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

Waterfront Living in Key Colony Beach - 661 12th St, Key Colony, FL 33051Welcome to your ideal Florida Keys retreat, located on the sought-after 12th Street canal in Key Colony Beach. This beautifully updated waterfront home offers everything you need for comfortable coastal living, complete with brand-new hurricane impact windows and sliders, providing both safety and energy efficiency.Boasting 80 feet of brand-new concrete seawall, this property is perfect for boating enthusiasts, offering direct access to the open waters. A whole-house generator powered by brand-new propane ensures uninterrupted power, while an updated electrical system is ready to accommodate a future pool addition.The homes open-concept great room and modern kitchen lead to a spacious covered porch with a screened dining area, ideal for enjoying the ocean breeze. With two bedrooms and two bathrooms upstairs and an additional bathroom and ample storage space downstairs, this home is designed for both comfort and convenience.The mature landscaping enhances the propertys curb appeal, complementing the paver circular driveway, covered carport, and a rare two-car garage--a unique find in the area.Located in the heart of Key Colony Beach, this home offers easy access to world-class fishing, boating, and the relaxed island lifestyle. Dont miss this exceptional opportunity--schedule your private tour today!

Check out this successful Vacation Rental Home that is only 10 lots away from Sombrero Beach and some of the best Ocean Boating Access in Marathon. Large Concrete Home with a Privacy Wall and roughly 50 of Concrete Dockage with a Boat Lift. Out back you will be greeted by a large wooden patio perfect for enjoying the Keys Weather, with a raised wooden deck outside with the Hot Tub. Inside you will see no detail has been spared. Beautiful tile floors, Quartz counters, Stainless Steel Appliances, Coffee Bar, Impact Windows and Doors, On Demand Water Heater, High Ceilings and more. House is a successful vacation rental and can be sold completely furnished. Walk to the Beach and less than 2 minutes out to Open Water. This is truly a must see with location and features that are hard to match.

Live the dream in the stunning Florida Keys! Welcome to your ideal coastal retreat at The Reserve at Sombrero Beach, one of the most coveted neighborhoods in the area. This exceptional waterfront residence offers the perfect blend of luxury and comfort, featuring five bedrooms and five and a half bathrooms. Each bedroom is equipped with its own private bathroom, ensuring convenience and privacy for both you and your guests.The spacious owners suite is a true sanctuary, complete with a walk-in closet and a spa-like bathroom with a walk-in shower. Ideal for entertaining, the first-floor living area boasts a large open-concept kitchen with granite countertops, top-of-the-line stainless-steel appliances, and a central island bar. Elegant crown molding and high-end vinyl plank flooring run throughout, enhancing the homes sophisticated atmosphere.Step outside to your private, fenced backyard, where a lushly landscaped paradise awaits. The heated pool and attached Jacuzzi, surrounded by a paved pool deck and lounge chairs, offer the perfect spot to bask in the Florida Keys sunshine. With three balconies to choose from, enjoy panoramic views of the Atlantic Ocean, canals, and waterways as you take in the stunning sunrises and sunsets.For water lovers, the private boat dock is equipped with water, electricity, and a fish cleaning station, making it easy to launch your boat and explore the open waters. Located in a secure, gated community of only eight residences, this home is just a short walk from Sombrero Beach and conveniently close to shopping, dining, and Marathons private airport.Professionally decorated and fully furnished, this home is ready for you to move in and experience unparalleled luxury. Dont miss the opportunity to make this dream home yours and live the Florida Keys lifestyle at its finest!

Island Elegance and Open Water Access with Bonuses!Wake up to ocean breezes, endless sunshine, and the sound of gentle waves--this turn-key waterfront retreat in Marathon is your ticket to island living! Whether youre seeking a laid-back second home, a tropical full-time escape, or a vacation home that can offset expenses, this 6-bedroom, 4-bath beauty has everything you need.Set just 4 houses from open water, youll be cruising the Atlantic in minutes from your 75-foot dock--perfect for boaters, anglers, and watersports lovers! After a day on the water, unwind in your heated saltwater pool, sip cocktails on the shaded patio, or take in the stunning open-water views from the upstairs balcony.Inside, enjoy coastal-chic updates with a new metal roof, impact windows & doors, fresh flooring, and designer finishes. The separate owners lockout suite adds extra flexibility, and the huge garage + RV parking ensures plenty of space for all your toys.With 7-day rentals allowed, this home offers the perfect balance of relaxation and opportunity--a place to create memories and let island life work for you. Whether youre fishing at sunrise, biking to local restaurants, or watching the sunset from your private dock, this is the Keys lifestyle at its finest!

