Sold
Last Sold Price
2 beds2 baths2,062 sqft

5 Chesterford Rd, Winchester, MA 01890

Single FamilyProperty Type
1927Year Built
$485/sq ftPrice per sq ft
Listing closed: 12/30/2014 06:59 AM
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Recent comparable sales

Median sold price

$940,000

Avg days on market

47

Sale-to-list ratio

95.1%

Winchester, MA

9 comparable properties found

a front view of a house with a garden
1/38
1

$940,000

Sold 12/23/25

2
Bedrooms
2,033
Square Feet
0.28
Acres
front view of a house with a street
1/25
2

$962,000

Sold 12/18/24

3
Bedrooms
1,890
Square Feet
0.15
Acres
3

$850,000

Sold 04/11/25

3
Bedrooms
2,186
Square Feet
0.24
Acres
$1,000,000 | 26 Olive Street, Winchester, MA 01890
1/38
4

$1,000,000

Sold 08/01/25

3
Bedrooms
1,977
Square Feet
0.23
Acres
5

$800,000

Sold 04/28/26

2
Bedrooms
1,833
Square Feet
Unavailable
Acres
$1,100,000 | 38 Robinhood Road, Winchester, MA 01890
1/33
6

$1,100,000

Sold 09/24/26

3
Bedrooms
1,736
Square Feet
0.26
Acres
front view of a house
1/38
7

$1,200,000

Sold 09/25/25

3
Bedrooms
1,884
Square Feet
0.25
Acres
8

$749,000

Sold 12/23/24

3
Bedrooms
2
Bathrooms
2,090
Square Feet
0.52
Acres
9

$749,000

Sold 12/27/24

3
Bedrooms
2,011
Square Feet
0.46
Acres

Location

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$6,465 per month

30 year fixed, 7.03% Interest

Principal and Interest

$5,339

Property Taxes

$1,126

HOA Dues

$0

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Property Information for 5 Chesterford Road

Property Details

Building Information

  • Stories: 2
  • Year Built: 1927

Property History for 5 Chesterford Road

DateEvent & SourcePriceAppreciation
Dec 30, 2014

Sold (Public Record)

Public Record #486071345

$1,000,000

+11.9% / yr

May 14, 2010

Sold (Public Record)

Public Record #289724856

$595,000

+2170.3% / yr

May 14, 2010

Sold

MLS PIN #71056603

$595,000—
DateEvent & SourcePrice
12/30/2014

Sold (Public Record)

Public Record #486071345

$1,000,000

+11.9% / yr

05/14/2010

Sold (Public Record)

Public Record #289724856

$595,000

+2170.3% / yr

05/14/2010

Sold

MLS PIN #71056603

$595,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 5 Chesterford Road

Taxable Value

Land

$908,700

Additions

$309,800
Total$1,218,500

Tax Record

2025

$13,513 ($1,126 / month)

Home Facts

Beds

2

Baths

2

Total Finished SqFt

2,062 SqFt

Above Grade Finished SqFt

2,062 SqFt

Unfinished Basement SqFt

832 SqFt

Stories

2

Lot Size

9,222 SqFt

Style

Single Family Residence

Year Built

1927

Zoning

RDB

County

MIDDLESEX

APN

WINC M:019 B:0158 L:0

Fireplace Type

Has Fireplace

Schools near 5 Chesterford Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Lynch Elementary School
PublicPK to 5

McCall Middle School
Public6 to 8

Winchester High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 5 Chesterford Road, Winchester, MA 01890
$1,000,000
2
2
2,062
–
$811,000
3
1,436
7,675
$1,550,000
4
2,868
11,112
$2,100,000
5
3,735
6,673
$872,500
3
1,818
6,864
–
3
2,251
9,588

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.