Off Market Oct 2007 for $1.6M

$3,169,090

Est. refi paymentEst. refi $10,746/mo

•

4,901

sq ft

139 Winthrop Rd, Brookline, MA 02445

About this home

Rare investor opportunity in Wash Square! Totally renovated 4-unit Victorian w/ EIGHT PARKING SPACES. New kitchens and baths, electric and plumbing, roof, replacement windows. Washer/dryer in each unit, separate systems. Fabulous stone porch, mahogany deck, and yard in rear, plus front porch. Prestine condition in a prime rental location! Fully tenanted. See broker: rents have been subsidized during renovation.

Multi-familyProperty Type

1890Year Built

8,560 sq ftLot Size

$647Est. Price/Sq.Ft.

8 spacesParking

Listed by Mary Gillach • William Raveis R. E. & Home Services

Bought with Barbara Favermann • Chobee Hoy Associates

Redfin checked: a minute ago

•Source:MLS PIN #70601020

Redfin Estimate

$3,169,090

$1.5M since sold in October 2007$46K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 0.4% lower than the average sale price ($3.18M) of 6 comparable homes.

SOLD APR 23, 2026
$3,318,000
A
6 beds4 baths4,633 sq ft
189 Clinton Rd, Brookline, MA 02445
SOLD JUN 30, 2026
$4,070,000
B
5 beds4.5 baths4,800 sq ft
123 Centre St, Brookline, MA 02446
SOLD JUL 24, 2026
$2,325,000
C
7 beds4 baths4,544 sq ft
54 Clark Rd, Brookline, MA 02445
SOLD MAY 5, 2026
$3,261,000
D
6 beds4.5 baths4,545 sq ft
17 Coolidge St, Brookline, MA 02446
SOLD JUL 2, 2026
$2,525,000
E
6 beds3 baths4,605 sq ft
62 Fuller St, Brookline, MA 02446
SOLD MAY 4, 2026
$3,595,000
F
5 beds4.5 baths4,882 sq ft
105 Babcock St, Brookline, MA 02446

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Sell

$2,317,030

Est. take-home

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Est. cash available

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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 TODAY, 12PM TO 1:30PM
$998,000
2 beds2 baths1,218 sq ft
1731 Beacon St #402, Brookline, MA 02445
OPEN TODAY, 11AM TO 12:30PM
$859,000
3 beds1.5 baths1,233 sq ft
124 Chestnut St #1, Brookline, MA 02445
OPEN TODAY, 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 TODAY, 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 139 Winthrop Rd

Year

Property tax

Land + Additions

Assessment*

2023

$25,533 (+2.7%)

$1,070,000 + $1,491,000

$2,561,000

2022

$24,853 (+8.1%)

$1,019,000 + $1,420,000

$2,439,000

2021

$22,983 (+6.4%)

$979,800 + $1,365,400

$2,345,200

2020

$21,606 (+5.9%)

$890,700 + $1,395,600

$2,286,300

2019

$20,402 (+6.6%)

$848,300 + $1,329,100

$2,177,400

2018

$19,132 (+17.9%)

$699,900 + $1,322,500

$2,022,400

2017

$16,223 (+3.9%)

$1,340,000 + $302,000

$1,642,000

2016

$15,615 (+6.4%)

$1,474,000 + $24,600

$1,498,600

2015

$14,674 (+6.1%)

$1,340,000 + $34,000

$1,374,000

2014

$13,832 (+3.2%)

$915,300 + $299,100

$1,214,400

2013

$13,403 (+7.1%)

$915,300 + $235,200

$1,150,500

2012

$12,514 (+1.3%)

$915,300 + $182,400

$1,097,700

2011

$12,358 (+5.1%)

$861,400 + $232,200

$1,093,600

2010

$11,755 (−7.4%)

$861,400 + $210,200

$1,071,600

2009

$12,694

$861,400 + $326,100

$1,187,500

Tax history for 139 Winthrop Rd

Year

Property tax

Land + Additions

Assessment*

2023

$25,533 (+2.7%)

$1,070,000 + $1,491,000

$2,561,000

2022

$24,853 (+8.1%)

$1,019,000 + $1,420,000

$2,439,000

2021

$22,983 (+6.4%)

$979,800 + $1,365,400

$2,345,200

2020

$21,606 (+5.9%)

$890,700 + $1,395,600

$2,286,300

2019

$20,402 (+6.6%)

$848,300 + $1,329,100

$2,177,400

2018

$19,132 (+17.9%)

$699,900 + $1,322,500

$2,022,400

2017

$16,223 (+3.9%)

$1,340,000 + $302,000

$1,642,000

2016

$15,615 (+6.4%)

$1,474,000 + $24,600

$1,498,600

2015

$14,674 (+6.1%)

$1,340,000 + $34,000

$1,374,000

2014

$13,832 (+3.2%)

$915,300 + $299,100

$1,214,400

2013

$13,403 (+7.1%)

$915,300 + $235,200

$1,150,500

2012

$12,514 (+1.3%)

$915,300 + $182,400

$1,097,700

2011

$12,358 (+5.1%)

$861,400 + $232,200

$1,093,600

2010

$11,755 (−7.4%)

$861,400 + $210,200

$1,071,600

2009

$12,694

$861,400 + $326,100

$1,187,500

*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

Stories

Lot width

—

Lot depth

—

Lot size

8,712 Sq. Ft.

Year renovated

1960

Sq. Ft.

4,279

Year built

1890

Style

Multi-Family (2-4 Unit)

County

Norfolk County

APN

37247

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Apr 12, 2007 • Active

Residential building

Rebuild a rear porch according to the engineering plans.

Remodel

Sep 18, 2006 • Active

Residential building

Install retaining walls according to the approved architectural plans.

Grading

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
Has Open Parking
Parking Spaces: 8
Parking Features: Paved Drive, Assigned

Interior

Bathroom Information
# of Bathrooms (Full): 4

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

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 3

Interior Features
# of Rooms (Total): 17
Window Features: Insulated Windows, Screens
Flooring: Wood
Interior Features: Ceiling Fan(s), Living Room, Dining Room, Kitchen, Laundry Room

Unit #1 Information
# of Levels: 1
# of Floors: 1
Lease: Y

Unit #2 Information
# of Levels: 1
# of Floors: 1
Lease: Y

Unit #3 Information
# of Levels: 1
# of Floors: 2
Lease: Y

Unit #4 Information
# of Levels: 1
# of Floors: 3
Lease: Y

Exterior

Building Information
Building Area (Total): 4,901
Foundation Area: 999,999
Foundation Details: Stone
Construction Materials: Frame
Stories (Total): 4
Year Built Source: Public Records
Year Built Details: Approximate
Color: Green

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch, Deck, Patio, Covered
Exterior Features: Professional Landscaping, Sprinkler System

Property Information
PropertySubType: 4 Family

Lot Information
Lot Size (Acres): 0.2
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $7,737
Tax Year: 2007

Utilities

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

Heating & Cooling
Has Heating
Heating: Baseboard, Natural Gas, Individual
Heating Units: 4

Location

Location Information
Directions: Beacon St (or Gardner Rd) to Winthrop Rd
UnparsedAddress: 139 Winthrop Rd, Brookline MA 02445

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Tennis Court(s), Park, Medical Facility

Public facts

Beds: 8
Baths: 6.0
Sq. Ft.: 4,279
Stories: 3.0
Lot Size: 8,712 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1890
Year Renovated: 1960
County: Norfolk County
APN: 37247

Home facts updated by county records on Jul 20, 2023

Other

Listing Information
Exclusions: None
StandardStatus: Closed

Around this home

Schools

Michael Driscoll School

Public K-8 • Assigned • 0.2mi

9/10

Brookline High School

Public 9-12 • Assigned • 0.4mi

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 96° expected this year, 14 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

$3.01M – $3.65M

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New listings for sale in 02445

OPEN TODAY, 12PM TO 1:30PM

$998,000

2 beds2 baths1,218 sq ft

1731 Beacon St #402, Brookline, MA 02445

OPEN TODAY, 11AM TO 12:30PM

$859,000

3 beds1.5 baths1,233 sq ft

124 Chestnut St #1, Brookline, MA 02445

OPEN TODAY, 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 TODAY, 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 139 Winthrop Rd

Data from public records.

Address	Redfin Estimate
145 Winthrop Road Unit 2, Brookline, MA 2 Beds \| 1 Baths \| 744 Sq. Ft.	$510,914
145 Winthrop Road Unit 5, Brookline, MA 2 Beds \| 1 Baths \| 1038 Sq. Ft.	$736,953

Address	Redfin Estimate
145 Winthrop Road Unit 3, Brookline, MA 2 Beds \| 1 Baths \| 935 Sq. Ft.	$691,644
145 Winthrop Road Unit 6, Brookline, MA 1 Beds \| 1 Baths \| 477 Sq. Ft.	$422,197

Address	Redfin Estimate
145 Winthrop Road Unit 4, Brookline, MA 1 Beds \| 1 Baths \| 477 Sq. Ft.	$394,735
145 Winthrop Road Unit 7, Brookline, MA 2 Beds \| 1 Baths \| 1038 Sq. Ft.	$741,725

Property information provided by undefined .

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