Amazing, well built home, located in Sombrero Isle. Home is a weekly vacation rental with many bookings and repeat guests. All kitchen white cabinets and new granite countertops are being fabricated to complete this coastal inspired renovation. There is an unexpected element of privacay from this oversized corner lot not often found in the Florida Keys. This home is being sold rental ready right down to the silverware and advanced bookings for a true turnkey experience. Please be patient as showings will need to be scheduled around the vacation guests. Cash sales only please

Discover the perfect blend of quality craftsmanship and waterfront convenience in this stunning 3-bedroom, 3-bathroom home. Built with solid CBS construction, this residence is designed to last and offers an inviting, open layout. Just minutes from open water access, the property is a boaters dream, featuring a boat lift that accommodates up to a 35 boat, multiple docking spaces, and a large dock box for convenient storage.Inside, the beautifully designed kitchen boasts granite countertops, enhancing both style and durability. Custom tilework throughout the home adds unique charm, while a working elevator and cozy fireplace provide additional comfort. The spacious four-car garage ensures ample storage, and the 10,000 gallon cistern with a pump offers additional water security.For added privacy and security this property is enclosed with concreate walls on both sides with gated access to the rear of the home. A versatile downstairs, currently housing a commercial ice maker, provides endless possibilities- whether for storage, tackle room ,or extra recreational space. Plus there is ample room to add a pool, creating your own private oasis.Every detail in this home has been carefully designed and fully permitted, offering peace of mind and a solid, well- built feel from the moment you walk in!

Endless Possibilities. This well-built waterfront home, offering 110 feet of deep-water canal frontage, a private boat ramp, and dock space for multiple LARGE vessels, is ready for its next chapter. With easy ocean access and a 200-foot wide canal, its the perfect setting to embrace the island lifestyle. Conveniently located within walking distance of Coco Plum Beach adds to the homes appeal both on and off the water. The main living area features an expansive open-concept design, with vaulted ceilings that amplify the already ample space across the living, dining, and kitchen areas. Multiple sliding glass doors lead to a sprawling screened-in lanai spanning over 700 square feet-- offering additional outdoor living space perfect for relaxing, dining, or hosting while enjoying peaceful water views and refreshing ocean breezes. The generously sized primary suite includes a spacious en-suite bath, walk-in closet, and direct lanai access. A second bedroom also connects to the lanai, enhancing the homes seamless indoor-outdoor flow. A third bedroom, two additional full baths, and laundry room complete the main living level. The lower level features a legal one-bedroom, one-bath suite with a private entrance, its own screened-in patio, a kitchenette, laundry room, and 9-foot ceilings--ideal for accommodating in-laws, guests or crew with privacy and comfort. While the home is structurally sound and move-in ready, cosmetic updates would elevate its appeal and transform it into a truly show-stopping island retreat. The expansive lot also offers ample room to add a pool, further enhancing its outdoor living possibilities. Not a Drive-By! The true scale, layout, and impressive outdoor spaces must be experienced in person to appreciate this remarkable homes potential. This property presents an exceptional opportunity for motivated buyers or contractors to transform it into a show-stopping Keys retreat. Bring Your Vision. Live the Dream.

Experience the Ultimate in Florida Keys LivingWelcome to your dream coastal retreat! This stunning 3-bedroom, 3-bathroom home offers everything you need for a life of luxury and relaxation. Featuring a private guest suite, this home is thoughtfully designed to provide comfort and style.Situated along a wide canal, the property boasts a 75-ft private dock with an electric boat lift (15,000 lbs capacity), offering quick access to the open water and endless boating adventures. The lagoon-style pool is perfect for soaking up the sun or enjoying tranquil evenings.The home includes two garages--a one-car garage and a two-car garage--providing ample storage space for your boating equipment, water toys, and other essentials.Located just moments from the pristine shores of Sombrero Beach, you can embrace the ultimate Florida Keys lifestyle with ease. Modern amenities, ample storage, and an unbeatable location make this property ideal as a full-time residence, vacation getaway, or investment opportunity.With a strong rental history already in place, this home is not just a dream--its a smart investment.📞 Call us today for more details and to schedule your private tour!

