

Seaside house with pool Marathon (United States)

Boater's dream in the heart of Marathon. Completely reimagined and renovated from top to bottom within the last 12 months, this exceptional 5 bedroom, 3 bathroom waterfront residence offers seven day vacation rentals, easy access to open water, 75 feet of concrete dockage, and a private pool, delivering the ultimate blend of luxury island living and investment potential in the Florida Keys. This canal front property is thoughtfully designed for life on the water, featuring a boat lift, step down, fish cleaning station, and approximately five minute access to the Gulf with convenient ocean access through Vaca Cut. From offshore fishing excursions to waterfront dining by boat, every element of the Keys lifestyle is within easy reach. Inside, the home has undergone a stunning transformation with sophisticated finishes, beautifully updated living spaces, a designer kitchen, renovated baths, and a light filled open concept layout curated for both comfort and entertaining. Every detail has been thoughtfully considered, creating a truly turnkey opportunity rarely found in the Middle Keys. With five spacious bedrooms and expansive indoor outdoor living areas, the home is perfectly suited for full time island living, luxury vacation use, or maximizing rental income potential. Ample parking provides room for vehicles, trailers, and all the necessities of an active waterfront lifestyle. Ideally located midway between Key West and Key Largo and an easy ride to Miami or Fort Lauderdale. You are also positioned near the Millionaire airport, marinas, restaurants, shopping, and everything Marathon has to offer. This beautifully renovated property is ready to be enjoyed immediately.

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$2,150,000
253
5bedrooms
3bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50
Video

House with pool Marathon (United States)

Experience the charm and character of this Gulf-front Old Florida Keys fishing lodge located in Stirrup Key, one of Marathon's most exclusive gated communities. Known for its large estate lots, deep-water access, and serene open-Gulf vistas, Stirrup Key offers privacy, prestige, and a true island lifestyle, just minutes from the conveniences of Marathon. The property consists of two lots in total for a combined size of 39,500 sf. The home sits on one of the few deep-water sites in Stirrup Key with an upgraded 165-foot pier dock with 6 new pilings, where the water is so clear you can watch tarpon, angelfish, snapper, nurse sharks, lobsters, and rays gliding beneath the dock. Beautifully maintained and elevated above flood, the residence features 3 bedrooms, 3 baths, and a loft that can serve as a fourth bedroom or home office. A brand new roof and impact windows, and sliders were recently installed for peace of mind. The open-concept great room boasts massive ceilings and walls of windows showcasing 180-degree Gulf views. A spacious kitchen with a center island and new range, Gulf front bar, wide overhanging eaves, exposed wood beams, and natural stone accents showcase classic tropical lodge architecture, perfect for entertaining. The primary suite with a large ensuite bath provides comfort and style, while a screened porch opens to the heated pool, positioned behind lush landscaping for afternoon shade. Outdoors, you'll find a sandy beach area, irrigated native landscaping, and expansive decks perfect for sunset gatherings. Additional amenities include two garage bays, one carport bay, a workshop, a garden shed, and abundant storage. Stirrup Key residents enjoy the peace of a gated, low-density community with a 365-day rental minimum, ensuring tranquility and exclusivity year-round. With its unmatched combination of deep water, open-Gulf views, and spacious multi-lot layout, this property is a true rarity in the Florida Keys with potential for expansion.

… 
$4,400,000
244
3bedrooms
3bathrooms
land 0.4ha

By Ocean Sotheby's International Realty

50

House Marathon (United States)

Hawks Cay Resort Villa - Luxury, Lifestyle & Investment Potential. NIGHTLY RENTALS ALLOWED. This beautiful 2-bedroom, 1.5-bathroom end-unit villa is your gateway to paradise in the highly desirable Hawks Cay Resort. Perfectly positioned for both personal enjoyment and income generation, this property offers the best of both worlds: a tropical retreat and a savvy investment. • Prime Location: End-unit villa in Hawks Cay Resort, one of the Florida Keys' most sought-after destinations. • Upgraded Features: Impact windows & doors, metal roof, tile throughout, stainless steel appliances, and granite countertops. • Turnkey Condition: ready for immediate income generation or personal enjoyment. • Proven Performance: Comes with an outstanding rental history, making it an ideal short-term rental investment. • Nightly Rentals Allowed: Flexibility to maximize occupancy and income potential. Tax Advantages: Owning a short-term rental property has never been more financially attractive. The recently passed legislation provides powerful tax incentives for STR owners: • 100% Bonus Depreciation Restored: Investors can immediately expense qualifying assets like appliances, furnishings, and renovations—accelerating deductions and reducing taxable income. • Permanent 20% Qualified Business Income (QBI) Deduction: Structured as an LLC or S-Corp, owners can deduct up to 20% of qualified rental income annually, boosting long-term profitability. • 1031 Exchanges Protected: Investors can continue deferring capital gains when swapping properties, preserving portfolio flexibility. • Enhanced SALT Cap: Raised from $10,000 to $40,000, making high-tax states more attractive for STR investment. These provisions mean better cash flow, faster growth, and stronger ROI for savvy investors who act now. Imagine waking up to the serene beauty of the Florida Keys, enjoying resort amenities, and knowing the villa is working for you even when you're away.

