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

Total Listings 619
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$1,199,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 2,198 SqFt Days Listed: 39
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.

$1,199,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,214 SqFt Days Listed: 11
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

OUTDOOR ENTERTAINMENT with a TIKI for that added tropical charm. This 3-bedroom, 2-bath home is located in desirable Summerland Key, offering both serene canal views and easy access to the Atlantic and Gulf waters for all your boating needs. The property features a garage, providing plenty of storage space and parking options. The exterior offers beautiful paver walkways and a gated entrance which is so convenient for pets and added privacy.The homes outdoor space is perfect for entertaining, with a tiki hut that adds a to the relaxed atmosphere for your gatherings. For even more space to entertain, theres a downstairs area designed for socializing and enjoying the Florida Keys lifestyle. Whether youre hosting a barbecue, lounging with friends, or simply relaxing by the water, this home offers the ultimate island experience.Inside, the home offers a comfortable and bright living space with an open layout, making it perfect for family living or hosting guests. Whether youre enjoying a peaceful retreat or planning an exciting day at the sandbar, this home offers everything you need for Florida Keys living. Its time to make lasting memories.

$1,199,000
Geiger Key
Geiger Mob Rep Blk 5   - MM: 9.00
3 Bed, 3 Baths, 1,772 SqFt Days Listed: 45
-4.00% ($50,000) 1 Price Change : Last Change 8 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.Concrete

Experience Florida Keys living at its best! This stunning 3 bedroom, 2 bathroom canal front home offers everything you need for a perfect coastal lifestyle. The open floor plan creates a spacious and inviting atmosphere, ideal for entertaining or relaxing with family. With impact windows and doors, you can enjoy peace of mind and energy efficiency.The home features a 2 car enclosed garage, providing ample storage and protection for your vehicles. The fenced-in yard is perfect for pets or children to play safely. The concrete seawall ensures durability and stability, while the covered porch offers a serene spot to enjoy the beautiful Florida weather.Inside, youll find newer wood floors that add warmth and elegance to the living spaces. The newer kitchen is equipped with modern appliances and stylish finishes, making meal preparation a delight. Plus, with great boating access to both the Atlantic and Gulf, you can easily explore the stunning waterways and enjoy fishing, diving, and other water activities.Dont miss this opportunity to own a piece of paradise in the Florida Keys!

$1,199,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
2 Bed, 2 Baths, 1,144 SqFt Days Listed: 3
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits

Located in Little Torch Key, this 2-Bedroom, 1144 sq ft waterfront home boasts breathtaking open water views offering a front-row seat to mesmerizing sunrises and tranquil ocean breezes. Enter into the bright and airy Great Room where a wall of impact glass windows look out to picture perfect water views. The open Kitchen features top-grade appliances, sleek wood and granite countertops, ample storage and a center cooking island to gather around to take in the amazing ocean views. Morning coffee and evening cocktails are enjoyed on the spacious wrap-around Porch also overlooking the water. The large back yard offers a private outdoor shower, additional storage space and a walkway to the composite dock with davits and deep water ocean access. World-class fishing and diving and spectacular Looe Key are just a short boat ride away. Minutes to shopping and dining with the magic of Key West 30 minutes away.

$1,199,000
Sugarloaf Key
Orchid Park Subdivision   - MM: 17.00
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 10
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 80ft.Concrete

Located in the highly desirable Sugarloaf Shores neighborhood this 3 Bedroom, 2 Bath canal front home features an open concept floorplan encased in natural light and glass windows looking out to views of privately owned conservation land across the canal. Opening to the Living Room the Kitchen is well equipped with quartz countertops, stainless steel Whirlpool appliances, shaker cabinets and center island for entertaining. The Primary Suite enjoys a large walk-in closet and luxury bath with glass shower, soaking tub, double sinks and quartz countertops. Morning coffee is enjoyed on the wrap-around Porch with pretty canal and preserve views. Plenty of room for all of your toys at the full length 80 concrete dock offering easy ocean access and underwater lighting. The beautifully landscaped lot provides for ultimate privacy and seclusion and is adorned with lots of mature plants and trees including mahogany, buttonwood, pear and a variety of palms. Built in 2018 to the new 180 mpg wind codes the home is storm ready with hurricane impact doors and windows, metal roof and whole house generator. A full irrigation system, landscape lighting and four 125-gal propane tanks complete his wonderful home.

