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

Total Listings 561
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$1,135,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 1,008 SqFt Days Listed: 204
-1.30% ($15,000) 1 Price Change : Last Change 98 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: 270
-28.39% ($454,000) 5 Price Changes : Last Change 18 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: 45
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
Key Colony
Key Colony Beach Yacht   - MM: 53.50
2 Bed, 2 Baths, 990 SqFt Days Listed: 92
-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: 194
-8.00% ($100,000) 1 Price Change : Last Change 24 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.

$1,150,000
Duck Key
The Sanctuary At Hawks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,760 SqFt Days Listed: 21
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Other Dockage,None

Welcome to Your Private Paradise in the Florida Keys. Discover the ultimate retreat at Hawks Cay Sanctuary, a prestigious and rare gem at Hawks Cay. This stunning tropical oasis boasts a serene private pool surrounded by lush foliage, offering the perfect blend of privacy and relaxation. Step inside to find spacious living and entertaining areas, both indoors and out, designed to maximize comfort and luxury. With three expansive bedrooms with an additional bonus room, three full bathrooms. This home is tailor-made for hosting guests or enjoying your personal haven. Located within the private gated area of The Sanctuary and permits nightly rentals, this property offers unmatched flexibility and investment potential, an incredibly rare opportunity in the Florida Keys. Whether youre seeking a tranquil escape, a lucrative vacation rental, or both, this property truly has it all. Dont miss your chance to own a piece of paradise. Schedule your private showing today!

$1,150,000
Duck Key
Village At Hawks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,620 SqFt Days Listed: 21
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Discover the ultimate sanctuary youve been searching for, located in the exclusive gated community of Hawks Cay Resort. This stunning property combines luxury, space, and elegance with the added bonus of your own private tropical pool, surrounded by lush landscaping for complete serenity. Whether youre looking for a dream vacation home, a second residence, or a premium income-generating rental, this property has it all. With the ability to comfortably accommodate up to10 guests, its perfectly designed to maximize nightly rental income while offering an unforgettable experience for you or your guests. Step inside to find an expansive open-concept layout featuring a fully equipped kitchen, a spacious dining area and multiple sitting areas, perfect for entertaining or relaxing with family and friends. The downstairs den is thoughtfully set up as an additional sleeping area, adding to the homes flexibility. Outside, the deck and private pool create the ideal setting for family gatherings or relaxing afternoons in your tropical oasis. Few properties in Hawks Cay offer this blend of size, luxury, and rental income potential. Dont miss your chance to own this exceptional sanctuary, its everything youve been dreaming of and more!

$1,170,000
Saddlebunch
Bay Point Amd & 1st   - MM: 15.00
3 Bed, 3 Baths, 1,070 SqFt Days Listed: 16
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
2 Bed, 2 Baths, 999 SqFt Days Listed: 23
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.

$1,175,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
3 Bed, 3 Baths, 1,923 SqFt Days Listed: 57
Half Duplex - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.Concrete

Spacious and well maintained, this bright and airy half-duplex offers the functionality and feel of a single-family home, thoughtfully designed for comfort and versatility. Vaulted ceilings and abundant natural light enhance the inviting living spaces. A charming courtyard at the front of the home creates a welcoming entry, while the tropical backyard retreat features 37.5 feet of dockage with a 16,000-pound boat lift for quick and easy access to the Atlantic Ocean and Gulf of Mexico. Inside, the home includes three bedrooms and three full baths, with two of the bedrooms offering en-suite privacy. The expansive upstairs primary suite spans over 500 square feet and includes a balcony overlooking the canal--perfect for enjoying morning coffee or sunset views. This space could also be reconfigured into two bedrooms for those seeking additional accommodations. A second-level deck with both east and west exposures provides even more opportunities to take in the surrounding beauty. The third bedroom, currently used as an office/den, adds flexibility. Spotless, tidy, and thoughtfully appointed, this home captures the essence of Florida Keys living.

$1,175,000
Long Key
Long Key Estates   - MM: 68.00
3 Bed, 3 Baths, 1,080 SqFt Days Listed: 120
-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!

$1,179,000
Key West
Key Estates Resub Blk 2   - MM: 3.00
3 Bed, 3 Baths, 1,613 SqFt Days Listed: 30
-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!

$1,179,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,859 SqFt Days Listed: 343
-21.39% ($320,900) 16 Price Changes : Last Change 2 Days 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!

$1,194,000
Key Largo
Key Largo North Marniers Club   - MM: 97.00
3 Bed, 3 Baths, 2,396 SqFt Days Listed: 24
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Other Dockage

Welcome to Mariners Club, where resort-style living meets an exceptional investment opportunity. Nestled in the heart of Key Largo, this exquisite oceanfront property offers the perfect blend of luxury and profitability, with an impressive average gross income of almost $200k a year.This gated community is one of the rare gems in the Upper Keys that allows nightly rentals. Indulge in the incredible amenities, including an oceanfront marina, sparkling pools, sandy beach, tennis and pickleball(indoor&outdoor),clubhouse, and fully-equipped gym. This turn-key, remodeled townhome features high end furnishings & finishings. Boasting Italian porcelain tile throughout, chefs kitchen, leather furniture and more upgrades it is unlike any other in the complex. The flexible layout with a large guest suite on the lowest level, seamlessly connects by an interior staircase to the rest of the home. With a total of 3 bedrooms and 3.5 baths, everyone will enjoy the space and privacy they deserve. The Rooftop Patio provides a relaxing vibe while the downstairs patio provides a perfect place for outdoor cooking and dining.Mariners Club has an excellent rental history, with dockage available. Plus, its pet-friendly for owners, so Fido can join in on the fun. There are no restrictions on the length of rentals, allowing owners to manage their property as they see fit. The current owner has worked to make this a high end, high dollar rental with 5 star reviews on AirBNB/VRBO- the LLC that lists it will convey with purchase- you are getting the BUSINESS AND THE PROPERTY, with future rentals already on the books and repeat customers waiting to come back! Ready to rent to your most discriminating customers or enjoy for yourself. All furnishings included. Experience the epitome of Florida Keys living at Mariners Club - a true paradise for your soul and your wallet.

