Location

Nearby schools

School ratings (A+ to F) from HJN community data.

Montessori Day School of Wellesley Hills
PK-TKG · Montessori
5 students · 1.6:1 student–teacher
0.6 mi
Wellesley High School
9-12 · Regular · Wellesley School District
1,262 students · 10.8:1 student–teacher
Wellesley High School school rating: A+ 0.8 mi
Sunita L. Williams Elementary School
KG-5 · Regular · Needham School District
533 students · 13.1:1 student–teacher
Sunita L. Williams Elementary School school rating: A+ 0.9 mi
Joseph E. Fiske Elementary School
KG-5 · Regular · Wellesley School District
278 students · 11.4:1 student–teacher
Joseph E. Fiske Elementary School school rating: A 1.0 mi
Preschool at Wellesley Schools
PK-PK · Regular · Wellesley School District
87 students · 9.7:1 student–teacher
1.0 mi
John Eliot
KG-5 · Regular · Needham School District
397 students · 11.7:1 student–teacher
John Eliot school rating: A 1.2 mi
Otho L. Schofield Elementary School
KG-5 · Regular · Wellesley School District
291 students · 10.9:1 student–teacher
Otho L. Schofield Elementary School school rating: A- 1.2 mi
Wellesley Middle School
6-8 · Regular · Wellesley School District
919 students · 9.0:1 student–teacher
Wellesley Middle School school rating: A 1.3 mi

Nearby places

Within 2 miles of this home: 38+ restaurants and cafés, 5 grocery stores, 34+ parks and green spaces, and 26+ transit stops.

Place data from OpenStreetMap.

Food & drink

Singh's Cafe
Indian restaurant · Washington Street
0.7 mi
Pho Station
Vietnamese restaurant · Washington Street
0.7 mi
Maugus Restaurant
Washington Street
0.7 mi
Comella's
Italian restaurant · Washington Street
0.7 mi
Quebrada Baking Co
Washington Street
0.7 mi
Le Petit Four
Washington Street
0.8 mi
Caffè Nero
Washington Street
0.8 mi
The Local
American restaurant · Forest Street
0.8 mi

Groceries

Whole Foods Market
Washington Street
1.1 mi
Volante Farms
Forest Street
1.1 mi
Roche Bros
Linden Street
1.5 mi
Trader Joe's
Highland Avenue
1.7 mi
Sudbury Farms
Highland Avenue
1.9 mi

Parks & recreation

Bezanson Pond
0.2 mi
Centennial Reservation
0.3 mi
Sawyer Park
0.3 mi
Babson Centennial Park
0.5 mi
Maugus Hill
0.5 mi
Town Forest
0.6 mi
Barefoot Park
0.6 mi
Freinds of Phillips Park Playground
0.6 mi

Transit

Forest St. Post Office
0.4 mi
Wellesley Hills
0.8 mi
Whole Foods
1.1 mi
Wellesley Farms
1.3 mi
Cedar Street
1.3 mi
Wellesley Senior Center
1.3 mi
Wellesley Farms Inbound Platform
1.3 mi
Wellesley Farms (Inbound)
1.3 mi

Flock cameras and license-plate readers near 39 windsor rd, Wellesley Hills

This home
Flock Safety reader
CCTV camera
Rings at ½ mile and 1 mile. Basemap © OpenMapTiles © OpenStreetMap contributors.
Open the Wellesley Hills camera map

1 CCTV camera mapped within ½ mile of this home. Nearest: 0.4 mi south. Operator named in the data: Wellesley PD.

Mapped devices by type and distance from this home
Device type	Within ½ mi	Within 1 mi
License-plate readers	0	1
of which Flock Safety	0	1
CCTV cameras	1	3

Community-reported via OpenStreetMap; may be incomplete. Data as of Oct 12, 2026. © OpenStreetMap contributors (ODbL)

About these devices

License-plate readers (ALPR) are fixed cameras that photograph passing vehicles and read their plates. Records are typically shared with the agency or association that operates the camera.

Flock Safety is a company whose plate-reader cameras are used by police departments, cities, HOAs and businesses. Its devices are usually solar-powered and pole-mounted.

CCTV cameras are fixed video cameras that record a street, building or other area.

The 02481 market

Homes for sale: 26
Median list price: $2,795,000

Similar homes nearby

See all in 02481

Sources for the nearby listings shown on this page

MLS Property Information Network (MLS PIN): The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-10-07 20:09:00 UTC

Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

No listing photos

39 windsor rd, WELLESLEY HILLS MA 02481

5

Beds

7

Baths

6,541

Sqft

2004

Year built

Estimated value: $3,890,806

Range $3,660,130 – $4,121,482 · as of August 30, 2026

How this estimate has moved

ATTOM automated valuation model · 54 published estimates over 6.7 years · shaded band is the model's own published low-to-high range

$3,231,959 January 2020$3,890,806 August 2026

Highest reading $5,428,750 in July 2025; lowest $2,994,307 in April 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.

Public records

5 beds
7 baths
6,541 sqft
23,815 sqft lot
Built 2004
Stories: 2
Use: RESIDENTIAL
APN WELL M:047 R:013 S:

Estimate your monthly payment

Home price

Down payment (20%)

$778,161

Loan term

Interest rate (%)

Property tax (%/yr)

Home insurance ($/yr)

HOA ($/mo)

Estimated monthly payment

$25,235/mo

Principal & interest$21,551

Property tax$3,567

Home insurance$117

Loan amount $3,112,645. Estimate only — your actual rate and payment depend on credit, location, and lender.

Tax history

2025 roll

Land: $1,475,000
Structure: $1,626,000
Assessed total: $3,101,000
County market value: $4,508,985
Property tax billed: $31,878

Sale & deed history

July 31, 2012Arm's-length$2,625,000
October 22, 2004Not an arm's-length transfer—
July 23, 2004Arm's-lengthCash$2,637,595
December 2, 2003Not an arm's-length transfer—
April 3, 2003Not an arm's-length transfer—
December 1, 2000Arm's-lengthCash

$1,000,000

August 30, 1994Not an arm's-length transfer—

January 10, 1989Not an arm's-length transfer—