Cudjoe Key Homes For Sale on the Ocean Side

Welcome to your slice of paradise located in the gated Venture Out community! This stunning 2 bedroom, 2 bathroom home offers unparalleled views of the open water from the living room, kitchen, and outdoor entertaining areas. Step inside to discover a beautifully appointed interior that exudes both comfort and style. The spacious living room is the perfect spot to relax and unwind, while the well-equipped kitchen is a dream, complete with stainless steel appliances and ample storage space. One of the highlights of this home is the large upstairs covered patio, where you can enjoy breathtaking ocean views and gentle sea breezes. The perfect spot for morning coffee or evening cocktails! This home has lush tropical landscaping added to provide shade, privacy and that tropical feel we all desire. Additional features include a convenient downstairs storage area, ideal for storing all your boating gear and outdoor equipment. The covered downstairs entertaining space is perfect for hosting gatherings with family and friends, rain or shine. Parking is a breeze with the covered area provided for your vehicle and golf cart. Whether youre a full-time resident or looking for a weekend retreat, this home offers the ultimate in coastal living. Dont miss your chance to own this gem in Venture Out - schedule your showing today and start living the waterfront lifestyle youve always dreamed of!Venture Out offers the perfect laid-back lifestyle! Inside the gates, you will find a community boat ramp, fuel station and ship store, saltwater pool and spa, tennis, basketball, pickleball courts and more!

Looking for a property with exceptional potential? This canal front home with nautical accents on Cudjoe Key is just waiting. Originally constructed in 1979, this waterfront haven features two bedrooms, two bathrooms and just under 1,100 square feet inside. Enjoy room for all to entertain in the open concept living area that seamlessly leads into the kitchen and dining. Waterside screened porch allows for views of the canal from above, or stroll to the open porch from the primary bedroom for an evening cocktail. With easy Ocean access through Cudjoes canal system, venture by boat to fish and dive the turquoise waters in the Florida Keys. Situated on a spacious 6,000 square foot lot, there is ample space for outdoor living, including the potential for lush landscape, a private pool, or expansive tiki. Be enamored by all of the gorgeous fruit trees onsite, including mango, lemon, lime, guava, coconut and even grapefruit! Downstairs, find an outdoor shower to rinse off the salt water, permitted enclosed storage space ideal for all anglers equipment, carport parking for one car, open parking for multiple vehicles and a covered space ideal for lounging after a day on the water. Conveniently located down the street from the famous Square Grouper and other local eateries. Some spalling work on columns completed in 2019 by sellers. Tenant occupied, please do not walk the property. Sold in AS IS condition.

A Rare Find, Brand New Construction in beautiful Venture Out on Cudjoe Key. Are you seeking a lucrative, turn-key Investment property? This newly constructed home offers you Peace of Mind, Safety, and Security. Construction upgrades include 9 Concrete Columns, Hardy Siding, Metal Roof, insulated to 2023 standards, Concrete stairs and Decking, 100 Amp Electrical Service, 144 sq ft Lower Enclosure with Double Doors to house all the extras including your Golf Cart, Bait freezer and Toys! Step inside to a beautiful Open Concept Floorplan, with fine finishes, 9 ft ceilings, Base and Crown Molding, beautiful Laminate flooring, Stainless appliances, Primary with Ensuite Bath, Guest bedroom with Balcony, and full-size Washer and Dryer. Every single detail for comfort and ease is provided for you and your guests. Brand new Furnishings are Negotiable. Entertain friends and family from either the covered concrete Patio level for grilling and chilling or the expansive Upper Deck with Tropical breezes and beautiful Blue Sky.Water enthusiasts will be particularly delighted by the on-site marina, which comes complete with fuel services. Whether you own a boat or simply enjoy spending time on the water, the marina offers easy access to the ocean, making it a gateway to endless nautical adventures. From here, you can embark on fishing trips, explore nearby islands, or simply cruise the crystal-clear waters of the Keys.You and your guests will be thrilled with the beautiful surroundings and Resort-style amenities making it a perfect place to call home in any season of the year. Residents can enjoy a heated 80-foot pool with a large hot tub, a kiddie pool, a tiki beach, tennis courts, pickleball courts, bocce ball, basketball courts, a swimming lagoon, and a marina with fuel. The on-site convenience market, recreation center with billiards, darts, and ping pong, post office and library add to the resort-like living experience. The Perfect Home Away from Home in the Keys

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! 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.

