Location

Nearby schools

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

Baldwin Early Learning Center
EE-1 · Regular · Boston School District
165 students · 9.4:1 student–teacher
0.2 mi
Torah Academy
PK-8 · Regular
237 students · 9.5:1 student–teacher
0.3 mi
Michael Driscoll School
PK-8 · Regular · Brookline School District
567 students · 13.6:1 student–teacher
Michael Driscoll School school rating: A 0.4 mi
John D. Runkle School
PK-8 · Regular · Brookline School District
476 students · 12.9:1 student–teacher
John D. Runkle School school rating: A 0.4 mi
Brighton High School
9-12 · Regular · Boston School District
667 students · 9.1:1 student–teacher
Brighton High School school rating: D 0.6 mi
Kennedy Day School
UG-UG · Special Education
56 students · 3.5:1 student–teacher
0.7 mi
Boston Green Academy
6-12 · Regular · Boston Green Academy Horace Mann Charter School
426 students · 10.3:1 student–teacher
Boston Green Academy school rating: D- 0.7 mi
Winship Elementary School
PK-5 · Regular · Boston School District
353 students · 13.9:1 student–teacher
Winship Elementary School school rating: B- 0.8 mi

Nearby places

Within 2 miles of this home: 40+ restaurants and cafés, 18 grocery stores, 39+ parks and green spaces, and 21+ transit stops.

Place data from OpenStreetMap.

Food & drink

Dolce Vita Cafè
0.2 mi
Andalus Cafe and Pizza
0.2 mi
Vaisakhi Indian Kitchen
Indian restaurant
0.2 mi
La Fonda St
0.2 mi
Bamboo
Thai restaurant
0.2 mi
Tasca
0.2 mi
Barcelona Wine Bar
Beacon Street
0.3 mi
Brighton Cafe
0.3 mi

Groceries

Whole Foods Market
Washington Street
0.3 mi
Star Market
Beacon Street
0.3 mi
Brighton Farmers Market
Chestnut Hill Avenue
0.7 mi
Johnny D's Fruit and Produce
Washington Street
0.8 mi
Cheema's Super Market
Cambridge Street
0.9 mi
The Butcherie
Harvard Street
0.9 mi
Berezka International Food Store
Commonwealth Avenue
1.0 mi

Parks & recreation

Wilson Park
0.1 mi
Kilsyth Terrace
0.1 mi
Jean B. Waldstein Playground
0.3 mi
Euston Path Rock
0.3 mi
Strathmore Road Historic District
0.3 mi
Beaconsfield Terraces Historic District
0.3 mi
Brian Honan Park
0.3 mi
Rabbi Joseph Shalom Shubow Park Playground
0.4 mi

Transit

Sutherland Road
0.1 mi
Sutherland Road (Inbound)
0.2 mi
Sutherland Road (Outbound)
0.2 mi
Dean Road - Green Line (C) - Cleveland Circle
0.2 mi
Dean Road - Green Line (C) - Park St & North
0.2 mi
Dean Road
0.2 mi
Englewood Avenue
0.2 mi
Outbound
0.2 mi

Surveillance cameras near 65 windsor rd, Brookline

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

6 CCTV cameras mapped within 1 mile of this home. None within ½ mile. Nearest: 0.8 mi northeast.

Mapped devices by type and distance from this home
Device type	Within ½ mi	Within 1 mi
CCTV cameras	0	6

Community-reported via OpenStreetMap; may be incomplete. Data as of Oct 21, 2026. © OpenStreetMap contributors (ODbL)

About these devices

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

The 02445 market

Homes for sale: 77
Median list price: $1,199,000

Similar homes nearby

See all in 02445

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 07:05:00 UTC

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

No listing photos

65 windsor rd, BROOKLINE MA 02445

7

Beds

3.5

Baths

4,162

Sqft

1900

Year built

Estimated value: $3,148,812

Range $2,950,510 – $3,347,115 · 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

$3,174,423 January 2020$3,148,812 August 2026

Highest reading $4,395,446 in August 2022; lowest $3,131,767 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

7 beds
3.5 baths
4,162 sqft
11,635 sqft lot
Built 1900
Stories: 3
Use: RESIDENTIAL
APN BROO B:104 L:0005 S:0000

Estimate your monthly payment

Home price

Down payment (20%)

$629,762

Loan term

Interest rate (%)

Property tax (%/yr)

Home insurance ($/yr)

HOA ($/mo)

Estimated monthly payment

$20,444/mo

Principal & interest$17,441

Property tax$2,886

Home insurance$117

Loan amount $2,519,050. Estimate only — your actual rate and payment depend on credit, location, and lender.

Tax history

2026 roll

Land: $1,666,200
Structure: $1,851,000
Assessed total: $3,517,200
County market value: $3,062,230
Property tax billed: $36,016

Sale & deed history

April 6, 2012Arm's-length$1,550,000
April 6, 2012Not an arm's-length transfer—
December 28, 2011Not an arm's-length transfer—
March 19, 2010Not an arm's-length transfer—
October 28, 2009Not an arm's-length transfer—
October 28, 2009Arm's-lengthCash$1

December 14, 2004

Not an arm's-length transfer—

June 20, 2003Not an arm's-length transfer—

January 23, 2003Not an arm's-length transfer—