OFF MARKET

Off Market Jul 2012 for $2.6M

$4,324,966

Est. refi paymentEst. refi $16,675/mo

•

6,560

sq ft

39 Windsor Rd, Wellesley, MA 02481

About this home

Spectacular 5 yr old colonial offers topnotch quality, elegance & comfortable family living. Features high ceilings, exquisite molding, dramatic 2 story foyer; magnificent Brazilian cherry floors; stupendous family room with bluestone fireplace; overlooking beautiful private yard; master bedroom with cathedral ceiling, fireplace, extravagant bath; front & back stairs, practical dumbwaiter between lower walk out level and first floor; in heart of coveted Country Club area! Exquisite condition!

Single-familyProperty Type

2004Year Built

0.55 acresLot Size

$659Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Chris Mayer • Coldwell Banker Residential Brokerage - Wellesley - Central St.

Bought with Betsy Kessler • Rutledge Properties

Redfin checked: a few seconds ago

•Source:MLS PIN #71336374

Redfin Estimate

$4,324,966

$1.7M since sold in July 2012$98K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.9% higher than the average sale price ($4.16M) of 6 comparable homes.

SOLD JUL 10, 2026
$4,525,000
A
6 beds6.5 baths9,523 sq ft
23 Inverness Rd, Wellesley, MA 02481
SOLD JUL 14, 2026
$2,995,000
B
6 beds5.5 baths7,070 sq ft
84 Glendale Rd, Needham, MA 02492
SOLD JUL 23, 2026
$5,100,000
C
6 beds7 baths6,148 sq ft
10 Clark Rd, Wellesley, MA 02481
SOLD NOV 12, 2025
$6,187,500
D
6 beds7 baths7,037 sq ft
108 Abbott Rd, Wellesley, MA 02481
SOLD APR 13, 2026
$2,500,000
E
5 beds4.5 baths5,261 sq ft
1 Clock Tower Dr, Wellesley, MA 02481
SOLD JUN 1, 2026
$3,675,000
F
6 beds4.5 baths5,500 sq ft
23 Priscilla 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

$2,703,621

Est. take-home

List your home with Redfin and save $21,625

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$5,812/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 39 Windsor Rd

Date

Event

Price

MLS PIN #71336374

Jul 31, 2012

Sold

$2,625,000

$400/sq ft

Feb 12, 2012

Contingent

—

Feb 8, 2012

Listed

$2,700,000

$412/sq ft

Public Records

Jul 23, 2004

Sold

$2,637,595

$402/sq ft

MLS PIN #30703007

Jul 23, 2004

Sold

$2,550,000

$389/sq ft

Dec 15, 2003

Listing Removed

—

Mar 27, 2003

Listed

$2,790,000

$425/sq ft

MLS PIN #30415723

Dec 1, 2000

Sold

$1,000,000

$152/sq ft

Jul 27, 2000

Listing Removed

—

May 31, 2000

Listed

$995,000

$152/sq ft

Public Records

May 1, 1982

Sold

$212,500

$32/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$31,316 (+1.1%)

$1,316,000 + $1,419,000

$2,735,000

2022

$30,964 (+2.5%)

$1,179,000 + $1,472,000

$2,651,000

2021

$30,198 (+1.6%)

$1,098,000 + $1,472,000

$2,570,000

2020

$29,709 (−1.6%)

$1,098,000 + $1,472,000

$2,570,000

2019

$30,198 (+3.8%)

$1,138,000 + $1,472,000

$2,610,000

2018

$29,086 (+4.5%)

$893,000 + $1,541,000

$2,434,000

2017

$27,836 (−3.8%)

$893,000 + $1,468,000

$2,361,000

2016

$28,948 (+2.4%)

$878,000 + $1,569,000

$2,447,000

2015

$28,264 (+0.6%)

$878,000 + $1,567,000

$2,445,000

2014

$28,100 (+0.8%)

$778,000 + $1,657,000

$2,435,000

2013

$27,869 (+16.4%)

$730,000 + $1,652,000

$2,382,000

2012

$23,947 (−4.8%)

$730,000 + $1,356,000

$2,086,000

2011

$25,146 (+6.7%)

$681,000 + $1,519,000

$2,200,000

2010

$23,570 (+9.0%)

$730,000 + $1,519,000

$2,249,000

2009

$21,620

$908,000 + $1,375,000

$2,283,000

Tax history for 39 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$31,316 (+1.1%)

$1,316,000 + $1,419,000

$2,735,000

2022

$30,964 (+2.5%)

$1,179,000 + $1,472,000

$2,651,000

2021

$30,198 (+1.6%)

$1,098,000 + $1,472,000

$2,570,000

2020

$29,709 (−1.6%)

$1,098,000 + $1,472,000

$2,570,000

2019

$30,198 (+3.8%)

$1,138,000 + $1,472,000

$2,610,000

2018

$29,086 (+4.5%)

$893,000 + $1,541,000

$2,434,000

2017

$27,836 (−3.8%)

$893,000 + $1,468,000

$2,361,000

2016

$28,948 (+2.4%)

$878,000 + $1,569,000

$2,447,000

2015

$28,264 (+0.6%)

$878,000 + $1,567,000

$2,445,000

2014

$28,100 (+0.8%)

$778,000 + $1,657,000

$2,435,000

2013

$27,869 (+16.4%)

$730,000 + $1,652,000

$2,382,000

2012

$23,947 (−4.8%)

$730,000 + $1,356,000

$2,086,000

2011

$25,146 (+6.7%)

$681,000 + $1,519,000

$2,200,000

2010

$23,570 (+9.0%)

$730,000 + $1,519,000

$2,249,000

2009

$21,620

$908,000 + $1,375,000

$2,283,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

23,815

Year renovated

2017

Sq. Ft.

