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Key West Homes for Sale, Single Family Houses, MLS Home Listings

Total Listings 243
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$1,899,500
Key West
Investment Co Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,251 SqFt Days Listed: 22
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Enjoy the perfect Key West location - Old Town bordering the Casa Marina neighborhood - in this 3 bedroom, 2.5 bath pool home. Youll have peace of mind knowing that the home was completely renovated from the ground up in 2019 while keeping with the historic style of the homes origins - tongue in groove ceilings, wood floors, pecky Cypress wall accent - but adding modern amenities such as impact windows, stainless steel appliances, granite countertops, tankless water heater, in-home laundry. The Main Home has an en suite Primary Bedroom; Guest Bath accessible from the hallway and Guest Bedroom; open concept Kitchen and Family Room with vaulted ceiling and a wall of accordian glass panels overlooking the pool courtyard. Opposite the pool is the Guest Cabana with Half Bath and Outdoor Shower. The property has been offered as a vacation rental and also kept part time for the owners use. Close to everything you could want in Key West - around the corner from world famous El Siboney Cuban Restaurant, 2 blocks from Truman, 4 blocks from Duval St., a quick walk to Higgs Beach and the White Street Pier. Home is being offered turnkey furnished.

$1,900,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,376 SqFt Days Listed: 12
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

This property has been updated with two bedrooms and two full bath on the second floor. The first floor is an open floorplan with kitchen and breakfast bar, dining and living area. There is a guest cottage with bath overlooking the pool.

$1,900,000
Key West
Waddells Subdivisiondivision   - MM: 2.00
3 Bed, 3 Baths, 1,667 SqFt Days Listed: 97
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to this charming home, nestled in the highly sought after, Historic, Meadows neighborhood in Key West. It features 3 bedrooms, 2 full baths and one 1/2 bath. Relax or entertain in the open floor plan living area. 2 sets of french doors flow seamlessly to the wraparound porch, pool and guest cottage/studio. Access to the 1/2 bath from the back porch and guest cottage make spending time in the tropical pool area a pleasure. Dade county pine and a stunning cathedral ceiling add to the spacious and historic ambiance. The spiral staircase brings you to the 3rd bedroom and den/music room. The primary bath is beautifully updated. This home has been meticulously maintained to retain the historic ambiance. For your convenience this home offers off street parking for one vehicle. Flood ins. $795 Homeowners $3,310.95 Easy to show.

$1,925,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 97
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Experience the charm of Old Town living at 923 Eaton St, a beautifully updated historic home featuring three bedrooms and two full bathrooms, ideally situated just steps from the Historic Seaport and a short stroll to Duval Street. Offered turn-key, this property combines classic Key West architecture with modern enhancements, making it perfect for enjoying the local lifestyle.Inside, youll find Dade County Pine walls, hardwood floors, and renovated kitchen and bathrooms. The second floor boasts two inviting bedrooms, while the first floor offers a charming bunk room. Step outside to discover a spacious 10x20 ft heated pool and a private tropical backyard oasis, perfect for outdoor relaxation. Additional features include a newer metal roof, an impact-rated sliding glass door leading to the rear deck, and efficient ductless AC units.This charming home is fully furnished and ready for you to move right in or to generate a reliable income as an investment property, allowing you to enjoy all that Key West living has to offer!

$1,950,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 1,680 SqFt Days Listed: 19
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 613 Olivia Street, a charming single-family home nestled in the heart of Old Town, Key West. Built in 1933, and located in the X Flood Zone, this historic residence offers 1,680 square feet of living space on two floors and on a 3,240 square foot lot. This property has been owner occupied for over 30 years. First time on the market in generations. Here is your chance to have that location, location, location home in Historic Old Town Key West.With a white picket fence and spacious front porch framed by stately palm trees, this home features four (4) bedrooms and one and a half (1.5) bathrooms. Its classic architecture, which includes custom crown moulding and Dade County Pine walls, reflects the rich heritage of Key West.Enter the home into the light-filled living room, which connects to the spacious kitchen with vaulted ceilings and wall-to-wall sliders leading to the private and fenced-in backyard. Two bedrooms on the ground floor and two on the second floor. There is also an unused cistern pool in the backyard, with a concrete pad that once was a second structure. The creative possibilities for this home are endless, just steps away from the vibrant culture, dining, and entertainment that Old Town Key West is renowned for. Embrace the potential of this historic gem and envision the possibilities that await at 613 Olivia Street.

