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Winchester, VA Homes for Sale

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  • /56

    $495,000

    $20K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,835 Sq Ft

    207 Stanley Dr, Winchester, VA 22602

    Well-maintained Colonial offering over 2,800 finished square feet, ideally situated on a large corner lot on a no-thru street with NO HOA.Upon entering, you'll be welcomed by a two-story foyer. Just off the foyer is a spacious room that would make an ideal home office, den, or playroom. The foyer leads into the living room, with the eat-in kitchen situated just beyond, featuring granite

    Angie Ordonez NextHome Realty Select

    207 Stanley Dr, Winchester, VA 22602
  • /32

    $640,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,122 Sq Ft

    375 Tavistock Dr, Winchester, VA 22602

    Welcome to this beautiful almost new home, built in 2025, offering the ease of one-level living in the Tavistock Estates community. Situated on a picturesque 5-acre lot, this thoughtfully designed home features 3 spacious bedrooms, 2.5 baths, an attached 2-car garage, and an open floor plan with durable luxury vinyl plank flooring throughout the main living areas. The stylish kitchen is complete

    Natalie Dalecky ERA Oakcrest Realty, Inc.

    375 Tavistock Dr, Winchester, VA 22602
  • /31

    $519,990

    New Construction
    • 5 Beds
    • 3 Baths
    • 2,415 Sq Ft

    ELM Plan at Retreat at Winding Creek - Single Family, Winchester, VA 22602

    Introducing the Elm, a contemporary 2,415 square feet two-story home, featuring five bedrooms, three bathrooms, a loft, and a two-car garage. As you step into the distinct foyer you will appreciate the open concept floorplan. The spacious kitchen boasts an abundance of cabinetry and counter space, an ample walk-in pantry, a large island with room for seating and stainless-steel appliances. The

    D.R. Horton Builder
    137 Seminole Dr Unit 36203780, Winchester, VA 22602
  • /15

    $110,000

    • Land
    • 6.42 Acres
    • $17,134 per Acre

    0 Pack Horse Road Lot C Unit VAFV2042708, Winchester, VA 22603

    The rural America many people desire is available on state maintained Pack Horse Road. There are 3 lots being sold separately and this 6.42 lot C is wooded, has septic already installed, has a Frederick County cert letter (see documents from health department however buyer should do due diligence). Unrestricted and so think about the possibilities for a homestead, simple get away to enjoy quiet

    Dave Spence RE/MAX Roots

    0 Pack Horse Road Lot C Unit VAFV2042708, Winchester, VA 22603
  • /22

    $399,999

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,000 Sq Ft

    118 Nepal Ct, Winchester, VA 22602

    | Summer 2026 Delivery AvailableSt. Paul TBB | 4 BR | 3.5 BA | 1-Car Garage | Finished Lower Level + Larger Deck Beautiful wooded homesites available!Offering up to 2,000 sq. ft. of modern, open-concept living Home Highlights Open-concept main level – perfect for entertaining Granite countertops Stainless steel appliances Luxury vinyl plank flooring Upper Level Retreat Deluxe Silver

    Jimmy Thomas New Home Star Virginia, LLC

    118 Nepal Ct, Winchester, VA 22602
  • /33

    $636,990

    New Construction $17K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,865 Sq Ft

    234 Hydrangea Way, Winchester, VA 22602

    Experience effortless living in our Willow Run Active Adult community! Our Clifton floorplan is a thoughtfully designed 1,865 sq. ft. ranch home, blending style and functionality in a single-level open layout. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The kitchen opens to a large great room with two windows that let in

    D.R. Horton Builder
    234 Hydrangea Way, Winchester, VA 22602
  • /63

    $525,000

    $64K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,974 Sq Ft

    832 Winder Ct, Winchester, VA 22601

    Back on the market, at no fault of the seller. All-brick rancher located in the sought-after Early’s Green at Meadow Branch community, offering 1,974 finished square feet with 9-foot ceilings and true one-level living. The open floor plan provides excellent flow and is ideal for both everyday living and entertaining. Recent interior updates include new hardwood flooring in the main living room,

