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

Welcome to your piece of paradise in the exclusive gated community of Venture Out on Cudjoe Key. This stunning high-rise, built in 2018, embodies the perfect blend of modern luxury and island life. As you step inside, you are greeted by an inviting atmosphere that captures the essence of coastal living. The master bedroom boasts an en suite bathroom, offering a serene retreat at the end of the day, while an additional versatile room provides the ideal space for an office or cozy guest accommodations. Imagine docking your boat at the expansive 37-foot concrete seawall, a seamless transition from sea adventure to relaxation. The heart of the home--the kitchen--provides breathtaking open water views, creating a culinary experience like no other. Equipped with upgraded stainless steel appliances and a sleek induction cook top, its designed for both functionality and style. Accessibility is paramount in this property, featuring a thoughtfully designed elevator that ensures easy navigation for everyone. Step out onto the screened-in patio, where you can enjoy the fresh breeze and views of the open water. This high-rise is more than just a home; its a lifestyle waiting for you to embrace. Venture Out is a vibrant community that embraces the spirit of island living, offering many amenities designed to cater to both owners and guests. Spend your afternoons soaking in the warmth of the heated pool. The marina invites boating enthusiasts to indulge their passions, while the boat ramp provides seamless access to adventure on the waters. For those seeking a little friendly competition, the courts for tennis, bocce ball, basketball, and pickleball create an atmosphere of active recreation. At the recreation hall, residents gather for activities and social events, creating a strong sense of community.

Discover an exceptional opportunity to own a three-bedroom, two-bathroom condominium within the prestigious Hawks Cay Resort. This unique floor plan is located in one of just two buildings approved for year-round residential living, making it perfect as a full-time residence, a vacation retreat, or a lucrative investment property. Designed with an open-concept layout, this condo has seen minimal rental use, preserving its pristine condition. The screened-in porch spans the entire backside of the unit, offering breathtaking views and easy access through sliding doors from two bedrooms and the living area. Custom blinds throughout the interior add to its refined coastal charm. The kitchen stands out with upgraded countertops and stainless steel appliances, blending style and functionality. Additional conveniences include extra storage on the lower level of the complex and covered parking options. Whether youre looking to embrace the vibrant Florida Keys lifestyle or escape to your private oasis, this property offers endless possibilities. With significant income potential and a stunning location, this condo is a rare gem you wont want to miss. All milestone structural inspections have been completed in accordance with Florida regulations, providing added peace of mind and compliance assurance.

Welcome to 17245 Jamaica Lane, a waterfront 3-bedroom, 2-bathroom home in the desirable Sugarloaf Shores. This elevated residence offers 1,248 square feet of comfortable living space with beautiful canalfront views and direct canal access for boating and fishing enthusiasts. This home offers distinct living, dining, and kitchen areas, creating a natural flow. The kitchen includes granite countertops, modern appliances, and ample storage, providing a functional and stylish space for cooking and entertaining. The primary bedroom offers plenty of natural light with an en suite bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. Enjoy serene canal views from the rear balcony, perfect for relaxing or unwinding after a day on the water. With direct boating access, youre just minutes from world-class fishing, sandbars, and the best of the Lower Keys. The spacious lot offers room for a pool, allowing you to create your own private backyard oasis. On the ground level, youll find a garage and covered space--ideal for storage, a workshop, or a shaded outdoor lounge. Plus, off-street parking provides plenty of room for vehicles, a boat, or even an RV. Located in a quiet neighborhood, this home is perfect as a primary residence, weekend retreat, or vacation rental opportunity. Dont miss your chance to own a slice of paradise--schedule your private showing today!

Ocean Isles Fishing Village Is an oceanfront complex. That sits on 7 acres. Brand new concrete construction in the middle of the fabulous Florida Keys. This unit 44 is one of the largest in the complex with 1714 Sq FT of living space. The 2nd floor is a large open space that could potentially be 2 or 3 bedrooms and a full bathroom. 1st floor is open floor plan with full kitchen and a full bathroom. Complex features include a private boat ramp, first come docking if you prefer to leave your boat in the water. Large ocean front pool.

