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. New water heater recently installed.

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.

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!

Its Five OClock Somewhere or so say guests in this comfortable Cudjoe Key canalfront home.The new Buyer can call this delightful 2 bed 2 bath HOME or it can continue as a successful vacation rental for many years to come. With the new 60 concrete dock , all will enjoy ease of secure tie up and calm canal waters to the open water of Cudjoe Bay.

Canal home on a corner lot offers amazing water views and boating access to the Atlantic and Gulf. This Cudjoe Key home is just 21 miles from Key West. Elevated home on a cul-de-sac boasting tropical landscape and stunning views. This well-maintained home has been owner occupied and features three bedrooms, two baths including an updated en suite primary bathroom, spacious kitchen with gorgeous granite countertops, breakfast bar, ample hardwood cabinets, a lovely dining area, large covered porch overlooking the canal, and sun filled living space. Impact windows and doors, Central AC, laundry, plenty of storage space, wrap around porches & more. Off street parking for your autos, RV, boats and water toys. This is the perfect island residence or vacation home with only 650 feet to beautiful Cudjoe Bay where you can kayak and harvest your recreational stone crab traps. Visit Looe Key Reef or fish for grouper and snapper along American Shoal and beyond. On back-country excursions you will find fishing, lobstering & more. This island home is close to beaches, dining, while being centrally located between Key West and Marathon. Low assumable flood insurance premium of $715/year!

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.

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) Ensuite 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 property

Beautiful 3 bedroom 2 bathroom elevated island retreat on Cudjoe Key. This property features a private dock so you can keep your boat on site and enjoy immediate access to world class fishing and diving the stunning waters of the Florida Keys. Located just 25 minutes to Key West and 3 hours from Miami with grocery store, restaurants and bars close by. The exterior features hard plank siding and hurricane shutters for all windows. Interior has an open great room, bright and inviting kitchen with wood cabinets and sleek granite countertops. Offered fully furnished and move in ready- includes fully outfitted kitchen, linens, towels etc! The primary en suite provides a relaxing retreat with a jetted tub-shower combo, while the hall bath is equally stylish with a granite-top vanity and a walk-in shower. Fans in all living spaces and on the screen porch and lower living area. Step outside to the covered and screened, rear porch and tropical yard, complete with an orchid house, perfect for nature lovers and gardeners. Additional highlights include 2 spacious storage areas beneath the home, ideal for your tools and gear. Enclosed outdoor shower with hot and cold water. Paver driveway and epoxy coated covered parking area/ lounging area.This home truly embodies the Florida Keys lifestyle. With its unbeatable location, tropical charm, and modern conveniences, its the perfect place to start your next adventure. Schedule your private showing today!

Dont miss this immaculate home at 22971 Hawkins Ln Cudjoe Key. This 3 bedroom 3 bath home is in impeccable condition with recent upgrades to include all new kitchen and appliances, new baths, impact windows, metal roof and paint. The third bedroom could be utilized as an office, gym, yoga or media room. The home also has a walk around deck with a covered screened porch. This property boasts an amazing yard with many mature trees and blooming ornamentals. Follow your custom paver driveway to the covered parking and take the paver walkways for your tour of the beautiful landscaping. The dock is a 60 concrete dock with a 10,000lb boat lift. Once youre off the boat lift you will be in one of the most beautiful deep clear canals in all of the Florida Keys. The boat ride is a very short distance to the open water, with great access to the Gulf and Atlantic Ocean for your boating enjoyment. With multiple marinas just a rock throw away youll have easy access for fuel, bait, snacks and drinks. It also boasts a nice storage room downstairs and a separate rod/reel and tackle room. Weve looked at the competition and feel this is a must see...you dont want to miss this Florida Keys dream house!!! Easy to show. Owner occupied please try to give us 24 hr notice if possible.. Youre going to love this one!!

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!

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.

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!

Wow New Price. Best value in the area!! 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.

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!

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, 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!

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.