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Lower Keys Real Estate for Sale, Homes and Condos in the Florida Keys

Total Listings 686
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$1,300,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 1,374 SqFt Days Listed: 65
-7.14% ($100,000) 2 Price Changes : Last Change 2 Days Ago
Duplex - Active - Waterfront No
Side of Island: Median - Dockage: None

Old Town Key West elevated two-story duplex on a quiet lane just a half block from the X Flood zone. This duplex already has Condo documents in place but is being sold together. Each unit features 2 bedrooms, 1 bathroom, and inviting living spaces with lots of light and high ceilings, ideal for comfortable island living. Enjoy the convenience of living only 3 blocks to Duval St but having the tranquility of lane living. The downstairs unit has a breezy front porch perfect for morning coffee, and a spacious back deck, ready for outdoor entertaining. Whether youre seeking investment income, a multi-generational home, or live in one and rent the other, this property delivers.

$1,300,000
Key West
Lime Grove   - MM: 3.00
3 Bed, 3 Baths, 1,052 SqFt Days Listed: 116
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to your dream home in the heart of Key Wests New Town! This beautiful 3-bedroom, 2-bathroom residence offers the perfect blend of comfort and convenience. Step inside to discover a spacious and inviting interior, featuring an open-concept living area. The true highlight of this property is the private backyard oasis. Imagine spending your days lounging by the pool, hosting gatherings on the expansive deck, or simply enjoying the serene surroundings. The outdoor area is perfect for both entertaining guests and unwinding in your own private paradise. Parking will never be a hassle with off-street parking available, providing convenience and peace of mind. Recently renovated with new impact doors and windows and hardiboard siding! Located in the desirable New Town neighborhood, this home is just a short distance from an array of dining and shopping options, ensuring you are never far from the vibrant lifestyle Key West has to offer. Dont miss the opportunity to own this slice of paradise. Schedule a showing today and experience the best of Key West living! Great opportunity for investors or 1031 exchange buyers. Long term renters in place. Call for details.

$1,318,800
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,091 SqFt Days Listed: 3
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Located in the heart of historic Key West, this beautifully renovated conch cottage offers a perfect blend of classic charm and modern comfort. Just three blocks from Duval Street and half a block from the Truman Annex, it sits in a quiet yet walkable neighborhood close to top attractions. This flexible two- or three-bedroom home features tall ceilings, new impact windows, 3/4 inch wood flooring, and rich Dade County pine walls. The dining room flows into the well appointed kitchen, where Dade County pine counters complement high-end appliances, including a Sub-Zero refrigerator, Big Chill gas stove, and dishwasher. A rare oversized laundry and utility room provides extra space for projects or storage. Originally built in the late 1800s -early 1900s, this historic gem has a classic front porch and a private backyard retreat filled with fruit trees--mango, avocado, and Key lime, its a butterflys haven. With the Truman Water Park, Amphitheater, and Fort Zachary Taylor Beach just moments away, this is island living at its finest.

$1,324,900
Key West
New Town Unlisted   - MM: 2.00
3 Bed, 3 Baths, 1,708 SqFt Days Listed: 48
-1.79% ($24,100) 2 Price Changes : Last Change 3 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Stunner in Key West!Live on the same street where Tennessee Williams called home for 34 years! This stunningly renovated 3BR/3BA residence in Midtown Key West blends modern luxury with island charm. Featuring a gourmet chefs kitchen, spa-like bathrooms, impact windows, new roof, and a heated pool & spa, this turnkey home is designed for comfort and entertaining. With a 3-car carport and lush landscaping, its the perfect Key West oasis just minutes from the best dining, shopping, and nightlife

$1,345,000
Big Pine Key
Whispering Pines   - MM: 30.50
4 Bed, 4 Baths, 2,176 SqFt Days Listed: 199
-3.58% ($50,000) 2 Price Changes : Last Change 18 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads,Boat Lift

Nestled in the heart of Big Pine Key, this fantastic property offers 4 bedrooms, 2 baths, and 2,176 sq ft of living space. The living room boasts a charming open beam ceiling and a split floor plan. The fourth bedroom is a delightful bunk room. The kitchen, updated in 2017, features white cabinets, granite countertops, and stainless-steel appliances. The home is adorned with tile floors, impact windows, and a new metal roof installed in 2018.Situated on a half-acre, fenced yard with lush grass, this property includes a large saline chlorinated pool, two tikis, and a 75-foot seawall dockage and boat lift perfect for multiple boats. Easy access to the ocean or the gulf is available via Bogie Channel. Additional amenities include a dockside fish cleaning station, an outdoor shower with hot and cold water, and wiring for a portable generator. A 10x20 detached workshop/shed with power provides extra storage or workspace. This property also could be used as a monthly vacation rental.

