Google street view image for 33 Windsor Rd, Wellesley, MA 02481

Off Market Sep 1995 for $725K

$4,135,200

Est. refi paymentEst. refi $4,596/mo

•

4.5 ba

•

4,601

sq ft

33 Windsor Rd, Wellesley, MA 02481

About this home

33 Windsor Rd is a 4,601 square foot house on a 1.77 acre lot with 5 bedrooms and 4.5 bathrooms. - it last sold on September 15, 1995 for $725,000. Based on Redfin's Wellesley data, we estimate the home's value is $4,135,200.

Single-familyProperty Type

1928Year Built

1.77 acresLot Size

$899Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$4,135,200

$3.4M since sold in September 1995$67K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 29.7% higher than the average sale price ($3.19M) 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 JUL 8, 2026
$2,935,000
B
5 beds3.5 baths4,364 sq ft
49 Whittier Rd, Wellesley, MA 02481
SOLD JUL 16, 2026
$2,690,000
C
4 beds3.5 baths4,761 sq ft
21 Elm St, Wellesley, MA 02481
SOLD AUG 14, 2026
$2,700,000
D
5 beds4.5 baths6,032 sq ft
47 Longfellow Rd, Wellesley, MA 02481
SOLD JUN 2, 2026
$3,100,000
E
5 beds5.5 baths4,785 sq ft
44 Bradford Rd, Wellesley, MA 02481
SOLD JUN 26, 2026
$3,305,000
F
4 beds3.5 baths3,738 sq ft
117 Forest St, Wellesley, MA 02481

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Earn from this home

Sell

$3,929,259

Est. take-home

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Refinance

Est. cash available

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Rent

$5,841/mo

Redfin rental estimate

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Market trends in 02481, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.8%

+0.1% MoM

Median sale price

$2.4M

$26K MoM

Avg. days on market

15d

0 days MoM

Recently sold homes

25 MoM

New listings for sale

OPEN FRI, 3PM TO 4:30PM
$1,995,000
4 beds3.5 baths3,216 sq ft
186 Oakland St, Wellesley, MA 02481
$3,595,000
6 beds5 baths6,525 sq ft
151 Oakland St, Wellesley, MA 02481
$5,450,000
5 beds7 baths7,632 sq ft
44 Whiting Rd, Wellesley, MA 02481
3D WALKTHROUGH
$1,395,000
4 beds2.5 baths1,800 sq ft
560 Worcester St, Wellesley, MA 02481
EARLY ACCESS
$2,049,000
3 beds3 baths4,366 sq ft
53 Sheridan Rd, Wellesley, MA 02481
$1,950,000
3 beds1.5 baths1,595 sq ft
53 Elmwood Rd, Wellesley, MA 02481
See all

Provided by Redfin

Sale history for 33 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$38,438 (+7.6%)

$2,363,000 + $994,000

$3,357,000

2022

$35,717 (+4.4%)

$2,117,000 + $941,000

$3,058,000

2021

$34,216 (+1.6%)

$1,971,000 + $941,000

$2,912,000

2020

$33,686 (−7.2%)

$1,971,000 + $943,000

$2,914,000

2019

$36,307 (+34.2%)

$2,044,000 + $1,094,000

$3,138,000

2018

$27,055 (+1.3%)

$992,000 + $1,272,000

$2,264,000

2017

$26,704 (+1.6%)

$993,000 + $1,272,000

$2,265,000

2015

$26,287 (+2.4%)

$975,000 + $1,299,000

$2,274,000

2014

$25,665 (−6.3%)

$865,000 + $1,359,000

$2,224,000

2013

$27,401 (+1.9%)

$811,000 + $1,531,000

$2,342,000

2012

$26,886 (+2.9%)

$811,000 + $1,531,000

$2,342,000

2011

$26,129 (+6.5%)

$757,000 + $1,529,000

$2,286,000

2010

$24,523 (+11.6%)

$811,000 + $1,529,000

$2,340,000

2009

$21,980

$1,009,000 + $1,312,000

$2,321,000

Tax history for 33 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$38,438 (+7.6%)

