Off Market Dec 2008 for $2.2M

$4,785,914

Est. refi paymentEst. refi $13,599/mo

•

7,084

sq ft

68 Windsor Rd, Brookline, MA 02445

About this home

DEVELOPERS-HOMEOWNER-EXCEPTIONAL OPPORTUNITY TO OWN ONE OF A KIND PROPERTY.GREAT POTENTIAL.THIS TURN OF THE CENTURY HOME HAS 11 RMS & FEAUTURES ALL ORIGINAL DETAIL.7 FP,7 BDRMS,THIS HOME HAS BEEN IN THE SAME FAM FOR 4 GENERATIONS WAITING TO BE UPDATED TO ITS ORIGINAL SPLENDOR.THERE IS A 2 UNIT CARRIAGE HSE WITH 1 UNIT BEING A 3 BDRM,1.5 BA DUPLEX W/FP.THE 2ND UNIT IS A 2 BDRM UNIT.THERE ARE 3 GARAGES.THIS PROPERTY IS SITUATED ON OVER A BEAUTIFUL 1/2 ACRE LOT.MUST BE SEEN!

Single-familyProperty Type

1900Year Built

0.52 acresLot Size

$676Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Mona Wiener • Hammond Residential R. E.

Bought with Michele Friedler • Hammond Residential R. E.

Redfin checked: a minute ago

•Source:MLS PIN #70832069

Redfin Estimate

$4,785,914

$2.5M since sold in December 2008$254K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 52.4% higher than the average sale price ($3.14M) of 6 comparable homes.

SOLD MAY 6, 2026
$2,480,000
A
8 beds5 baths5,803 sq ft
9 Downing Rd, Brookline, MA 02445
SOLD JUL 2, 2026
$2,525,000
B
6 beds3 baths4,605 sq ft
62 Fuller St, Brookline, MA 02446
SOLD JUL 13, 2026
$3,875,000
C
5 beds4.5 baths6,205 sq ft
66 Mason Ter, Brookline, MA 02446
SOLD MAR 31, 2026
$2,050,000
D
5 beds3.5 baths2,845 sq ft
22 Windsor Rd, Brookline, MA 02445
SOLD NOV 20, 2025
$3,860,000
E
6 beds5.5 baths5,789 sq ft
66 Summit Ave, Brookline, MA 02446
SOLD AUG 13, 2026
$4,050,000
F
5 beds4.5 baths3,738 sq ft
95 Babcock St, Brookline, MA 02446

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Earn from this home

Sell

$3,547,724

Est. take-home

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Refinance

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 68 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$48,312 (+2.7%)

$2,943,500 + $1,902,200

$4,845,700

2022

$47,025 (+8.1%)

$2,803,200 + $1,811,600

$4,614,800

2021

$43,487 (+9.8%)

$2,695,400 + $1,742,000

$4,437,400

2020

$39,618 (+5.9%)

$2,450,400 + $1,742,000

$4,192,400

2019

$37,412 (+20.4%)

$2,333,700 + $1,659,000

$3,992,700

2018

$31,069 (+1.5%)

$1,655,000 + $1,629,300

$3,284,300

2017

$30,612 (+10.8%)

$1,561,300 + $1,537,100

$3,098,400

2016

$27,639 (+3.8%)

$1,215,800 + $1,436,700

$2,652,500

2015

$26,637 (−0.6%)

$1,136,300 + $1,357,800

$2,494,100

2014

$26,790 (+0.7%)

$1,032,300 + $1,319,800

$2,352,100

2013

$26,604 (+2.2%)

$1,002,200 + $1,281,400

$2,283,600

2012

$26,033 (+5.4%)

$1,002,200 + $1,281,400

$2,283,600

2011

$24,707 (+22.5%)

$1,023,100 + $1,163,400

$2,186,500

2010

$20,173 (+2.1%)

$1,023,100 + $815,800

$1,838,900

2009

$19,753

$1,023,100 + $824,700

$1,847,800

Tax history for 68 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$48,312 (+2.7%)

$2,943,500 + $1,902,200

$4,845,700

2022

$47,025 (+8.1%)

$2,803,200 + $1,811,600

$4,614,800

2021

$43,487 (+9.8%)

$2,695,400 + $1,742,000

$4,437,400

2020

$39,618 (+5.9%)

$2,450,400 + $1,742,000

$4,192,400

2019

$37,412 (+20.4%)

$2,333,700 + $1,659,000

$3,992,700

2018

$31,069 (+1.5%)

$1,655,000 + $1,629,300

$3,284,300

2017

$30,612 (+10.8%)

$1,561,300 + $1,537,100

$3,098,400

2016

$27,639 (+3.8%)

$1,215,800 + $1,436,700

$2,652,500

2015

$26,637 (−0.6%)

