Google street view image for 28 Winslow Rd, Brookline, MA 02446

OFF MARKET

$2,137,501

•

3.5 ba

•

4,028

sq ft

28 Winslow Rd, Brookline, MA 02446

About this home

28 Winslow Rd is a 4,028 square foot multi-family home on a 6,970 square foot lot with 6 bedrooms and 3.5 bathrooms. Based on Redfin's Brookline data, we estimate the home's value is $2,137,501.

Multi-familyProperty Type

1900Year Built

6,970 sq ftLot Size

$531Est. Price/Sq.Ft.

4 spacesParking

Source:Public Records

Redfin Estimate

$2,137,501

$163K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 36.4% lower than the average sale price ($3.36M) of 6 comparable homes.

SOLD AUG 17, 2026
$5,000,000
A
5 beds6 baths5,198 sq ft
18 Naples Rd, Brookline, MA 02446
SOLD JUL 2, 2026
$2,525,000
B
6 beds3 baths4,605 sq ft
62 Fuller St, Brookline, MA 02446
SOLD JUL 31, 2026
$2,375,000
C
5 beds3.5 baths3,195 sq ft
121 Thorndike St, Brookline, MA 02446
SOLD AUG 13, 2026
$4,050,000
D
5 beds4.5 baths3,738 sq ft
95 Babcock St, Brookline, MA 02446
SOLD MAY 4, 2026
$3,595,000
E
5 beds4.5 baths4,882 sq ft
105 Babcock St, Brookline, MA 02446
SOLD DEC 29, 2025
$2,621,500
F
8 beds4.5 baths4,720 sq ft
11 Abbottsford Rd, Brookline, MA 02446

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Earn from this home

Sell

$2,030,566

Est. take-home

List your home with Redfin and save $10,688

Market trends in 02446, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.6%

0.4% MoM

Median sale price

$1.2M

$6K MoM

Avg. days on market

23d

2 days MoM

Recently sold homes

10 MoM

New listings for sale

OPEN SAT, 1:30PM TO 3PM
$649,000
1 bed1 bath745 sq ft
60 Babcock St #32, Brookline, MA 02446
OPEN SAT, 12PM TO 2PM
$749,999
3 beds1 bath1,251 sq ft
83 Francis St #5, Brookline, MA 02446
NEW 26 HRS AGO
$998,000
2 beds2 baths1,291 sq ft
45 Longwood Ave #705, Brookline, MA 02446
REDFIN OPEN SAT, 11:30AM TO 1PM
$540,000
1 bed1 bath713 sq ft
1454 Beacon St #241, Brookline, MA 02446
OPEN SUN, 12PM TO 1PM
$3,295,000
4 beds4.5 baths3,292 sq ft
78-80 Verndale #80, Brookline, MA 02446
$549,000
1 bed1 bath575 sq ft
1584 Beacon St Unit A, Brookline, MA 02446
EARLY ACCESS
$1,199,000
5 beds2 baths2,108 sq ft
97 Marion St #5, Brookline, MA 02446
OPEN FRI, 3:30PM TO 4:30PM
$430,000
Studio1 bath405 sq ft
50 Green St #207, Brookline, MA 02446
REDFIN OPEN SAT, 11:30AM TO 1:30PM
$1,250,000
2 beds2 baths1,187 sq ft
50 Longwood Ave #316, Brookline, MA 02446
OPEN SAT, 12PM TO 2PM
$1,050,000
3 beds2 baths1,420 sq ft
50 Lancaster Ter #2, Brookline, MA 02446
See all

Provided by Redfin

Sale history for 28 Winslow Rd

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

Year

Property tax

Land + Additions

Assessment*

2023

$20,178 (+2.7%)

$1,040,000 + $983,900

$2,023,900

2022

$19,642 (+8.1%)

$990,500 + $937,100

$1,927,600

2021

$18,163 (+7.9%)

$952,400 + $901,000

$1,853,400

2020

$16,828 (+4.8%)

$846,800 + $933,900

$1,780,700

2019

$16,061 (+6.9%)

$824,600 + $889,500

$1,714,100

2018

$15,031 (+3.4%)

$710,300 + $878,600

$1,588,900

2017

$14,535 (+4.3%)

$670,100 + $801,100

$1,471,200

2016

$13,937 (+7.3%)

$626,300 + $711,200

$1,337,500

2015

$12,986 (−0.1%)

$585,300 + $630,600

$1,215,900

2014

$13,002 (+2.7%)

$530,100 + $611,400

$1,141,500

2013

$12,665 (+2.2%)

$514,700 + $572,400

$1,087,100

2012

$12,393 (+2.1%)

$514,700 + $572,400

$1,087,100

2011

$12,133 (+3.0%)

$511,100 + $562,600

$1,073,700

2010

$11,778 (+2.1%)

$511,100 + $562,600

$1,073,700

2009

$11,539

$511,100 + $568,300

$1,079,400

Tax history for 28 Winslow Rd

Year

Property tax

Land + Additions

Assessment*

2023

$20,178 (+2.7%)

