Location

Nearby schools

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

Newman Elementary School
PK-5 · Regular · Needham School District
696 students · 12.3:1 student–teacher
Newman Elementary School school rating: A 0.8 mi
Tenacre Country Day School
PK-6 · Regular
180 students · 4.7:1 student–teacher
1.0 mi
Dana Hall School
5-12 · Regular
483 students · 8.5:1 student–teacher
1.1 mi
Wellesley High School
9-12 · Regular · Wellesley School District
1,262 students · 10.8:1 student–teacher
Wellesley High School school rating: A+ 1.1 mi
Horatio H. Hunnewell Elementary School
KG-5 · Regular · Wellesley School District
294 students · 10.6:1 student–teacher
Horatio H. Hunnewell Elementary School school rating: A 1.2 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+ 1.3 mi
Montessori Day School of Wellesley Hills
PK-TKG · Montessori
5 students · 1.6:1 student–teacher
1.5 mi
High Rock School
6-6 · Regular · Needham School District
441 students · 11.8:1 student–teacher
High Rock School school rating: A 1.5 mi

Nearby places

Within 2 miles of this home: 38+ restaurants and cafés, 5 grocery stores, 35+ parks and green spaces, and 22+ transit stops.

Place data from OpenStreetMap.

Food & drink

Wellesley Bakery
1.4 mi
Truly's
Grove Street
1.4 mi
Old School
Washington Street
1.4 mi
Rice Burg
Washington Street
1.4 mi
Amarin of Thailand II
Thai restaurant · Grove Street
1.4 mi
Tutto Italiano
Italian restaurant · Washington Street
1.4 mi
Cafe Mangal
Washington Street
1.4 mi
The Captain's Table & TakeAway
Linden Street
1.4 mi

Groceries

Volante Farms
Forest Street
1.0 mi
Whole Foods Market
Washington Street
1.3 mi
Roche Bros
Linden Street
1.6 mi
Sudbury Farms
Highland Avenue
1.7 mi
Trader Joe's
Highland Avenue
1.7 mi

Parks & recreation

Charles River Wildlife Management Area
0.2 mi
Ridge Hill Reservation
0.4 mi
Wildflower Patch
0.4 mi
Needham Conservation Land
0.5 mi
Olin Disc Golf Course Start
0.5 mi
Class of 2009 Park
0.5 mi
Walker Woods
0.6 mi
Barefoot Park
0.6 mi

Transit

Forest St. Post Office
0.8 mi
Wellesley Senior Center
1.3 mi
Whole Foods
1.4 mi
Wellesley Square
1.5 mi
Central/Cross Sts
1.6 mi
Wellesley Hills
1.6 mi
Needham Center
1.6 mi
Track 1 (All Trains)
1.6 mi

Surveillance cameras near 27 Winslow Road, Needham

This home
CCTV camera
Rings at ½ mile and 1 mile. Basemap © OpenMapTiles © OpenStreetMap contributors.
Open the Needham camera map

2 CCTV cameras mapped within 1 mile of this home. None within ½ mile. Nearest: 0.8 mi north. Operator named in the data: Wellesley PD.

Mapped devices by type and distance from this home
Device type	Within ½ mi	Within 1 mi
CCTV cameras	0	2

Community-reported via OpenStreetMap; may be incomplete. Data as of Oct 18, 2026. © OpenStreetMap contributors (ODbL)

About these devices

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

The 02492 market

Homes for sale: 38
Median list price: $2,595,000

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: 2026-10-16 17:56:00 UTC

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

No listing photos

27 Winslow Road, Needham MA 02492

4

Beds

2.5

Baths

1,286

Sqft

1987

Year built

Estimated value: $1,793,215

Range $1,698,537 – $1,887,893 · 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

$1,250,290 January 2020$1,793,215 August 2026

Highest reading $2,133,849 in May 2024; lowest $1,162,128 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
2.5 baths
1,286 sqft
10,019 sqft lot
Built 1987
Stories: 2
Use: RESIDENTIAL
APN NEED M:115.0 B:0053 L:0003.0

Estimate your monthly payment

Home price

Down payment (20%)

$358,643

Loan term

Interest rate (%)

Property tax (%/yr)

Home insurance ($/yr)

HOA ($/mo)

Estimated monthly payment

$11,693/mo

Principal & interest$9,933

Property tax$1,644

Home insurance$117

Loan amount $1,434,572. Estimate only — your actual rate and payment depend on credit, location, and lender.

Tax history

2025 roll

Land: $795,400
Structure: $670,700
Assessed total: $1,466,100
County market value: $1,848,795
Property tax billed: $15,541

Sale & deed history

September 8, 2017Arm's-length$1,150,000
February 20, 2013Not an arm's-length transfer—
November 8, 2011Not an arm's-length transfer—
October 5, 2009Not an arm's-length transfer—
February 4, 2008Not an arm's-length transfer—
December 26, 2006Not an arm's-length transfer—

September 25, 2006

Not an arm's-length transfer—