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$1,439,000
4 Beds 3 Baths 620960 MLS
Welcome to 219-2 Sombrero Beach Road, a 4-bedroom, 3-bath waterfront retreat where mornings can begin with a walk to Sombrero Beach, afternoons can be spent on the boat, and evenings end around your private pool beneath the palms. The location is the difference. From here, one of Marathon's most loved beaches is just moments away, while 31 feet of private dockage puts the ocean within easy reach. Whether the day calls for fishing offshore, snorkeling, a sandbar run, or simply staying home by the pool, this property makes it remarkably easy to enjoy the reasons people come to the Florida Keys in the first place. Inside, 1,840 square feet offers four spacious bedrooms, three baths, an open living area, abundant natural light, and a relaxed coastal atmosphere designed for gathering. Outside, tropical landscaping surrounds a private pool and cabana-style entertaining area, creating a secluded space for long afternoons, dinners outside, and time with family and friends. And for buyers looking beyond the lifestyle, the numbers deserve attention. The property generated $115,000 in rental income in 2025, offering an established income history in one of Marathon's most recognizable vacation destinations. Current annual insurance costs are also notably attractive for a waterfront property, with approximately $4,262 for wind and $1,520 for flood insurance. That combination is difficult to replicate: Sombrero Beach within walking distance, your boat at the dock, a private pool in the backyard, four bedrooms for family and guests, and the ability to generate meaningful vacation-rental income when you're away. This isn't simply a place to own in the Florida Keys. It's a property designed to let you actually use them. Beach. Boat. Pool. Income. It's all here.

219 Sombrero Beach Rd Unit # 2, Marathon

$3,795,000
5 Beds 4 Baths 620953 MLS
NEW CONSTRUCTION | FULLY FURNISHED | 45' BOAT SLIP | OPEN GULF VIEWS Experience elevated Florida Keys living in this newly constructed, fully furnished 5-bedroom, 4-bath waterfront residence in the exclusive gated community of Emerald Flats. Perfectly positioned with unobstructed open Gulf views and no rear neighbors, this exceptional home combines privacy, luxury, and outstanding boating access. Designed to maximize its spectacular waterfront setting, the home features two primary suites, each opening to a full-length deck with breathtaking sunrise and open-water views. Enjoy seamless indoor-outdoor living with a private pool, sandy beach area, and deeded 45' boat slip offering protected deep-water dockage just steps from your door. Beautifully appointed and offered completely turnkey, the residence is currently operating as a successful vacation rental with an established rental history, providing the opportunity for immediate income while still serving as an exceptional personal retreat. Ideally located in the heart of Marathon, just minutes from world-class fishing, seconds from 7 mile bridge, boating, waterfront dining, beaches, and everything the Florida Keys lifestyle has to offer. A rare opportunity to own a new-construction, turnkey Gulf-front home with spectacular open-water views, dual primary suites, exceptional boating access, and income potential.

813 39th St Gulf St, Marathon

$16,000,000
4 Beds 3 Baths 620952 MLS
Own an entire private island in the heart of the Florida Keys. Located just ¼ mile offshore from Marathon, East Sister Rock Island offers extraordinary privacy surrounded by turquoise waters, yet remains only minutes from the mainland. The property encompasses approximately 6.5 acres, including approximately 5.8 acres of surrounding seabed that create an exceptional marine setting for snorkeling, swimming, kayaking, paddle boarding, fishing and exploring the crystal-clear waters of the Keys. At the center of the island is a beautifully updated 3-bedroom, 2-bath main residence with a detached guest house, offering over 5,000 total SF of living and entertaining space. Recent interior renovations include a beautifully updated kitchen with gorgeous countertops and modern finishes. A 12-foot-wide wraparound veranda captures panoramic water views, Atlantic sunrises and spectacular Florida Keys sunsets. Designed for the ultimate island lifestyle, the property features a waterfront pool and spa, tropical landscaping, multiple outdoor lounging and dining areas, and a 100-foot deep-water dock with ample dockage. World-class fishing, diving, snorkeling, boating and water-sports begin just outside your door. East Sister Rock is equipped for self-sufficient island living with solar and wind power, battery storage, backup generator, desalination system and substantial freshwater cistern capacity. A private helipad provides an additional point of access. Few properties offer this combination of privacy, accessibility, marine surroundings and established island infrastructure. Seller is also open to exploring select Joint Venture opportunities. Note the sale includes 99 E Ocean Drive on the mainland which has a private dock space.