    Barton Chasler Realty ONE Group Old Towne

    832 Winder Ct, Winchester, VA 22601
  • /103

    $899,000

    • 3 Beds
    • 3.5 Baths
    • 3,497 Sq Ft

    466 Merrimans Ln, Winchester, VA 22601

    Your long search is over! Beautifully renovated all-brick ranch home situated on a secluded 2.03-acre lot in the city of Winchester, just a short walk to Valley Health. Offering an exceptional combination of privacy, convenience, and quality. This home features spacious living areas, three fireplaces, including one in the primary bedroom.The finished lower level provides outstanding

    John Schroth Colony Realty

    466 Merrimans Ln, Winchester, VA 22601
  • /39

    $559,990

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,865 Sq Ft

    CLIFTON Plan at Willow Run, Winchester, VA 22601

    The Clifton by D.R. Horton is a stunning new construction, ranch home plan featuring 1,865 square feet of living space, 3 bedrooms, 2 bathrooms, and a 2-car garage. With a roomy and flexible floor plan, the Clifton is just as inviting as it is functional! Prepare to be enchanted by the spacious kitchen, equipped with brand-new stainless-steel appliances, sleek countertops, and cabinets that offer

    D.R. Horton Builder
    105 Trellis View Ln Unit 36406655, Winchester, VA 22601
  • /3

    $500,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,434 Sq Ft

    105 Vale Ct, Winchester, VA 22602

    Beautiful and well maintained colonial with a large backyard and plenty of updates, so you can move right in! The main level features tons of space including a formal living room and dining room with extra storage cabinets, and a family room off the kitchen with a gas fireplace focal point. Relax on your deck overlooking the serene backyard. Upstairs you'll find 4 nice size bedrooms including a

    Misty Weaver Samson Properties

    105 Vale Ct, Winchester, VA 22602
  • /53

    $799,000

    • 4 Beds
    • 3 Baths
    • 3,366 Sq Ft

    135 Kinross Dr, Winchester, VA 22602

    Discover the charm of this beautiful custom Craftsman-style home nestled in the desirable Ravenwing community. Built in 2018, this residence boasts a perfect blend of contemporary design and classic comfort, featuring four spacious bedrooms and three full bathrooms. Step inside to find an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas, ideal for both

    Wendy Conner Coldwell Banker Premier

    135 Kinross Dr, Winchester, VA 22602
  • /6

    $20,000

    • Land
    • 20,037 Sq Ft
    • $43,478 per Acre

    Lot 102 Bow Wood Trail, Winchester, VA 22602

    A Hidden Gem Waiting for YouNestled in the serene countryside of Winchester, Virginia, lies a great treed building lot on the lower side of Shawneeland. This picturesque piece of land offers the perfect blend of seclusion and convenience, making it an ideal location for building your dream home.Enjoy the tranquility and natural beauty of Shawneeland's private parks, perfect for relaxing

    Rick Guthrie Keller Williams Realty

    Lot 102 Bow Wood Trail, Winchester, VA 22602
  • /5

    $295,000

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 913 Sq Ft

    405 Shenandoah Ave, Winchester, VA 22601

    Ideally situated just minutes from I-81 and a short drive to historic Old Town Winchester, this centrally located rambler offers both convenience and investment potential. Situated on a desirable corner lot, the property features a fenced yard and a storage shed for added functionality. The home has been recently refreshed with new paint and landscaping, providing excellent curb appeal and a

