Florida Keys Waterfront Homes For Sale on the Ocean Side of the Island. Oceanfront Homes

Island Elegance and Open Water Access with Bonuses!Wake up to ocean breezes, endless sunshine, and the sound of gentle waves--this turn-key waterfront retreat in Marathon is your ticket to island living! Whether youre seeking a laid-back second home, a tropical full-time escape, or a vacation home that can offset expenses, this 6-bedroom, 4-bath beauty has everything you need.Set just 4 houses from open water, youll be cruising the Atlantic in minutes from your 75-foot dock--perfect for boaters, anglers, and watersports lovers! After a day on the water, unwind in your heated saltwater pool, sip cocktails on the shaded patio, or take in the stunning open-water views from the upstairs balcony.Inside, enjoy coastal-chic updates with a new metal roof, impact windows & doors, fresh flooring, and designer finishes. The separate owners lockout suite adds extra flexibility, and the huge garage + RV parking ensures plenty of space for all your toys.With 7-day rentals allowed, this home offers the perfect balance of relaxation and opportunity--a place to create memories and let island life work for you. Whether youre fishing at sunrise, biking to local restaurants, or watching the sunset from your private dock, this is the Keys lifestyle at its finest!

Guaranteed to impress! You will not find another one like this solid, custom-built, fully furnished, waterfront island home located on crystal-clear waters filled with tropical fish. Room for pool and seller offering POOL CREDIT! From the moment you enter this large, luxury, British West Indies Island inspired home thru the custom 8ft solid mahogany arched double doors into a stunning foyer, you will fall in love. Custom details are everywhere. Look for dolphins, manatees, and sea turtles from you wrap-around porches which offer AMAZING WIDE WATER ocean and bay views and spectacular sunsets. 4 bedrooms each with its own full bath, and a beautiful, professionally designed chefs kitchen with quartz countertops, mother-of-pearl backsplash, induction cooktop, fully vented stainless-steel hood, double Wolf wall ovens, counter-depth frig, and custom Shaker style cabinetry. Protected boat dockage directly behind the house with easy access to the Atlantic Ocean and the Gulf of Mexico with NO bridges, owner kept his 36ft inboard sportfish boat there for trips directly to the Dry Tortugas, Bahamas and more! Has its own boat ramp! Private master suite and office space boasts a spectacular 180-degree view of the bay and ocean from its private deck. Relax and entertain with a 120 Inch motorized drop-down Movie Theater System with an 11-speaker, ATMOS surround sound audio system. Spacious lot with plenty of room for parking multiple vehicles AND a spot for an RV/Boat/trailer parking. Parking under house includes Tesla/EV vehicle charging station installed and a large storage room for your tools, bait and tackle, plus room for a pool. Just bring your toothbrush... this gorgeous island home is move in ready!

SPECTACULAR OPEN WATER POINT & SUNSET VIEW. Enjoy waterfront living in this Classic 3 Bed/2 Bath wood frame home featuring vaulted ceilings and panoramic views overlooking Lower Sugarloaf Sound. Desirable SW exposure, 250 of protected waterfrontage providing quick boating access to both Atlantic and Gulf. Large ground level covered carport and patio plus secured storage room. Highly desirable Sugarloaf Location

Experience the Ultimate in Florida Keys LivingWelcome to your dream coastal retreat! This stunning 3-bedroom, 3-bathroom home offers everything you need for a life of luxury and relaxation. Featuring a private guest suite, this home is thoughtfully designed to provide comfort and style.Situated along a wide canal, the property boasts a 75-ft private dock with an electric boat lift (15,000 lbs capacity), offering quick access to the open water and endless boating adventures. The lagoon-style pool is perfect for soaking up the sun or enjoying tranquil evenings.The home includes two garages--a one-car garage and a two-car garage--providing ample storage space for your boating equipment, water toys, and other essentials.Located just moments from the pristine shores of Sombrero Beach, you can embrace the ultimate Florida Keys lifestyle with ease. Modern amenities, ample storage, and an unbeatable location make this property ideal as a full-time residence, vacation getaway, or investment opportunity.With a strong rental history already in place, this home is not just a dream--its a smart investment.📞 Call us today for more details and to schedule your private tour!