1 E Sister Rock Is, Marathon

$699,000
1 Beds 1 Baths 620950 MLS
Opportunity awaits on 82nd Street Ocean in Marathon! Located on the oceanside in the desirable Lida Subdivision, this canal front property offers an exciting opportunity to own a piece of the Florida Keys waterfront lifestyle. Featuring approximately 50 feet of concrete dockage with quick and convenient access to the Atlantic Ocean, this property is ideally positioned for boaters looking to spend more time on the water. Currently improved with a 1 bedroom, 1 bath manufactured home, the real opportunity lies in the waterfront setting and its future potential. Much of 82nd Street has transformed over the years with newer elevated single family homes, making this an attractive option for a buyer looking to enjoy the property today or explore the possibility of creating a custom waterfront residence in the future. With 50 feet of waterfront, existing concrete dockage, generous outdoor space, and close proximity to the open Atlantic, this property offers a combination that is increasingly difficult to replicate in the Florida Keys. Bring your vision and discover the possibilities at 647 82nd Street Ocean in Marathon.

647 82nd Street Ocean St, Marathon

$1,190,000
5 Beds 3 Baths 620951 MLS
A rare opportunity to own a never-before-offered, newly constructed residence in Key Largo's South Creek Village. Built by Construct All and meticulously maintained, the home reflects a thoughtful approach to modern Keys living, with solid CBS construction, a metal roof, impact-resistant windows and doors, and clean, coastal interiors that feel both considered and comfortable. Set on a corner lot, the five-bedroom, three-bath floor plan offers flexibility for family, visiting guests, or extended stays. Natural light carries through open living spaces and into a well-appointed kitchen with generous counterspace, custom cabinetry, and an easy connection to the main gathering areas. Beyond the interiors, the property offers something increasingly difficult to find in the Keys: room to make the grounds your own. There is ample space for a pool, along with accommodations for an RV, boats, trailers, and multiple vehicles. The 12'+ carport is equipped with electric hurricane screens, providing an added layer of storm protection. South Creek Village also offers a private, voluntary homeowners association with access to a waterfront park and boat ramp, as well as first-come dockage for up to 72 hours, an uncommon convenience for launching, loading, or keeping the boat nearby for a weekend on the water. From here, the best of Key Largo is close at hand, with marinas, waterfront dining, parks, John Pennekamp Coral Reef State Park in your backyard, and the surrounding waters offering endless opportunities for fishing, diving, snorkeling, and boating. Equally suited to year-round living or time spent away, this is a home defined not simply by its newer construction, but by the freedom it affords: space for family, space for the boat, and a natural connection to the water and lifestyle that make the Florida Keys unlike anywhere else. Just an hour from Miami and centrally positioned near the best dining and attractions Key Largo has to offer.

646 Cabrera St, Key Largo

$749,000
2 Beds 2 Baths 620947 MLS
BEAUTIFUL PLANTATION KEY COLONY 2BR-2BA CBS Block Construction with a Brand New Metal Roof, featuring a PRIVATE COMMUNITY BOAT RAMP with a Low Voluntary $250 Yearly Fee at MM90 Bayside in Tavernier. The Private Community Boat Ramp is located 5 minutes to Tavernier Creek Bayside entrance, with Ocean access in 15 minutes. Tavernier Creek is the gateway to the Gulfstream and Patch Reefs featuring World Class Fishing and Diving. The Bayside also features excellent Flats Fishing, Diving, and Water Sports Fun: Water Skiing, Jet Skiing, Kayaking, and Paddle Boarding. The Community Bayfront Park also features a Beach and Picnic Aerea. Plenty of room to park Boats, Trailers, and RVs. Excellent location, minutes to Key Largo and the Village of Islamorada. Easy commute to Miami and the Miami International Airport. Plantation Key Colony - Paradise Awaits!

