Skip main navigation
Pending
    • Price cut: $10K (6/15)
    $529,900

    110 Grindstone Dr, Winchester, VA 22602

    4beds
    4,055sqft
    : 
    $3,133/mo
    Get pre-qualified
    Single Family Residence
    Built in 1963
    0.53 Acres Lot
    $525,200 Zestimate®
    $131/sqft
    $15/mo HOA

    What's special

    Rare offerings demand attention, and this property delivers a combination seldom found in Winchester. Originally established before Red Fox Run was developed, this .53-acre property offers the privacy, space, and flexibility that newer subdivision homes simply cannot replicate. A fully fenced concrete pool, expansive outdoor entertaining space, mature setting, and oversized homesite create a standout opportunity for buyers seeking multigenerational living, or a high-functioning primary residence with amazing flexibility. The main level offers one-level living with three spacious bedrooms and three full bathrooms, including a private ensuite primary bedroom thoughtfully positioned opposite the secondary bedrooms for separation and privacy. Recently refinished hardwood floors, fresh interior paint, freshly painted pool decking, and refreshed exterior elements create a move-in ready presentation with immediate appeal. Natural light pours through the oversized picture window into the large family room, while the dining room and dedicated laundry room are conveniently situated. The fully finished basement dramatically expands the home's value proposition with a separate entrance, full kitchen, full bath, bedroom, family room, and additional flex space. Few properties in Winchester offer this level of versatility combined with a private pool and oversized lot within an established neighborhood setting. Positioned approximately $60,000 below assessment value, this property presents a compelling opportunity for buyers searching for house hacking potential, multigenerational layouts, flexibility, pool homes, or finished basements outfitted with an entire living suite. Properties with this combination of land, flexibility, privacy, pool amenities, and income-producing capability rarely reach the market.
    60 days
    |
    1,135
    |
    52
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Daune Zook 804-852-6454,

    Samson Properties 804-430-9410

    Source: CVRMLS,MLS#: 2614019MLS LogoOriginating MLS: Central Virginia Regional MLS

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 4
      Primary bedroom
      • Description: HW floors, CF, WIC, ensuite bath
      • Level: First
      • Dimensions: 24.0 x 19.0
      Bedroom 2
      • Description: HW, CF
      • Level: First
      • Dimensions: 16.0 x 14.0
      Bedroom 3
      • Description: HW, CF
      • Level: First
      • Dimensions: 15.0 x 11.0
      Bedroom 4
      • Description: LVP
      • Level: Lower
      • Dimensions: 14.0 x 14.0
      Dining room
      • Description: Hardwood floors
      • Level: First
      • Dimensions: 14.0 x 12.0
      Family room
      • Description: HW floors, CF, FP, picture window
      • Level: First
      • Dimensions: 30.0 x 15.0
      Other
      • Description: Shower
      • Level: Basement
      Other
      • Description: Tub & Shower
      • Level: First
      Kitchen
      • Description: pantry, case opening to family room
      • Level: First
      • Dimensions: 14.0 x 13.0
      Kitchen
      • Description: Downstairs kitchen, Ceramic
      • Level: Lower
      • Dimensions: 15.0 x 5.0
      Laundry
      • Description: Built-ins
      • Level: First
      • Dimensions: 8.0 x 7.0
      Office
      • Description: Carpet
      • Level: Lower
      • Dimensions: 14.0 x 13.0
      Recreation
      • Description: Carpet, FP
      • Level: Lower
      • Dimensions: 26.0 x 15.0
      Heating
      • Electric, Heat Pump, Natural Gas, Wood, Wood Stove
      Cooling
      • Central Air, Heat Pump
      Appliances
      • Included: Dishwasher, Electric Water Heater, Disposal, Microwave, Oven, Refrigerator, Washer
      Features
      • Bookcases, Built-in Features, Bedroom on Main Level, Ceiling Fan(s), Dining Area, Separate/Formal Dining Room, Fireplace, Bath in Primary Bedroom, Multiple Primary Suites, Pantry, Walk-In Closet(s)
      • Flooring: Carpet, Ceramic Tile, Vinyl
      • Basement: Common Basement,Full,Finished
      • Attic: Pull Down Stairs
      • Number of fireplaces: 2
      • Fireplace features: Masonry, Wood Burning
      Interior area
      • Total interior livable area: 4,055 sqft
      • Finished area above ground: 2,253
      • Finished area below ground: 1,802
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached, Driveway, Garage, Oversized, Paved, Garage Faces Rear, Garage Faces Side
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Stoop
      • Exterior features: Paved Driveway
      • Has private pool: Yes
      • Pool features: Concrete, In Ground, Pool, Private
      • Fencing: Back Yard,Fenced,Partial
      Lot
      • Size: 0.53 Acres
      • Features: Cleared, Level
      • Topography: Level
      Details
      • Parcel number: 64D815
      • Zoning description: RP

