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For sale
  • $1,990,000

    4 Chestnut St, Winchester, MA 01890

    4beds
    4,474sqft
    : 
    Single Family Residence
    Built in 1959
    0.3 Acres Lot
    $1,984,800 Zestimate®
    $445/sqft
    $-- HOA

    What's special

    Finished lower levelCopper accentsBlue cabinetryCustom kitchenFenced backyard
    Space to grow, room to gather, and a location that feels like home. Just blocks from Winchester’s town center, commuter rail, and nearby schools, this warm and distinctive home offers four levels of flexible living. A vaulted-ceiling living room sets the tone, while the custom kitchen features blue cabinetry, copper accents, and bold designer touches. One bedroom opens to a composite deck overlooking the fenced backyard—perfect for coffee while enjoying the view. The finished lower level adds space to work, host, or unwind. Updated systems and an attached two-car garage offer everyday ease. The sale is subject to a license to sell from the Probate and Family Court. Not an estate sale. Seller prefers up to two months of use and occupancy after closing. Property sold as is.
    31 days
    on Zillow
    |
    1,296
    |
    36
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    Zillow last checked: 7 hours ago

    Listing updated: July 20, 2025 at 12:41pm

    Listed by:

    Tyson Lynch,

    The Proper Nest Real Estate

    Source: MLS PIN,MLS#: 73396909
    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 4 Chestnut St.

    Next available tour time:Tuesday at 9am

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood, Deck - Exterior, Exterior Access
    • Level: Third
    • Area: 248.08
    • Dimensions: 19.08 x 13
    Bedroom 2
    • Features: Closet, Flooring - Laminate, Remodeled, Lighting - Overhead
    • Level: First
    • Area: 214.2
    • Dimensions: 16.58 x 12.92
    Bedroom 3
    • Features: Bathroom - Full, Walk-In Closet(s), Flooring - Laminate
    • Level: First
    • Area: 188.89
    • Dimensions: 14.17 x 13.33
    Bedroom 4
    • Level: Third
    Primary bathroom
    • Features: Yes
    Bathroom 1
    • Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower
    • Level: Second
    • Area: 120.03
    • Dimensions: 12.42 x 9.67
    Bathroom 2
    • Features: Bathroom - Full, Bathroom - With Shower Stall, Flooring - Stone/Ceramic Tile, Remodeled
    • Level: First
    • Area: 41.78
    • Dimensions: 7.83 x 5.33
    Bathroom 3
    • Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Remodeled
    • Level: First
    • Area: 67.5
    • Dimensions: 7.5 x 9
    Dining room
    • Features: Flooring - Hardwood, Remodeled, Lighting - Overhead
    • Level: Main,Second
    • Area: 182.22
    • Dimensions: 13.67 x 13.33
    Kitchen
    • Features: Flooring - Stone/Ceramic Tile, Kitchen Island, Cabinets - Upgraded, Open Floorplan, Recessed Lighting, Remodeled, Stainless Steel Appliances
    • Level: Second
    • Area: 223.33
    • Dimensions: 16.75 x 13.33
    Living room
    • Features: Cathedral Ceiling(s), Beamed Ceilings, Flooring - Hardwood, Lighting - Overhead
    • Level: Second
    • Area: 330.58
    • Dimensions: 21.92 x 15.08
    Office
    • Features: Bathroom - Full, Closet, Flooring - Hardwood
    • Level: Second
    • Area: 246.49
    • Dimensions: 19.08 x 12.92
    Heating
    • Forced Air, Baseboard, Heat Pump, Natural Gas
    Cooling
    • Central Air, Wall Unit(s), Heat Pump
    Appliances
    • Laundry: Flooring - Laminate, In Basement
    Features
    • Bathroom - Full, Closet, Bathroom - Tiled With Shower Stall, Slider, Office, Sitting Room, Bathroom
    • Flooring: Wood, Tile, Laminate, Flooring - Hardwood
    • Windows: Insulated Windows
    • Basement: Full,Partially Finished,Walk-Out Access,Interior Entry,Sump Pump
    • Number of fireplaces: 2
    • Fireplace features: Living Room
    Interior area
    • Total structure area: 4,474
    • Total interior livable area: 4,474 sqft
    • Finished area above ground: 3,968
    • Finished area below ground: 506

    Property

    Parking
    • Total spaces: 2
    • Parking features: Attached, Off Street
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Deck - Composite, Patio
    • Exterior features: Deck - Composite, Patio
    • Waterfront features: Lake/Pond, 1/2 to 1 Mile To Beach, Beach Ownership(Public)
    Lot
    • Size: 0.3 Acres
    • Features: Sloped
    Details
    • Parcel number: M:005 B:0131 L:0,895590
    • Zoning: RDB

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Split Entry
    • Property subtype: Single Family Residence
    Materials
    • Foundation: Concrete Perimeter
    • Roof: Shingle
    Condition
    • Remodeled
    • Year built: 1959

    Utilities & green energy

    • Electric: Circuit Breakers, 200+ Amp Service
    • Sewer: Public Sewer
    • Water: Public

    Community & HOA

    Community
    • Features: Public Transportation, Shopping, Public School
    HOA
    • Has HOA: No
    Location
    • Region: Winchester

    Financial & listing details

    • Price per square foot: $445/sqft
    • Tax assessed value: $1,748,600
    • Annual tax amount: $19,392
    • Date on market: 6/26/2025
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