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4 Chestnut StWinchester, MA 01890

For Sale

$1,990,000

Smart Buyer Rebate $9,950

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.

Listed by Tyson Lynch

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The Proper Nest Real Estate

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781-244-5208

Last updated September 02, 2025

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Source: MLSPin #73396909

Listing Facts

  • TypeSingle-family
  • NeighborhoodWinchester Town Center
  • Bedrooms4
  • Bathrooms5
  • Days on Prevu75
  • Taxes$19,392/year
  • Size4,474 sqft
  • Price per sqft$445

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

06/26/2025
Listed by The Proper Nest Real Estate
$1,990,000

Property Details for 4 Chestnut St

Association

Amenities

  • Community Features: Public Transportation, Shopping, Public School

Exterior

Construction

  • Property Condition: Remodeled
  • Roof: Shingle
  • Window Features: Insulated Windows
  • Year Built: 1959
  • Year Built Details: Actual
  • Architectural Style: Split Entry
  • Exterior Features: Deck - Composite, Patio

Features

  • Patio And Porch Features: Deck - Composite, Patio
  • Road Frontage Type: Public
  • Waterfront Features: Lake/Pond, 1/2 To 1 Mile To Beach, Beach Ownership(Public)

Measurements

  • Building Area Total: 4,474
  • Building Area Units: Square Feet
  • Lot Features: Sloped
  • Lot Size Acres: 0.30
  • Lot Size Area: 0
  • Lot Size Square Feet: 13,016
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:005 B:0131 L:0,895590
  • Tax Annual Amount: $19,392.00
  • Tax Assessed Value: $1,748,600.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Gas Water Heater, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Range Hood
  • Fireplace Features: Living Room
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Wood, Tile, Laminate, Flooring - Hardwood
  • Interior Features: Bathroom - Full, Closet, Bathroom - Tiled With Shower Stall, Slider, Office, Sitting Room, Bathroom

Measurements

  • Living Area: 4,474
  • Living Area Source: Public Record

Rooms

  • Basement: Full, Partially Finished, Walk-Out Access, Interior Entry, Sump Pump
  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 4
  • Rooms Total: 5

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking: Yes
  • Parking Features: Attached, Off Street
  • Parking Total: 2

Utilities

Equipment

  • Cooling: Central Air, Wall Unit(s), Heat Pump
  • Has Cooling: Yes
  • Electric: Circuit Breakers, 200+ Amp Service
  • Heating: Forced Air, Baseboard, Heat Pump, Natural Gas
  • Has Heating: Yes
  • Laundry Features: Flooring - Laminate, In Basement
  • Sewer: Public Sewer
  • Water Source: Public

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.