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Total Listings 1,035
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$995,000
Saddlebunch
Saddlebunch Shores   - MM: 14.00
3 Bed, 3 Baths, 1,296 SqFt Days Listed: 23
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

NEW LISTING! 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!

$998,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
6 Bed, 6 Baths, 2,320 SqFt Days Listed: 195
-16.76% ($201,000) 6 Price Changes : Last Change 3 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.Concre

Welcome to 184 Cutthroat Drive, a wonderful income producing waterfront home on the peaceful Cudjoe Key. This home is being sold fully furnished and with kayaks! Has a spacious open floor plan with lots of natural light.Main Level (Upstairs):4 bedrooms, split for plenty of privacy2 full bathroomsLarge living, dining area, and kitchen with an open layout and tons of counter space and cabinets, and stainless steel appliances.Large deck for relaxing and star gazing on clear nights.All new impact windows and doors on upper level.New AC 2020Lower Level (Legal Pre-FIRM Downstairs):2 additional bedrooms1 full bathroomSeparate living space, ideal for guests or extended familyDirect outdoor access for easy enjoyment of the waterfront. Separate set of washer and dryer for downstairs. Outdoor Features:Private canal frontage with quick access to open waterPartial fenced in front areaNew roof 2017New 10,000lb boat lift, and new composite dock.Ample storage for your water sports and fishing gearThis home is a great opportunity for those looking for a property to enjoy the natural beauty and recreational opportunities of the Florida Keys and large enough to bring all their friends and family along with them! With its prime location and in walking distance to the Square Grouper one of the best restaurant in the Keys, 184 Cutthroat Drive is a true gem!

$998,000
Key Largo
Seaside Subdivision   - MM: 94.50
2 Bed, 2 Baths, 1,148 SqFt Days Listed: 75
Single Family - Kick-out - Waterfront Yes
Side of Island: Ocean - Dockage: None

What a view for less than $1Million! This offering includes not just the lot with the house but also a very large oceanfront lot across the street. Walk your kayak or paddleboard to the ocean and enjoy the Keys life! No need to go to a homeowners park! This spacious home features CBS construction and a concrete roof, 2 bedrooms, 2 full baths and a large downstairs garage/enclosure. Enjoy the ocean views from the open living area and the primary bedroom. The screened lanai is the perfect place to enjoy the ocean views with your morning cup of coffee or an adult beverage in the afternoon shade. This corner property is fully fenced and has a walk gate plus 2 sets of double gates for easy access. This neighborhood is well located and close to restaurants, schools and shopping. Close enough to Miami for a daily commute, but a world away! Come and start living your Keys life!

$999,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,028 SqFt Days Listed: 168
-8.77% ($96,000) 1 Price Change : Last Change 33 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

Discover the ultimate boaters retreat in beautiful Summerland Key! This stilted canal-front home features 3 bedrooms and 2 baths and easy access to the both the Atlantic Ocean and Gulf of Mexico After a day on the water unwind in the pool or relax under a palm tree in your hammock. The ground-level storage area is perfect for your boating gear and outdoor furniture. A commercial ice maker is ready to chill your catch of the day or beverages for your sandbar excursions.Enjoy the convenience of a Coast Guard-marked channel, providing a safe and enjoyable transit to and from your dock. The wide 60-foot canal makes maneuvering a breeze, and marine fuel is just 2 minutes away by boat--no more long trips to the fuel dock.Inside the home, youll find an open-concept design centered around the kitchen, dining room, and living area. Off the dining room is a screened-in porch, perfect for enjoying happy hour cocktails or taking in another incredible sunset in paradise.This home boasts three generously sized bedrooms and two baths along with a laundry room. Recent upgrades include a new AC system installed in 2022, a new hot water heater in summer 2024, and a new roof added in 2018. The furniture can be sold with the home, making it move-in or rental ready!The home is conveniently located near many stores, restaurants, and other conveniences. This location offers everything you need in tranquil Summerland Key. This home is truly a boaters dream!

$999,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
3 Bed, 3 Baths, 1,248 SqFt Days Listed: 104
-9.18% ($101,000) 1 Price Change : Last Change 67 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

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!

