Florida Keys Waterfront Homes, Condos, and Properties for Sale, Florida Keys Real Estate

Welcome to Cayo Casa Cudjoe, a tropical haven where the island lifestyle seamlessly blends with world-class fishing. Nestled on a beautifully landscaped triple lot, this waterfront gem offers the ultimate escape. The heart of this anglers paradise are the 2 covered boat slips, each equipped with their own lift; your gateway to the best fishing, diving and boating in the Florida Keys. Whether youre setting out for an early morning catch or cruising the calm waters at sunset, these private boat slips make every adventure effortless. The elevated main house features 2 bedrooms and 2 baths, with soaring vaulted ceilings and warm original wood flooring that bring a natural island feel to your living space. The open-concept great room is perfect for entertaining or unwinding after a day on the water, with stunning canal views just beyond your windows. Below, the pre-firm guest quarters provide a comfortable and private retreat for visitors, or the perfect spot to relax after a day spent fishing, diving, or exploring the nearby islands. With 18,564 sq ft of land, youll have room to spread out, add a pool or just fully embrace an abundance of privacy. Whether its hosting outdoor gatherings, parking your boat trailers and RVs, or simply soaking in the lush surroundings, Cayo Casa Cudjoe is designed to maximize your enjoyment of this beautiful tropical setting. Dont miss the chance to call this island retreat your own and experience the best of Florida Keys has to offer!

Welcome to your dream waterfront retreat at 1053 84th Street Ocean in beautiful Marathon, Florida. This stunning oceanfront property offers mesmerizing open water views from the living area, where the shimmering turquoise waters of the Atlantic stretch before you, creating a picturesque backdrop that invites relaxation and tranquility. There is room for a pool, we have pool quote and design on file! Elevated on stilts, the home not only provides breathtaking vistas but also ensures safety and added space, including exterior storage and room underneath the stairs. Covered parking adds to the convenience, making it easy to come and go while protecting your vehicle from the elements. The durable impact windows enhance both the aesthetics and energy efficiency of the home, allowing you to enjoy the stunning scenery without compromise. Inside, youll find three spacious bedrooms and two well-appointed bathrooms, perfect for family gatherings or hosting guests. The vinyl plank flooring flows throughout, complemented by a convenient linen closet that adds to the homes functionality. Step outside onto the south-facing porch, where you can bask in the sunshine and savor the gentle sea breeze. Imagine adding your own tropical touch to the yard, further enhancing the open water views and creating a private oasis where you can unwind or entertain. With direct access to the ocean from your private seawall, measuring 56 feet in length and ideal for shallow draft boats, this property is a haven for water enthusiasts. The combination of peaceful surroundings and vibrant water views makes this home a true coastal paradise. Equipped with window treatments and underground electricity, this property blends comfort with modern convenience in a tranquil setting. Dont miss your chance to own this exceptional piece of paradise--schedule your private tour today!

A genuine boaters paradise, this property is perfectly situated with eastern exposure on the last canal from the open water with convenient access to Tavernier Creek to access the Bay and the very best diving, fishing, and snorkeling opportunities around. Enjoy peek-a-boo ocean views from the wide sun deck that is perfect for entertaining, cooking out, or for dining al fresco. Master your inner captain, with a 40 concrete dock and a 10k lift. Plus, the association maintains the channel and pilings for guiding lights back home. Take advantage of the shady deck in the afternoons, daily views of the glorious sunrise, and tranquil surroundings at this quiet cul-de-sac location. A newer metal roof, accordion shutters, and an abundance of enclosed storage for all your water toys, gear, and essentials compliment this freshly painted and charming home. Positioned just around the corner from Harry Harris Park that offers an easy to launch boat ramp, beach and ball fields, this location provides easy living with quick access to shopping, dining, and local activities. Dont miss this chance to embrace the Keys lifestyle and make this unique property yours!

Closest living to OLD TOWN with a boat slip!! Peace and quiet and a boaters delight! This small condo complex located in the beautiful Meadows neighborhood has an ordinance against vacation rentals which ensures consistent tranquility with a virtually private pool. One of the only properties close to Old Town where you can keep your boat in the water with an assigned boat slip. With the rising cost of boat slips and marina rates, the slip can save you upwards of a $1000 per month. This third floor 2BR/2BA unit allows for panoramic views of the marina and Key West. The property has had many upgrades during this ownership including new decorative floors with a coastal feel, an upgraded bathroom, new AC, washer and dryer, and some appliances. Enjoy entering a cool car with the covered parking, a rare find in The Meadows. Large private exterior storage space is included. The views are a must see!