$1,136,300 + $1,357,800

$2,494,100

2014

$26,790 (+0.7%)

$1,032,300 + $1,319,800

$2,352,100

2013

$26,604 (+2.2%)

$1,002,200 + $1,281,400

$2,283,600

2012

$26,033 (+5.4%)

$1,002,200 + $1,281,400

$2,283,600

2011

$24,707 (+22.5%)

$1,023,100 + $1,163,400

$2,186,500

2010

$20,173 (+2.1%)

$1,023,100 + $815,800

$1,838,900

2009

$19,753

$1,023,100 + $824,700

$1,847,800

*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

0.52 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Norfolk County

APN

32449

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Oct 19, 2015 • Active

Residential electrical

Rewire existing knob and tube electrical circuits.

Electrical

Jun 28, 2010 • Active

Residential building

Remove and replace the shingle roof, excluding the back porch. Remove and replace the rubber on the flat roof. Install new louvre vents and ridge vents according to manufacturer specifications.

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

Parking

Parking Information
Has Garage
# of Garage Spaces: 3
# of Covered Spaces: 3
Parking Spaces: 3
Parking Features: Off Street

Interior

Master Bedroom Information
Area: 266
Length: 19
Width: 14
Level: Second

Bedroom #2 Information
Area: 210
Length: 15
Width: 14
Level: Second

Bedroom #3 Information
Area: 252
Length: 18
Width: 14
Level: Second

Bedroom #4 Information
Area: 210
Length: 15
Width: 14
Level: Second

Bedroom #5 Information
Area: 154
Length: 14
Width: 11
Level: Third

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 2

Bathroom #1 Information
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Level: Second
Features: Bathroom - Full

Bathroom #3 Information
Level: Second
Features: Bathroom - Full

Living Room Information
Area: 224
Length: 16
Width: 14
Level: First

Family Room Information
Area: 238
Length: 17
Width: 14
Level: First

Dining Room Information
Area: 280
Length: 20
Width: 14
Level: First
Features: Pantry

Kitchen Information
Area: 196
Length: 14
Width: 14
Level: First
Features: Pantry

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 7

Interior Features
# of Rooms (Total): 12
Flooring: Wood
Interior Features: Bathroom - Full, Bathroom - Half, Entrance Foyer, Bedroom, Game Room, Bathroom

Exterior

Building Information
Building Area (Total): 7,084
Foundation Area: 9,999
Foundation Details: Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch
Exterior Features: Porch

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.51

Financial

Tax Information
Tax Annual Amount: $20,093.28
Tax Year: 2008

Utilities

Utility Information
Sewer: Public Sewer, City/Town Sewer
Water Source: Public, City/Town Water

Heating & Cooling
Has Heating
Heating: Steam, Oil

Location

Location Information
Directions: Beacon to Corey right on Windsor
UnparsedAddress: 68 Windsor Road, Brookline MA 02445

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 0.52 acres
Style: Other
Year Built: —
Year Renovated: —
County: Norfolk County
APN: 32449

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
StandardStatus: Closed

Around this home

Schools

John D Runkle School

Public PreK-8 • Assigned • 0.4mi

8/10

Brookline High School

Public 9-12 • Assigned • 0.9mi

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

3/10 Fire Factor

0.15% chance of being 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

58% 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

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$4.55M – $5.50M

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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

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1 bed1 bath860 sq ft

77 Pond Ave #509, Brookline, MA 02445

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4 beds3.5 baths3,265 sq ft

52 Clinton Rd, Brookline, MA 02445

3D WALKTHROUGH

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Home values near 68 Windsor Rd

Data from public records.

Address	Redfin Estimate
59 Windsor Rd, Brookline, MA 7 Beds \| 3.5 Baths \| 4311 Sq. Ft.	$3,614,831
60 Windsor Rd, Brookline, MA 7 Beds \| 1.5 Baths \| 3981 Sq. Ft.	$3,507,132

Address	Redfin Estimate
65 Windsor Rd, Brookline, MA 6 Beds \| 3.5 Baths \| 4226 Sq. Ft.	$3,772,812
56 Windsor Rd, Brookline, MA 7 Beds \| 3.5 Baths \| 3912 Sq. Ft.	$3,088,014

Address	Redfin Estimate
73 Windsor Rd, Brookline, MA 8 Beds \| 4.5 Baths \| 6315 Sq. Ft.	$3,991,370
78 Windsor Rd Apartment 2, Brookline, MA 3 Beds \| 2 Baths \| 1740 Sq. Ft.	$1,159,749

Property information provided by MLS PIN when last listed in 2008. This data may not match . Learn more.

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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 68 Windsor Rd

Tax history for 68 Windsor Rd

Public record

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 68 Windsor Rd

More real estate resources