Experience the pinnacle of island sophistication with these beautifully appointed courtyard residences at the sought-after Beachside Condominiums in Key West. With two TRANSIENT RENTAL LICENSES, this turnkey property offers exceptional flexibility as a personal retreat, full-time residence, or lucrative vacation rental. Thoughtfully designed as two separate, fully furnished units, this condo offers incredible versatility. Live in the spacious main condo (1074 sq.ft.) while renting out the second studio (282 sq.ft.) through the resort rental program--doing so could even offset your condo fees! Each unit has its private entrance, giving both owner and guest complete independence, privacy, and ease. Its premier lower-level location offers direct access to the pool and is in close proximity to parking, ensuring seamless convenience for both owners and guests. The interiors showcase refined finishes, designer furnishings, and a coastal aesthetic that perfectly captures the Key West lifestyle. Living here means enjoying a full suite of resort-style experiences right at your doorstep. Begin your day with a yoga class by the water or a workout in the fitness studio overlooking the Gulf. Lounge by the expansive waterfront pool or stroll to the private beach and marina, where you can relax in shaded loungers or embark on a sandbar or sunset cruise with on-site excursions. When its time to dine, enjoy fresh island flavors and elevated cuisine at the resorts acclaimed restaurants. The complimentary downtown shuttle makes exploring Key West effortless, while covered parking, concierge services, and on-site rental management ease every stay or investment. Whether youre soaking in the sun on your private terrace, enjoying the vibrant resort atmosphere, or maximizing income potential through nightly rentals, this property offers a rare chance to own a piece of paradise with all the benefits of a world-class resort.

Introducing a stunning poolside retreat now available on the market! This charming two-story townhome is ideally situated just steps from a magnificent resort-style pool, a cozy beachside tiki hut, and a pristine white sandy beach with breathtaking Gulf of Mexico views. The appeal of these beach amenities is unmatched in the area.Tranquility Bay is well-known for its exceptional offerings, perfect for families seeking a dream getaway. Enjoy a state-of-the-art fitness center, a delightful putting green, and the acclaimed Butterfly Cafe, all complemented by the relaxed atmosphere of TJs Tiki Bar right by the water. The resort maintains a strict non-smoking and no-pets policy (with the exception of service animals), ensuring a peaceful environment for all guests.Unit #22 showcases meticulous upkeep, featuring three bedrooms with cathedral ceilings and two bathrooms upstairs, along with a convenient half bath downstairs. Bright white balconies and spacious patios provide ideal spots for relaxation and outdoor enjoyment.Owners can enjoy up to 35 days annually in this luxurious home while also benefiting from strong rental income opportunities to help offset ownership costs. An on-site property manager oversees the property, ensuring smooth operations and peace of mind for both owners and guests. B&BATVAI

The perfect home for comfort and relaxation in the beautiful Florida Keys. This beautiful 2-bedroom, 1-bath home is located in the Eden Pines Neighborhood in Big Pine Key. Nestled along a serene canal, this property is an ideal haven for boaters. Enjoy direct access to the FL Keys waters right from your backyard. Its modern kitchen, stylish floors, and cozy bedrooms are perfect for your Keys family. The laundry room is conveniently located downstairs with plenty of room for storage and organization. Whether youre visiting a few months out of the year or living here full-time, youll be sure to enjoy this great piece of property.

