$2,350,018
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22 Windsor RD., Brookline, MA 02445

5 Beds
4 Baths
2,845 Sq Ft
Tue, 3/03
12 PM - 1 PM
Sat, 3/07
12 PM - 2 PM
Sun, 3/08
12 PM - 2 PM

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 homes 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.

  • MLS# 73481267
  • Date Listed03/02/2026
  • Days on Realty 1 Day
  • Bedrooms 5
  • Bathrooms 3 Full baths, 1 Half baths
  • Lot Size 0.2 acres (8,499 sq. ft)
  • Sewer Public Sewer
  • Property Type Single Family
  • County Norfolk
  • Year Built 1910
  • Water Public
  • Square Feet 2,845 sq. ft
  • Price Per Sq. Ft $826.02

Interior Features

  • Flooring Hardwood
  • Cooling None
  • Heating Baseboard, Oil

Exterior / Lot Features

  • Roof Slate
  • Lot Size Acres 0.20
  • Lot Size SQFT 8,499.00
  • Lot Features Level

Financial Considerations

  • Tax Amount $19,515
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in MA / 02445

Source: Walkscore

80/100

Very Walkable

Walk Score ®

73/100

Excellent Transit

Transit Score ®

74/100

Very Bikeable

Bike Score ®

Overview

Most errands can be accomplished on foot. Transit is convenient for most trips. Biking is convenient for most trips.

Transit Summary

34 nearby routes: 31 bus, 3 rail, 0 other


Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 66/100, Transit Score: 57/100, Bike Score: 66/100.

Points of Interest near 22 Windsor Rd., Brookline, MA 02445

Frequently Asked Questions for 22 Windsor RD.

Source: Realty.com

22 Windsor Rd., Brookline, MA 02445 is a Single Family 2,845 sq. ft. home listed for sale. Realty.com has 14 photos available of this 5 bed, 4 bath house, listed at $2,350,018. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 14 photos of 22 Windsor RD..

Our records indicate that 22 Windsor RD. was built in 1910.

The full address for this home is 22 Windsor Rd., Brookline, MA 02445.

22 Windsor RD. has been listed on Realty.com since Mon March 02, 2026

Most errands can be accomplished on foot. Transit is convenient for most trips. Biking is convenient for most trips.

The average walkability score in the surrounding area is Walk Score: 66/100, Transit Score: 57/100, Bike Score: 66/100.

There are 3 schools assigned to this home. Check out the schools near 22 Windsor RD.. Brookline Early Education Program At Clark Road (Grades: PK - PK), Boston Green Academy Horace Mann Charter School (Grades: 7 - 12), Brookline High School (Grades: 9 - 12)

Listing provided courtesy of: Coldwell Banker Realty - Brookline (tel: 617-731-2447)
Listing agent: Eric Glassoff (tel: 617-233-6210) (#BB802104)

This content last refreshed on 2026-03-03 12:03:17. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 22 Windsor Rd., Brookline, MA 02445 : MLS# 73481267