Location

Nearby schools

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

Walker School
UG-UG · Special Education
72 students · 4.8:1 student–teacher
0.6 mi
Chickering
PK-5 · Regular · Dover School District
492 students · 11.0:1 student–teacher
Chickering school rating: B+ 1.1 mi
High Rock School
6-6 · Regular · Needham School District
441 students · 11.8:1 student–teacher
High Rock School school rating: A 1.1 mi
Newman Elementary School
PK-5 · Regular · Needham School District
696 students · 12.3:1 student–teacher
Newman Elementary School school rating: A 1.2 mi
Charles River School
PK-8 · Regular
182 students · 4.9:1 student–teacher
1.7 mi
St Joseph School
PK-8 · Regular
446 students · 12.6:1 student–teacher
1.8 mi
Pollard Middle School
7-8 · Regular · Needham School District
867 students · 11.0:1 student–teacher
Pollard Middle School school rating: A+ 1.9 mi
Tenacre Country Day School
PK-6 · Regular
180 students · 4.7:1 student–teacher
2.1 mi

Nearby places

Within 2 miles of this home: 29 restaurants and cafés, 3 grocery stores, 34+ parks and green spaces, and 11 transit stops.

Place data from OpenStreetMap.

Food & drink

Kosta's Pizza and Seafood
Chestnut Street
1.4 mi
McDonald's
Chestnut Street
1.4 mi
Sweet Tomatoes Neapolitian Pizza
Chestnut Street
1.4 mi
Junction Ice Cream
Junction Street
1.4 mi
Dunkin
Chestnut Street
1.4 mi
Domino's
Chestnut Street
1.4 mi
Comella's Restaurants Needham
Great Plain Avenue
1.6 mi
Gyro & Kebab House
Great Plain Avenue
1.6 mi

Groceries

Roche Bros
Chestnut Street
1.3 mi
Sudbury Farms
Highland Avenue
2.0 mi
Volante Farms
Forest Street
2.0 mi

Parks & recreation

Needham Conservation Land
0.2 mi
Walker Pond
0.3 mi
Walker-Gordon Field
0.3 mi
Red Wing Bay
0.4 mi
Village Falls Park
0.4 mi
Charles River Peninsula
0.5 mi
Charles River Conservation Area
0.5 mi
Claxton Field
0.7 mi

Transit

Needham Junction @ Commuter Rail Station
1.3 mi
Needham Junction
1.4 mi
Chestnut St @ Oak St
1.5 mi
Chestnut St opp Oak St
1.5 mi
Needham Center
1.6 mi
Chestnut St @ Great Plain Ave
1.6 mi
Track 1 (All Trains)
1.6 mi
Chapel St @ Great Plain Ave
1.6 mi

The 02492 market

Homes for sale: 40
Median list price: $1,895,000

Similar homes nearby

See all in 02492

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: 2026-10-10 12:17:00 UTC

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

No listing photos

20 Windsor Road, Needham MA 02492

4

Beds

3.5

Baths

2,364

Sqft

1962

Year built

Estimated value: $2,456,836

Range $2,238,026 – $2,675,646 · 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

$1,510,975 January 2020$2,456,836 August 2026

Highest reading $2,467,771 in July 2025; lowest $1,474,696 in March 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.

Public records

4 beds
3.5 baths
2,364 sqft
45,738 sqft lot
Built 1962
Stories: 1
Use: RESIDENTIAL
APN NEED M:211.0 B:0056 L:0000.0

Estimate your monthly payment

Home price

Down payment (20%)

$491,367

Loan term

Interest rate (%)

Property tax (%/yr)

Home insurance ($/yr)

HOA ($/mo)

Estimated monthly payment

$15,977/mo

Principal & interest$13,609

Property tax$2,252

Home insurance$117

Loan amount $1,965,469. Estimate only — your actual rate and payment depend on credit, location, and lender.

Tax history

2025 roll

Land: $797,800
Structure: $983,100
Assessed total: $1,780,900
County market value: $2,164,100
Property tax billed: $18,878

Sale & deed history

May 2, 2025Arm's-length$2,289,000
July 30, 2021Arm's-length$1,800,000
August 29, 2006Not an arm's-length transfer—
August 29, 2006Arm's-lengthCash$1
January 16, 2004Not an arm's-length transfer—
February 6, 2001Not an arm's-length transfer—

March 19, 1996

Not an arm's-length transfer—

May 5, 1992Not an arm's-length transfer—