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

Total Listings 385
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$1,100,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 1,464 SqFt Days Listed: 83
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: DavitsConcrete

This home is located on a beautiful 75 ft wide canal and has approximately 60 ft of seawall. Triton Seas Center is located on the same canal, just putt over and fill the boat up for a day of fishing and diving. Features a newer roof (2021), impact doors and windows, A/C (2022), fenced yard and appliances. This unique home plan and location make this home a must see.

$1,100,000
Key West
La Brisa South   - MM: 2.00
2 Bed, 2 Baths, 1,099 SqFt Days Listed: 4
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Located across from Smathers Beach with breathtaking ocean views from this spacious 2-bedroom, 2-bathroom condo! There are impact windows are also protected by shutters. Convenient covered parking and storage. La Brisa amenities include a heated swimming pool, hot tub, saunas, lighted tennis/pickleball court, car wash, BBQ area and an EV charging station. Beautiful straight open ocean view from 4th floor.Solid Condominium Association with many amenities.

$1,100,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,195 SqFt Days Listed: 107
-4.26% ($49,000) 1 Price Change : Last Change 76 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift40ft.Concre

Welcome to Blackbeard Lane on Cudjoe Key, a stunning stilted home that perfectly combines modern elegance with the charm of the Florida Keys. Built in 2012 and thoughtfully updated, this property boasts 3 bedrooms and 2 bathrooms across 1,195 sq. ft. of beautifully designed living space.The heart of the home is the expansive open-concept living area, seamlessly connecting to a chefs kitchen adorned with high-end appliances, custom cabinetry, a pot filler, and a striking Dade County Pine hood. The primary suite features an ensuite bathroom with custom finishes and generous walk-in closets, while two additional guest rooms share a stylish guest shower.Attention to detail is evident throughout, from the contemporary flooring to the Dade County Pine accents. The home is equipped with impact-resistant windows and a newer roof (2018), ensuring low insurances and peace of mind. Set on a spacious 6,000 sq. ft. lot, this property is a true boaters paradise, featuring a 40-foot seawall and a 10,000 lb boat lift, making it easy to explore nearby destinations like the American Shoal Lighthouse and Looe Key Sanctuary. Additional amenities include an outdoor shower, ample parking, and a downstairs enclosed garage for extra storage.Experience the best of Florida Keys living in this exceptional home!Property is owned by a licensed Real Estate Agent.

$1,125,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
3 Bed, 3 Baths, 1,056 SqFt Days Listed: 51
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

FANTASTIC BOAT ACCESS and peaceful open water views over the salt ponds ... the location of this meticulously maintained, oceanside home is hard to beat. Situated on the T of the 75 ft. wide canal system, boat maneuvering is very easy; tie up to the concrete seawall or use the boat lift. The walk-around porch and multiple porches (two of which are screened) provide extra outdoor living space, and the ground level offers an impressive outdoor shower, grilling area, and canal-side fire pit. The owners attention detail has been exceptional, including custom gates and stainless-steel cable railings. Hardie-board siding, impact-resistant windows and doors upstairs; accordion shutters protect the windows and sliding glass door of the 840 sq. ft. storage enclosure. Cathedral ceilings enhance the open feeling of this 1,056 sq. ft., 3 bedroom, 2 bath home; offered fully furnished. The primary suite has its own screened porch with views up the canal to Triton Sea Center where fuel, ice and more are available before heading out for a great day on the water.

$1,125,000
Marathon
Fat Deer Key   - MM: 53.00
4 Bed, 4 Baths, 1,740 SqFt Days Listed: 253
-6.17% ($74,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock35ft.Co

