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

This brand-new, turnkey, Hamptons-inspired, architectural stunner offers the finest in modern coastal living. Thoughtfully constructed by Dennis Construction and designed by CSpace Architecture, this concrete block, full impact glass home is built with elegance and function at the forefront.Step into nearly 2,160 square feet of open-concept living space where 24x36 oversized ceramic tile floors, recessed LED + cove lighting, and a curated Restoration Hardware furniture package set the tone for upscale comfort. The kitchen is a showstopper with an ultra-luxe Samsung appliance suite, sleek finishes, and custom cabinetry. Enjoy a private elevator, two-zone A/C + dehumidifier, and unwind on your fully finished rooftop - complete with a built-in grill and sweeping ocean views.Resort-style living at Key Largo Ocean Resort includes:Private boat ramp, fish stations & boat slips for up to 40Direct ocean boating access with no bridgesClubhouse with community poolBasketball, tennis, and pickleball courtsChildrens playgroundA vibrant calendar of community events including Full Moon Parties & Golf Cart Parades

Oceanfront living, elevated. Enjoy expansive, protected views and a coveted location in one of south Key Largos most sought-after gated communities. Built in 2019, this solid concrete block home features full impact glass, designer finishes, and modern comforts throughout - just steps from the turquoise sea. This thoughtfully designed home offers privacy, oversized 24x36 ceramic tile, recessed LED lighting, and sleek horizontal AC vents for a refined, coastal-modern feel. The open living area and primary suite are both equipped with floor-to-ceiling glass sliders and electronic window treatments. Enjoy year-round comfort with dual-zone A/C, a dedicated dehumidifier, and a private elevator that serves every level, incl. ground floor finished storage for all of your gear and toys.Resort-style living at Key Largo Ocean Resort includes:Private boat ramp, fish stations & boat slips for up to 40Direct ocean boating access with no bridgesClubhouse with community poolBasketball, tennis, and pickleball courtsChildrens playgroundA vibrant calendar of community events including Full Moon Parties & Golf Cart Parades

Welcome to this charming Old Florida-style cottage, an ideal weekend retreat nestled on Lower Matecumbe Key in Islamorada! This property is set on nearly half an acre, boasting an impressive 100 ft of private beach frontage directly on the crystal-clear ocean. This cottage is a perfect fixer-upper opportunity, offering you the chance to renovate and personalize the existing structure or build your dream home on this stunning piece of prime real estate. Step inside to discover two spacious bedrooms and two full bathrooms. The interior features beautiful beamed and tongue-and-groove ceilings, adding a touch of character and warmth to the space. Imagine starting your mornings with a cup of coffee or unwinding in the evenings with a glass of wine, all while enjoying breathtaking views of the magnificent Atlantic Ocean. The gentle ocean breezes create a serene atmosphere, perfect for quiet contemplation and entertaining friends and family. With its prime location and charming features, this cottage is a rare find that invites you to embrace the laid-back Florida Keys lifestyle. Dont miss your chance to make this idyllic getaway your own!

Sturdy & beautiful. Enter into a bouquet of large impact windows w/10 ceilings throughout. Well appointed with luxurious finishes & 3 large patios. Built to withstand the unknown w/ concrete walls & roof. This 3 bed 2 1/2 bath canal front (Oceanside) home has never been lived in. Be the first to enjoy sunrises & sunsets from your choice of 3 patios over 2 floors of living space. This spacious home offers a large open kitchen w/balcony access for entertaining, Master suite w/ incredible sunsets, an extravagant master bath,an additional entertainment/family room, wet bar, laundry room, elevator, private dock & more. Pool/jacuzzi/outdoor renderings are in process.This peaceful paradise is situated in the quaint well established Oceanside Harborage community! Hop on your boat from your 41 private doc & be in the Ocean/Sandbar in less than 5 mins!The Harborage is a quaint beautiful, 2 street community known for its deep water. Maintenance includes yard, clubhouse w/waterfront pool, ice machine, laundry, boat ramp, boat trailer storage, good vibes and best of all LOCATION.

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!

