Off Market Dec 2010 for $1.4M

$3,139,283

Est. refi paymentEst. refi $2,606/mo

•

2,738

sq ft

16 Windsor Rd, Brookline, MA 02445

About this home

You’ll find delightful surprises on every level of this striking, sun-filled 5 +bedroom, 2 ½-bath ,Dutch Colonial tucked just behind Beacon St. in one of Brkl's quietest neighborhoods. Light pours in creating open & airy spaces throughout liv rm, sun rm, din rm & den. A modern chef’s kitchen is attached to a secluded garden paradise defined by a brick patio & mature plantings. Elegantly curved staircase leads to a unique split level w spacious bed rms, reno baths, & lovely built-in-bookcases.

Single-familyProperty Type

1916Year Built

8,000 sq ftLot Size

$1,147Est. Price/Sq.Ft.

2 spacesParking

Listed by Jill Streck • Chobee Hoy Associates

Bought with Irene Kerzner • Hammond Residential R. E.

Redfin checked: 3 minutes ago

•Source:MLS PIN #71137526

Redfin Estimate

$3,139,283

$1.7M since sold in December 2010$51K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 25.9% higher than the average sale price ($2.49M) of 6 comparable homes.

SOLD MAR 31, 2026
$2,050,000
A
5 beds3.5 baths2,845 sq ft
22 Windsor Rd, Brookline, MA 02445
SOLD DEC 11, 2025
$2,487,000
B
5 beds3.5 baths3,100 sq ft
333 Clark Rd, Brookline, MA 02445
SOLD MAR 4, 2026
$2,995,000
C
5 beds4.5 baths3,370 sq ft
323 Clark Rd, Brookline, MA 02445
SOLD JUL 31, 2026
$2,375,000
D
5 beds3.5 baths3,195 sq ft
121 Thorndike St, Brookline, MA 02446
SOLD APR 8, 2026
$2,850,000
E
4 beds2.5 baths3,377 sq ft
24 Blake Rd, Brookline, MA 02445
SOLD JUN 15, 2026
$2,200,000
F
5 beds3.5 baths3,463 sq ft
401 Clinton Rd, Brookline, MA 02445

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Earn from this home

Sell

$2,283,700

Est. take-home

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Refinance

Est. cash available

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Rent

$7,165/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 16 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$25,622 (+2.7%)

$1,365,900 + $1,204,000

$2,569,900

2022

$24,940 (+8.1%)

$1,300,800 + $1,146,700

$2,447,500

2021

$23,063 (+9.7%)

$1,250,800 + $1,102,600

$2,353,400

2020

$21,016 (+5.9%)

$1,137,000 + $1,086,900

$2,223,900

2019

$19,846 (+18.9%)

$1,082,900 + $1,035,100

$2,118,000

2018

$16,686 (+1.5%)

$762,000 + $1,001,800

$1,763,800

2017

$16,440 (+9.3%)

$718,900 + $945,100

$1,664,000

2016

$15,038 (+4.4%)

$559,900 + $883,300

$1,443,200

2015

$14,405 (−3.8%)

$523,300 + $825,500

$1,348,800

2014

$14,978 (+0.7%)

$475,700 + $839,300

$1,315,000

2013

$14,874 (+2.2%)

$461,800 + $814,900

$1,276,700

2012

$14,554 (+41.3%)

$461,800 + $814,900

$1,276,700

2011

$10,299 (+3.0%)

$471,600 + $439,800

$911,400

2010

$9,998 (+2.6%)

$471,600 + $439,800

$911,400

2009

$9,743

$471,600 + $439,800

$911,400

Tax history for 16 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$25,622 (+2.7%)

$1,365,900 + $1,204,000

$2,569,900

2022

$24,940 (+8.1%)

$1,300,800 + $1,146,700

$2,447,500

2021

$23,063 (+9.7%)

$1,250,800 + $1,102,600

$2,353,400

2020

$21,016 (+5.9%)

$1,137,000 + $1,086,900

$2,223,900

2019

$19,846 (+18.9%)

$1,082,900 + $1,035,100

$2,118,000

2018

$16,686 (+1.5%)

$762,000 + $1,001,800

$1,763,800

2017

$16,440 (+9.3%)

