Cudjoe Key Waterfront Homes for Sale, Single Family Houses, Open Water, Ocean and Bay / Gulf Views

Welcome to a slice of paradise tucked away in the gated community of Venture Out on Cudjoe Key, where your dream of coastal living becomes a reality. This charming 2-bedroom, 1.5-bathroom home invites you to embrace the tropical lifestyle, offering the perfect blend of comfort and tranquility. The interior of this cozy residence is thoughtfully furnished, ensuring you can start enjoying your new home immediately. Each room exudes a sense of relaxation, with natural light through the windows and sliding glass doors. Step outside to your 23 dock making it convenient to jump on your boat for a day out on the water. Venture Out offers an impressive array of amenities that cater to both full-time residents and visitors looking for a getaway. Enjoy the luxury of a heated pool that overlooks the ocean, a perfect spot to unwind. For those with a passion for sports and outdoor activities, Venture Out doesnt disappoint. Engage in a friendly game of pickleball, basketball, or bocce ball on the courts designed for recreation and connection. Venture Out is not only a community, but also a lifestyle. New water heater recently installed.

Waterfront Fixer-Upper with Endless Potential in Cudjoe Key!📍 134 Tortuga Ln, Cudjoe Key, FL 33042Embrace the opportunity to transform this waterfront gem into your Florida Keys dream retreat! Nestled in the desirable community behind the famous Square Grouper Restaurant this property offers direct boating access to the Atlantic Ocean--no bridges, no hassle, just open water in mere minutes.Situated on a spacious canal-front lot, this home is a blank canvas for creative visionaries or savvy investors. The structure offers a solid footprint with stilted concrete columns in excellent condition, ample square footage and room to reimagine the layout to suit your style. The potential here is undeniable. Renovate or start from scratch, either way you cannot lose with this gorgeous Old Keys lot and location!Property Highlights:🛏️ 3 Bedrooms | 🛁 2 Bathrooms 🌊 Deepwater canal with 3 ft draft in Bay and channel for quick ocean water access🚤 60 natural rock seawall 🛠️ Home needs renovation - ideal for buyer wanting to create their own space with all new touches and finishes🌴 Spacious yard with tropical and mature gorgeous palms and vegetation, and room for a pool🏝️ Quiet neighborhood with beautiful homes and a private, relaxed atmosphereWhether youre seeking a peaceful island getaway or a project with serious upside, 134 Tortuga Ln offers the location, waterfront access, and vision-ready structure to make your Florida Keys real estate dreams come true.📞 Call today to schedule a private tour and explore the possibilities!

Affordable piece of paradise! Move in ready, open concept, bright and airy, and freshly painted interior! This 2 bedroom 2 bath home is so spacious youll be amazed. It has a very large kitchen and living area that looks out over the canal, with sliding glass doors out on to the newly painted deck. Minisplits in each room that cool, heat and dehumidify! Plus, a 5 stage reverse osmosis water purifier! There is 44 ft of concrete dockage, very generous for this community, and lots of storage underneath the house for all your boating and fishing gear. A large pool, hot tub, and tons of community activities are just a few of the amenities Venture Out has to offer its residents.

Coastal Paradise: 2-Bedroom, 2-Bath Canal-Front Home with Direct Ocean AccessThis stunning 2-bedroom, 2-bath home offers the ultimate canal-front lifestyle, minutes from open water with no bridges to navigate, perfect for boating enthusiasts. Located on the coveted Oceanside, the property features a spacious 60-foot dock ready for your vessel, offering convenient and quick access to the ocean.Inside, the open-concept living area invites relaxation, with natural light pouring in and serene water views. Enjoy seamless indoor-outdoor living with two screened patios--ideal for entertaining, morning coffee, or evening sunsets. A 2-car garage provides ample storage for vehicles and gear, enhancing both convenience and security.Move-in ready and primed for your personal touch, this home is a rare gem in a prime location. Dont miss your chance to own a slice of waterfront paradise!

