Cutthroat Harbor Est Properties for Sale in Cudjoe Key, FL

This sale is for three 5000 square foot lots. Two are undeveloped (bilders points TBD) One lot has an abandoned house so it is ROGO exempt.

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!

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!

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!!!!

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 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

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.... 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!

Welcome to your stunning 3-bedroom, 2-bathroom oasis, nestled at the end of a peaceful cul-de-sac on a double canal. Surrounded by lush fruit trees, this home offers the perfect blend of tranquility and luxury. Step inside to find a spacious open floor plan that creates a bright and airy atmosphere, ideal for entertaining. The chef-friendly kitchen is equipped with modern appliances, making it a culinary enthusiasts dream. The tranquil master retreat overlooks the pool and features a spacious bathroom complete with a jetted tub for ultimate relaxation. The guest bedroom offers its own access to the guest bath, along with a walk-in closet and serene water views. This home is truly a haven for outdoor lovers. With over 200 feet of waterfront, youll have ample space for all your water activities. Enjoy the convenience of a 14k boatlift and 10,000k davits, perfect for boating enthusiasts. For those who love to fish, theres a dedicated fish cleaning table and tackle storage. After a day on the water, refresh yourself in the outdoor heated shower. OFFER COMPLETELY FURNISED

Welcome home to your coastal oasis! This stunning brand-new elevated home features three bedrooms, two bathrooms, with an open concept living room and kitchen plus a covered 10x30 porch. Additional features include impact resistance windows and doors, metal roof, Azek decking, powder coated aluminum railings, custom concrete dock (8x20) with a permitted 12,000 Ibs. boat lift with your very own private beach and 298 sq. ft. of enclosed storage space. Schedule your private showing today! One of the Sellers is a Licensed FL Real Estate Sales Associate.

Waterfront Paradise in Cudjoe Key - A Boaters Dream!Welcome to your own piece of paradise on the highly sought-after island of Cudjoe Key! Just 22 miles from the vibrant energy of Key West, this stunning waterfront home offers the perfect blend of tropical tranquility and modern convenience.Boasting an impressive 120 feet of waterfront, this property provides exceptional boating opportunities with direct access to the open ocean and the serene backcountry waters. Whether youre an avid fisherman, kayaker, or sunset cruiser, this location is ideal for all your water adventures.The beautifully maintained three-bedroom, two-bathroom home features an open floor plan, creating a bright and airy living space perfect for entertaining or unwinding after a day on the water. Large windows and sliding glass doors fill the home with natural light while offering breathtaking canal views.Step outside to the expansive patio, where you can enjoy your morning coffee while taking in the gentle island breezes or host evening gatherings under the stars. With a spacious 12,000-square-foot lot, theres plenty of room to create your own backyard oasis--whether that means installing a large pool, tiki bar, or outdoor kitchen.Additional features include:2018 Metal Roof - Built for durability and peace of mind598 sq. ft. of downstairs storage - Perfect for all your gear and toolsAmple space for parking - Bring your boat, RV, or jet skisPotential for an accessory structure - Customize to fit your needsThis rare waterfront gem is your chance to experience the Florida Keys lifestyle at its finest. Dont miss out--schedule your private showing today and start living your island dream!

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!

PRICE DROP - EASY TO SEE- MUST SEE - WATERFRONT HOME IN CUDJOE KEY! THIS Renovated 3-bedroom, 2-bath waterfront home located on a quiet canal with quick and easy access to the ocean. The open kitchen features a large island, new cabinetry, and high-end appliances, ideal for entertaining. The primary bedroom includes a walk-in closet and a private bathroom with a frameless glass shower and updated tile. A newer roof, AC, and water heater (2018) add peace of mind.Outside, enjoy a wrap-around porch with water views, a fully fenced tropical yard, a heated and chilled pool and spa, an outdoor shower, and a tiki hut grill area. Downstairs offers a 320 sq ft screened-in bonus space --- perfect for storage, a workspace, or hangout zone. BONUS!!! Theres also a large garage with two separate doors and enough space to fit up to four vehicles.BOATING: A 10,000 lb boat lift makes it easy to get out on the water.Motivated sellers. Easy to show. Reach out for more details.