COASTAL RETREAT in desirable SUMMERLAND KEY COVE situated on a prime canal! Boaters seek deep draft flow-through water such as this where youll be to the Atlantic or Gulf in minutes. Slip away to your Keys retreat - move-in ready! Youll love the remodeled kitchen and baths so you can spend your time splashing in the pool or sipping a cool drink under the tiki. Completely furnished with coastal decor.Lower the 10,000 lb lift from your 60 foot dock and off you go to catch your own lobster, mahi, or crab. Ask me about the local Summerland airstrip - fly in and boat out. Its a dream come true and one of the least expensive canal front properties in the Cove. Newly fenced and lots of storage.

Spacious 4bed/3bath half duplex just down the road from Sombrero Beach! Fully updated kitchen with granite counters, stainless appliances and stocked for all your cooking needs. On first level is the kitchen, one bedroom and one bathroom, living room, dining area, laundry, and balcony/porch. Upstairs is the primary bedroom with ensuite bathroom, 2 guest bedrooms, and full bath in the hall. Relax and enjoy the view from the balcony or in the heat optional pool. Explore the canals on paddle boards. Dock a boat right behind the property and clean your catch right at the dock. The outdoor pool area has a BBQ grill, bait freezer, outdoor table/chairs, and lounge chairs. Its a short bike ride or walk to the beach. Great location!

22521 Jolly Roger Drive offers a serene retreat nestled within the captivating beauty of the Lower Florida Keys. This charming 4 bedroom, 2 1/2 bath home boasts a quintessential coastal ambiance, inviting you to embrace the laid-back island lifestyle. As you approach the property, youre greeted by lush, tropical landscaping, swaying palms and the soothing sound of waves in the distance. The exterior reflects classic Keys architecture, with its vibrant colors and elevated design. It captures the essence of waterfront living, boasting a 15,000 lb. boat lift, 8 X 40 feet concrete dock with water and power station, and fish cleaning station. The pool is heated and chilled, with lighting for nighttime fun. Orchids, several bearing mango trees, and colorful tropical flowers surround the yard. An adjacent grassy area is fenced for pets. Walk up the stairs to a wrap-around porch then, stepping inside, you are welcomed by an open and airy interior that seamlessly blends modern comforts with coastal charm. This home offers large impact windows that invite abundant natural light, illuminating the space and highlighting the tasteful decor. All windows have blinds or custom shades. The living area is a cozy haven, perfect for relaxing after a day of exploring the surrounding waters. Imagine unwinding on plush furnishings while the gentle sea breeze drifts through open doors, creating a tranquil atmosphere or rocking on the porch waiting for the sunset. The kitchen features ample counter space, stylish finishes and a double oven for preparing a casual meal or a gathering of friends. Each of the four bedrooms provides a peaceful retreat for rest and relaxation. Outside, a spacious porch beckons you to soak up the sunshine and revel in the stunning waterfront views. With its idyllic location just a short ride in your boat to beautiful Cudjoe Bay, youll find this to be more than just a home--its a sanctuary where every day feels like a vacation.

RARE OPPORTUNITY HERE! This home is perfect for a DIY, Flipper or builder. Its located in very desirable location of 2++ million dollar homes. It just needs a makeover but has great bones and many things you wont get now. Full 2 car garage with impact doors and shop. Legal downstairs bath. 70 wide flow through canal. Bay views. Room for pool. More information in the documents.

High performing vacation rental in the heart of Marathon, with Pool, 80 new dockage, and a straight shot out to the Atlantic Ocean. Property is 2 bedroom, 1 bath with 1,040 square feet and lovely outdoor living space. Property is being sold furnished as shown so new owner can rent immediately. Booking in place into 2025. See rental income summary in Documents Section. Seller is a licensed Real Estate Agent. Please call to schedule showings as this is an active vacation rental.

This stunning 4 bedroom, 3 bathroom canal front home offers the perfect blend of functionality and luxury. With 2,448 Sq. Ft. of living space this home is perfect for large familys, the property features an expansive covered balcony on both floors and a large kitchen / dining room for entertaining. The updated bathrooms and spacious master suite provide a comfortable retreat, while the exterior offers plenty of space for off-street parking and room for a pool. There is a downstairs enclosure for extra storage. Great water access to the Gulf and Atlantic. Awesome restaurants and bars within walking distance. Bring your boat and come enjoy the Florida Keys!

