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

Rare opportunity to own a private peninsula on a spacious double lot. This thoughtfully renovated home offers a well-designed upper level with three comfortable bedrooms and three modern bathrooms. Outside, enjoy a pool with a hot tub, 70 feet of dock space, and two boat lifts, making it an ideal setting for boating enthusiasts. With direct access to the ocean and excellent fishing nearby, this property combines convenience with a unique waterfront lifestyle. Dont miss the chance to make it yours.

Waterfront Retreat with Expansive Garage, Workshop & Open Water ViewsNestled in a private, tropical setting, this stilted concrete home offers breathtaking open water views, stunning sunsets, and ultimate seclusion.Car enthusiasts and hobbyists will love the massive 3-bay garage, built in 2015, featuring 1,211 sq ft, two hydraulic car lifts, a loft, and a commercial-grade stainless steel workshop sink. This fully insulated man cave/workshop is ideal for anyone in need of a high-functioning at-home workspace or serious storage. Spray foam insulation and an on-demand hot water heater complete the setup.Room for a dock - buyer to verify. The waterfront setting offers the potential to add a dock, making it even more ideal for boating enthusiasts. Buyer to confirm and manage permitting. Fully fenced and gated for privacy, with a bonus lower-level space for guest overflow or flexible use. A rare blend of functionality and Florida Keys charm.

This beautiful home on Grassy Key boasts soaring cathedral ceilings and stunning azure water views, complete with a private sandy beach, pool, and jacuzzi. What more could you desire? The interior features tile floors throughout, a kitchen with granite countertops, and a spacious open floor plan. With 4 bedrooms and 2.5 baths, this private oasis is just a short walk from three restaurants, a full-service marina, and the Dolphin Research Center.Its an excellent vacation rental, currently in high demand, so Saturday showings during turnover are the best opportunity to view this incredible home at a great price.Whether youre looking for a lucrative rental investment or a primary residence with ocean views, this property is an outstanding choice! B&BATVAI

Welcome to Your Dream Waterfront Retreat!Discover this charming 4-bedroom, 3-bathroom single-family home, perfectly situated on a canal front in one of Marathons most desirable neighborhoods. This spacious 1,744 sq. ft. residence features a thoughtful layout designed for both family living and vacation rental potential. Currently used as an vacation rental. Enjoy the serene canal views from your patio, and take advantage of 60 feet of dockage, making it easy to access the open waters of the Middle Keys. The home boasts all impact-resistant windows, ensuring safety and peace of mind. With a ground-level design, this property is ideal for easy living.Inside, youll find built-in cabinets and ample storage, complemented by a well-equipped kitchen featuring essential appliances like a dishwasher, microwave, range, refrigerator, and washer/dryer. The tile flooring throughout adds a touch of elegance while being easy to maintain.Located just behind the airport, this home offers convenient access to local amenities, a new bike path, and a community boat ramp, enhancing your lifestyle in the Keys. Pets are welcome, making this a perfect family residence or vacation rental opportunity.Schedule your personal/virtual walk-through today to experience the spacious floor plan and updates that make this home a true treasure. Your next adventure in the Middle Keys awaits!

Discover your own piece of paradise with this luxurious 3 bedroom, 2 bath waterfront home in Marathon! Completely renovated and turn-key ready, this property is currently a successful weekly vacation rental with bookings in place into 2025, making it an ideal investment opportunity.Step inside to find modern coastal furnishings, an open-concept layout, and a new kitchen with custom cabinets, granite counters, and stainless-steel appliances. The home features impact windows and doors, ample storage, and parking for cars and boat trailers. Outside, the custom-tiled backyard boasts a pool, Tiki Hut lounge, and an outdoor stainless-steel kitchen equipped with a gas grill, griddle, oven, sink, and cooler. Enjoy the landscaped surroundings and relax in the temperature-controlled pool and custom paver patio after a day on the water. Boaters will appreciate the 60ft dockage, deep water canal, quick access to both the Gulf and the Ocean, and a convenient boat lift. The property also includes a covered fish cleaning station with power, water, and light, as well as an ice maker and freezer for storing your catch.Located in a family-friendly neighborhood in the heart of Marathon, this home not only offers high-end coastal features and turn-key condition but also serves as an excellent second home or permanent residence. Owner/Agent. Dont miss out on this opportunity--schedule your showing today!