$1,199,999
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,620 SqFt Days Listed: 63
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

Welcome to your private tropical oasis in the Lower Florida Keys! This beautifully maintained waterfront home is perfectly situated on a quiet street in the desirable neighborhood of Cutthroat Harbor Estates on Cudjoe Key. Boasting 3 bedrooms, 2 bathrooms an open-concept living area, this property is designed to embrace the laid-back island lifestyle.Step inside to find a bright and airy interior with vaulted ceilings, large impact rated windows, and sliding glass impact rated doors that give the home natural light. The kitchen features a heart of the house concept, and a convenient breakfast bar, making it perfect for entertaining.Outdoors, youll discover a spacious patio overlooking a deepwater canal with direct access to the open ocean and the Gulf of Mexico. The property includes a 60-foot concrete dock, making it ideal for boating, fishing, or diving adventures.Additional features include a large lot with lush landscaping, plenty of storage for your gear, covered parking, and room for an RV or trailer. If youre looking for a full-time residence, a vacation retreat or an investment property, this home offers it all.Enjoy the beauty of the Florida Keys and the convenience of being just 20 minutes from Key Wests dining, shopping, and entertainment. Schedule your private tour today and start living the dream!*Please note 3rd bedroom is open air

$1,199,999
Windley Key
Anglers Reef   - MM: 85.00
2 Bed, 2 Baths, 1,376 SqFt Days Listed: 53
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Other Dockage

ANGLERS REEF HOMEf, 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!

$1,200,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,120 SqFt Days Listed: 92
-6.61% ($85,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift

Welcome to your stunning 3-bedroom, 2-bathroom oasis, nestled at the end of a peaceful cul-de-sac on a double canal. Surrounded by lush fruit trees, this home offers the perfect blend of tranquility and luxury. Step inside to find a spacious open floor plan that creates a bright and airy atmosphere, ideal for entertaining. The chef-friendly kitchen is equipped with modern appliances, making it a culinary enthusiasts dream. The tranquil master retreat overlooks the pool and features a spacious bathroom complete with a jetted tub for ultimate relaxation. The guest bedroom offers its own access to the guest bath, along with a walk-in closet and serene water views. This home is truly a haven for outdoor lovers. With over 200 feet of waterfront, youll have ample space for all your water activities. Enjoy the convenience of a 14k boatlift and 10,000k davits, perfect for boating enthusiasts. For those who love to fish, theres a dedicated fish cleaning table and tackle storage. After a day on the water, refresh yourself in the outdoor heated shower. OFFER COMPLETELY FURNISED

$1,200,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
2 Bed, 2 Baths, 1,050 SqFt Days Listed: 84
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 120ft.Concrete

2 Bed, 2 Bath Home on Double Lot with Full Seawall & Prime Boating Access Nestled in the serene beauty of Little Torch Key, this 2-bedroom, 2-bathroom home offers the ultimate in waterfront living. Situated on a spacious double lot with a full seawall, youll enjoy peace of mind, privacy, and easy access to some of the best boating in the Florida Keys. The outdoor area is perfect for relaxation or entertaining, featuring a fenced-in yard that provides a secure space for pets or children to play. The propertys private dock ensures you can set sail with ease, while the nearby waters offer incredible fishing, diving, and island-hopping opportunities. Whether youre looking for a year-round residence or a seasonal getaway, this property offers the perfect blend of comfort, outdoors, and boating

$1,200,000
Marathon
Gulfstream Village   - MM: 52.00
3 Bed, 3 Baths, 1,056 SqFt Days Listed: 44
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat LiftConcrete

