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Active
    • Price cut: $15K (8/29)
    $345,000

    433 N Winchester Ave, Waynesboro, VA 22980

    3beds
    2,204sqft
    : 
    $2,150/mo
    Get pre-qualified
    Single Family Residence
    Built in 1890
    0.34 Acres Lot
    $342,300 Zestimate®
    $157/sqft
    $-- HOA

    What's special

    Original architectural detailsGenerous double lotLarge walk-in pantryFresh paint
    New Price! Circa 1890 beautiful, Folk Victorian home featuring original architectural details and modern energy-efficient updates including solar panels and Nest thermostats. 3 bedrooms (plus a potential 4th in the basement) and 2.5 renovated bathrooms with automatic faucets, beautiful tile-work and fixtures. Fresh paint and refinished, original hardwood floors throughout the first and second level. Spacious kitchen with maple cabinets, solid-surface countertops, a peninsula overlooking the dining area with a gas fireplace and a large walk-in pantry. The basement with new flooring throughout provides additional flex space and has inside and outside access. Outside, enjoy a fully fenced backyard with 6' privacy fencing and an impressive 744 sqft detached, climate controlled with mini split and spray foam insulated garage, currently used as a home gym, with ample room for storage, workshop space, or future uses. Situated on a generous double lot and located close to Basic City Brewery, The Foundry (Music Venue), Happ Coffee, Sunset Park, and Constitution Park (Greenway Trail).
    83 days
    503
    53

    Zillow last checked:

    Listing updated:

    Listed by:

    ERIN SAMUELS 434-529-7299,

    NEST REALTY GROUP 434-566-0121

    Source: CAAR,MLS#: 678424MLS LogoOriginating MLS: Charlottesville Area Association of Realtors

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      • Main level bathrooms: 1
      Rooms
      • Room types: Bathroom, Bonus Room, Bedroom, Dining Room, Full Bath, Half Bath, Kitchen, Laundry, Living Room, Mud Room, Utility Room
      Primary bedroom
      • Level: Second
      Bedroom
      • Level: Second
      Primary bathroom
      • Level: Second
      Bathroom
      • Level: Second
      Bonus room
      • Level: Basement
      Dining room
      • Level: First
      Half bath
      • Level: First
      Kitchen
      • Level: First
      Laundry
      • Level: First
      Living room
      • Level: First
      Mud room
      • Level: First
      Utility room
      • Level: Basement
      Heating
      • Electric, Heat Pump
      Cooling
      • Central Air, Heat Pump
      Appliances
      • Included: Dishwasher, Electric Range, Microwave, Refrigerator, Dryer, Washer
      Features
      • Remodeled, Breakfast Bar, Kitchen Island, Mud Room, Recessed Lighting, Utility Room
      • Flooring: Ceramic Tile, Hardwood, Luxury Vinyl Plank
      • Basement: Exterior Entry,Heated,Interior Entry,Partially Finished,Walk-Out Access
      • Number of fireplaces: 1
      • Fireplace features: One, Gas, Gas Log, Masonry
      Interior area
      • Total structure area: 2,948
      • Total interior livable area: 2,204 sqft
      • Finished area above ground: 1,604
      • Finished area below ground: 600
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: Detached, Electricity, Garage
      • Garage spaces: 1
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Deck, Front Porch, Porch
      • Exterior features: Fully Fenced
      • Fencing: Fenced,Full
      Lot
      • Size: 0.34 Acres
      • Features: Garden, Landscaped, Open Lot, Private
      • Topography: Rolling
      Details
      • Additional structures: Shed(s)
      • Parcel number: 370825
      • Zoning description: RG-5 General Residential

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Victorian
      • Property subtype: Single Family Residence
      Materials
      • Stick Built, Wood Siding
      • Foundation: Block
      • Roof: Composition,Shingle
      Condition
      • Updated/Remodeled
      • New construction: No
      • Year built: 1890

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Available

      Community & HOA

      Community
      • Features: Sidewalks
      • Security: Smoke Detector(s)
      • Subdivision: BCMM & LC
      HOA
      • Has HOA: No
      Location
      • Region: Waynesboro

      Financial & listing details

      • Price per square foot: $157/sqft
      • Tax assessed value: $217,100
      • Annual tax amount: $1,454
      • Date on market: 6/13/2026
      • Cumulative days on market: 85 days

        Estimated market value

        $342,300

        $325,000 - $359,000

        $2,150/mo

        Price history

        DateEventPrice
        8/29/2026Price change$345,000-4.2%$157/sqft
        Source: CAAR #678424 Report a problem
        7/15/2026Price change$360,000-4%$163/sqft
        Source: CAAR #678424 Report a problem
        6/14/2026Listed for sale$375,000+200.2%$170/sqft
        Source: CAAR #678424 Report a problem
        5/6/2015Sold$124,900$57/sqft
        Source: Public Record Report a problem
        2/5/2015Listed for sale$124,900+0.3%$57/sqft
        Source: BLUE MOUNTAIN REAL ESTATE #72356 Report a problem
        8/24/2014Listing removed$124,500$56/sqft
        Source: Better Homes and Gardens Real Estate III #69784 Report a problem
        7/31/2014Price change$124,500-4.2%$56/sqft
        Source: Better Homes and Gardens Real Estate III #69784 Report a problem
        5/5/2014Listed for sale$129,900-18.8%$59/sqft
        Source: Better Homes and Gardens Real Estate III #69784 Report a problem
        5/11/2009Sold$160,000$73/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$1,672 +21.6%$217,100 +21.6%
        2024$1,375 $178,600
        2023$1,375 +12.7%$178,600 +31.7%
        2022$1,220 +1.5%$135,600 +1.5%
        2021$1,202 -5.8%$133,600 -5.8%
        2020$1,277 +19.2%$141,900 +19.2%
        2018$1,071 +3.4%$119,000
        2017$1,035 +6.8%$119,000 -1.8%
        2016$970 $121,200
        2015$970 $121,200 -3.3%
        2014-- $125,400
        2013-- --
        2012-- --
        2010-- --
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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.
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        Climate risks

        Neighborhood: 22980

        Getting around

        51 / 100
        Somewhat Walkable
        14 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Wenonah
        • Middle: Kate Collins
        • High: Waynesboro

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

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