3 Chesterford Terrace, Winchester, MA 01890

Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
3 Chesterford Terrace,Winchester, MA 01890
$1,300,000
  • 3 Beds
  • 2 Baths
  • 2,006 sq. ft.
  • Single family
  • Active
Upcoming open houses
  • Sat, Jul 11
    01:00 pm - 02:30 pm
  • Sun, Jul 12
    01:00 pm - 02:30 pm
Listed by: the fenway group, scott mcneill
Office: compass
MLS#:73545054
Source:MLSPIN

Price summary

  • Price:$1,300,000
  • Price per sq. ft.:$648.06

About this home

Nestled at the end of a coveted cul-de-sac, 3 Chesterford Terrace presents a rare opportunity to own a timeless Winchester home on a picture-perfect 12,972 SQ FT flat lot. Designed by renowned Winchester architect Jerome Bailey Foster, this charming 3+ bed, 1.5-bath residence blends classic architectural character with an exceptional setting. Surrounded by mature landscaping & set on one of Winchester's most desirable streets, the home offers endless potential for today's buyer. Enjoy the convenience of being a short stroll to Lynch Elementary School & moments from Winchester's scenic Three Ponds area, where walking trails & outdoor recreation await. Whether you're looking to restore & enhance an architectural gem or create your dream home in an unbeatable location, this property offers a truly special combination of charm & opportunity. Rarely does a home with \setting & potential become available in Winchester. Estate Sale. Sold in as-is condition. Offers due @ noon on 7/14.

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Home facts

  • Year built:1933
  • Listing ID #:73545054
  • Updated:July 10, 2026 at 12:36 PM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:2
  • Full bathrooms:1
  • Half bathrooms:1
  • Rooms Total:8
  • Flooring:Tile, Wood
  • Kitchen Description:Dishwasher, Disposal, Range, Refrigerator
  • Basement Description:Bulkhead, Full, Partially Finished
  • Living area:2,006 sq. ft.

Heating and cooling

  • Cooling:Window Unit(s)
  • Heating:Natural Gas, Steam

Structure and exterior

  • Roof:Shingle
  • Year built:1933
  • Building area:2,006 sq. ft.
  • Lot area:0.3 Acres
  • Lot Features:Wooded
  • Architectural Style:Cape
  • Exterior Features:Deck - Wood
  • Foundation Description:Concrete Perimeter, Irregular

Schools

  • High school:Winchester High School
  • Middle school:Mccall Middle
  • Elementary school:Lynch Elementry

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$1,300,000
  • Price per sq. ft.:$648.06
  • Tax amount:$16,176 (2026)

Features and amenities

  • Appliances:Dishwasher, Disposal, Dryer, Range, Refrigerator, Washer
  • Laundry features:Dryer, In Basement, Washer
  • Amenities:Gas Water Heater

Parking

  • Total parking spaces:2
  • Parking description:Paved Drive
  • Garage:Yes
  • Garage spaces:1
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.