OFF MARKET

Off Market Nov 2020 for $5.2M

$6,702,538

•

7,750

sq ft

38 Windsor Rd, Wellesley, MA 02481

About this home

Introducing 38 Windsor Road. Situated in the heart of Wellesley's coveted Country Club location. This 17 room custom built home exceeds all expectations with unparalleled craftsmanship, functionality of design while sited to maximize the hilltop wooded views to the back yard conservation land. Over 7750 sq ft of living space on 3 floors with walkout lower level plus a 3 car heated garage. Extensive landscape architect design plan with oversized patio and built-in grill. Designed for everyday living along with fabulous spaces for entertaining. The luxuries of multiple office/work spaces, exercise room with steam shower, wine room, bar/entertainment area, media or golf/sports simulator space have been carefully integrated into this home. Enjoy short distance to train, coffee shops, Babson and Wellesley Country Club with access to walking trails from your backyard. Time to customize for a Fall 2020 occupancy.

Single-familyProperty Type

2020Year Built

0.62 acresLot Size

$865Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Melissa Dailey • Coldwell Banker Realty - Wellesley

Bought with Kate Swenson • William Raveis R.E. & Home Services

Redfin checked: a minute ago

•Source:MLS PIN #72685493

Redfin Estimate

$6,702,538

$1.5M since sold in November 2020$36K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 59.9% higher than the average sale price ($4.19M) 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 NOV 12, 2025
$6,187,500
B
6 beds7 baths7,037 sq ft
108 Abbott 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 14, 2026
$2,995,000
D
6 beds5.5 baths7,070 sq ft
84 Glendale Rd, Needham, MA 02492
SOLD MAY 8, 2026
$3,650,000
E
5 beds5.5 baths5,833 sq ft
12 Bird Hill Ave, Wellesley, MA 02481
SOLD AUG 14, 2026
$2,700,000
F
5 beds4.5 baths6,032 sq ft
47 Longfellow Rd, Wellesley, MA 02481

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

Earn from this home

Sell

$2,674,360

Est. take-home

List your home with Redfin and save $33,513

Rent

$5,819/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 38 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$53,987 (−5.4%)

$1,401,000 + $3,314,000

$4,715,000

2022

$57,057 (+59.8%)

$1,255,000 + $3,630,000

$4,885,000

2021

$35,708 (+164.2%)

$1,169,000 + $1,870,000

$3,039,000

2020

$13,514 (−17.4%)

$1,169,000

2019

$16,360 (+27.1%)

$1,211,000 + $203,000

$1,414,000

2018

$12,870 (+3.8%)

$902,000 + $175,000

$1,077,000

2017

$12,403 (+4.2%)

$903,000 + $149,000

$1,052,000

2015

$11,907 (+7.4%)

$887,000 + $143,000

$1,030,000

2014

$11,090 (+5.9%)

$786,000 + $175,000

$961,000

2013

$10,472 (+3.2%)

$738,000 + $157,000

$895,000

2012

$10,148 (+6.8%)

$738,000 + $146,000

$884,000

2011

$9,498 (+3.0%)

$689,000 + $142,000

$831,000

2010

$9,222 (−6.9%)

$738,000 + $142,000

$880,000

2009

$9,906

$918,000 + $128,000

$1,046,000

Tax history for 38 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$53,987 (−5.4%)

$1,401,000 + $3,314,000

$4,715,000

2022

$57,057 (+59.8%)

$1,255,000 + $3,630,000

$4,885,000

2021

$35,708 (+164.2%)

$1,169,000 + $1,870,000

$3,039,000

2020

$13,514 (−17.4%)

$1,169,000

2019

$16,360 (+27.1%)

$1,211,000 + $203,000

$1,414,000

2018

$12,870 (+3.8%)

$902,000 + $175,000

$1,077,000

2017

$12,403 (+4.2%)

$903,000 + $149,000

$1,052,000

2015

$11,907 (+7.4%)

$887,000 + $143,000

$1,030,000

2014

$11,090 (+5.9%)

$786,000 + $175,000

$961,000

2013

$10,472 (+3.2%)

$738,000 + $157,000

$895,000

2012

$10,148 (+6.8%)

$738,000 + $146,000

$884,000

2011

$9,498 (+3.0%)

$689,000 + $142,000

$831,000

2010

$9,222 (−6.9%)

$738,000 + $142,000

$880,000

2009

$9,906

$918,000 + $128,000

$1,046,000

*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

0.62 Acres

Year renovated

—

Sq. Ft.