With unbeatable access to oceanside fishing, diving, and lobstering, this canal front home delivers the kind of location boaters rarely find. The west-facing canal sets the stage for vivid sunset views, while the spacious lot offers room for extra parking, trailered boats, or an RV. Inside, the home features three bedrooms, two bathrooms, granite countertops, stainless steel appliances, and French doors that open to a screened patio overlooking the water. A lower-level enclosed storage area provides secure space for gear and equipment. The home is situated in a quiet neighborhood known for its sense of community and its prime location--convenient to both Old Town Key West and Marathon, as well as nearby restaurants that have earned local loyalty. Whether youre heading out on the water or enjoying the view from home, this property puts you in the right place to make the most of it. Schedule your showing today.

Mariners Dream - Your Waterfront Paradise Awaits! Welcome to this elevated, stilted two-story home offering 1,560 SqFt of living space and a versatile 4th bedroom that doubles as a den. Situated on a deep, wide, and pristine canal in the desirable Cutthroat Harbor Estates of Cudjoe Key, this home provides the perfect canvas for renovation. With new windows and siding (Completed 2023), much of the heavy lifting has already been completed. Step outside your door to immediate access to the water, whether youre fishing, swimming, or simply soaking in the serene canal views. The 3 control depth provides crystal-clear water ideal for swimming, and theres plenty of space to add your own dock, with or without a boat lift. This home is perfect for those who appreciate the beauty of coastal living and are ready to invest a little elbow grease into transforming it into a dream waterfront retreat. NUTS & BOLTS: Large bonus space enclosure under the house opening up to the waterfront tiki bar; New windows (9) & Hardy-board Siding; 3-ton AC (1998) ; Lower enclosure (1991) Newer wood stilt piers, front and waterfront decks Tiki bar (needs restoration) ; Laundry room off the kitchen. Make this Mariners Dream your very own and embrace the ultimate coastal lifestyle!

Dream Island Living Awaits!Discover this move-in ready, fully furnished 2 bed/2bath canal front home in the secure gated community of Venture Out in CUDJOE KEY. This beautifully appointed property features a 35 ft concrete seawall, perfect for boaters and water enthusiasts, offering stunning open water views that create a serene backdrop for your island lifestyle. Enjoy ample downstairs space, ideal for entertaining family and friends in a laid-back atmosphere. Take advantage of the exceptional amenities within the community, including a heated oceanfront swimming pool, spa, pickleball and tennis courts - perfect for fun and relaxation. Convenience is key with a boat ramp located next to the on-site store and marina, which also includes a fuel station.Nightly rentals allowed.Dont miss out on this incredible opportunity to embrace the best of Florida Keys living! Call me today to schedule a showing.

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!

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.

Boaters Paradise in Cudjoe Key under 1 million! Priced to Sell! Bring all offers!Bring your boat, jet skis, and sense of adventure! This upgraded two-story coastal retreat is designed for water lovers, featuring over 60 feet of dock space complete with shore power, plumbing, and brand-new dual jet ski davits plus a boat lift -- perfect for launching into the Florida Keys lifestyle.The lower level offers a private in-law suite just steps from the water. Built only three years ago, this self-contained apartment features a full kitchen, its own A/C system, premium waterproof PVC flooring, and marine-grade insulation -- ideal for guests, rental income, or extended family.Upstairs, the main residence features a bright, open-concept living space with large impact-resistant windows and doors installed by the previous owners, offering both natural light and storm protection. The home is energy-efficient and move-in ready.Located in a quiet and highly desirable neighborhood in Cudjoe Key, this fully furnished gem is a rare opportunity to own a true Keys boaters dream home. Whether youre an avid fisherman or just looking for the ultimate waterfront lifestyle, this property is a must-see!

Welcome to Blackbeard Lane on Cudjoe Key, a stunning stilted home that perfectly combines modern elegance with the charm of the Florida Keys. Built in 2012 and thoughtfully updated, this property boasts 3 bedrooms and 2 bathrooms across 1,195 sq. ft. of beautifully designed living space.The heart of the home is the expansive open-concept living area, seamlessly connecting to a chefs kitchen adorned with high-end appliances, custom cabinetry, a pot filler, and a striking Dade County Pine hood. The primary suite features an ensuite bathroom with custom finishes and generous walk-in closets, while two additional guest rooms share a stylish guest shower.Attention to detail is evident throughout, from the contemporary flooring to the Dade County Pine accents. The home is equipped with impact-resistant windows and a newer roof (2018), ensuring low insurances and peace of mind. Set on a spacious 6,000 sq. ft. lot, this property is a true boaters paradise, featuring a 40-foot seawall and a 10,000 lb boat lift, making it easy to explore nearby destinations like the American Shoal Lighthouse and Looe Key Sanctuary. Additional amenities include an outdoor shower, ample parking, and a downstairs enclosed garage for extra storage.Experience the best of Florida Keys living in this exceptional home!Property is owned by a licensed Real Estate Agent.