Tropical Retreat in Key Colony Beach - Waterfront Bliss with Ocean AccessEscape to your own slice of paradise with this beautifully renovated 2-bedroom, 2-bathroom tropical retreat, perfectly positioned along a serene canal in Key Colony Beach. Offering effortless ocean access, this established vacation rental invites you to indulge in the laid-back luxury of island living. Step inside to discover a bright and breezy coastal-inspired interior, featuring an updated kitchen and a welcoming living area designed for relaxation. The primary suite boasts a full bath, while a convenient laundry area and second full bath add to the homes functionality. Upstairs, an open loft-style bedroom provides extra space for guests, ensuring a comfortable stay for all. Outside, immerse yourself in the ultimate tropical lifestyle. Enjoy sunset BBQs on the patio, unwind with the gentle canal breeze, or set out for a day of fishing from your private 50 dock. This boaters dream includes a dedicated tackle room with an extra refrigerator, making it easy to store bait and gear for your next adventure on the water. With brand-new impact windows, a new A/C unit, and a complete interior renovation in 2019, this coastal escape blends modern convenience with island charm. Plus, all-new wood dock planks ensure a seamless waterfront experience. Whether youre looking for the perfect vacation rental or a tropical retreat of your own, this Key Colony Beach gem is ready to welcome you to paradise.

Welcome to 2944 Dolphin Drive, a charming 3-bedroom, 2-bathroom CBS stilted home in the heart of Marathon. This property offers breathtaking open water views and a flow-through canal, making it a boaters paradise. The synthetic dock is equipped with a swim ladder, water access, and a fish cleaning station. With a double-car covered carport, a spacious pea rock yard, and plenty of parking, theres also ample room to add a pool or further customize your outdoor space.Enjoy the tranquil surroundings from the balcony, the perfect spot to relax and take in the serene canal views. Inside, the eat-in kitchen is a chefs delight, featuring stainless steel appliances, a 5-burner hooded gas stove, a kitchen island, and stylish dark wood cabinets. The large master suite includes an ensuite bathroom with dual sinks and a walk-in tiled shower with a bench, offering both comfort and elegance.Generously sized bedrooms, a convenient pantry, and additional storage under the house ensure plenty of space for all your needs. Impact windows provide peace of mind, while the open layout and functional design make this home ideal for Keys living. Whether youre enjoying the balcony, entertaining on the waterfront deck, or taking advantage of the easy water access, this property offers everything you need to live your dream lifestyle in the Florida Keys. Dont miss this incredible opportunity!

Endless Views, Endless Possibilities - Your Waterfront Dream Home Awaits!This unique waterfront property, designed in the shape of a riverboat, offers an exceptional opportunity to create your ideal coastal retreat. Nestled on a prime 6,500 sq ft lot, the home boasts spectacular, unobstructed views of the Gulf of Mexico from nearly every room, with a living area lined with windows that frame the breathtaking scenery.Still owned by the family who originally built it, this fixer-upper is a rare canvas for those with vision and a passion for customization. Whether you choose to renovate and transform the current structure or demolish and build your dream home from the ground up, the possibilities are truly endless. With plenty of space for a pool, tiki bar, or outdoor entertainment area, this property provides the perfect backdrop for luxurious waterfront living.Located on sought-after Vaca Cut, youll have quick access to both the Ocean and the Gulf, offering unparalleled convenience for boating and water enthusiasts.The sellers are highly motivated, so dont miss your chance to secure this one-of-a-kind property and create your very own piece of paradise!

Boot Key Harbor home located in a protected basin hurricane hole. Deep water access to the Atlantic close to all types of amenities spacious four bedroom , three bath home on a extra large lot. Newer roof 2018. Had been a vacation rental for years nicely decorated with several new upgrades throughout. At one time had approved Dive boat business on site. Endless possibilities lots of off street parking last house on the road. Could have a large extra wide power or large sailboat here in deep water with 85 feet of dockage lots potential for more than one boat

This beautifully remodeled coastal contemporary home is move-in ready and offers luxurious living. Step into a bright, open-concept living area with a spacious kitchen, wraparound island, and modern furniture throughout. The master suite features a custom tile walk-in shower and motion-sensor lit vanity. Two additional bedrooms share a renovated bath, and a walk-in laundry room with new appliances adds convenience. Outside, enjoy low-maintenance landscaping with new artificial turf, a heated/chilled saltwater pool, and two entertaining areas, including a private lanai with a covered TV-ready space. Additional features include a 16000b boat lift, double floating wave runner docks, deep canal, fenced yard, lots of parking w/ plenty of storage, ice maker, freezers and more. A quick gulf access. Located in a prime neighborhood with walking/biking paths and nearby amenities, this home has it all!Buyers Agent To Verify All Information.