6,560

Year built

2004

Style

Single Family Residential

County

Norfolk County

APN

258297

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

—

Last updated by owner on May 16, 2021.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 3
# of Covered Spaces: 3
Parking Spaces: 5
AttachedGarageYN: Yes
Parking Features: Under, Garage Door Opener, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 456
Length: 19
Width: 24
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood

Bedroom #2 Information
Area: 238
Length: 14
Width: 17
Features: Flooring - Hardwood

Bedroom #3 Information
Area: 238
Length: 14
Width: 17
Features: Flooring - Hardwood

Bedroom #4 Information
Area: 238
Length: 14
Width: 17
Features: Flooring - Hardwood

Bedroom #5 Information
Area: 221
Length: 13
Width: 17
Features: Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 6
# of Bathrooms (Half): 2
Master Bathroom Features: Yes

Bathroom #1 Information
Features: Bathroom - Half

Bathroom #2 Information
Features: Bathroom - Half

Bathroom #3 Information
Features: Bathroom - Full

Living Room Information
Area: 340
Length: 20
Width: 17
Features: Flooring - Hardwood

Family Room Information
Area: 768
Length: 32
Width: 24
Features: Flooring - Hardwood

Dining Room Information
Area: 255
Length: 15
Width: 17
Features: Flooring - Hardwood

Kitchen Information
Area: 340
Length: 20
Width: 17
Features: Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid

Basement Information
Basement: Full, Partially Finished, Walk-Out Access, Interior Entry, Garage Access

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 3
Fireplace Features: Family Room, Living Room, Master Bedroom

Appliances
Other Equipment: Intercom

Interior Features
# of Rooms (Total): 12
Flooring: Wood, Tile, Carpet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
Interior Features: Bathroom - Full, Sauna/Steam/Hot Tub, Walk-Up Attic

Exterior

Building Information
Building Area (Total): 6,560
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate
Color: brick
Lead Paint: None

Exterior Features
Roof: Shingle
Patio And Porch Features: Patio
Exterior Features: Patio, Professional Landscaping, Sprinkler System

Property Information
PropertySubType: Single Family Residence
Security Features: Security System

Lot Information
Lot Size (Acres): 0.55
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $23,947
Tax Year: 2012

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Oil
Cooling: Central Air

Location

Location Information
Directions: Abbott Road to Windsor
UnparsedAddress: 39 Windsor Rd, Wellesley MA 02481

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Walk/Jog Trails, Golf

Public facts

Beds: 6
Baths: 7.0
Sq. Ft.: 6,560
Stories: 2.0
Parking Spaces: 8
Basement: Yes
Accessible: No
Lot Size: 0.55 acres
Style: Single Family Residential
Year Built: 2004
Year Renovated: 2017
County: Norfolk County
APN: 258297
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on May 16, 2021

Other

Miscellaneous Information
Heat Zones: 5

Listing Information
Exclusions: Window Treatments & Furniture Negotiable
StandardStatus: Closed

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

$4.11M – $4.97M

Reach more buyers when you sell with Redfin. Save up to $43,250 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

OPEN FRI, 3PM TO 4:30PM

$1,995,000

4 beds3.5 baths3,216 sq ft

186 Oakland St, Wellesley, MA 02481

$1,490,000

4 beds3 baths2,218 sq ft

32 Bobolink Rd, Wellesley, MA 02481

$1,250,000

3 beds2 baths1,538 sq ft

178 Webster St, Needham, MA 02494

$3,249,000

6 beds6 baths7,420 sq ft

88 Woodbine Cir, Needham, MA 02494

$949,900

4 beds1.5 baths2,004 sq ft

309 Hillside Ave, Needham, MA 02494

$3,050,000

5 beds5 baths6,006 sq ft

23 Wareland Rd, 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 39 Windsor Rd

Data from public records.

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
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
60 Windsor Road, Wellesley, MA 3 Beds \| 2.5 Baths \| 2750 Sq. Ft.	$2,741,767

Property information provided by MLS PIN when last listed in 2012. This data may not show owner updates. Learn more.

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.

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

02030 homes for sale
02481 homes for sale
02492 homes for sale
02493 homes for sale
01760 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 39 Windsor Rd

Tax history for 39 Windsor Rd

Public record

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 39 Windsor Rd

More real estate resources