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Sold for $534,000
    • $534,000

    157 Oak Dr, Winchester, VA 22603

    4beds
    2,280sqft
    Single Family Residence
    Built in 1989
    5 Acres Lot
    $536,100 Zestimate®
    $234/sqft
    $2,974 Estimated rent

    Home value

    $536,100

    $509,000 - $563,000

    $2,974/mo

    Zestimate® history
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    What's special

    Updated bathroomFresh paintWalk-in closetDual-zoned heating and cooling
    STOP THE PRESSES!! This PRICE ADJUSTMENT is not a typo! The weather is warmer and Spring is in the air.... This home is ready for YOU! Welcome home to 157 Oak Dr. in Winchester, VA—an inviting property offering comfort, thoughtful updates, and a peaceful setting. This home has been refreshed with luxury vinyl plank flooring throughout most of the home and fresh paint, creating a clean, move-in-ready feel. Be Sure to Watch The Video to Experience Even More of This Home! The primary suite has been remodeled, including an updated bathroom and walk-in closet, creating a comfortable retreat. A large bonus room over the 2-car garage offers endless possibilities—home office, playroom, gym, or guest space. But wait, there is more! The garage has built in work benches and tool storage. The home features dual-zoned heating and cooling for added comfort, with the upper-level heat pump replaced in 2021, as well as a new water filtration system installed in 2022. Surrounded by trees for privacy, this property offers a serene setting while remaining just minutes from Winchester’s medical facilities, restaurants, and shopping. Convenient access to I-81 makes commuting easy. Do Not Miss Your Opportunity to Tour This Home! Call Your Agent or The Listing Agent Today

    Zillow last checked:

    Listing updated:

    Listed by:

    Phyllis Guthrie 540-550-3062,

    Keller Williams Realty,

    Co-Listing Agent: Richard L Guthrie 540-303-3316,

    Keller Williams Realty

    Bought with:

    Matthew Sosa, 0225272978

    Keller Williams Realty

    Source: Bright MLS,MLS#: VAFV2038906MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    • Main level bathrooms: 1
    Rooms
    • Room types: Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Sun/Florida Room, Office, Bathroom 2, Bonus Room, Primary Bathroom, Half Bath
    Heating
    • Heat Pump, Zoned, Electric
    Cooling
    • Central Air, Electric
    Appliances
    • Included: Microwave, Dishwasher, Disposal, Dryer, Oven/Range - Electric, Refrigerator, Washer, Extra Refrigerator/Freezer, Water Treat System, Electric Water Heater
    • Laundry: Main Level
    Features
    • Additional Stairway, Bathroom - Walk-In Shower, Bathroom - Tub Shower, Ceiling Fan(s), Central Vacuum, Breakfast Area, Dining Area, Family Room Off Kitchen, Pantry, Primary Bath(s), Walk-In Closet(s)
    • Flooring: Hardwood, Luxury Vinyl, Wood
    • Windows: Bay/Bow, Vinyl Clad
    • Has basement: No
    • Number of fireplaces: 1
    • Fireplace features: Wood Burning
    Interior area
    • Total structure area: 2,280
    • Total interior livable area: 2,280 sqft
    • Finished area above ground: 2,280

    Property

    Parking
    • Total spaces: 2
    • Parking features: Storage, Garage Faces Front, Inside Entrance, Garage Door Opener, Driveway, Attached
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    Accessibility
    • Accessibility features: None
    Features
    • Levels: Two
    • Stories: 2
    • Pool features: None
    • Fencing: Invisible
    • Has view: Yes
    • View description: Trees/Woods
    Lot
    • Size: 5 Acres
    • Features: Backs to Trees, Landscaped, Wooded
    Details
    • Additional structures: Above Grade
    • Parcel number: 40 7 4
    • Zoning: RA
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • Vinyl Siding
    • Foundation: Crawl Space
    Condition
    • Excellent
    • New construction: No
    • Year built: 1989

    Utilities & green energy

    • Sewer: On Site Septic, Septic < # of BR
    • Water: Well
    • Utilities for property: Satellite Internet Service, Other Internet Service

    Community & HOA

    Community
    • Subdivision: Westwood Terrace
    HOA
    • Has HOA: Yes
    • Services included: Road Maintenance, Snow Removal
    • HOA fee: $300 annually
    Location
    • Region: Winchester

    Financial & listing details

    • Price per square foot: $234/sqft
    • Tax assessed value: $384,900
    • Annual tax amount: $1,848
    • Date on market: 1/15/2026
    • Listing agreement: Exclusive Right To Sell
    • Listing terms: Cash,Conventional,FHA,VA Loan
    • Inclusions: Refrigerator, Dishwasher, Built-in Microwave, Stove, Disposal, Washer, Dryer, Garage Refrigerator (as Is), Whole House Vacuum (as Is)
    • Ownership: Fee Simple
    • Road surface type: Paved

    Price history

    DateEventPrice
    5/13/2026Sold$534,000+1.7%$234/sqft
    Source: Bright MLS #VAFV2038906 Report a problem
    4/15/2026Pending sale$525,000$230/sqft
    Source: Bright MLS #VAFV2038906 Report a problem
    4/15/2026Listing removed$525,000$230/sqft
    Source: Bright MLS #VAFV2038906 Report a problem
    3/30/2026Price change$525,000-4.5%$230/sqft
    Source: Bright MLS #VAFV2038906 Report a problem
    3/15/2026Price change$550,000-5.2%$241/sqft
    Source: Bright MLS #VAFV2038906 Report a problem
    2/22/2026Price change$579,900-1.7%$254/sqft
    Source: Bright MLS #VAFV2038906 Report a problem
    1/15/2026Listed for sale$590,000+49%$259/sqft
    Source: Bright MLS #VAFV2038906 Report a problem
    8/31/2021Sold$396,000+2.9%$174/sqft
    Source: Bright MLS #VAFV2000490 Report a problem
    7/20/2021Pending sale$384,900$169/sqft
    Source: Bright MLS #VAFV2000490 Report a problem
    7/15/2021Listed for sale$384,900+116.2%$169/sqft
    Source: Bright MLS #VAFV2000490 Report a problem
    3/24/2000Sold$178,000$78/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$1,848 +12.3%$384,900 +19.3%
    2024$1,645 $322,500
    2023$1,645 -1.4%$322,500 +17.9%
    2022$1,668 +100%$273,500
    2021$834 -46.1%$273,500 +7.8%
    2020$1,548 -50%$253,800
    2019$3,096 +111.7%$253,800 +5.8%
    2018$1,463 +1.7%$239,800
    2017$1,439 +12.8%$239,800 +12.8%
    2016$1,276 +7.1%$212,600
    2015$1,191 +87.5%$212,600 +4.2%
    2014$635 $204,100
    2013-- $204,100 -6%
    2012-- $217,100
    2011-- $217,100 -14.4%
    2010-- $253,700
    2009-- $253,700 -2.2%
    2008-- $259,500
    2007-- $259,500
    2006-- $259,500
    2005-- $259,500 +42.6%
    2003-- $182,000
    2002-- $182,000
    2001-- $182,000
    Find assessor info on the county website

    Neighborhood: 22603

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • District: Frederick County Public Schools

    Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value
    $536,100
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $536,100

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