Embrace the ultimate Keys lifestyle in this spacious 1,500 sqft home, ideally situated along a boating canal in the Lower Florida Keys, and close to Key West!Tucked away in a quiet, peaceful neighborhood.Inside, the home features generous living space, providing ample room to stretch out and make it your own. Indoor-outdoor living is at its best here, with a private swimming pool just steps from the back door--perfect for unwinding after a day on the water or enjoying sunny Florida afternoons.For boaters, the canal location offers easy water access, along with the convenience of a 10,000-pound boat lift to safely store your boat out of the water. After a day of fishing, cruising, or exploring, dock your vessel with ease and relax as you take in the beautiful waterfront views.The lower enclosure offers abundant storage space for all your tools, pool toys, and outdoor gear, keeping everything organized and clutter-free. Plus, with a newly built home designed to the latest building codes, youll benefit from low insurance rates, ensuring peace of mind and minimized risk from tropical weather.This home offers the ideal combination of comfort, convenience, and the laid-back Florida Keys lifestyle. Dont miss the opportunity to make it yours--schedule your private showing today!COMING SUMMER 2025 - photos of listing do not fully represent dwelling unit, subject to change. Photos are of model home. Construction process underway. Some build selections may be considered. Seller is licensed FL real estate agent.

Nestled in the serene and sought-after community of Cudjoe Key, this stunning Glen Gray Build two-story home offers the perfect blend of comfort, luxury, and coastal living. With three spacious bedrooms and two beautifully appointed bathrooms, this home is designed for both relaxation and entertaining, featuring exceptional outdoor spaces, waterfront access, and breathtaking ocean views.Key Features:3 Bedrooms, 2 Bathrooms: The home boasts generously sized rooms, each designed with modern finishes and thoughtful details. The master suite provides a peaceful retreat, complete with scenic views and ample closet space.Glen Gray Build Construction: Known for its quality craftsmanship, this well-built home stands as a testament to durability and timeless design.Expansive Two-Story Layout: With its open concept living spaces, the home allows for seamless indoor-outdoor living. A large living room and dining area flow effortlessly into the kitchen, offering a bright and airy atmosphere, perfect for entertaining family and friends.Outdoor Living & Water Access:Private Pool: Step outside to your private oasis. The sparkling pool is surrounded by lush tropical landscaping, offering a tranquil setting to relax and unwind after a day on the water.Seawall & Boating: Located along the water, the home includes a 75ft seawall, providing easy access for boating, kayaking, or fishing. Whether youre an avid boater or simply enjoy waterfront views, this home is perfectly situated for outdoor adventures.Spacious Decks & Balconies: With multiple decks, including a large upper balcony, you can enjoy ocean views.. The decks offer ample space for dining, lounging, or simply taking in the beauty of the Florida Keys.

Breathtaking Open Water Home in Cudjoe Key thats comes FULLY FURNISHED. Welcome to paradise! This stunning 2-bedroom, 2-bath home offers magnificent open water views and the ultimate Florida Keys lifestyle.Main Floor: Spanning 784 sq. ft., the first floor features an open-concept kitchen, living room, and dining area, all bathed in natural light. A full bath completes this level, providing convenience and comfort.Second Floor Master Suite: Retreat to your private sanctuary--a 343 sq. ft. master suite with panoramic water views to greet you every morning.Outdoor Living: Enjoy a full wrap-around porch, offering ample space to unwind and take in the stunning open water views and the refreshing ocean breeze. This expansive porch is ideal for outdoor living, whether relaxing or entertaining.Prime Location: Located in a highly sought-after area with easy access to open water, plus a boat ramp for added convenience+50AMP RV Service w/ room to park a class A motor home on side.This home is perfect for those who love boating, fishing, or simply savoring the beauty of the Keys. Dont miss your opportunity to own this waterfront gem!Comes with 6 exterior security cameras with room to add 10 more

Welcome to paradise at 22562 Jolly Roger Dr in beautiful Cudjoe Key! This custom built, 4-bedroom, 2-bath home features open water views, a designer kitchen with high-end finishes and Viking appliances. In addition, on the first floor there are two guest bedrooms, an office and bathroom. The second floor is where you will find the third bedroom as well the primary bedroom complete with private balcony, ensuite bathroom and walk in closet. Outside the property boasts double decker porches, covered hot tub, full swim spa, and new dock. In addition to the garage there is ample room for vehicles, boats and extra storage. The property is equipped with RV electrical and sewer hookups for added convenience. The property features impact windows and doors and is a stones throw from American Shoal, Lighthouse, Looe Key Reef, and Square Grouper restaurant.