$999,000
Key West
New Town Unlisted   - MM: 2.00
3 Bed, 3 Baths, 1,586 SqFt Days Listed: 104
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

Enjoy unparalleled flexibility and luxury with this transient-licensed 3-bedroom, 3-bathroom condo, an exceptional opportunity for a personal coastal escape or a versatile vacation rental. Fully furnished with modern decor, high-end appliances, and meticulous craftsmanship, this turnkey property is poised to impress from the moment you step in. Conveniently located at the entrance to the island of Key West, it offers seamless access to a wealth of shops, dining, entertainment, and recreation options, delivering convenience and enjoyment at every turn. With its streamlined rental setup, this condo is perfect for buyers seeking potential income or for those desiring an upscale island retreat all to themselves with all the amenities one could possibly ask for. Property has two restaurants, a bar, covered parking, mini marina dockage for boating while visiting and a fitness center all on site. Experience the best of refined island living!

$999,000
Plantation Key
Port Of Call   - MM: 88.50
2 Bed, 2 Baths, 1,152 SqFt Days Listed: 317
-22.86% ($296,000) 4 Price Changes : Last Change 2 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

Coastal Living Redefined: Your Port of Call Oasis--Where Sunrises Paint the Sky and Salty Breezes Beckon.Hidden Gem, Unparalleled Lifestyle, and Income Generation: Imagine owning a meticulously updated townhome--a coastal haven tucked within the prestigious Port of Call community that allows for short term vacation rentals. Two bedrooms, two full bathrooms, and one half bathroom--spacious elegance awaits. Breathtaking Balconies: Picture yourself sipping morning coffee on one of three balconies. The sun rises, casting golden hues over the ocean. Salty sea breezes tousle your hair. Its not just a view; its an invitation to savor life. The heated community pool beckons--a liquid oasis just steps from your front door as well as the crystal clear waters of the Atlantic ocean. Dive in, float, let worries dissolve. Including a deeded boat slip--your gateway to ocean adventures. Set sail, chase horizons, and let the waves carry you. Prime Islamorada location: Convenience meets coastal charm. Shopping, restaurants, Founders Park--all within reach. Your address whispers, Welcome home. More Than a Home: Its a lifestyle--an embrace of sunsets, laughter, and memories. This isnt just a townhome; its your chapter in the Port of Call story. Schedule a private tour. Walk the grounds, feel the sea breeze, and decide: Is this where your heart drops anchor?

$999,000
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 1,140 SqFt Days Listed: 146
-12.29% ($140,000) 3 Price Changes : Last Change 4 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp130ft.Concr

Boaters Paradise in Big Pine Key! This immaculate waterfront home boasts beautiful bayviews and 130 feet of canalfront dockage, perfect for offshore Atlantic Ocean fishing or Florida Bay adventures. Located in a prime area, youll enjoy some of the best boating experiences in the Keys, with Looe Key Coral Reef, Picnic Island, and Content Keys just minutes away. Set on a spacious corner-like lot, this property features a private boat ramp where you can launch your boat with a straight shot to the bay and beyond. Additionally, ample downstairs storage for all your fishing gear and water toys. Inside, the 3-bedroom, 2-bath home offers impact windows and doors, granite countertops, and an open-concept layout for bright, comfortable living. Step outside to a brand-new raised concrete heated pool, or relax in the screened downstairs patio, perfect for entertaining. Situated in a desirable subdivision, youll be close to local restaurants, parks, and all the natural beauty of Big Pine Key. Dont miss this exceptional waterfront opportunity!

$999,000
Duck Key
Marina Vil Hwks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,337 SqFt Days Listed: 339
-11.20% ($126,000) 1 Price Change : Last Change 186 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage,None

Experience breathtaking open water vistas from each room through the expansive screened-in balcony. This Marina Villa condo showcases a split bedroom design, where the primary bedroom and its ensuite connect to one bedroom which feature twin beds, while the second suite and bathroom provide guest privacy at the opposite end of the residence. The condo boasts numerous enhancements, such as custom tile inlays in the bathrooms, tile and high-end vinyl flooring, and a fully equipped kitchen with a double bowl farmhouse sink. Additional storage cage on the ground level to store bikes and water toys. Covered parking available on the ground level with an elevator for added convenience. It is part of the Preferred rental program with a proven rental income. Just bring along your water toys and dive into the vibrant lifestyle of the Keys.

