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.

Lot #37 has a home and is Rogo exempt. Lot #37 is most likely a tear down. Lots 36 & 35 have one to two transferable points(to be determined)

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.

Charming fishing bungalow located on oceanside Cudjoe Key just waiting to be yours. 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.

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.

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.

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.

Welcome to your dream waterfront property! Nestled in tranquil and desirable Cudjoe Key, this exquisite canal-front residence offers an unparalleled fusion of luxury, convenience, and tranquility. Whether you seek a permanent residence, a vacation retreat, or an investment property, this home offers a waterfront paradise for any lifestyle. This meticulously crafted two-bedroom, two-bathroom, elevated home spans 1,088 square feet of contemporary living space. Upon entering via stairs or your private elevator, you will be captivated by the seamless integration of indoor and outdoor living. The expansive screened patio provides an ideal setting for morning coffee or evening cocktails while immersing you in the breathtaking vista. Situated along a deep-water canal with a 15,000 lb boat lift, the property provides direct access to the Atlantic Ocean. Whether you are an avid boater, kayaker, or fisherman, you will appreciate the ease of accessing the water and enjoying Floridas renowned marine life. For those seeking a permanent home, the serene neighborhood and ample living space make it an ideal place to establish roots. If you are seeking a getaway, this property offers the ultimate retreat, providing relaxation and recreational opportunities within easy reach. For investors, the desirable waterfront location and modern amenities render it an exceptionally attractive rental property with substantial income potential. The proximity to Key West ensures that you are conveniently accessible to a vibrant array of dining, shopping, and entertainment options. Schedule a showing today and immerse yourself in the enchantment of this waterfront gem.

If youre looking for the ultimate Island Life this charming canal-front home in sought-after Cutthroat Harbor Estates is exactly what you need. This 2 Bedroom 2 Bath home is located on the ocean side with excellent boating access to the Atlantic & Gulf. This home includes a #10,000 pound boat lift, full concrete seawall, large storage area below, and a fully fenced yard, making it a perfect fit for the fishing and diving enthusiasts. Nestled in a tranquil quaint little neighborhood, this inviting Cudjoe Key home offers quiet streets lined with swaying palms and lush tropical foliage, creating the perfect setting for leisurely strolls or evening bike rides taking in the sunset. The interior is full of Keys character, and has been very well maintained. The living area is bright and spacious and well thought out with large bedrooms and a nice sized dining area right off of the kitchen. The huge covered screened back deck overlooking the canal is the perfect spot to enjoy dinner and cocktails al fresco while talking about your incredible day on the water. The Florida Keys offers world class fishing and diving, as well as the most beautiful pristine backcountry islands with reef patches, sand flats, and channels to explore. This prime location in Cudjoe Key is just a short drive to Key West, where youll discover fabulous restaurants, world famous bars with nightly entertainment, and the rich culture of Old Town with a lively art scene including several intimate theaters. Or choose to immerse yourself in our unique ecosystem on the water or on the Florida Keys Overseas Heritage Trail, a scenic route spanning over 90 miles with paved bike paths connecting Key Largo to Key West where you will encounter a diverse array of aquatic birds in their natural habitat. This location has something for everyone.

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

Dont miss this immaculate home at 22971 Hawkins Ln Cudjoe Key. This completely furnished 3 bedroom 3 bath home is in impeccable condition with recent upgrades to include all new kitchen and appliances, new baths, impact windows, AC, 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. The 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 fauna and flora. Enjoy the wide 60 concrete dock with a 10,000 lb boat lift. Once youre off the boat lift you will be in one of the most clear, clean beautiful deep 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 and a view of the open water down the short canal. With multiple marinas just a short distance away youll have easy access for fuel, bait, snacks and drinks. It also boasts a nice storage room downstairs and a separate rod and reel tackle room or tool storage. 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. Youre going to love this one!!!!

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!

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.

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.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.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.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

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.