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

Your dream island home awaits in the highly sought-after Sombrero neighborhood, just a short walk from the beautiful Sombrero Beach and a quick boat ride to both the Atlantic Ocean and Gulf of Mexico. This beautifully updated half duplex is ideal for full-time living, a second home, or a vacation rental. Imagine enjoying serene canal views from your pool or the second-floor balcony. This elevated residence features a contemporary kitchen adorned with quartz countertops, a pantry, and shaker-style cabinets, all designed for effortless entertaining thanks to its open floor plan. The primary bedroom offers stunning canal views, an updated bathroom, and a spacious walk-in closet with access to a walkable, climate controlled attic for additional storage. Downstairs, youll find an enclosed room that provides ample storage, while the screened enclosure creates a perfect spot for gatherings. The generous yard includes a shed and plenty of space for kayaks, paddleboards, and other outdoor toys, making it an outdoor enthusiasts paradise. With parking available for multiple vehicles, theres also room for an RV or boat trailer. This home has been upgraded with a durable metal roof and hurricane impact windows and doors, ensuring safety and longevity. The expansive lot offers significant privacy, making this an exceptional opportunity to own a stunning home in paradise. Dont let this chance slip away!

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 under 1.2M. 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!

Tranquility and stunning Bay views await! Welcome to Tranquility Bay Resort, located in the heart of Marathon, offering resort-style amenities and outstanding rental capabilities. A rare opportunity for a corner unit, this 3-bedroom, 2.5-bath gulf front townhome is uniquely situated at the quiet, northern end of the resort, yet convenient to all of the fabulous amenities. A perfect blend of luxury and investment with no rental restrictions and a strong rental history.Step inside and be greeted by stunning open bay views from your private porch! Enjoy the extra light from additional windows afforded by the end location. This home comes fully equipped with dishes, linens, furniture, and more, making it truly turnkey. The inviting main level features a spacious living and dining area, a fully equipped kitchen, a half bath, and a balcony that leads directly to the water. Upstairs, the primary suite includes an en-suite bath and a large porch with breathtaking water views, while two additional guest bedrooms, a full bath, and a laundry area complete the second floor.Resort amenities include two pools, a sandy beach, watersports, top rated Butterfly Cafe restaurant, a Tiki Bar, and putting greens, making Tranquility Bay a top destination for visitors. Centrally located in the heart of the Florida Keys, this property is a strong income producer, recognized with multiple TripAdvisor awards.Dont let the sun set on this exceptional investment and vacation home opportunity at one of the Florida Keys most successful & sought-after resorts!

Step into this full duplex in the heart of Marathon tucked between beautiful native trees. Given you shade and privacy year round. This cbs concrete full duplex can be the perfect home for a first time home buyer, live on one side rent the other or investor looking to add this to their portfolio. White terrazzo floors throughout, stainless steel appliances, Fully remodeled with granite countertops. New HVAC.Equipped with impact windows. Washer and dryer covinienced on both side. Ample parking for guest or toys. Do not miss this opportunitty to own your piece of paradise.

Spacious and well maintained, this bright and airy half-duplex offers the functionality and feel of a single-family home, thoughtfully designed for comfort and versatility. Vaulted ceilings and abundant natural light enhance the inviting living spaces. A charming courtyard at the front of the home creates a welcoming entry, while the tropical backyard retreat features 37.5 feet of dockage with a 16,000-pound boat lift for quick and easy access to the Atlantic Ocean and Gulf of Mexico. Inside, the home includes three bedrooms and three full baths, with two of the bedrooms offering en-suite privacy. The expansive upstairs primary suite spans over 500 square feet and includes a balcony overlooking the canal--perfect for enjoying morning coffee or sunset views. This space could also be reconfigured into two bedrooms for those seeking additional accommodations. A second-level deck with both east and west exposures provides even more opportunities to take in the surrounding beauty. The third bedroom, currently used as an office/den, adds flexibility. Spotless, tidy, and thoughtfully appointed, this home captures the essence of Florida Keys living.