Discover oceanfront luxury just minutes from Key West in the exclusive Oceanside community. This 3-bedroom, 2-bathroom condo offers breathtaking panoramic views of the crystal-clear Gulf waters. Wake up each morning to the sight of the ocean from your bed, and step onto your private balcony to enjoy the calming Gulf breeze. The units elevated position ensures no flooding concerns, while impact windows and doors provide peace of mind during any weather.The open floor plan maximizes natural light and showcases the spectacular views, flowing seamlessly from the spacious living area to the waterfront dining space. The master suite opens to the balcony and includes a bright en-suite bath and a walk-in closet. Conveniently located near the pool and elevators, the unit also includes one designated covered parking space. Unit is being sold fully furnished, ready for immediate occupancy. Make this dream home your reality today!

Welcome to your dream oasis in the heart of the Florida Keys! Nestled in the sought-after neighborhood of Breezeswept Beach Estates, this exceptional 4-bedroom, 2-bathroom ocean-front pool home offers the perfect blend of luxury, comfort, and coastal living. With breathtaking open water views and blue hole dredge, this home offers excellent fishing for the whole family from your own back yard; this property is a true sanctuary for those seeking an idyllic lifestyle by the sea. Situated on a generous 6,000 Sq. Ft. lot, this ocean-front pool home features expansive outdoor living spaces, making it the perfect retreat for relaxation and entertaining. The backyard pool, boasting heater for winter months, offers an ideal escape to cool off on a warm, sunny day while enjoying the refreshing breeze from the waterfront. A boat ramp offers added convenience, ideal for shallow draft skiff or kayak launch. As you approach this beautiful home, you are greeted by a meticulously maintained yard that showcases vibrant tropical landscaping, creating a welcoming atmosphere. The fencing surrounding the backyard offers both privacy and security, making it the perfect haven for families or those who love to entertain. Step inside to discover a bright, airy living space designed to maximize natural light and comfort. The heart of the home features expansive impact-resistant windows that frame stunning views of the open water, seamlessly blending indoor and outdoor living. The thoughtfully designed layout creates an inviting atmosphere, perfect for larger families or hosting guests. Step outside onto the large open back deck, featuring composite Cool Decking, ideal for entertaining and spectacular sunsets. This expansive area offers breathtaking water views, creating a picturesque backdrop for gatherings with family and friends. Dont miss your chance to make this exquisite waterfront retreat your own!

With its unbeatable new price and motivated sellers, this is the perfect time to make your move! Nestled in the sought-after Pine Channel Estates, this stunning coastal home blends relaxation, style, and functionality--ideal for your next chapter or a smart investment. Step inside to a bright, open living space designed to bathe the interior in natural light, creating a warm and cheerful atmosphere. The modern kitchen, featuring sleek countertops and high-end appliances, is ready for anything from quick snacks to gourmet meals. Each bedroom offers a cozy retreat, while the updated bathrooms boast elegant, contemporary finishes for a spa-like feel. Outside, your personal oasis awaits! Take a dip in the heated saltwater pool, unwind in the hot tub beneath the stars, or fire up the grill for weekend gatherings. Boating enthusiasts will love the private boat lift--perfect for spontaneous fishing trips or a day cruising the Florida Keys. The spacious backyard offers room for gardening, entertaining, or simply soaking up the sunshine. With a proven track record as a short-term rental, this property doubles as an incredible investment opportunity and personal escape. Use it as your vacation retreat and let it generate rental income when youre not in town. Pine Channel Estates offers a lifestyle thats hard to beat--just moments from the crystal-clear waters of Bahia Honda State Park, with friendly neighbors, a peaceful vibe, and easy access to shops, restaurants, and schools. Whether youre looking for adventure or relaxation, this is the perfect place to call home.

Peaceful Palms - is a new construction luxury coastal property, in a gated community, located in the heart of the Florida Keys. It offers 15 new high-end townhomes. Its positioned right on the oceanfront, and provides stunning views of the renowned Sandbar and Alligator Reef Lighthouse. It has breathtaking sunrises, oceanfront docking facilities available for owners and guests, an oceanfront pool, and is perfect for a Florida Keys get-away and investment property.

Nestled in the heart of Big Pine Key, this fantastic property offers 4 bedrooms, 2 baths, and 2,176 sq ft of living space. The living room boasts a charming open beam ceiling and a split floor plan. The fourth bedroom is a delightful bunk room. The kitchen, updated in 2017, features white cabinets, granite countertops, and stainless-steel appliances. The home is adorned with tile floors, impact windows, and a new metal roof installed in 2018.Situated on a half-acre, fenced yard with lush grass, this property includes a large saline chlorinated pool, two tikis, and a 75-foot seawall dockage and boat lift perfect for multiple boats. Easy access to the ocean or the gulf is available via Bogie Channel. Additional amenities include a dockside fish cleaning station, an outdoor shower with hot and cold water, and wiring for a portable generator. A 10x20 detached workshop/shed with power provides extra storage or workspace. This property also could be used as a monthly vacation rental.

