Middle Keys Waterfront Homes for Sale, Single Family Houses, Open Water, Ocean and Bay / Gulf Views

Welcome to The Keys Escape! This fully renovated two bedroom/two bathroom waterfront gem is located on a quiet dead end street on the south side of Key Colony. Impact windows and doors, stainless steel appliances, new floors and a brand new kitchen are just a few of the upgrades done to this property. Enjoy unrestricted access to both the ocean side as well as the gulf side for endless water activities. Property boasts hundreds of 5 star reviews on numerous rental platforms and has a track record of high occupancy with many guests revisiting year after year. Whether youre looking for a personal residence or an investment property- or a little bit of both- this property has it all.

Welcome to your Key Colony Beach Escape, a beautifully maintained waterfront 3-bedroom, 2-bath half duplex in the desirable Key Colony Beach. All new impact windows and doors throughout. This charming home features 30 feet of concrete dockage, fish cleaning station, tiki hut, fresh paint, new furniture, and smart TVs in every room. The open-concept living area flows seamlessly into the fully equipped kitchen, complete with a breakfast bar and dining table for six. If you are looking for an investment property, this is it! Active vacation rental with needed licenses and passed inspections ready to be transferred. Enjoy easy access right down the street to the exclusive Cabana Club, with beach and pool privileges just a short walk away. Located near parks, fishing, golf, and local restaurants. Dont miss the opportunity to own this stunning property in the Gem of the Florida Keys!

What an incredible retreat in this stunningly upgraded 3-beds, 2-bath fishing cottage on the iconic Conch Key, Florida. Every aspect of this home has been thoughtfully enhanced for both comfort and style. Impact windows and doors, a metal roof, while the interior shines with quartz countertops, bamboo hardwood floors, and exquisite cedar and Dade County pine accents throughout. The homes layout offers more than meets the eye, with an additional 896 square feet upstairs, providing ample space to accommodate your needs. Enjoy 50 feet of dockage on a pristine canal, perfect for large, deep-draft boats with quick access to both the Gulf and the ocean. Ideally located just north of Marathon and Duck Key. With weekly rentals allowed, this is perfect as an income-producing investment as well.

Waterfront Sanctuary in Marathon, FL - 11282 2nd Ave OceanWelcome to your coastal paradise--a fully remodeled 2-bedroom waterfront retreat designed for both relaxation and adventure.This property boasts an impressive 160-foot dock with a 17,000 lb. boat lift, providing direct access to world-class fishing and diving. Reach the Atlantic in just 2 minutes and the Gulf in 5 minutes via the Flow-Through canal.Inside, youll find a spacious master suite, a beautifully updated kitchen featuring granite countertops and stainless steel appliances, and an inviting open-concept living space--all fully furnished and move-in ready.The outdoor living area includes a private patio with accordion shutters and a hot tub, perfect for unwinding after a day on the water. Bikes and kayaks are also included, allowing you to fully embrace the outdoor lifestyle.Centrally located in the heart of Marathon, this home is just minutes from top dining, entertainment, and local attractions. Ample parking makes hosting guests convenient.With a strong rental history, this property is ideal as a vacation rental or personal Florida Keys retreat. The adjacent home is also for sale, offering a rare opportunity to own two waterfront properties side by side.Dont miss this chance to experience waterfront living in the Florida Keys. Schedule your private tour today.

Paradise found! You will fall in love with everything this ABOVE FLOOD TURN-KEY waterfront half duplex has to offer....situated in a prime location in renowned Key Colony Beach. Steps from the GOLF clubhouse, TENNIS/pickle ball courts, trailer storage area and only a quick boat ride to the Ocean or Gulf side (via the Vaca Cut). This CBS built 2 bed/ 2 bath home comes with your very own backyard POOL oasis and well maintained 37.5 Ft. CONCRETE dock. Privacy fencing and an expensive shaded LANAI make this home the perfect place to enjoy all the ocean breezes that surround you. Other notable features include; a METAL roof, IMPACT windows and doors, HIGH cathedral ceilings with character and a modern coastal kitchen with stainless steel appliances and stone counter tops. LOW insurances and plenty of room to park multiple cars and storage area under the home. Enjoy the bike/walking paths with a quick ride to sunset park. Island is very safe and family friendly. This property is currently a vacation rental and will make a great second home/primary home or investment property. Call today, because with so many PERKS under $1M, this property will NOT last!!!