Waterfront stilted newer construction home that combines modern luxury with the serene beauty of the Florida Keys. This 4-bedroom, 3-bathroom residence is priced to sell. Inside, youll find a beautifully appointed living space, fully furnished and rental-ready. The kitchen features granite countertops, stainless steel appliances, and ample cabinet space. The open floor plan, accentuated by tile flooring throughout, makes it perfect for both relaxation and entertaining. The large master suite boasts a luxurious bath with a dual vanity, a huge walk-in closet, and an additional linen closet. Wake up to breathtaking sunrise views from the east-facing balcony that overlooks open waters. Outside, the property offers covered parking for four cars or space for trailers. The home also accommodates up to a 35 ft boat, making it ideal for boating enthusiasts. Community amenities include kayaks available for everyone to use, a resort-sized heated pool surrounded by comfortable lounge chairs and a charming thatched-roof cabana. The boat docks cater to the avid angler, while a sandy beach area invites you to unwind and soak up the tropical ambiance. Additional features include a newer A/C installed in 2020, a hot tub, a bait freezer, and window treatments throughout the home. The lush tropical landscaping enhances the vacation-like atmosphere. The homes metal roof and stilted design add to its durability and charm. With its excellent rental history and many repeat visitors, this property is a fantastic investment opportunity. The assumable flood policy under a favorable rate further adds to its appeal. Dont miss out on this exceptional property that combines luxury with the natural beauty of the Florida Keys. Contact us today to schedule a private tour and experience this tropical haven for yourself!

$1,135,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 1,008 SqFt Days Listed: 213
-1.30% ($15,000) 1 Price Change : Last Change 106 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Davit Pads

Open Water Views & Sunset Skies with great boating access describes this Concrete Block Construction Home with pre-stress concrete beams holding up a poured concrete floor.... Lot to the east is available for sale at additional price. Home features open floor plan with vaulted ceilings, tile floors throughout, partial walk-around, storm shutters, 2018 A/C, impact front door and metal roof. Storage room below and ample parking too. Quick commute to Key West, shopping, restaurants and all other conveniences. Excellent Oceanside boating access to the best fishing and diving spots in the Lower Keys. Enjoy the outdoors and gorgeous sunset skies on your screened porch facing the canal & Cudjoe Bay.....Great Home and Great Location!

$1,145,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 1,541 SqFt Days Listed: 279
-28.39% ($454,000) 5 Price Changes : Last Change 30 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 880ft.

SPECTACULAR OCEANVIEWS!!! Just a few houses in from the Wide Open Ocean & Bay- CBS House 3 Bed/2 Bath - 80 ft. Concrete Dock on a Deep - Water -Wide - Canal. Beautifully Landscaped Yard. This home features - Cathedral Ceilings, Custom Cabinets & Island. Great Layout, & Impeccable Craftmanship on the Front Door & Tile through out. Plenty of Room for a Pool, RV, & All your toys. Quiet neighborhood - But close enough to Key West for all the Entertainment & Fun. Truly a Fishermans Dream.

$1,149,000
Marathon
Little Venice   - MM: 53.00
2 Bed, 2 Baths, 1,090 SqFt Days Listed: 54
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 100ft.

Charming Waterfront Cottage in Little Venice. This beautifully updated 2-bedroom, 2-bathroom conch cottage is located in the highly desirable Little Venice neighborhood of Marathon. Perfectly situated on clear, deep, flow-through canals on two sides, the property offers approximately 100 feet of dock space, accommodating up to three boats. With easy access to Vaca Cut, the Atlantic Ocean, and the Gulf of Mexico in just five minutes, this home is a true fishermans and divers dream.The home has been tastefully updated with impact windows, a durable metal roof, sleek blinds, and stainless steel kitchen appliances. The thoughtful design includes a garage and off-street parking for added convenience. Whether youre relaxing on the water or heading out for an adventure, this home is perfectly positioned in the heart of Marathon, close to local attractions. Its just an hour away from the vibrant nightlife, fine dining, and airport in Key West, and a two-hour drive to Miami and Fort Lauderdale.Licensed as a vacation rental and with a strong rental history and future bookings available, its an excellent investment opportunity as well as a private retreat. Contact us today to learn more about this stunning waterfront gem!

$1,149,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
2 Bed, 2 Baths, 1,875 SqFt Days Listed: 9
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Nestled along a serene boating canal, this exceptional 2-bedroom, 2-bathroom home is a true masterpiece, crafted entirely from luxurious teak wood. With its timeless beauty and durable design, this home perfectly complements its natural surroundings, offering a tranquil retreat for water lovers.Step inside to find soaring cathedral ceilings that elevate the spacious living areas, flooding the space with natural light and creating a warm, open atmosphere. The heart of the home includes a beautifully designed living area that flows seamlessly into the screened-in back porch, ideal for enjoying year-round outdoor living.Enjoy a unique, carved swimming area, perfect for cooling off or simply relaxing by the water. With direct access to the canal, this home is perfect for boating enthusiasts, offering convenience and charm right at your doorstep.Additional perks include ample parking and abundant storage space, making this home as practical as it is stunning.Dont miss your chance to own this one-of-a-kind teak beauty. Schedule your showing today and experience waterfront living at its finest!