Set in a tranquil and scenic area of Marathon, this home is perfectly suited for those who cherish a life by the water. The front of the home boasts stunning ocean views, providing a daily spectacle of shimmering water and vibrant sunrises. A canal with deep-draft boating access makes it easy to navigate to open water. Equipped with a boat lift, single davit, and a swim ladder, the property is tailored for water activities. The covered porch overlooking the ocean is a standout feature. This space offers a serene spot to relax with endless water views. Whether sipping your morning coffee or unwinding in the evening as the sky turns golden, the porch is the perfect place to soak in the beauty of the surroundings. Entering the home, youre greeted by an open-concept living space. The kitchen, featuring an island with peninsula seating thats perfect for casual meals or socializing with friends and family. The living area seamlessly connects to the covered porch through glass doors, allowing natural light to fill the space and enhancing the connection between indoor and outdoor living. The primary bedroom offers an en suite bathroom and a generously sized closet. Two guest bedrooms provide accommodation for family or visitors, each with space for basic furnishings and personal touches. The guest bathroom is designed for convenience, doubling as a laundry area tucked away to maximize functionality. Bahama shutters not only add a touch of tropical character but also provide shade and storm protection. Outside, features a boat lift and davit making it easy to secure or launch your vessel, while the swim ladder and filet station add to the homes appeal for those who love fishing or swimming. Abundant parking with a carport for vehicles and equipment. Wake up each morning to breathtaking sunrises over the ocean and end your days with equally stunning sunsets, painting the skies with vibrant hues. Offered furnished this home offers everything you need.

$1,220,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
2 Bed, 2 Baths, 1,368 SqFt Days Listed: 39
-5.79% ($75,000) 1 Price Change : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

This Waterfront 2-bedroom, 2-bathroom Keys Dream Home is designed with an open-concept layout to maximize space and views. The living area flows seamlessly into the dining and kitchen spaces, creating a perfect environment for entertaining guests. Large doors open onto an enclosed balcony allowing for stunning views of the canal. Large Garage! Enjoy the Florida sunshine by the pool, which is surrounded by lush landscaping for privacy. The tiki bar offers a tropical vibe, perfect for outdoor dining or enjoying a cocktail. With 60 ft of dock and 2 boat lifts, this home provides easy boating access to both the Ocean and the nearby Content Keys, making it ideal for sailing, fishing, or simply cruising along the Islands of the Florida Keys, offering a perfect location for water enthusiasts.

$1,225,000
Long Key
Long Key Estates Addn #1   - MM: 68.00
2 Bed, 2 Baths, 1,232 SqFt Days Listed: 19
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift50ft.

Nestled in the charming town of Layton with a population of approximately 200, this CBS canal-front home offers 2 bedrooms and 2 bathrooms. The residence has an open living concept with vaulted ceilings, and the large glass sliders leading to the screened porch enhance the feeling of a spacious living area. Stepping onto the porch, characterized by its vaulted ceilings and ample space, seamlessly extends the living space outdoors.The open-style kitchen provides abundant counter space, and the bedrooms feature vaulted ceilings, sliders leading to a wraparound porch, and oversized windows that welcome natural light. The primary bedroom includes two closets, one of which is a walk-in closet. AC installed in 2022, water heater in 2024 and metal roof in 2014. The downstairs outdoor living space serves as a delightful gathering spot, offering the option to relax in the shade under the house or bask in the sun by the pool, constructed in 2019 and equipped with both a heater and a chiller. In addition, a 10,000lb boat lift was installed in 2018. The canal system winds through the mangroves and opens into the Atlantic Ocean near the Channel 5 Bridge, with a 65 clearance and offers easy access to the bayside. There is a community tennis and pickleball court.

$1,225,000
Duck Key
The Sanctuary At Hawks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,620 SqFt Days Listed: 194
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Discover your private Oasis in the Exclusive Sanctuary at Hawks Cay. Welcome to this stunning 3-bedroom, 2.5-bathroom single-family home, nestled in the prestigious gated community of the Sanctuary at Hawks Cay. Offering the largest floorplan in the community, this home is a true gem with incredible rental income potential. Step inside to find beautiful ceramic tile flooring throughout, vaulted ceilings, and a tastefully decorated interior that exudes elegance. The modern kitchen is equipped with stainless steel appliances, granite countertops, and ample space for culinary creations. Outside, your private pool awaits, a perfect retreat for relaxation. The property comes fully furnished, making it an ideal option as a second home or a lucrative investment opportunity through the Hawks Cay Resort rental program, which allows daily rentals, adding significant value. Located just a short distance from the main resort and its array of amenities, this home also offers nearby dock options for boating enthusiasts. Embrace the charm of the Florida Keys and make this luxurious residence your own, right in the heart of the world-renowned Hawks Cay Resort.