207 Hibiscus St, Tavernier

$250,000
620946 MLS
Hidden Gem on the beautiful Gulf Side of the Florida Keys! Never miss another sunset right here from your live aboard Marina in the Florida Keys with sunset views overlooking the Gulf of Mexico! This 40' boat slip will accommodate up to a 40' LOA liveaboard boat. This is a private, gated co-op community of 24 slips in Harbour Cay Club. This unique community amenities include a clubhouse, a spacious apartment, full kitchen, tiki hut, internet access, laundry facilities, a bath house and a nicely equipped workshop. Rentals not allowed. Easy to see! Call to schedule your private showing. For additional HCC information, marina layout, photos, aerial videos, go to https://harbourcayclub.mycommunitysite.app/. Taxes are split among 24 owners. Property Lines are approximate. Buyer to verify.

1466 Overseas Highway Unit 2, Marathon

$825,000
2 Beds 3 Baths 620945 MLS
Island Opportunity is knocking! Enjoy your own Islamorada vacation home...with the option to generate excellent rental income when you're not using it. Set in a private, peaceful oceanfront community of just 10 townhomes, you'll have a beach, pool and your own slip for boat up to 30'. Spend the day on the water, relax by the pool or head up to the rooftop deck for ocean breezes & a peekaboo water view. There are four balconies - so you can enjoy some shade at any time of day. Although this seller never rented, the home is eligible for a coveted weekly rental license, giving a new owner the flexibility to enjoy it personally while also taking advantage of the strong Keys vacation rental market. The 2 bedroom, 2.5 bath townhome has a comfortable layout, with a private bath for each bedroom, a half bath on the main living level, and *straight interior* stairs rather than a spiral staircase. It's also refreshingly low maintenance, with concrete construction, a concrete roof, impact windows and doors, and an HOA that takes care of the grounds. Because this is a townhome rather than a condo, owners choose how much insurance to carry, and current insurance costs are surprisingly low. It's even in an X flood zone, so no flood insurance is required. Covered parking and an entry from underneath the home are two more practical touches that make coming and going easy, rain or shine. Trailer/boat storage is allowed under the home. The location works just as well by water as it does by land, with fantastic fishing and diving just steps from home and a great Old Highway location close to Founders Park, restaurants and everything you come to Islamorada to enjoy. Breezy and relaxed when you're here, with the ability to generate income when you're not. It's a rare and excellent combination.. good for your heart and your wallet.

136 Aregood Ln, Islamorada

$1,294,999
3 Beds 3 Baths 620943 MLS
Experience the best of the Florida Keys in this brand-new, fully concrete 3-bedroom, 3-bathroom home located in the gated Key Largo Ocean Resort. Designed with an open-concept layout, floor-to-ceiling impact windows and doors, and an abundance of natural light, this home captures beautiful ocean views from the kitchen and bedrooms. The showstopper is the expansive rooftop deck, complete with an outdoor kitchen and panoramic ocean views, an incredible setting for entertaining, relaxing, and taking in the Keys lifestyle. Inside, the home is offered fully furnished and features stainless steel appliances, a second floor wet bar with wine refrigerator, conveniently located laundry, and thoughtful finishes throughout. Additional features include an outdoor shower, downstairs storage with an additional refrigerator, and covered parking. Key Largo Ocean Resort offers a true resort-style experience with an array of amenities designed for enjoying the Florida Keys lifestyle. The gated community features a full-service marina with boat ramp, fishing pier, clubhouse, swimming pool, fitness center, tennis, basketball and pickle-ball courts, a children's playground, neighborhood events and more. For boating enthusiasts, the marina provides convenient access to the water; boat slips are not deeded. Brand-new construction, panoramic ocean views, boating access, resort-style amenities and a turnkey furnished interior, all in the Heart of Key Largo. Close to shopping, groceries and Mariners Hospital. One hour to Miami International Airport.

