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

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!

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 this newer construction coastal masterpiece with open water views in the Lower Keys. Crafted with meticulous attention to detail and using only the finest materials, this home epitomizes luxury and durability.Step into the heart of the home, where a soaring 15-foot vaulted ceiling crowns the main great room. An open-concept living area seamlessly blends with a high-end kitchen featuring a center island, ideal for culinary creations. A generous dining area invites intimate gatherings or lively soirees. Plus, 620 square feet of covered outdoor AZEK decking offers mesmerizing open water views, expanding entertaining possibilities.Discover serenity in the primary suite with a spacious walk-in closet and en suite bathroom designed for relaxation. Two additional bedrooms each with ample closet space, and a second spa-like bathroom ensures comfort for all. The laundry room is efficient, featuring a marble folding shelf, a Rheem Performance tankless water heater, and fine wood cabinets.Every corner exudes quality and sophistication, from Cambria Quartz slabs in the kitchen and bathrooms to select porcelain tiles and premium flooring throughout. CGI impact-rated windows and doors provide peace of mind, while v-crimp metal and powder-coated aluminum railings add coastal charm.Entertainment is at your fingertips with Sonos speakers throughout the home. For security and convenience, the property is prewired for a handicap-accessible lift and six security cameras. Outside, lush landscaping awaits, complete with a Rain Bird irrigation system.Below, discover a finished space with upgraded lighting and a clean white cement pad, perfect for storing cars or creating your dream workshop. Ample room to park an RV, boat, and toys completes this outdoor haven.Experience the epitome of Keys living in this meticulously crafted coastal retreat. Schedule your private tour today! One of the Sellers is a Licensed FL Real Estate Sales Associate.

Discover a Rare Gem in Cudjoe Gardens: Double Waterfront Lot with Private Boat BasinNestled in the Cudjoe Gardens costal community, this unique canal-front home boasts 4 bedrooms and 4 bathrooms, with an expansive upper deck offering stunning waterway views and breathtaking sunsets. The main house is ground level CBS construction and features terrazzo flooring throughout, capturing the true essence of island living. Step outside to an inviting covered patio, extending your outdoor living space and surrounded by tropical landscaping--perfect for relaxing and soaking in the serene beauty of the tropics.Situated looking over the T of the canal is the spacious private upper living suite, ideal for guests or in-laws, includes a large open deck thats perfect for entertaining or unwinding while enjoying the stunning scenery and magnificent sunsets.A large CBS garage provides ample storage, and features a 12 x 10 hurricane-rated powered door, laundry room with a shower, elevated office/mancave, and fishing closet. The double 160 x 100 lot adds to the convenience for possible future expansion or redevelopment.Outdoor enthusiasts will revel in the exceptional boating access available right from your backyard. Enjoy 160 feet of water frontage on a generous 16,000 SF lot, surrounded by vacant lots on either side of property for added privacy. Your large unique private boat basin for off canal boat dockage and added security, complete with a 10,000 lb boat lift, ensures effortless access to both the Atlantic and the Gulf. The wide flow-through canals offer quick water access to a full-service marina and restaurant.Whether youre seeking a full-time residence or a vacation getaway, this tropical haven offers the perfect blend of comfort and adventure. Dont miss the opportunity to own this slice of paradise! Close to restaurants, marina/store, and boat ramp.

