Google street view image for 53 Windsor Rd, Brookline, MA 02445

OFF MARKET

$3,120,879

•

3 ba

•

4,664

sq ft

53 Windsor Rd, Brookline, MA 02445

About this home

53 Windsor Rd is a 4,664 square foot house on a 10,454 square foot lot with 7 bedrooms and 3 bathrooms. Based on Redfin's Brookline data, we estimate the home's value is $3,120,879.

Single-familyProperty Type

1891Year Built

10,454 sq ftLot Size

$669Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$3,120,879

$64K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.4% higher than the average sale price ($2.93M) of 6 comparable homes.

SOLD JUL 2, 2026
$2,525,000
A
6 beds3 baths4,605 sq ft
62 Fuller St, Brookline, MA 02446
SOLD APR 23, 2026
$3,318,000
B
6 beds4 baths4,633 sq ft
189 Clinton Rd, Brookline, MA 02445
SOLD JUL 24, 2026
$2,325,000
C
7 beds4 baths4,544 sq ft
54 Clark Rd, Brookline, MA 02445
SOLD MAY 14, 2026
$3,285,000
D
5 beds4.5 baths3,658 sq ft
43 Druce St, Brookline, MA 02445
SOLD APR 27, 2026
$4,100,000
E
6 beds4.5 baths5,058 sq ft
282 Buckminster Rd, Brookline, MA 02445
SOLD MAR 31, 2026
$2,050,000
F
5 beds3.5 baths2,845 sq ft
22 Windsor Rd, Brookline, MA 02445

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Earn from this home

Sell

$2,965,208

Est. take-home

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Rent

$7,461/mo

Redfin rental estimate

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Market trends in 02445, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.2%

0.1% MoM

Median sale price

$1.2M

$85K MoM

Avg. days on market

30d

9 days MoM

Recently sold homes

7 MoM

New listings for sale

OPEN SUN, 12PM TO 1:30PM
$998,000
2 beds2 baths1,218 sq ft
1731 Beacon St #402, Brookline, MA 02445
OPEN SUN, 11AM TO 12:30PM
$859,000
3 beds1.5 baths1,233 sq ft
124 Chestnut St #1, Brookline, MA 02445
OPEN SUN, 11AM TO 12PM
$2,895,000
7 beds3.5 baths4,805 sq ft
71 Addington Rd, Brookline, MA 02445
$2,200,000
9 beds3 baths4,364 sq ft
26 Parkway Rd, Brookline, MA 02445
EARLY ACCESS
Unknown
5 beds6 baths3,539 sq ft
291 Tappan St, Brookline, MA 02445
OPEN SUN, 11AM TO 12:30PM
$1,495,000
3 beds2 baths1,759 sq ft
12 Kilsyth Rd #3, Brookline, MA 02445
$560,000
1 bed1 bath860 sq ft
77 Pond Ave #509, Brookline, MA 02445
$2,999,000
4 beds3.5 baths3,265 sq ft
52 Clinton Rd, Brookline, MA 02445
3D WALKTHROUGH
$6,495,000
9 beds7.5 baths8,619 sq ft
372 Warren St, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 53 Windsor Rd

As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2023

$26,850 (+2.7%)

$1,463,800 + $1,229,300

$2,693,100

2022

$26,134 (+8.1%)

$1,394,000 + $1,170,700

$2,564,700

2021

$24,168 (+9.9%)

$1,340,400 + $1,125,700

$2,466,100

2020

$22,000 (+5.9%)

$1,218,500 + $1,109,500

$2,328,000

2019

$20,775 (+18.1%)

$1,160,500 + $1,056,700

$2,217,200

2018

$17,587 (+0.9%)

$820,500 + $1,038,600

$1,859,100

2017

$17,438 (+10.2%)

$774,100 + $990,900

$1,765,000

2016

$15,823 (+4.4%)

$602,800 + $915,700

$1,518,500

2015

$15,157 (+0.7%)

$563,400 + $855,800

$1,419,200

2014

$15,046 (+0.7%)

$512,000 + $809,000

$1,321,000

2013

$14,941 (+2.2%)

$497,100 + $785,400

$1,282,500

2012

$14,621 (+1.7%)

$497,100 + $785,400

$1,282,500

2011

$14,382 (+3.0%)

$507,600 + $765,100

$1,272,700

2010

$13,962 (+2.6%)

$507,600 + $765,100

$1,272,700

2009

$13,605

$507,600 + $765,100

$1,272,700

Tax history for 53 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$26,850 (+2.7%)

$1,463,800 + $1,229,300

$2,693,100

2022

$26,134 (+8.1%)

$1,394,000 + $1,170,700

$2,564,700

2021

$24,168 (+9.9%)

$1,340,400 + $1,125,700

$2,466,100

2020

$22,000 (+5.9%)

$1,218,500 + $1,109,500

$2,328,000

2019

$20,775 (+18.1%)

$1,160,500 + $1,056,700

$2,217,200

2018

$17,587 (+0.9%)

$820,500 + $1,038,600

$1,859,100

2017

$17,438 (+10.2%)