FULL Duplex in the Gem of Key Colony Beach! Whether you are looking for a private family home or an investment property in the FL Keys this Boaters Paradise could be yours! This duplex with an open balcony overlooks a 100 wide deep water canal with 75 ft. of dockage with quick access to the Gulf or Atlantic Ocean that could be yours! New windows throughout, 4 bedrooms and 4 baths with ample parking and storage. Currently a vacation rental. Key Colony Beach features recreational facilities include 4 parks, 2 playgrounds, Brand new pickleball courts, tennis courts, shuffleboard, and a 9-hole par-3 golf course. Call today for your private tour. Property is also listed individually in the MLS #615272 & 615273.

Amazing, well built home, located in Sombrero Isle. Home is a weekly vacation rental with many bookings and repeat guests. All kitchen white cabinets and new granite countertops are being fabricated to complete this coastal inspired renovation. There is an unexpected element of privacay from this oversized corner lot not often found in the Florida Keys. This home is being sold rental ready right down to the silverware and advanced bookings for a true turnkey experience. Please be patient as showings will need to be scheduled around the vacation guests. Cash sales only please

Coastal Luxury Meets Keys Living - Dock, Pool & Guest Suite!Welcome to your slice of paradise in the Florida Keys! This beautifully appointed 3-bedroom, 3-bath home blends laid-back island vibes with refined comfort. Whether youre looking for a full-time retreat, a vacation haven, or a high-performing rental investment--this one checks all the boxes.Enjoy the privacy of a separate guest suite and relax in the resort-style lagoon pool, perfect for lazy afternoons or starlit evenings. Boaters will love the 75-ft private dock with a 15,000 lb electric lift and quick access to open water--your next adventure is always just minutes away.The home also features two garages (one-car + two-car) with plenty of space for gear, water toys, or even your workshop setup. And when youre ready to hit the sand, Sombrero Beach is just around the corner.With a strong rental history and location that truly captures the Keys lifestyle, this is more than a home--its your launchpad for sun, sea, and serious relaxation.📞 Call today for more info or to schedule your private tour--paradise is calling!

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.

Luxury Waterfront Living in Prestigious Cudjoe Gardens. Discover refined island living in the heart of one of the Florida Keys most exclusive waterfront communities renowned for its deepwater access, upscale ambiance, and close proximity to Key West.This elegantly designed residence is perfectly positioned on an 8,000sf lot, offering exceptional canal frontage on a 50ft wide canal only 5 homes in and 2 min ride from open water. The home features 2,295 living sf plus 441sf garage and 225sf of porches, making for almost 3,000sf under roof! Home has beautifully appointed interiors, where luxury and comfort harmonize.The open-concept living space is adorned with 10 to 12 ft ceilings, abundant natural light, and premium finishes throughout. At the heart of the home is a custom-made epoxy and wood bar, a true showpiece that makes an ideal spot for entertaining in style. A custom built electric fireplace offering ambiance and warmth anchors the living room and invites relaxed evenings after a day on the water.The large kitchen is outfitted with beautiful granite with natural tones, stainless steel appliances, custom cabinetry, and an expansive island, flowing seamlessly into the second large living room where comfort is found! The primary master bedroom suite offers a tranquil retreat with in room office, his/hers walk in closets, and spa-like ensuite bath.Two additional spacious bedrooms and full bath, plus half bath and laundry room complete this large home. Additional features include elegant large plank Bamboo flooring, impact-resistant windows and doors, etched glass front door, plantation shutters throughout the home, a spacious garage, and thoughtfully landscaped grounds that reflect the natural beauty of the Keys.Step outside through the French glass doors to a waterfront screened in porch with ceiling fans. The 80ft concrete dock with 20k boat lift, working davits, 1000lb ice maker, cleaning station, make this a fishermans paradise! Room for a pool!