$1,040,000 + $983,900

$2,023,900

2022

$19,642 (+8.1%)

$990,500 + $937,100

$1,927,600

2021

$18,163 (+7.9%)

$952,400 + $901,000

$1,853,400

2020

$16,828 (+4.8%)

$846,800 + $933,900

$1,780,700

2019

$16,061 (+6.9%)

$824,600 + $889,500

$1,714,100

2018

$15,031 (+3.4%)

$710,300 + $878,600

$1,588,900

2017

$14,535 (+4.3%)

$670,100 + $801,100

$1,471,200

2016

$13,937 (+7.3%)

$626,300 + $711,200

$1,337,500

2015

$12,986 (−0.1%)

$585,300 + $630,600

$1,215,900

2014

$13,002 (+2.7%)

$530,100 + $611,400

$1,141,500

2013

$12,665 (+2.2%)

$514,700 + $572,400

$1,087,100

2012

$12,393 (+2.1%)

$514,700 + $572,400

$1,087,100

2011

$12,133 (+3.0%)

$511,100 + $562,600

$1,073,700

2010

$11,778 (+2.1%)

$511,100 + $562,600

$1,073,700

2009

$11,539

$511,100 + $568,300

$1,079,400

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

Permits

Dec 30, 2025 • Final

Residential gas

Work on a basement dryer.

Gas

Dec 29, 2025 • Final

Commercial building

Install a new bathtub and shower unit as a replacement. No structural changes are included.

Bathroom

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: 1,556
Basement Type: Full

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

Heating & Cooling
Heating Type: Steam

Fireplace Information
# of Fireplaces: 3
Fireplace Type: Wood Stove
Has Fireplace

Room Information
# of Rooms: 13

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Old
Construction Type: Frame
Exterior Wall: Shingle
Roof Shape Type: Hip

Property Information
Living Sq. Ft: 4,028
Gross Sq. Ft: 6,550
# of Units: 2
# of Stories: 3

Lot Information
# of Buildings: 1
Land Sq. Ft: 6,970
Municipality Name: BROOKLINE
Acres: 0.16
Zoning Code: T-5
State Use Description: 2-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 6
Baths: 3.5
Sq. Ft.: 4,028
Stories: 3.0
Lot Size: 6,970 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1900
Year Renovated: 1971
County: Norfolk County
APN: 30394

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

Florida Ruffin Ridley School

Public PreK-8 • Assigned • 0.4mi

9/10

Brookline High School

Public 9-12 • Assigned • 1.3mi

8/10

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

6/10 Heat Factor

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

6/10 Wind Factor

62% 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 • 02446

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

$2.03M – $2.46M

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New listings for sale in 02446

OPEN SAT, 1:30PM TO 3PM

$649,000

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60 Babcock St #32, Brookline, MA 02446

OPEN SAT, 12PM TO 2PM

$749,999

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83 Francis St #5, Brookline, MA 02446

NEW 26 HRS AGO

$998,000

2 beds2 baths1,291 sq ft

45 Longwood Ave #705, Brookline, MA 02446

REDFIN OPEN SAT, 11:30AM TO 1PM

$540,000

1 bed1 bath713 sq ft

1454 Beacon St #241, Brookline, MA 02446

OPEN SUN, 12PM TO 1PM

$3,295,000

4 beds4.5 baths3,292 sq ft

78-80 Verndale #80, Brookline, MA 02446

$549,000

1 bed1 bath575 sq ft

1584 Beacon St Unit A, Brookline, MA 02446

EARLY ACCESS

$1,199,000

5 beds2 baths2,108 sq ft

97 Marion St #5, Brookline, MA 02446

OPEN FRI, 3:30PM TO 4:30PM

$430,000

Studio1 bath405 sq ft

50 Green St #207, Brookline, MA 02446

REDFIN OPEN SAT, 11:30AM TO 1:30PM

$1,250,000

2 beds2 baths1,187 sq ft

50 Longwood Ave #316, Brookline, MA 02446

Home values near 28 Winslow Rd

Data from public records.

Address	Redfin Estimate
27 Winslow Road, Brookline, MA 7 Beds \| 3.5 Baths \| 3632 Sq. Ft.	$2,597,226
31 Winslow Road Unit 4, Brookline, MA 2 Beds \| 1 Baths \| 785 Sq. Ft.	$644,506

Address	Redfin Estimate
31 Winslow Road Unit 2, Brookline, MA 2 Beds \| 1 Baths \| 785 Sq. Ft.	$702,560
31 Winslow Road Unit 5, Brookline, MA 2 Beds \| 1 Baths \| 670 Sq. Ft.	$697,982

Address	Redfin Estimate
31 Winslow Road Unit 3, Brookline, MA 2 Beds \| 1 Baths \| 670 Sq. Ft.	$614,164
31 Winslow Road Unit 6, Brookline, MA 2 Beds \| 1 Baths \| 785 Sq. Ft.	$701,803

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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 02446, MA

Sale history for 28 Winslow Rd

Tax history for 28 Winslow Rd

Permits

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02446

Home values near 28 Winslow Rd

More real estate resources