Off Market Aug 2005 for $1.6M

$3,614,831

Est. refi paymentEst. refi $11,889/mo

•

4,311

sq ft

59 Windsor Rd, Brookline, MA 02445

About this home

Single-familyProperty Type

1894Year Built

0.26 acresLot Size

$839Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Jill Streck • Chobee Hoy Associates

Bought with The Lovit Gross-Torres Team • Hammond Residential R. E.

Redfin checked: 3 minutes ago

•Source:MLS PIN #70186768

Redfin Estimate

$3,614,831

$2.0M since sold in August 2005$8,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 22.2% higher than the average sale price ($2.96M) of 6 comparable homes.

SOLD MAY 14, 2026
$3,285,000
A
5 beds4.5 baths3,658 sq ft
43 Druce St, Brookline, MA 02445
SOLD JUL 24, 2026
$2,325,000
B
7 beds4 baths4,544 sq ft
54 Clark Rd, Brookline, MA 02445
SOLD APR 27, 2026
$4,100,000
C
6 beds4.5 baths5,058 sq ft
282 Buckminster Rd, Brookline, MA 02445
SOLD APR 23, 2026
$3,318,000
D
6 beds4 baths4,633 sq ft
189 Clinton Rd, Brookline, MA 02445
SOLD JUN 15, 2026
$2,200,000
E
5 beds3.5 baths3,463 sq ft
401 Clinton Rd, Brookline, MA 02445
SOLD JUL 2, 2026
$2,525,000
F
6 beds3 baths4,605 sq ft
62 Fuller St, Brookline, MA 02446

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Earn from this home

Sell

$2,886,680

Est. take-home

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Refinance

Est. cash available

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Rent

$8,067/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 59 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$33,169 (+2.7%)

$1,472,700 + $1,854,200

$3,326,900

2022

$32,285 (+8.1%)

$1,402,400 + $1,765,900

$3,168,300

2021

$29,856 (+8.9%)

$1,348,500 + $1,698,000

$3,046,500

2020

$27,411 (+5.9%)

$1,226,000 + $1,674,600

$2,900,600

2019

$25,885 (+16.2%)

$1,167,600 + $1,594,900

$2,762,500

2018

$22,285 (+1.5%)

$828,300 + $1,527,400

$2,355,700

2017

$21,957 (+7.8%)

$781,400 + $1,441,000

$2,222,400

2016

$20,370 (+4.4%)

$608,500 + $1,346,400

$1,954,900

2015

$19,512 (−4.6%)

$568,700 + $1,258,300

$1,827,000

2014

$20,454 (+18.4%)

$516,500 + $1,279,300

$1,795,800

2013

$17,280 (+2.2%)

$501,500 + $981,800

$1,483,300

2012

$16,910 (+1.9%)

$501,500 + $981,800

$1,483,300

2011

$16,592 (+23.7%)

$512,000 + $956,300

$1,468,300

2010

$13,416 (+2.6%)

$512,000 + $711,000

$1,223,000

2009

$13,075

$512,000 + $711,100

$1,223,100

Tax history for 59 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$33,169 (+2.7%)

$1,472,700 + $1,854,200

$3,326,900

2022

$32,285 (+8.1%)

$1,402,400 + $1,765,900

$3,168,300

2021

$29,856 (+8.9%)

$1,348,500 + $1,698,000

$3,046,500

2020

$27,411 (+5.9%)

$1,226,000 + $1,674,600

$2,900,600

2019

$25,885 (+16.2%)

$1,167,600 + $1,594,900

$2,762,500

2018

$22,285 (+1.5%)

$828,300 + $1,527,400

$2,355,700

2017

$21,957 (+7.8%)

$781,400 + $1,441,000

$2,222,400

2016

$20,370 (+4.4%)

$608,500 + $1,346,400

$1,954,900

2015

$19,512 (−4.6%)

$568,700 + $1,258,300

$1,827,000

2014

$20,454 (+18.4%)

$516,500 + $1,279,300

$1,795,800

2013

$17,280 (+2.2%)

$501,500 + $981,800

$1,483,300

2012

$16,910 (+1.9%)

$501,500 + $981,800

$1,483,300

2011

$16,592 (+23.7%)

$512,000 + $956,300

$1,468,300

2010

$13,416 (+2.6%)

$512,000 + $711,000

$1,223,000

2009

$13,075

$512,000 + $711,100

$1,223,100

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

Public record

Public record
Permits

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

0.26 Acres

Year renovated

1977

Sq. Ft.

4,327

Year built

1894

Style

Single Family Residential

County

Norfolk County

APN

32433

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Jan 11, 2023 • Final

Residential electrical

Install a new electrical circuit from the basement panel to a ChargePoint charger located on the driveway side of the building. Install a disconnect for the charger.

Electrical

Ev charger

Dec 4, 2017 • Active

Residential mechanical - sheet metal

Install two new heating and air conditioning systems in the basement and attic. Install new galvanized steel ductwork for one zone on the first floor and two zones on the second and third floors. All ductwork will be sealed and insulated.

HVAC

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

Parking

Parking Information
Has Garage
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 5
Parking Features: Detached, Off Street

Interior

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1

Basement Information
Basement: Full, Bulkhead, Concrete

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 4

Interior Features
# of Rooms (Total): 11
Window Features: Storm Window(s)
Flooring: Wood, Tile

Exterior

Building Information
Building Area (Total): 4,311
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate
Color: taupe

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch, Deck
Exterior Features: Porch, Deck

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat

Lot Information
Lot Size (Acres): 0.26
Road Surface Type: Paved
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $11,270.29
Tax Year: 2005

Utilities

Utility Information
Sewer: Public Sewer, City/Town Sewer
Water Source: Public, City/Town Water

Heating & Cooling
Has Heating
Heating: Natural Gas

Location

HOA Information
Homeowners Association Membership Not Required

Location Information
Directions: Beacon ST to Corey Rd. left onto Windsor
UnparsedAddress: 59 Windsor Road, Brookline MA 02445

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Park

Public facts

Beds: 7
Baths: 3.5
Sq. Ft.: 4,327
Stories: 3.0
Lot Size: 0.26 acres
Style: Single Family Residential
Year Built: 1894
Year Renovated: 1977
County: Norfolk County
APN: 32433

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
Exclusions: Dining Room Chandelier /Andirons/Bookshelves 2nd And 3rd Flo
StandardStatus: Closed

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

$3.44M – $4.16M

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Nearby similar homes

$1,750,000

5 beds3.5 baths2,460 sq ft

184 Rawson Rd, Brookline, MA 02445

$1,199,000

2 beds2 baths1,077 sq ft

249 Corey Rd #105, Boston, MA 02135

$3,700,000

6 beds4.5 baths4,350 sq ft

292 Clinton Rd, Brookline, MA 02445

OPEN SUN, 12PM TO 1:30PM3D WALKTHROUGH

$4,250,000

3 beds3.5 baths3,467 sq ft

322 Tappan St #2, Brookline, MA 02445

$9,500,000

7 beds7 baths9,500 sq ft

355 Buckminster Rd, Brookline, MA 02445

$2,999,000

4 beds3.5 baths3,265 sq ft

52 Clinton Rd, Brookline, MA 02445

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 59 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
53 Windsor Rd, Brookline, MA 7 Beds \| 3 Baths \| 4664 Sq. Ft.	$3,120,879
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

Property information provided by MLS PIN when last listed in 2005. This data may not match . Learn more.

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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 59 Windsor Rd

Tax history for 59 Windsor Rd

Public record

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 59 Windsor Rd

More real estate resources