Endless Possibilities. This well-built waterfront home, offering 110 feet of deep-water canal frontage, a private boat ramp, and dock space for multiple LARGE vessels, is ready for its next chapter. With easy ocean access and a 200-foot wide canal, its the perfect setting to embrace the island lifestyle. Conveniently located within walking distance of Coco Plum Beach adds to the homes appeal both on and off the water. The main living area features an expansive open-concept design, with vaulted ceilings that amplify the already ample space across the living, dining, and kitchen areas. Multiple sliding glass doors lead to a sprawling screened-in lanai spanning over 700 square feet-- offering additional outdoor living space perfect for relaxing, dining, or hosting while enjoying peaceful water views and refreshing ocean breezes. The generously sized primary suite includes a spacious en-suite bath, walk-in closet, and direct lanai access. A second bedroom also connects to the lanai, enhancing the homes seamless indoor-outdoor flow. A third bedroom, two additional full baths, and laundry room complete the main living level. The lower level features a legal one-bedroom, one-bath suite with a private entrance, its own screened-in patio, a kitchenette, laundry room, and 9-foot ceilings--ideal for accommodating in-laws, guests or crew with privacy and comfort. While the home is structurally sound and move-in ready, cosmetic updates would elevate its appeal and transform it into a truly show-stopping island retreat. The expansive lot also offers ample room to add a pool, further enhancing its outdoor living possibilities. Not a Drive-By! The true scale, layout, and impressive outdoor spaces must be experienced in person to appreciate this remarkable homes potential. This property presents an exceptional opportunity for motivated buyers or contractors to transform it into a show-stopping Keys retreat. Bring Your Vision. Live the Dream.

Welcome to Matecumba Ocean View! Ocean Views from this home, feel the ocean breeze.This recently up dated home is your Island Dream Home Come True. Newly updated kitchen with Island eat in kitchen counter, all new stainless steel appliances, all new floors throughout. All master suite on the 3rd floor with private balcony and ocean views.Extra large 2nd and 3rd bedrooms, with walk in closet, private open balcony and Ocean Views. A boater paradise 75ft of concrete dock with 20,000 lb. boat lift, A set of davits and built in pool with pool heater/chiller for the ultimate outdoor experience. Canal depth is estimated to be 10-12 ft. Direct Ocean Access for your boat. Just 5 minutes to the Ocean and Bay access too. Income producing property with future bookings. The property includes a great yard for entertaining with Automatic sprinkler system,Electric GateFully gated and fenced yardLocated on a very quiet dead end street

First time on the market in 49 years, this exceptional waterfront estate is a rare gem located on the Sombrero Golf Course. Boasting over 110 feet of pristine waterfront, 50-foot wood dock, 12,000 lb boat lift, and 120+ foot wide deep-draft canal, this residence is a true haven for both avid boaters and golf enthusiasts. Designed with timeless vision and concrete construction, the home spans over 3,000 interior square feet with four bedrooms and two bathrooms, nestled on a beautifully landscaped 11,950 square foot lot. From the moment you arrive, the lush tropical grounds, elegant landscape lighting, and brick-paved circular driveway set the tone. The detached 30 x 30 foot double car garage offers immense storage, a workshop, and even a full second level for additional space. Inside, a gracious foyer and wood staircase lead you to the expansive open living space, where walls of glass invite sweeping water views and golden sunsets. The full-width screened porch is perfect for indoor-outdoor living. The gourmet kitchen is a chefs dream, featuring a Wolf six-burner gas cooktop, oven, Subzero refrigerator and freezer, generous prep space, built-in cabinetry, and charming retro tile backsplash illuminated by a skylight. The primary suite offers a tranquil retreat with a walk-in closet, updated ensuite bath, and nearby private office. Downstairs, discover three more bedrooms, full bathroom, laundry area, and versatile bonus space--ideal for an art studio or second living area. Outdoors, host unforgettable gatherings beneath two tiki huts on the expansive waterfront deck with room for a future pool. With an assumable flood policy at just $773 per year (and no history of flooding, ever), recent updates including concrete restoration, mangrove trimming, and a 24kW whole-house generator with 500-gallon propane tank--this legacy property is ready to elevate your waterfront lifestyle.