Updated cottage in Charming Little Venice named for its canals and quaint bridges. New impact windows and doors, new roof, A/C and freshly painted! located on a clear blue canal seconds from the Ocean, just one street away. Vacation Rental licensed for income!

A sought-after opportunity to own a single-family home in Key Colony Beach at this price point--an excellent alternative to a half-duplex. This bungalow-style 2-bedroom, 2-bath home features vaulted ceilings throughout and a bright, updated interior. The open living area extends to a back patio with beautiful sunset views, creating the perfect spot to unwind. With 40 feet of dockage and direct ocean access, boating, fishing, and exploring the water are right at your doorstep. Weekly vacation rentals are permitted, making it a great option for personal use or investment. Located in Key Colony Beach, a sought-after enclave offering a marina, golf course, pickleball and tennis courts, bocce, playgrounds, walking and biking paths, and waterfront dining, this home delivers the best of island living at an exceptional value.

Looking for a waterfront property in the Florida Keys without the multimillion-dollar price tag? Dreaming of a peaceful retreat with unobstructed open-water views at an affordable price? This hidden gem in Conch Key Village offers just that. Located in a serene, well-established community, this property is perfect for anyone seeking a tranquil escape with easy access from the mainland. The home is just a short walk from a private beach on Coral Key, offering the perfect spot to enjoy the waters and relax. Ideal for weekend getaways, its only a quick drive from Miami-Dade and Broward, making it a perfect second home. Amenities include a boat ramp, private beach area, and overflow parking for boats, trailers, RVs, etc. Every homeowner has access to the boat launch ramp, making water activities a breeze. The 1-bedroom, 1-bathroom home is cozy yet full of charm, featuring large windows that allow natural light to fill the space and offer views of the surrounding beauty. The home includes a spacious garage, perfect for additional storage, and a guest area not shown in the photos thats a must-see in person. One of the highlights is the homes prime waterfront location. Enjoy direct access to fishing, kayaking, paddleboarding, and more right from your doorstep. The outdoor area is perfect for relaxing, featuring a tiki area, hot tub, and a concrete retaining wall along the water, ideal for watching sunsets or entertaining guests. Coral Key Village offers a peaceful and friendly community with well-maintained common areas and a sense of security. Whether youre enjoying a walk or simply taking in the views, this property is the perfect blend of tranquility, convenience, and waterfront living. Dont miss out on this exceptional opportunity in the Keys!

Waterfront stilted newer construction home that combines modern luxury with the serene beauty of the Florida Keys. This 4-bedroom, 3-bathroom residence is priced to sell. Inside, youll find a beautifully appointed living space, fully furnished and rental-ready. The kitchen features granite countertops, stainless steel appliances, and ample cabinet space. The open floor plan, accentuated by tile flooring throughout, makes it perfect for both relaxation and entertaining. The large master suite boasts a luxurious bath with a dual vanity, a huge walk-in closet, and an additional linen closet. Wake up to breathtaking sunrise views from the east-facing balcony that overlooks open waters. Outside, the property offers covered parking for four cars or space for trailers. The home also accommodates up to a 35 ft boat, making it ideal for boating enthusiasts. Community amenities include kayaks available for everyone to use, a resort-sized heated pool surrounded by comfortable lounge chairs and a charming thatched-roof cabana. The boat docks cater to the avid angler, while a sandy beach area invites you to unwind and soak up the tropical ambiance. Additional features include a newer A/C installed in 2020, a hot tub, a bait freezer, and window treatments throughout the home. The lush tropical landscaping enhances the vacation-like atmosphere. The homes metal roof and stilted design add to its durability and charm. With its excellent rental history and many repeat visitors, this property is a fantastic investment opportunity. The assumable flood policy under a favorable rate further adds to its appeal. Dont miss out on this exceptional property that combines luxury with the natural beauty of the Florida Keys. Contact us today to schedule a private tour and experience this tropical haven for yourself!