Assumable VA mortgage at 2.2% Waterfront home with quick and easy access to open water and 135 feet of concrete seawall. Home is solid CBS construction with three bedrooms and one and a half bathrooms. Home has many updates, including new impact windows, fresh paint, light fixtures and roof coating. Large attached screeded in patio and laundry room are an extra bonus spaces. There is an abundance of fruit tree around the larger oversized lot of 8,676 sq ft. Trees to include are sausage, guava, mango and banana. You will also find sugar cane, ginger, grape vines and so many more unique fruit sources.

This beautifully maintained 3 bedroom, 2 bathroom home built in 2016 sits on a 7,500 square foot lot in highly sought after Cudjoe Key. Large open floorplan with dedicated dining area, well-appointed kitchen with granite countertops, stainless steel appliances and large center island offering plenty of space for family and friends to gather. Great insurance rates with metal roof, impact resistant windows and doors and hardy-board (cementious) siding. Large master suite with en-suite bathroom and walk-in closet. Two guest rooms with large guest bathroom, laundry room with extra storage and screened in porch overlooking the natural wooded hammock native to the Florida Keys. Plenty of room for a pool, parking several cars in your carport as well as room for your boat or RV. Tile floors and granite throughout the house along with 9-foot ceilings, crown molding and gorgeous wood cabinets. There is even a Tesla charging station! Walking distance to restaurants, bars and shopping. Only 19 miles from all that Key West has to offer making this house one to put on your list to see!

Idyllic Canal-Front Cudjoe Key retreat on a generous fenced-in lot in a prime location! This bright and spacious Cutthroat Harbor Estates home boasts an open concept main living space and three generous bedrooms! Upon entry, this turnkey home is tailor-made for entertaining. The living room flows seamlessly with a well-appointed dining room and kitchen, complete with stainless steel appliances, abundant white cabinetry and prep space, and peninsula with counter seating. For year-round indoor-outdoor entertaining, a sprawling screened-in veranda, located just off of the dining room, offers an ideal backdrop for grilling while enjoying serene Canal Views. Two well-equipped guest bedrooms offer plenty of space for a growing family or visitors, while the primary suite comes relaxation-ready with large closet and convenient en suite bathroom. Downstairs, a large covered carport allows for shaded parking and waterside entertaining. Sixty feet of concrete dockage allow for easy and frequent boating, enjoy world class diving and fishing within minutes from this ideal location! Rinse off after a long day on the water in the convenient outdoor shower, or unwind in the relaxing hot tub, your coveted Florida Keys lifestyle awaits! Plenty of open and covered parking on this oversized, fenced-in corner lot with room to spare for trailer or RV parking. Nestled within a quiet, established neighborhood but just minutes to delectable dining and shops in town!

Excellent boating at this gorgeous Cudjoe Key retreat! Enjoy no-bridge access to Cudjoe Bay for frequent boating and fishing adventures with ease. Inside this well-maintained home, the main living area boasts high ceilings and an open concept. The well-equipped kitchen features stainless steel appliances, abundant storage, and a large kitchen island ideal for entertaining. Two sets of sliding glass doors lead out to a generous open back porch complete with partial Open Water Views, a serene spot for sipping morning coffee or enjoying evening cocktails with friends. The sizeable primary suite boasts a large walk-in closet and en suite bathroom. An additional guest bedroom provides comfortable accommodation for visitors and an upstairs laundry room offers added convenience. Downstairs, a spacious storage space houses room for storing tools and equipment out of the elements. The manicured yard features an outdoor shower and a substantial side yard with raised flower beds for gardening. A covered downstairs patio offers an ideal spot for grilling your fresh catch or dining al fresco. Enjoy an abundance of covered and open parking, as well as room for trailer or RV storage. Situated on a deep-water canal with approximately 36 feet of concrete dockage, boasting fillet station and swim ladder, this exceptional property is tailor-made for enjoying the coveted Florida Keys lifestyle! Nestled within a quiet, established neighborhood but just minutes to delectable dining options and stores in town, this fantastic property has it all!