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Brick, Drywall
      • Roof: Shingle
      Condition
      • Resale
      • New construction: No
      • Year built: 1963

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Home Owners Association
      • Security: Smoke Detector(s)
      • Subdivision: None
      HOA
      • Has HOA: Yes
      • Services included: Common Areas
      • HOA fee: $175 annually
      Location
      • Region: Winchester

      Financial & listing details

      • Price per square foot: $131/sqft
      • Tax assessed value: $602,500
      • Annual tax amount: $2,892
      • Date on market: 5/27/2026
      • Ownership: Individuals
      • Ownership type: Sole Proprietor

        Estimated market value

        $525,200

        $499,000 - $551,000

        $3,144/mo

        Price history

        DateEventPrice
        7/5/2026Pending sale$529,900$131/sqft
        Source: CVRMLS #2614019 Report a problem
        7/5/2026Contingent$529,900$131/sqft
        Source: Bright MLS #VAFV2042064 Report a problem
        6/15/2026Price change$529,900-1.9%$131/sqft
        Source: Bright MLS #VAFV2042064 Report a problem
        5/28/2026Listed for sale$539,900+42.1%$133/sqft
        Source: Bright MLS #VAFV2042064 Report a problem
        8/13/2021Sold$380,000+30.8%$94/sqft
        Source: Bright MLS #VAFV2000642 Report a problem
        6/9/2018Sold$290,500-1.4%$72/sqft
        Source: Public Record Report a problem
        5/25/2018Pending sale$294,500$73/sqft
        Source: ERA OakCrest Realty, Inc. #1000402254 Report a problem
        4/16/2018Listed for sale$294,500+25.3%$73/sqft
        Source: Era Oakcrest Realty, Inc. #1000402254 Report a problem
        5/18/2012Sold$235,000-6%$58/sqft
        Source: Public Record Report a problem
        1/21/2012Listed for sale$249,900-2%$62/sqft
        Source: Century 21 Braddock Realty #FV7758883 Report a problem
        8/19/2003Sold$255,000+431.3%$63/sqft
        Source: Public Record Report a problem
        10/23/2001Sold$48,000+2.1%$12/sqft
        Source: Public Record Report a problem
        3/16/2001Sold$47,000$12/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$2,493 $488,800
        2023$2,493 +105.9%$488,800 +23.2%
        2022$1,211 $396,900
        2021$1,211 -44.1%$396,900 +11.9%
        2020$2,164 -50%$354,800
        2019$4,329 +131.7%$354,800 +15.9%
        2018$1,868 +1.7%$306,200
        2017$1,837 +6.7%$306,200 +6.7%
        2016$1,721 +7.1%$286,900
        2015$1,607 +139.4%$286,900 +26.3%
        2014$671 $227,100
        2013-- $227,100 -1%
        2012-- $229,400
        2011-- $229,400 -16.2%
        2010-- $273,600
        2009-- $273,600 -13.1%
        2008-- $314,900
        2007-- $314,900
        2006-- $314,900
        2005-- $314,900 +47.9%
        2003-- $212,900
        2002-- $212,900
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.
        Get pre-qualified

        Climate risks

        Neighborhood: 22602

        Getting around

        8 / 100
        Car-Dependent
        24 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Armel
        • Middle: Admiral Richard E Byrd
        • High: Millbrook

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

        A local agent can set up tours, give advice and negotiate with sellers.

        A local lender can help you make sure your offer is ready when you are.

        Browse local experts

        Similar homes

            Nearby cities

            Nearby zip codes

            Other Winchester Topics

              Search
              Updates
              Favorites
              Plan
              Inbox