Charming Waterfront Cottage in Little Venice. This beautifully updated 2-bedroom, 2-bathroom conch cottage is located in the highly desirable Little Venice neighborhood of Marathon. Perfectly situated on clear, deep, flow-through canals on two sides, the property offers approximately 100 feet of dock space, accommodating up to three boats. With easy access to Vaca Cut, the Atlantic Ocean, and the Gulf of Mexico in just five minutes, this home is a true fishermans and divers dream.The home has been tastefully updated with impact windows, a durable metal roof, sleek blinds, and stainless steel kitchen appliances. The thoughtful design includes a garage and off-street parking for added convenience. Whether youre relaxing on the water or heading out for an adventure, this home is perfectly positioned in the heart of Marathon, close to local attractions. Its just an hour away from the vibrant nightlife, fine dining, and airport in Key West, and a two-hour drive to Miami and Fort Lauderdale.Licensed as a vacation rental and with a strong rental history and future bookings available, its an excellent investment opportunity as well as a private retreat. Contact us today to learn more about this stunning waterfront gem!

This place has it all! Open water views can be yours at this Ocean Front A-Frame in private Lions Lair of Marathon. Outdoor Amenities include a pool, dockage for boats of 25 and under, boat ramp, tiki hut, boat trailer storage, clubhouse, and a paved path out to the jetty point. The Ocean Views greet you as you walk in this well built half duplex with impact windows and doors, 3 bedrooms, 2 baths and an office loft bonus space. Large outdoor deck that is perfect for morning coffee or an evening cocktail while enjoying the view. This is one of the premiere locations in Lions Lair offering the most privacy and convenient location to the marina and amenities. Association fees are only $1500 per year and no rentals are allowed, so you do not have to worry about being surrounded by noisy vacation rentals. Truly a unique and well built home in a hard to beat location, book your showing today!

PARADISE FOUND, the perfect blend of COASTAL elegance and MODERN convenience in this beautifully FURNISHED 3-bedroom, 2.5-bath HALF DUPLEX HOME located in the highly sought-after SOMBRERO Beach neighborhood, in the heart of Marathon. Just moments from sand of renowned Sombrero Beach, this home offers breathtaking LAKE and CANAL views from multiple covered porches and boating access to the ocean or Boot Key Harbor, where you can reach multiple waterfront restaurants by boat. Designed for both style and durability, the home features IMPACT-RESISTANT windows and doors, a METAL roof, and Hardie board siding, along with WOOD plank porcelain TILE flooring throughout, stainless steel appliances, and a stunning White Sile stone counter top, custom blue shell chandelier and sea glass backsplash. The first floor boasts an open-concept living space, while the second floor offers a split master and guest wing for added privacy. An enclosed garage with door and enjoyment / recreation room provide ample space for storage and entertainment, with plenty of room to park multiple vehicles. Outside, enjoy a wooden dock, low-maintenance landscaping, and a QUIET end-of-street location, perfect for relaxing and enjoying sunset margaritas on the back porch! Located in a golf cart and bike-friendly area, this home offers easy access to Marathons best shops, restaurants, and grocery stores. Turn-key condition and meticulously maintained by the owners, this is an incredible opportunity to own a slice of the Keys lifestyle in one of Marathons most desirable neighborhoods and streets. Dont miss out--schedule a showing today before someone else makes this their perfect ISLAND ESCAPE!

Seller is now offering Private FINANCING! BIG BOAT - No Problem - Bring your 50 footer and dock it here on this 200 ft wide, deep canal with 18,000 lb boat lift. Ideally located for the angler, diver and boating enthusiast only 5 minutes to Vaca Cut, the open Ocean and the open Gulf.This beautifully updated island retreat has so much for you... Unique and ingenious patio with remote controlled, roll down shutters and cooling/mist system adjacent to your private heated & chilled pool. Perfect for entertaining or relaxing with friends and family as you enjoy the pure pleasure of this extended living & dining area, as you gaze at the wide, clear canal. There are 2 private bedrooms and an additional sleeping area, which is a must see to truly appreciate this excellent use of space. The custom kitchen and bathrooms complete your island home, weekend getaway or vacation rental in the middle Keys. No neighbors only the golf course, pickle ball, tennis, bocce ball, basketball and playgrounds across the street. Also you can walk or bike the entire city to marina, 3 restaurants, post office, city hall, Dog Park, Sunset Park and more. Easy access to four airports. Fly into the Marathon Airport (6 miles) Key West Intl Airport (46 miles ), Miami Intl Airport (87 miles) or Ft Lauderdale Intl Airport (108 miles) Come home to your piece of paradise in Key Colony Beach, the GEM of the Florida Keys.