94825 Overseas Hwy Unit UNIT 82, Key Largo

$330,000
620941 MLS
Don't miss this 81', live-aboard slip with OWNED BAY BOTTOM. A-side slips in Sombrero Marina rarely become available. Great Keys space with a fabulous sunset view over Boot Key Harbor in Marathon, the heart of the Keys. Slip measures 81L x 17W at the water and 14.7'W at the dock. A bath house, pump out and laundry facilities are onsite, with 30- and 50-amp service and full-time, onsite dockmaster. Rentals are managed by the dockmaster and Slip A15 has a proven rental income history. Quick deep water access from Boot Key Harbor to the Atlantic Ocean or to the Florida Bay/Gulf via Sister Creek or under the iconic Seven Mile Bridge arc. A full-service, open harborfront bar/restaurant (Dockside) with great live music is at the marina and fuel is nearby. Across from the public golf course, Sombrero Marina offers a wide turning basin and is within walking distance to stores and biking distance to beautiful Sombrero Beach. Enjoy low fees and easy living. This is a GREAT price for a LARGE slip in a FANTASTIC Middle Keys location!

35 Sombrero Blvd Unit A15, Marathon

$4,750,000
4 Beds 5 Baths 620933 MLS
Villa 1 offers one of the most coveted locations within the exclusive 22-villa community at The Islands of Islamorada. Ideally positioned as the closest oceanfront villa to the private marina, this exceptional residence enjoys some of the community's most impressive ocean views and an incredible connection to the water. The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

82779 Old Hwy Unit 1, Islamorada

$2,800,000
620931 MLS
Rare oceanfront Pristine parcel offering approximately 0.56 acres (100 x 244') with 100 feet of Pristine Atlantic Shoreline and active building permit for your dream home/estate. Features a new 80-plus foot dock with a tiki hut and direct access to world-class fishing, diving, snorkeling, and boating. Enjoy sweeping sunrise views over the beautiful Atlantic Ocean and sightlines to the iconic Alligator Reef Lighthouse. Situated on prestigious Millionaire's Row and adjacent to protected preserve land for privacy. Directly across to famous Robbie's Marina and market place ,dining, shopping, and local attractions. An exceptional setting to build a custom waterfront estate in one of Islamorada's most desirable location.'

77481 Overseas Hwy, Islamorada

$1,277,000
3 Beds 3 Baths 620929 MLS
KEY LARGO WATERFRONT HOME WITH 25,000-LB BOAT LIFT & EASY BAY-TO-OCEAN ACCESS! Welcome to 1007 Hialeah Lane in sought-after Cross Key Waterways, a true boater's property offering approximately 1,300 sq ft, 3 bedrooms, 2.5 baths, 55 feet of concrete dockage and a NEW 25,000-lb boat lift. Located on the bayside of Key Largo, this home offers excellent boating access with a straight shot to Adams Cut, providing a convenient route from Florida Bay to the Atlantic Ocean. Spend your days offshore fishing, diving the reefs, exploring the backcountry, cruising to waterfront restaurants or enjoying everything the Florida Keys boating lifestyle has to offer, all from your own backyard. Updated in 2022, the home features impact windows and doors, a solid concrete roof and two newer A/C systems, with separate units upstairs and downstairs. The layout offers comfortable living and entertaining spaces with the waterfront lifestyle at the center of it all. Just off the kitchen and living area, step outside onto the spacious rooftop patio and experience one of the best parts of owning a bayside home in the Keys: beautiful sunset views every evening. It's the perfect setting for outdoor dining, entertaining, grilling or relaxing after a day on the water. With 55' of concrete dockage, a 25,000-lb boat lift, easy access to both the bay and ocean, impact protection, concrete roof, 2022 updates and incredible sunset outdoor living, 1007 Hialeah Lane delivers the Key Largo waterfront lifestyle boaters are searching for.