    Heloisa Amar Samson Properties

    405 Shenandoah Ave, Winchester, VA 22601
  • /5

    $89,000

    • Land
    • 40,075 Sq Ft
    • $96,739 per Acre

    Lot 14A Timber Ridge Trail, Winchester, VA 22602

    Enjoy Stunning Sunsets and Endless Sky on This Nearly One-Acre Lot! Imagine unwinding every evening with spectacular sunsets glowing across the valley—the back of this beautiful lot faces northwest, perfect for soaking in nature’s spectacular evening show. Located just 30 minutes from downtown Winchester, this serene oasis offers the ideal blend of peaceful country living and convenient city

    Kristin Crosby Samson Properties

    Lot 14A Timber Ridge Trail, Winchester, VA 22602
  • /44

    $599,900

    $10K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,135 Sq Ft

    131 Thornton Way, Winchester, VA 22602

    One of the great houses with a great price, don't miss it!Welcome to this beautiful family house in desirable Senseny Village Community! This house condition like new. Built in 2024, this beautiful family house offers five bedrooms and four bathrooms with perfect blend of modern design. Very open space in the front and back of the house, Inside, you'll find a bright, open-concept floor plan

    Ram Mishra Spring Hill Real Estate, LLC.

    131 Thornton Way, Winchester, VA 22602
  • /25

    $1,315,000

    • Land
    • 2.23 Acres
    • $589,686 per Acre

    0 N Frederick Pike Unit VAFV2042578, Winchester, VA 22603

    Opportunities like this are becoming increasingly difficult to find within the growing Winchester market. Strategically positioned along the Rt. 522 corridor, this 2.23-acre commercial property offers the ideal combination of visibility, accessibility, flexibility, and future potential. Surrounded by established medical facilities, national businesses, residential communities, and expanding

    Team Dickinson Century 21 Redwood Realty

    0 N Frederick Pike Unit VAFV2042578, Winchester, VA 22603
  • /79

    $899,990

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,803 Sq Ft

    300 Tavistock Dr, Winchester, VA 22602

    Discover the perfect blend of space, privacy and convenience this expansive 3500 sq ft plus ranch home situated on 7.12 beautiful acres. Located just 10 mins from shopping, medical facilities and highway access, this property offers peaceful country living. Inside, you'll spacious one-level living with plenty of room to spread out. A large unfinished bonus space on the second floor provides

    Pamela Baber Coldwell Banker Premier

    300 Tavistock Dr, Winchester, VA 22602
  • /79

    $1,130,000

    New Construction $70K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,211 Sq Ft

    00 Light Rd, Winchester, VA 22603

    Your Dream Home in the Woods – To Be Built on 20 Unrestricted Acres! Create your own family compound, farm, hobbies, your choice. Imagine coming home to this stunning new construction nestled on twenty wooded and open acres with pleasant peaceful views. This thoughtfully designed home features spacious living areas, modern finishes, and a classic exterior that blends beautifully with its natural

    Melissa Johnston ERA Oakcrest Realty, Inc.

    00 Light Rd, Winchester, VA 22603
  • /24

    $674,900

    • 4 Beds
    • 3 Baths
    • 2,967 Sq Ft

    1611 Apple Pie Ridge Rd, Winchester, VA 22603

    This custom-built beautiful home has only been lived in by one family since being built. It offers 4 bedrooms and 3 full baths. They have kept this home in excellent condition. Upgraded kitchen cabinets and all appliances will convey with this sale. Washer and Dryer located on main level will also convey with this sale. The finished basement offers an added bonus to any family. Approximately 1/2

    Leo Smith CENTURY 21 New Millennium

    1611 Apple Pie Ridge Rd, Winchester, VA 22603
  • /51

    $1,595,000

    • Land
    • 158.44 Acres
    • $10,067 per Acre

    158.5 Acres Lot 3 Laurel Grove Rd, Winchester, VA 22602

    Incredible opportunity to own 158.443 acres of pristine, private land in an exclusive 3-lot, 440-acre subdivision. This is the most secluded parcel of the three, offering unmatched 360-degree panoramic views and a level of privacy that’s increasingly rare—yet just 15 minutes from town. Tucked away from the lights and sounds of civilization, this property provides a peaceful, off-the-beaten-path

