Middle Keys Homes for Sale, Single Family Houses, MLS Home Listings

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!

Welcome to The Tides at Vaca Cut #3, a stunning 5-bedroom, 4-bathroom luxury retreat in one of the Florida Keys most sought-after waterfront communities. Spanning 2,607 square feet, this newer construction (2020) home was expertly built and tastefully designed by DAsign Source, a premier name in Florida Keys luxury living. Furnished with coastal elegance in mind, this home offers a seamless blend of style and comfort. The bright, open-concept living area flows effortlessly to a private pool and outdoor entertainment space, where breathtaking views of the Vaca Cut create the perfect backdrop for relaxation. Built for durability and efficiency, this home features concrete block construction, impact windows and doors, a metal roof, and double-stacked washers and dryers--ideal for quick turnovers in a high-demand rental market. For boating enthusiasts, 36 feet of dockage provides direct access to both the Atlantic Ocean and the Gulf of America. And if you love to take in the scenery, the boat-watching here is second to none! With a strong rental history of revenues exceeding $200,000 per year and exceptional income potential, this turnkey property is an ideal investment or the ultimate vacation escape. Luxury, waterfront living, and unbeatable design--all in a prime Florida Keys location!

Live every day like youre on vacation in this renovated Florida Keys home with direct ocean access and incredible waterfront views. In addition to the 40-foot seawall with a new boat lift (171k lbs), this home also has the unique offering of a private, 40-foot boat slip set alongside the property. With an open floor plan, this home is perfectly equipped for entertaining, especially with the outdoor spaces: a lanai overlooking the water, tiki bar, heated saltwater pool, hammock, rooftop deck + so much more. Mature avocado, mango + lemon trees are an added bonus. An ideal location behind the private Marathon airport, just five minutes from Sombrero Beach, two hours south of Miami and one hour north of Key West. Rental income over $100k/year over the last four years on VRBO. Paradise found!

Emerald Flats, a DAsign Source development, situated in the heart of the Florida Keys within walking distance to restaurants, Marathon Community Park, and various water activities, while a short drive to Sombrero Beach, Bahia Honda State Park, Islamorada or Key West. Brand new CBS construction home in new gated development, with open concept kitchen, dining and living room including Quartz Countertops and KitchenAid appliances including a bar with beverage/wine refrigerator. Master bedroom with en suite bath and balcony with water views, as well as Junior Master with en suite and gorgeous marina views. Concrete in ground pool and site/ landscaping are included. Furniture and AV package are included. Boat slip available for additional $45K upgrade, slip size is 46.5 in length and 13 wide in the marina basin area.

At Oceans Edge A RARE GEM! Unobstructed Ocean Views, from the 4th floor, lots of natural light, completely remodeled 2024 with Exceptional Finest Luxury, Contemporary in Design and Style, Luxurious Quartz throughout, Stainless Appliances (see list), 4Bed/3Bath, spacious for friends/family entertaining, enjoy sunrises and amazing colors of sunsets from your wrap around balconies, poolside, or the Tiki on the point. This Complex is Gated with in-house security and offers a private beach, fishing pier/swim platform and a gym.Steps from your Private Garage (one of only 3 garages), awaits the Largest Seapointe Marina 41 Deeded Boat Slip with a 16,000 lb Boat Lift, you may be on the Ocean fishing or diving in minutes, 2 covered parking spaces and a separate storage unit for bikes, fishing gear and water toys, NO rentals are allowed, for added privacy/security.Bring your own style of furnishings or we may offer an Elegant Designer furniture package separately. This is a one of a kind unit with all it offers.Located in desirable Key Colony Beach, near restaurants, shops, airport, park, beach, walking/biking paths and many other amenities.

Island Living at Its Finest - Escape to the ultimate coastal oasis with this exquisite 2021 built home, offering breathtaking open water views of the Atlantic Ocean. Perfectly blending luxury and tranquility, this stunning residence features 3 bedrooms, 3.5 baths, and all the amenities youve been dreaming of, making it the ultimate island retreat and an incredible investment opportunity. Light-Filled, Open Concept Living - Step inside and be greeted by a sun-drenched living space where panoramic windows showcase unobstructed vistas of the turquoise waters. The open floor plan effortlessly connects the living, dining, and kitchen areas, making it perfect for both relaxation and entertaining. Chefs Dream Kitchen - Whip up gourmet meals in a state-of-the-art kitchen featuring stainless steel appliances, sleek countertops, and generous storage space. Prepare dinner while soaking in the soothing ocean views - it doesnt get better than this! Dine with a View - Take your meals al fresco on the expansive outdoor porch, where the gentle sea breezes and spectacular sunsets create the perfect atmosphere for dining or unwinding after a long day. Sumptuous Master Suite - Retreat to your luxurious master suite, where you can relax in spacious surroundings with tranquil ocean views. The spa-like ensuite bath features a soaking tub, a separate shower, and plenty of room to unwind. Waterfront Living - Step outside to a sparkling pool, perfect for cooling off, or soak up the sun on your expansive patio. With 45 feet of seawall and a boating canal, youll have endless opportunities for aquatic adventures, whether its boating, fishing, or simply enjoying the peaceful surroundings. Boaters Paradise - Convenient boating access means youre just moments away from exploring the open water. With generous parking, arrivals and departures are a breeze. A Smart Investment - This home doesnt just offer unparalleled luxury, it also boasts an impressive rental revenue track record