$1,994,000
Key West
Gg Watson Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,533 SqFt Days Listed: 27
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Experience luxury living in this meticulously renovated historic residence nestled within the prestigious gated community of Grinell Gardens. Boasting all-new impact windows and doors, hardy board siding, and a new metal roof, this home exudes charm and durability. Delight in the serenity of two private side yards adorned with vibrant landscaping, creating a tranquil outdoor oasis. Inside, three spacious bedrooms each paired with a full bath offer a harmonious blend of comfort and elegance. Embrace the perfect fusion of historic appeal and modern convenience in this inviting and carefully crafted home. Enjoy convenient off-street parking and seamless access to the vibrant amenities of Old Town Key West. This prime location offers an array of bars and restaurants just a leisurely walk away, as well as nearby beaches for added leisure and relaxation.

$1,995,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,845 SqFt Days Listed: 69
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Beautiful 3 bedroom 2.5 bath home being offered Turn-key, perfect walking location to restaurants, historic waterfront, shopping and all the nightlife on Duval St . Spacious open floor plan for easy living and entertaining friends and family includes the ever important first floor bedroom, half bath and laundry room. Just off the kitchen/ dining area sneak out to the hot tub to relax, or outdoor patio for dining with plenty of shade and privacy. Back inside, make your way up the gorgeous staircase to the second level to find an oversized master bedroom with walk in closet and ensuite bath. The second floor also includes the third bedroom and second full bathroom! 400 White St is a home you wont want to leave ! Call today to schedule your private tour.

$1,995,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
6 Bed, 6 Baths, 3,197 SqFt Days Listed: 155
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and a safe play area for kids and pets. An in-ground concrete pool with water feature adds to the outdoor appeal, while a storage shed provides extra convenience. Offering a rare combination of convenience and space, this residence is ideally located minutes from schools & grocery stores, while also being near the new Happy Landings Marina and the Key West Yacht Club, making boating a breeze! With a flexible layout and ample space, this property is brimming with possibilities, ready to be tailored to your vision of the perfect island retreat.

$1,996,230
Key West
Gardens Of Key West   - MM: 1.00
3 Bed, 3 Baths, 2,160 SqFt Days Listed: 69
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Hidden in the heart of Old Town Key West, this exceptional home in the Gardens of Key West combines privacy and prime location, just one block from vibrant Duval Street. Located in desirable Flood Zone X, this 3-bedroom, 3.5-bath residence offers off-street parking and a thoughtful layout perfect for relaxation or entertaining. The inviting open floor plan seamlessly connects the kitchen, dining, and living areas, with highlights including granite countertops, stainless steel appliances, and tile flooring on the main level. Upstairs, Brazilian Tigerwood flooring enriches the 2nd and 3rd floors, adding warmth and sophistication. Each spacious bedroom has an ensuite bath, 12-foot ceilings, and elegant crown molding for added charm. Outdoors, a 24 x 8 heated pool with a new heater and a covered porch provides a perfect retreat. Fully fenced for privacy, the home is within walking distance of top restaurants, galleries, shops, and attractions. This property is ideal as a full-time residence, a vacation home, or a high-demand vacation rental.

$1,999,000
Key West
Gwynn Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,897 SqFt Days Listed: 27
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Step into Key West history with a modern twist at the Kali Zoi House, a meticulously maintained gem nestled in lush tropical surroundings in Old Town Key West. Originally built in the early 1900s & updated in 1988, this fully furnished home offers nearly 1,900sqft of spacious living. Located near everything (Duval Street, beaches, etc.), this home combines historic charm with unbeatable convenience.Experience the charm of Old Town with the inviting covered front porch, an ideal spot to enjoy your morning coffee. The first floor features 3 bedrooms & 2 bathrooms. Two of the bedrooms include ensuite bathrooms, with one also offering a second entrance for guest access. The primary suite has a private exit to the backyard. Upstairs, youll find an expansive living room, dining area, & a stunning open kitchen with beautiful striped Mahogany cabinets. A third full bath completes the layout. Enjoy the island breezes from the newly redone wraparound balcony, tucked up in the treetops, offering a tranquil retreat. Unwind in the private backyard, ideal for entertaining or relaxing in the (heated or chilled) cocktail pool. The yard is fully fenced.Features Youll Love:X-Flood ZoneNew Roof (2022)New Hot Water HeaterRecently Upgraded Upstairs Porches & DeckFully Furnished (Indoor & Outdoor): Move-In or Vacation Rental Ready!Currently part of a successful vacation rental program with a wonderful reputation, Kali Zoi House is perfect as a family getaway or a promising investment opportunity.