This beautiful home sits on TWO LOTS FULLY FENCED and has 100 of canal frontage with a concrete seawall and a #15,000 boat lift. Great boating access to both the Atlantic and Gulf. It is move in ready, just bring your boat. Impeccably maintained, this home includes impact windows and doors and a metal roof for EXTREMELY LOW INSURANCE PREMIUMS. This home offers cathedral ceilings and an open floor plan filled with natural light for a bright and spacious feel. The generous quartz counter tops, updated appliances, oversized drawers, and large pantry make the kitchen a pleasure to work in. An oversized master bedroom stretches from one end of the house to the other with tons of closet space and plenty of room for an office, sitting area, or add a 3rd bedroom. It has a large deck overlooking the canal which is the perfect place for outdoor dining and entertaining. The home sits on a fenced 10,000 square foot lot with plenty of room for an addition, a pool & tiki bar, as well as space for your RV and boat trailers. It is nicely landscaped with tropical foliage and has a fenced yard with two large rolling gates. There is a storage area below and an additional shed near the boat lift with an RV hook up. This tropical island home is nestled in the quiet neighborhood of Eden Pines on Big Pine Key in the Florida Keys. Big Pine Key is perfectly situated in the middle of the Lower Florida Keys which offers the most pristine backcountry ecosystem with many islands, creeks, sandbars and patch reefs to fish and explore. Also enjoy world class fishing & diving in both the Atlantic and Gulf just minutes from your house. The neighborhood boat ramp is conveniently located just around the corner.

New Roof being installed! Waterfront Sanctuary in Marathon, FL - 11282 2nd Ave OceanWelcome to your coastal paradise--a fully remodeled 2-bedroom waterfront retreat designed for both relaxation and adventure.This property boasts an impressive 160-foot dock with a 17,000 lb. boat lift, providing direct access to world-class fishing and diving. Reach the Atlantic in just 2 minutes and the Gulf in 5 minutes via the Flow-Through canal.Inside, youll find a spacious master suite, a beautifully updated kitchen featuring granite countertops and stainless steel appliances, and an inviting open-concept living space--all fully furnished and move-in ready.The outdoor living area includes a private patio with accordion shutters and a hot tub, perfect for unwinding after a day on the water. Bikes and kayaks are also included, allowing you to fully embrace the outdoor lifestyle.Centrally located in the heart of Marathon, this home is just minutes from top dining, entertainment, and local attractions. Ample parking makes hosting guests convenient.With a strong rental history, this property is ideal as a vacation rental or personal Florida Keys retreat. The adjacent home is also for sale, offering a rare opportunity to own two waterfront properties side by side.Dont miss this chance to experience waterfront living in the Florida Keys. Schedule your private tour today.

Enjoy the best of coastal living in beautiful Key Colony Beach! Lovely renovated two bedroom and two bath canal front home. Enjoy the bright open floor plan with views of the canal. Updated kitchen with tranquil colors throughout the home. Call today for your private tour!

Nightly Licensed Transient Rental!!!This amazing, two bedroom / one bathroom, open water front, nightly transient rental is ready for you to enjoy both the beauty of this location and the income off the nightly rent license. The floor plan makes the open water views as its main focus. Cook the catch of the day over looking the waters that you just caught that prized fish in. Sit back and watch your friends and family enjoy those waters with your favorite beverage in hand, and enjoy those fruits of your hard labor. This home is built with easy maintenance in mind, dont worry just enjoy. This home does come with approved engineered plans to build a second bathroom if needed.There is covered parking and a covered storage for all your needs. Just sit back and enjoy this amazing location. This one is location, location, location!Enjoy tropical breezes and island living in this amenity-rich resort-style neighborhood. Venture Out features 24-hour gated security, an oceanfront heated pool, hot tub, fuel station, marina, boat ramp, tennis and pickleball courts, a waterfront picnic pavilion, and much more.Located just 19 miles from Key West and minutes from world-class fishing, diving, and boating, Home 49 offers everything the Keys lifestyle promises--sun, sea, and serenity.Call today for a showing!

WATERFRONT canal home with open water views, this oasis at Mile Marker 14 is close to Key West but is the perfect private island home. A beautiful 3 bedroom 2 bath residence with ceramic tile throughout. This move-in ready home has been owner occupied. The home offers an open living, dining, and kitchen area with tranquil water views. Primary bedroom is spacious and has an en suite full bath with double sinks and a large walk-in closet. Laundry room on main level with extra storage. Deck space for dining or relaxing overlooking the water. Amazing sunrises will greet you here. Seawall with steps makes kayaking and boating from your backyard a breeze. Backyard offers your own sandy beach area and room for pets and your water toys. Central AC. Laundry Room. Plenty of parking for your auto, boat and RV. Hardiboard siding. Elevated home with impact windows & impact doors. Low Insurances! Storage room on ground level and bonus shed. Easy commute to Key West and the Lower Keys. Located in the desired Saddlebunch Shores neighborhood. Low assumable flood insurance $644/yr!