This remodeled oasis offers boating bliss on a 200 ft canal, granting access to the Atlantic and Gulf. Boasting top-notch amenities including stainless steel appliances, impact windows and doors and 50 ft dock, its a haven for relaxation and adventure. Ideal for vacation rentals property has all rental licenses and membership to Cabana Club. Priced to sell, seize this opportunity for waterfront luxury living!

THE KEYS TO YOUR HEART in the heart of the Keys! Dont miss this opportunity to have the ocean views that youve always dreamed of - now is the time. Youll be mesmerized by the Atlantic breezes in this charming one bedroom home that focuses on nothing but the ocean. Palm trees sway overhead where you can suntan in the loungers, enjoy amazing boating, or sip some wine at sunset. Easy to maintain with impact doors and windows and just remodeled. 50 concrete dock and direct ocean access. Close to amenities and restaurants yet tucked away on a corner lot at the end of the road. Landscaped for privacy. WEEKLY RENTALS allowed or build your future dream home here. Dont miss this gem!

LARGE, OPEN, EXPANSIVE SPACE with 3 bedrooms and 3 baths. Numerous modern up grades and appliances. Impact windows in Primary bedroom and bath, all other openings covered by rated panels Back yard includes a patio with table and chairs for dinner parties, great for family and guests to enjoy. Also included are a grill and a freezer. There is a large space in the back yard for a good sized pool and 37.5 feet of seawalled dockage with davits for your boat. This home is an active vacation rental and usually can be seen on Saturdays when rentals change out.

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. Built with strength and durability in mind. 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 spacious home offers a nostalgic glimpse into the old Florida Keys lifestyle on the charming island of Conch Key. Built in 2007, the residence spans 1927 square feet, featuring two bedrooms, a den, an office, and two bathrooms. Primary suite with den could possibly be a third bedroom. Work from home in your office with a peek-a-boo view of the ocean. Kitchen and living room open up to basin views. An elevator makes it convenient to bring your groceries in. The durable metal roof offers peace of mind and protection from the elements.For boating enthusiasts, the property boasts a 31-foot dock and a large turn basin, ensuring easy access to the sparkling waters that surround Conch Key. Additionally, the community boat ramp and boatyard provide further convenience for water activities.Its prime location between Layton and Duck Key, along with its proximity to Marathon, makes it a perfect retreat. Minor wood floor damage due to prior ac leak. Property tented for termites October 2024.

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.

An Oasis by the Sea - Ocean Isles Fishing Village Unit 17Nestled in the heart of the Florida Keys, Ocean Isles Fishing Village Unit 17 stands as a testament to luxury, comfort, and opportunity. This expansive 2,326 sq ft haven is more than just a property; its a gateway to a lifestyle that many dream of but few achieve. As you step into this newly constructed unit, youre immediately struck by the sense of possibility that permeates every corner.The first thing youll notice is the quality of construction. The sturdy metal roof and impact-resistant windows provide a sense of security thats invaluable in this coastal paradise. These features not only protect against the occasional whims of Mother Nature but also contribute to the overall energy efficiency of the home, ensuring your comfort year-round.Step outside, and youre greeted by an Olympic-sized heated pool that seems to merge with the horizon. The gentle South breeze carries the salt-tinged air, creating an atmosphere of perpetual relaxation. Its easy to imagine spending countless hours here, whether youre swimming laps to start your day or floating under the stars at night.For the nautically inclined, Unit 17 offers an unparalleled advantage. With a private ramp and access to boat slips capable of accommodating vessels up to 30 feet, the azure waters of the Florida Keys become your personal playground. Imagine the freedom of setting sail whenever the mood strikes, whether for a day of fishing, a sunset cruise, or an extended adventure to nearby islands.Location is key in real estate, and Ocean Isles Fishing Village Unit 17 doesnt disappoint. Proximity to Marathon MillionaAir FBO means youre always just a short flight away from mainland conveniences or welcoming guests. Local amenities abound, with grocery stores, restaurants, and bars all within easy reach.

