Google street view image for 49 Windsor Rd, Wellesley, MA 02481

Off Market Aug 1993 for $695K

$3,316,922

Est. refi paymentEst. refi $4,405/mo

•

4 ba

•

3,541

sq ft

49 Windsor Rd, Wellesley, MA 02481

About this home

49 Windsor Rd is a 3,541 square foot house on a 0.84 acre lot with 3 bedrooms and 4 bathrooms. - it last sold on August 30, 1993 for $695,000. Based on Redfin's Wellesley data, we estimate the home's value is $3,316,922.

Single-familyProperty Type

1936Year Built

0.84 acresLot Size

$937Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$3,316,922

$2.6M since sold in August 1993$158K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 21.6% higher than the average sale price ($2.73M) of 6 comparable homes.

SOLD JUN 26, 2026
$3,305,000
A
4 beds3.5 baths3,738 sq ft
117 Forest St, Wellesley, MA 02481
SOLD JAN 9, 2026
$2,600,000
B
4 beds3.5 baths3,705 sq ft
46 Lincoln Rd, Wellesley, MA 02481
SOLD MAY 19, 2026
$2,833,000
C
4 beds3.5 baths4,151 sq ft
15 Standish Cir, Wellesley, MA 02481
SOLD APR 30, 2026
$2,625,000
D
4 beds3.5 baths3,433 sq ft
15 Alden Rd, Wellesley, MA 02481
SOLD JUN 26, 2026
$2,525,000
E
4 beds3.5 baths3,497 sq ft
35 Arnold Rd, Wellesley, MA 02481
SOLD AUG 14, 2026
$2,480,000
F
4 beds3.5 baths3,610 sq ft
10 Kirkland Cir, Wellesley, MA 02481

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$3,151,535

Est. take-home

List your home with Redfin and save $16,585

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$5,553/mo

Redfin rental estimate

List your home for rent

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 49 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$24,938 (−2.0%)

$1,628,000 + $550,000

$2,178,000

2022

$25,439 (+4.2%)

$1,459,000 + $719,000

$2,178,000

2021

$24,405 (+1.6%)

$1,358,000 + $719,000

$2,077,000

2020

$24,010 (−1.6%)

$1,358,000 + $719,000

$2,077,000

2019

$24,401 (+20.9%)

$1,408,000 + $701,000

$2,109,000

2018

$20,184 (+1.4%)

$929,000 + $760,000

$1,689,000

2017

$19,902 (+3.5%)

$928,000 + $760,000

$1,688,000

2015

$19,224 (−1.5%)

$913,000 + $750,000

$1,663,000

2014

$19,514 (−5.4%)

$809,000 + $882,000

$1,691,000

2013

$20,627 (+1.9%)

$758,000 + $1,005,000

$1,763,000

2012

$20,239 (+1.4%)

$758,000 + $1,005,000

$1,763,000

2011

$19,968 (+6.0%)

$708,000 + $1,039,000

$1,747,000

2010

$18,833 (+7.4%)

$758,000 + $1,039,000

$1,797,000

2009

$17,538

$944,000 + $908,000

$1,852,000

Tax history for 49 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$24,938 (−2.0%)

$1,628,000 + $550,000

$2,178,000

2022

$25,439 (+4.2%)

$1,459,000 + $719,000

$2,178,000

2021

$24,405 (+1.6%)

$1,358,000 + $719,000

$2,077,000

2020

$24,010 (−1.6%)

$1,358,000 + $719,000

$2,077,000

2019

$24,401 (+20.9%)

$1,408,000 + $701,000

$2,109,000

2018

$20,184 (+1.4%)

$929,000 + $760,000

$1,689,000

2017

$19,902 (+3.5%)

$928,000 + $760,000

$1,688,000

2015

$19,224 (−1.5%)

$913,000 + $750,000

$1,663,000

2014

$19,514 (−5.4%)

$809,000 + $882,000

$1,691,000

2013

$20,627 (+1.9%)

$758,000 + $1,005,000

$1,763,000

2012

$20,239 (+1.4%)

$758,000 + $1,005,000

$1,763,000

2011

$19,968 (+6.0%)

$708,000 + $1,039,000

$1,747,000

2010

$18,833 (+7.4%)

$758,000 + $1,039,000

$1,797,000

2009

$17,538

$944,000 + $908,000

$1,852,000

*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: 3
# of 1/2 Baths: 2

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Room Information
# of Rooms: 9

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Garrison/Frontier
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle

Property Information
Living Sq. Ft: 3,541
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 36,590
Municipality Name: WELLESLEY
Acres: 0.84
Zoning Code: SR20
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 3
Baths: 4.0
Sq. Ft.: 3,541
Stories: 2.0
Lot Size: 0.84 acres
Style: Single Family Residential
Year Built: 1936
Year Renovated: 1970
County: Norfolk County
APN: 258300

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 • 0.8mi

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

$3.15M – $3.82M

Reach more buyers when you sell with Redfin. Save up to $33,169 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

3D WALKTHROUGH

$2,295,000

4 beds3.5 baths3,776 sq ft

38 Upwey Rd, Wellesley, MA 02481

NEW 26 HRS AGO

$795,000

3 beds2 baths1,912 sq ft

4 River Park St, Needham, MA 02494

$5,450,000

5 beds7 baths7,632 sq ft

44 Whiting Rd, Wellesley, MA 02481

$1,185,000

5 beds3 baths2,167 sq ft

114 Parish Rd, Needham, MA 02494

$1,250,000

3 beds2 baths1,538 sq ft

178 Webster St, Needham, MA 02494

$2,895,000

6 beds4.5 baths3,900 sq ft

21 Wellesley Ave, Wellesley, MA 02482

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

53 Sheridan Rd, Wellesley, MA 02481

$1,950,000

3 beds1.5 baths1,595 sq ft

53 Elmwood Rd, Wellesley, MA 02481

Home values near 49 Windsor Rd

Data from public records.

Address	Redfin Estimate
69 Windsor Road, Wellesley, MA 5 Beds \| 3.5 Baths \| 2861 Sq. Ft.	$2,828,023
45 Windsor Road, Wellesley, MA 4 Beds \| 3 Baths \| 2815 Sq. Ft.	$2,810,202

Address	Redfin Estimate
33 Windsor Road, Wellesley, MA 5 Beds \| 4.5 Baths \| 4601 Sq. Ft.	$4,135,200
53 Windsor Road, Wellesley, MA 4 Beds \| 4.5 Baths \| 3272 Sq. Ft.	$3,212,932

Address	Redfin Estimate
39 Windsor Road, Wellesley, MA 6 Beds \| 7 Baths \| 6560 Sq. Ft.	$4,324,966
57 Windsor Road, Wellesley, MA 5 Beds \| 5.5 Baths \| 4500 Sq. Ft.	$3,293,663

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

02030 homes for sale
02481 homes for sale
02492 homes for sale
02493 homes for sale
01760 homes for sale

Dana Hall homes for sale
Cliff Estates homes for sale
Wellesley Fells homes for sale
Wellesley Farms homes for sale
Overbrook homes for sale

Houses for rent in Wellesley	Agents near me	Quincy, MA homes for sale	Wellesley Housing Market
Houses for sale near me	Boston, MA homes for sale	Brookline, MA homes for sale
Land for sale near me	Newton, MA homes for sale	Arlington, MA homes for sale
Open Houses near me	Cambridge, MA homes for sale	Wellesley Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings

Cambridge homes for sale
Boston homes for sale
Newton homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 02481, MA

Sale history for 49 Windsor Rd

Tax history for 49 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 49 Windsor Rd

More real estate resources