Enjoy the Keys lifestyle in one of the Lower Keys most desirable communities - Breezeswept! Here youll enjoy island living with the convenience of being just a short drive to Key West. This waterfront home sits on a wide canal with 60 feet of concrete dock that includes one 15,000 boat lift, one davit set. The home is offered turnkey with all the furniture if you wish. The canal offers excellent boating access to premier fishing, diving, or just relaxing with the locals at Picnic Island sandbar. This property is ready for immediate enjoyment. Offering 1152 sq ft of living space, this 3-bedroom 2 bath stilt home with a spacious wrap-around deck is the perfect place to enjoy beautiful nightly sunset views. Your slice of paradise includes an outdoor living space that is equally impressive. It combines plenty of room for entertaining with a built-in large screen tv, patio set with fire pit, a four-person hot tub, and fish cleaning station. Dont miss the opportunity to own this incredible property! Listing agent is the owner and a licensed Florida real estate agent.

MUST SEE! Beautifully maintained 3-bedroom + bonus room, 2-bathroom, canal front home on Ramrod Key. Built in 2006 and lovingly cared for, this home is clean and bright with a well-thought split floor plan that maximizes the space for both family-living and entertaining. The primary bedroom includes an en-suite bath and features a fourth room, perfect for an office, den, nursery, or whatever you might need. The large, screened back porch is accessible from the living room, primary and secondary bedrooms and offers serene canal views while the front deck overlooks pristine salt ponds with spectacular, uninterrupted sunset views. Native foliage preserves the privacy of the yard space while still providing access to one of the best boating canals in the Lower Keys. The outdoor space includes a canoe/kayak/paddleboard launch (less than 1,000 feet to open water), hot tub, outdoor shower, covered storage and parking. Plans for a 40 dock were created in 2001 and deemed permissible by the Army Corps of Engineers. The elevated home was built to withstand 175 mph winds. The new metal roof was installed in 2017. This home checks so many boxes. Dont miss the opportunity to make it your own!

Tucked along a quiet canal in Cudjoe Key, this thoughtfully designed waterfront residence offers the ideal blend of comfort, durability, and island style. A large paver driveway leads to a spacious under-home parking area with room for two vehicles, while a concrete drive wraps around to a second covered patio--offering ample space for guests, toys, or trailers.Composite decking leads to a covered front porch that overlooks the canal and is framed by lush tropical landscaping for added privacy. Inside, tile flooring runs throughout the open-concept living area, where natural light pours into the family room, dining space, and kitchen. The kitchen is appointed with granite countertops, a full-length tile backsplash, and stainless steel appliances--perfect for preparing meals after a day on the water.The generously sized laundry room offers additional storage and functionality, while a well-appointed guest bathroom features granite counters and a tiled shower with glass doors. The second bedroom easily accommodates two full beds and includes a large closet, making it ideal for guests or family. The primary suite is spacious and serene, offering a walk-in closet, dual vanities, and a beautifully finished bathroom with built-in linen storage.Freshly painted exterior adds to the clean, move-in-ready feel, while the full-length concrete seawall, private fencing, and boat lift create a waterfront setup thats both functional and secure. The property also features a fish cleaning station and plenty of room to entertain outdoors.Below, the tiled lower enclosure includes a half bath, utility sink, and wash basin, along with ample storage space for all your gear--whether its paddleboards, fishing rods, or snorkel sets. With a layout built for easy Keys living, this home offers the perfect balance of indoor comfort and outdoor adventure.

