20 Sargent Rd Winchester, MA ^$ 1,529,000

20 Sargent Rd

^$ 1,529,000

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Open House 8/15 1:30pm - 3pm

20 Sargent Rd

Winchester, MA, 01890

^$ 1,529,000

Bedrooms3 Baths2.1 Sq 1,956

Monthly Estimate*

^$ 9,654

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Single Family Home for sale in Winchester, MA

for $1,529,000 with 3 bedrooms and 2 full baths, 1 half bath. This 1,956 square foot home was built in 1930 on a lot size of 0.17.

Classic East Hill center-entrance Colonial offered for the first time in decades, blending timeless character with gracious everyday living. The front-to-back living room features a beamed ceiling and gas fireplace, creating a warm and inviting gathering space. The dining room is accented by built-in china cabinets, while the eat-in kitchen offers stone counters, stainless steel appliances, recessed lighting, and access to a delightful three-season enclosed porch with cathedral ceiling, skylights, and jalousie windows. A main-level office with windows on three sides and a half bath add flexibility. Upstairs, the primary suite includes a private bath, sitting room, and laundry, complemented by two additional bedrooms and a full bath. A large deck, beautifully maintained yard, central air, and two-car detached garage complete this special East Hill home.

Open House

8/15/2026 1:30 PM - 3:00 PM

8/16/2026 1:30 PM - 3:00 PM

20 Sargent Rd Winchester, 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

^$ 1,529,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 16,135

Style

Colonial

Lot Size

0.17

Year Built

1930

Town/City

Winchester

County/Region

Middlesex

MLS | Web ID

73562422

List By

Anne Spry

Listing Agent

Barrett Sotheby's International Realty

Broker

Affordability Calculator

$10,999

Per Month

Monthly Principal & Interest: $9,654
Monthly Property Taxes: $1,345
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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Nearby

Trends

Single family listings in Winchester, MA

Average List Price ^$2,136,054

Percent of Sale Price 40%

About Winchester, MA

22,228 Population

7% Since 2002

^$152,119 Median Income

45.68 Median Age

42% Households with Children

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Trends Information provided by ATTOM Data Solutions.

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Pricing History

Date	Price	Price Change	Description
8/12/2026	$1,529,000		Listed Price

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20 Sargent Rd, Winchester, MA, 01890 is a Single Family Home for sale at $1,529,000 with 1,956 sqft and a lot size of 0.17. 20 Sargent Rd has 3 bedrooms, 2.1 baths, and was built in 1930. The property's zip code is 01890 which is in Winchester, 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 8/15/2026.

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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20 Sargent Rd

Single Family Home for sale in Winchester, MA

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