Cudjoe Key Waterfront Homes For Sale on the Ocean Side of the Island. Oceanfront Homes

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!

Nestled in one of the Lower Keys most coveted boating communities, this meticulously renovated 3 bedroom 2 bathroom coastal retreat is more than just a home...its a gateway to endless aquatic adventures. Situated on a deep-draft, flow-through canal with direct access to both the Atlantic and Gulf, this property is a dream for fishing, diving, and island-hopping enthusiasts. The brand-new concrete dock is built for the serious boater, ensuring effortless departures for your next adventure. Step inside to find a seamless blend of modern elegance and island charm. The light-filled, open-concept living space is adorned with custom tile flooring throughout, sleek quartz countertops, and premium stainless steel appliances, creating an ambiance that is both stylish and functional. The spacious guest bedrooms offer plenty of room for family and friends, while the serene primary suite serves as a private retreat, complete with a spa-like ensuite bath. Designed for both beauty and resilience, this CBS-constructed home features impact windows and doors, giving you peace of mind during any season. Beyond your backyard paradise, Cudjoe Gardens Marina is just steps away, offering a full-service experience with a large boat ramp, fuel dock, convenience store, and the beloved Bent Prop Restaurant & Bar--perfect for enjoying a sunset cocktail after a day on the water.Whether youre seeking a full-time residence or the ultimate vacation getaway, this home delivers luxury, convenience, and some of the best boating access in the Lower Keys. Dont miss your chance to own this waterfront gem.

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.

Welcome to your dream waterfront estate in the heart of Cudjoe Key! This luxurious turn-key home is nestled on an expansive double lot, boasting over 260 feet of pristine shoreline. Imagine waking up to the serene views and the gentle sound of the ocean breezes.This stunning 3-bedroom, 2-bathroom residence features an open-concept living space, perfectly designed to separate the primary suite from the other bedrooms for added privacy. The primary suite is a true sanctuary with a renovated private bath and French doors that invite refreshing ocean breezes.The home is adorned with contemporary finishes, including premium granite countertops, high-end stainless steel appliances, and a newly added designer quartz island. Fresh paint, hurricane-rated impact windows and doors, and a durable metal roof ensure this home is as resilient as it is beautiful.Step outside to the wraparound veranda and be captivated by the meticulously planned low-maintenance grounds. The newly painted porches, deck, and trim add to the homes fresh and inviting look. The property also features a newly installed 14,000-pound boat lift and a 60 concrete dock, making it a boaters paradise with quick access to the Bay and Atlantic.The generous lot size offers endless possibilities for luxury additions, including a pool, tiki huts, and RV accommodations. Embrace the Florida Keys lifestyle with nearby fishing spots and marine activities that promise endless adventures.Dont miss this rare opportunity to own a piece of paradise. Schedule your private viewing today and start living the Florida Keys dream!Contact Sandy now to arrange a tour and experience this exquisite waterfront estate for yourself.

Quite Active Community! Stunning waterfront 3-bedroom, -bathroom home nestled on a serene canal with breathtaking ocean views and abundant natural light. Completely renovated in 2022, this residence showcases exceptional quality throughout. The open-concept kitchen features a spacious island, all-new premium cabinetry, and top-of-the-line appliances, perfect for entertaining. The luxurious master suite includes a large walk-in closet and an elegant ensuite bath boasting a new vanity, stylish tile, and frameless glass shower.Meticulously updated with new plumbing and electrical systems, the home also includes a newer roof, AC, and water heater (all replaced in 2018) for worry-free living. Outdoors, experience your personal resort oasis featuring a beautifully landscaped, fully fenced yard, complete with a new heated and cooled pool and spa, inviting Tiki Hut grill area, and convenient outdoor shower.Enjoy peaceful mornings or relaxing evenings on the expansive wrap-around porch offering picturesque water views. A bonus 320 sq. ft. screened-in living space below provides versatile options for storage, a workspace, or relaxation area, including a charming additional bathroom with a delightful surfer-inspired design.Ideal for boating enthusiasts, the property includes a 10,000 lb. boat lift for easy ocean access. Situated in a quiet and friendly neighborhood located conveniently behind the renowned Square Grouper, the home offers both tranquility and proximity--only 20-25 minutes to vibrant Key West.With neighbors who are rarely present and do not rent their homes, youll appreciate exceptional privacy and quiet. This property is perfect for those seeking a peaceful full-time residence, vacation home, or investment rental opportunity. Motivated sellers--dont miss your chance to own this tropical paradise in the heart of the Florida Keys!

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.

