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22 Windsor RdMilton, MA 02186

For Sale

$1,795,000

Smart Buyer Rebate $8,975

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.

Last updated September 13, 2026

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Source: MLSPin #73573740

Listing Facts

  • TypeSingle-family
  • NeighborhoodColumbine Cliffs
  • Bedrooms4
  • Bathrooms5
  • Days on Prevu6
  • Taxes$16,341/year
  • Size4,013 sqft
  • Price per sqft$447

Amenities

  • Private Outdoor Space
  • Air Conditioning
  • Parking

Location

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Listing History

09/09/2026
Listed by
$1,795,000
  1. 09/09/2026$1,795,000
    Listed by

Property Details for 22 Windsor Rd

Association

Amenities

  • Community Features: Park

Exterior

Construction

  • Year Built: 1929
  • Year Built Details: Actual,Renovated Since
  • Architectural Style: Colonial, Dutch Colonial
  • Exterior Features: Garden, Lighting

Features

  • Fencing: Fenced
  • Patio And Porch Features: Enclosed, Patio

Measurements

  • Building Area Total: 4,013
  • Building Area Units: Square Feet
  • Lot Features: Landscaped
  • Lot Size Acres: 0.19
  • Lot Size Area: 0
  • Lot Size Square Feet: 8,407
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 129652
  • Tax Annual Amount: $16,341.00
  • Tax Assessed Value: $1,383,700.00
  • Tax Year: 2026

Interior

Features

  • Fireplace: Yes
  • Fireplaces Total: 2

Measurements

  • Living Area: 4,013
  • Living Area Source: Owner

Rooms

  • Basement: Full, Finished
  • Has Basement: Yes
  • Bathrooms Full: 2
  • Bathrooms Half: 3
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 4
  • Rooms Total: 12

Other

Location

  • Subdivision Name: Columbine Neighborhood

Parking

Parking

  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 4
  • Open Parking: Yes
  • Parking Features: Paved, Detached, Off Street
  • Parking Total: 6

Utilities

Equipment

  • Cooling: Central Air, Zoned
  • Has Cooling: Yes
  • Heating: Natural Gas, Zoned
  • Has Heating: Yes
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 5 bathrooms in this single-family home at 22 Windsor Rd.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 22 Windsor Rd.

What are the annual taxes for 22 Windsor Rd?

Annual taxes for this single-family home are estimated at $16,341.

How does 22 Windsor Rd compare to other single-family homes in Columbine Cliffs?

This single-family home is listed 33% below the average price for single-family homes in Columbine Cliffs and has been on the market for 46 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 4,013 sqft.

22 Windsor Rd is a 4-bedroom, 5-bath single-family home for sale in Milton MA 02186. Available on Prevu for 6 days at $1,795,000. This residence features 4,013 square feet of living space, located in Norfolk County. The median listing price for single-family homes in this area is $1,747,450. The home offers private outdoor space, air conditioning, and parking. Explore more single-family home listings in Norfolk County.

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.