$1,345,000
Key West
Key West Golf Club Dev   - MM: 4.00
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 21
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Discover your dream home in the prestigious Sanctuary at the Key West Golf Club. This 3-bedroom, 2.5-bath single-family residence overlooks the 18th fairway with a spacious private backyard.Inside, the open-concept floor plan offers bright and airy living spaces, including a flexible downstairs bedroom--ideal as a sitting area or office. The large kitchen includes a convenient half bath, while the generous living area opens through French doors to a large covered porch and private pool--perfect for entertaining and unwinding in a serene setting.Upstairs, two bedrooms share a covered balcony and full bath, while the expansive primary suite features a private en suite bath and its own large porch. Additional highlights include off-street parking for two vehicles and a carport.Located in a gated, private community, residents enjoy access to two resort-style pools, a fitness center, and 24-hour security.Dont miss this rare opportunity--schedule your private showing today!

$1,349,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
4 Bed, 4 Baths, 2,448 SqFt Days Listed: 95
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.Concrete

This stunning 4 bedroom, 3 bathroom canal front home offers the perfect blend of functionality and luxury. With 2,448 Sq. Ft. of living space this home is perfect for large familys, the property features an expansive covered balcony on both floors and a large kitchen / dining room for entertaining. The updated bathrooms and spacious master suite provide a comfortable retreat, while the exterior offers plenty of space for off-street parking and room for a pool. There is a downstairs enclosure for extra storage. Great water access to the Gulf and Atlantic. Awesome restaurants and bars within walking distance. Bring your boat and come enjoy the Florida Keys!

$1,349,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,520 SqFt Days Listed: 182
-3.30% ($46,000) 2 Price Changes : Last Change 50 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 2623 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Please note that advanced notice is required to arrange showings.

$1,349,000
Key West
Key West Golf Club Dev   - MM: 4.00
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 101
-3.57% ($50,000) 1 Price Change : Last Change 46 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 247 Golf Club Dr., a stunning oasis located in the gated enclave of The Sanctuary within the Key West Golf Club. This freestanding, meticulously maintained residence rests on a generous lot offering panoramic views of the golf courses pristine fairways & a tranquil lake. Upon entering, youre greeted by rich hardwood flooring that flows seamlessly throughout, enhancing this residences open-concept design. The living room is perfectly positioned to capture the serene beauty of the golf course, creating a harmonious blend of indoor-outdoor living with large French doors opening to a fully screened back porch. The main level features a versatile room that can easily function as a 4th bedroom, den, or formal dining area, offering adaptable space to complement any lifestyle. The kitchen is stylish and functional, featuring custom cabinetry, granite, & stainless steel appliances. Each bathroom has been tastefully updated with high-end faucets & each room has automatic light dimmers. Experience the pinnacle of outdoor luxury with a newly tiled and resurfaced heated private pool, beautifully framed by brick walkways & patios that meander through the lush, landscaped grounds. An outdoor shower completes this tropical haven. Upstairs, the primary suite serves as a serene escape, featuring a private veranda--ideal for enjoying quiet morning coffee or unwinding with a good book. The 2 additional bedrooms are equally inviting, each offering balcony access for moments of relaxation & sharing a beautifully appointed bathroom. A newer central AC system ensures cool comfort, while a newer pool heater keeps the pool inviting throughout the year. Accordion shutters provide peace of mind, while the carport & additional off-street parking enhance convenience. Key West Golf Club community residents enjoy access to 2 resort-style pools, a fitness center, & 24-hour staffed security--all surrounded by lush tropical landscaping & impeccably maintained grounds.

