4 Chestnut St, Winchester, MA 01890
Local realty services provided by:ERA Hart Sargis-Breen Real Estate
Listed by: tyson lynch
Office: the proper nest real estate
MLS#:73396909
Source:MLSPIN
Price summary
- Price:$1,990,000
- Price per sq. ft.:$444.79
About this home
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.
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Home facts
- Year built:1959
- Listing ID #:73396909
- Updated:November 14, 2025 at 12:01 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Living area:4,474 sq. ft.
Heating and cooling
- Cooling:3 Cooling Zones, Central Air, Heat Pump, Wall Unit(s)
- Heating:Baseboard, Forced Air, Heat Pump, Natural Gas
Structure and exterior
- Roof:Shingle
- Year built:1959
- Building area:4,474 sq. ft.
- Lot area:0.3 Acres
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$1,990,000
- Price per sq. ft.:$444.79
- Tax amount:$19,392 (2025)
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