Stunning Open Water Views from this sturdy CBS estate, nestled on a quiet street in desirable Cudjoe Key! Enveloped in lush tropical landscaping, this slice of paradise sits on a well-maintained lot that feels abundantly peaceful and private. Upon entry, the spacious Great Room offers soaring ceilings with exposed tongue-and-groove, while stunning Ocean Views remain the focal point of the space through impact resistant windows and doors. A large kitchen with stainless steel appliances and abundant cabinetry and prep space makes for effortless entertaining. An expansive screened-in back veranda provides an idyllic backdrop for enjoying morning coffee or evening cocktails with friends, while taking in gorgeous turquoise water views. The spacious split floor plan allows for privacy for all. Two sizable guest bedrooms, one with Ocean Views and patio access, offers space for a family or guests. Retire to a tranquil primary suite with Open Water Views, patio access, walk-in closet, and en suite bathroom. The back yard offers a scenic walkway through lush mangroves, leading to an observation deck overlooking Cudjoe Bay. Enjoy fishing, kayaking, paddle-boarding, or take in stunning sunrises from this spectacular vantage point. A downstairs storage room is a bonus for keeping tools and equipment dry and secure. Plenty of parking with covered carport and wrap-around brick paver driveway. Located within a quiet, established neighborhood but just minutes to fantastic restaurants and convenience stores in town, this Cudjoe Key retreat wont last long!

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

Tucked away in the boating community of Cudjoe Gardens, this spacious 3 Bedroom plus Loft canal front home boasts over 2,500 sq. ft. with soaring ceilings and a 2-car garage. Thoughtfully designed for both relaxation and functionality, the space is filled with natural light which flows seamlessly from room to room. The massive Kitchen is highly functional featuring lots of granite counter space and cabinetry plus stainless steel appliances. A large island takes center stage along with peninsula seating perfect for family gatherings and entertaining. Plenty of storage for all of your cookware with 2 pantries and laundry just a hand reach away. Enjoy alfresco dining overlooking the water on the waterfront screened lanai. The primary suite offers a peaceful retreat, with dual walk-in closets and a luxurious ensuite bathroom that includes dual vanities, a separate soaking tub and a spacious shower. The two guest bedrooms are equally spacious, with generous closet space and baths. Upstairs, a versatile loft space offers endless options such as a den, office, or media room. Impact-resistant windows and doors ensure the interior is bathed in natural light while maintaining storm readiness. Fantastic 84 dockage complete with a 15k lb lift and kayak lift. The dock also features a swim ladder, providing easy access for a quick dip or a leisurely swim in the 100 wide crystal clear flow through canal. Cudjoe Gardens is one of the few Keys neighborhoods where ground level homes are above the flood plane (no steps to climb!) and that offers a full service marina providing boat ramp, fuel, bait and refreshments and a waterfront restaurant all walking distance from your home.

Meticulously maintained and located in the desirable boating community of Cudjoe Gardens, this nearly 1,900 sq ft home includes 90 feet of dockage, a 10,000 lb boat lift, hurricane impact windows, doors, and garage door, as well as a gorgeous pool creating your own private oasis. A boaters paradise with easy access to both ocean side and gulf side! The inside boasts 3 spacious bedrooms and an open kitchen/living room floor plan. Whether youre enjoying a morning cup of coffee on the spacious front porch, catching some sun on the outdoor poolside patio, or relaxing in the screened in porch, this home truly offers endless leisure. It also comes with the convenience of being down the street from the amazing Bent Prop restaurant and Cudjoe Gardens Marina!

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!

Wonderful Cudjoe Gardens property! High quality concrete construction and custom metal roof. This 3 bed 2 bathroom home has large, open living and wonderful outdoor living space- complete with pool, tiki and firepit. Exceptional boating- the 100 concrete dock is set up for 2 boats- with a 20,000 lb lift and davits rated to 10,000 lbs. Enjoy easy boating access to world class fishing and diving hotpots nearby!!! Enjoy backcountry sand bars and even bar hopping from your private dock. Cudjoe Gardens community has an optional homeowner association, A full service marina, boat ramp, marina store and restaurant. Just 25 minutes to Key West.

Rare Licensed Oceanfront Short-Term Vacation Rental in the Lower Florida Keys. Welcome to Fandango, a highly successful transient (daily-weekly) vacation rental home offering an exceptional investment opportunity and a personal retreat. This stunning 5-bedroom, 3-bathroom property, built in 2011 and expanded in 2018, was thoughtfully designed as the ultimate family vacation rental retreat. Featuring an adjacent oceanfront parcel with a private beach, kayaks, and a floating dock for fishing or docking boats up to 24 feet, this property provides everything needed for fun and relaxation. Outdoors, enjoy a sparkling swimming pool, soothing hot tub, tropical landscaping with coconut palms and banana trees, and a screened-in porch for al fresco dining. Inside, the open floor plan includes four king bedrooms and a fifth bedroom with a queen and single bed, smart TVs, and updated appliances. Centrally located at MM21.5, Fandango is just 20 minutes from Key West, 10 minutes from Big Pine Key, and 15 minutes from Bahia Honda State Park, with dining options nearby, including a 5-star restaurant within a mile. This property is offered fully furnished and equipped, including bookings into 2025 and 9-years average income of $160+k. Professional property management is in place, ensuring both secure investment returns and worry-free family vacations. This low-maintenance, turn-key home offers the rare opportunity to own one of the few legally licensed short-term rentals in the Lower Keys. And Seller Financing is possible! Owning a vacation rental property means youre not just paying for vacations--youre building equity and unlocking financial benefits, all while eliminating the scramble for accommodations every trip. Show up, relax, and let your investment work for you.