$1,350,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
3 Bed, 3 Baths, 1,232 SqFt Days Listed: 227
-15.63% ($250,000) 3 Price Changes : Last Change 7 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to your own outdoor living paradise at this single-family home in the heart of Key West! This CBS construction gem offers over 1,200 square feet of living space upstairs, featuring an open concept living/ kitchen with beautiful butcher block countertops, stainless steel appliances, and rustic concrete floors. The large primary bedroom boasts an ensuite bathroom for ultimate comfort and privacy.The property includes a 812sqft CBS two-car garage with a convenient side entrance, ensuring easy access and ample parking. Enjoy the Florida sunshine in your extra large 21x16 pool, complete with a tranquil waterfall. The 5,000 square foot lot is entirely enclosed by a concrete privacy fence, boasting a secluded oasis. A spiral staircase by the pool leads directly to the primary suite and walk around balcony. Then travel to the widows walk on the roof to soak in the sun!The 10x8 concrete utility building by the pool houses an outdoor kitchen and bar space, perfect for entertaining and enjoying a game by the pool. The approximately 500 square feet of extra enclosed downstairs space includes a finished pool bath with shower plus a separate finished area with a full bathroom, ideal for use as a guest suite or extra living space, with its own private side entrance.Located just blocks from all the attractions Key West has to offer, this home provides the perfect blend of vibrant island living and a warm, hometown neighborhood feel. Dont miss your chance to own this exceptional Key West property!

$1,350,000
Key West
Presidents Lane   - MM: 0.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 84
Townhouse - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Owner is a licensed real estate agent and listing agent.This charming townhome has it all! Located in the heart of Key Wests prestigious Truman Annex, this home offers a perfect blend of luxury, comfort and privacy along with easy access to all that Old Town has to offer. The first floor features a well-appointed kitchen, with eat-in bar. The space has been designed to take advantage of all storage areas and offers a conveniently located half bath. As you step further into the open concept first floor, you will find a light filled living area with a view to your lush private backyard. Through the two sets of French doors is a beautifully landscaped private backyard with a large deck for entertaining. As you move to the second floor you will find two bedrooms both ensuite baths. Each bedroom also has its own private deck for relaxing and enjoying your morning coffee. There is a new front load washer/dryer set also located on the second floor. This home has a Truman Annex Special Transient License and has a very strong rental history. When you are not staying in the home take advantage of a steady stream of income both in high and low season months. You and your Guests will enjoy the assigned parking space conveniently located just outside the front door. Please provide 24-48 hour notice for showings as this home is fully booked through March 2025.

$1,350,000
Big Coppitt
Johnsonville   - MM: 9.00
3 Bed, 3 Baths, 895 SqFt Days Listed: 81
-3.57% ($50,000) 2 Price Changes : Last Change 7 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Discover the magic of island living at Mermaid Landing, a newly renovated gem in the heart of the Florida Keys! This inviting 3-bedroom, 2-bathroom home is nestled at the end of a quiet dead-end street, offering a serene retreat just 15 minutes from the vibrant downtown Key West.The spacious primary bedroom promises a relaxing haven, while the well-appointed kitchen makes meal prep a breeze. Step outside to your expansive, fenced yard, complete with an electric gate providing ample off-street parking for multiple vehicles, a boat trailer, or even an RV. With electric hook-ups and a clean-out on site, RV owners will find this property perfectly suited for their needs.Mermaid Landing truly shines outdoors. The large yard, covered in lush artificial turf, is ideal for gatherings and play. Indulge in a round of pirate-themed mini golf or stroll through the mangroves to your private beach on the Gulf of Mexico. Here, youll enjoy breathtaking open-water views, perfect for relaxing or beaching a flat-bottom boat.Nature lovers and adventurers will appreciate the nearby boat ramp and occasional glimpses of Navy jets soaring over the open water during training exercises. This unique combination of tranquility and excitement makes Mermaid Landing a one-of-a-kind oasis.Dont miss your chance to own this slice of paradise in the Florida Keys. Schedule your showing today and let Mermaid Landing welcome you home!

$1,350,000
Key West
Delancey Hall Condominium   - MM: 1.00
2 Bed, 2 Baths, 1,185 SqFt Days Listed: 66
-8.47% ($125,000) 1 Price Change : Last Change 17 Days Ago
Condo - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Beautiful, comfortable, spacious condominium in historic Delancey Hall. Located on a premier Old Town street a few short blocks from the Key West Seaport and Duval Street (and in the X-flood zone), this condo offers the historic features youd expect from a pedigreed Key West house -- Dade County Pine, crown molding, shutters, wide front porch -- combined with the modern features you need, seamlessly integrated to give you the quintessential Key West experience. Whip up a tasty breakfast in the light-filled kitchen and enjoy it on your large private deck leading to your outdoor shower and the shared pool, or take an easy stroll to Harpoon Harrys or Sarabeths for a little morning pampering. With ample storage and even the option for a one-bedroom lockout, this home serves as the perfect retreat or vacation rental investment property. Its Key West living at its best -- make it yours!

