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22 Windsor Rd, 
Milton, MA 02186

$1,795,000

4

Beds

5

Baths

4,013

Sq Ft

Single Family

Active

Listed by

Colleen Healy

Fc Realty Group

857-939-0144

Last updated:

September 12, 2026, 11:16 AM

MLS#

73573740

Source:

MLSPIN

About This Home

22 Windsor Rd

Located in Milton’s desirable Columbine neighborhood, this fully renovated four-bedroom Dutch Colonial offers exceptional design and incredible indoor-outdoor living. The magazine-worthy interior features a classic New England-style kitchen with soapstone countertops and Wolf and Sub-Zero appliances. A spacious breakfast nook with French doors to the backyard and formal dining room with patio access create an ideal setting for entertaining. The home offers two full and three half baths, plus finished attic and lower-level spaces. The showstopping garage doubles as an inviting lounge with a gas fireplace, wet bar and half bath while retaining its garage functionality. Complete with central air, gas heat and a backyard designed for gathering. Close to Kelly Field, Turner’s Pond, Glover School and Milton Academy, and minutes to the Trolley Line for convenient access to Boston. This is the one-of-a-kind Milton dream home you’ve been waiting for—completely finished and truly move-in ready.

Home Facts

Single Family

5 Baths

4 Bedrooms

Built in 1929

Subdivision & Development:

Columbine Neighborhood

Price Summary

1,795,000

$447 per Sq. Ft.

MLS #:

73573740

Last Updated:

September 12, 2026, 11:16 AM

Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

5

Full Bathrooms:

2

Interior

Living Area:

4,013 Sq. Ft.

Structure

Structure

Architectural Style:

Colonial, Dutch Colonial

Building Area:

4,013 Sq. Ft.

Year Built:

1929

Lot

Lot Size (Sq. Ft):

8,407

Finances & Disclosures

Finances

Price:

$1,795,000

Price per Sq. Ft:

$447 per Sq. Ft.

Source:MLSPIN
The property listing data and information, or the Images, 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, and the Images, 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, or as to the accuracy of any of the Images, set forth herein.
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22 Windsor Rd
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Sun, Sep 13
10:30 AM - 12:30 PM

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.