Cudjoe Key Homes for Sale, Single Family Houses, MLS Home Listings

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.

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!

Charming fishing bungalow located on oceanside Cudjoe Key just waiting to be yours. Originally constructed in 1979, this waterfront haven features two bedrooms, two bathrooms and just under 1,100 square feet inside plus a permitted downstairs enclosure with plumbing and electric. 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 vast 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.

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.

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

New Price! PRIME OPPORTUNITY IN CUDJOE KEY! Elevated home boasts 2 spacious bedrooms and 2 recently renovated baths. Just off famous US1 this property is sited on a spacious lot with plenty of versatility! Zoning is Suburban Commercial (SC) which may allow for a Special Vacation Rental Permit. Perfect property for an owner occupier or investor. Wraparound porch offers sunrise and sunset views with a deck off kitchen/primary suite and another deck off living room along with two sets of stairs with access to yard and parking. Bonus non-confirming space is ideal for a home office or commercial use. Property offers ample off-street parking for your RV, autos, and boat. The large lot is fenced and private with room for a pool or perfect as is with the tropical landscape and low maintenance ground covering. Owner occupied and well maintained, this property is move in ready. Hurricane shutters, metal roof, secluded private lot, & custom outdoor shower make this a perfect Keys oasis. Building up or adding a rooftop deck would give you amazing water views. Property has a tankless water heater and sheds for extra storage. Great location in the Florida Keys with nearby community boat ramp, dining and beaches. Bahia Honda State Park just 17 miles and Key West 19 miles.

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!

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!

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! Coming soon, the seller is replacing the existing roof with a new metal roof. 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. Bonus structural features include sturdy Hardie Board Siding and Metal Roof. 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!

Just a few feet from Ocean offering easy boat access to Cudjoe Bay, Atlantic Ocean, from the Private Communitys Common area Pier, Boat dock, Enjoy Fishing, Kayaking, Snorkeling, Lobstering, World class reef diving and much more, Its all right here! And all just a short drive to Key West. The home recently concluded full renovations and is in like New condition with very high-end furnishings, that will Convey on request, New Paint throughout The Home boast double story Balcony, Bamboo floors, Stainless Kitchen Appliances, Granite countertops in kitchen and all 3 Full Baths, Central Air and so much more. This spacious 1156 sq. ft. home was Stick Built new in 2007 its custom designed layout includes (2) En suite Master Bedrooms each with Full Tile bathrooms, Large Walk-in closets and Private Walk out Balcony views. This is NOT a modular home. It was however Built with for Security, Safety, Storms and Low-Cost insurance. The home was built for 180+ storm ratings including Full Impact Windows and Doors. Weathered all storms and hurricanes from construction to present day, with NO damage. Tented by Hammerhead about a year ago. The Private Gated Community Sunrise Beach is a legal HOA in good standing that offers Waterfront Sunset Views, Tiki Hut, Heated Swimming pool, Full Grounds Maintenance, Small Sand area, Fishing Pier, Boat dockage, Fish Cleaning station and Security Monitored Private Gated Entrance. INVESTERS Take Note! This is a Very Rare, and desirable Lower Keys location WITH the Legal ability to offer short time Vacation Rentals in this HOA of 11 Homes. Some of these private community homes are currently used as Vacation Rentals Units and are all earning income to the Owners/Investors. You can have the best of both worlds with a Full-time home or Private Vacation Home that will Earn income. Home is Currently a Vacation Rental through a Rental Management Company. Call agent for details on transient license availability. This is a Great Rare propert

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.

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 perfect coastal retreat! This inviting 2-bedroom, 2-bath home plus office offers the ideal blend of comfort and convenience for boating enthusiasts. Nestled on the Oceanside with no bridges to navigate, it boasts a private 15,000 lb boatlift on 80 ft concrete dock a generous 4-ft draft making it a dream for those who love the water. Relax and unwind in the screened patio, perfect for enjoying the gentle sea breeze. adventures and serene waterfront living. Dont miss the chance to make this slice of paradise your own!

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!

Welcome to 184 Cutthroat Drive, a wonderful income producing 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!

Discover the ultimate lifestyle with this 3-bedroom, 2-bathroom waterfront canal home on Cudjoe Key, a prime location. This unique property offers the best of both worlds; fast, convenient access to the open waters of the Atlantic Ocean and the tranquil Gulf of Mexico, allowing you to reach prime fishing spots in no time, dive, snorkel and cruise to the Keys sand bars. NUTS & BOLTS1,225 finished living space, additional lower level enclosed storage, Newer Metal Roof, 7,500 sqft Lot, 75 Canal Front, Stainless Appliances, Renovated Kitchen & Baths, Ample off Street parking The homes open floor plan is tiled throughout, providing a dream coastal retreat. Step outside onto a spacious back porch that overlooks the serene canal, perfect for morning coffee or views. The expansive, fenced-in yard offers both privacy and potential for outdoor enhancements.Additional features include ample storage space with a downstairs storage enclosure, covered parking for up to three vehicles, and a quick commute to the vibrant scene in Key West or the relaxed charm of Big Pine Key. Whether youre a fishing enthusiast or simply looking for an escape, this property promises an unbeatable Keys lifestyle with quick access to blue water and endless opportunity.

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.... Lot to the east is available for sale at additional price. 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 your dream home in the heart of the Florida Keys! Nestled in exclusive Cudjoe Key, this stunning 2-bedroom, 2-bathroom tropical oasis offers easy access to both the Atlantic Ocean and the Gulf of Mexico. Whether youre an avid boater or simply crave the serene coastal lifestyle, this property is your gateway to paradise. This property is fully fenced with an electric gate & remote, providing both privacy and security. As you pull in to your private yard, you are immediately greeted by mango, starfruit, banana, and jack fruit trees. Park under your concrete carport or pull into your spacious garage. A covered staircase awaits your arrival, making home to car seamless during inclement weather. Your wrap-around-deck is complete with a tremendous screened in area overlooking the canal, the perfect spot for relaxing or entertaining. Updates include, electrical, plumbing, drywall, paint, flooring, stainless steel appliances, new appliances in the kitchen, bathrooms, open floor plan, excellent breakfast bar to entertain family and friends, split floor plan- both primary bedrooms ensuite for ultimate privacy. Separate laundry room making laundry a breeze. Step up to your rooftop to bask in the sun on your top-deck with morning coffee for sunrise, or a glass of wine while you watch the sunset. Bonus rooms downstairs excellent for office gym or extra storage. house is equipped with an automatic 22KW Generac Generator that turns on when you lose power! This is a rare find combining modern amenities with the natural beauty of the Florida Keys. Come scoop up this slice of paradise & contact us today to schedule a private showing!

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.