Stunning 2-Bedroom, 2-Bath Waterfront Home with Ocean Access! Discover your dream home in the heart of the Florida Keys! This beautifully renovated 2-bedroom, 2-bathroom waterfront home offers everything you need for a perfect island lifestyle. Enjoy direct boating access to the Atlantic Ocean from your private 60 dock and take in the spectacular ocean views from your spacious open floor plan.Entertain guests at the tiki hut and outside bar, and store all your gear in the ample storage spaces and garage. The 240 square foot air-conditioned downstairs enclosure is perfect for additional living space or a home office. The property is fully fenced with a driveway featuring elegant pavers, making it ideal for both vacation rentals and permanent residence. Ample parking for numerous cars, boats, or water toys.Dont miss out on this unique opportunity to own a piece of paradise! Contact us today to schedule a viewing and make this waterfront dream home yours!

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....2 Lots to the east are available for sale at additional price. Buy one or both. Home features open floor plan with vaulted ceilings, tile floors throughout, partial walk-around, storm shutters, 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.....

Welcome to 184 Cutthroat Drive, a classic and well-maintained waterfront home on the peaceful Cudjoe Key. This home offers 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!

Presenting a stunning waterfront residence in the prestigious Cudjoe Gardens of Cudjoe Key, Florida. This exquisitely designed 2-bedroom, 2-bath home offers an abundance of natural light through its expansive windows and seamless indoor-outdoor flow via sliding glass doors, ideal for hosting and entertaining. The property features modern, upgraded appliances and is offered fully furnished with tasteful furniture. Outdoor living is elevated with a charming tiki hut and a beautifully crafted dock,Featuring a Large Private boat basin, and direct open water access.Occupying a coveted corner lot on the canal, this home combines convenience and seclusion. One side of the property ensures effortless docking for your watercraft, while the opposite side is enveloped by natural mangrove, offering a private, tranquil retreat. Whether you seek an elegant space for entertaining or a serene escape, this waterfront gem in Cudjoe Key is the epitome of luxurious coastal living. Dont miss the opportunity to make this exceptional property your own.

Motivated Sellers wanting offers!! NEW ROOF IS ON!! A Must See! This 3-bedroom, 2 bathroom elevated, canal front home has been updated with vinyl life-proof wood plank floors, quartz countertops, and stainless steel appliances. A beautiful entryway leads to the open kitchen and living area which is great for entertaining. The spacious Florida room serves many purposes depending on your needs, with a nook for dining, an office space, or play area. A laundry room is off of the kitchen for extra storage and cabinets that can be used as a pantry. The master bedroom has a walk in closet and master bath with a linen closet for storage. The other two bedrooms are great sizes. The second bathroom is newly renovated with beautiful tile floors and a modern vanity. The new A/C and all new duct work is perfect for cooling down in the summer. The large backyard is an oasis closed in with a privacy fence. A turf area is great for kids or pets. A new round18ft above ground saltwater pool enclosed with a deck is another great feature of the backyard, not to mention the concrete seawall and canal making boating access a breeze (Deep sea fishing in the Atlantic and sand bar trips in the gulf). Cudjoe Gardens is a quiet, safe neighborhood with a beautiful new restaurant, marina and public boat ramp just a short bike ride away. A brand new roof has just been put on the house which makes for great savings on insurance. This home is definitely one you dont want to miss!