$999,000
Marathon
Cobia Point Condo   - MM: 49.00
3 Bed, 3 Baths, 2,440 SqFt Days Listed: 79
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 46ft.Concrete

Glorious views of Boot Key Harbor from your 800 sq foot wrap-a-round screened balcony. ASSIGNED BOAT SLIP conveys with this unit for up to a 40ft vessel. Luxurious, quiet condo living at its best. Split floor plan, huge master suite. Water views from living, dining, kitchen and two bedrooms. Renovations underway, kitchen and new floors are finished. Elevator, heated pool, outside shower and pool side rest rooms, tennis court, kayak storage rack. Like to fish? Cast your line off the dock or your personal boat slip. Ground floor is covered parking, unit is 1st floor above the parking. Large storage unit under the building. Walk or bike around the golf course. Centrally located in the heart of Marathon. Close to Sombrero Beach, restaurants and the Marathon Airport, all that Marathon has to offer. NO vacation rentals allowed. Quarterly does not include complex insurance. $8,250K is assessed in March annually for insurance. Also, yearly Contingency Fund of $3K due in March.

$999,000
Duck Key
Village At Hawks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 65
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Prime Canal Front Home in Village at Hawks Cay! This exquisite 3-bedroom, 2.5-bathroom canal front home is located in the highly desirable Village at Hawks Cay. Boasting a spacious floor plan, it is perfectly suited to accommodate large families and guests.This property is an ideal daily rental with the potential for a significant income. Its conveniently close to many of Hawks Cay Resorts amenities, making it an attractive option for owners interested in the optional Hawks Cay Resort Rental Management Program.The exterior has been freshly painted, enhancing its curb appeal. Inside, the home features a full kitchen equipped with stainless steel appliances and granite countertops, providing both functionality and style.Dont miss out on the opportunity to own this beautiful vacation home in the Florida Keys! Professional Photos coming soon!

$999,000
Key Largo
Cross Key Waterways   - MM: 103.00
3 Bed, 3 Baths, 1,024 SqFt Days Listed: 12
Mobile Home - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Ramp,Boa

Attention boaters! This renovated coastal modern home in Key Largo offers the ultimate waterfront lifestyle. Situated on a 60-foot-wide canal just moments from the open bay, the property boasts 104 feet of waterfront, complete with a 15,000-lb boat lift and a private boat ramp. ROGO exemption letter on file with Monroe County.The existing home has been beautifully updated in a sleek coastal modern style, blending contemporary comfort with the laid-back charm of the Keys. Whether you choose to enjoy the current home or take advantage of the included approved plans for a new 3-bedroom, 2-bathroom concrete home, this property offers endless possibilities for customization and expansion.Set on an oversized lot, this property is a rare find, combining stunning canal front access with the flexibility to create your perfect Key Largo retreat. Dont miss this chance to own a piece of paradise for under $1M --schedule your private showing today!

$999,999
Conch Key
Conch Key   - MM: 62.50
3 Bed, 3 Baths, 1,368 SqFt Days Listed: 19
-9.09% ($100,001) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

What an incredible retreat in this stunningly upgraded 3-beds, 2-bath fishing cottage on the iconic Conch Key, Florida. Every aspect of this home has been thoughtfully enhanced for both comfort and style. Impact windows and doors, a metal roof, while the interior shines with quartz countertops, bamboo hardwood floors, and exquisite cedar and Dade County pine accents throughout. The homes layout offers more than meets the eye, with an additional 896 square feet upstairs, providing ample space to accommodate your needs. Enjoy 50 feet of dockage on a pristine canal, perfect for large, deep-draft boats with quick access to both the Gulf and the ocean. Ideally located just north of Marathon and Duck Key. With weekly rentals allowed, this is perfect as an income-producing investment as well.

$1,000,000
Big Coppitt
Porpoise Point Sec 4   - MM: 10.00
3 Bed, 3 Baths, 1,520 SqFt Days Listed: 84
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Picture yourself relaxing on a wrap-around porch with stunning bay and open water views--just three houses from the open water! This 3 bedrooms and 2 bathrooms concrete single-family home with a metal roof is built for enjoying everything the Florida Keys lifestyle has to offer. Inside, theres a 195 sqft finished lower level --perfect for extra storage, a workshop, or even your favorite hobbies. With two carports theres plenty of space for your vehicles, boat, or water toys. And the best part? Youre just 10 miles from Key West, close enough to all the action but far enough to enjoy peace and quiet when you want it. This homes location and incredible views truly make it a slice of paradise. If youve been dreaming of a Keys retreat, this is your chance. Lets make it happen--schedule your visit today!

$1,000,000
Plantation Key
Coral Harbour   - MM: 88.00
2 Bed, 2 Baths, 1,672 SqFt Days Listed: 62
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

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!

