22 Windsor Rd Milton, MA ^$ 1,795,000

22 Windsor Rd

^$ 1,795,000

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Open House 9/13 10:30am - 12:30pm

22 Windsor Rd

Milton, MA, 02186

^$ 1,795,000

Bedrooms4 Baths2.3 Sq 4,013

Monthly Estimate*

^$ 11,334

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Single Family Home for sale in Milton, MA

for $1,795,000 with 4 bedrooms and 2 full baths, 3 half baths. This 4,013 square foot home was built in 1929 on a lot size of 0.19.

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.

Open House

9/13/2026 10:30 AM - 12:30 PM

22 Windsor Rd Milton, MA

* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

^$ 1,795,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 16,341

Style

Colonial,Dutch Colonial

Lot Size

0.19

Year Built

1929

Town/City

Milton

County/Region

Norfolk

MLS | Web ID

73573740

List By

Colleen Foulsham

Listing Agent

Fc Realty Group

Broker

Affordability Calculator

$12,696

Per Month

Monthly Principal & Interest: $11,334
Monthly Property Taxes: $1,362
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Trends

Single family listings in Milton, MA

Average List Price ^$2,155,532

Percent of Sale Price 20%

About Milton, MA

27,252 Population

4% Since 2002

^$123,529 Median Income

42.17 Median Age

36% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
9/9/2026	$1,795,000		Listed Price

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22 Windsor Rd, Milton, MA, 02186 is a Single Family Home for sale at $1,795,000 with 4,013 sqft and a lot size of 0.19. 22 Windsor Rd has 4 bedrooms, 2.3 baths, and was built in 1929. The property's zip code is 02186 which is in Milton, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 9/13/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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

Single Family Home for sale in Milton, MA

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