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

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 the ultimate sanctuary youve been searching for, located in the exclusive gated community of Hawks Cay Resort. This stunning property combines luxury, space, and elegance with the added bonus of your own private tropical pool, surrounded by lush landscaping for complete serenity. Whether youre looking for a dream vacation home, a second residence, or a premium income-generating rental, this property has it all. With the ability to comfortably accommodate up to10 guests, its perfectly designed to maximize nightly rental income while offering an unforgettable experience for you or your guests. Step inside to find an expansive open-concept layout featuring a fully equipped kitchen, a spacious dining area and multiple sitting areas, perfect for entertaining or relaxing with family and friends. The downstairs den is thoughtfully set up as an additional sleeping area, adding to the homes flexibility. Outside, the deck and private pool create the ideal setting for family gatherings or relaxing afternoons in your tropical oasis. Few properties in Hawks Cay offer this blend of size, luxury, and rental income potential. Dont miss your chance to own this exceptional sanctuary, its everything youve been dreaming of and more!

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!

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

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

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.

Welcome to Your Private Paradise in the Florida Keys. Discover the ultimate retreat at Hawks Cay Sanctuary, a prestigious and rare gem at Hawks Cay. This stunning tropical oasis boasts a serene private pool surrounded by lush foliage, offering the perfect blend of privacy and relaxation. Step inside to find spacious living and entertaining areas, both indoors and out, designed to maximize comfort and luxury. With three expansive bedrooms with an additional bonus room, three full bathrooms. This home is tailor-made for hosting guests or enjoying your personal haven. Located within the private gated area of The Sanctuary and permits nightly rentals, this property offers unmatched flexibility and investment potential, an incredibly rare opportunity in the Florida Keys. Whether youre seeking a tranquil escape, a lucrative vacation rental, or both, this property truly has it all. Dont miss your chance to own a piece of paradise. Schedule your private showing today!

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.

Discover the chance to own one of the few 4-bedroom villas at the prestigious Hawks Cay Resort. This exceptional property offers a combination of luxury, location and investment potential. This villa features granite countertops, laminate flooring and many new stainless-steel appliances (currently on order), ensuring a modern and stylish interior. Its prime location offers unparalleled convenience, with canal access providing a clear route to the ocean, a dream for boating enthusiasts. Relax on the spacious back porch, soaking in the beautiful Florida Keys weather and stunning canal views that expand all the way out to the ocean. The villa is beautifully decorated with a coastal theme, creating a serene tropical retreat. For investors, this property is an incredible opportunity. You can enroll this property into the Hawks Cay rental program, or rent it privately, either way it can be rented on a daily basis, maximizing its revenue potential and adding significant value to the property. Alternatively, you can simply just use it as your personal Florida Keys getaway and not rent it at all. Boat docks are conveniently located just behind the villa and available for rent, catering to your boating lifestyle. Dont miss the chance to own this rare 4-bedroom villa and enjoy the best of Hawks Cay living.

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

TURNKEY Indigo Reef villa is now available! This 3-bedroom, 2.5-bathroom townhome is a boaters dream and income-earning gem. Villa 47 offers breathtaking open-water views, vaulted ceilings, and an open-concept downstairs living space that is ideal for entertaining. Throw open the French doors to expand the space further and unwind in the shade of the covered porch while overlooking the manicured grounds and water. Upstairs, youll find a well-thought design encompassing the 3 bedrooms, 2 bathrooms, and laundry. Each bedroom features balcony access with the 2nd and 3rd bedrooms opening to the front-covered balcony; perfect for watching the sunrise. The primary ensuite opens to the private, upper back deck where you can soak up the sun, relish stunning sunset views, or stargaze while overlooking the sparkling Gulf.Amenities abound in Indigo Reef. The private community is conveniently located minutes from the heart of Marathon and all that the island has to offer, while peacefully tucked away from the noise, situated on 10+ acres along the waters edge. The gated, resort-like community features a spacious, heated pool with comfortable lounge chairs, an ice machine, kayak storage, a professional-grade gym, and ample owner storage in the temperature-controlled HOA building -- perfect for bikes and fishing gear. This home comes with an assigned covered parking space steps from the front entrance. Off the back porch, youll find some of the best boating and fishing in the world. The 31 deeded boat slip is protected by mangroves while the deep-water channel is easy to maneuver and allows quick access to the Gulf and ocean via Vaca Cut.Fully furnished and currently a successful weekly vacation rental, the new owner can start earning income immediately with bookings in place through June. This home is a must-see! Call today to make it yours!

Experience breathtaking views of Lake Lucille from this meticulously updated three-bedroom, three-bathroom townhouse at Hawks Cay Resort. This stunning waterfront villa features elegant enhancements, including custom tile work in the showers, convenient external storage, modern stainless steel appliances, stylish tile flooring, and a full bathroom on the lower level. Ideal for larger families, this property also presents an exceptional income opportunity, with the ability to rent daily, which is a rare advantage in the Florida Keys. Situated in a prime location, youll find yourself just moments away from the main resort and its numerous amenities. Unwind on your back porch and soak in the incredible water views after a thrilling day on the water. With docking options available directly behind the villa, this home is the epitome of vacation living in an enviable setting. Dont miss out on this extraordinary opportunity! Schedule a showing today!