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.

Luxury Waterfront Fortress with Breathtaking Atlantic Ocean Views. Experience unparalleled coastal living with stunning, unobstructed views of the Atlantic Ocean and Kemp Channel from this oversized 12,000 sq. ft. corner lot. This one-of-a-kind CBS home is built for strength and style, offering the ultimate in durability and design. Featuring 4 bedrooms, 3 baths, and a spacious two-car garage, the home is elevated for maximum protection--perfect for safeguarding vehicles, marine toys, and personal gear. A top-of-the-line elevator provides seamless access, large chefs kitchen, impact-resistant windows and doors, a newer roof, fresh paint and lush landscaping with fruit bearing trees. Boating enthusiasts will love the 193 feet of direct waterfront, including 105 feet of deep, protected canal-front concrete dockage and davits, providing effortless access to Kemp Channel, the Gulf, and the Atlantic Ocean. Privacy is paramount with a fully fenced, elevated lot, an electric gated entrance, and a dual concrete driveway. Dont miss this rare opportunity to own a fortress of elegance and strength in one of the most sought-after waterfront locations. Schedule your private showing today!

Welcome to this stunning CBS (Concrete Block Stucco) Home located in the desirable Cudjoe Gardens neighborhood on Cudjoe Key. This charming 4-bedroom, 3-bathroom residence offers 255 feet of seawall, perfect for boating enthusiasts with ample dock space and 2 boat lifts.As you approach this meticulously landscaped property, on a lot & half, youll be greeted by the serene ambiance of the tropical surroundings. Step inside and enjoy the spacious open-concept living area, where the kitchen flows seamlessly into the large living room. Beautiful granite countertops add a touch of luxury, and the keystone fireplace creates a cozy atmosphere.The home features a heated pool with a great outdoor seating area, ideal for relaxing or entertaining guests year-round. Whether youre enjoying a swim or savoring the scenic canal views, its easy to see why this home is perfect for outdoor living in paradise.Additional highlights include a large two-car garage, accordion shutters for storm protection, and a recently replaced metal roof for added peace of mind.This property is a boaters dream with quick access to the waters of the Florida Keys, making it an ideal place for fishing, kayaking, or just cruising around the beautiful surrounding area. Dont miss out on this incredible opportunity to own a piece of paradise in the Florida Keys. Call today for more information or to schedule a showing! Comes Furnished and ready for a new owner....Bring your boat and enjoy the finest fishing and diving spots in the Lower Keys. Quick commute to Key West & fine dining, fun and International Airport.....

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.

Exquisite LUXURY Waterfront Estate in the exclusive Cudjoe Gardens. A STUNNING TURNKEY PARADISE, PRICE INCLUDES, 2 NEW HOBIE CAT KAYAKS, HIGH END DESIGNER FURNISHINGS & DECOR FROM RESTORATION HARDWARE, POTTERY BARN, AND MORE. This Custom Built Home is a masterpiece blending luxurious design with the serene beauty of the Florida Keys. Built on a sprawling waterfront elevated corner lot of 16,500sf with 260 ft of water frontage offering deep draft. This gorgeous property offers an unparalleled tropical lifestyle, perfect for those who demand the best in comfort and elegance.Property Highlights4 Bedrooms + Office/Studio: Spacious, sunlit rooms designed for relaxation and productivity, including a versatile office or creative studio space which could be a 5th Bedroom.4 Full Bathrooms: Impeccably designed with high-end fixtures and finishes.Gourmet Kitchen: A chefs dream, featuring state-of-the-art appliances, custom cabinetry, and expansive Quartz countertops ideal for entertaining.Imported Italian & Moroccan Flooring: Stunning, high-quality flooring that enhances the luxurious ambiance throughout.12-16 Ft Ceilings: Create an open, airy feel while showcasing architectural sophistication.Saltwater Pool: Dive into the generously sized, chilled & heated concrete pool with water feature, lights and lounging platformOutdoor Kitchen: Stainless Steel Appliances, Spacious layout, Perfect for entertaining.2 Boat Lifts, 20k and 10kAdditional Amenities3 A/C Units: Individually climate-controlled zones, including the 3-car garage for comfort and convenience.Full Property Generator, and 1000 gallon Propane Tank, Full Security System, Phantom SunShades for Screened in PorchThis meticulously designed property combines sophisticated interiors with exceptional outdoor living spaces. Located in a prime area of Cudjoe Key, this home offers privacy, stunning water views, and direct access to the pristine waters of the Lower Keys