Google street view image for 8 Windsor Rd, Wellesley, MA 02481

Off market mar 1999 for $855K

$3,379,311

Est. refi paymentEst. refi $5,472/mo

•

5 ba

•

4,921

sq ft

8 Windsor Rd, Wellesley, MA 02481

About this home

8 Windsor Rd is a 4,921 square foot house on a 0.5 acre lot with 6 bedrooms and 5 bathrooms. - it last sold on March 17, 1999 for $855,000. Based on Redfin's Wellesley data, we estimate the home's value is $3,379,311.

Single-familyProperty Type

1920Year Built

0.5 acresLot Size

$687Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$3,379,311

$2.5M since sold in March 1999$227K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 12.7% lower than the average sale price ($3.87M) of 6 comparable homes.

SOLD JUL 22, 2026
$4,400,000
A
5 beds4.5 baths4,628 sq ft
133 Abbott Rd, Wellesley, MA 02481
SOLD OCT 9, 2026
$5,005,000
B
6 beds4.5 baths7,013 sq ft
32 Arlington Rd, Wellesley, MA 02481
SOLD JUL 23, 2026
$5,100,000
C
6 beds7 baths6,148 sq ft
10 Clark Rd, Wellesley, MA 02481
SOLD JUL 21, 2026
$3,799,500
D
5 beds6.5 baths6,500 sq ft
51 Smith St, Wellesley, MA 02482
SOLD JUL 16, 2026
$2,690,000
E
4 beds3.5 baths4,761 sq ft
21 Elm St, Wellesley, MA 02481
SOLD AUG 19, 2026
$2,230,000
F
5 beds3.5 baths4,512 sq ft
279 Oakland St, Wellesley, MA 02481

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Earn from this home

Sell

$3,121,832

Est. take-home

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Est. cash available

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Rent

$6,349/mo

Redfin rental estimate

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Market trends in 02481, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

98.1%

0.6% MoM

Median sale price

$2.3M

$359K MoM

Avg. days on market

19d

0 days MoM

Recently sold homes

6 MoM

New listings for sale

$3,395,000
5 beds4.5 baths4,834 sq ft
32 Wall St, Wellesley, MA 02481
See all

Provided by Redfin

Sale history for 8 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$26,037 (+4.4%)

$1,259,000 + $1,015,000

$2,274,000

2022

$24,937 (+3.1%)

$1,127,000 + $1,008,000

$2,135,000

2021

$24,182 (+1.6%)

$1,050,000 + $1,008,000

$2,058,000

2020

$23,790 (−1.9%)

$1,050,000 + $1,008,000

$2,058,000

2019

$24,262 (+3.6%)

$1,089,000 + $1,008,000

$2,097,000

2018

$23,422 (+1.3%)

$885,000 + $1,075,000

$1,960,000

2017

$23,120 (+1.3%)

$886,000 + $1,075,000

$1,961,000

2015

$22,819 (+1.8%)

$870,000 + $1,104,000

$1,974,000

2014

$22,422 (−5.6%)

$772,000 + $1,171,000

$1,943,000

2013

$23,751 (+1.9%)

$724,000 + $1,306,000

$2,030,000

2012

$23,304 (−0.9%)

$724,000 + $1,306,000

$2,030,000

2011

$23,523 (+6.6%)

$676,000 + $1,382,000

$2,058,000

2010

$22,071 (+13.5%)

$724,000 + $1,382,000

$2,106,000

2009

$19,451

$901,000 + $1,153,000

$2,054,000

Tax history for 8 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$26,037 (+4.4%)

$1,259,000 + $1,015,000

$2,274,000

2022

$24,937 (+3.1%)

$1,127,000 + $1,008,000

$2,135,000

2021

$24,182 (+1.6%)

$1,050,000 + $1,008,000

$2,058,000

2020

$23,790 (−1.9%)

$1,050,000 + $1,008,000

$2,058,000

2019

$24,262 (+3.6%)

$1,089,000 + $1,008,000

$2,097,000

2018

$23,422 (+1.3%)

$885,000 + $1,075,000

$1,960,000

2017

$23,120 (+1.3%)

$886,000 + $1,075,000

$1,961,000

2015

$22,819 (+1.8%)

$870,000 + $1,104,000

$1,974,000

2014

$22,422 (−5.6%)

$772,000 + $1,171,000

$1,943,000

2013

$23,751 (+1.9%)

$724,000 + $1,306,000

$2,030,000

2012

$23,304 (−0.9%)

$724,000 + $1,306,000

$2,030,000

2011

$23,523 (+6.6%)

$676,000 + $1,382,000

$2,058,000

2010

$22,071 (+13.5%)

$724,000 + $1,382,000

$2,106,000

2009

$19,451

$901,000 + $1,153,000

$2,054,000

*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 Type: Full

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

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Room Information
# of Rooms: 11

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Colonial
Construction Type: Frame
Exterior Wall: Stone/Stucco