Immaculate and stunning, this Marathon home is the epitome of craftsmanship and beauty, maintained meticulously by full-time owners with an eye for detail. Nestled in lush landscaping, this 3-story residence offers complete privacy and curb appeal with a paver driveway and a flawless exterior that offers room for a pool. Step onto the 77 ft. concrete dock, complete with a step-down for easy boat loading and 2 sets of davits offer immediate Gulf access along with quick ocean access through nearby Vaca Cut. The homes hurricane-impact windows & doors provide security, while spacious interiors with impeccable finishes highlight the main level, featuring a modern granite kitchen, over-sized laundry room/office, and a half bath, all leading to a covered porch overlooking palms and water. Upstairs, find 3 bedrooms, including a master suite with a walk-in closet, ensuite bath, and a private balcony with tropical views. At ground level, more above flood living space complete with its own patio, bedroom and bathroom with exterior access. With an addition of a pool, this property could become a top-performing vacation rental- projected to generate approx. $90K in its first year!

Refreshed Price. A boaters paradise awaits in the heart of Marathon. This magnificent 4-story CBS pool home sits on a serene canal with immediate Gulf access--a rare gem now available from a motivated seller.Designed for the discerning maritime enthusiast, this property features a deep-water dock, robust 20,000 lb boat lift, and 30-ft cut-in boat basin. Your vessel remains protected while staying ready for spontaneous Gulf adventures.Retreat to your private tropical oasis where a pristine concrete pool with elegant Travertine decking invites relaxation beneath swaying palms. The thoughtfully designed exterior offers generous covered and uncovered parking for vehicles and boat trailers--the essence of effortless Florida Keys living.Inside, luxury abounds with Travertine flooring throughout and an open-concept design that maximizes both space and waterfront views. The gourmet kitchen showcases premium granite countertops and is configured for both everyday living and entertaining.The thoughtful floor plan positions three spacious bedrooms, a full bath, and convenient laundry facilities on the third level. Above, the entire fourth floor is dedicated to an impressive primary suite featuring a spa-inspired bathroom and private balcony offering breathtaking panoramic views of the Gulf and surrounding lagoon.This property currently operates as a vacation rental with incredible income potential--an exceptional investment opportunity.The seller is motivated and ready to consider your offer. This is a rare combination of luxury, location, and boating convenience.

Professional pictures for 271 (north) & its virtual tour will be available by April 5! The 261, South, Pictures and Virtual Tour are now in Photos. FULL DUPLEX now Available! Nicely updated and lovingly maintained by this family for over 40 years... Live in one & Rent the other! Or just enjoy the room & privacy, for all of your family and friends. Come, share the wonderful Island Life here on 9th Street in the fabulous Florida Keys! This 100 ft wide canal gives you access to both the open ocean and open gulf with a brief (5 min) boat/jets ki ride or paddle (10 min) The 42 foot dock on the south side provides ample room for your boat and other water vessels. The north side has 33 ft of dockage, so with both (75 ft total) you can bring your vessels totally 70+ ft & they will have a comfortable dock to call home port! The 4 bedroom & 4 bathrooms for the full duplex, with over 2,000 sf of living area to enjoy and relax. Tons of parking for all of your toys too! Covered carport and storage room on south side. Yes, you can have your island home in Paradise her in Key Colony Beach! Walk or bike the entire, 15 Street, City to: marina, golf, pickle ball, tennis, bocce ball, playgrounds, horseshoes, Post Office, City Hall, Police Dept, Sunset Park & more... Whats your hurry, you are here.

Welcome to Sea Glass Dreams, an exquisite waterfront retreat in Marathon, FL, where luxury, relaxation, and adventure await. AFFORDABLE $958 CURRENT FLOOD INSURANCE! This spacious vacation rental is sold rental-ready and comes with advanced bookings in place, offering instant income potential. With five beautifully designed bedrooms and four bathrooms, it comfortably accommodates up to twelve guests, making it ideal for families, friends, and large gatherings.Inside, the master suite provides a king bed, sofa bed, and spa-like ensuite bathroom, creating a private haven of relaxation. Additional bedrooms offer a mix of king, queen, and twin beds, along with cozy sitting areas for unwinding. The open-concept kitchen, outfitted with a gas range and modern appliances, offers a welcoming space for preparing meals and gathering with loved ones.Outside, youll find a stunning 330-square-foot private pool, perfect for refreshing swims or lounging poolside. A brand-new putting green adds to the fun, with ample space for dining al fresco or relaxing with a drink while taking in the canal views. Boating enthusiasts will appreciate the 115-foot private dock, with space for 2+ boats, complete with water and power, for easy access to the Gulf.The property is a haven for fishing enthusiasts, with a convenient fish cleaning station, bait freezer, and small commercial ice maker near the dock. Inside, a well-equipped game room features ping pong, Pac-Man, basketball, foosball, a putting green, and giant yard games, ensuring entertainment for everyone.Huge lot with room for an RV and several cars.Sea Glass Dreams is a turnkey investment opportunity, set up to welcome guests right away and provide seamless income potential in a dream vacation setting.