$1,999,999
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,368 SqFt Days Listed: 234
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

LOCATION! LOCATION! LOCATION! You do not want to miss out on the opportunity to own one of the most sought after properties in Old Town Key West, a truly special home and lot that you MUST see in person. Permitted for transient license receivership HRCC1 (buyer to verify). The ONLY single family home on the market with DIRECT access to DUVAL Street via a walking lane. Remarkably secluded and completely hidden from view. The moment you step behind the gate, you will feel that you have entered your own tropical paradise. Add a pool and expand on this beautiful 4200 square foot lot. Zoned as a non contributing structure with HARC (buyer to verify), this is a restoration project. This is the first time the property has ever been on the market!

$2,095,000
Key West
Gg Watson Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 139
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

1212 Watson Street, aka Island Bliss, is a quintessential Old Town Key West home. This beautiful one-and-a-half-story home has been thoughtfully restored with a mix of modern touches and traditional Key West influences. From the stylish LVT flooring throughout to the stunning kitchen to the new mini split ACs, theres isnt a bit of this home that hasnt been updated. The primary suite occupies the entire second floor, with a spacious bathroom and closet, as well as direct access to the rooftop deck. The two guest bedrooms are located on the first floor and share a full bathroom. The outdoor space is just as impressive, featuring a saltwater heated pool, outdoor kitchen and grill, AZEK decking on the patio and on the upstairs sun deck, and turf yard. And dont forget about the outdoor shower, a Key West staple! Situated on one of the quieter blocks in Old Town, Island Bliss gives you the feeling of being away from it all yet is only a short stroll from everything that Old Town has to offer. The charming front porch with classic gingerbread is the perfect place to relax in the island sun and an off-street parking spot is waiting for you in the driveway.

$2,100,000
Key West
Key West Fwdn Subdivision   - MM: 4.00
4 Bed, 4 Baths, 2,942 SqFt Days Listed: 83
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

OPEN HOUSE SUNDAY 11/10/24 12-2pmSo much potential for this property...A+ Neighborhood.4 bedrooms, 3.5 baths total. Main House: 2bed/2bath and 2,084 sq. ft.Apartment: 2bed/1.5 bath and 858 sq. ft.Total air-cooled space = 2,942 sq. ft. Garage = 732 sq. ft.Utility Room:150 sq. ft.Solid, spacious concrete home with large rooms and windows throughout. Detached 2-Car garage with bathroom and laundry facilities.858 sq. ft. apartment over the garage has a private entrance.This property sits on two parcels, each parcel is 6000 sq ft for a total of 12,000 sq. ft. Each parcel carries its own ROGO for a total of 2 ROGOSNew central air conditioning in both homes. On-site Kohler propane generator conveys and will operate both homes when necessary with a 250 gallon tank which has been installed on site. The home at 3808 Eagle offers architectural details from the 1960s. The entry to the home and one wall of the living room showcases fossilized coral rock accents. The floors are marble and the open concept living/dining room sections off with original beveled glass pocket doors. The tray ceiling in these rooms feature indirect accent lighting and the dining room has built-in cabinetry. The 2 spacious bedrooms each have a vintage full bathroom plus walk-in closets. The entire house is surrounded by large windows, all with interior folding shutters and there is also a wonderful library/office with built-in cabinets and a rolling ladder!The yard is bricked and offers a 300 sq. ft. gazebo and room for a pool. The apartment is above the garage and has 2 bedrooms, 1.5 baths, kitchen, & both an interior staircase from the garage and exterior spiral staircase off the 2nd bedroom. May be purchased with 3807 Flagler Ave. for three contiguous, ROGO exempt lots equaling 17,000 sq ft of land.

