Middle Keys Real Estate for Sale, Homes and Condos in the Florida Keys

Romantic Venetian Bridge view and your own waterfront duplex in exclusive Duck Key. Live on one side and rent the other. Deep water dockage and quick access to the ocean by water. Each Side Features 2 Spacious Bedrooms and 2 Full Bathrooms. Beautifully Renovated Kitchens featuring: Custom Oak Cabinets, Marble Countertops, Custom Lighting, Stone Backsplash, Crown Molding, and Gorgeous Travertine Marble Flooring Throughout Both Sides. The Living Room area has an open floor plan with lots of nice custom features including Crown Molding, Plantation Shutters. Custom Built, Inground Heated Pool, LED Lighting. Brick Paver Decking. The large Tiki hut features a Summer Kitchen Built-In Grill. Tiki Hut also has a Dining Table and Chairs, Multiple Lounge Chairs, and Coffee tables. Beautifully Landscaped, Covered Parking, Room for Boat Trailers. Living your best life in the Keys on the water for $1.050M with income.

Easy Walk to Sombrero Beach in Marathon and Easy Ocean Access. 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.

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

YACHT FRIENDLY! Dont miss this affordable opportunity to own a charming three-bedroom, two-bath home in the desirable Duck Key community, complete with 93 feet of deepwater dockage where the water color is always stunning and clean. The spacious backyard is perfect for outdoor living, featuring a tiki hut, a stunning heated and chilled swimming pool with royal blue ceramic tiles, and a step-down concrete dock for easy access to your paddle boards, kayaks, and a 10,000 lb boat lift. Surrounded by lush tropical foliage, the oversized seawall offers space to accommodate up to three boats, depending on their size.Inside, the home exudes a bright and inviting ambiance, with wood laminate flooring, stainless steel appliances, impact-resistant windows and doors, and panoramic water views from the canal side. The dining room opens to a generous balcony, ideal for soaking in the beautiful scenery and sunsets.Duck Key is a golf-cart-friendly island with access to a private social club offering wellness amenities. Youre just a short walk to Club Duck Key, several resort restaurants, markets and a marina. With the home currently serving as a successful vacation rental, its a smart investment opportunity you wont want to miss!

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.

Huge Price Reduction, Seller says get it sold! Located in the sought-after Sombrero Beach community of Marathon, this exceptional property offers 3 bedrooms, 3 baths, and nearly 3,000 square feet of living space. Elevated, concrete construction, impact windows, and doors, and topped with a durable metal roof, this home provides both beauty and peace of mind. The outdoor space is an entertainers paradise, featuring a brand-new saltwater pool with an integrated hot tub. Both the pool and spa include smart technology and LED lighting, and they can be heated or chilled for year-round comfort. The outdoor space has built in seating for large gatherings.Inside, the home offers a bright, open floor plan. Upstairs, youll find two spacious bedrooms, including a luxurious master suite with a newly remodeled ensuite bath. A second remodeled bathroom is conveniently located off the hallway, adjacent to the large guest bedroom. The family and dining areas flow seamlessly into a well-appointed kitchen, which features an adjacent pantry and laundry room. On the lower level, the fully enclosed, above-flood living space includes an additional bedroom, a full bath, and a kitchenette, perfect for hosting guests or extended family. The downstairs has plenty of room to expand and add another bedroom. The property also includes an oversized two-car garage with an attached workshop, providing ample storage and workspace. Set on a wide canal, the home offers 115 feet of water frontage and a 75-foot dock with davits, allowing for large vessel access. Boating enthusiasts will appreciate the direct route to the Atlantic Ocean, reachable in just 8 minutes at idle speed, with no fixed bridges to navigate. Located across the street from a golf course fairway, this home offers a tranquil setting with no front-facing neighbors, while being just minutes from grocery stores, dining, and other conveniences. This property is a rare find, offering luxury, functionality.

Welcome to your dream oceanfront oasis at 605 109th Street in Marathon, FL! This fully renovated 3-bedroom, 3.5-bathroom home offers a rare combination of luxury, tranquility, and development potential. Boasting breathtaking open water views of the Atlantic Ocean from nearly every angle, this property is also a prime opportunity for growth. Originally comprising three lots, it could easily be split into two conforming oceanfront lots via a simple lot-split process, making it an exceptional investment or multi-use property.Step inside to discover a stunning interior with an open-concept design, featuring all-impact windows, tile flooring throughout, and a gorgeous kitchen equipped with stainless steel appliances, granite countertops, a spacious island, and custom window treatments. The Lennox central AC (installed in 2018) ensures year-round comfort. The layout includes large guest rooms, one with its own ensuite bath, both offering private entrances to the pool and backyard. The master suite also enjoys a private entrance to the pool, creating a seamless indoor-outdoor living experience.Outside, immerse yourself in paradise with a sparkling pool, relaxing jacuzzi, and a charming tiki hut--all perfectly positioned to take in the expansive ocean views. A cabana structure adds convenience for poolside entertaining, while a metal roof, covered carport, and ample storage space complete the package.Whether youre looking to lounge by the pool, host gatherings under the tiki hut, or explore the propertys development potential, this ground-level gem offers the ultimate in Keys living. Dont miss this incredible opportunity to own a piece of paradise! Schedule your private showing today.