SPECTACULAR OCEANVIEWS!!! Just a few houses in from the Wide Open Ocean & Bay- CBS House 3 Bed/2 Bath - 80 ft. Concrete Dock on a Deep - Water -Wide - Canal. Beautifully Landscaped Yard. This home features - Cathedral Ceilings, Custom Cabinets & Island. Great Layout, & Impeccable Craftmanship on the Front Door & Tile through out. Plenty of Room for a Pool, RV, & All your toys. Quiet neighborhood - But close enough to Key West for all the Entertainment & Fun. Truly a Fishermans Dream.

60 foot wide canal, 80 feet of cement seawall. Great boating access. Welcome to 66 Colson Drive in the desirable Cudjoe Gardens! This beautifully updated 3-bedroom, 2-bathroom canal-front home offers the ultimate Keys lifestyle with direct ocean access, ideal for boating enthusiasts. The bright and open floor plan seamlessly blends indoor and outdoor living spaces, perfect for entertaining or simply relaxing by the water. The kitchen features sleek finishes, stainless steel appliances, and ample storage. This home has a brand new roof and a new AC for immediate savings. Step outside to a tropical oasis, complete with a sparkling pool and a spacious patio, all overlooking the tranquil canal. With 80 feet of waterfront with a concrete dock, this property is ready for your next adventure on the water. Embrace Keys living at its finest in this move-in-ready gem in Cudjoe Key!

Welcome to your private tropical oasis in the Lower Florida Keys! This beautifully maintained waterfront home is perfectly situated on a quiet street in the desirable neighborhood of Cutthroat Harbor Estates on Cudjoe Key. Boasting 3 bedrooms, 2 bathrooms an open-concept living area, this property is designed to embrace the laid-back island lifestyle.Step inside to find a bright and airy interior with vaulted ceilings, large impact rated windows, and sliding glass impact rated doors that give the home natural light. The kitchen features a heart of the house concept, and a convenient breakfast bar, making it perfect for entertaining. Hurricane doors and windows provide safety and peace of mind as well as mitigation credits for insurance! New Gree air conditioning units with both cooling and heating.Outdoors, youll discover a spacious patio overlooking a deepwater canal with direct access to the open ocean and the Gulf of Mexico. The property includes a 60-foot concrete dock, making it ideal for boating, fishing, or diving adventures. Take in the breeze from one of your FOUR balconies! Enjoy a variety of native trees and plants provide shade through the property. Exceptional boating out your back door! Cudjoe Bay is an exceptional spot to anchor and go for a dip to cool off. Additional features include a large lot with lush landscaping, plenty of storage for your gear, covered parking, and room for an RV or trailer. If youre looking for a full-time residence, a vacation retreat or an investment property, this home offers it all. Plenty of room to add a boat lift or pool! Downstairs enclosure provides ample storage for tools and boating toys!Enjoy the beauty of the Florida Keys and the convenience of being just 20 minutes from Key Wests dining, shopping, and entertainment. Schedule your private tour today and start living the dream!*Please note 3rd bedroom is open air

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!

Seller says Bring Offers ! Open Water Views & Sunset Skies with great boating access describes this Concrete Block Construction Home with pre-stress concrete beams holding up a poured concrete floor. Home features open floor plan with vaulted ceilings, tile floors throughout, partial walk-around, storm shutters, 2018 A/C, impact front door and metal roof. Storage room below and ample parking too. Quick commute to Key West, shopping, restaurants and all other conveniences. Excellent Oceanside boating access to the best fishing and diving spots in the Lower Keys. Enjoy the outdoors and gorgeous sunset skies on your screened porch facing the canal & Cudjoe Bay.....Great Home and Great Location!

