Location

Nearby schools

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

Torah Academy
PK-8 · Regular
237 students · 9.5:1 student–teacher
0.2 mi
Baldwin Early Learning Center
EE-1 · Regular · Boston School District
165 students · 9.4:1 student–teacher
0.2 mi
Michael Driscoll School
PK-8 · Regular · Brookline School District
567 students · 13.6:1 student–teacher
Michael Driscoll School school rating: A 0.3 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 0.7 mi
Kennedy Day School
UG-UG · Special Education
56 students · 3.5:1 student–teacher
0.8 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- 0.8 mi
Brookline High School
9-12 · Regular · Brookline School District
2,181 students · 11.9:1 student–teacher
Brookline High School school rating: A- 0.8 mi

Nearby places

Within 2 miles of this home: 40+ restaurants and cafés, 18 grocery stores, 39+ parks and green spaces, and 24+ transit stops.

Place data from OpenStreetMap.

Food & drink

Barcelona Wine Bar
Beacon Street
0.2 mi
La Fonda St
0.3 mi
Dolce Vita Cafè
0.3 mi
Bamboo
Thai restaurant
0.3 mi
Tasca
0.3 mi
Mamaleh’s Delicatessen
Beacon Street
0.3 mi
Andalus Cafe and Pizza
0.3 mi
The Publick House
Beacon Street
0.3 mi

Groceries

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

Parks & recreation

Kilsyth Terrace
0.2 mi
Jean B. Waldstein Playground
0.2 mi
Wilson Park
0.2 mi
Strathmore Road Historic District
0.2 mi
Beaconsfield Terraces Historic District
0.2 mi
Driscoll School Playground
0.3 mi
Brian Honan Park
0.3 mi
Euston Path Rock
0.4 mi

Transit

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

Surveillance cameras near 22 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 Nov 3, 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: 70
Median list price: $1,199,000

Similar homes nearby

See all in 02445

29Active
$1,949,000
4 bd · 3 ba · 1,949 sqft
57-59 Highland Rd #59, Brookline, MA
AD Advisors Team · Block Realty

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

No listing photos

22 Windsor Rd, Brookline MA 02445

5

Beds

3.5

Baths

2,845

Sqft

1910

Year built

Estimated value: $2,062,033

Range $1,760,596 – $2,363,470 · 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

$1,788,426 January 2020$2,062,033 August 2026

Highest reading $3,155,750 in September 2023; lowest $1,732,581 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

5 beds
3.5 baths
2,845 sqft
8,499 sqft lot
Built 1910
Stories: 2
Use: RESIDENTIAL
APN BROO B:103 L:0006 S:0000

Estimate your monthly payment

Home price

Down payment (20%)

$412,407

Loan term

Interest rate (%)

Property tax (%/yr)

Home insurance ($/yr)

HOA ($/mo)

Estimated monthly payment

$13,249/mo

Principal & interest$11,242

Property tax$1,890

Home insurance$117

Loan amount $1,649,626. Estimate only — your actual rate and payment depend on credit, location, and lender.

Tax history

2026 roll

Land: $1,579,000
Structure: $498,500
Assessed total: $2,077,500
County market value: $2,289,785
Property tax billed: $21,274

Sale & deed history

March 31, 2026Arm's-lengthCash$2,050,000
July 25, 2016Not an arm's-length transfer—

The 02445 market

Homes for sale: 70
Median list price: $1,199,000

Nearby schools

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

Similar homes nearby

See all in 02445

29Active
$1,949,000
4 bd · 3 ba · 1,949 sqft
57-59 Highland Rd #59, Brookline, MA
AD Advisors Team · Block Realty

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

33Active

$2,395,000

4 bd · 4 ba · 2,800 sqft

641 Chestnut Hill Avenue, Brookline, MA

Paulette Rioux · Rioux Real Estate

Price Reduced27Active

$1,600,000

4 bd · 2 ba · 2,254 sqft

146 University Rd #146, Brookline, MA

Karen Nickel · Hammond Residential Real Estate

Price Reduced26Active

$2,480,000

5 bd · 4 ba · 3,738 sqft

140 Dudley St, Brookline, MA

Deborah M. Gordon · Coldwell Banker Realty - Brookline

17Active

$2,550,000

4 bd · 4 ba · 3,498 sqft

91 University Rd #2, Brookline, MA

Yukiko Oyama-Morris · Oyama Investments, Ltd.

21Active

$1,600,000

4 bd · 2 ba · 1,654 sqft

177 Winthrop Road #3, Brookline, MA

Bernadine Tsung Megason · Dreamega International Realty LLC

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: 2026-11-02 08:05:00 UTC