$1,149,000
Key Colony
Key Colony Beach Yacht   - MM: 53.50
2 Bed, 2 Baths, 990 SqFt Days Listed: 101
-6.96% ($86,000) 1 Price Change : Last Change 2 Days Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat R

This beautifully remodeled half duplex offers an escape right on the widest canal in Key Colony Beach! Enjoy an electric screened in porch equipped with water misters or relax in your salt water heated or chilled pool. Unobstructed views to a generous 200 ft of canal, youll have access to both the Ocean and Bay from your finger slip dock with 18,000 LBS boat lift. Inside discover a fully furnished space 2/2 with extra bonus sleeping areas, allowing this property to easily host 8-10 people. Fully remodeled with impact windows/doors for peace of mind. Just a quarter mile from pickleball courts, bocce ball, a playground, and dog park, adding to the convenience of this prime location. An incredible investment opportunity with all necessary rental licenses, street legal golf cart included!

$1,150,000
Key Largo
Harborage   - MM: 97.50
3 Bed, 3 Baths, 1,704 SqFt Days Listed: 203
-8.00% ($100,000) 1 Price Change : Last Change 25 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

Welcome to your dream home in the highly desirable Harborage subdivision in Key Largo! This brand new, tri-level waterfront home offers the perfect blend of luxury and functionality with an open floor plan designed for modern living and perfect for entertaining. Features 3 Bedrooms, 2.5 bathrooms. The Harborage subdivision is known for its exclusive amenities, including direct ocean access, a boat ramp, a sparkling pool, and a welcoming clubhouse. This is waterfront living at its finest! Dont miss your chance to own this incredible waterfront property in one of Key Largos most sought-after neighborhoods.

$1,159,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,859 SqFt Days Listed: 352
-22.73% ($340,900) 18 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift55ft.

Iconic Key West Character at this sprawling 1,859 Sq. Ft. CBS Canal Front home in desirable Sugarloaf Shores! Located on the no-bridge side of Sugarloaf Key, with a generous 55 dock with 10K boat lift, enjoy world-class fishing and diving from this ideal location. Upon entry, the Great Room is open and airy with soaring cathedral ceilings, and is flooded with natural light. Striking hardwood floors, wood-burning fireplace, 6 baseboards, and fluted doorjamb trim add warmth and vibrance to the space. Five sets of pocket sliding glass doors open onto an expansive veranda, oriented to take advantage of sublime Eastern sea breezes, for year round indoor-outdoor living. Entertain for the masses in the spacious kitchen, featuring abundant storage and prep space, wood cabinetry with custom built-ins, and stainless steel appliances. A generous dining room offers space for gathering with family and friends, and boasts serene Canal Views. A spacious bonus room provides potential for personalization, and could easily be utilized as a home office, media room, or additional bedroom. Two large bedrooms provide comfortable accommodation and come complete with generous closet space. An upstairs laundry room offers added convenience and storage. Downstairs, the attached, permitted two-car garage is truly a rare find! Enjoy an abundance of secure parking, as well as open parking and trailer storage in the front yard. An additional, sizable downstairs storage room allows for keeping tools and equipment out of the elements. The large screened-in patio boasts a jetted, heated swim spa for relaxing with evening cocktails. The backyard offers well-maintained green space and mature trees; this property feels abundantly quiet and private! This home was made for enjoying the outdoors; your ideal Florida Keys lifestyle awaits at this exceptional home in sought-after Sugarloaf Key!

$1,170,000
Saddlebunch
Bay Point Amd & 1st   - MM: 15.00
3 Bed, 3 Baths, 1,070 SqFt Days Listed: 25
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

Exceptional waterfront Pool home in Key West!!.Great for Airbnb. The 3 bedroom and 2 bathroom home presents a unique opportunity for those seeking a tropical paradise lifestyle, completely remodeled and this meticulously maintained, Impact windows and doors, Beautiful custom Cabinets & Island, new appliances, modern bathrooms with the latest technology, pool with heater/chiller, floating dock for direct canal and ocean access, Fenced Yard, from the balcony you can enjoy the sunset. Located across from Saddlebunch Park and steps from the famous Babbys Coffee, Seller motivated!!

