4 Chestnut St, Winchester, MA 01890

Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
4 Chestnut St,Winchester, MA 01890
$1,990,000
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  • 4 Beds
  • 5 Baths
  • 4,474 sq. ft.
  • Single family
  • Active
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 11:55 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)
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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