5,497

Year built

2019

Style

Single Family Residential

County

Norfolk County

APN

258312

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 3
# of Covered Spaces: 3
Parking Spaces: 8
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Heated Garage, Storage, Oversized, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 260
Length: 20
Width: 13
Level: Second
Features: Bathroom - Full,Walk-In Closet(s)

Bedroom #2 Information
Area: 195
Length: 15
Width: 13
Level: Second
Features: Bathroom - Full,Walk-In Closet(s)

Bedroom #3 Information
Area: 195
Length: 15
Width: 13
Level: Second
Features: Bathroom - Full,Closet

Bedroom #4 Information
Area: 168
Length: 14
Width: 12
Level: Second
Features: Bathroom - Full

Bedroom #5 Information
Area: 144
Length: 12
Width: 12
Level: Second
Features: Bathroom - Full

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

Bathroom #1 Information
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Level: First
Features: Bathroom - Half

Bathroom #3 Information
Level: Basement
Features: Bathroom - Full

Living Room Information
Area: 255
Length: 15
Width: 17
Level: First
Features: Window(s) - Picture

Family Room Information
Area: 396
Length: 22
Width: 18
Level: First
Features: Window(s) - Picture,Exterior Access

Dining Room Information
Area: 255
Length: 15
Width: 17
Level: First
Features: Wainscoting

Kitchen Information
Area: 315
Length: 21
Width: 15
Level: First
Features: Dining Area,Pantry,Kitchen Island,Open Floorplan

Office Room Information
Area: 187
Length: 11
Width: 17
Level: First

Basement Information
Basement: Full, Walk-Out Access

Laundry Information
Laundry Features: Second Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 3
Fireplace Features: Family Room

Interior Features
# of Rooms (Total): 17
Door Features: Insulated Doors
Window Features: Insulated Windows
Flooring: Wood
Interior Features: Closet/Cabinets - Custom Built, Mud Room, Home Office, Study, Bonus Room, Play Room, Media Room, Central Vacuum, Sauna/Steam/Hot Tub, Wet Bar, Wired for Sound, Internet Available - DSL

Exterior

Building Information
Building Area (Total): 7,750
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Builder
Year Built Details: Under Construction

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

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat
Security Features: Security System

Lot Information
Lot Size (Acres): 0.62
Road Frontage Type: Public

Financial

Tax Information
Tax Year: 2020

Utilities

Utility Information
Utilities: for Gas Range, for Gas Oven, for Electric Oven
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Radiant, Natural Gas
Cooling: Central Air

Location

Location Information
Directions: Abbott Road to Windsor Road
UnparsedAddress: 38 Windsor Road, Wellesley MA 02481

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Conservation Area

Public facts

Beds: 5
Baths: 7.0
Sq. Ft.: 5,497
Stories: 2.0
Lot Size: 0.62 acres
Style: Single Family Residential
Year Built: 2019
Year Renovated: —
County: Norfolk County
APN: 258312

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 7

Listing Information
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

$6.37M – $7.71M

Reach more buyers when you sell with Redfin. Save up to $67,025 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

$2,895,000

6 beds4.5 baths3,900 sq ft

21 Wellesley Ave, Wellesley, MA 02482

$1,599,000

4 beds2.5 baths2,850 sq ft

81 Parish Rd, Needham, MA 02494

3D WALKTHROUGH

$2,280,000

5 beds4.5 baths3,600 sq ft

37 Oakland St, Wellesley, MA 02481

$2,150,000

5 beds3.5 baths3,704 sq ft

77 Cedar St, Wellesley, MA 02481

$3,195,000

5 beds5 baths5,735 sq ft

31 Alba 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 38 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
49 Windsor Road, Wellesley, MA 3 Beds \| 4 Baths \| 3541 Sq. Ft.	$3,316,922

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

Property information provided by MLS PIN when last listed in 2020. This data may not match . 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 38 Windsor Rd

Tax history for 38 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 38 Windsor Rd

More real estate resources