Experience the epitome of Florida Keys living in this stunning luxury waterfront home on Cudjoe Key. The back of the home has a South West Exposure, for endless ocean views and spectacular nightly sunsets. Constructed with poured concrete for unmatched durability and featuring a poured concrete floor, this home is a sanctuary of modern design and functionality. The property boasts impact-rated windows and doors installed in 2016, including custom 5-panel EuroWall stacking doors that create a seamless indoor-outdoor flow. Modern elegance is evident throughout, with stainless cable railings and a zero-grout tiled walk-around porch. Offered furnished with Restoration Hardware and Room & Board pieces valued at approximately $45,000 (art excluded), also includes TVs.The outdoor spaces feature a heated pool featuring a Coralina stone deck sourced from the Dominican Republic, designed to stay cool underfoot. New pool equipment, including a heater and pump installed in 2018. Boating enthusiasts will appreciate the 21.5 wood dock with a Slide-Moor Dock system, complete with water access, as well as a floating dock system perfect for kayaking and paddleboarding. The propertys tropical landscaping, accented with solar yard lighting & cozy lounge areas create wonderful, private space to enjoy serenity or entertain guests.The gourmet kitchen, updated in 2022, features quartz countertops, modern blue cabinets, and Samsung Bespoke appliances. Dont miss your chance to own this luxury retreat in the heart of Cudjoe Key. Just 22 miles to Key West and 3 hours from Miami. Fantastic bar/ restaurant/ and coffee shop within walking distance!

SELLER FINANCING AVAILABLE! This Beautiful Oceanfront Home in Cudjoe Key has undergone a full renovation and awaits its new owner! All new impact doors and windows, new AC, new flooring throughout and a stunning custom kitchen with granite countertops and stainless steel appliances are a few of the many updates in this amazing renovation .Offering Four generous size bedrooms with Three full bathrooms, it can easily accommodate a large family.The open floor plan of the living and dining room with massive cathedral ceilings , showcase this homes coastal character. Three sliders face the unmatched ocean view , and open to let the ocean breeze flow through the house. Step out on the 500sf covered porch to enjoy the indoor outdoor living and entertaining with breathtaking panoramic Oceanfront views.This spacious Oceanfront four bedroom home is being sold with the adjacent parcel, for a total 13,979 sf lot.and with the Best views in Cudjoe Bay, and plenty of room to add a pool, pool house, and garage, the options are truly endless. Do not miss this great opportunity, this is a one of a kind home. Call now to schedule your private tour.

Unobstructed Ocean views, you will love this Private Oasis! Enjoy the Cudjoe Key lifestyle in this fabulous 2 bedroom, 2 bath home. Built in 1984 with a well-planned 1577 sqft floorplan, perfectly situated on a corner, oceanfront 24,829 sqft lot. This beautiful home will sell fast!! Granite kitchen countertops, brand new stainless steel appliances, new AC, new tankless water heater, impact doors and windows and much more! Master bedroom on the top floor has the most spectacular ocean views and sunrises. Double sliding doors lead out to a huge private observation deck. The pool is hands down the show stopper of this property. Soak up the sun in this huge full size pool and a hot tub, or enjoy the sunsets while grilling out with your guests on the extra large pool deck. There is a screened in patio just off the living room with direct ocean views, comfortable outdoor furniture to relax on and enjoy your morning coffee. Located at the end of dead-end street, the home sits on the ocean end of the canal. Property includes a private boat ramp and dock with room for a 25 foot boat and plenty of room to park multiple boat trailers in the yard. With views of American Shoal Lighthouse in the distance, this homes location is great for trips to the reef, as well as back country for flats fishing. Some of the best fishing spots in the Florida Keys are just minutes away! Situated between Key West and Marathon, we are in the ideal location. Just a 25 minute drive into Key West you can enjoy Sunset Celebrations at Mallory Square, have a stroll down Duval Street, and dine at some of the best restaurants in the Florida Keys. Only 25 mins to the north towards Marathon you can enjoy Bahia Honda State park and Sombrero beach.

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.