Tropical Paradise and Boaters Dream!Welcome to this custom-built 3-bedroom, 2-bathroom home in the prestigious Sugarloaf Shores, just 15 minutes from Key West and a short boat ride to the most stunning sandbars in the Florida Keys. Nestled on an expansive 15,000+ sq. ft. corner lot, this all-concrete home offers over 1,700 sq. ft. of beautifully designed living space. The property is fully fenced and surrounded by lush tropical landscaping, providing a private retreat with waterfront views. Step inside to an open-concept floor plan that seamlessly blends elegance and functionality, perfect for entertaining. The kitchen is a chefs dream, featuring custom cabinetry, granite countertops, and stainless-steel appliances. The spacious master suite includes private access to the large balcony overlooking the canal, a luxurious ensuite with a stunning walk-in shower, and dual walk-in closets. On the ground level, youll find a 3-car garage, a separate storage room, and a paved driveway. The outdoor space is an entertainers delight with a sparkling pool, a whole-home generator for peace of mind, and direct access to a wide canal, ideal for boating enthusiasts. With its impeccable design, premium features, and unbeatable location, this Florida Keys gem is truly a must-see. Dont miss your chance to own this slice of paradise!

Stunning Summerland Cove Isles retreat, situated on a picturesque, deep-water canal with no bridge hindering navigability! Unpack and relax, this beautifully renovated home comes move-in ready with high end finishes throughout. Room for a 10X20 Ft pool. The open-concept main living space, ideal for entertaining, is flooded with natural light and features oversized impact picture windows overlooking the backyard and turquoise Canal Views below. The breathtaking chefs kitchen is the epitome of luxury and convenience. Fully equipped for your next culinary creation, enjoy ample storage with modern white cabinetry, custom tile backsplash and sleek quartz countertops, large island, coveted Sub-Zero appliances including wine cooler, and an oversized kitchen sink with built-in knife storage and multiple faucets for the ultimate prep space. Two spacious guest bedrooms and two luxurious full bathrooms on the main floor provide guests with an exemplary experience. Enjoy privacy from the rest of the house with a second-floor primary suite, complete with loft space, rare walk-in closet, and resort style en suite bathroom boasting dual vanity and custom glass shower. Take in sought-after Sunset Views from a spacious covered patio on the main floor, or from either of two sprawling observation decks accessed from the second floor. A sizeable brick paver driveway provides abundant parking, while the attached garage offers additional parking and storage out of the elements. The backyard is an oasis, fully equipped to meet the needs of the avid angler. Maintenance-free turf makes for attractive greenspace just steps from approximately 75 feet of concrete dock space with 20K boat lift and 5500 lb. davits. Enjoy easy ocean access in this prime location, just a short boat ride to world famous fishing and diving. Nestled within a quiet neighborhood but just minutes from shops and restaurants in town, this gem has it all! Schedule a tour of this extraordinary property today!

Welcome to your slice of paradise in the sought-after Matecumbe Ocean View neighborhood! This beautifully upgraded concrete home (including the roof) is built for durability, comfort, and style. Fully fenced and thoughtfully designed, the exterior grounds features sleek new concrete and turf along the sides of the house for a clean, modern look.The backyard is an entertainers dream with a full outdoor kitchen, a sparkling pool, and a spacious 75 ft. concrete seawall complete with a 15,000 lb elevator boat lift. Enjoy quick and easy access to the ocean via a marked channel--perfect for boating enthusiasts who want to be on the water in just minutes. Great fishing and diving awaits! Inside, youll find an upgraded interior featuring stainless steel appliances, a wine fridge, a walk-in pantry, and generous living space. The large bedrooms offer comfort and privacy, while the expansive balcony invites you to relax and soak in the coastal breezes. Matecumbe Ocean View is a desirable community with its own boat ramp conveniently located at the beginning of the street, making launching a breeze. This home is close to great amenities located in Islamorada like Robbies, Worldwide Sportsman, a number of restaurants, Bud N Marys Marina and more! Whether youre looking for a full-time residence or a vacation escape, Cortez Dr is the ideal blend of luxury, function, and Keys lifestyle.

Expansive and elegant waterfront residence situated on the canal, offering an eastern exposure overlooking the in-ground pool and 100-foot wide canal. The property features a covered patio on the lower level and a spacious wooden deck on the upper level, complete with spiral stairs leading from the living room to a tropical keys-inspired kitchen. Ideal for hosting gatherings and unwinding in comfort. This 5-bedroom, 3-bathroom home includes two bedrooms and two baths upstairs, as well as three bedrooms and one bath downstairs. The circular paver driveway provides ample parking space. A large family home or corporate retreat boasting a Corian kitchen, fireplace, and separate living and dining areas on both floors. Equipped with a boatlift and convenient access to the Atlantic, whether you are looking for a vacation rental or a permanent residence, this property has it all.