Welcome to 53 N Conch Ave, a charming 3-bedroom, 2-bath cottage nestled on picturesque Conch Key. This residence is a true hidden treasure, offering the perfect blend of relaxation and adventure for those who love the waterfront lifestyle. Whether youre an avid angler and diver or simply enjoy the serene views, this home is designed for water enthusiasts.The property features numerous premium upgrades, including impact windows and doors, a durable metal roof, stylish Hardie board siding and Trex decking. Inside, the elegance continues with sleek quartz countertops and beautiful bamboo hardwood floors. The walls and ceilings are accented with cedar and Dade County pine, celebrating the local heritage and adding warmth to the living space. Every detail has been carefully chosen to ensure both beauty and resilience, ready to withstand Floridas weather conditions.A unique feature of this cottage is the 896 square feet of additional space upstairs, not included in the main living area. This versatile bonus space can be transformed into a cozy guest suite, home office, or playroom, providing extra value and flexibility for any homeowner.For boating lovers, the property includes an approximate 50-foot concrete seawall along a clear, deep canal with direct access to both the Gulf of Mexico and the Atlantic Ocean. The dock accommodates larger boats, and a special cut-in area is perfect for canoes, kayaks, and paddleboards. This home is the ultimate headquarters for all your water activities.Located just north of Marathon, this home offers peaceful island living with convenient access to shopping, dining, and entertainment. Its an excellent choice for those seeking a vacation home with investment potential, as the property allows for weekly rentals and can be sold fully furnished.Dont miss this rare opportunity to own a beautiful waterfront property in the Florida Keys. Call today to schedule your showing and discover the endless possibilities this home offers!

VERY RARE CORNER UNIT, Freshly painted inside and out & READY TO ENJOY the Ultimate Keys Lifestyle ! Located in INDIGO REEF, a luxurious town-house style community located directly on the Gulf of Mexico just minutes from the heart of Marathon, yet quiet & tucked away from it all. Situated on over 10 Acres of private land and gated, Villa 25 boasts tons of natural light as an end/corner unit, Incredible OPEN WATER views, vaulted ceilings, quick and easy ocean access through the Vaca cut and an OPEN concept floor plan along with a BONUS room with added square footage on the main level. This OVERSIZED 3 bed/2.5 bath, 1690 Sqft. townhome comes with a deeded 35 ft boat slip located just steps away from the unit. Indigo Reef community offers a spacious HEATED resort style pool with plenty of cushioned lounge chairs, Ice machine, Kayak storage, professional GYM room and ample owners storage located in the temperature controlled HOA building with room for bikes and fishing gear. This home also comes with its own covered parking spot just steps from the front HOA building where more parking can be found along with additional storage on top. This unit comes fully furnished and is a successful weekly vacation rental. Enjoy nightly sunsets while sipping a Key lime margarita from your GULF VIEW unit! You will LOVE sitting under your covered porch while you gaze over the gorgeous BLUE tones of the Gulf & relax after a successful day out on the water. This villa was recently modernized and freshly painted inside and out. Other features include, tile flooring throughout, Large bonus room that could be converted into a 4th bedroom if desired, GRANITE counter tops & STAINLESS steel appliances. SOLD FURNISHED & TURN KEY, ready for you to rent, relax & enjoy the Keys life style all year long. Call today to make this oversized & rare corner/end unit your island dream home!

Discover your private Oasis in the Exclusive Sanctuary at Hawks Cay. Welcome to this stunning 3-bedroom, 2.5-bathroom single-family home, nestled in the prestigious gated community of the Sanctuary at Hawks Cay. Offering the largest floorplan in the community, this home is a true gem with incredible rental income potential. Step inside to find beautiful ceramic tile flooring throughout, vaulted ceilings, and a tastefully decorated interior that exudes elegance. The modern kitchen is equipped with stainless steel appliances, granite countertops, and ample space for culinary creations. Outside, your private pool awaits, a perfect retreat for relaxation. The property comes fully furnished, making it an ideal option as a second home or a lucrative investment opportunity through the Hawks Cay Resort rental program, which allows daily rentals, adding significant value. Located just a short distance from the main resort and its array of amenities, this home also offers nearby dock options for boating enthusiasts. Embrace the charm of the Florida Keys and make this luxurious residence your own, right in the heart of the world-renowned Hawks Cay Resort.