$1,195,000
Summerland Key
Summerland Estates   - MM: 25.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 14
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Rare 2/2-BR/BA Stilt Home with Airplane Hangar - A Pilots Paradise!Nestled near the airstrip and community boat ramp, discover a one-of-a-kind opportunity to own this 2-bedroom, 2-bathroom stilt home on an expansive 45,000-sqft lot. Cathedral ceilings, natural wood interior beams, storage unit downstairs, airplane hanger, Mexican Saltillo tile throughout including the large wrap-around balconies which are easy to screen. Offering 960 square feet of living space, this home is perfect for those seeking tranquility and adventure in a highly sought-after location.Key features includes a 1,400-sqft airplane hangar: Ideal for aviation enthusiasts, with easy access to the nearby runway, and the close proximity to the community boat ramp is perfect for boating, fishing, or waterfront leisure. There is ample space for outdoor activities or future expansions, and is zoned SR, Sub Urban Residential District, for more flexibility. The airport is a privately owned and operated, some dues and rules will be required to use the airstrip. Contact Summerland Key Airport for more information. This unique property seamlessly blends aviation convenience with coastal living. Whether youre a pilot, boat captain, or someone looking for a serene retreat, this home offers it all.Dont miss your chance to own this rare gem! Contact us today to schedule a private tour.

$1,195,000
Plantation Key
Plantation Ridge   - MM: 87.00
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 94
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Boat Ramp

Discover your dream getaway in this charming island retreat, perfectly situated on one of Islamoradas most coveted streets. Surrounded by tropical lush vegetation, this all-concrete property offers the ideal blend of privacy and access to paradise, just steps away from Founders Park, featuring a beach, tennis and pickleball courts, and an Olympic-sized pool.This two-bedroom, one-bathroom home boasts multiple outdoor decks, including a spacious rooftop deck with breathtaking ocean views and refreshing breezes. Relax in the gorgeous pool or enjoy the abundant shaded yard space, perfect for family gatherings or tranquil afternoons among the vibrant flora.For added convenience, a separate one-bedroom, one-bathroom bonus studio downstairs provides extra space for guests, along with a garage for your vehicles and storage needs. Launch your boat from the ramp just 200 feet from your doorstep, making it easy to explore the beautiful waters of the Florida Keys.

$1,198,999
Little Torch Key
Torch Key Estates   - MM: 28.00
2 Bed, 2 Baths, 1,225 SqFt Days Listed: 91
-0.00% ($1) 1 Price Change : Last Change 2 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
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
3 Bed, 3 Baths, 1,232 SqFt Days Listed: 71
-7.70% ($100,000) 2 Price Changes : Last Change 3 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 600ft.

Welcome to your dream waterfront oasis! This immaculate three-bedroom, two-bathroom home, built in 2020, offers a perfect blend of elegance and luxury. Meticulously maintained, this modern residence boasts ample privacy and quick boating access, making it an ideal retreat for water enthusiasts. As you step inside, youll be greeted by a spacious open floor plan that seamlessly connects the living, dining, and kitchen areas, perfect for entertaining family and friends. The contemporary design features high-end finishes and abundant natural light, creating a warm and inviting atmosphere. Outside, enjoy plenty of off-street parking for guests and a convenient downstairs enclosure/workshop, providing additional storage and workspace. The outdoor shower is perfect for cooling off after a day in the sun and on the water. Whether youre relaxing on the waterfront or hosting gatherings, this home is designed for both comfort and style. Dont miss the opportunity to own this stunning property that truly embodies the essence of waterfront living!

$1,199,000
Conch Key
Conch Key   - MM: 62.50
2 Bed, 2 Baths, 1,927 SqFt Days Listed: 227
-6.98% ($90,000) 1 Price Change : Last Change 99 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, an office, and two bathrooms. Primary suite with den could possibly be a third bedroom. 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.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.

$1,199,999
Windley Key
Anglers Reef   - MM: 85.00
2 Bed, 2 Baths, 1,376 SqFt Days Listed: 10
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Other Dockage

Anglers Reef, Islamoradas Upscale Oceanfront Gated Community, This home features 2 bedrooms, 2.5 bathrooms with carport & 4 porches. Upgrades include Brazilian Cherry hardwood floors, kitchen with granite countertops and SS appliances with 2 breakfast bars & tons of cabinet space. The home also has a composite decking, metal roof & impact doors & windows. The community features 2 sandy beaches, a pool & marina on the Atlantic Ocean. Home has been in rental program for many years with a good following. Own your vacation home for free & more. Great investment. Call today for a showing!

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 01-30-2025.
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