Welcome to your coastal haven in Key Colony Beach--a paradise for those seeking a beautiful home and a relaxed lifestyle. This gem of a property with eastern exposure is offered fully furnished. Featuring 2-zone AC, marble pavers, and elegant finishes like Granite, quartz, and marble countertops. Boasting 9-foot ceilings, crown molding, a garage, concrete seawall, and a step-down dock for a 37-foot boat, this residence seamlessly blends luxury with functionality. Enjoy the heated pool and the tropical ambiance in your backyard. Make this Key Colony Beach retreat your haven for a life of tranquility and leisure. Other half of this building (550 9th) can also be bought at the same price as 540 9th.

Located in the sought-after Flamingo Island neighborhood in Marathon, this immaculately maintained home offers everything you need to enjoy the Florida Keys lifestyle. Solid CBS construction means peace of mind, while thoughtful details throughout make this home functional and comfortable. The Showstopper? A stunning oversized pool with a built-in jacuzzi--your private resort, right out your back door. Relax under the spacious covered patio, cool off in the pool and soak in the island lifestyle.For boaters, the property has 66 feet of concrete seawall and excellent access to both the ocean and gulf--a dream setup for anyone who loves life on the water. Theres plenty of space for your boating and fishing gear in the storage area and workshop downstairs. Youll also appreciate the covered parking for 3 cars. Inside, the home offers 3 bedrooms and 2 bathrooms with an open, airy layout. The living and dining area boasts vaulted ceilings, creating an inviting and expansive feel. Just off the living area, a bright sunroom with panoramic pool and water views offers a versatile bonus space--perfect as a home office, den, or extra sleeping area for guests or grandkids.The kitchen is generously sized with granite countertops, an island, pantry and plenty of room for cooking and entertaining. The home also features excellent closet space throughout, giving you the storage you need without sacrificing style or flow.Currently used as a winter residence and an established weekly vacation rental, this home offers the best of both worlds--personal enjoyment and income potential when youre not using it. Whether youre looking for a full-time residence, a vacation getaway, or an investment in one of the Keys best-kept secrets--this Flamingo Island gem delivers. Schedule your private showing today! Homes like this dont come around often.

Dont miss this incredible chance to own your own piece of paradise in the heart of the Florida Keys! This beautiful property boasts two floors, featuring 3 bedrooms and 3 full bathrooms, with stunning water views and direct ocean access. Ideally situated just minutes from Sombrero Beach and a variety of dining options, it offers the perfect blend of relaxation and convenience.

Introducing an exquisite fairly new constructed home in Marathon, FL, boasting four bedrooms, 4.5 bathrooms, and breathtaking waterfront views. This luxurious property features an inviting pool, perfect for relaxation and entertainment. Embrace coastal living at its finest, complete with a private dock, providing seamless access to the crystalline waters. With modern design elements and a prime location, this home offers the ultimate blend of comfort, style, and serene waterfront living. This is a great opportunity to have a beautiful modern home in the Keys and to generate income! Contact me today to schedule a private viewing and experience the charm of this beautiful property.

Stunning open water views of the Atlantic ocean directly from your living room! This 3 bedroom 3 bath home features a spacious open floorplan, with large bedrooms and over 1800 sq. feet of living space. Meticulously updated and ready for your family to begin your FL Keys adventure! Lower your boat on the 17K pound boat lift directly into the Atlantic ocean, point south and the next stop is the Bahamas. Absolutely one of the best locations on the island for boating access to the Gulf or Atlantic. Room for a pool. Plenty of parking for you and your guests. Walk to restaurants and shops from this quaint community of Little Venice in Marathon FL.

Welcome to this stunningly remodeled 3-bedroom, 2.5 bathroom coastal retreat in the heart of Marathon, Florida and just minutes to the Marathon airport. This waterfront gem comes a new concrete dock boasting an 18K boat lift, new lighting plus deep draft boating access. The outdoor space is a true oasis with Silver Travertine pavers, a fully functional irrigation system, and a 2014 metal roof. Inside, the home has undergone a complete transformation. Only the charming coral rock walls remain from the original design. The third bedroom has been enlarged and now includes a full bathroom. With new plumbing, electrical systems, and electric blinds throughout, this home is truly move-in ready. The chefs kitchen is a showstopper, equipped with Thermador stainless steel appliances and ample cabinetry. The HVAC system is only two years old, featuring UV mold air treatment for improved air quality. Additionally an on-demand electric water heater and solar panel connections for a traditional hot water system. This home is outfitted with impact doors and windows, blending safety with a sleek, modern aesthetic. The spacious master suite includes a luxurious en suite bath and ample closet space. The open living and dining areas are bright and inviting, and the home includes new TVs. Practical features like a carport, downstairs storage, a shed, and a full stand-up attic round out this exceptional property. Dont miss the chance to own this boaters paradise!