Google street view image for 33 Winthrop Rd, Brookline, MA 02445

Off market jul 1989 for $339K

$4,614,669

Est. refi paymentEst. refi $2,261/mo

•

10 ba

•

7,736

sq ft

33 Winthrop Rd, Brookline, MA 02445

About this home

33 Winthrop Rd is a 7,736 square foot multi-family home with 12 bedrooms and 10 bathrooms. - it last sold on July 31, 1989 for $339,000. Based on Redfin's Brookline data, we estimate the home's value is $4,614,669.

Multi-familyProperty Type

2016Year Built

$597Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$4,614,669

$4.3M since sold in July 1989$375K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 22.5% higher than the average sale price ($3.77M) of 6 comparable homes.

SOLD JAN 15, 2026
$3,670,000
A
5 beds5.5 baths5,552 sq ft
85 Williston Rd, Brookline, MA 02445
SOLD JUL 13, 2026
$3,875,000
B
5 beds4.5 baths6,205 sq ft
66 Mason Ter, Brookline, MA 02446
SOLD SEP 25, 2026
$2,810,000
C
5 beds6 baths3,050 sq ft
16 York Ter, Brookline, MA 02446
SOLD JUN 24, 2026
$6,700,000
D
5 beds6.5 baths6,658 sq ft
278 Clinton Rd, Brookline, MA 02445
SOLD SEP 11, 2026
$2,341,500
E
11 beds6 baths5,028 sq ft
41 Orkney, Brighton, MA 02135
SOLD APR 2, 2026
$3,205,000
F
11 beds6 baths6,546 sq ft
221 Saint Paul St, Brookline, MA 02446

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Earn from this home

Sell

$4,384,966

Est. take-home

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Est. cash available

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Market trends in 02445, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

97.3%

1.5% MoM

Median sale price

$1.0M

$142K MoM

Avg. days on market

56d

14 days MoM

Recently sold homes

16 MoM

New listings for sale

$495,000
1 bed1 bath655 sq ft
44 Washington St #303, Brookline, MA 02445
EARLY ACCESS
$4,250,000
5 beds4 baths6,313 sq ft
120 Rawson Rd, Brookline, MA 02445
EARLY ACCESS
$1,700,000
4 beds2 baths2,254 sq ft
146 University Rd #2, Brookline, MA 02445
$2,350,000
6 beds3 baths5,030 sq ft
309 Buckminster Rd, Brookline, MA 02445
$4,375,000
5 beds5.5 baths3,539 sq ft
291 Tappan St #291, Brookline, MA 02445
$2,399,900
6 beds4 baths3,454 sq ft
101-103 University Rd, Brookline, MA 02445
$1,195,000
3 beds2 baths1,269 sq ft
114 Franklin St #2, Brookline, MA 02445
$1,399,000
3 beds3 baths1,946 sq ft
16 Addington #21, Brookline, MA 02445
$775,000
2 beds1 bath947 sq ft
1731 Beacon St #311, Brookline, MA 02445
OPEN TODAY, 1PM TO 2PM
$3,500,000
6 beds5.5 baths4,891 sq ft
115 Dean Rd, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 33 Winthrop Rd

Tax history for 33 Winthrop Rd

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

Permits

Sep 24, 2026 • Final

Residential gas

Gas

Aug 31, 2026 • Active

Residential gas

Work on three fireplaces.

Gas

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: 2,706

Bathroom Information
# of Full Baths: 9
# of 1/2 Baths: 2

Heating & Cooling
Heating Type: Forced Air

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

Room Information
# of Rooms: 24

Exterior

Exterior Information
Physical Condition: Excellent
Building Style Type: Duplex
Roof Shape Type: Mansard

Property Information
Living Sq. Ft: 7,736
Gross Sq. Ft: 11,095
# of Units: 2
# of Stories: 3

Lot Information
# of Buildings: 1
Municipality Name: BROOKLINE
Zoning Code: T-6
State Use Description: 2-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2019

Public facts

Beds: 12
Baths: 10.0
Sq. Ft.: 7,736
Stories: 3.0
Lot Size: —
Style: Multi-Family (2-4 Unit)
Year Built: 2016
Year Renovated: —
County: Norfolk County
APN: 36646

Home facts updated by county records on Jan 27, 2023

Around this home

Schools

Pierce School

Public K-8 • Assigned • 0.5mi

10/10

Brookline High School

Public 9-12 • Assigned • 0.3mi

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...
3 weeks ago • Brookline
Benjamin Ginsburg
Redfin Premier agent
155 deals
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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

$4.38M – $5.31M

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New listings for sale in 02445

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44 Washington St #303, Brookline, MA 02445

EARLY ACCESSCOMPASS COMING SOON

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$1,195,000

3 beds2 baths1,269 sq ft

114 Franklin St #2, Brookline, MA 02445

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Home values near 33 Winthrop Rd

Data from public records.

Address	Redfin Estimate
35 Winthrop Rd, Brookline, MA 8 Beds \| 3.5 Baths \| 3544 Sq. Ft.	$2,576,446
29 Winthrop Rd, Brookline, MA 2 Beds \| 2.5 Baths \| 2145 Sq. Ft.	$2,042,931

Address	Redfin Estimate
25 Winthrop Rd, Brookline, MA 8 Beds \| 7.5 Baths \| 6162 Sq. Ft.	—
31 Winthrop Rd Apartment 31, Brookline, MA 4 Beds \| 3 Baths \| 3085 Sq. Ft.	$2,136,530

Address	Redfin Estimate
31 Winthrop Rd, Brookline, MA 4 Beds \| 3 Baths \| 3085 Sq. Ft.	$2,165,808
33 Winthrop Rd Apartment 1, Brookline, MA 6 Beds \| 5.5 Baths \| 5000 Sq. Ft.	$3,873,400

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