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3 Chesterford Terrace, Winchester MA 01890

Winchester, MA 01890
$1,300,000
Est. $8,122/month
3
Beds
1.5
Baths
2,006
Sq Ft
$648
Price/Sq Ft
0.30
Acres
1933
Year Built
1
Garage Space
12 hours 25 minutes
Time on Market
Active Open House Listed Jul 6, 2026 • MLS# 73545054 Copied! • Updated Jul 6, 2026

Open House Schedule

10
Jul
Friday, July 10
11:00 AM - 12:30 PM EDT
11
Jul
Saturday, July 11
1:00 PM - 2:30 PM EDT
07
Jul
Tuesday, July 7
1:30 PM - 2:30 PM EDT
09
Jul
Thursday, July 9
5:30 PM - 7:00 PM EDT

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 history, charm, & opportunity. Rarely does a home with such pedigree, setting, & potential become available in Winchester. Estate Sale. Sold in as-is condition.

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Recently Sold Nearby

Property History

Property Timeline

🏠
Listed for Sale
Jul 6, 2026
$1,300,000
Original listing
Agent: The Fenway Group Office: Compass

Tax History

Year Taxes Assessment
2026 $16,176 $1,469,000

Financial Details

Annual Property Tax
$16,176
Tax Year 2026
Assessed Value
$1,469,000

Facts & Features

1 Car Garage

Home Facts

Type Residential
Style Single Family Residence
Year Built 1933
Living Area 2,006 sq ft
Lot Size 0.30 acres
Bedrooms 3
Full Baths 1
Half Baths 1
Total Rooms 6

Interior

Heating Steam, Natural Gas
Cooling Window Unit(s)
Flooring Wood, Tile
Appliances Gas Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer
Fireplace None
Fireplaces 2
Basement Full, Partially Finished, Bulkhead
Laundry In Basement
Features None

Exterior

Construction None
Architecture Cape
Roof Shingle
Features Deck - Wood
Pool None
Spa None
Fencing None
Patio/Porch Deck - Wood
Garage Spaces 1
Has Garage Yes
Features Paved Drive
Total Spaces 2
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None
Annual Tax $16,176
Assessed Value $1,469,000
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures 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. Ring Door Bell Not Included. Offers Due At Noon On Tuesday July 14th.
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Documents None
County Middlesex

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1933
Bedrooms
3
Full Bathrooms
1
Half Bathrooms
1
Living Area
2,006 sq ft
Total Rooms
6

Room Details

First Floor

Bathroom1
Dining Room
Kitchen
Living Room

Second Floor

Bedroom3
Bathroom2
Bedroom2
Master Bedroom

Other Floor

Bedroom5
Bedroom4
Bathroom3
Office
Family Room
Master Bathroom

Interior Features

Flooring: Wood, Tile
Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer
Interior Features:
Windows:
Basement: Full, Partially Finished, Bulkhead
Laundry: In Basement
Security:

Construction & Materials

Style: Cape
Year Built: 1933
Structure Type:
Exterior Materials:
Roof: Shingle
Foundation: Concrete Perimeter, Irregular

Heating, Cooling & Utilities

Heating: Steam, Natural Gas
Heating Zones: 1
Cooling: Window Unit(s)
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Deck - Wood
Patio & Porch: Deck - Wood
Fencing:
Other Structures:
Lot Features: Wooded
Road Surface:

Parking & Garage

Garage Spaces: 1
Total Parking Spaces: 2
Parking Features: Paved Drive

Special Features

Fireplaces: 2
Fireplace Type:
Community Amenities: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School
School District
Winchester School District local
A+
School Safety 2024-25
0.1% Very Low (Safest)
0.1% Suspensions 0.1% In-School
5.4% below state avg
E

Elementary Schools

10 schools
Acera School
1.1 mi
Grades K-08
The Wilder School
1.4 mi
Grades K-12
A
Lynch Elementary School
0.2 mi | #113 of 824 | Score: 58.6
Dropped 31 spots from last year
+0.4 above state avg
426 students Diverse
Grades PK-05
Creative Corner School Inc
0.5 mi
Grades PK-K
A+
Ambrose Elementary School
1.0 mi | #11 of 824 | Score: 66.1
Improved 36 spots from last year
+7.9 above state avg
398 students Moderate
Rising School Strong Attendance
Grades K-05
A+
Lincoln Elementary School
1.1 mi | #74 of 824 | Score: 60.7
Dropped 29 spots from last year
+2.5 above state avg
334 students Moderate
Strong Attendance
Grades K-05
St. Mary Elementary School
1.1 mi
Grades PK-05
A+
Muraco Elementary School
1.1 mi | #62 of 824 | Score: 61.6
Improved 62 spots from last year
+3.4 above state avg
352 students Diverse
Rising School Strong Attendance
Grades K-05
A+
Vinson-Owen Elementary School
1.3 mi | #40 of 824 | Score: 63.2
Improved 112 spots from last year
+5 above state avg
441 students Diverse
Rising School Strong Attendance
Grades PK-05
Children's Own School
1.7 mi
Grades PK-K
M

Middle Schools

1 school
A+
McCall Middle School
1.1 mi | #16 of 352 | Score: 62.4
Dropped 3 spots from last year
+4.2 above state avg
1,036 students Diverse
Strong Attendance
Grades 06-08
H

High Schools

1 school
A+
Winchester High School
1.0 mi | #17 of 346 | Score: 73.6
Improved 18 spots from last year
+15.4 above state avg
1,404 students Diverse
20 sports • 2,818 athletes
Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics
Grades 09-12
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Including down payment
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,348
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

3 Chesterford Terrace, Winchester MA 01890

Winchester, MA 01890

Listing Information

Listing Agent The Fenway Group
Listing Office Compass
Office Phone 617-206-3333
Agent MLS ID TM337387
Office MLS ID AN2383
Listing Data Updated Jul 6, 2026 8:21 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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