Stirrup Key is one of Marathons most established Gated Communities, which offers it owns private boat ramp to all residents & this is a very RARE opportunity to own a Brand New Construction Custom Built home behind the gates of Stirrup Key by the local and well respected builders Design Center who have chosen to take a high-end modern design with this 3 Story, 4 Bed plus Den, 4.5 Bath Pool Home with 3467 sqft living with multiple rear patios overlooking the homes water view. Exterior highlights include a Custom Modern Long Paver Driveway that leads to the homes Enclosed Garage and also Carport for additional parking, EV charging station, Concrete Block Construction, Poured Solid Columns, a Metal Roof, Energy Efficient Spray Foam Insulation, Hurricane Impact Windows & Doors thru out including a pre-wire for a Home Generator providing peace of mind. The home is designed so entry will be on the ground level adjacent to the garage to simplify things. On the rear of both living levels are Large Balconies with Custom Welded Handrails. The Custom Kitchen will feature Solid Wood Soft Close Cabinets including 42 Uppers and LED under cabinet lighting with Modern Black Hardware and Cabinet Crown Molding, GE profile Appliances, Quartz Counters, a Modern Backsplash & Upgraded Plumbing Fixtures. Each of the 4.5 Baths will have Custom Tile Floors, Designer Tiled Showers with Frameless Shower Glass Enclosures & Modern Lighting, Mirrors, Faucets, Toilets, etc.. Additional Interior highlights include 5 1/4 Baseboards throughout, 8FT Solid Core Doors with Modern Hardware, Led Recess Lighting thru out, Zero Maintenance Vinyl Plank Flooring throughout, Sherwin Williams XP Loxon Exterior Paint and Sherwin Williams Duration Interior Paint, 10FT Ceiling Heights, Expansive Closets in each of the Bedrooms, & so much more. The private backyard will feature a Custom Built Heated Concrete Pool with Travertine Paver Deck, Pebble Pool Finish with Sunshelf & Color Changing LEDs.

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!

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!

Welcome to 273 W Seaview Dr, your sanctuary in tropical paradise! This concrete fortress, built to withstand hurricanes, ensures peace of mind on a 15,247 sq ft lot. The 3/2 home, completed in 2020, features modern amenities and stylish finishes. The new AC garage (2023) offers space for 12 cars, high ceilings, and ample storage, perfect for vacationing.Enjoy Floridas benefits: no state income tax, an average of 230 sunny days per year, and beautiful beaches. Duck Key also boasts excellent schools (public, private, and charter) and a friendly, welcoming community. Embrace island living in secure, luxurious paradise!

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.

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!

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.

Amazing Duck Key Ocean access home with four bedrooms and three full bathrooms. The enchanting canals and this waterfront residence redefine luxury living in the Florida Keys. Your paradise awaits in the pool area, with a concrete swimming pool illuminated by underwater lights and gas-heated. This stunning property features open spaces to entertain, a terrace, a gazebo, one golf car, two kayaks; (dont miss including two massive 40,000 lb and 7,000 lb boat lifts), a new concrete dock 120 feet, a spacious family room, an open kitchen, a balcony, updated bathrooms, and it is furnished. The spacious living room boasts vibrant, matching tropical Florida Keys colors. Tile floor, dishwasher, refrigerator, new washer and dryer, and a golf car community. There is ample space for your cars, and a huge basement for all your water sports gear, and dont forget the unique man-made coral rock entrance to the water. With private security patrolling the entire neighborhood, you can rest easy knowing you and your family are safe and secure!. The property offers fishing and diving, as well as entertainment at restaurants, bars, and resorts. Bask in the beauty of vivid sunrises and sunsets. There is something for everyone here!!!!

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.

MOTIVATED SELLER!!!The INCREDIBLE house is for sale!! Great entertaining is with this open concept floorplan, concrete pool & huge tiki. Vaulted ceilings in the living, dining room & custom kitchen. The huge master suite has 4 closets, updated bathroom & sliders leading to private, tropical yard. Impact windows, extra room/office, air conditioned sun porch & half bath, 2 car garage, boat lift, fish cleaning station & 50 ft composite dock make this the perfect retirement or vacation rental in Paradise. Just 5 minutes to Vaca Cut, open ocean and gulf. All in Key Colony Beach, where you can walk or bike to 4 restaurants, marina, golf, tennis, pickle ball, bocce ball, 3 playgrounds, horseshoes, post office, city hall & Sunset Park. Extremely wide canal that you can turn any boat around.