Google street view image for 21 Coolidge Rd, Winchester, MA 01890

Off Market Oct 1978 for $30K

$1,791,157

Est. refi paymentEst. refi $197/mo

•

3.5 ba

•

3,965

sq ft

21 Coolidge Rd, Winchester, MA 01890

About this home

21 Coolidge Rd is a 3,965 square foot house on a 0.56 acre lot with 3 bedrooms and 3.5 bathrooms. - it last sold on October 17, 1978 for $30,500. Based on Redfin's Winchester data, we estimate the home's value is $1,791,157.

Single-familyProperty Type

1980Year Built

0.56 acresLot Size

$452Est. Price/Sq.Ft.

2 garage spacesParking

Source:Public Records

Redfin Estimate

$1,791,157

$1.8M since sold in October 1978$5,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.2% higher than the average sale price ($1.69M) of 6 comparable homes.

SOLD JUN 29, 2026
$2,549,000
A
4 beds4 baths5,674 sq ft
10 Viking Rd, Winchester, MA 01890
SOLD DEC 12, 2025
$1,999,000
B
5 beds3.5 baths6,232 sq ft
5 Azalea Rd, Winchester, MA 01890
SOLD OCT 31, 2025
$1,656,000
C
4 beds4 baths5,361 sq ft
4 Aricia Ln, Winchester, MA 01890
SOLD AUG 21, 2026
$1,775,000
D
5 beds3 baths3,315 sq ft
8 Hawthorne Rd, Winchester, MA 01890
SOLD JUL 29, 2026
$1,360,000
E
4 beds3 baths4,062 sq ft
15 Thornberry Rd, Winchester, MA 01890
SOLD AUG 11, 2026
$782,000
F
3 beds3 baths2,102 sq ft
38 Waltham St, Woburn, MA 01801

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Sell

$1,701,387

Est. take-home

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Est. cash available

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Rent

$5,757/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.0%

0.9% MoM

Median sale price

$1.7M

$39K MoM

Avg. days on market

21d

3 days MoM

Recently sold homes

7 MoM

New listings for sale

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$974,900
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258 Cross St, Winchester, MA 01890
$769,000
2 beds2 baths1,170 sq ft
666 Main St #310, Winchester, MA 01890
VIDEO TOUR
$775,000
3 beds2 baths1,643 sq ft
189 Washington St #2, Winchester, MA 01890
$1,599,000
5 beds2 baths2,944 sq ft
143 Arlington St, Winchester, MA 01890
$4,299,000
5 beds5.5 baths6,526 sq ft
4 Dartmouth, Winchester, MA 01890
$1,300,000
4 beds2.5 baths2,666 sq ft
465 Washington St, Winchester, MA 01890
$1,300,000
4 beds2.5 baths2,666 sq ft
465 Washington St #465, Winchester, MA 01890
$1,299,000
4 beds1.5 baths3,307 sq ft
253 Pond St, Winchester, MA 01890
$2,995,000
5 beds5.5 baths6,500 sq ft
8 Priscilla Ln, Winchester, MA 01890
$3,149,000
7 beds7.5 baths8,540 sq ft
37 Mayflower Rd, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 21 Coolidge Rd

Year

Property tax

Land + Additions

Assessment*

2025

$18,224 (+3.1%)

$1,002,800 + $640,500

$1,643,300

2024

$17,670 (+14.1%)

$922,800 + $636,800

$1,559,600

2023

$15,489 (−4.9%)

$922,800 + $636,800

$1,559,600

2022

$16,283 (+5.6%)

$702,500 + $599,100

$1,301,600

2021

$15,417 (+3.6%)

$602,500 + $599,100

$1,201,600

2020

$14,888 (+5.8%)

$602,500 + $599,100

$1,201,600

2019

$14,067 (+4.1%)

$562,500 + $599,100

$1,161,600

2018

$13,513 (+2.2%)

$517,500 + $591,000

$1,108,500

2017

$13,222 (+5.1%)

$517,500 + $559,200

$1,076,700

2016

$12,576 (+6.4%)

$517,500 + $559,200

$1,076,700

2015

$11,823 (−0.2%)

$451,500 + $522,400

$973,900

2014

$11,841 (+4.5%)