    Nadeem Helfer Samson Properties

    158.5 Acres Lot 3 Laurel Grove Rd, Winchester, VA 22602
  • /47

    $349,990

    $40K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 2,102 Sq Ft

    519 Fairmont Ave, Winchester, VA 22601

    Expect a long love affair with this home.Some homes feel like they were built with patience, pride, and a sense of permanence—and this historic Winchester beauty has that feeling the moment you step inside. Set near Old Town Winchester and positioned right next to the approved Cider Hill Neighborhood Design District, it offers something rare: preserved historic character today, with a

    Hannah Won Samson Properties

    519 Fairmont Ave, Winchester, VA 22601
  • /30

    $399,000

    • 3 Beds
    • 2.5 Baths
    • 1,909 Sq Ft

    527 Grouse Dr, Winchester, VA 22602

    Welcome to 527 Grouse Drive—almost new construction offering the perfect blend of modern finishes, functional living space, and peaceful mountain surroundings. This beautifully updated split foyer home features 3 bedrooms, 2.5 bathrooms, and over 1,900 finished square feet situated on a spacious lot.Open-concept layout filled with natural light, fresh paint throughout, updated light fixtures,

    Amanda Magana RE/MAX Roots

    527 Grouse Dr, Winchester, VA 22602
  • /52

    $399,000

    $26K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,799 Sq Ft

    437 Beechcroft Rd, Winchester, VA 22601

    PRICE REDUCED! BRICK BEAUTY ON A CORNER LOT WITH AN ATTACHED CARPORT AND A FULL BASEMENT. This remodeled and freshly painted 2-bedroom, 2-bath rancher with newly refinished hardwood floors is move-in ready. In-town convenience with nearby shopping, restaurants and services. A short drive to commuter routes 81, 37 and 50, downtown and Winchester Medical Center. Perfect for those who are downsizing

    Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    437 Beechcroft Rd, Winchester, VA 22601
  • /18

    $529,990

    New Construction $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,050 Sq Ft

    108 Zinnia Ln, Winchester, VA 22603

    This stunning twin/semi‐detached home is ready for move in and located within the desirable 55+ gated community, Hiatt Pointe at Snowden Bridge. Designed for effortless main‐level living, the home features both a primary and secondary bedroom on the first floor—perfect for comfort and convenience.An open floor plan seamlessly connects the family room and kitchen, creating an inviting space

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    108 Zinnia Ln, Winchester, VA 22603
  • /64

    $515,000

    • 3 Beds
    • 3.5 Baths
    • 1,814 Sq Ft

    516 Deer Creek Rd, Winchester, VA 22602

    Nestled on a private 2-acre lot in the desirable Hogue Creek subdivision, this charming 3-bedroom, 2.5-bath home offers the perfect combination of comfort, character, and space. Surrounded by mature trees and featuring a convenient horseshoe driveway, the property provides a peaceful retreat while remaining close to everyday conveniences. Inside, the inviting family room showcases hardwood

    Laura White ERA Oakcrest Realty, Inc.

    516 Deer Creek Rd, Winchester, VA 22602
  • /87

    $445,000

    • 3 Beds
    • 2.5 Baths
    • 1,703 Sq Ft

    104 Kapok Cir, Winchester, VA 22602

    Welcome to the neighborhood of Apple Ridge in Eastern Frederick County. You won't find a nicer home or more quiet cul-d-sac anywhere let alone one that has been more tastefully remodeled. This 3 bedroom 2.5 bath home has a welcoming front porch & overlooks the woods and open field of the private common ground area. Picnics, walks,sports and quiet time will be enjoyed there. So much has been