Welcome to Waterfront Living at Buttonwood Bay in Key Largo!Experience stunning sunsets and the ultimate boaters paradise from this beautifully situated residence in the highly sought-after Buttonwood Bay community. Enjoy your own private waterfront patio just steps from a protected 33 dockage, perfect for effortless boating access. Spread across 42 acres of tropical beauty, Buttonwood Bay features a deep-water coral rock harbor with direct access to the Florida Bay and nearby Atlantic Ocean. Step inside to a comfortable open living floor plan offering 2 bedrooms and 1.5 bathrooms, blending comfort and style in a relaxed setting. Enjoy resort-style amenities including a full-service marina and boat ramp, on-site Ships Store with everything from snacks and drinks to bait, ice, fuel and owners parking for trailers, three heated pools, five tennis and pickle ball courts, fitness center with waterfront marina views, saunas, a basketball court, clubhouse, sandy beach, 24-house security and staffed gatehouse. Whether youre looking for a full-time residence or the perfect weekend escape, this is your chance to embrace the Florida Keys lifestyle. Buttonwood Bay isnt just a location--its a way of life.

Welcome to your dream waterfront retreat! This 1,120 sq. ft. 2-bedroom, 2-bath home offers million-dollar open water views, with two sets of sliders from the dining area and living room leading to a spacious screened patio--perfect for enjoying stunning sunsets.Features include: 3 split A/C units for optimal comfort Wraparound walkway for easy access around the home812 sq ft downstairs enclosure 25-ft dock just seconds from Pine Channel--ideal for boating, fishing, and exploring the Content Keys Vacant lots on both sides for ultimate privacy✅ Walking distance to a scenic waterfront community park✅ Nearby bike paths for outdoor enthusiastsLaunch your boat and head to the Atlantic, explore nearby sandbars, or enjoy world-class fishing and lobstering. This home is a rare find for those seeking the perfect mix of adventure and tranquility.Dont miss this opportunity--schedule a viewing today!

Experience endless ocean views from this northeast-facing penthouse unit, where the soothing sound of waves greets you at the shore. Situated in The Egret on KCB, this exclusive complex features just six owners, making it the perfect retreat for those seeking privacy. Enjoy access to the sandy beach, pool area, and outdoor kitchen right by the pool. The gated community offers parking for one vehicle, and an elevator conveniently takes you directly to your front door. This move-In ready 2-bedroom, 2-bathroom unit boasts a lovely patio with stunning vistas. B&BATVAI

Welcome to Boaters Paradise, featuring a 30 deeded boat slip! Immerse yourself in breathtaking ocean and lagoon views from this stunning 2-bedroom, 2-bathroom unit, which boasts one of the largest open floor plans in the complex at 1,672 sq. ft. This spacious layout provides the perfect backdrop for comfortable living, seamlessly connecting the living, dining, and kitchen areas--ideal for entertaining friends and family.Convenience is key, with an elevator located right outside your front door and a designated parking space directly beneath the unit for easy access. Additionally, a nearby charging station for electric vehicles adds to your comfort.Experience coastal living at its best at Coral Harbour Club, which features a lagoon with a sandy beach, a marina equipped with a boat ramp, fuel, ice, and direct ocean access. Enjoy a wealth of amenities, including tennis courts, bocce ball, an oceanfront pool, pickleball, kayak storage, access to compressed air, and so much more. Embrace a lifestyle filled with relaxation and recreation in this beautiful gated community!

Welcome to 1254 James Ave, Marathon, FL 33050! This beautifully updated home offers 3 bedrooms and 2 bathrooms, making it the perfect coastal retreat. Step outside to a covered porch facing south, where you can enjoy warm breezes and stunning views of Boot Key. The home is located just steps away from kayak trails, offering easy access to water adventures. The property also features a 60-foot seawall, ideal for boating enthusiasts or those looking to launch kayaks and explore the nearby trails just across the water.Inside, the home has been thoughtfully remodeled, including a fully renovated master bathroom featuring a dual vanity and stylish new floors. The partially fenced yard provides privacy and a secure outdoor space, designed with families in mind. The fencing offers added peace of mind by helping protect kids and toddlers from wandering near the seawall, in addition to keeping pets safe.A concrete pad outside provides extra parking or outdoor activity space, while the garage accommodates one car or can be used for storage. With excellent views, modern updates, and a prime location close to water access, this property is a must-see for those looking to enjoy the best of Florida Keys living.