$774,100 + $990,900

$1,765,000

2016

$15,823 (+4.4%)

$602,800 + $915,700

$1,518,500

2015

$15,157 (+0.7%)

$563,400 + $855,800

$1,419,200

2014

$15,046 (+0.7%)

$512,000 + $809,000

$1,321,000

2013

$14,941 (+2.2%)

$497,100 + $785,400

$1,282,500

2012

$14,621 (+1.7%)

$497,100 + $785,400

$1,282,500

2011

$14,382 (+3.0%)

$507,600 + $765,100

$1,272,700

2010

$13,962 (+2.6%)

$507,600 + $765,100

$1,272,700

2009

$13,605

$507,600 + $765,100

$1,272,700

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

Permits

Oct 29, 2015 • Active

Residential building

Strip and reroof a residential building with asphalt shingles.

Roofing

May 8, 2014 • Active

Residential electrical

Install electrical wiring for a mini-split air conditioning system.

Electrical

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Interior

Basement Information
Basement Sq. Ft: 1,694
Basement Type: Full

Bathroom Information
# of Full Baths: 3

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 4
Fireplace Type: Wood Stove
Has Fireplace

Room Information
# of Rooms: 12

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Colonial
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Hip

Property Information
Living Sq. Ft: 4,664
Gross Sq. Ft: 7,744
# of Units: 1
# of Stories: 3

Lot Information
# of Buildings: 1
Land Sq. Ft: 10,454
Municipality Name: BROOKLINE
Acres: 0.24
Zoning Code: S-7
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 7
Baths: 3.0
Sq. Ft.: 4,664
Stories: 3.0
Lot Size: 10,454 square feet
Style: Single Family Residential
Year Built: 1891
Year Renovated: 1963
County: Norfolk County
APN: 32432

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

John D Runkle School

Public PreK-8 • Assigned • 0.4mi

8/10

Brookline High School

Public 9-12 • Assigned • 0.9mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Local insights from Redfin agents

Brookline will continue to be a Seller's market for the foreseeable future, driven by restrictive zoning laws that have limited increases in housing production and a stable population with relatively low turnover. This has resulted in a massive...
2 months ago • Brookline
Benjamin Ginsburg
Redfin Premier agent
152 deals
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Climate risks

1/10 Flood Factor

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

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

6/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

6/10 Wind Factor

59% chance of strong winds in next 30 years

3/10 Air Factor

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

Provided by First Street

Historical weather

Brookline, MA • 02445

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 9.2 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.2 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.97M – $3.59M

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Nearby similar homes

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New listings for sale in 02445

OPEN SUN, 12PM TO 1:30PM

$998,000

2 beds2 baths1,218 sq ft

1731 Beacon St #402, Brookline, MA 02445

OPEN SUN, 11AM TO 12:30PM

$859,000

3 beds1.5 baths1,233 sq ft

124 Chestnut St #1, Brookline, MA 02445

OPEN SUN, 11AM TO 12PM

$2,895,000

7 beds3.5 baths4,805 sq ft

71 Addington Rd, Brookline, MA 02445

$2,200,000

9 beds3 baths4,364 sq ft

26 Parkway Rd, Brookline, MA 02445

EARLY ACCESSCOMPASS COMING SOON

Unknown

5 beds6 baths3,539 sq ft

291 Tappan St, Brookline, MA 02445

OPEN SUN, 11AM TO 12:30PM

$1,495,000

3 beds2 baths1,759 sq ft

12 Kilsyth Rd #3, Brookline, MA 02445

$560,000

1 bed1 bath860 sq ft

77 Pond Ave #509, Brookline, MA 02445

$2,999,000

4 beds3.5 baths3,265 sq ft

52 Clinton Rd, Brookline, MA 02445

3D WALKTHROUGH

$6,495,000

9 beds7.5 baths8,619 sq ft

372 Warren St, Brookline, MA 02445

Home values near 53 Windsor Rd

Data from public records.

Address	Redfin Estimate
45 Windsor Rd, Brookline, MA 5 Beds \| 2 Baths \| 3010 Sq. Ft.	$2,223,072
73 Windsor Rd, Brookline, MA 8 Beds \| 4.5 Baths \| 6315 Sq. Ft.	$3,991,370

Address	Redfin Estimate
59 Windsor Rd, Brookline, MA 7 Beds \| 3.5 Baths \| 4311 Sq. Ft.	$3,614,831
68 Windsor Rd, Brookline, MA 7 Beds \| 4 Baths \| 7084 Sq. Ft.	$4,785,914

Address	Redfin Estimate
65 Windsor Rd, Brookline, MA 6 Beds \| 3.5 Baths \| 4226 Sq. Ft.	$3,772,812
60 Windsor Rd, Brookline, MA 7 Beds \| 1.5 Baths \| 3981 Sq. Ft.	$3,507,132

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02445, MA

Sale history for 53 Windsor Rd

Tax history for 53 Windsor Rd

Permits

Property details

Around this home

Schools

Lifestyle

Local insights from Redfin agents

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02445

Home values near 53 Windsor Rd

More real estate resources