No passport required for this idyllic island lifestyle. Nestled between Islamorada and Marathon in the heart of a fishermans paradise, the Florida Keys. This waterfront detached duplex is a dream come true for the avid boater and nature enthusiast seeking tranquility. Resident or investor.The vibrant landscaping and tropical colors evoke a true Caribbean-style ambiance. Located on Long Key, this property offers proximity to Long Key State Park, a scenic bike path, restaurants, and a convenience store. Embrace the small community charm of the village of Layton and its unique place among many keys. Come and unwind in your personal piece of paradise. Swimming pool quote available for buyer review.The main house features 2 bedrooms and 2 bathrooms on the main floor, with a spacious open area and half bath upstairs, perfect for an additional bedroom or office. Step onto the expansive open-air deck from the second floor to enjoy breathtaking canal views and stunning sunsets. Built with quality in mind, the main house spans 1,488 square feet and offers the security of resilient concrete construction, solar panels, impact windows/doors, accordion shutters, and a metal roof. This unique property is legally zoned for multi-unit use, allowing for a charming bungalow of 1-bedroom, 1-bathroom, in 672 square feet and offers privacy among family or friends, a unique caretaker / income opportunity. Enjoy abundant water access & facilities, including a boat lift ready for your skiff or bay boat, enough seawall for your offshore boat as well, small boat ramp, dock side electric & water connections, and a fish cleaning station. The grounds feature beautiful pavers, abundant parking, and ample storage space for all your recreational equipment, including room for an RV or potential pool. Additional storage is available in the climate controlled shed/workshop, ideal for tools, fishing gear, and outdoor accessories.

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

Step into a 3-level TH in the gem of the Florida Keys that exudes the charm of a Key West Colonial Home, inviting you to seamlessly transition into the quintessential Florida lifestyle! It is perfect for investors with interesting income opportunities as well as your homestead! Very updated, generously sized and equipped with contemporary kitchen and so much more! Check it out today!

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.

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

Welcome to 11281 2nd Ave Ocean, a stunning 3-bedroom, 2-bathroom coastal retreat nestled in the heart of Marathon, FL. This turnkey furnished home, currently in a vacation rental program, comes complete with dishes, linens, furniture, and more, making it an excellent investment opportunity or a perfect dream residence. Enjoy breathtaking ocean views from the master bedroom and the covered east-facing porch, where the prevailing east winds provide a refreshing breeze. The home is equipped with impact windows and window treatments, ensuring both comfort and safety. Each room features a TV, enhancing your relaxation and entertainment options. This stilted concrete construction boasts a prime location for water enthusiasts, offering quick access to both the Atlantic and Gulf waters. Keep an eye on your boat at all times as its just outside your door on the 50-foot private dock with 10,000 lb. davits, making it easy to launch your boat or jet skis. With kayaks and bicycles provided, youll have everything you need for outdoor adventures, whether its a day on the water or a scenic ride through Marathons picturesque streets. Outdoor amenities are exceptional, featuring a bait freezer, ice machine, and a fish cleaning station for your catch of the day. Enjoy an additional spacious 699 sqft covered outdoor living area under the home by the swim spa, perfect for entertaining or relaxing. Dive into relaxation with the deluxe swim spa, complete with a beverage bar and pergola--ideal for unwinding after a thrilling day on the water. There is a convenient 541sqft garage and an owners locker for additional storage. Located just minutes from local amenities, this property offers unbeatable convenience. Marathon Airport is only 5 minutes away, making it easy for you and your guests to access your slice of paradise. Dont miss your chance to own this incredible ocean view home in Marathon. Schedule a showing today and discover all this property has to offer!

Indulge in the luxury of this prestigious single-family home, complete with your own pool, nestled within the gates of the Sanctuary at Hawks Cay. The expansive great room concept, encompassing the living room, dining area, and kitchen, provides ample space for entertaining. The primary suite features a spacious ensuite bathroom equipped with a tiled shower, water closet, double-sink vanity, and a tub ideal for soaking after a long day on the water. With 3 bedrooms and 2.5 bathrooms, this pool home offers comfort and convenience for a large family and guests. Established rental property with strong rental income history. You can continue managing independently or explore the rental opportunities at Hawks Cay Resort, which provide access to a complete range of amenities on the resort property. Schedule a private tour today. Dont miss the VIRTUAL TOUR!

Discover the elegance of The Sanctuary at Hawks Cay with this sophisticated 3 bedroom, 2.5 bath single-family home. This residence boasts numerous upgrades including remodeled kitchen, bathrooms, updated porcelain flooring throughout, quartz countertops, and Samsung stainless steel appliances. Tranquility awaits just beyond the exquisite landscaping that surrounds a paved deck, which encircles your private pool, providing both relaxation and enjoyment. This stunning home is nestled within a resort community, which offers convenience to resort amenities for those interested in exploring the Hawks Cay Resorts rental management, which allows you to take advantage of a comprehensive array of amenities through participation. Create memorable vacation memories with your family and friends by owning a second home or simply utilize it as an investment property. This property has strong rental income history. A VIRTUAL TOUR is available for further exploration.