$2,363,000 + $994,000

$3,357,000

2022

$35,717 (+4.4%)

$2,117,000 + $941,000

$3,058,000

2021

$34,216 (+1.6%)

$1,971,000 + $941,000

$2,912,000

2020

$33,686 (−7.2%)

$1,971,000 + $943,000

$2,914,000

2019

$36,307 (+34.2%)

$2,044,000 + $1,094,000

$3,138,000

2018

$27,055 (+1.3%)

$992,000 + $1,272,000

$2,264,000

2017

$26,704 (+1.6%)

$993,000 + $1,272,000

$2,265,000

2015

$26,287 (+2.4%)

$975,000 + $1,299,000

$2,274,000

2014

$25,665 (−6.3%)

$865,000 + $1,359,000

$2,224,000

2013

$27,401 (+1.9%)

$811,000 + $1,531,000

$2,342,000

2012

$26,886 (+2.9%)

$811,000 + $1,531,000

$2,342,000

2011

$26,129 (+6.5%)

$757,000 + $1,529,000

$2,286,000

2010

$24,523 (+11.6%)

$811,000 + $1,529,000

$2,340,000

2009

$21,980

$1,009,000 + $1,312,000

$2,321,000

*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: 1

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 4
Has Fireplace

Room Information
# of Rooms: 12

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Colonial
Construction Type: Frame
Exterior Wall: Brick

Property Information
Living Sq. Ft: 4,601
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 77,101
Municipality Name: WELLESLEY
Acres: 1.77
Zoning Code: SR20
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 4,601
Stories: 2.0
Lot Size: 1.77 acres
Style: Single Family Residential
Year Built: 1928
Year Renovated: —
County: Norfolk County
APN: 258296

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

Joseph E. Fiske Elementary School

Public K-5 • Assigned • 1.0mi

10/10

Wellesley Middle School

Public 6-8 • Assigned • 1.3mi

8/10

Wellesley High School

Public 9-12 • Assigned • 0.7mi

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

54% 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

$3.93M – $4.76M

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Nearby similar homes

3D WALKTHROUGH

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Listing provided by Zillow

New listings for sale in 02481

OPEN FRI, 3PM TO 4:30PM

$1,995,000

4 beds3.5 baths3,216 sq ft

186 Oakland St, Wellesley, MA 02481

$3,595,000

6 beds5 baths6,525 sq ft

151 Oakland St, Wellesley, MA 02481

$5,450,000

5 beds7 baths7,632 sq ft

44 Whiting Rd, Wellesley, MA 02481

3D WALKTHROUGH

$1,395,000

4 beds2.5 baths1,800 sq ft

560 Worcester St, Wellesley, MA 02481

EARLY ACCESSCOMPASS COMING SOON

$2,049,000

3 beds3 baths4,366 sq ft

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$1,950,000

3 beds1.5 baths1,595 sq ft

53 Elmwood Rd, Wellesley, MA 02481

Home values near 33 Windsor Rd

Data from public records.

Address	Redfin Estimate
39 Windsor Road, Wellesley, MA 6 Beds \| 7 Baths \| 6560 Sq. Ft.	$4,324,966
53 Windsor Road, Wellesley, MA 4 Beds \| 4.5 Baths \| 3272 Sq. Ft.	$3,212,932

Address	Redfin Estimate
45 Windsor Road, Wellesley, MA 4 Beds \| 3 Baths \| 2815 Sq. Ft.	$2,810,202
57 Windsor Road, Wellesley, MA 5 Beds \| 5.5 Baths \| 4500 Sq. Ft.	$3,293,663

Address	Redfin Estimate
49 Windsor Road, Wellesley, MA 3 Beds \| 4 Baths \| 3541 Sq. Ft.	$3,316,922
50 Windsor Road, Wellesley, MA 5 Beds \| 4 Baths \| 3540 Sq. Ft.	$2,798,506

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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 33 Windsor Rd

Tax history for 33 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 33 Windsor Rd

More real estate resources