Google street view image for 16 Winslow Rd, Brookline, MA 02446

OFF MARKET

$2,661,838

•

4.5 ba

•

3,893

sq ft

16 Winslow Rd, Brookline, MA 02446

About this home

16 Winslow Rd is a 3,893 square foot multi-family home on a 6,534 square foot lot with 4 bedrooms and 4.5 bathrooms. Based on Redfin's Brookline data, we estimate the home's value is $2,661,838.

Multi-familyProperty Type

1890Year Built

6,534 sq ftLot Size

$684Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,661,838

$470K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 22.6% lower than the average sale price ($3.44M) of 6 comparable homes.

SOLD AUG 13, 2026
$4,050,000
A
5 beds4.5 baths3,738 sq ft
95 Babcock St, Brookline, MA 02446
SOLD MAY 4, 2026
$3,595,000
B
5 beds4.5 baths4,882 sq ft
105 Babcock 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 DEC 29, 2025
$2,621,500
D
8 beds4.5 baths4,720 sq ft
11 Abbottsford Rd, Brookline, MA 02446
SOLD DEC 9, 2025
$3,000,000
E
5 beds4.5 baths2,997 sq ft
6 Elba St, Brookline, MA 02446
SOLD AUG 17, 2026
$5,000,000
F
5 beds6 baths5,198 sq ft
18 Naples Rd, Brookline, MA 02446

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Earn from this home

Sell

$2,528,917

Est. take-home

List your home with Redfin and save $13,309

Market trends in 02446, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.9%

0.7% MoM

Median sale price

$1.2M

$90K MoM

Avg. days on market

21d

1 days MoM

Recently sold homes

105

8 MoM

New listings for sale

OPEN SUN, 11:30AM TO 12:30PM
$2,175,000
5 beds3.5 baths3,213 sq ft
77 Jordan Rd, Brookline, MA 02446
EARLY ACCESS
Unknown
2 beds1 bath1,007 sq ft
55 Harvard Ave #6, Brookline, MA 02446
NEW 32 HRS AGO
$865,000
2 beds2 baths687 sq ft
58 Pleasant St #2, Brookline, MA 02246
EARLY ACCESS
Unknown
2 beds2 baths1,162 sq ft
Brookline, MA 02446
OPEN SAT, 1PM TO 3PM
$729,900
1 bed1 bath855 sq ft
115 Freeman St #1, Brookline, MA 02446
OPEN SAT, 12PM TO 1:30PM
$789,000
2 beds1 bath1,101 sq ft
648 Washington St #5, Brookline, MA 02446
3D WALKTHROUGH
$629,900
1 bed1.5 baths953 sq ft
50 Longwood Ave #517, Brookline, MA 02446
$815,000
2 beds1.5 baths803 sq ft
55 Sewall Ave Unit PHB, Brookline, MA 02446
EARLY ACCESS
$1,250,000
2 beds2 baths1,187 sq ft
50 Longwood Ave #316, Brookline, MA 02446
OPEN SUN, 12PM TO 2PM
$565,000
1 bed1 bath575 sq ft
1584 Beacon St Unit A, Brookline, MA 02446
See all

Provided by Redfin

Sale history for 16 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

$19,921 (+2.7%)

$1,029,400 + $968,700

$1,998,100

2022

$19,392 (+8.1%)

$980,400 + $922,600

$1,903,000

2021

$17,932 (+8.0%)

$942,700 + $887,100

$1,829,800

2020

$16,606 (+4.8%)

$838,200 + $919,000

$1,757,200

2019

$15,848 (+6.6%)

$816,200 + $875,200

$1,691,400

2018

$14,860 (+3.4%)

$703,000 + $867,800

$1,570,800

2017

$14,367 (+4.3%)

$663,200 + $790,900

$1,454,100

2016

$13,774 (+7.3%)

$619,900 + $702,000

$1,321,900

2015

$12,834 (−0.2%)

$579,300 + $622,400

$1,201,700

2014

$12,854 (+2.7%)

$524,800 + $603,700

$1,128,500

2013

$12,521 (+2.2%)

$509,500 + $565,300

$1,074,800

2012

$12,253 (+2.2%)

$509,500 + $565,300

$1,074,800

2011

$11,992 (+3.0%)

$506,400 + $554,800

$1,061,200

2010

$11,641 (+2.6%)

$506,400 + $554,800

$1,061,200

2009

$11,344

$506,400 + $554,800

$1,061,200

Tax history for 16 Winslow Rd

Year

Property tax

Land + Additions

Assessment*

2023

$19,921 (+2.7%)

$1,029,400 + $968,700

$1,998,100

2022

$19,392 (+8.1%)

$980,400 + $922,600

$1,903,000

2021

$17,932 (+8.0%)

$942,700 + $887,100

$1,829,800

2020

$16,606 (+4.8%)

$838,200 + $919,000

$1,757,200

2019

$15,848 (+6.6%)

$816,200 + $875,200

$1,691,400

2018

$14,860 (+3.4%)

$703,000 + $867,800

$1,570,800

2017

$14,367 (+4.3%)

$663,200 + $790,900

$1,454,100

2016

$13,774 (+7.3%)

$619,900 + $702,000

$1,321,900

2015

$12,834 (−0.2%)

$579,300 + $622,400

$1,201,700

2014

$12,854 (+2.7%)

$524,800 + $603,700

$1,128,500

2013

$12,521 (+2.2%)

$509,500 + $565,300

$1,074,800

2012

$12,253 (+2.2%)

$509,500 + $565,300

$1,074,800

2011

$11,992 (+3.0%)

$506,400 + $554,800

$1,061,200

2010

$11,641 (+2.6%)

$506,400 + $554,800

$1,061,200

2009

$11,344

$506,400 + $554,800

$1,061,200

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

Permits

May 14, 2007 • Active

Residential building

Replace the roof coverings on a residential building.

Roofing

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: 1,444
Basement Type: Full

Bathroom Information
# of Full Baths: 4
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

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

Room Information
# of Rooms: 11

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: 3,893
Gross Sq. Ft: 6,150
# of Units: 2
# of Stories: 3

Lot Information
# of Buildings: 1
Land Sq. Ft: 6,534
Municipality Name: BROOKLINE
Acres: 0.15
Zoning Code: T-5
State Use Description: 2-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 4
Baths: 4.5
Sq. Ft.: 3,893
Stories: 3.0
Lot Size: 6,534 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1890
Year Renovated: 1972
County: Norfolk County
APN: 30398

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

Florida Ruffin Ridley School

Public PreK-8 • Assigned • 0.5mi

9/10

Brookline High School

Public 9-12 • Assigned • 1.3mi

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
153 deals
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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

64% 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

$2.53M – $3.06M

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New listings for sale in 02446

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Home values near 16 Winslow Rd

Data from public records.

Address	Redfin Estimate
24 Winslow Road, Brookline, MA 5 Beds \| 4.5 Baths \| 2482 Sq. Ft.	$2,497,041

Address	Redfin Estimate
22 Winslow Road, Brookline, MA 5 Beds \| 3 Baths \| 2188 Sq. Ft.	$1,810,462

Address	Redfin Estimate
18 Winslow Road, Brookline, MA 12 Beds \| 6 Baths \| 4260 Sq. Ft.	—

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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 16 Winslow Rd

Tax history for 16 Winslow 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 02446

Home values near 16 Winslow Rd

More real estate resources