$1,350,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
3 Bed, 3 Baths, 2,168 SqFt Days Listed: 34
-6.90% ($100,000) 1 Price Change : Last Change 8 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift120f

A BOATERS DELIGHT! With 120 feet of canal frontage and a 75-foot wide canal, you can quickly and easily find yourself in Pine Channel heading to your favorite fishing and dive spots. The 12,000 sq. ft. double lot has space to tie up multiple boats with 120 feet of dockage, davits, a 9,000 lb. floating boat lift, an additional floating dock (apprx. 4x24) and a fish cleaning station. Youll witness the most breathtaking sunsets, whether youre inside, outside, or on the screened porch overlooking the canal. The 2,168 sq. ft. home provides exceptional living space with a generous dining/living area, three bedrooms, three bathrooms (two of which are ensuite), plus an office/potential fourth bedroom. The primary suite includes a separate sitting area for those moments when you need a little solitude. Features include impact-resistant windows and doors and a porch that wraps around three sides of the house, over 900 sq. ft. of garage space/storage, paver driveway, and a 2,500-gallon supplemental cistern that supplies water for irrigation, the hose, and dock. Youll appreciate the low-maintenance, tropical landscaping of this double lot where youll find ample space to add a pool as well as park a boat trailer and/or RV. The property is offered fully furnished, including an ice machine, with exclusions such as artwork, personal items, chandelier, and a few other items.

$1,359,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 1,361 SqFt Days Listed: 4
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Nestled in one of the Lower Keys most coveted boating communities, this meticulously renovated 3 bedroom 2 bathroom coastal retreat is more than just a home...its a gateway to endless aquatic adventures. Situated on a deep-draft, flow-through canal with direct access to both the Atlantic and Gulf, this property is a dream for fishing, diving, and island-hopping enthusiasts. The brand-new concrete dock is built for the serious boater, ensuring effortless departures for your next adventure. Step inside to find a seamless blend of modern elegance and island charm. The light-filled, open-concept living space is adorned with custom tile flooring throughout, sleek quartz countertops, and premium stainless steel appliances, creating an ambiance that is both stylish and functional. The spacious guest bedrooms offer plenty of room for family and friends, while the serene primary suite serves as a private retreat, complete with a spa-like ensuite bath. Designed for both beauty and resilience, this CBS-constructed home features impact windows and doors, giving you peace of mind during any season. Beyond your backyard paradise, Cudjoe Gardens Marina is just steps away, offering a full-service experience with a large boat ramp, fuel dock, convenience store, and the beloved Bent Prop Restaurant & Bar--perfect for enjoying a sunset cocktail after a day on the water.Whether youre seeking a full-time residence or the ultimate vacation getaway, this home delivers luxury, convenience, and some of the best boating access in the Lower Keys. Dont miss your chance to own this waterfront gem.

$1,375,000
Key West
Riviera Shores   - MM: 3.00
4 Bed, 4 Baths, 1,587 SqFt Days Listed: 61
-12.70% ($200,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to your dream retreat, nestled in one of Key Wests most sought-after neighborhoods. This meticulous 4-bedroom, 2-bath residence guarantees luxury and comfort. The property features a spacious open floor plan with lots of natural light through the plantation shutters in the living room and bedrooms, designed to maximize both elegance and functionality. A large laundry room with built in cabinetry adds additional space and convenience. This residence is an easy lock and go home with impact windows and doors, metal roof and concrete block construction. Enjoy the convenience of covered off-street parking with electric gate, and envision creating your own private oasis with ample space for a stunning pool with mature landscaping already in place. The home is equipped with a whole house propane generator, ensuring uninterrupted comfort and peace of mind.Embrace the luxury of a residence where every detail is thoughtfully considered, providing you with an unparalleled Key West living experience.

$1,375,000
Key West
Sunset Marina   - MM: 5.00
2 Bed, 2 Baths, 1,558 SqFt Days Listed: 94
Condo - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

Welcome to luxury waterfront living at Sunset Marina Residence! This unique corner unit offers breathtaking open water and sunset views. Nestled in a premium gated community, enjoy the spaciousness of the largest 2-bed, 2-bath model, spanning 1,558 sq ft of elegantly designed space. The glass-fronted living area floods the home with natural light, complemented by 9 ceilings and an open concept split floor plan. The master suite features private access to a lanai and side balcony, a spa-like bath with a jetted tub, shower, double vanity, and a large walk-in closet. The guest bedroom boasts an ensuite bathroom with plenty of closet space. Additional conveniences include a laundry closet, assigned covered parking with storage closet, and ample guest spaces. Indulge in resort-style amenities: a heated waterfront pool, hot tub, clubhouse, seaside boardwalk that extends the length of the complex, private marina with floating concrete docks offering easy access to the Ocean and the Gulf. Optional 30 (LOA 35) boat slip with deeded sea bottom available for $205,000. Experience unparalleled coastal living, steps from Key West Golf Club.