1007 Hialeah Ln, Key Largo

$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

$3,000,000
3 Beds 3 Baths 620907 MLS
Welcome to your Venetian Shores retreat, where relaxed coastal living meets effortless waterfront luxury. This completely updated pool home is designed for easy living and unforgettable entertaining, with an open floor plan, beautiful finishes, and seamless indoor-outdoor flow. The heart of the home is a spacious kitchen with a generous island, opening to the living area and a wall of sliding glass doors. Step outside to a covered terrace overlooking the resort-style pool and waterfront, with plenty of pool deck for soaking up the sun and a shaded poolside area for lingering over long lunches or evening cocktails. Boaters will love the 70 feet of dockage, complete with a 24,000-pound boat lift. Venetian Shores is known for its 100-foot-wide canals and exceptional boating access, with a quick route to the ocean or bay through Snake Creek. Built with CBS construction and a concrete roof, the home offers an elevator plus both interior and exterior stair access between floors. Upstairs, you'll find the main living area and two bedrooms and two baths, while the downstairs offers an additional bedroom and bath. A bonus room, ample storage, and cabana bath add flexibility and convenience. With its resort-style pool, generous waterfront, easy boating access, and beautifully updated interiors, this is the kind of home that makes everyday life feel like a vacation, casual, polished, and unmistakably coastal.

121 Severino Dr, Islamorada

$397,000
620904 MLS
It is no secret that the Sombrero Beach neighborhood is one of the most highly sought after established neighborhoods in all of Marathon. Rarely does a vacant lot become available with a building right already attached to it. What makes this 7,125 sqft lot even more rare is that this one comes with approved plans to build a 4 bed, 3 bath, 1966 sqft living home with a 299 sqft rear porch & 75 sqft front porch by the well-respected local builders, Design Center. To make things even easier for the buyers, a local lender is offering up to 80% LTV Construction Financing, allowing you to purchase the lot and fund the construction all at once. It is important to note that this building right is designated SOLEY for local Marathon residents who will make this their Homesteaded primary residence for a minimum of 2 years. This provides a great opportunity for a local family to live in this incredible neighborhood that is walking distance to Sombrero Beach and minutes to Marathon High School. Don't miss the rare opportunity.

408 Calle Limon, Marathon

$6,500,000
620903 MLS
Once in a lifetime opportunity! This amount of frontage on US-1 in the FL Keys does not exist anymore! With flexible zoning (call for details) the Wheatons Service Center is an open canvas for investors, logistic companies, corporate entities, or even an end user who wants to take the reins of a thriving and established business. 101500 Overseas Highway is a substantial 1.79-acre commercial site with approximately 745 feet of frontage along the primary roadway serving Key Largo and the Florida Keys. The property combines an existing service building, a large paved operating area, open yard capacity and strong roadside visibility in a supply-constrained island market. Call listings agents today for further details!

101500 Overseas Hwy, Key Largo

$999,000
3 Beds 2 Baths 620901 MLS
Your Key Largo Home Awaits! This gorgeous 3-bedroom, 2-bathroom home, built in 2021, Features a spacious, open-concept living area featuring soaring vaulted ceilings and an expansive kitchen with abundant cabinetry and added storage, making entertaining and everyday living effortless. Enjoy the best of indoor-outdoor living from the fully enclosed front porch, complete with high-impact windows and doors. With windows that open fully, you can welcome in the refreshing island breeze on those beautiful cooler days. Outside, your private oasis awaits! Take a dip in the heated pool and Jacuzzi, complete with color-changing lights that create the perfect atmosphere for relaxing evenings under the stars. Entertain family and friends at the tiki bar with a built-in outdoor kitchen--your own private slice of paradise. The property also features an RV hookup. Plenty of parking for your boat, trailer, and several cars. This home is conveniently located near boat ramps, making it easy to get out on the water and enjoy everything the Florida Keys lifestyle has to offer. Relax. Entertain. Explore. Live the Keys lifestyle.

