Skip main navigation
Pending
    • Price cut: $4K (7/6)
    $355,900

    419 Henderson St, Williamsburg, VA 23185

    5beds
    1,794sqft
    : 
    $2,150/mo
    Get pre-qualified
    Single Family Residence
    Built in 1950
    0.87 Acres Lot
    $355,700 Zestimate®
    $198/sqft
    $-- HOA

    What's special

    Fresh interior paint throughoutNewly installed lvp flooringRare nearly-acre lot
    This Home is back on the market, at no fault of the Sellers! A rare find in Colonial Williamsburg, this spacious 1,794-sq-ft detached, one-level home offers 5 bedrooms, 2 full baths, and just under an acre of cleared, flat land—an exceptional combination in such a desirable location. The home was built in 1971 (though tax records list 1950), and a thoughtful addition was completed in the late 90's. The owner is currently working with the City to correct the recorded year built. Recent improvements add confidence and comfort, including a new roof in 2023, fresh interior paint throughout, newer windows installed in 2023, and attention to the wood floors. The addition—including the primary bedroom and 5th bedroom/study— features newly installed LVP flooring, bringing durability and modern appeal to these key spaces. Step inside to a large, welcoming living room that anchors the home and provides an easy f low to the surrounding bedrooms and living areas. The primary bedroom includes its own separate entrance, offering flexibility for guests, multigenerational living, or a private workspace. With its generous footprint, single-level layout, meaningful updates, and rare nearly-acre lot, this home delivers space, convenience, and potential in a prime Williamsburg setting. Opportunities like this are few and far between.
    63 days
    |
    898
    |
    29
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Gregory Duncan 757-707-7143,

    Howard Hanna William E Wood 757-229-0550,

    Christopher Mercer 757-784-0554,

    Howard Hanna William E Wood

    Source: CVRMLS,MLS#: 2608343MLS LogoOriginating MLS: Central Virginia Regional MLS

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Description: Separate entrance,walk in closet updated full bath
      • Level: First
      • Dimensions: 0 x 0
      Bedroom 2
      • Level: First
      • Dimensions: 0 x 0
      Bedroom 3
      • Level: First
      • Dimensions: 0 x 0
      Bedroom 4
      • Level: First
      • Dimensions: 0 x 0
      Bedroom 5
      • Description: Can be office and/or rec room
      • Level: First
      • Dimensions: 0 x 0
      Dining room
      • Level: First
      • Dimensions: 0 x 0
      Other
      • Description: Tub & Shower
      • Level: First
      Kitchen
      • Level: First
      • Dimensions: 0 x 0
      Laundry
      • Level: First
      • Dimensions: 0 x 0
      Living room
      • Level: First
      • Dimensions: 0 x 0
      Heating
      • Electric, Heat Pump
      Cooling
      • Central Air, Electric
      Appliances
      • Included: Dryer, Dishwasher, Exhaust Fan, Electric Cooking, Electric Water Heater, Microwave, Refrigerator, Range Hood, Stove, Water Heater, Washer
      • Laundry: Washer Hookup, Dryer Hookup
      Features
      • Ceiling Fan(s), Dining Area, Eat-in Kitchen, Laminate Counters, Bath in Primary Bedroom, Pantry, Recessed Lighting, Walk-In Closet(s), Window Treatments
      • Flooring: Laminate, Tile, Wood
      • Windows: Screens, Storm Window(s), Window Treatments
      • Basement: Crawl Space
      • Attic: Access Only,Pull Down Stairs
      • Has fireplace: No
      Interior area
      • Total interior livable area: 1,794 sqft
      • Finished area above ground: 1,794
      • Finished area below ground: 0

      Property

      Parking
      • Parking features: Driveway, Off Street, Oversized, Paved
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: Accessibility Features, Accessible Approach with Ramp
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Side Porch, Porch
      • Exterior features: Porch, Storage, Shed, Paved Driveway
      • Pool features: None
      • Fencing: None
      Lot
      • Size: 0.87 Acres
      • Features: Cleared, Level
      Details
      • Additional structures: Shed(s)
      • Parcel number: 4050100010
      • Zoning description: RS-2

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Brick, Drywall, Frame, Vinyl Siding
      • Roof: Asphalt,Shingle
      Condition
      • Resale
      • New construction: No
      • Year built: 1950

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Basketball Court, Common Grounds/Area, Playground, Park
      • Security: Smoke Detector(s)
      • Subdivision: Highland Park
      Location
      • Region: Williamsburg

      Financial & listing details

      • Price per square foot: $198/sqft
      • Tax assessed value: $274,700
      • Annual tax amount: $1,703
      • Date on market: 5/21/2026
      • Ownership: Individuals
      • Ownership type: Sole Proprietor

        Estimated market value

        $355,700

        $338,000 - $373,000

        $2,637/mo

        Price history

        DateEventPrice
        7/16/2026Pending sale$355,900$198/sqft
        Source: CVRMLS #2608343 Report a problem
        7/6/2026Price change$355,900-1.1%$198/sqft
        Source: WMLS #2601055 Report a problem
        6/11/2026Listed for sale$359,900$201/sqft
        Source: CVRMLS #2608343 Report a problem
        6/9/2026Pending sale$359,900$201/sqft
        Source: CVRMLS #2608343 Report a problem
        6/9/2026Price change$359,900-5.3%$201/sqft
        Source: WMLS #2601055 Report a problem
        4/24/2026Pending sale$379,900$212/sqft
        Source: WMLS #2601055 Report a problem
        4/20/2026Price change$379,900-5%$212/sqft
        Source: WMLS #2601055 Report a problem
        4/3/2026Listed for sale$399,900$223/sqft
        Source: CVRMLS #2608343 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$1,703 +27.2%$274,700 +9.5%
        2024$1,339 +12.6%$250,800 +16.1%
        2023$1,189 +2%$216,000 +12.6%
        2022$1,166 +7.5%$191,800 +5.3%
        2021$1,085 +2.7%$182,200 +0.8%
        2020$1,057 +18.4%$180,800 +15.5%
        2019$892 -0.9%$156,500 -0.9%
        2018$901 +2.6%$158,000 +1%
        2017$878 $156,500 +0.2%
        2016$878 $156,200 +0.1%
        2015$878 $156,000 +1.3%
        2014$878 $154,000 +1.9%
        2013-- $151,100 -6.2%
        2012-- $161,100 -1.8%
        2011-- $164,000 +1.8%
        2010-- $161,100 -1.8%
        2009-- $164,000 +16.7%
        2008-- $140,500 +12%
        2007$678 +12.7%$125,500 +12.7%
        2006$602 +15.6%$111,400 +15.6%
        2005$521 +3.5%$96,400 +3.5%
        2004$503 +17.7%$93,100 +17.7%
        2003$427 +46.5%$79,100 +46.5%
        2002$292 $54,000
        2001$292 $54,000
        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: 23185

        Getting around

        24 / 100
        Car-Dependent
        38 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Matthew Whaley
        • Middle: Berkeley
        • High: Lafayette

        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.

        Browse local experts

        Similar homes

            Nearby cities

            Nearby zip codes

            Other Williamsburg Topics

              Search
              Updates
              Favorites
              Plan
              Inbox