Property Information
Subdivision Name: WELLESLEY HILLS
Living Sq. Ft: 4,921
# of Units: 1
# of Stories: 3

Lot Information
# of Buildings: 1
Land Sq. Ft: 21,780
Municipality Name: WELLESLEY
Acres: 0.5
Zoning Code: SR20
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 6
Baths: 5.0
Sq. Ft.: 4,921
Stories: 3.0
Lot Size: 0.5 acres
Style: Single Family Residential
Year Built: 1920
Year Renovated: —
County: Norfolk County
APN: 258716

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

K - 12
Preschool & daycare

Joseph E. Fiske Elementary School

Public K-5 • Assigned • 1.1mi

10/10

Wellesley Middle School

Public 6-8 • Assigned • 1.1mi

8/10

Wellesley High School

Public 9-12 • Assigned • 0.6mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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 97° expected this year, 15 days in 30 years

6/10 Wind Factor

59% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Wellesley, MA • 02481

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 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.21M – $3.89M

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4 beds2.5 baths3,342 sq ft

14 Powder House Cir, Needham, MA 02492

Spacious kitchen • Ample storage • 0.24 acre lot

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3 beds2.5 baths2,592 sq ft

11 Martin Rd, Wellesley, MA 02481

Private primary bath • Deck • Fenced backyard

$1,049,000

3 beds2 baths1,474 sq ft

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Covered portico • Updated kitchen • Substantial island

$4,100,000

5 beds6.5 baths5,465 sq ft

19 Orchard St, Wellesley, MA 02481

New construction • Chef's kitchen • Large center island

New listings for sale in 02481

$3,395,000

5 beds4.5 baths4,834 sq ft

32 Wall St, Wellesley, MA 02481

Gourmet kitchen • Oversized island • Bespoke cabinetry

Home values near 8 Windsor Rd

Data from public records.

Address	Redfin Estimate
28 Windsor Road, Wellesley, MA 5 Beds \| 6.5 Baths \| 5287 Sq. Ft.	$4,362,224
24 Windsor Road, Wellesley, MA 5 Beds \| 4 Baths \| 3741 Sq. Ft.	$2,655,452
11 Windsor Road, Wellesley, MA 4 Beds \| 2.5 Baths \| 2119 Sq. Ft.	$2,135,174
96 Abbott Road, Wellesley, MA 4 Beds \| 2.5 Baths \| 4779 Sq. Ft.	$3,650,479
60 Arlington Road, Wellesley, MA 5 Beds \| 5.5 Baths \| 5440 Sq. Ft.	$4,385,648
65 Livermore Road, Wellesley, MA 3 Beds \| 4 Baths \| 4097 Sq. Ft.	$2,573,500
101 Abbott Road, Wellesley, MA 6 Beds \| 4.5 Baths \| 4457 Sq. Ft.	$3,331,139

Address	Redfin Estimate
14 Windsor Road, Wellesley, MA 6 Beds \| 3.5 Baths \| 3787 Sq. Ft.	$3,239,996
21 Windsor Road, Wellesley, MA 6 Beds \| 4 Baths \| 4954 Sq. Ft.	$3,212,421
27 Windsor Road, Wellesley, MA 6 Beds \| 3 Baths \| 2916 Sq. Ft.	$2,877,787
102 Abbott Road, Wellesley, MA 4 Beds \| 3.5 Baths \| 4800 Sq. Ft.	$3,743,337
117 Abbott Road, Wellesley, MA 6 Beds \| 7 Baths \| 7555 Sq. Ft.	$5,234,605
59 Livermore Road, Wellesley, MA 6 Beds \| 3.5 Baths \| 4007 Sq. Ft.	$2,850,081
108 Abbott Road, Wellesley, MA 6 Beds \| 7 Baths \| 7037 Sq. Ft.	$6,024,407

Address	Redfin Estimate
20 Windsor Road, Wellesley, MA 6 Beds \| 5 Baths \| 5393 Sq. Ft.	$3,037,369
15 Windsor Road, Wellesley, MA 5 Beds \| 3.5 Baths \| 2972 Sq. Ft.	$3,388,783
8 Inverness Road, Wellesley, MA 5 Beds \| 2.5 Baths \| 3127 Sq. Ft.	$2,370,565
44 Arlington Road, Wellesley, MA 8 Beds \| 3.5 Baths \| 5109 Sq. Ft.	$3,501,406
113 Abbott Road, Wellesley, MA 6 Beds \| 3.5 Baths \| 3449 Sq. Ft.	$3,462,877
105 Abbott Road, Wellesley, MA 6 Beds \| 4 Baths \| 4356 Sq. Ft.	$3,173,064
112 Abbott Road, Wellesley, MA 5 Beds \| 5 Baths \| 4654 Sq. Ft.	$3,355,366

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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 02481, MA

Sale history for 8 Windsor Rd

Tax history for 8 Windsor Rd

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02481

Home values near 8 Windsor Rd

More real estate resources