CANAL-FRONT POOL HOME IN CUDJOE KEY - step inside and youll be impressed by the soaring, tongue and groove ceilings and exposed cedar beams throughout this custom-built design. Just shy of 1800 sq. ft., the living area is light and airy, a brand-new kitchen offers abundant white cabinets and quartz counters; all floors are tile. Pocket sliders open onto porches on both levels allowing the expansion of living space outdoors. Oceanside boating, 48 ft. dock and 10,000 lb. boat lift. Imagine yourself enjoying the recently added heated, salt system pool with family and friends in the fenced back yard. The 9,000 sq. ft. lot offers a buffer to the north side. 540 sq. ft. storage enclosure on the ground level; metal roof (2018). Less than 23 miles from Key West, this Keys gem has the convenience of restaurants, seafood shops, Sugarloaf Elementary and Middle School and more nearby. Easy to show, schedule your appointment today!

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.

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.

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!

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!

Stunning Open Water Views from this sturdy CBS estate, nestled on a quiet street in desirable Cudjoe Key! Enveloped in lush tropical landscaping, this slice of paradise sits on a well-maintained lot that feels abundantly peaceful and private. Upon entry, the spacious Great Room offers soaring ceilings with exposed tongue-and-groove, while stunning Ocean Views remain the focal point of the space. A large kitchen with stainless steel appliances and abundant cabinetry and prep space makes for effortless entertaining. An expansive screened-in back veranda provides an idyllic backdrop for enjoying morning coffee or evening cocktails with friends, while taking in gorgeous turquoise water views. The spacious split floor plan allows for privacy for all. Two sizable guest bedrooms, one with Ocean Views and patio access, offers space for a family or guests. Retire to a tranquil primary suite with Open Water Views, patio access, walk-in closet, and en suite bathroom. The back yard offers a scenic walkway through lush mangroves, leading to an observation deck overlooking Cudjoe Bay. Enjoy fishing, kayaking, paddle-boarding, or take in stunning sunrises from this spectacular vantage point. A downstairs storage room is a bonus for keeping tools and equipment dry and secure. Plenty of parking with covered carport and wrap-around brick paver driveway. Located within a quiet, established neighborhood but just minutes to fantastic restaurants and convenience stores in town, this Cudjoe Key retreat wont last long!

Experience Florida Keys living with this expansive double waterfront property. Nestled among swaying palm trees, this unique canal-front home boasts 4 bedrooms and 4 bathrooms, with an expansive upper deck offering stunning waterway views and breathtaking sunsets.The main house is ground level CBS construction and features terrazzo flooring throughout, capturing the true essence of island living. Step outside to an inviting covered patio, extending your outdoor living space and surrounded by tropical landscaping--perfect for relaxing and soaking in the serene beauty of the tropics.Situated looking over the T of the canal is the spacious upper living suite, ideal for guests or in-laws, includes a large open deck thats perfect for entertaining or unwinding while enjoying the stunning scenery and magnificent sunsets.A large CBS garage provides ample storage for all your aquatic adventures and hobbies. The fenced-in yard and off-street parking add to the convenience with plenty of room for future pool or outdoor entertaining area.Outdoor enthusiasts will revel in the endless activities available right from your backyard. Enjoy 160 feet of water frontage on a generous 16,000 SF lot, surrounded by vacant lots on either side of property for added privacy. Your large unique private boat basin for off canal boat dockage and added security, complete with a 10,000 lb boat lift, ensures effortless access to both the Atlantic and the Gulf. The wide flow-through canals offer quick water access to a full-service marina and restaurant.Whether youre seeking a full-time residence or a vacation getaway, this tropical haven offers the perfect blend of comfort and adventure. Dont miss the opportunity to own this slice of paradise! Conveniently located in the Cudjoe Gardens Community is a restaurant, marina/store, and boat ramp, with an optional HOA.