    Lisette Turner Century 21 Redwood Realty

    104 Kapok Cir, Winchester, VA 22602
  • /48

    $615,000

    $35K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,419 Sq Ft

    151 Darby Dr, Winchester, VA 22602

    Lovely contemporary home in the established Ravenwing subdivision, featuring a highly desirable main-level primary suite and a layout you’ll instantly fall in love with. The well-designed floor plan offers spacious second-floor bedrooms, a finished basement complete with a kitchenette, and a screened rear porch overlooking a fenced yard. Enjoy peaceful views of the picturesque common area and

    Dave Spence RE/MAX Roots

    151 Darby Dr, Winchester, VA 22602
  • /12

    $632,990

    New Construction $36K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,056 Sq Ft

    5 Williamson Rd, Winchester, VA 22602

    Welcome to Abrams Pointe, featuring new single-family homes in an established Winchester neighborhood, complete with wooded cul-de-sac homesites. The Drexel Floorplan is a spacious and versatile single-family home designed to suit a variety of lifestyles. With up to 3,213 finished square feet, the Drexel offers generous living space that can be customized to meet your needs. It features

    Dick Bryan New Home Star Virginia, LLC

    5 Williamson Rd, Winchester, VA 22602
  • /21

    $384,990

    New Construction
    • 3 Beds
    • 1.5 Baths
    • 1,752 Sq Ft

    422 Granite Ridge Dr, Winchester, VA 22603

    This stunning two-level villa boasts a modern open concept design that seamlessly connects living spaces for an inviting and spacious feel. The main level features a living room that opens effortlessly to the dining area, creating a perfect space for entertaining and family gatherings. The expansive rear kitchen includes an L-shaped layout with an eating bar and an island with additional bar

    Brookfield Residential Builder
    422 Granite Ridge Dr, Winchester, VA 22603
  • /48

    $685,000

    $5K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,035 Sq Ft

    220 Lehigh Dr, Winchester, VA 22602

    Some homes are new. This one is finished.Welcome to 220 Lehigh Drive, where the details have already been thoughtfully completed,allowing you to skip the time, expense, and hassle of post-closing projects and simply enjoy thelifestyle you've been searching for. Built in 2023 and located in Frederick County's highlydesirable Senseny Village, this exceptional home combines the peace

    Susan Wathen EXP Realty, LLC

    220 Lehigh Dr, Winchester, VA 22602
  • /45

    $374,900

    • 3 Beds
    • 2.5 Baths
    • 1,630 Sq Ft

    106 Hardy Way, Winchester, VA 22602

    Why wait for new construction when you can move right into a home that still feels brand new? Built in 2024 and used only as a second home for a combined total of approximately two months, this beautifully maintained townhome offers all the benefits of new construction without the wait. Designed for easy living, the open floor plan features a spacious kitchen with granite countertops, stainless

    Lori Oaks MarketPlace REALTY

    106 Hardy Way, Winchester, VA 22602
  • /25

    $529,990

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 1,906 Sq Ft

    135 Wappinger Terrace, Winchester, VA 22602

    The Deerfield offers a smart, stylish layout with five bedrooms and four-and-a-half baths—perfect for both everyday living and entertaining. The kitchen features a large center island, quartz countertops, stainless steel Whirlpool appliances, and a walk-in pantry, all open to the dining area and great room. Upstairs, you’ll find four spacious bedrooms, a convenient laundry room with washer and

    D.R. Horton Builder
    135 Wappinger Terrace, Winchester, VA 22602
  • /26

    $364,990

    New Construction $3K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,756 Sq Ft

    11 Monteith Dr, Winchester, VA 22601

    3 Level Townhome with Lower Level Bathroom! This beautifully upgraded home features an open-concept layout with spacious living areas and a stunning kitchen complete with oversized island seating for four; perfect for entertaining and everyday living. The third level offers conveniently located laundry near the bedrooms for added convenience. Enjoy outdoor living on the 10x16 maintenance-free

    DRB Homes Builder
    11 Monteith Dr, Winchester, VA 22601
  • /7

    $200,000

    • Land
    • 5 Acres
    • $40,000 per Acre

    Lot A Cather Ln, Winchester, VA 22602

    Looking for the perfect spot to build your dream home? This 5-acre parcel of pasture land offers stunning views and an unbeatable location just minutes from town. With a 4-bedroom alternative septic certification letter already in place and minimal covenants and restrictions, you’ll have the freedom to create the home and lifestyle you’ve been envisioning. Local builder recommendations available.