Introducing a first-time-ever listed canal front home in the highly sought after community of Layton on Long Key. This home was designed to withstand the elements. This home is rock solid. Built with concrete strength and durability like no other. Offering quick direct access to the pristine waters of the Atlantic. This one of a kind property, features a main living area with 2 bedrooms, 2 full bathrooms designed with the coastal lifestyle in mind. A striking spiral staircase leads to the loft with a convenient 1/2 bath offering flexible space for an office, studio or a quiet place to relax. On the ground level, a separate living area includes a 3rd bedroom with full bath, private entrance making it perfect for guests or in-law suite. This home also includes the luxury of a private elevator/cargo lift making it effortless to transport groceries, luggage or heavy items between floors. Tons of storage space in this home to include the oversized storage shed providing ample space for all of your boating and outdoor equipment. Situated directly across from Long Key State Park and Long Key Lake, this home is perfect for nature lovers & kayakers. Outdoor adventures are just a stones throw away with convenient access to Long Key Bight and Long Key Fishing Bridge making it an ideal spot for fishing enthusiasts and explorers alike. New metal roof in 2022 Dont miss your chance to own this rare slice of paradise in the heart of The Keys!

This turn-key canal front home checks all the boxes...PRICE, CONDITION, LOCATION! Pristinely updated, this 2 bed/2 bath home is being offered furnished & ready for you to move right in. The 999 sq ft of living space provides bright, open & comfortable island living and the high ceilings with wood accents create a charming coastal atmosphere throughout the home. Large impact resistant sliders extend the living space out onto the screened in porch, creating a seamless flow between indoor & outdoor living. The perfect place to enjoy the ocean breeze & a beautiful Keys sunset. The ground level of the home features an enclosed storage, perfect for housing boating & fishing gear & the carport not only provides covered parking but also doubles as a shaded outdoor entertainment area. The home features 50 ft of dockage, completed with low maintenance & long lasting composite decking. The spacious backyard is ready for enjoyment & provides ample room for features such as pool, tiki hut or play area for the kids. If you love plants & gardening, the property is already equipped with an irrigation system. Here in the Keys, the lifestyle the home provides you is just as important as the home itself. The charming town of Layton, located on Long Key, is the ultimate destination for small-town island living. Nestled between Islamorada & Marathon, Layton provides convenient access to amenities by land but also offers easy boating access to some of the best fishing grounds that the Keys have to offer, with the Gulf, Bay, & Ocean all at your doorstep. Enjoy the towns amenities within walking & biking distance. Play pickleball at the community court, enjoy ocean views & nature trails at Long Key State Park or grab food & drinks at the bar & grill. Here in Layton time seems to slow down & everyday feels like a retreat. SELLER IS OPEN TO NEGOTATION AND WELCOMES ALL OFFERS.

Now is your opportunity to own a canalfront, fully furnished, turn key property located in the heart of Marathon near Sombrero Beach! This elevated single family home is located on a wide canal and features a 50 foot boat dock with 4 foot control depth, offering quick ocean access! Plenty of room to park all of your vehicles, toys and boat trailer. This three bedroom, two bath home offers an expansive deck overlooking the canal, ideal for nature watching or entertaining guests!In addition to being completely furnished and tropically decorated, this home also boasts a newer AC unit along with impact resistant side windows/sliders; providing additional comfort and protection. Whether youre looking for a place to call your island home, or an investment property. This home offers it all, make it your private sanctuary or take over the existing successful weekly vacation rental business Kickin Back Reel Time. This is a proven vacation rental with future bookings already in place.Your nautical oasis awaits, call now to schedule your private showing! View Matterport 360 tour.

This stunning waterfront property is an ideal coastal retreat for those seeking both relaxation and adventure. Situated on a prime lot with easy access to the Gulf, the home boasts a 60 dock, perfect for boating enthusiasts. The dock includes 50-amp shore power, a fish-cleaning station, and a bait freezer, making it a fishermans paradise. Step outside into your private oasis. The highlight of the backyard is the oversized swim spa/pool measuring 8x12 feet, perfect for a relaxing soak or a refreshing swim. The pool is heated for year-round enjoyment, and theres also an outdoor shower to rinse off after a day on the water. A spacious screened-in porch allows for comfortable outdoor living, free from pests. For those who love to entertain, the property includes a tiki hut complete with a gas grill and plenty of seating for a laid-back barbecue.Home is sold rental ready with advanced bookings in place. Youll find no shortage of activities, with cornhole and beach equipment available for use. Spend your days lounging by the pool, fishing off the dock, or enjoying a game of cornhole with friends and family.