Experience tranquility at its finest with this exquisite property by DAsign Source, ideally situated in the Heart of the Florida Keys and just a short stroll away from the renowned Sombrero Beach Park. Located in an area that allows for seven-day vacation rentals A brief boat jaunt to the ocean, this property boasts a heated concrete pool surrounded by tastefully landscaped grounds for ultimate privacy. The brick paver driveway, adorned with low-maintenance pea rock, leads to a home that is immaculately designer furnished, encompassing everything from wall art to lines. Constructed with superior quality materials, including hurricane impact windows and doors, a durable metal roof, and a sturdy concrete block with stucco structure, this residence ensures longevity and safety. Nestled in a tranquil neighborhood complete with a bike path and an array of native and tropical foliage, this idyllic setting is conveniently close to amenities such as a shopping center, restaurants, a hospital, and school. Additionally, the Marathon International Airport is a mere 10-minute drive away for added convenience. A 37-foot dock is in place, enhancing the appeal of this exceptional property. For those seeking even more space, the adjacent twin home is also available for purchase.

Nestled in the heart of the Florida Keys, in the resort community of Key Colony Beach, this elegant home offers the perfect blend of luxury and comfort. As you step inside the formal foyer, the open and airy living room welcomes you with soaring ceilings that rise to the second floor, creating a grand sense of space. Large windows flood the home with natural light, highlighting the meticulously designed interior. A beautiful staircase leads to the upstairs guest bedrooms and loft area with Murphy bed, offering privacy and versatility. The expansive primary suite, on the first floor, is a true retreat, with a spacious, spa-like bathroom with double sinks, a walk-in shower, and a luxurious whirlpool tub for ultimate relaxation. Two large closets, one a walk-in, provide ample storage. An attached bonus space or office area gives you the flexibility to work from home or unwind in peace. The large, well-appointed kitchen is a chefs dream, with double ovens, plenty of counter space, and an abundance of storage, making meal preparation a breeze. Whether youre cooking for your family or hosting friends, this kitchen is designed for functionality and ease. Perfect for entertaining, the kitchen flows seamlessly into the dining and living areas, while the expansive outdoor deck and sparkling pool create an ideal setting for hosting guests, parties, or simply enjoying the Florida Keys weather. For fishermen and boating enthusiasts, the 37 dock (with room to expand) will accommodate one or two boats and the excellent boating access will get you out on the ocean quickly, so you can enjoy a perfect day of fishing or exploring the surrounding waters. The two-car garage will easily store all of your boating gear. This home offers everything you need to entertain, relax, and live in style. Whether hosting grand events or enjoying quiet moments in paradise, this residence provides the perfect backdrop for both. Make an appointment today for a private showing.

Welcome to Flamingo Island, where luxury and tranquility meet in this stunning waterfront home. Situated on a double lot overlooking Lake Lago De Viedra, this property offers 220 feet of water frontage and quick, protected ocean access--perfect for boating enthusiasts. The size of this home will surprise you, with 3,412 sq. ft. under roof on just the first floor including the garage. The guest wing, garage, and oversized screened porch each create their own unique and must-see spaces.Inside, youll find cathedral ceilings and a chefs kitchen with Quartz countertops, a hooded stove, and stainless steel appliances--ideal for entertaining. Step out onto the oversized screened deck for breathtaking water views, or unwind in the infinity-edge heated saltwater pool with a convenient cabana bath just steps away.This home offers privacy on a quiet cul-de-sac with limited traffic. Across the lake is a protected government island, ensuring natural beauty and a habitat for eagles, ospreys, and other wildlife. Watch manatees, dolphins, and tarpon glide through the crystal-clear waters, creating an aquarium-like view right from your backyard.For boaters, theres over 100 feet of concrete seawall, an 80-ft. dock with a 15,000-lb. boat lift, a private boat launch, and 50-amp dock services. The lower level offers shaded, private standing-room space perfect for storage, planting, or kayaks--a feature youd never expect unless you see it.Lush tropical landscaping surrounds the home, featuring an orchard with fruit trees such as mango, avocado, Persian lime, and more, plus a zoned irrigation system. Additional features include impact windows and doors, a security system, air-conditioned storage, and a double garage.This home is a true masterpiece offering both luxury and functionality. Schedule your private tour today to see all it has to offer!

