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For sale
    • Price cut: $6K (8/3)
    $579,000

    1045 Winchester Way, Chesapeake, VA 23320

    4beds
    2,600sqft
    : 
    $3,605/mo
    Get pre-qualified
    Single Family Residence
    Built in 1990
    0.4 Acres Lot
    $578,500 Zestimate®
    $223/sqft
    $-- HOA

    What's special

    Quiet tree-lined streetThoughtfully designed living spaceBuilt-in appliancesRich hardwood flooringDesigner lightingElegant plantation shuttersTall cabinetry
    Beautifully updated and impeccably maintained, this exceptional 4BR/2.5BA home offers thoughtfully designed living space in the highly sought-after Kemp Woods neighborhood of Chesapeake. Nestled on a quiet, tree-lined street, this move-in ready home perfectly blends timeless elegance, quality craftsmanship, & modern updates. Step inside to an inviting floor plan filled with natural light, with rich hardwood flooring, elegant plantation shutters, and spacious living areas. Gourmet kitchen is designed to impress, featuring tall cabinetry, built-in appliances, abundant counter space, & oversized breakfast area surrounded by windows that fill the space with natural light. Spacious primary suite is a true private retreat, complete with large walk-in closet & stunning, spa-inspired ensuite featuring beautifully tiled, oversized frameless glass walk-in shower, dual vanity, designer lighting, & luxurious finishes that create a resort-like experience at home. 3 additional generously sized bedrooms. Seamlessly extending the living space outdoors, both the family room and breakfast area open to an expansive multi-level deck overlooking the private backyard. Designed for entertaining and everyday enjoyment, this outdoor retreat offers oversized deck and a hot tub—perfect for summer gatherings, peaceful evenings, or relaxing under the stars. Major improvements provide exceptional peace of mind, including a roof, two-zone HVAC system, & numerous updates completed within the last 5 years, allowing the next owner to simply move in and enjoy. Conveniently located just minutes from Greenbrier’s premier shopping, dining, entertainment, parks, hospitals, and major commuter routes including I-64, this home offers the perfect balance of convenience and the quiet charm of one of Chesapeake’s most established and desirable neighborhoods. Some photos were virtually staged or digitally enhanced for marketing purposes to help buyers visualize the property’s potential. Schedule your showing today to make this house YOUR HOME!!
    35 days
    |
    1,073
    |
    69
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Val Milan,

    Swell Real Estate Co 757-216-9222

    Source: REIN Inc.,MLS#: 10645167MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Attic, Breakfast Area, Fin. Rm Over Gar, Loft, PBR with Bath, Office/Study, Utility Closet, Utility Room
      Primary bedroom
      • Level: Second
      Bedroom
      • Level: Second
      Full bathroom
      • Level: Second
      Dining room
      • Level: First
      Kitchen
      • Level: First
      Living room
      • Level: First
      Heating
      • Forced Air, Natural Gas, Zoned
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Dishwasher, Disposal, Gas Range, Gas Water Heater
      • Laundry: Dryer Hookup, Washer Hookup
      Features
      • Primary Sink-Double, Walk-In Closet(s), Ceiling Fan(s), Entrance Foyer, Pantry
      • Flooring: Carpet, Ceramic Tile, Wood
      • Doors: Storm Door(s)
      • Windows: Window Treatments
      • Basement: Crawl Space
      • Attic: Pull Down Stairs,Walk-In
      • Number of fireplaces: 1
      • Fireplace features: Wood Burning
      • Common walls with other units/homes: No Common Walls
      Interior area
      • Total interior livable area: 2,600 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage Att 2 Car, Off Street, Driveway, On Street, Garage Door Opener
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: Main Floor Laundry
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Deck, Patio, Porch
      • Pool features: None
      • Has spa: Yes
      • Spa features: Bath
      • Fencing: Back Yard,Decorative,Privacy,Fenced
      • Waterfront features: Not Waterfront
      • Frontage length: 83
      Lot
      • Size: 0.4 Acres
      • Dimensions: 83 x 167 x 87 x 164
      • Features: Wooded
      Details
      • Parcel number: 0385001001600
      • Zoning: R15S

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Traditional,Transitional
      • Property subtype: Single Family Residence
      Materials
      • Brick, Vinyl Siding
      • Roof: Asphalt Shingle
      Condition
      • New construction: No
      • Year built: 1990

      Utilities & green energy

      • Sewer: City/County
      • Water: City/County
      • Utilities for property: Cable Hookup

      Community & HOA

      Community
      • Subdivision: Kemp Woods
      HOA
      • Has HOA: No
      Location
      • Region: Chesapeake

      Financial & listing details

      • Price per square foot: $223/sqft
      • Tax assessed value: $499,700
      • Annual tax amount: $5,047
      • Date on market: 7/21/2026

        Estimated market value

        $578,500

        $550,000 - $607,000

        $3,206/mo

        Price history

        Price history is unavailable.

        Public tax history

        YearProperty taxesTax assessment
        2025$5,047 +7.9%$499,700 +7.9%
        2024$4,679 +6%$463,300 +6%
        2023$4,415 +1.6%$437,100 +5.6%
        2022$4,347 +18.7%$414,000 +18.7%
        2021$3,662 $348,800 +3.1%
        2020-- $338,300
        2019$3,552 +10.1%$338,300 +3.5%
        2018$3,226 $327,000 +6.4%
        2017$3,226 +1.7%$307,200 +1.7%
        2016$3,173 +2%$302,200 +2%
        2015$3,110 $296,200 +3.5%
        2014$3,110 -1.5%$286,100 -4.9%
        2013$3,157 -4.8%$300,700 -4.8%
        2012$3,315 -4.2%$315,700 -4.2%
        2011$3,459 $329,400
        2010$3,459 -7.3%$329,400 -7.3%
        2009$3,732 -7.6%$355,400 -7.6%
        2008$4,037 -5.4%$384,500 -4.5%
        2007$4,270 +3.2%$402,800 +8%
        2006$4,138 +36.6%$372,800 +57.5%
        2004$3,030 +11.6%$236,700 +11.6%
        2003$2,715 +5.8%$212,100 +5.8%
        2002$2,566 +3.8%$200,500 +3.8%
        2001$2,473 $193,200
        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.
        See how much you could borrow to make a competitive offer.
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        Climate risks

        Neighborhood: Greenbrier East

        Getting around

        9 / 100
        Car-Dependent
        0 / 100
        No Nearby Transit
        31 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Greenbrier Primary
        • Middle: Greenbrier Middle
        • High: Indian River

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

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