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$680,000
72
2bedrooms
2bathrooms

By Ocean Sotheby's International Realty

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Seaside house with pool and garden Marathon (United States)

Zephyr Cove; the extravagant, aquatically inspired retreat that you deserve. Located on the breathtaking waterfront nestled along the Gulf and was designed and built by D’Asign Source. This stunning estate invites you to experience the perfect balance of luxury, tranquility, and adventure. With both fresh and saltwater elements woven into its design, every detail has been thoughtfully crafted. At the heart of the property lies a lazy river loop infinity pool, complete with bridges, a swim-up pool bar with a gazebo, a spa with a table, a lap pool, beach-style entries, and a waterfall grotto plus a gas fire pit, and putting green. Whether you’re floating under the sun, entertaining guests, or enjoying a peaceful evening by the water, this home was manifested for unforgettable moments. Grand main residence vaunts an impressive private primary wing and elegant open spaces designed for both comfort and entertainment. Indoor amenities include a temperature-controlled wine room, game room, home theater, fitness center, and conference room, offering endless ways to unwind and enjoy life. Two additional charming two-bedroom villas and a separate two-bedroom guest house are perched next door, perfect for hosting family and friends with style and privacy. Designed for the ultimate coastal lifestyle with outdoor kitchen and dining areas set against breathtaking Gulf views, ideal for entertaining or simply soaking in the beauty of your surroundings. Ample dockage and multiple boat lifts for your toys, located right between Vaca cut and Tom’s Harbor Cut for easy Ocean access. Tropical gardens enhance the natural beauty of this property. Expansive garages and storage spaces provide ample room for vehicles, boats, and all of your coastal essentials. Whole-home 130kw generator in its own private structure, ensuring peace of mind no matter the season. This is where everyday life feels like you’re being pampered at a lavish resort. Step into a world where the beauty of nature meets unparalleled craftsmanship and let the magic of the Gulf welcome you home.

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$35,000,000
885
9bedrooms
10bathrooms
land 0.8ha

By Ocean Sotheby's International Realty

30

Seaside house with pool and garden Marathon (United States)

Welcome to Palacio Coco Plum. Discover Your Florida Keys Oasis! Spectacular Ocean Front home in Marathon, the heart of the Florida Keys. This stunning property boasts luxury finishes throughout, including elegant marble floors, granite counters and volume coffered ceilings. Key Features include: His and Her ocean facing office, ideal for remote work or study, ocean views from most all rooms, white sand beach. privacy landscaping and massive car and equipment storage for multiple vehicles and hobbies. Boat Dockage Permitting is in Progress. Additionally, there is a whole house generator for back-up power, elevator from garage to top floor, heated and chilled pool and spa. The lovely gardens include mature mangoes and avocado trees and orchid trellis. 10 Minutes to Marathon International Airport. ADT Camera Security System on site

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$15,000,000
631
5bedrooms
4bathrooms
land 0.4ha

By Annonceur International

30

Seaside house with pool and terrace Marathon (United States)

New construction waterfront living in the heart of Coco Plum. This beautifully designed 4-bedroom, 3-bath residence combines modern coastal style, exceptional outdoor living, and direct boating access in one of Marathon's most desirable waterfront neighborhoods. Thoughtfully positioned to take advantage of the setting, the home offers expansive open-water views from nearly every room and a bright, open-concept layout designed for both everyday living and entertaining. The main living level features a spacious living and dining area surrounded by natural light and water views, along with two guest bedrooms and a full bath. Upstairs, two generously sized primary suites each feature private en-suite baths and elevated panoramic views, creating peaceful private retreats above the water. Outdoor living is a true highlight, with three covered terraces spanning both levels, a large resort-style pool, and a convenient poolside prep station with sink and storage. Whether hosting guests, relaxing by the pool, or enjoying a quiet morning overlooking the water, the home is designed to embrace the Florida Keys lifestyle. Boaters will appreciate approximately 50 feet of deep-water dockage with quick ocean access, along with a fish-cleaning station, bait freezer, and covered parking for added convenience. Ideally located near Coco Plum Beach and just minutes from Marathon's dining, shopping, and attractions, this newly constructed waterfront residence offers an exceptional combination of modern comfort, boating access, privacy, and island living, perfect as a full-time residence, vacation retreat, or investment property.

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$2,395,000
194
4bedrooms
3bathrooms
land 0.1ha

By Annonceur International

30

House with pool Marathon (United States)

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

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$3,450,000
301
5bedrooms
4bathrooms
land 0.2ha

By Annonceur International

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