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$1,300,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 2,006 Sq. Ft.
  • 0.3 Acres
  • 1 Car Garage
  • Updated 52 minutes ago

Next open house:

Open House: 1:30 PM - 2:30 PM

Tuesday 7/7 1:30 PM - 2:30 PM

3 Chesterford Terrace,Winchester, MA 01890

3 Chesterford TerraceWinchesterMA01890

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Join us at 3 Chesterford Terrace on:

  • Open House: 5:30 PM - 7:00 PM

    Thursday 7/9 5:30 PM - 7:00 PM

    3 Chesterford Terrace,Winchester, MA 01890
    3 Chesterford TerraceWinchesterMA01890
  • Open House: 11:00 AM - 12:30 PM

    Friday 7/10 11:00 AM - 12:30 PM

    3 Chesterford Terrace,Winchester, MA 01890
    3 Chesterford TerraceWinchesterMA01890
  • Open House: 1:00 PM - 2:30 PM

    Saturday 7/11 1:00 PM - 2:30 PM

    3 Chesterford Terrace,Winchester, MA 01890
    3 Chesterford TerraceWinchesterMA01890
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See This Home
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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 history, charm, & opportunity. Rarely does a home with such pedigree, setting, & potential become available in Winchester. Estate Sale. Sold in as-is condition.

Full Property Details for 3 Chesterford Terrace

General

  • Price: $1,300,000
  • Taxes: $16,176 (2026)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73545054
  • Updated: Today (7/6/2026)
  • Added to Site: Today

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Bathroom 1: First
  • Bathroom 2: Second

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Second
  • Bedroom 2: Second
  • Bedroom 3: Second

Other Rooms

  • Living Room: First
  • Kitchen: First
  • Dining Room: First

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Parking Features: Paved Drive

Location

  • County: Middlesex

Structural Information

  • Architectural Style: Cape
  • Basement: Yes
  • Square Feet: 2,006
  • Year Built: 1933

Lot Features

  • Lot Size (Acres): 0.3

Financial Considerations

  • Tax Amount: $16,176
  • Tax Year: 2026

Disclosures and Reports

  • Disclosures/Rstr.: Some asbestos pipe insulation in basement. Broken tiles in upstairs bathroom. Glass in sunroom window to be replaced by closing. Estate Sale- sold in as-is condition. Offers due at noon on Tuesday July 14th.
  • Property ID: M:019 B:0153 L:0, 899819

Listed by Compass, The Fenway Group and Scott McNeill

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Listing agents

— 3 Chesterford Terrace —

  • The Fenway Group

    Compass

  • Scott McNeill

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 3 Chesterford Terrace

School District:Winchester School District, Winchester, MA
NameGradesDistance
Lynch Elementary School
10 Brantwood Road, Winchester, MA 01890
K-50.2 mi
Mccall Middle School
458 Main Street, Winchester, MA 01890
6-81.1 mi
Winchester High School
80 Skillings Road, Winchester, MA 01890
9-121 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 3 Chesterford Terrace Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/06/2026
Listed
$1,300,000
87.73%
MLS
9/16/2003
Sold
$692,500
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 3 Chesterford Terrace

Year
Property Taxes
Change
Tax Assessment
Change
2025
$15,986
3%
$1,441,500
5%
2024
$15,495
6%
$1,367,600
10%
2023
$14,608
—
$1,238,000
6%
2022
$14,609
9%
$1,167,800
12%
2021
$13,407
7%
$1,045,000
3%
2020
$12,513
10%
$1,009,900
7%
2019
$11,381
4%
$939,800
5%
2018
$10,943
7%
$897,700
8%
2017
$10,192
7%
$830,000
2%
2016
$9,546
3%
$817,300
7%
2015
$9,239
7%
$761,000
12%
2014
$8,601
—
$679,400
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 3 Chesterford Terrace

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Compass, The Fenway Group and Scott McNeill

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3 Chesterford Terrace, Winchester, MA 01890 (MLS# 73545054) is a Single Family property with 3 bedrooms, 1 full bathroom and 1 partial bathroom. 3 Chesterford Terrace is currently listed for $1,300,000 and was received on July 06, 2026. Want to learn more about 3 Chesterford Terrace? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

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