Expansive and elegant waterfront residence situated on the canal, offering an eastern exposure overlooking the in-ground pool and 100-foot wide canal. The property features a covered patio on the lower level and a spacious wooden deck on the upper level, complete with spiral stairs leading from the living room to a tropical keys-inspired kitchen. Ideal for hosting gatherings and unwinding in comfort. This 5-bedroom, 3-bathroom home includes two bedrooms and two baths upstairs, as well as three bedrooms and one bath downstairs. The circular paver driveway provides ample parking space. A large family home or corporate retreat boasting a Corian kitchen, fireplace, and separate living and dining areas on both floors. Equipped with a boatlift and convenient access to the Atlantic, whether you are looking for a vacation rental or a permanent residence, this property has it all.

Discover the ultimate Florida Keys retreat at this stunning waterfront estate in Key Colony Beach. This 5 bedroom, 3 bathroom home blends tropical elegance with modern luxury, offering an unparalleled coastal lifestyle.A lushly landscaped entrance welcomes you to an open-concept living space with soaring ceilings, large windows, and seamless indoor-outdoor flow. The gourmet kitchen boasts stainless steel appliances, custom cabinetry, and a spacious island, perfect for entertaining.Step outside to your private paradise featuring a resort-style pool, spa, and expansive patio surrounded by lush greenery. A private dock with deepwater access makes this a boaters dream, providing quick access to the Atlantic and Gulf.The primary suite offers a spa-like en-suite bath, while spacious guest rooms ensure comfort for family and friends. Additional amenities include a two-car garage, high-end finishes, and a prime location near pristine, dining, and world-class fishing.Whether as a primary residence, vacation home, or investment, this waterfront oasis delivers the best of the Florida Keys lifestyle.

Waterfront Pool Home with Deep-Water Dockage & Direct Gulf Access!Welcome to 10980 3rd Avenue Gulf -- a true boaters paradise tucked away on an oversized private lot along a wide and deep canal. With multiple dockage options for large boats, a boat lift, and instant Gulf access (plus ocean access just minutes away via Vaca Cut), this property is ideal for serious anglers and water enthusiasts alike.This well-maintained home offers spacious living areas, a nicely updated kitchen with granite countertops, and a tranquil screened-in porch perfect for relaxing after a day on the water. The layout is open and inviting, providing plenty of room to entertain and unwind.Step outside to enjoy the screened-in pool, covered patio, summer kitchen, and generous yard space. With ample parking, a detached garage, and all the must-have outdoor features -- including a boat dock, lift, and fish cleaning station -- this home offers everything you need for effortless Keys living.

Discover an extraordinary waterfront oasis in the heart of the Florida Keys. Located just moments from the pristine sands of Sombrero Beach, this elegant estate blends modern sophistication with the relaxed charm of coastal living. Designed for the discerning buyer, every detail of this property reflects luxury, comfort, and an unparalleled boating lifestyle. Elevated foundation - permitted for finished interior living space, unlike many other properties in the area.Expansive Two-Story Detached Garage - At 50 feet in length, this impressive structure is ideal for storing all your Florida Keys toys--boats, jet skis, and luxury vehicles or even your class A motorcoach. Composite Dock & Boat Lift with 69 feet of premium dockage, enjoy easy deep-water access to the Atlantic Ocean. The high-capacity boat lift is perfect for safeguarding your vessel while offering effortless on-the-water adventures. Two-Car Garage An additional attached two-car garage provides even more space for vehicles and storage. Whether youre an avid boater, a beach lover, or simply seeking a private retreat, this estate delivers a lifestyle where every day feels like a vacation. Schedule your private tour today and experience the best of Marathons waterfront luxury. Live where others vacation - 415 Sombrero Beach Rd is your gateway to paradise.