You dont come to the islands to stay in a town! Relax in YOUR VERY OWN TROPICAL PARADISE away from the traffic and noise of US Hwy #1 and located on renowned MORTON Street. Minutes to Marathon but tucked away from all the worries of the main land. This 2 bed / 2 bath GULF front/ BEACH front home is calling you ...This palm studded 1/2 ACRE property, overlooks the Gulf, Can you say Beach House? Panoramic Open water views from your living area, Dock, Tranquil fenced-in yard with in ground heated concrete pool?? From House, to Dock, to Beach, to Pool, this home HAS IT ALL! Breathtaking SUNSETS right from the dock. Almost like you are living on your own island!The perfect location is also the ULTIMATE OASIS blending privacy and nature in a jaw dropping setting. Special features of this home include; a gourmet kitchen with granite counter tops & stainless steel appliances. Two ensuite bedrooms & an expansive living room with large windows to take in ALL the GULF views from every angle. The downstairs area has plenty of storage space, a laundry area and a separate garage area. Plenty of room to park. The wooden dock is complete with a new 25K lbs boat lift and a fish cleaning station and bench for fishing. New AC and a metal roof. Property comes fully furnished & turn-key, rental ready. This property is a very active weekly vacation rental currently grossing $170K / year with an exceptional 10/10 rating and 100s of positive reviews.After a full day in the sun there is no better place to relax than in your cool fresh water pool surrounded by the well maintained lush garden oasis. You will love the massive coconut and royal palms, the 9 high bird of paradise, the banana and key lime trees, blooming hibiscus & orchids. So whether you are coming to the keys to relax, fish, kayak, snorkel, dive or whatever your heart desires the White Sands has it all. Call today, before this dream home is SOLD! Showings by appointment, do not walk property.

Experience waterfront living at its finest in this beautiful 2 story residence with a ground level elevated entry that has been renovated to achieve the perfect blend of coastal living with upscale entertaining in mind. Thoughtfully designed with an open and airy interior space, and grand entrance that flows effortlessly onto two outdoor balconies makes this residence perfect for entertaining or relaxing and enjoying the bay and sunset views. Features include a beautiful granite kitchen, custom and private bar area, open concept great room and neutral tiled flooring. The spacious chefs kitchen with granite counter tops and stainless steel appliances, a second level master suite with walk in closet, en suite bathroom with jetted tub and separate shower, three well appointed guest bedrooms, 3 bathrooms and office space off the main living area. Windowed porches allow for more living space outside of air-conditioned space as well as more entertaining room. Enjoy fishing off the dock or boating in and out of the area. The nearby community park boasts a small beach, and boat ramp which can be used to launch your boat. Restricted rentals makes this community even more desirable due to less vacation rentals and more serenity. This open water bay front home is located near Marathon Airport and the property can be purchased on one lot or can be combined with two parcels for potentially more living space, a cabana accessory structure, pool, putting green, or pickle ball court. Buy both for future potential living space or simply enjoy the green space overlooking the Florida Bay. Additional lot can be purchase separately and is contiguous to this home on 120 Pirates Cove Drive in exclusive and gated Stirrup Key.

Tropical Oasis with Spectacular Open Water Views!!!! World Famous Sombrero Beach- This Newly remodeled 2/2 up & 2/2 down. Completely New Beautifully Landscaped Tropical Yard with Artificial grass - Custom Pool covered with 2 inviting Tiki Huts, and Dual Boat Lifts -10,000 & New 24,000. This oversized Lot provides ample space for all your toys, and the in-law suite adds flexibility for guests or extended family. Impact windows and doors, a metal roof, and an elevated position above flood level. This home features abundant storage space with a Carport and pool storage, room to meet all your needs. Close to World Famous Sombrero Beach, this property is the perfect blend of Luxury, Convenience, and Tropical charm. Centrally located near Shopping, School & Restaurants. Quick access to the Ocean and Bay.