$2,100,000
Key West
W C Maloney Diagram   - MM: 2.00
3 Bed, 3 Baths, 1,755 SqFt Days Listed: 20
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 822 Georgia Street, an exceptional 3-bedroom, 3-bathroom residence on a prominent corner lot in the desirable Meadows neighborhood of Old Town Key West. This award-winning property, recognized with a Historic Florida Keys Preservation ceramic star in 1986, has been cared for over the years and underwent an impressive renovation in 2022. Spanning over 1,750 square feet, the home showcases thoughtful design and superior craftsmanship. This home offers the added convenience of a den already configured as a fully functional office space. The kitchen, a centerpiece of the home, features bespoke wood cabinetry, quartz countertops, and a spacious center island, flowing effortlessly into a living area with soaring 16-foot vaulted ceilings. A stained-glass window bathes the space in natural light, while a handsome staircase leads to a tranquil second-floor bedroom suite. Outside, a coral stone pathway winds through lush landscaping, guiding you to a private deck, pool, and an inviting hot tub. French doors from the living area open to create an effortless connection between indoor and outdoor spaces, perfect for entertaining, relaxing, or enjoying a meal with family and friends. Practical additions include a ramp, two storage areas, irrigation, and landscape lighting. Located within walking or biking distance of Duval Street, the Historic Seaport, and Key Wests top-rated restaurants, this property offers more than just a place to live--its an opportunity to immerse yourself in the best of island life. From quiet poolside mornings to lively evenings spent entertaining, 822 Georgia Street is a true Key West treasure. Dont miss your chance to call this piece of paradise your own. Schedule your private viewing today!

$2,100,000
Key West
W C Maloney Diagram   - MM: 2.00
2 Bed, 2 Baths, 1,520 SqFt Days Listed: 64
-8.30% ($190,000) 1 Price Change : Last Change 9 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

A Historic Masterpiece originally built prior to 1912 and completely updated to the highest quality in the legendary Meadows neighborhood of Key West. 1317 Olivia Street is a two-story designer home perfectly paired with exotic tropical landscaping, custom swimming pool and water feature, IPE Brazilian hardwood decking, and sophisticated outdoor shower. The spacious master bedroom offers privacy and comfort, complete with a walk-in closet and custom built-in dresser. At the heart of the home, the chefs kitchen features a natural quartzite island with a waterfall edge flowing effortlessly into the open dining and living area with hardwood floors throughout. Here youll find 12 foot saw-tooth vaulted ceilings and low hung floating cabinetry along the entire western wall, creating a striking visual anchor for the room. A full bathroom is conveniently located off the kitchen, adding ease for guests. The living space extends to a dramatic wall of accordion-style impact sliding doors, opening to the saltwater pool and lush gardens that softly illuminate at dusk. Thoughtfully designed outdoor areas include sunbathing spaces, outdoor dining, and multiple seating areas, making it an ideal island retreat. With off-street parking, an X-Flood zone location, a whole house generator, and a minimalist yet impeccable design, this home is a unique opportunity to experience the Key West lifestyle with privacy and elegance in one of its most desirable neighborhoods.

$2,145,000
Key West
Casa Caselles   - MM: 2.00
2 Bed, 2 Baths, 1,940 SqFt Days Listed: 79
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to the breathtaking Casa Caselles townhouse, boasting picturesque water views from each of its four private balconies! This recently renovated residence features an updated floorplan, kitchen, baths, and storage, complete with impact windows and doors, custom lighting, tile flooring, and elegant granite countertops. The gourmet kitchen is a chefs delight, showcasing stainless steel appliances, a wine cooler, custom cabinetry, and a spacious island perfect for entertaining and dining. Each bathroom is adorned with floor-to-ceiling wall tiles, exquisite vanities, designer lighting, and top-of-the-line fixtures. Enjoy stunning views of the beach, ocean, and beyond from the walk-out decks located off the living room and primary suite. Ample storage is available with multiple walk-in closets and recently added custom closets for your convenience, whether for storage, hobbies, or recreational gear. The bedroom level features vaulted ceilings complemented by beautiful stainless steel cable staircase railings. A large carport provides covered storage for your vehicle, scooter, and golf cart, leading to a quiet sitting room and additional storage. Outside, the entertainment area beckons with a luxurious hot tub, glass-top bar, expansive lounging area, manicured hedges, and a low-maintenance private backyard. A huge storage room with built-in shelving offers even more organizational options. Situated in a gated community directly on the Atlantic Ocean between two nature preserves, this home exudes a quaint Mediterranean feel and provides a front-row seat to breathtaking sunrises and wildlife sightings. The beachside pool offers VIP seating for star-gazing, fireworks, and watersports, making it the ultimate retreat for relaxation and recreation. This exclusive 20-home complex is designated for owner-occupancy only, ensuring a serene and private atmosphere with no rentals allowed. Dont miss this opportunity to experience luxury coastal living at its finest.

