+13 photos

22 Windsor Rd. Brookline MA 02445

Active

$2,350,018

2,845 Square Feet

5 Bedrooms

3 Bathrooms

1 Half Bathrooms

3 Parking

Built in 1910, this classic Colonial offers timeless character and strong potential in a highly desirable neighborhood. Rich original woodwork, hardwood floors, and a striking wooden stairwell showcase the home’s historic charm, while the spacious layout provides a solid foundation for renovation. The home features 5 bedrooms and 3.5 baths across three levels, with 2,845 square feet of interior living space plus an unfinished basement and part of the attic with high ceilings, both which are ideal for expansion. A flexible floor plan includes a private bedroom off the kitchen with its own bath, perfect for guests, an au pair, or in-law suite. A sunroom, backyard, three fireplaces, and ample parking enhance the property. Walk to restaurants, shops, grocery stores and the T. This home has great bones and significant renovation potential. The property is sold as is. Open houses Saturday 3/7 & Sunday 3/8 from 12-2PM. Listings begins immediately. Offers due Tuesday March 10th by noon.

Property Details for 22 Windsor Rd.

Total Rooms: 9

Bedrooms: 5

Bathrooms: 3Full 1Half

Living Area: 2,845

Lot Size (Acres/SF): 0.2/ 8,499

Lot Features:

Levels:

Total Parking Spaces: 3

Garage Spaces: 0

Parking Features: Off Street

Listing ID: 73481267

Postal Code: 02445

Neighborhood:

Elementary School District: Michael Driscoll

Elementary School Buffer Zone:

High School: Brookline High School

Year Built: 1910

Architectural Style:

Basement: Full

Features for 22 Windsor Rd.

Heating: Baseboard, Oil

Heating Zones:

Fireplaces: 3

Accessibility Features:

Association: False

Association Fee:

Fee Frequency:

Association Fee Includes:

Association Amenities:

Management Type:

Optional Fee:

Optional Fee Includes:

Elevator: False

Cooling: None

Cooling Zones:

Private Pool: False

Pool Features:

Waterfront: False

Waterfront Features:

Pets Allowed:

Entry Level (Floor):

Entry Location:

Complex Complete: False

Total Units in Building:

Owner Occupied Units:

Utilities & Financials for 22 Windsor Rd.

Electric:

Water Source: Public

Sewer: Public Sewer

Utility Connections:

Annual Tax: $19,515

Assessed Value: $2,077,500

Tax Year: 2026

Disclosures for 22 Windsor Rd.

Disclosures: Seller has not lived in house recently, no representations made. Some exterior photos have been digitally enhance with AI.

Exclusions:

Property Attached: False

Historic District:

Zoning Code: S-7

Zoning Description: SINGLE-FAMILY

Zoning Category: single_family

Zoning FAR:

Zoning Min Lot: 7,000

Lead Paint: Unknown

SqFt Includes Basement: False

Square Feet Disclosures:

Voting Precinct: 13 Located at Runkle School Gymnasium, 50 Druce Street (Front Entrance)

Listing Lifecycle for 22 Windsor Rd.

List Date: 2026-03-02

Off Market Date:

Under Agreement Date:

Sold Date:

List Office: Coldwell Banker Realty - Brookline

Listing Agent: Eric Glassoff

Original List Price: $2,350,018

Sold Price: ()

Square Feet Disclosures:

Last Updated on: 2026-03-03 00:01:26 from: mls-pin

Buyer’s Office:

Buyer’s Agent: