Google street view image for 65 Windsor Rd, Wellesley, MA 02481

Off Market Nov 1986 for $425K

$2,066,690

Est. refi paymentEst. refi $2,701/mo

•

2.5 ba

•

2,062

sq ft

65 Windsor Rd, Wellesley, MA 02481

About this home

65 Windsor Rd is a 2,062 square foot house on a 0.45 acre lot with 3 bedrooms and 2.5 bathrooms. - it last sold on November 01, 1986 for $425,000. Based on Redfin's Wellesley data, we estimate the home's value is $2,066,690.

Single-familyProperty Type

1914Year Built

0.45 acresLot Size

$1,002Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,066,690

$1.6M since sold in November 1986$150K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 31.8% higher than the average sale price ($1.57M) of 6 comparable homes.

SOLD JUN 16, 2026
$1,250,000
A
3 beds3 baths1,808 sq ft
12 Wareland Rd, Wellesley, MA 02481
SOLD AUG 3, 2026
$1,525,000
B
3 beds2.5 baths2,290 sq ft
22 Standish Rd, Wellesley, MA 02481
SOLD JUL 15, 2026
$1,282,000
C
3 beds2 baths2,122 sq ft
6 Wareland Rd, Wellesley, MA 02481
SOLD JUN 4, 2026
$1,625,000
D
3 beds2.5 baths1,996 sq ft
42 Jackson Rd, Wellesley, MA 02481
SOLD JUN 12, 2026
$2,225,000
E
5 beds3.5 baths2,590 sq ft
120 Forest St, Wellesley, MA 02481
SOLD NOV 12, 2025
$1,500,000
F
3 beds2 baths2,154 sq ft
39 Standish Rd, Wellesley, MA 02481

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Earn from this home

Sell

$1,963,265

Est. take-home

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Refinance

Est. cash available

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Rent

$3,965/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 65 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$16,041 (+2.0%)

$1,194,000 + $207,000

$1,401,000

2022

$15,721 (+5.1%)

$1,069,000 + $277,000

$1,346,000

2021

$14,958 (+1.6%)

$996,000 + $277,000

$1,273,000

2020

$14,716 (−2.9%)

$996,000 + $277,000

$1,273,000

2019

$15,157 (+14.1%)

$1,033,000 + $277,000

$1,310,000

2018

$13,288 (+1.3%)

$877,000 + $235,000

$1,112,000

2017

$13,122 (+4.0%)

$878,000 + $235,000

$1,113,000

2015

$12,612 (+4.0%)

$862,000 + $229,000

$1,091,000

2014

$12,129 (+6.0%)

$764,000 + $287,000

$1,051,000

2013

$11,443 (+1.9%)

$717,000 + $261,000

$978,000

2012

$11,227 (+4.8%)

$717,000 + $261,000

$978,000

2011

$10,710 (+3.7%)

$669,000 + $268,000

$937,000

2010

$10,323 (−3.5%)

$717,000 + $268,000

$985,000

2009

$10,701

$893,000 + $237,000

$1,130,000

Tax history for 65 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$16,041 (+2.0%)

$1,194,000 + $207,000

$1,401,000

2022

$15,721 (+5.1%)

$1,069,000 + $277,000

$1,346,000

2021

$14,958 (+1.6%)

$996,000 + $277,000

$1,273,000

2020

$14,716 (−2.9%)

$996,000 + $277,000

$1,273,000

2019

$15,157 (+14.1%)

$1,033,000 + $277,000

$1,310,000

2018

$13,288 (+1.3%)

$877,000 + $235,000

$1,112,000

2017

$13,122 (+4.0%)

$878,000 + $235,000

$1,113,000

2015

$12,612 (+4.0%)

$862,000 + $229,000

$1,091,000

2014

$12,129 (+6.0%)

$764,000 + $287,000

$1,051,000

2013

$11,443 (+1.9%)

$717,000 + $261,000

$978,000

2012

$11,227 (+4.8%)

$717,000 + $261,000

$978,000

2011

$10,710 (+3.7%)

$669,000 + $268,000

$937,000

2010

$10,323 (−3.5%)

$717,000 + $268,000

$985,000

2009

$10,701

$893,000 + $237,000

$1,130,000

*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 Sq. Ft: 300
Basement Type: Full

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

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Room Information
# of Rooms: 7

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Colonial
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle

Property Information
Living Sq. Ft: 2,062
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 19,602
Municipality Name: WELLESLEY
Acres: 0.45
Zoning Code: SR20
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,062
Stories: 2.0
Lot Size: 0.45 acres
Style: Single Family Residential
Year Built: 1914
Year Renovated: 1970
County: Norfolk County
APN: 258305

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

Joseph E. Fiske Elementary School

Public K-5 • Assigned • 0.9mi

10/10

Wellesley Middle School

Public 6-8 • Assigned • 1.4mi

8/10

Wellesley High School

Public 9-12 • Assigned • 0.9mi

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

$1.96M – $2.38M

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Nearby similar homes

NEW CONSTRUCTIONVIDEO TOUR

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Listing provided by Zillow

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114 Parish Rd, Needham, MA 02494

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44 Whiting Rd, Wellesley, MA 02481

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6 beds4.5 baths3,900 sq ft

21 Wellesley Ave, Wellesley, MA 02482

$1,250,000

3 beds2 baths1,538 sq ft

178 Webster St, Needham, MA 02494

$3,595,000

6 beds5 baths6,525 sq ft

151 Oakland St, Wellesley, MA 02481

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 65 Windsor Rd

Data from public records.

Address	Redfin Estimate
4 Windsor Road, Wellesley, MA 3 Beds \| 2.5 Baths \| 2618 Sq. Ft.	$2,333,422
53 Windsor Road, Wellesley, MA 4 Beds \| 4.5 Baths \| 3272 Sq. Ft.	$3,212,932

Address	Redfin Estimate
69 Windsor Road, Wellesley, MA 5 Beds \| 3.5 Baths \| 2861 Sq. Ft.	$2,828,023
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
66 Windsor Road, Wellesley, MA 5 Beds \| 6 Baths \| 5026 Sq. Ft.	$3,633,882

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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 65 Windsor Rd

Tax history for 65 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 65 Windsor Rd

More real estate resources