YOUR ULTIMATE ESCAPE to paradise awaits...This EXPANSIVE 5 bed / 3 bath waterfront CBS home boasts a fantastic location, LARGE lot size, A metal roof, pavered driveway, 98 of CONCRETE dockage, a new 20K lbs BOAT LIFT, 3 New ACs w/ UV system/air scrubber making the air smell fresh, a spacious heated POOL, NEW exterior paint (Sherwin Williams Loxon XP) & plenty of room to RELAX! Situated close to the end of street in renowned Sombrero Beach neighborhood, this 3,628 Sqft home, is being sold TURN-KEY and fully furnished! Currently a weekly vacation rental, live here part-time, full time or rent weekly ~ all year long w/ the potential to house up to 12 guests/ week. There is TONS of room & privacy situated on three levels. This home is perfect for a large family or extended family & is all accessible under one roof! The main entry way is on the ground level, offering; 2 bedrooms & 1 bath & its own guest living area that opens up to a spacious screened-in porch/Lanai, just steps from the pool / dock area. The 2nd floor offers; 2 bedrooms & 1 bath, along w/ the main living areas, an expansive & modern kitchen, w/ new stainless steel appliances and GRANITE counter tops, a large dining area with HIGH ceilings & another screened-in porch area overlooking the water. The top floor is a primary suite that includes a 3rd living area/den. The primary suite also has its own private screened-in porch with peek-a-boo OCEAN views! Outside youll find a refreshing & large pool area w/ plenty of room to sun bathe and additional space to store your fishing gear/scuba gear etc. This desirable Sombrero location, large lot, turn-key condition & easy boating access, make this the perfect property for a large / expanding family who love enjoying ISLAND life! Only a mile to the beach but still close to all the BEST shopping & restaurants in Marathon. With so much to offer, this home will not last! Call today to schedule a showing and make this home your ultimate Keys DR

Nestled in the prestigious gated community of Stirrup Key, this 2013 custom built CBS Open water home features 4 bedrooms 4 bathrooms and is a contemporary coastal masterpiece, showcasing luxurious finishes, panoramic open water views and the ultimate Keys lifestyle. Surrounded by lush tropical landscaping, this property is a private sanctuary, featuring vibrant greenery, fruit trees, and butterfly-friendly gardens that create a serene, natural oasis. In the evenings, outdoor landscape lighting adds an enchanting ambiance making the property ideal for entertaining or quiet relaxation. Inside, the open-concept design is bathed in natural light from floor-to-ceiling impact-resistant windows/doors that frame uninterrupted water views. The main level features a thoughtfully designed layout, highlighted by a chefs kitchen with stainless appliances, custom cabinetry and generous counter space, all perfect for entertaining. The primary suite, conveniently located on the main level, offers a luxurious retreat with spectacular water views, a spa-like en-suite bathroom, and direct access to the outdoor living area. The rear of the property is designed for outdoor living at its finest. An elevated infinity-edge pool blends seamlessly with the horizon, offering a tranquil space to relax while overlooking the water. A private observation platform provides the perfect spot for morning coffee or evening cocktails under the stars. For boating enthusiasts, a deeded boat slip in the communitys protected marina is also included. The lower enclosure includes a spacious 2 car garage and an abundance of storage for recreational gear, tools and equipment. This rare gem combines luxury, privacy and convenience and is located just minutes from local restaurants, shopping, beaches and the Marathon Jet Center.

UPSCALE OPEN WATER RETREAT available on prestigious Stirrup Key! Experience stunning OPEN WATER views from this exceptional home, offering the ultimate island lifestyle. Nestled on the coveted Stirrup Key, this 3 bedroom, 2 bath residence boasts mesmerizing Gulf views that captivate you from the moment you arrive. Relax on the expansive upstairs balcony - perfect for watching boats cruise by or take a refreshing dip in your private pool. This home is perfect for entertaining with its spacious outdoor balcony and open concept living area featuring vaulted ceilings with light wood accents that enhance the airy, coastal feel. The master bedroom and living room offer panoramic views of the shimmering waters. The property is equipped with two boat slips - one with a 7000-pound boat lift and another ideal for a jet ski - and an EZ-Dock to park your kayak or canoe. An additional lot to the west and a half-lot to the east provide over 28,000 square feet of land! Complete the package with a multi-car capacity garage and ample space for storage, a swimming pool, and a lift for easy access.This 60-acre gated community offers peace of mind and privacy, yet is only minutes from fine dining, shopping, the airport, and other local amenities. Tastefully furnished and ready for you to move in, this homes let you embrace the exclusive Keys lifestyle. For additional details about the Stirrup Key HOA, visit https://skhoa.com. Dont miss this opportunity to own your slice of paradise. Its a hidden gem!