$432,500 + $502,800

$935,300

2013

$11,327 (+1.8%)

$392,500 + $494,500

$887,000

2012

$11,132 (+3.7%)

$392,500 + $494,500

$887,000

2011

$10,733 (+3.0%)

$392,500 + $494,500

$887,000

2010

$10,421 (+2.1%)

$391,900 + $513,500

$905,400

2009

$10,204

$391,900 + $513,500

$905,400

Tax history for 21 Coolidge Rd

Year

Property tax

Land + Additions

Assessment*

2025

$18,224 (+3.1%)

$1,002,800 + $640,500

$1,643,300

2024

$17,670 (+14.1%)

$922,800 + $636,800

$1,559,600

2023

$15,489 (−4.9%)

$922,800 + $636,800

$1,559,600

2022

$16,283 (+5.6%)

$702,500 + $599,100

$1,301,600

2021

$15,417 (+3.6%)

$602,500 + $599,100

$1,201,600

2020

$14,888 (+5.8%)

$602,500 + $599,100

$1,201,600

2019

$14,067 (+4.1%)

$562,500 + $599,100

$1,161,600

2018

$13,513 (+2.2%)

$517,500 + $591,000

$1,108,500

2017

$13,222 (+5.1%)

$517,500 + $559,200

$1,076,700

2016

$12,576 (+6.4%)

$517,500 + $559,200

$1,076,700

2015

$11,823 (−0.2%)

$451,500 + $522,400

$973,900

2014

$11,841 (+4.5%)

$432,500 + $502,800

$935,300

2013

$11,327 (+1.8%)

$392,500 + $494,500

$887,000

2012

$11,132 (+3.7%)

$392,500 + $494,500

$887,000

2011

$10,733 (+3.0%)

$392,500 + $494,500

$887,000

2010

$10,421 (+2.1%)

$391,900 + $513,500

$905,400

2009

$10,204

$391,900 + $513,500

$905,400

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Property details

Interior

Basement Information
Basement Sq. Ft: 2,418

Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 3
Has Fireplace

Room Information
# of Rooms: 8

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Split Foyer
Construction Type: Frame
Exterior Wall: Brick
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 3,965
Gross Sq. Ft: 5,834
# of Units: 1
# of Stories: 1
Legal Description: WINC 000024 - 000126 - 000000 - 000000

Parking & Garage Information
Parking Type: Basement Garage
Garage / Carport Type: Basement

Lot Information
# of Buildings: 1
Land Sq. Ft: 24,394
Municipality Name: WINCHESTER
Acres: 0.56
Zoning Code: RDA
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 3
Baths: 3.5
Sq. Ft.: 3,965
Stories: 1.0
Lot Size: 0.56 acres
Style: Single Family Residential
Year Built: 1980
Year Renovated: —
County: Middlesex County
APN: 119183S

Home facts updated by county records on Sep 10, 2026

Around this home

Schools

Vinson-Owen Elementary School

Public PreK-5 • Assigned • 0.3mi

9/10

McCall Middle School

Public 6-8 • Assigned • 1.9mi

9/10

Winchester High School

Public 9-12 • Assigned • 2.0mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 98° expected this year, 14 days in 30 years

6/10 Wind Factor

50% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Winchester, MA • 01890

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.70M – $2.06M

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Home values near 21 Coolidge Rd

Data from public records.

Address	Redfin Estimate
31 Coolidge Road, Winchester, MA 4 Beds \| 4 Baths \| 4650 Sq. Ft.	$2,212,828
19 Coolidge Road, Winchester, MA 4 Beds \| 2.5 Baths \| - Sq. Ft.	$1,637,379

Address	Redfin Estimate
29 Coolidge Road, Winchester, MA 4 Beds \| 2.5 Baths \| 3400 Sq. Ft.	$1,959,873
15 Coolidge Road, Winchester, MA 4 Beds \| 2.5 Baths \| 3130 Sq. Ft.	$1,691,829

Address	Redfin Estimate
25 Coolidge Road, Winchester, MA 4 Beds \| 2.5 Baths \| 2614 Sq. Ft.	$1,803,411
11 Coolidge Road, Winchester, MA 4 Beds \| 2.5 Baths \| 3324 Sq. Ft.	$1,665,043

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