Nestled in the charming town of Layton with a population of approximately 200, this CBS canal-front home offers 2 bedrooms and 2 bathrooms. The residence has an open living concept with vaulted ceilings, and the large glass sliders leading to the screened porch enhance the feeling of a spacious living area. Stepping onto the porch, characterized by its vaulted ceilings and ample space, seamlessly extends the living space outdoors.The open-style kitchen provides abundant counter space, and the bedrooms feature vaulted ceilings, sliders leading to a wraparound porch, and oversized windows that welcome natural light. The primary bedroom includes two closets, one of which is a walk-in closet. AC installed in 2022, water heater in 2024 and metal roof in 2014. The downstairs outdoor living space serves as a delightful gathering spot, offering the option to relax in the shade under the house or bask in the sun by the pool, constructed in 2019 and equipped with both a heater and a chiller. In addition, a 10,000lb boat lift was installed in 2018. The canal system winds through the mangroves and opens into the Atlantic Ocean near the Channel 5 Bridge, with a 65 clearance and offers easy access to the bayside. There is a community tennis and pickleball court.

Set in a tranquil and scenic area of Marathon, this home is perfectly suited for those who cherish a life by the water. The front of the home boasts stunning ocean views, providing a daily spectacle of shimmering water and vibrant sunrises. A canal with deep-draft boating access makes it easy to navigate to open water. Equipped with a boat lift, single davit, and a swim ladder, the property is tailored for water activities. The covered porch overlooking the ocean is a standout feature. This space offers a serene spot to relax with endless water views. Whether sipping your morning coffee or unwinding in the evening as the sky turns golden, the porch is the perfect place to soak in the beauty of the surroundings. Entering the home, youre greeted by an open-concept living space. The kitchen, featuring an island with peninsula seating thats perfect for casual meals or socializing with friends and family. The living area seamlessly connects to the covered porch through glass doors, allowing natural light to fill the space and enhancing the connection between indoor and outdoor living. The primary bedroom offers an en suite bathroom and a generously sized closet. Two guest bedrooms provide accommodation for family or visitors, each with space for basic furnishings and personal touches. The guest bathroom is designed for convenience, doubling as a laundry area tucked away to maximize functionality. Bahama shutters not only add a touch of tropical character but also provide shade and storm protection. Outside, features a boat lift and davit making it easy to secure or launch your vessel, while the swim ladder and filet station add to the homes appeal for those who love fishing or swimming. Abundant parking with a carport for vehicles and equipment. Wake up each morning to breathtaking sunrises over the ocean and end your days with equally stunning sunsets, painting the skies with vibrant hues. Offered furnished this home offers everything you need.

Your Perfect Florida Keys Escape Awaits! Step into paradise with this charming oceanfront gem, built in 2019, that promises endless days of sun, sea, and serenity. Featuring an exterior elevator for effortless access, and a robust 85ft seawall for all your waterfront ambitions, this property is the epitome of coastal living!Highlights Include:1. Built in 20192. Exterior Elevator3. 85ft of Seawall4. Boat Ramp & Boat Lift5. Metal Roof & Impact WindowsNestled on the Atlantic side, this home offers unobstructed views of the flats, where the best lobstering, fishing, and diving in the Middle Keys awaits you. Whether youre an avid adventurer or a sun-soaked lounger, this is the spot for you! Imagine starting your mornings with the golden hues of sunrise over the Atlantic, the salty breeze gently greeting you as you sip your coffee on your private deck. Your days can be filled with exciting water activities, thanks to immediate ocean access and top-notch features like the boat ramp and lift. In the evenings, unwind while soaking in the breathtaking views and perhaps catch sight of a playful dolphin pod or two. And heres the cherry on top: the area allows for weekly rentals, making this the ultimate AirBnB investment. With its perfect location, youre close enough to Miami and Ft. Lauderdale for those spontaneous weekend getaways, yet far enough to feel like youve entered your own slice of heaven. This property is an ideal mix of a personal retreat and an income-generating asset.The identical, adjacent house next door is also for sale! Imagine combining them into a sprawling 6-bedroom, 4-bathroom compound, perfect for those epic family gatherings or a luxurious retreat with friends. Family compounds are all the rage, and this is your chance to own the trend. The combined properties would offer ample space and privacy while still providing the convenience of shared amenities and stunning oceanfront views