$2,175,000
Key West
Coral Reef Estates   - MM: 3.00
4 Bed, 4 Baths, 2,171 SqFt Days Listed: 123
-7.45% ($175,000) 1 Price Change : Last Change 40 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Discover this beautifully renovated mid-century modern home in New Town, Key West. Located at the end of a quiet street, this 4 bedroom, 3 bathroom residence sits on a 9,000+ square foot lot with exceptional privacy, blended with sophisticated indoor-outdoor living.High-end finishes are thoughtfully integrated throughout the home, from sleek surfaces to custom cabinetry. The open concept design creates a seamless flow between living spaces, perfect for hosting gatherings of any size. The kitchen is outfitted with premium appliances and designed to inspire creativity and functionality.Step outside to a private oasis off the primary suite, where the large pool and attached spa are surrounded by lush, tropical landscaping, lounge space and anchored by a covered barbecue & dining area. The property includes an attached separate 4th bedroom and bath in-law suite in a tranquil setting. There are 2 storage units with electric & water behind privacy gates. Ample off-street and on-street parking, this property offers convenience, comfort, and a rare level of privacy in a highly desirable neighborhood. A true reflection of modern elegance, this home delivers a luxe lifestyle in an ideal location. For more information visit:https://keywestrealestatephoto.hd.pics/2711-Seidenberg-Ave/idx

$2,175,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,128 SqFt Days Listed: 206
-9.19% ($220,000) 2 Price Changes : Last Change 65 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This charming two-story Old Town cottage in Key West is ideally located just a half block off of Duval Street. The interior was beautifully renovated throughout with new floors, updated kitchen and impact windows & doors. The first floor includes a master bedroom with French doors leading out to an in-ground swimming pool. Upstairs, a loft provides a spacious guest bedroom. Overlooking the large pool and guest cottage which features vaulted ceilings and tiled flooring. A spacious wood deck covered by a large tiki hut connects the main house and guest cottage, creating a seamless indoor-outdoor living experience.The private pool, surrounded by lush landscaping, offers a tranquil retreat characteristic of Key West living. Additional amenities include an outdoor shower and covered off-street parking.

$2,175,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 1,760 SqFt Days Listed: 43
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This home has not been sold in over 100 years! The property sits on the corner of world famous Millionaire Row and one of the last not to be renovated. Do not buy someone elses overpriced flip. Bring your imagination, contractor and bring this home back to its original beauty. The lot is almost 5000 SF and runs from Fleming St. to Stickeny Lane, where there is ample off-street parking. The 1890 Sanborn maps show an additional house on the property, that may be able to be rebuilt with permission from the city (buyers to verify). The home has plenty of the original Dade County pine waiting for restoration. Also featuring historic windows and double balconies. Currently the home is a legal duplex, each a 2 bedroom, 1 bath apartment. Buyers could retain the duplex or transform it into a stunning single family residence in the most sought after neighborhood in all of Key West.

$2,195,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 2,410 SqFt Days Listed: 441
-4.36% ($100,000) 1 Price Change : Last Change 26 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Escape the noise of the city and enjoy the simple pleasures of life in this 4-bedroom, 3-bath home. Nestled on Solares Hill in the X Zone and tucked away on a charming lane, this property offers a unique living experience. Step into a home that exudes rustic charm with timeless, rich wood flooring and vaulted beamed ceilings. The sitting area is enhanced by a built-in hutch, perfect for displaying cherished china or storing essentials. The kitchen features sleek Corian countertops, a propane stove, and additional Whirlpool appliances. French doors create an open and airy atmosphere connecting the living and dining areas to a cocktail pool and outdoor sitting space on new wood decking. This tranquil oasis is perfect for unwinding on sunny afternoons, with the added luxury of an outdoor shower. Two comfortable bedrooms share a spacious bathroom. One bedroom features Dade County accent walls which adds a unique and stylish touch. The master bedroom is a sanctuary within your home, a place where you can unwind and recharge having access to the outdoor deck. The ensuite bathroom welcomes light through a porthole window. As you ascend the outdoor steps, youll discover an addition to this property - an oversized studio. This unique space offers a private sun deck entrance, a full kitchen, and a bathroom. The property is equipped with Kevlar hurricane shutters, a roof less than 3 years old and offers a rare gem: two coveted off-street parking spaces. This location makes for a wonderful monthly rental opportunity.

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 01-22-2025.
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