Cutthroat Harbor Est Properties for Sale in Cudjoe Key, FL

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.

BRAND NEW 3BD/2BA modular home! Never been lived in! Open floor plan with high ceilings and lots of windows to allow the Florida sunshine to pour in. Stainless Steel kitchen appliances. Includes a washer & dryer! Hurricane rated impact doors & windows. Master bedroom has its own ensuite bathroom. Off street covered parking and an enclosure for extra storage.Even a screened in porch, to ensure a comfortable entertaining experience! A Must See!

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.

**Charming Fixer-Upper** Discover the potential of this 1056 SF elevated home on Cudjoe Key, offering easy canal access to the bay. With 3 bedrooms and 2 bathrooms and an open floor plan in the main living space, this property is ready for your personal touch and stylish updates. Set amidst mature landscaping, this home provides a solid foundation and a canvas for you to bring your vision to life. Dont miss the chance to transform this property into your dream retreat in a prime location! Schedule your tour today!

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!

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!

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!

Welcome 22532 Jolly Roger Dr. This impressive open water 3/2 home was built in 2020. The home is finished with all impact rated doors and windows, plank tile flooring, stone countertops, metal roof, Hardie board siding, waterfront balcony and a spacious and inviting open floor plan. The lower level area is finished with street facing garage doors for privacy and security, seamlessly pavered throughout, stone wrapped columns, custom pool and spa with water features, fire pit, a 27 composite dock with 10,000 lb. lift all with open water views and finished with lush tropical landscaping. There is so much more to this property to be appreciated so call today to set a time for private viewing and realize your dream of a home in paradise.

COASTAL BEAUTY and MODERN COMFORT in the Fabulous Florida Keys. This fully remodeled Atlantic Oceanfront residence offers a seamless fusion of modern comforts and the natural beauty that surrounds it. A spacious front yard, professionally landscaped with native flora, welcomes you to the property. Each of the three oversized bedrooms accommodate king size beds and walk-in or double door closets. The Living areas are an open-concept space bathed in natural light. Wake up to the ocean view in your Master bedroom ensuite including a walk in closet with multiple built-ins! Completely remodeled European-style bathrooms with large white subway tile and walk-in showers are a welcome addition to this home. Strategically placed sliding impact doors frame panoramic views of the ocean, inviting the gentle sea breezes to become part of everyday life. Dip in the pool, head out for a sunset cruise, or just relax in the privacy of your tropical retreat. Its a rare location that offers both sunrise and sunset views so sit back on your screened balcony and soak in those spectacular sights. Its quite the package.Click on the Virtual Tour link to appreciate: the flow: https://my.matterport.com/show/?m=jBYdTtYGcM6Short-term SELLER FINANCING may be available to qualified cash buyers at an attractive rate BELOW prime.

A luxury waterfront estate with panoramic ocean views, this walled and gated masterpiece surrounded by gorgeous landscaping provides utmost privacy and the perfect Keys lifestyle and comes completely furnished. The unique 6-bedroom, 4-bathroom layout offers ample space for family and guests with breathtaking ocean vistas from almost every room. A secluded backyard oasis features a private beach, a sparkling heated pool and spa and a charming tiki hut for entertaining and ideally situated for breathtaking sunsets with 140 of waterfront for Keys living at its best. Across the breezeway, the master suite aka The Sanctuary provides total privacy from the main house. Wake up to ocean views provided by floor to ceiling windows from your king size bed or while soaking in the stand-alone porcelain tub in the beautiful master bathroom. A coffee & liquor bar, ice machine, & beverage cooler makes this master suite an escape for total relaxation. Enjoy effortless boating to the ocean or the gulf side for all your fishing and diving adventures. A fish cleaning table is conveniently located right on the dock. All updates and furnishings were done by DAsign Source. This house is a must see so schedule your private tour today.

Perched on the oceanfront, this extraordinary Cudjoe Key estate boasts breathtaking views from every vantage point, including the rooftop deck. The solid concrete construction, complete with impact-resistant doors and windows, concrete dock, and poolside cabana featuring a bar, sink, and ice machine, ensures a luxurious haven. Lush landscaping, meticulously maintained on a weekly basis, adds to the propertys allure. Upon entering the coded-entry home, a stunning living, dining, and kitchen area unfolds, complete with quartz countertops, stainless steel appliances, and a convenient laundry room. The kitchens center island is spacious and includes refrigerator and freezer drawers, a cooktop and barstools, making it a great entertaining area. The main levels ensuite bedroom, featuring double beds and a jack-and-jill bathroom, offers direct access to the oceanfront patio and a spiral staircase leading down to the pool. Ascend to the master suite, where a lavish bathroom awaits, complete with a jetted tub, double sinks, programmable commode, and walk-in shower, all set against the backdrop of dazzling ocean views. A third ensuite bedroom, features a walk-in shower, single sink, and expansive mirror, with the king-size bed positioned to maximize the stunning vistas. The private outdoor area, complete with a mermaid-adorned pool, large BBQ area, and cabana room, is perfect for outdoor entertaining. World-class fishing and diving opportunities are minutes away, with the Gulf and Atlantic within easy reach. This idyllic location also offers a front-row seat to the marine life of Cudjoe Bay, including porpoise, ospreys, sharks, stingrays, and manatees. Situated in a highly sought-after area of Cudjoe Key, this estate is surrounded by excellent restaurants and boasts wonderful views of the American Shoals Lighthouse.