Relish in contemporary, coastal luxury and harbor views at this recently upgraded waterfront three bedroom, three bathroom, waterfront pool haven. Located on Logans Island, locally known as the old Millionaires Row, enjoy stunning sunsets, 50 feet of deep-water dockage, 20,000 lb boat lift, and 210 feet of shoreline on a 10,633 sf corner lot. You wont have to lift a finger as this residence was completely renovated and professionally decorated in 2020. Licensed weekly vacation rental with over $100,000 in bookings for 2025 and more to come, purchase with rentals in place. Find the open concept great room complete with electric fireplace adorned with custom tile, Miami Dade pine and shiplap accents. Coastal kitchen equipped with sleek Cafe appliances, white shaker cabinets, gold hardware, farmhouse sink, butcher block island, ice maker, dishwasher drawers and mosaic tile backsplash. Breathtaking backyard that features a 13 x 26 in-ground concrete heated pool surrounded by tile decking, AstroTurf, river rock, multiple lounge areas, and all the palm trees your heart desires. After a day on the water, rinse off in the custom-built outdoor shower. something for everyone. This Marathon sanctuary on Millionaires Row isnt just a property, its paradise!

Welcome to your Keys dream home! This beautifully crafted residence, built in 2019, offers 2,464 square feet of luxurious living space, perfectly blending comfort and elegance. With 4 generously sized bedrooms, 3 full bathrooms, open floor plan kitchen and living area, and with deep waterfront balconies on both levels theres ample space for family and guests. Take advantage of outdoor living with expansive covered entertainment area, lounge by the sparkling swimming pool or enjoy direct access to open water from your own 100-foot composite dock. Situated on a serene canal, this home is a haven for water enthusiasts and for those seeking a tranquil retreat. Located just a short walk to beautiful sandy Sombrero Beach, this home offers a unique blend of modern luxury and waterfront living. Whether youre looking for a permanent residence, a vacation getaway, or an investment property, this house is sure to exceed your expectations. This is a currently active vacation rental with excellent income potential. Call today for information and to schedule a private walk-thru of your Keys dream home.

Casa de la Playa -- Your Private Keys Retreat on Grassy KeyIf youve been dreaming about owning a private beach house in the Florida Keys, Casa de la Playa is calling your name. Set on over half an acre of lush, tropical grounds, this waterfront home on Grassy Key delivers everything you love about island living -- wide-open ocean views, your own sandy beach, and plenty of space to relax and entertain.From the moment you pull into the long, palm-lined driveway, youll feel the world slow down. Inside, this bright and breezy home features 4 large bedrooms and 4 bathrooms, perfect for family getaways or hosting friends. The open living area and kitchen (complete with stainless steel appliances and a huge island) make gathering easy -- and those panoramic water views from almost every room will never get old.Step out onto the spacious second-level veranda, and youve got the ideal spot for morning coffee, lazy afternoons, or sunset happy hours. Down below, your backyard paradise is ready: a sparkling private pool, a full sandy beach you can actually use, and tropical landscaping that feels like a resort -- complete with irrigation and lighting.Other major perks? Brand-new impact windows and doors, durable Hardi Board siding, and tons of parking for your boat, cars, and toys.Whether youre looking for a forever home, a vacation getaway, or an investment that guests will fight to book, Casa de la Playa checks all the boxes. B&BATVAI

One-of-a-Kind Canal Front Home in Duck Key. Rare opportunity to own this large, custom-built split-level home overlooking the iconic Yacht Club Bridge and sparkling flowing waters of Duck Key with easy ocean access and ocean views. This unique property offers unparalleled water views from the spacious primary suite, where you can relax and watch the hawks and pelicans from your private balcony. Inside, the expansive gourmet kitchen is perfect for culinary enthusiasts, featuring a dining area, ample cabinetry, a built-in desk area, and a seamless flow into a cozy patio ideal for enjoying your morning coffee. The grand entrance, framed by wrought iron gates welcome you. Brick paver walkway leads to a beautifully landscaped garden offering a peaceful retreat. This home is ideally located on a large waterway where three canals converge, making it perfect for those with a large boat and offering a 75 seawall. With expansive balconies, hurricane shutter roll-downs on the second-floor front bedrooms, an oversized garage with storage, brick paver walkways and driveway, this home provides both luxury and convenience. Additional lower level bonus space being used as non-conforming guest quarters. Experience the relaxed island lifestyle that Duck Key has to offer. With easy access to world-class amenities at the Hawks Cay Resort, nearby boat ramps, dining options, and a variety of activities. Membership to the exclusive Club Duck Key is available to further enhancing the island experience. This one-of-a kind home is an exceptional find in a sought-after location. Dont miss your chance to own a piece of paradise--schedule your showing today! Offers encouraged. B&BATVAI.