Custom Waterfront Pool Home! Offering teak wood floors and doors, 16 vaulted ceilings, custom crown and baseboard molding, chefs kitchen with 6 burner Viking gas range and stainless steel appliances.The home is situated on 2 mature landscaped lots with new irrigation system, free form pool with spill-over spa and resurfaced with Diamond Brite coating, new pool heater, chiller and pump including system control for wifi app, expansive patio with stone decking, fire pit and outdoor shower.The home has been well maintained with new tankless water heater, extensive water sealer and barrier to the crawl space under the house, 22 kw Generac generator enables the entire house to function. Concrete dock with permit in place for extended dockage (please see documents for current permit) The harbor provides immediate ocean access.Truly a beautiful traditional family home!

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.

Come explore 17270 Old State Road 4A, a rare gem nestled on almost 3 expansive acres of prime oceanfront land in Sugarloaf Key. This stunning property offers sweeping, unobstructed open ocean views, making it a perfect escape or retreat for those who appreciate natures beauty and tranquility.Featuring large wrap-around decks on both floors, this home is designed to seamlessly blend indoor and outdoor living. Take in the breathtaking vistas, enjoy sunrise and sunset views, or entertain guests in style, all from the comfort of your expansive decks. For a truly panoramic experience, head up to the crows nest viewing area on the roof, where you can enjoy 360-degree views of the surrounding waters and lush landscapes.Enjoy ultimate privacy with a long, 500-foot driveway that leads you to your secluded paradise, away from the bustle of everyday life. Surrounded by natural beauty, this property offers a sense of peace and serenity thats hard to find anywhere else in the Florida Keys.With plenty of room to grow, this property offers endless possibilities. The large cleared lot provides ample space to expand the current footprint of the home, whether by extending out onto the decks or adding additional structures on the land. Whether youre looking to build your dream home or create a larger, more elaborate estate, the options are limitless.This is truly a one-of-a-kind opportunity to own a piece of ocean front paradise in the Florida Keys. Dont miss your chance to own a slice of heaven at 17270 Old State Road 4A, Sugarloaf Key--where luxury meets nature in perfect harmony.

Welcome to your dream home in the heart of Islamorada! This beautifully remodeled 3-bedroom, 3-bathroom Florida modern home offers the perfect blend of luxury and convenience. Located on a fantastic canal just moments from the ocean, this turn-key property is ready for you to move in and start living the ultimate Florida lifestyle.The spacious, open-concept floor plan is bathed in natural light, creating a bright and airy atmosphere throughout. The oversized gourmet kitchen is a chefs dream, featuring high-end stainless steel appliances, sleek countertops, and ample storage space, ideal for both entertaining and everyday living.The bathrooms are stunning, with modern fixtures and finishes that enhance the homes overall elegance. Impact-resistant windows and doors provide peace of mind, while adding to the contemporary feel of the home.For added versatility, the home includes a dedicated office or media room--perfect for remote work or relaxing in style. Outside, enjoy exceptional dockage and a charming gazebo, ideal for unwinding or entertaining by the water.Experience the best of the Islamorada lifestyle with this unique property. Whether youre boating, fishing, or simply relaxing by the canal, this home offers the ideal setting for living in paradise. Dont miss the opportunity to make this exceptional property yours!

Your Investment Paradise or Forever Dream Home Awaits! This extraordinary, income-producing oceanfront property that offers a rare opportunity to enjoy your very own vacation retreat while generating rental income when youre not using it. Located on a commercially zoned lot, this unique two-story solid concrete residence features four bedrooms and two bathrooms, thoughtfully renovated for modern living. Each level is independent, with two bedrooms and one bathroom per floor--perfect for flexible living or renting arrangements. Importantly, this zoning allows for LEGAL short-term rentals, making it an ideal investment opportunity.With new impact windows, doors, and a poured concrete roof, youll enjoy both safety and peace of mind. Situated in a prime oceanfront location, the property boasts direct ocean access, over 100 feet of dock space, and bay bottom ownership--making it a boaters dream come true. Its spacious indoor and outdoor living areas offer stunning views, while being within walking distance to a popular local restaurant adds convenience and charm.Just one hour from Miami, this home is truly an exceptional find for those seeking lifestyle and investment potential in equal measure. Dont miss the chance to make this dream property yours!