$1,175,000
Long Key
Long Key Estates   - MM: 68.00
3 Bed, 3 Baths, 1,080 SqFt Days Listed: 129
-2.08% ($25,000) 2 Price Changes : Last Change 10 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits50ft.Concrete

Introducing a first-time-ever listed canal front home in the highly sought after community of Layton on Long Key. This home was designed to withstand the elements. This home is rock solid. Built with concrete strength and durability like no other. Offering quick direct access to the pristine waters of the Atlantic. This one of a kind property, features a main living area with 2 bedrooms, 2 full bathrooms designed with the coastal lifestyle in mind. A striking spiral staircase leads to the loft with a convenient 1/2 bath offering flexible space for an office, studio or a quiet place to relax. On the ground level, a separate living area includes a 3rd bedroom with full bath, private entrance making it perfect for guests or in-law suite. This home also includes the luxury of a private elevator/cargo lift making it effortless to transport groceries, luggage or heavy items between floors. Tons of storage space in this home to include the oversized storage shed providing ample space for all of your boating and outdoor equipment. Situated directly across from Long Key State Park and Long Key Lake, this home is perfect for nature lovers & kayakers. Outdoor adventures are just a stones throw away with convenient access to Long Key Bight and Long Key Fishing Bridge making it an ideal spot for fishing enthusiasts and explorers alike. New metal roof in 2022 Dont miss your chance to own this rare slice of paradise in the heart of The Keys!

$1,175,000
Marathon
Sombrero Anglers Club N   - MM: 49.50
3 Bed, 3 Baths, 1,056 SqFt Days Listed: 8
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

Now is your opportunity to own a canalfront, fully furnished, turn key property located in the heart of Marathon near Sombrero Beach! This elevated single family home is located on a wide canal and features a 50 foot boat dock with 4 foot control depth, offering quick ocean access! Plenty of room to park all of your vehicles, toys and boat trailer. This three bedroom, two bath home offers an expansive deck overlooking the canal, ideal for nature watching or entertaining guests!In addition to being completely furnished and tropically decorated, this home also boasts a newer AC unit along with impact resistant side windows/sliders; providing additional comfort and protection. Whether youre looking for a place to call your island home, or an investment property. This home offers it all, make it your private sanctuary or take over the existing successful weekly vacation rental business Kickin Back Reel Time. This is a proven vacation rental with future bookings already in place.Your nautical oasis awaits, call now to schedule your private showing! View Matterport 360 tour.

$1,175,000
Conch Key
Conch Key   - MM: 62.50
2 Bed, 2 Baths, 1,927 SqFt Days Listed: 236
-8.84% ($114,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin31ft.

This spacious home offers a nostalgic glimpse into the old Florida Keys lifestyle on the charming island of Conch Key. Built in 2007, the residence spans 1927 square feet, featuring two bedrooms, a den (possible3rd bedroom), an office, and two bathrooms. Work from home in your office with a peek-a-boo view of the ocean. Kitchen and living room open up to basin views. An ELEVATOR makes it convenient to bring your groceries in. The durable metal roof offers peace of mind and protection from the elements.For boating enthusiasts, the property boasts a 31-foot dock and a large turn basin, ensuring easy access to the sparkling waters that surround Conch Key. Additionally, the community boat ramp and boatyard provide further convenience for water activities. Community has a PRIVATE BEACH.Its prime location between Layton and Duck Key, along with its proximity to Marathon, makes it a perfect retreat. Minor wood floor damage due to prior ac leak. Property tented for termites October 2024.

$1,175,000
Long Key
Long Key Estates   - MM: 68.00
2 Bed, 2 Baths, 999 SqFt Days Listed: 32
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