Walk right in and Sit right down, this home is ready for you and your toothbrush! This home has everything for your vacation home needs. Or make the Keys your full time residence and live the dream! Spacious living areas, private yard. Pool and 75 feet of dockage. This home is on the beautiful azure canals of Duck key. Nice location with large yard, and ready to move in. Owner financing possible with 50% down. B&BATVAI

Breathtaking views of Sombrero Lighthouse, the famed Seven Mile Bridge, and mesmerizing sunsets define this rare oceanfront opportunity. Situated on an oversized lot spanning 13,875 square feet--an extraordinary size by Keys standards, with 80 feet of ocean frontage--this property offers a unique chance to embrace the quintessential Florida Keys lifestyle. The land has been cherished by the same family for over 40 years; in the mid-1990s they thoughtfully built the current home to complement its exceptional setting, creating a legacy of care and appreciation. This two-bedroom, two-bath home features a clean, inviting design. Neat, tidy, and completely move-in ready, the home was sited to maximize the stunning open water views. The living, dining, and kitchen areas--all the way to the kitchen sink--are framed by sweeping vistas, creating an everyday living experience that feels anything but ordinary. A spacious garage and full lower-level footprint add versatility to the homes thoughtful design. With an oceanfront dock, this property offers direct access to open water, ideal for exploring nearby sandbars, world-class fishing, or enjoying a day on the water. Whether youre drawn to the waters edge or life on the water, this home places the best of the Keys lifestyle at your doorstep. This property is an ideal choice for those seeking the simplicity and charm of an oceanfront Keys retreat without the scale of a sprawling mega-mansion. At the same time, the oversized lot offers ample potential for expansion, providing flexibility for buyers with larger visions, all while preserving the tranquility of its stunning location. Dont miss the opportunity to own a home in this iconic location. Schedule your private showing today and experience the beauty and tranquility this exceptional property has to offer.

Welcome to The Tides at Vaca Cut #7, a stunning 4-bedroom, 3-bathroom waterfront retreat offering 2,607 square feet of luxury living, expertly built and designed by DAsign Source in 2020. The oversized master suite is a true sanctuary, featuring a spa-like ensuite with serene water views, a freestanding soaking tub, spacious walk-in shower, double vanities, and a massive closet. The bright, open-concept living area flows seamlessly to a private pool and outdoor space, where breathtaking Vaca Cut views and unbeatable boat-watching create the perfect backdrop for relaxation. For boating enthusiasts, 36 feet of dockage with a 12,000-lb boat lift provides direct access to the Atlantic Ocean and Gulf of America. A dedicated laundry room, spacious downstairs enclosure, and storage closet offer extra convenience--ideal for stowing all your Florida Keys lifestyle essentials. Built for durability and efficiency, the home features concrete block construction, impact windows and doors, and a metal roof. With strong rental history and exceptional income potential, this turnkey waterfront home is a rare opportunity in one of the most sought-after locations in the Florida Keys.

Brand New Coming in 2025: A Luxurious Waterfront Haven with Unparalleled Water Vistas, and Deep-Water Dockage! Experience the pinnacle of Florida Keys living in this 3,200 Sq Ft waterfront masterpiece, offering 5 Bedrooms 5 Bathrooms, and a seamless blend of elegance and comfort. Designed for the discerning buyer, this home features a private pool, an elevator, and a stunning rooftop deck, your front row seat to breathtaking sunsets over Boot Key Harbor. Work with Keys Dream Properties to personalize every detail, from interior and exterior colors to high-end tile, quartz countertops, lighting, and fixtures. Create a dream home that reflects your vision. Nestled in the heart of Marathon, this premier location offers easy access to world-class dining, boutique shopping, and the vibrant boating lifestyle. Your protected 50 foot Deep-Water dock places you just minutes from the Atlantic and Gulf, making fishing, snorkeling, and open-water adventures effortlessly accessible. On windy days when the open water of the Atlantic Ocean is not pleasant, Boot Key Harbor provides calm waters for social boating, on the water dining, and cocktails. Best of all, this exclusive property comes with no HOA fees, and allows 7-day rentals, offering both lifestyle flexibility and a lucrative investment opportunity in Marathons thriving vacation rental market. With permits secured and construction set to begin, now is your chance to claim this rare opportunity. Contact us today to start designing your custom Florida Keys retreat!