Welcome to luxury waterfront living at Sunset Marina Residence! This unique corner unit offers breathtaking open water and sunset views. Nestled in a premium gated community, enjoy the spaciousness of the largest 2-bed, 2-bath model, spanning 1,558 sq ft of elegantly designed space. The glass-fronted living area floods the home with natural light, complemented by 9 ceilings and an open concept split floor plan. The master suite features private access to a lanai and side balcony, a spa-like bath with a jetted tub, shower, double vanity, and a large walk-in closet. The guest bedroom boasts an ensuite bathroom with plenty of closet space. Additional conveniences include a laundry closet, assigned covered parking with storage closet, and ample guest spaces. Indulge in resort-style amenities: a heated waterfront pool, hot tub, clubhouse, seaside boardwalk that extends the length of the complex, private marina with floating concrete docks offering easy access to the Ocean and the Gulf. Optional 30 (LOA 35) boat slip with deeded sea bottom available for $205,000. Experience unparalleled coastal living, steps from Key West Golf Club.

Welcome to this stunning waterfront property in the sought-after Jolly Roger Estates on Little Torch Key! With breathtaking and unobstructed ocean views, this home truly offers a slice of paradise. The open water location makes boating in the Keys a dream, whether youre taking a direct route to the Atlantic Ocean or venturing into the Gulf. Head out on your boat from the newly built dock which includes a 10,000 lb boat lift. The backyard is a space for relaxing and watching the boats go by, with room for a pool if you desire. The upper balcony is ideal for entertaining guests while enjoying spectacular views of the water and sunrises!Inside the home you will enjoy an open floor plan with dual sliding doors to bring the outside views in! Both bedrooms have their own balcony as well as walk in closets. The primary bedroom includes an ensuite bathroom and the guest bathroom is conveniently located in the hallway. Additional storage space downstairs along with the garage offers practical solutions for all your outdoor gear and equipment. This property is a fantastic opportunity for buyers looking to customize and create their ideal waterfront retreat. Dont miss your chance to own this incredible waterfront gem in the Florida Keys!

Dont miss out on this fantastic opportunity to own a beautiful canal front home located just 10 minutes from Key West! Make it your full time residence or vacation retreat, 46 Blue Water Drive is being offered fully furnished and turn-key! Open floor-plan, 3 bedrooms, all with built in closets, 2 full bathrooms, screened in porches, huge storage area and plenty of parking for multiple vehicles, boats, and trailers. 10,000 lb boat lift, wooden dock, tropical landscaping, and irrigation system are just some of the features you will love !

VERY RARE, GULF FRONT UNIT, completely MODERNIZED & 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 65 boasts Incredible OPEN WATER views, vaulted ceilings, quick and easy ocean access through the Vaca cut and an open concept floor plan. This 3 bed/2.5 bath, 1600 Sqft. townhome comes with a deeded 35 ft boat slip located just steps 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 plenty of owners storage located in the temperature controlled HOA building with room for bikes and fishing gear. Home also comes with its own covered parking spot just steps from the front and with additional storage on top. This unit comes fully furnished and is a successful weekly vacation rental. Enjoy nightly sunsets while sipping a margarita from your GULF FRONT 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 professionally decorated with a coastal chic aesthetic. Luxury vinyl wood plank flooring throughout, IMPACT windows/doors, Large custom kitchen island, Coffee bar with separate Wine/beverage fridge, Deep French Stainless steel sink, easy maintenance TREX decking on all the exterior stairs & porches, QUARTZ counter tops & island, updated bathroom vanities and coastal modern tiled showers & STAINLESS steel appliances. AC new in 2019. SOLD FURNISHED & TURN KEY, ready for you to rent, relax & enjoy. Call today to make this rare unit your island dream home!

Spacious canal front home in desirable Jolly Roger Estates on Little Torch Key! No details were spared in the recent renovation transformation, resulting in impeccable design and comfort, and the result is a serene and comforting destination, perfect for family getaways or as an income generating investment property. Kitchen updates include stainless steel appliances and granite countertops, making for a wonderful culinary experience. The split floor plan allows for tranquil privacy in both lower bedrooms. The spacious loft overlooks the living area and adds versatility and extra space for family or guests. Structural features include impact doors and windows throughout, and sturdy metal roof. An 80 dock (newly renovated with swim ladder) ensures plenty of room for your boat and there are no bridges to open water, making for a quick trip to world class fishing, diving and Looe Key Reef. Relax and enjoy the clear, clean flow-through canal view from the covered porch or the tiki hut. Owner financing will be considered.