OFF MARKET

Off market nov 1985 for $222K

$2,301,644

Est. refi paymentEst. refi $1,488/mo

•

3 ba

•

5,007

sq ft

96 Winthrop Rd, Brookline, MA 02445

About this home

96 Winthrop Rd is a 5,007 square foot multi-family home on a 2,614 square foot lot with 5 bedrooms and 3 bathrooms. - it last sold on November 29, 1985 for $222,000. Based on Redfin's Brookline data, we estimate the home's value is $2,301,644.

Multi-familyProperty Type

1910Year Built

2,614 sq ftLot Size

$460Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,301,644

$2.1M since sold in November 1985$105K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 17.4% lower than the average sale price ($2.79M) of 6 comparable homes.

SOLD FEB 2, 2026
$2,200,000
A
5 beds3 baths3,978 sq ft
1572 Beacon St, 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 17, 2026
$5,000,000
D
5 beds6 baths5,198 sq ft
18 Naples Rd, Brookline, MA 02446
SOLD BY REDFIN APR 13, 2026
$2,125,000
E
5 beds3.5 baths2,540 sq ft
106 Brook St, Brookline, MA 02445
SOLD SEP 24, 2026
$2,500,000
F
6 beds3.5 baths5,748 sq ft
2 Mason Ter, Brookline, MA 02446

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Earn from this home

Sell

$2,186,575

Est. take-home

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Refinance

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 96 Winthrop Rd

Date

Event

Price

LISTANZA #4

Sep 4, 2026

Rental Removed

$4,700

$1/sq ft

Aug 18, 2026

Listed for Rent

$4,700

$1/sq ft

Jun 12, 2026

Rental Removed

$4,700

$1/sq ft

Mar 11, 2026

Listed for Rent

$4,700

$1/sq ft

REDFIN #3

Jun 17, 2026

Rental Removed

$4,700

$1/sq ft

Mar 12, 2025

Listed for Rent

$3,000

$1/sq ft

LISTANZA #2

Feb 28, 2025

Rental Removed

$2,750

$1/sq ft

Dec 6, 2024

Listed for Rent

$2,750

$1/sq ft

LISTANZA #1

Dec 6, 2024

Rental Removed

$2,750

$1/sq ft

Nov 1, 2024

Price Changed

$2,750

$1/sq ft

Oct 15, 2024

Listed for Rent

$3,000

$1/sq ft

Public Records

Nov 29, 1985

Sold

$222,000

$44/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$26,678 (+2.7%)

$857,900 + $1,817,900

$2,675,800

2022

$25,968 (+8.1%)

$817,000 + $1,731,400

$2,548,400

2021

$24,014 (+5.3%)

$785,600 + $1,664,800

$2,450,400

2020

$22,815 (+5.9%)

$714,200 + $1,700,100

$2,414,300

2019

$21,544 (+8.8%)

$680,200 + $1,619,100

$2,299,300

2018

$19,798 (+11.1%)

$530,000 + $1,562,800

$2,092,800

2017

$17,814 (+4.3%)

$500,000 + $1,303,000

$1,803,000

2016

$17,079 (+10.3%)

$467,300 + $1,171,800

$1,639,100

2015

$15,490 (−3.8%)

$397,000 + $1,053,400

$1,450,400

2014

$16,110 (+2.7%)

$360,900 + $1,053,500

$1,414,400

2013

$15,693 (+2.2%)

$350,400 + $996,600

$1,347,000

2012

$15,356 (+3.5%)

$350,400 + $996,600

$1,347,000

2011

$14,841 (+3.0%)

$350,400 + $963,000

$1,313,400

2010

$14,408 (+2.6%)

$350,400 + $963,000

$1,313,400

2009

$14,040

$350,400 + $963,000

$1,313,400

Tax history for 96 Winthrop Rd

Year

Property tax

Land + Additions

Assessment*

2023

$26,678 (+2.7%)

$857,900 + $1,817,900

$2,675,800

2022

$25,968 (+8.1%)

$817,000 + $1,731,400

$2,548,400

2021

$24,014 (+5.3%)

$785,600 + $1,664,800

$2,450,400

2020

$22,815 (+5.9%)

$714,200 + $1,700,100

$2,414,300

2019

$21,544 (+8.8%)

$680,200 + $1,619,100

$2,299,300

2018

$19,798 (+11.1%)

$530,000 + $1,562,800

$2,092,800

2017

$17,814 (+4.3%)

$500,000 + $1,303,000

$1,803,000

2016

$17,079 (+10.3%)

$467,300 + $1,171,800

$1,639,100

2015

$15,490 (−3.8%)

$397,000 + $1,053,400

$1,450,400

2014

$16,110 (+2.7%)

$360,900 + $1,053,500

$1,414,400

2013

$15,693 (+2.2%)

$350,400 + $996,600

$1,347,000

2012

$15,356 (+3.5%)

$350,400 + $996,600

$1,347,000

2011

$14,841 (+3.0%)

$350,400 + $963,000

$1,313,400

2010

$14,408 (+2.6%)

$350,400 + $963,000

$1,313,400

2009

$14,040

$350,400 + $963,000

$1,313,400

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

Property details

Interior

Basement Information
Basement Sq. Ft: 1,669
Basement Type: Full

Bathroom Information
# of Full Baths: 3

Heating & Cooling
Heating Type: Steam

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

Room Information
# of Rooms: 18

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Row House
Construction Type: Frame
Exterior Wall: Brick
Roof Covering Type: Rubber/Elastomeric
Roof Shape Type: Flat

Property Information
Living Sq. Ft: 5,007
Gross Sq. Ft: 6,856
# of Units: 3
# of Stories: 3

Lot Information
# of Buildings: 1
Land Sq. Ft: 2,614
Municipality Name: BROOKLINE
Acres: 0.06
Zoning Code: M10
State Use Description: 3-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 5
Baths: 3.0
Sq. Ft.: 5,007
Stories: 3.0
Lot Size: 2,614 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1910
Year Renovated: 1999
County: Norfolk County
APN: 37280

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

Michael Driscoll School

Public K-8 • Assigned • 0.3mi

9/10

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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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

5/10 Heat Factor

7 hot days expected this year, 15 days in 30 years

Wind Factor

We're working on getting current and accurate wind risk information for this home.

Air Factor

We're working on getting current and accurate air risk information for this home.

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

$2.19M – $2.65M

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Home values near 96 Winthrop Rd

Data from public records.

Address	Redfin Estimate
92 Winthrop Rd Apt 2, Brookline, MA 2 Beds \| 1 Baths \| 1185 Sq. Ft.	$861,154
92 Winthrop Rd Apt 1, Brookline, MA 1 Beds \| 1 Baths \| 1115 Sq. Ft.	$791,023

Address	Redfin Estimate
92 Winthrop Rd Apt 3, Brookline, MA 2 Beds \| 1 Baths \| 1185 Sq. Ft.	$847,421
89 Winthrop Rd Apt 2, Brookline, MA 4 Beds \| 3.5 Baths \| 2613 Sq. Ft.	$2,082,138

Address	Redfin Estimate
84 Winthrop Rd, Brookline, MA 6 Beds \| 4 Baths \| 5527 Sq. Ft.	—
89 Winthrop Rd Apt 3, Brookline, MA 3 Beds \| 2 Baths \| 1817 Sq. Ft.	$1,501,618

Property information provided by undefined .

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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 96 Winthrop Rd

Tax history for 96 Winthrop Rd

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 96 Winthrop Rd

More real estate resources