    Kaitlyn Behr Samson Properties

    Lot A Cather Ln, Winchester, VA 22602
  • /48

    $525,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,317 Sq Ft

    938 Wayne Dr, Winchester, VA 22601

    Improved Price!! Welcome to this spacious and well-maintained home in the desirable Meadow Branch South community. Offering over 3,300 square feet, this 4-bedroom, 2.5-bath home provides the perfect blend of space, comfort, and thoughtful updates. The main level features an updated kitchen, ideal for both everyday living and entertaining, along with multiple living areas that offer flexibility

    Kira Grubb Realty ONE Group Old Towne

    938 Wayne Dr, Winchester, VA 22601
  • /52

    $365,000

    • 3 Beds
    • 3 Baths
    • 2,052 Sq Ft

    824 Appleseed Ct, Winchester, VA 22601

    Welcome home to this charming 3-bedroom duplex nestled in the highly desirable Orchard Hill neighborhood of Winchester City. Enjoy the convenience of tree-lined sidewalks, street lights, and an easy walk to Park Place Park, making this location perfect for outdoor recreation and neighborhood strolls. Inside, you'll find three finished levels designed for comfortable living. The inviting living

    Laura White ERA Oakcrest Realty, Inc.

    824 Appleseed Ct, Winchester, VA 22601
  • /49

    $399,500

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    155 Royal Ave, Winchester, VA 22602

    Two lots in this listing for sale. The home on Royal Avenue with a buildable lot adjoining and fronting Front Street. Super location in Winchester, VA. This property is located just past Costco off of Rte. 522S. Situated on a quiet street this Cape Cod has a wonderful covered front porch with the addition of a rear closed in porch. The main and upstairs have hardwood flooring. The main floor

    Jim Stafford ERA Oakcrest Realty, Inc.

    155 Royal Ave, Winchester, VA 22602
  • /18

    $70,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    105 Chamberlain Ct, Winchester, VA 22603

    Charming 2016 Double‐Wide Manufactured Home in a Nicely Established Park This well‐maintained 2016 manufactured double‐wide offers comfort, convenience, and plenty of space in one of the community’s most desirable locations. Situated near the entrance for easy access, this home is perfectly placed within a nicely established park known for its peaceful setting and welcoming atmosphere. Enjoy the

    Steve DuBrueler Coldwell Banker Premier

    105 Chamberlain Ct, Winchester, VA 22603
  • /41

    $379,900

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,405 Sq Ft

    1851 Melvor Ln, Winchester, VA 22601

    Extremely well-maintained 2-bedroom, 2-bath Ranch home in the desirable Willow Lawn Cottages 55+ community. This main-level living home features an open floor plan, vaulted ceiling, solar tubes for natural light, and a cozy gas fireplace in the living room. The primary suite offers a private bath, while a bright Florida room provides additional space for relaxing or entertaining. Step outside to

    RoxAnn Grimes RE/MAX Roots

    1851 Melvor Ln, Winchester, VA 22601
  • /15

    $49,900

    • Land
    • 3 Acres
    • $16,633 per Acre

    0 0 Henry Dr, Winchester, VA 22602

    "Build Your Home On Henry" This beautiful 3-Acre lot is located in Mountain Falls Park. With mature trees you can enjoy your privacy. Enjoy the community lake, common area, playground and picnic area! Has a 3-bedroom perc. Bring your vision to life!

    Matt Kilmer Samson Properties

    0 0 Henry Dr, Winchester, VA 22602

Showing Results 81 - 120, Page 3 of 11

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