Welcome to your stunning 3-bedroom, 2-bathroom oasis, nestled at the end of a peaceful cul-de-sac on a double canal. Surrounded by lush fruit trees, this home offers the perfect blend of tranquility and luxury. Step inside to find a spacious open floor plan that creates a bright and airy atmosphere, ideal for entertaining. The chef-friendly kitchen is equipped with modern appliances, making it a culinary enthusiasts dream. The tranquil master retreat overlooks the pool and features a spacious bathroom complete with a jetted tub for ultimate relaxation. The guest bedroom offers its own access to the guest bath, along with a walk-in closet and serene water views. This home is truly a haven for outdoor lovers. With over 200 feet of waterfront, youll have ample space for all your water activities. Enjoy the convenience of a 14k boatlift and 10,000k davits, perfect for boating enthusiasts. For those who love to fish, theres a dedicated fish cleaning table and tackle storage. After a day on the water, refresh yourself in the outdoor heated shower. OFFER COMPLETELY FURNISED

Welcome home to your coastal oasis! This stunning brand-new elevated home features three bedrooms, two bathrooms, with an open concept living room and kitchen plus a covered 10x30 porch. Additional features include impact resistance windows and doors, metal roof, Azek decking, powder coated aluminum railings, custom concrete dock (8x20) with a permitted 12,000 Ibs. boat lift with your very own private beach and 298 sq. ft. of enclosed storage space. Schedule your private showing today! One of the Sellers is a Licensed FL Real Estate Sales Associate.

If you are looking for the Island Life with the best boating access in the Keys, this is the property for you. This beautifully updated tropical Keys home on a lushly landscaped spacious 10,200 square foot lot, is located in the tranquil setting of sought after Cudjoe Ocean Shores. This subdivision is extremely desirable for its premier boating access to world class fishing and diving in both the Atlantic and the Gulf via Kemp Channel. Kemp is one of the deeper easier channels to navigate to the Gulf, and has a much higher bridge clearance to get under US 1 for quick and easy access to the Atlantic. This combined with having 85 of canal frontage on an extra wide canal with lots of room to maneuver, makes this property perfect for bigger boats. With two ensuite bedrooms and a split floor plan, this home offers extra privacy for family and guests. The large covered screened back deck spans the length of the house overlooking the canal and is the perfect setting for dining al fresco. There is a garage and large enclosure below, and plenty of room in the fenced yard to store your toys. Start and end your day on the rooftop deck, sipping coffee soaking in morning sunrises over Kemp Channel and savoring appetizers and cocktails as you enjoy the unique and spectacular Keys sunsets. This property has impact windows and a metal roof for your added protection and reduced insurance premiums. A 22 KW whole house propane powered generator keeps you comfy whenever we have a power outage. Located only a short 20 minute drive to Key West.

Nestled in one of the Lower Keys most coveted boating communities, this meticulously renovated 3 bedroom 2 bathroom coastal retreat is more than just a home...its a gateway to endless aquatic adventures. Situated on a deep-draft, flow-through canal with direct access to both the Atlantic and Gulf, this property is a dream for fishing, diving, and island-hopping enthusiasts. The brand-new concrete dock with 17k boat lift is built for the serious boater, ensuring effortless departures for your next adventure. Step inside to find a seamless blend of modern elegance and island charm. The light-filled, open-concept living space is adorned with custom tile flooring throughout, sleek quartz countertops, and premium stainless steel appliances, creating an ambiance that is both stylish and functional. The spacious guest bedrooms offer plenty of room for family and friends, while the serene primary suite serves as a private retreat, complete with a spa-like ensuite bath. Designed for both beauty and resilience, this CBS-constructed home features impact windows and doors, giving you peace of mind during any season. Beyond your backyard paradise, Cudjoe Gardens Marina is just steps away, offering a full-service experience with a large boat ramp, fuel dock, convenience store, and the beloved Bent Prop Restaurant & Bar--perfect for enjoying a sunset cocktail after a day on the water.Whether youre seeking a full-time residence or the ultimate vacation getaway, this home delivers luxury, convenience, and some of the best boating access in the Lower Keys. Dont miss your chance to own this waterfront gem.