811 La Paloma Rd, Key Largo

$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

$900,000
3 Beds 2 Baths 620896 MLS
Great home on a corner double lot, ideally located on US-1 in one of the nicest neighborhoods in Key Largo. This home features three bedrooms and two bathrooms upstairs, along with a studio and a full bathroom downstairs. Situated on two lots with beautiful trees and lush landscaping, the property offers plenty of room to add a pool if desired. The entire property is enclosed with a concrete wall and iron gates for added privacy and security. Enjoy the wraparound porch with front-facing seating, perfect for relaxing and taking in the outdoors. There is ample parking for boats and cars, as well as a workshop downstairs for additional storage or projects. The neighborhood also features a community park with a boat ramp, making it easy to launch your boat and enjoy the water.

1032 Dove Rd, Key Largo

$3,850,000
4 Beds 4 Baths 620893 MLS
Rare opportunity to own an ocean side single family home in the heart of Islamorada. Situated on a private corner half acre lot with your own private beach, this property offers the space, privacy, and tropical lifestyle that make the Florida Keys one of the most sought-after destinations in the world. Currently operating as a successful VRBO vacation rental, this turnkey, income-producing property is being sold fully furnished, allowing the new owner to seamlessly continue operating it as a successful vacation rental from day one or immediately begin enjoying it as a private island retreat. Designed with flexibility in mind, this two-story home features a total of 4 bedrooms, 4 bathrooms, and two full kitchens. The upper level offers 3 bedrooms, 2 bathrooms, a full kitchen, and a private balcony, while the lower level includes 1 additional bedroom, 1 bathroom, a cabana bath, and a second full kitchen, making it ideal for guests, multi-generational living, or maximizing short term rental income.Step outside to your private pool, then take just a few steps to your own private beach, creating the ultimate island experience. A new A/C system and metal roof also adds comfort and peace of mind. Conveniently located just minutes from Robbie's Marina and Theater of the Sea, you'll enjoy world class fishing, boating, snorkeling, waterfront dining, and everything that makes Islamorada one of the premier destinations in the Florida Keys.

74049 Overseas Hwy, Islamorada

$1,100,000
2 Beds 3 Baths 620886 MLS
Experience waterfront living at its finest in this beautifully remodeled 2-bedroom, 2.5-bath condominium in the highly sought-after Gulfpointe I Condominiums. One of the few communities in the Marathon area that permits weekly vacation rentals, this property offers an exceptional opportunity as a full-time residence, vacation getaway, or income-producing investment. Step inside to an open-concept living space filled with natural light and breathtaking open Gulf views. The completely updated kitchen is a showstopper, featuring quartz countertops, custom cabinetry, stainless steel appliances, a farmhouse sink, designer tile backsplash, oversized island with seating, and modern finishes throughout. The spacious living and dining areas flow seamlessly to a private waterfront balcony, creating the perfect setting for entertaining or relaxing while taking in spectacular water views. A stylish half bath completes the main level. Upstairs, the waterfront primary suite offers its own private balcony with panoramic Gulf views, a beautifully renovated en-suite bath with dual vanities and a walk-in glass shower, and generous closet space. The guest bedroom is equally spacious and is served by an updated full bath. Enjoy resort-style amenities including a waterfront swimming pool, tennis courts, beautifully maintained tropical grounds, and first-come, first-served dockage accommodating boats up to 30 feet. Covered parking, multiple balconies, and stunning sunrise views complete this incredible Florida Keys retreat. Whether you're searching for a primary residence, vacation home, or weekly rental investment, this move-in-ready waterfront condo offers the best of the Florida Keys lifestyle.

12690 Overseas Hwy Unit APT 34, 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