Experience the ultimate in Calusa Island living, where breathtaking ocean views, world-class boating, and a laid-back island vibe create the perfect escape. This stunning three-story, 3-bedroom, 3-bathroom custom-built ocean front home offers unmatched luxury and comfort, designed for those who appreciate waterfront living at its finest. Built in 2017 and located in a sought-after gated community, this home is being sold fully furnished and turn-key, making it ideal as a primary residence, vacation retreat, or income-generating rental. As one of the few properties in Key Largo permitting short-term rentals with a minimum of just two days, this is a rare and lucrative investment opportunity in the Florida Keys.This home features three stories of waterfront luxury, offering ocean views from every level. A private interior elevator provides effortless access to all floors, ensuring convenience and comfort. The outdoor entertainment area boasts a covered kitchen with stylish furnishings, perfect for hosting or unwinding by the water. For boating enthusiasts, two boat lifts accommodate vessels up to 28ft on the lift and 35ft on the water next to the lift, making it a true boaters dream.Top-of-the-line upgrades include impact windows and doors for ultimate storm protection, high-end stainless steel appliances, quartz countertops, and a Bluetooth interior/exterior sound system that enhances the homes modern elegance.Live the Calusa Island lifestyle, where you can spend your days fishing, boating, paddleboarding, or simply enjoying spectacular sunsets over the ocean. With its rare short-term rental potential, this home is not only a private paradise but also a highly lucrative investment.This is a must-see to truly appreciate. Call today for a private tour of this oceanfront gem!

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.

Elevated concrete home with enclosed aircraft and hangar below. Largest parcel of land on Summerland Key airport, surrounded by concrete privacy wall and lush landscaping. A true piece of paradise with a private runway in your front yard and a Dock with boat lift in the back - minutes from world-class diving and fishing.

Beautiful open water 5 bedroom 4 bathroom South Point Sugarloaf Key dream home. Very well laid out for an array of guests or family to gather with a split floor plan including a large master suite with a wall of windows to wake up each morning to the turquoise water of the Florida Keys. Enjoy wall to wall stunning open water views, there are so many areas to bask in this waterfront delight. The 12,500 sq. ft. lot offers an endless array of possibilities for outdoor play or the addition of a pool. The 120 ft. concrete seawall with davits is a boaters delight for great and easy access to world class fishing, diving or lounging at the famous sandbars. The elevated home allows for the entire lower level to be another outdoor lounge and entertainment area. There are two large storage areas to store all your toys and gear as well as plenty of room for parking.Enjoy the magic of peaceful waterfront living in one of the Lower Keys most coveted neighborhoods and also just a 15 minute drive from Key West. Schedule your private showing today, in person or with a live video showing.

Discover the ultimate Florida Keys retreat at this stunning waterfront estate in Key Colony Beach. This 5 bedroom, 3 bathroom home blends tropical elegance with modern luxury, offering an unparalleled coastal lifestyle.A lushly landscaped entrance welcomes you to an open-concept living space with soaring ceilings, large windows, and seamless indoor-outdoor flow. The gourmet kitchen boasts stainless steel appliances, custom cabinetry, and a spacious island, perfect for entertaining.Step outside to your private paradise featuring a resort-style pool, spa, and expansive patio surrounded by lush greenery. A private dock with deepwater access makes this a boaters dream, providing quick access to the Atlantic and Gulf.The primary suite offers a spa-like en-suite bath, while spacious guest rooms ensure comfort for family and friends. Additional amenities include a two-car garage, high-end finishes, and a prime location near pristine, dining, and world-class fishing.Whether as a primary residence, vacation home, or investment, this waterfront oasis delivers the best of the Florida Keys lifestyle.

Your Dream Waterfront Oasis Awaits!vWelcome to this extraordinary custom-built waterfront home located on Exuma Rd in the serene Ocean Isle Estates. This stunning residence harmoniously combines luxury and comfort, perfectly poised to embrace the refreshing ocean breezes and breathtaking water views all year round.As you step through the grand entrance, youll be greeted by a spacious garage and an inviting first-floor guest suite, complete with its own private screened-in porch--ideal for morning coffee or evening relaxation. Take a leisurely stroll through the elegant pass-through to the poolside area and spa, where you can unwind and soak up the sun.Ascend the exquisite interior marble staircase, adorned with a unique rock-lined wall that leads you to the heart of the home--the magnificent great room. Here, youll be captivated by the meticulous attention to detail, featuring tray ceilings, crown molding, and stunning travertine marble that elevate every corner of this residence.The gourmet kitchen is a chefs delight, boasting custom hardwood cabinets, stylish lighting, a wine chiller, luxurious granite countertops, and top-of-the-line stainless steel appliances. Its a perfect setting for preparing culinary masterpieces or entertaining friends and family.With direct and easy access to the ocean, your aquatic adventures are just steps away! Enjoy the tranquility of the neighborhood, with a fantastic local restaurant and marina just a stones throw from your doorstep. This home is conveniently located near Miami, making it an ideal retreat while remaining close to the vibrant keys life. Dont miss this incredible opportunity to own a slice of paradise at an unbeatable price! Schedule your private tour today and feel the magic of waterfront living!