$1,000,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 640 SqFt Days Listed: 100
-4.76% ($50,000) 1 Price Change : Last Change 25 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.Concrete

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.

$1,000,000
Key West
Riviera Shr Amd Plat   - MM: 3.00
2 Bed, 2 Baths, 1,196 SqFt Days Listed: 4
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp70ft.

Unique opportunity to own a waterfront corner lot in Key West! This 2 bedroom, 2 bathroom home located in Riviera Shores offers a total of 195FT of canal front, a boat ramp, garage, concrete pool, off-street parking & a screened in back porch. Ideal location & close to dining and shops. Endless opportunities await!

$1,024,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,124 SqFt Days Listed: 30
-6.82% ($75,000) 1 Price Change : Last Change 12 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift50ft.Concre

Welcome to your dream waterfront retreat! This stunning custom built, concrete two bedroom & two bath home on a great boating canal in Big Pine Key offers the perfect combination of luxury, convenience, and coastal living. Outside, the 50 concrete dock awaits, ready for your boating adventures. Equipped with a 10,000-pound remote boatlift, water and electric connections right at the dock, youll have everything you need for a day on the water. Relax and unwind on the balcony, surrounded by custom concrete porch railings, and take in the breathtaking views of the boating canal and beyond. The fenced yard is a haven for pets and children, offering safety and privacy. Let them roam and play freely while you enjoy the serenity of your surroundings. The true highlight of this property lies within the intricate tile floors that adorn every room. Meticulously crafted over the course of a year, these stunning floors add a touch of elegance and sophistication to the entire home. End your days enjoying the sunset from your Juliet balcony situated off of the master bedroom. Metal roof, outdoor shower, all new electric throughout the house, extra wide 10 sliding doors leading out to balcony, & concrete floors. Dont miss your chance to own this exquisite waterfront property on Big Pine Key. Seller financing terms you DO NOT want to miss out on!

$1,025,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 864 SqFt Days Listed: 39
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 34ft.Concrete

Transiently licensed, open water & turn key, the perfect Florida Keys getaway. Dazzling views and instant access to the beautiful waters of the Florida Keys. The home is new (built in 2021) with 2 bedrooms and 2 bathrooms, 9 ft ceilings, fully furnished, leather finish granite in the kitchen and every finish taken to the next level. Impact windows and doors, 70 flat screen TV, plenty of comfortable seating options. Dock your boat right behind the house on the full width, 34ft, concrete seawall. Wonderful on-site amenities in Venture Out Resort include a heated 80-foot pool with large hot tub and kids pool, tennis courts, basketball court, bocce courts, swimming lagoon, marina & convenience market with fuel on site as well as two double wide boat ramps, a recreation center with billiards, darts, ping pong, a post office and a library. 24 Hour Patrolled Security.

$1,027,246
Key Largo
Landings Of Largo   - MM: 98.00
2 Bed, 2 Baths, 1,029 SqFt Days Listed: 45
-2.84% ($30,000) 1 Price Change : Last Change 3 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip3

Discover your retreat in the Landings of Largo! This upgraded 2-bedroom, 2-bath townhouse boasts stunning Florida Bay views, where spectacular sunsets set the stage for unforgettable evenings. Included is a deeded 30-foot boat slip with a 12k lift, perfect for endless boating adventures.Inside, enjoy custom kitchen cabinetry, impact windows, and doors for comfort and peace of mind. Relax on the spacious screened patio or take in breathtaking water views from the pop-out balcony. Beneath the unit, find ample covered parking and additional storage for all your gear.Nestled in a gated community at Mile Marker 98, this property is a haven for families and boating enthusiasts alike. The Landings of Largo features two sparkling pools, a state-of-the-art marina, a private boat ramp, and beautifully maintained grounds that exude tropical charm. With an active community vibe, youll find endless opportunities to connect and enjoy events or peaceful solitude by the water. This pet-friendly sanctuary welcomes two pets of any size, so you can bring your furry friends along to share in the adventure. Whether youre exploring the nearby coral reefs, indulging in world-class fishing, or simply savoring the coastal lifestyle, Landings of Largo offers the perfect setting. Just moments from local dining, shopping, and entertainment, youll enjoy the best of Key Largo living.Your slice of paradise awaits at Landings of Largo--embrace the vibrant lifestyle and create memories to last a lifetime! This Townhouse is SOLD fully furnished~

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 02-22-2025.
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