If youre looking to buy a house in the Keys where you can enjoy all the water activities these islands provide, right from your very own backyard, then this is the home for you. This newly updated 2 bed/2 bath home is offered furnished & ready for you to move right in. The well designed 999 sq ft of living space provides bright, open & comfortable island living. The high ceilings with wood accents create a charming coastal atmosphere throughout the home. Large impact resistant sliders extend the living space out onto the screened in porch, creating a seamless flow between indoor & outdoor living. Its the perfect place to enjoy the refreshing ocean breeze & take in a beautiful Keys sunset. The ground level of the home features an enclosed storage, perfect for housing boating & fishing gear & the carport not only provides covered parking but also doubles as a shaded outdoor entertainment area. The home features 50 ft of dockage, completed with low maintenance & long lasting composite decking. The spacious backyard is ready for enjoyment & provides ample room for additional features such as pool, tiki hut or play area for the kids. If you are into plants & gardening, the property is already equipped with an irrigation system. Here in the Keys, the lifestyle the home provides you is just as important as the home itself. The charming town of Layton, located on Long Key, is the ultimate destination for small-town island living. Nestled between Islamorada & Marathon, Layton provides convenient access to amenities by land but also offers easy boating access to some of the best fishing grounds that the Keys have to offer, with the Gulf, Bay, & Ocean all at your doorstep. Enjoy the towns amenities within walking & biking distance. Take a stroll to the post office, play pickleball at the community court, enjoy ocean views & nature trails at Long Key State Park or grab food & drinks at the bar & grill. Here in Layton time seems to slow down & everyday feels like a retreat.

$1,179,000
Key West
Key Estates Resub Blk 2   - MM: 3.00
3 Bed, 3 Baths, 1,613 SqFt Days Listed: 39
-1.67% ($20,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Start the New Year in this wonderful family home with a flexible floor plan. Located on a quiet street in mid town close to schools, shopping and walking trails through Little Hamaca Park nature preserve. Upon entering the home you will find an open concept living and kitchen area perfect for family gatherings. Impact rated French doors off the living room lead you to the tropically landscaped side yard. The versatile layout offers three generous sized bedrooms and one updated bath on one side of the home. Additionally, there is a flexible space for a bedroom/den/office and an updated bath to the right side of the kitchen. Offering possibilities of a potential lock out space for guests or generating additional income. Enjoy your own private paradise with a spacious backyard on this 6,472 sq ft lot. Featuring a large 20ft x 15ft saltwater swimming pool and private waterfront allowing access to the salt ponds for paddle boarding or kayaking right from your backyard! The attached garage offers parking, extra storage and a laundry room with a new Maytag washer and steam dryer set and on demand hot water heater. Must see, call today!

$1,198,999
Little Torch Key
Torch Key Estates   - MM: 28.00
2 Bed, 2 Baths, 1,225 SqFt Days Listed: 100
-0.00% ($1) 1 Price Change : Last Change 13 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

STUNNING WATERFRONT VIEWS and RARE PRIVACY in the Keys! Welcome to your own exclusive and tranquil, half acre oasis with expansive views of the ocean. This renovated, open floor plan home features a 2 bed, 2 bath layout, a Kynar finish metal roof, impact windows/slider doors, Hardie plank siding, commercial grade luxury vinyl plank flooring, tankless hot water heater, smart home features and endless upgrades. Luxuriate in the crystal blue water of the saltwater pool which boasts a heater/chiller to keep you comfortable in all seasons. Have your own nightly sunset celebration with friends and family from the wrap-around covered veranda with sweeping views of the sparkling water. Laze away your days at a natural Keys beach just steps from the premises, launch your skiff, paddleboard, or kayak at the edge of the property, or head out to the deep blue water from the public boat ramp, just a few blocks away. State and county owned lots border the house and land, so the isolation this home showcases is unparalleled. This type of unrivaled exclusivity and resort like amenities will not last.

$1,199,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 2,198 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift80ft.

Florida Keys Waterfront Paradise - 80 Dock & No Bridges to Open Water!Nestled in a boaters paradise, this 2,198 sq. ft. 3-bed, 2-bath home offers a split floor plan for privacy and comfort. Inside, the spacious kitchen boasts stainless steel appliances, generous cabinet space, and ample corian counter space perfect for cooking up your fresh catch. The open-concept living and dining area flows effortlessly to four sets of French doors, leading to a large screened patio ideal for seamless indoor-outdoor living. A large utility room adds extra convenience.With 80 feet of canal frontage and no bridges to open water, youre just minutes from incredible destinations like American Shoal, Looe Key, and Marvin Key. Spend your days snorkeling, fishing, or exploring pristine islands, then unwind with unforgettable dining experiences at fantastic nearby restaurants.Whether youre an angler, adventurer, or just seeking the perfect Keys retreat, this home is your gateway to paradise.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 02-08-2025.
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