$1,300,000
3 Chesterford Terrace
Winchester, MA, 01890
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.
Property Details
Price:
$1,300,000
MLS #:
73545054
Status:
Active
Beds:
3
Baths:
1.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Jul 6, 2026
Finished Sq Ft:
2,006
Total Sq Ft:
2,006
Lot Size:
12,972 sqft / 0.30 acres (approx)
Year Built:
1933
Schools
Elementary School:
Lynch Elementry
Middle School:
Mccall Middle
High School:
Winchester High School
Interior
Above Grade Finished Area
2006
Appliances
Gas Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer
Bathrooms
1 Full Bathroom, 1 Half Bathroom
Cooling
Window Unit(s)
Fireplaces Total
2
Flooring
Wood, Tile
Heating
Steam, Natural Gas
Laundry Features
In Basement
Exterior
Architectural Style
Cape
Community Features
Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School
Covered Spaces
1
Exterior Features
Deck – Wood
Garage Spaces
1
Lot Features
Wooded
Open Parking Spaces
1
Open Parking YN
1
Parking Features
Paved Drive
Parking Spots
2
Parking Total
2
Patio And Porch Features
Deck – Wood
Roof
Shingle
Financial
Tax Year
2026
Taxes
$16,176
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Winchester as of Jul 12, 2026
70
Single Family Listed
67
Avg DOM
542
Avg $ / SqFt
$2,029,207
Avg List Price
Community
- Address3 Chesterford Terrace Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- 3 Chesterford Terrace Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $1,300,000 and features 3 beds, 2 baths, and has approximately 2,006 square feet of living space, and was originally constructed in 1933. The current price per square foot is $648. The average price per square foot for Single Family listings in Winchester is $542. The average listing price for Single Family in Winchester is $2,029,207. To schedule a showing of MLS#73545054 at 3 Chesterford Terrace in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Compass. The property listing data and information 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 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 set forth herein.
3 Chesterford Terrace
Winchester, MA