$1,395,000
Key West
The Foundry   - MM: 1.00
2 Bed, 2 Baths, 1,216 SqFt Days Listed: 92
Townhouse - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Located in the prestigious Truman Annex community, this town home in The Foundry is the perfect getaway offering the perfect blend of luxury, comfort, and convenience. This beautifully designed 2-bedroom, 2.5-bathroom home enjoys a highly desirable location with easy access to Key Wests vibrant Old Town, while maintaining privacy and security within a gated community.As you step inside the spacious open-concept living area you will find 11 foot high ceilings, impact rated windows and glass doors that bathe the interior with natural light, and updated finishes throughout. The kitchen has been recently updated with all stainless steel appliances. Moving up stairs, the master bedroom is a private sanctuary featuring an ensuite bathroom. A private balcony off the master suite offers a peaceful retreat to enjoy the island breeze. The guest bedroom is up one more floor and is equally inviting with its own ensuite bathroom ensuring privacy and comfort for visitors. Stand out features of this town home include its street facing orientation, not something all homes in The Foundry have. The town home also has its own carport with additional storage above- a highly convenient feature few have and holds a value in excess of $75,000. Finally, The Foundry has its own pool, reserved for use by only Foundry owners and their guests.With a strong rental history and a Truman Annex Special Transient License, this home is an excellent investment opportunity. The license allows for short-term rentals with restrictions, providing flexibility and a steady stream of income when the property is not in use.Whether youre seeking a full-time residence, a seasonal escape, or a profitable rental investment, this townhome provides the ultimate opportunity to experience the best of Key West living.

$1,399,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,500 SqFt Days Listed: 35
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Embrace the ultimate Keys lifestyle in this spacious 1,500 sqft home, ideally situated along a boating canal in the Lower Florida Keys, and close to Key West!Tucked away in a quiet, peaceful neighborhood.Inside, the home features generous living space, providing ample room to stretch out and make it your own. Indoor-outdoor living is at its best here, with a private swimming pool just steps from the back door--perfect for unwinding after a day on the water or enjoying sunny Florida afternoons.For boaters, the canal location offers easy water access, along with the convenience of a 10,000-pound boat lift to safely store your boat out of the water. After a day of fishing, cruising, or exploring, dock your vessel with ease and relax as you take in the beautiful waterfront views.The lower enclosure offers abundant storage space for all your tools, pool toys, and outdoor gear, keeping everything organized and clutter-free. Plus, with a newly built home designed to the latest building codes, youll benefit from low insurance rates, ensuring peace of mind and minimized risk from tropical weather.This home offers the ideal combination of comfort, convenience, and the laid-back Florida Keys lifestyle. Dont miss the opportunity to make it yours--schedule your private showing today!COMING SUMMER 2025 - photos of listing do not fully represent dwelling unit, subject to change. Photos are of model home. Construction process underway. Some build selections may be considered. Seller is licensed FL real estate agent.

$1,399,000
Key West
Presidents Lane   - MM: 1.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 83
Townhouse - Active - Waterfront No
Side of Island: Median - Dockage: None

For the first time, the Key West home of famed landscape architect and Martha Stewart co-star Fernando Wong is available. Welcome to your dream townhouse nestled in the heart of the exclusive Truman Annex, just steps away from the restaurants, shops and bars on Duval Street. This professionally decorated 2-bedroom, 2.5-bathroom townhouse offers the perfect blend of modern comfort and island charm. As you step inside, youll be greeted by a light-filled open floor plan, featuring a charming living and dining area with tasteful furnishings and a well-appointed kitchen with new appliances. The home features furniture and lighting from Brown Jordan, Ralph Lauren, and Serna & Lilly. Recent renovations include all-new ceiling lights and stylish Legrande light switches and outlets. You will also love the new wood doors, renovated bathrooms, and a recently installed lush jungle landscape. The three beautiful outdoor areas and a strong rental history make this delightful vacation house a once-in-a-lifetime 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 02-23-2025.
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