One-of-a-Kind Canal Front Home in Duck Key. Rare opportunity to own this large, custom-built split-level home overlooking the iconic Yacht Club Bridge and sparkling flowing waters of Duck Key with easy ocean access and ocean views. This unique property offers unparalleled water views from the spacious primary suite, where you can relax and watch the hawks and pelicans from your private balcony. Inside, the expansive gourmet kitchen is perfect for culinary enthusiasts, featuring a dining area, ample cabinetry, a built-in desk area, and a seamless flow into a cozy patio ideal for enjoying your morning coffee. The grand entrance, framed by wrought iron gates welcome you. Brick paver walkway leads to a beautifully landscaped garden offering a peaceful retreat. This home is ideally located on a large waterway where three canals converge, making it perfect for those with a large boat and offering a 75 seawall. With expansive balconies, hurricane shutter roll-downs on the second-floor front bedrooms, an oversized garage with storage, brick paver walkways and driveway, this home provides both luxury and convenience. Additional lower level bonus space being used as non-conforming guest quarters. Experience the relaxed island lifestyle that Duck Key has to offer. With easy access to world-class amenities at the Hawks Cay Resort, nearby boat ramps, dining options, and a variety of activities. Membership to the exclusive Club Duck Key is available to further enhancing the island experience. This one-of-a kind home is an exceptional find in a sought-after location. Dont miss your chance to own a piece of paradise--schedule your showing today! Offers encouraged. B&BATVAI.

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!

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!

This Key West resort-style home sounds like an absolute dream! It combines the perfect blend of luxury, functionality, and tropical charm. With almost 2,800 sq ft of living space, 5 bedrooms, and 3 baths, its designed for both comfort and elegance. The fact that its just steps from White Street Pier and the beach makes it an ideal location for those who love coastal living. Some standout features includes an expansive lot at 7,775 sq ft, theres plenty of space for the lush tropical landscaping and custom amenities like the grilling area, electric gate, and the stunning 20x40 pool with a spillover spa (one of the largest pools in Key West). The heated and chilled pool makes it suitable for year-round enjoyment. Enjoy your own tropical Oasis with the daybed swing under the lanai next to a custom water feature is the perfect spot for relaxation. The tiki bar also sounds like a great place to unwind after a swim or a day out exploring Key West. The 12ft elevation and oversized windows let in tons of natural light, making the home feel airy and bright. The 20-foot cathedral ceilings add grandeur to the living areas, and the built-in bookshelves give the space a cozy, welcoming vibe. The High-end Kitchen with sleek countertops, stainless steel appliances, and top-notch finishes, the gourmet kitchen is both stylish and functional--perfect for entertaining guests or cooking up a family feast. This home seems to be a perfect blend of relaxation and luxury with a variety of features to enjoy both inside and out. It truly is a must-see for anyone looking to live in or invest in Key West!Separate Apartment: The one-bedroom, one-bath apartment is an added bonus--whether for a caretaker or potential extra income, it adds flexibility to the property.

This Key West resort-style home sounds like an absolute dream! It combines the perfect blend of luxury, functionality, and tropical charm. With almost 2,800 sq ft of living space, 5 bedrooms, and 3 baths, its designed for both comfort and elegance. The fact that its just steps from White Street Pier and the beach makes it an ideal location for those who love coastal living. Some standout features includes an expansive lot at 7,775 sq ft, theres plenty of space for the lush tropical landscaping and custom amenities like the grilling area, electric gate, and the stunning 20x40 pool with a spillover spa (one of the largest pools in Key West). The heated and chilled pool makes it suitable for year-round enjoyment. Enjoy your own tropical Oasis with the daybed swing under the lanai next to a custom water feature is the perfect spot for relaxation. The tiki bar also sounds like a great place to unwind after a swim or a day out exploring Key West. The 12ft elevation and oversized windows let in tons of natural light, making the home feel airy and bright. The 20-foot cathedral ceilings add grandeur to the living areas, and the built-in bookshelves give the space a cozy, welcoming vibe. The High-end Kitchen with sleek countertops, stainless steel appliances, and top-notch finishes, the gourmet kitchen is both stylish and functional--perfect for entertaining guests or cooking up a family feast. This home seems to be a perfect blend of relaxation and luxury with a variety of features to enjoy both inside and out. It truly is a must-see for anyone looking to live in or invest in Key West!Separate Apartment: The one-bedroom, one-bath apartment is an added bonus--whether for a caretaker or potential extra income, it adds flexibility to the property.

Your Dream Waterfront Oasis Awaits!Welcome 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!