$1,230,000
Marathon
Sombrero Subdivision   - MM: 49.50
3 Bed, 3 Baths, 1,740 SqFt Days Listed: 193
-0.81% ($10,000) 1 Price Change : Last Change 46 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Fabulous 3-Bedroom, 2-Bath Home in Sombrero Beach!Built in 2018, this spacious 1,740 sq. ft. home offers a modern split floor plan with generously sized rooms and a large back deck--perfect for entertaining or relaxation. Just a 5-minute walk from the beautiful Sombrero Beach. This property features a metal roof and impact windows and doors that comply with the latest building codes. The home comes with permits and plans for a pool, offering the perfect opportunity to create your own backyard oasis. Additionally, a rental license is included, making it an ideal investment property.

$1,240,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,528 SqFt Days Listed: 285
-8.15% ($110,000) 3 Price Changes : Last Change 4 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Cut/Natural

This lovely, beautifully landscaped waterfront home, is located on a quiet street in the very desirable neighborhood of Sugarloaf Key. Move-in ready and equipped for easy Keys living. This CB constructed home features granite countertops , stainless appliances, impact windows, a large screened in porch and storage-up and down. All insurances under 5K and is assumable. With 3 bedrooms, one with a murphy bed and 2 baths, this low maintenance home allows you to enjoy all the Keys has to offer. Located on a private peaceful canal, you are just minutes from the back country and ocean waters. Dock Permit is in hand. Close to Sugarloaf schools and just minutes from Key West.

$1,247,500
Key West
Sunrise Shores   - MM: 4.00
3 Bed, 3 Baths, 2,388 SqFt Days Listed: 73
-3.67% ($47,500) 1 Price Change : Last Change 25 Days Ago
Single Family - Kick-out - Waterfront No
Side of Island: Ocean - Dockage: None

This expansive Mid-Century Modern home is very impressive and well maintained. The home is 2388sf on a corner lot of just under 9000sf in one of the most desirable areas of Key West. There is a large dining room area adjoining the living room/sun room plus a spacious family room. The living room has a wall of glass with windows opening to allow air to flow from the outside, giving natural ventilation. Two skylights provide additional natural light. The home has an L shape design. There are a total of three bedrooms and two bathrooms split between both sides of the longer portion of the L shape. Two bedrooms have full baths and lots of walk-in closet space. The home could easily be reconfigured to have a fourth bedroom. The smaller end of the L is the family room and kitchen. The kitchen overlooks the family room and has a pantry area and washer/dryer. The family room has a fantastic view of the pool and landscaping through the large glass impact doors. The home benefits from mini-split ACs (which also provide heat) plus wall ACs, allowing for individual temperature control of each area. A stylish mix of tile and recently installed very attractive wood effect LVT are found throughout the home. There is a security system as well as new impact windows with additional shutters for added peace of mind and reduced insurance costs. The immense backyard is a wonderful place to relax. There is a spectacular large pool which can be heated or cooled, surrounded by a wide decorative concrete deck for sunning, punctuated by towering palms and tropical foliage including mango, key lime and lemon trees. The sound of the waterfall and fountain add to the serenity. There is also a shady gazebo overlooking the pool to rest or entertain in out of the sun. The yard also benefits from automatic gates opening to an off-street car parking area complete with car canopy. There are ample external storage areas as well as a shed.

$1,249,000
Marathon
Little Venice   - MM: 53.00
3 Bed, 3 Baths, 1,170 SqFt Days Listed: 127
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Davits50ft.