$718,900 + $945,100

$1,664,000

2016

$15,038 (+4.4%)

$559,900 + $883,300

$1,443,200

2015

$14,405 (−3.8%)

$523,300 + $825,500

$1,348,800

2014

$14,978 (+0.7%)

$475,700 + $839,300

$1,315,000

2013

$14,874 (+2.2%)

$461,800 + $814,900

$1,276,700

2012

$14,554 (+41.3%)

$461,800 + $814,900

$1,276,700

2011

$10,299 (+3.0%)

$471,600 + $439,800

$911,400

2010

$9,998 (+2.6%)

$471,600 + $439,800

$911,400

2009

$9,743

$471,600 + $439,800

$911,400

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

7,841 Sq. Ft.

Year renovated

1979

Sq. Ft.

2,925

Year built

1916

Style

Single Family Residential

County

Norfolk County

APN

32429

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Apr 18, 2023 • Active

Residential plumbing

Replace a water heater in the basement.

Plumbing

Water heater

Mar 28, 2023 • Active

Residential gas

Replace a gas water heater.

Gas

Plumbing

Water heater

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
Parking Spaces: 2
Parking Features: Off Street

Interior

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Basement Information
Basement: Full, Walk-Out Access, Concrete

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2

Interior Features
# of Rooms (Total): 10
Window Features: Storm Window(s), Screens
Flooring: Wood, Tile, Marble, Stone / Slate

Exterior

Building Information
Building Area (Total): 2,738
Foundation Area: 99,999,999,999
Foundation Details: Block
Construction Materials: Frame, Stone
Year Built Source: Public Records
Year Built Details: Approximate

Exterior Features
Roof: Slate
Patio And Porch Features: Patio
Exterior Features: Patio, Screens

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.18
Lot Features: Wooded
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $8,211
Tax Year: 2010

Utilities

Utility Information
Utilities: for Gas Range
Sewer: Public Sewer, City/Town Sewer
Water Source: Public, City/Town Water
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Has Cooling
Heating: Steam, Natural Gas
Cooling: Window Unit(s)

Location

Location Information
Directions: heading west on Beacon street ,right on Corey road, right on Windsor road
UnparsedAddress: 16 Windsor Road, Brookline MA 02445

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, House of Worship, Public School, T-Station, University

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,925
Stories: 2.0
Lot Size: 7,841 square feet
Style: Single Family Residential
Year Built: 1916
Year Renovated: 1979
County: Norfolk County
APN: 32429

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
StandardStatus: Closed

Around this home

Schools

Michael Driscoll School

Public K-8 • Assigned • 0.3mi

9/10

Brookline High School

Public 9-12 • Assigned • 0.8mi

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

5/10 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

$2.98M – $3.61M

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Nearby similar homes

$1,750,000

5 beds3.5 baths2,460 sq ft

184 Rawson Rd, Brookline, MA 02445

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5 beds4.5 baths6,419 sq ft

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7 beds7 baths9,500 sq ft

355 Buckminster Rd, Brookline, MA 02445

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2 beds2 baths1,077 sq ft

249 Corey Rd #105, Boston, MA 02135

$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 16 Windsor Rd

Data from public records.

Address	Redfin Estimate
7 Windsor Rd, Brookline, MA 4 Beds \| 3.5 Baths \| 2934 Sq. Ft.	$3,534,961
25 Windsor Rd, Brookline, MA 5 Beds \| 4 Baths \| 3787 Sq. Ft.	$3,075,761

Address	Redfin Estimate
15 Windsor Rd, Brookline, MA 5 Beds \| 5 Baths \| 3173 Sq. Ft.	$2,320,709
22 Windsor Rd, Brookline, MA 5 Beds \| 3.5 Baths \| 2845 Sq. Ft.	$2,801,142

Address	Redfin Estimate
19 Windsor Rd, Brookline, MA 2 Beds \| 1.5 Baths \| 1508 Sq. Ft.	$1,947,521
110 Evans Rd Apartment 6, Brighton, MA 1 Beds \| 1 Baths \| 670 Sq. Ft.	$444,866

Property information provided by MLS PIN when last listed in 2010. 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 16 Windsor Rd

Tax history for 16 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 16 Windsor Rd

More real estate resources