3 bedroom/4 Bath ground level home on a private gated island in an exclusive neighborhood. Home has an open floor plan with clean lines. Each bedroom has a private bath ( two of the three have huge walk-in closets) The 4th full bath is open to the outside and pool area. Tiki Hut with table and 6 chairs on back patio with plenty of room to add an outdoor kitchen and seating area. The property has 102 feet on the canal with two boat lifts (14,000 lb. and 20,000 lb.)and trex decking on the dock all done in 2013. You are able to see the Ocean from the dock and it is a straight shot out to open water and a perfect location for fishing and diving. Inside the open floor plan has a white kitchen with a huge marble island that is perfect for entertaining with all high end appliances, (Subzero refrigerator and freezer, Wolf microwave with drawers, Scotsman icemaker, Wolf oven and stove.Home was totally renovated in 2013/2014 with marble floors in the main area and carpet in the bedrooms. Swimming pool was replastered in 2014. Electrical was upgraded to 300 Amp service during the renovation. New metal roof in 2012 and fasteners checked and replaced a couple of years ago. Two tankless hot water heaters and three central AC units. The home also has a nice utility room with a washer and dryer and extra storage. This home would make a perfect primary residence, vacation home or perfect vacation rental. It even has a decorator electric fireplace. It is being sold furnished and will please the most discerning buyers. Easy to show.

New offering by Marathons renowned luxury developer Dynamic Construction featuring gorgeous Boot Key Harbor and golf course views and the best deep draft dockage in Marathon. Upon entry, the open concept Great Room is bright and spacious with soaring ceilings and designer decor. The focal point of the space is a retractable wall of impact-resistant glass doors leading out to a full-length covered veranda boasting stunning views of the sailboats in the harbor. Entertaining is a breeze in the expertly equipped Chefs Kitchen, complete with luxurious Cambria quartz countertops and backsplash, custom soft-close wood cabinetry, and sleek Cafe appliances, including a gas range, microwave drawer, double oven, and Bertazzoni vent hood. Visitors will enjoy well-appointed accommodations in any of 4 generous guest bedrooms boasting harbor or golf course views. Retire to an opulent primary suite, with walk-in closet and oversized windows offering sweeping views of Boot Key Harbor. Water views continue in the elegant en suite bathroom evoking feelings of relaxation with stunning tile work, standing soaker tub, and glass shower with dual shower heads. Across the street from Florida Keys Country Club Golf Course this home offers a rare combination of waterfront luxury and scenic fairway vistas. Outside, a spacious T-dock accommodates multiple vessels for frequent and easy boating. With approvals already in place for a 4-post 20K boat lift, this property is perfect for avid boaters looking to maximize convenience and functionality. Cool off after a day on the water in the gorgeous pool and spa with striking white marble deck and grill up your fresh catch on the spacious waterfront veranda! Plenty of parking with covered carport, and open parking in front. Just minutes to grocery stores and dining, yet tucked in a quiet, exclusive neighborhood.

Preconstruction opportunity to build your very own 5-bedroom, 4.5-bathroom home at Bonefish Harbor and enjoy unparalleled open water views and quick access by boat to the Atlantic Ocean and Gulf. Price includes lot, building right, house, dock and pool. There are 3 distinct levels to this floor plan. The first floor consists of ample enclosed storage, covered entertaining area with pool and access to the dock. The second floor has an open kitchen & living area, master suite and covered terrace for taking in the ocean views. The third floor has the remaining sleeping quarters and an open air deck. Lot has 90 of waterfrontage with dock permit in place. The lucky buyer will have the unique opportunity to customize the interior design, from selecting flooring and cabinet colors to choosing countertops and finishes, ensuring every detail reflects your own personal taste. Take advantage of this rare opportunity to be a part of the build and design of your own luxury home in one of Marathons most desirable neighborhoods. Ask me about Lot Loans and Construction Loans to help you achieve your goal in constructing your new home.

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 the stunning flowing waters of Duck Key with easy ocean access. This unique property offers unparalleled views of the water 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 bedrooms, an oversized garage with storage, brick paver walkways and driveway, this home provides both luxury and convenience. Additional lower level 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! B&BATVAI.

New construction at Seaward Pointe located oceanside in Marathon. This project is starting pre-construction sales for 10 oceanfront, single family villas. Superior concrete construction, 4 bedrooms, 3.5 bathrooms, office, laundry room, pantry, elevator, private pool, assigned dockage, covered parking and roof top decks.