Tropical Elegance Awaits discover your ultimate island escape in the exclusive paradise of Duck Key! This impressive 1,974-square-foot home offers the perfect balance of luxury, comfort, and tropical charm, nestled on an expansive 3 lot property totaling 21,875 sq ft. With its ideal location and incredible amenities, this property delivers the Florida Keys lifestyle at its finest. Step inside to an inviting open floor plan, perfectly designed for entertaining family and friends. The main living area flows effortlessly into an additional living room with a bar, creating a versatile space for gatherings. A cozy fireplace adds warmth and ambiance, making this home a comfortable retreat year-round. The 3 generously sized bedrooms and 2 baths provide ample space for relaxation. Outdoor Oasis with Every Detail Covered. The exterior of the home is a showstopper! A new concrete pool with both a heater and chiller takes center stage in the beautifully landscaped yard, offering year-round enjoyment. Relax under the tiki hut, the perfect spot for sunset cocktails or shaded afternoons. A circular driveway and 3-car garage provide ample parking and storage for vehicles and water toys alike. Owner has a flood policy that is assumable. Duck Key is an exclusive and welcoming community where golf carts are a common mode of transportation. Enjoy a short ride to local attractions like Angler and Ale, Hawks Cay Marina, and the luxurious Hawks Cay Resort. For even more perks, consider joining Club Duck Key, which offers a pool, hot tub, tennis and pickleball courts, social events, and a clubhouse with a full kitchen for an annual membership fee. Short drive from Marathon, where youll find grocery stores, restaurants, and other essential conveniences. Just over a hour drive to Key West and 2 hours to Miami. Dont miss your opportunity to own on Duck Key!

This beautifully remodeled half duplex offers an escape right on the widest canal in Key Colony Beach! Enjoy an electric screened in porch equipped with water misters or relax in your salt water heated or chilled pool. Unobstructed views to a generous 200 ft of canal, youll have access to both the Ocean and Bay from your finger slip dock with 18,000 LBS boat lift. Inside discover a fully furnished space 2/2 with extra bonus sleeping areas, allowing this property to easily host 8-10 people. Fully remodeled with impact windows/doors for peace of mind. Just a quarter mile from pickleball courts, bocce ball, a playground, and dog park, adding to the convenience of this prime location. An incredible investment opportunity with all necessary rental licenses, street legal golf cart included!

Fabulous 3-Bedroom, 2-Bath Home in Sombrero Beach!Built in 2018, this spacious 1,740 sq. ft. home offers a modern split floor plan with generously sized rooms and a large back deck--perfect for entertaining or relaxation. Just a 5-minute walk from the beautiful Sombrero Beach. This property features a metal roof and impact windows and doors that comply with the latest building codes. The home comes with permits and plans for a pool, offering the perfect opportunity to create your own backyard oasis. Additionally, a rental license is included, making it an ideal investment property.

Paradise awaits you at this beautifully appointed, nautical decor, turn key 3/2.5 townhouse. This Gulfside Villa located at Indigo Reef offers spectacular sunsets right from your back porch and balcony creating a serene and relaxing atmosphere! The 1st floor features the kitchen, dining room, living room and a half bathroom. The 2nd floor will have your 3 bedrooms and 2 baths. The fully equipped kitchen features stainless steel appliances and granite counter tops. The spacious master bedroom has a king sized bed, en-suite bathroom with a double vanity, Glassed in shower and a tub. There is a large balcony show casing endless waterfront views with a brand new trellis. The guest rooms have a queen in one and two twins in the other. The guest bathroom has a tub/shower combo. Your deeded Boat slip which is located straight out from your back porch, can accommodate a vessel up to 31ft in total length. You have fish cleaning stations throughout the new dock area that was completed in 2022. Indigo Reef is a gated community that offers a lush, tropical Florida Keys landscape as soon as you enter the property. Some of the amenities at Indigo Reef include a large pool, a fitness room, a spacious air-conditioned storage area as well as an outside storage area above your carport assigned parking space. This unit is currently in the vacation rentals with a property management company and has existing rentals. If you are looking for an investment property, look no further! All decks and railings are brand new, adding a fresh touch.