Welcome to your waterfront paradise in Cudjoe Gardens! This exceptional 2-bedroom, 2-bathroom home boasts a stunning outdoor oasis and stylish interior, perfect for relaxation and entertaining. Step outside to a beautiful paver pool deck surrounding a sparkling pool, ideal for sunbathing and gatherings. Enjoy the convenience of a fillet station for your catch of the day, and take advantage of the protected boat basin, equipped with a 30K boat lift and davits, offering direct, no-bridge access to the open Atlantic Ocean. The outdoor space invites you to embrace the coastal lifestyle, whether launching your boat or simply relaxing by the water. Inside, a spacious open-concept living area greets you with abundant natural light. The adjacent sunroom provides a cozy spot to unwind and enjoy views of the lush outdoors. The kitchen is a chefs delight, equipped with stainless steel appliances, sleek white cabinetry, and ample granite countertops for effortless meal prep. The primary bedroom features a spacious walk-in closet and an en suite bathroom with dual vanities. The guest bedroom features abundant closet space, complemented by a thoughtfully designed guest bathroom. Comfort and functionality merge seamlessly, making this home perfect for everyday living. Beautiful landscaping enhances the property, featuring a fenced-in driveway that offers privacy and security. A one-car garage provides additional storage, while off-street parking accommodates guests. Experience the ultimate Keys lifestyle in Cudjoe Gardens, enjoying peaceful island living just minutes from dining, shopping, and recreational activities. Dont miss the opportunity to call this Cudjoe Gardens retreat home!

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 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

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.

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.

Stunning canal front home in desirable Cudjoe Gardens, with Southern Exposure, massive 15,600 Sq. Ft. double lot, and deep-water access to Open Ocean and backcountry! Expertly outfitted with 125 of concrete seawall with running water, fillet station, swim ladders, 15K boat lift, davits, and turning basin! Situated on a clean flow-through canal, excellent for swimming and capable of accommodating deep-draft vessels. Inside, this 2,772 Sq. Ft. home is well-maintained and boasts an open concept living space, high cathedral ceilings and Italian marble floors. Spacious custom Chefs Kitchen lends itself to entertaining with ample granite countertops, main and prep sinks and premium appliances including gas range, double oven, and Sub-Zero refrigerator. Enjoy al fresco dining on the spacious screened-in lanai, accessed through French doors, spanning the back of the home on the water side. Retire to a luxurious primary suite, with dual walk-in closets and spacious en suite with large shower and jetted tub. Visitors will enjoy accommodation in either of two sizable guest bedrooms with private en suites. South side bedrooms boast lanai access for indoor-outdoor living in winter months. Intuitively designed with energy-efficiency in mind, including dual a/c units with UV Air Purifiers, 2 tankless water heaters, recent air duct cleaning & added attic insulation. An added solar system powers the entire home with zero electric bill. A wired video surveillance system (owned) allows for Wi-Fi monitoring. The attached, two-car garage offers a bonus workshop and storage for keeping gear dry and secure and impact-resistant garage door (2022) with Wi-Fi garage door opener. Low-maintenance landscaping with native hardwood and flowering trees for color and year-round enjoyment. This exceptional home offers coveted Keys living in a prime location, nestled within a quiet neighborhood in proximity to Cudjoe Gardens Marina, and delectable dining restaurant

This elegantly designed custom built ground level home was created by local architect Glenn Gray. Boasting a spacious open floor plan @ 3,056 sq ft. Two master bedrooms with ensuite baths, third bedroom, full bath and a half, and office all on first floor. Up the flight of stairs leads to a huge open loft space for a fourth bedroom/bunk room, theater room, art room or whatever your needs. 100 of concrete dock and seawall, 16,000# boat lift, heated Pool + jacuzzi with fully screened pool enclosure, updated kitchen & baths with granite countertops and full backsplash, soft close Cherry Cabinets, interior plantation shutters. Cudjoe Gardens homeowner website - https://cudjoegardens.org

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. Show up, relax, and let your investment work for you.

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.

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.

Indulge in the epitome of Keys living with this delightful turnkey 3-bedroom, 3 1/2 bathroom stilt home on 1 1/2 lots. Embracing the coastal allure, this residence features serene blue to aqua tones indoors, complemented by elegant white plantation shutters that evoke a sense of timeless charm. Step onto the expansive covered patio, where panoramic views of the pool and a long canal stretch towards the Cudjoe Gardens Marina. With a 17,000 lb boat lift, this home is a perfect fit to the boating enthusiast, offering endless access to the azure waters of the Florida Keys. The addition, skillfully integrated in 2019, seamlessly expands the living space, blurring the lines between indoor comfort and outdoor splendor. Inside, the large kitchen delights with a large island and a pantry, catering to both culinary enthusiasts and casual gatherings with family and friends. Immerse yourself in the vibrant boating lifestyle, where days are filled with fishing excursions, leisurely cruises, and sunset sails. Whether relaxing by the poolside or exploring the scenic waterways, every moment is an invitation to embrace the laid-back charm of coastal living. Discover the perfect blend of comfort and adventure in this coastal sanctuary. Book your showing today to embark on your journey to Keys living at its finest!