Welcome to 11281 2nd Ave Ocean, a stunning 3-bedroom, 2-bathroom coastal retreat nestled in the heart of Marathon, FL. This turnkey furnished home, currently in a vacation rental program, comes complete with dishes, linens, furniture, and more, making it an excellent investment opportunity or a perfect dream residence. Enjoy breathtaking ocean views from the master bedroom and the covered east-facing porch, where the prevailing east winds provide a refreshing breeze. The home is equipped with impact windows and window treatments, ensuring both comfort and safety. Each room features a TV, enhancing your relaxation and entertainment options. This stilted concrete construction boasts a prime location for water enthusiasts, offering quick access to both the Atlantic and Gulf waters. Keep an eye on your boat at all times as its just outside your door on the 50-foot private dock with 10,000 lb. davits, making it easy to launch your boat or jet skis. With kayaks and bicycles provided, youll have everything you need for outdoor adventures, whether its a day on the water or a scenic ride through Marathons picturesque streets. Outdoor amenities are exceptional, featuring a bait freezer, ice machine, and a fish cleaning station for your catch of the day. Enjoy an additional spacious 699 sqft covered outdoor living area under the home by the swim spa, perfect for entertaining or relaxing. Dive into relaxation with the deluxe swim spa, complete with a beverage bar and pergola--ideal for unwinding after a thrilling day on the water. There is a convenient 541sqft garage and an owners locker for additional storage. Located just minutes from local amenities, this property offers unbeatable convenience. Marathon Airport is only 5 minutes away, making it easy for you and your guests to access your slice of paradise. Dont miss your chance to own this incredible ocean view home in Marathon. Schedule a showing today and discover all this property has to offer!

$1,249,000
Key West
Pearlmans Subdivisiond   - MM: 2.00
2 Bed, 2 Baths, 1,189 SqFt Days Listed: 332
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This rare eight-foot stilted 2BR/2BA home near the beach could be your very own piece of paradise. The fully fenced private back yard and a full-sized pool make this property seem like a private resort. You will also appreciate the off-street parking space, storage area under the house and whole house generator. Its a great location for nice walks down the block to Higgs Beach, White Street Pier and the Dog Park.

$1,250,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,250 SqFt Days Listed: 64
-6.23% ($83,000) 2 Price Changes : Last Change 23 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Beautifully updated 3 bedroom 2 bath home, with effective build date of 2015 and completely renovated in 2018 including New Electrical, Plumbing, HVAC, Roof, Tankless Water heater, Flooring, Kitchen, Bathrooms, Windows, & Doors, landscaping/sprinkler system, TESLA charging station and an amazing new paved driveway installed in 2021. This is a split floor plan for privacy with amazing screened in patio to enjoy the best sunsets in the Florida Keys or step out onto your private balcony to enjoy the moonlight. Plenty of space for parking when you have friends and family over. Steps away from your boat dock & 10,000lb lift next to your Tiki hut where you can enjoy your fresh catch! Ground level has garage space, covered parking & finished temperature controlled storage and 1 of 2 laundry connections. Second laundry location is in the owners suite on main level currently used as additional closet. Take a moment picture yourself relaxing in the Hot tub looking out on the canal. The owners might even share some of their favorite tracks with the right buyers!!! Your new Home awaits!!! Yes, follow the Goosebumps!!! Motivated Sellers!!! Today is ~THE DAY~

$1,250,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 55
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift40ft.

Escape to paradise with this incredible waterfront property located on a deep boating canal in the heart of the Lower Florida Keys. Perfectly suited for boating enthusiasts and water lovers, this home offers dockage and a boat lift, and direct, easy access to the open waters of the Atlantic Ocean and Gulf of Mexico, making it a dream come true for those who enjoy fishing, cruising, or simply relaxing by the water.Featuring a spacious layout with multiple outdoor living areas (540 sqft of porches), this property is designed to maximize your waterfront lifestyle.Enjoy breathtaking sunset views over the salt ponds, tranquil breezes, and the peaceful surroundings of this serene neighborhood. Whether youre looking for a weekend getaway or a year-round retreat, this is the ultimate location for enjoying all that the Florida Keys have to offer.Built to the latest building code, this home provides peace of mind with robust construction that makes insurance a breeze - the lowest rates possible.Photos of listing do not fully depict to be built home. Some selections may be different. Photos do not depict finishes, but floor plan and layout are accurate. See additional photos for plans and layout. Seller is a FL licensed real estate agent. More photos to be uploaded February 8th, 2025. Plans in documents tab.

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 03-14-2025.
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