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.

BOATERS PARADISE Room for up to 3 BOATS or up to 42ft! with unobstructed sunset views over OPEN water year round on oversized CORNER lot w/water on 2 sides at the very end of a private road offering picture perfect sunsets in a protected bay! Boasting 323 of water frontage, this property includes 175 of open water and 148 of canal frontage featuring a 90 concrete dock at mouth of channel and a private kayak launch. Main level of the home features a wrap-a-round deck, a spacious living area, including a large master bedrm and bathrm with jacuzzi tub, separate shower & his & hers vanities, 2nd bedroom, half bathroom and a chefs kitchen with Sub Zero Fridge. The third level has a private bedroom, bathroom and balcony accessible by a spiral staircase. On the opposite side of the home is a private mother-in-law/teen suite that could be separated and or rented separately with an open floor plan that includes a large living area, 2 Story tongue & groove West Indies Great room w/wet bar and its own updated kitchen with brand new SS appliances overlooking the water! Smart home panels & security cameras thruout. Being sold fully furnished w/exception of a few personal items. Outdoor living including new Giant 16ft Swim Spa w/55 jets, blue tooth ss & fiber optic lights that fits 14 people, outdoor sun TV, pool table, lounge chairs, multiple hammocks & grill. Boat Dockage is super with room for up to 42 ft boat plus a floating Jet Ski Dock that holds 2 Jet Skis! Plenty of parking underneath 12ft concrete pillars for all the guests w/an efficiency for storage as well! Easy access with channel directly in front of home, super fishing spots & reefs! 20 mins to Key West w/plenty of shopping, Nightlife & restaurants. Home was recently tented & has fresh paint, lighting, updated electrical. Home is entirely fenced & Gated w/privacy PVC fencing. The best of all is the wide open water & gorgeous sunset views! Being Sold Turn Key & Seller financing offered at 4% Rate! Owner/Agent

Welcome to your dream Florida Keys oasis! This stunning open water home is a luxurious waterfront retreat, offering the epitome of elegance and comfort. With 6 bedrooms and 6 bathrooms, this spacious estate is perfect for accommodating family and friends or hosting extravagant gatherings.Upon entering the property, youll be greeted by a sense of exclusivity and security, as it is gated and walled, ensuring your utmost privacy and serenity. The lush landscaping surrounding the home adds to its allure, creating a tranquil and inviting ambiance.The interior boasts an impeccable design with meticulous attention to detail. The custom kitchen is a chefs delight, featuring top-of-the-line appliances, premium finishes, and ample counter space for preparing gourmet meals. As you explore the residence, youll be captivated by the panoramic water views from every room, seamlessly blending the indoors with the breathtaking outdoors. One of the highlights of this exceptional property is its rooftop swimming pool and bar, where you can soak up the Florida sun while savoring refreshing cocktails and enjoying unobstructed vistas of the sparkling waters. Imagine entertaining guests under the stars, with the gentle ocean breeze as your companion. Additionally, this estate comes with a guest house for extended family or visitors who will be enchanted by the beauty of the Florida Keys. Sitting on over an acre of pristine Florida Keys property, this home offers an abundance of space for various outdoor activities and potential additions, should you desire to further customize your slice of paradise. As a waterfront haven, this property provides direct access to the water, allowing you to indulge in water sports, fishing, and boating whenever your heart desires. In conclusion, this exceptional Florida Keys estate combines the allure of open water living with exquisite design.

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.