2 York Road Winchester, MA ^$ 1,949,000

2 York Road

^$ 1,949,000

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Recently Listed

Open House 6/20 12pm - 1:30pm

2 York Road

Winchester, MA, 01890

^$ 1,949,000

Bedrooms4 Baths3.1 Sq 3,494

Monthly Estimate*

^$ 12,000

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Single Family Home for sale in Winchester, MA

for $1,949,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,494 square foot home was built in 1950 on a lot size of 0.34.

Move right into this beautifully updated Colonial set on a level, fenced corner lot. Designed for modern living, this 4-bedroom, 3.5-bath home offers a spacious floor plan with a warm, nature-inspired aesthetic throughout. The inviting family room impresses with a dramatic beamed ceiling, while the primary suite features a cathedral ceiling, walk-in closet & spa-like bath with an oversized shower, soaking tub & double vanity. A second en-suite bedroom, two additional bedrooms & full bath complete the second floor. The partially finished lower level provides flexible bonus space. Outdoors, enjoy a private sports court & expansive fenced yard, ideal for recreation & entertaining. An attached 2-car garage, including one heated bay, adds convenience. Ideally located adjacent to Town Forest walking trails and just minutes from Wedgemere Station, downtown Winchester, schools, parks, and commuter routes. A rare opportunity to enjoy comfort, recreation & convenience in a sought-after location.

Open House

6/20/2026 12:00 PM - 1:30 PM

6/21/2026 12:00 PM - 1:30 PM

2 York Road 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

^$ 1,949,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 17,288

Style

Colonial

Lot Size

0.34

Year Built

1950

Town/City

Winchester

County/Region

Middlesex

MLS | Web ID

73537657

List By

Katie Tully

Listing Agent

Better Homes And Gardens Real Estate - The Shanahan Group

Broker

Affordability Calculator

$13,441

Per Month

Monthly Principal & Interest: $12,000
Monthly Property Taxes: $1,441
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% 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 ^$2,309,184

Percent of Sale Price 18%

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.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
6/17/2026	$1,949,000		Listed Price

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2 York Road, Winchester, MA, 01890 is a Single Family Home for sale at $1,949,000 with 3,494 sqft and a lot size of 0.34. 2 York Road has 4 bedrooms, 3.1 baths, and was built in 1950. 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 6.25% 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 6/19/2026.

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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2 York Road

Single Family Home for sale in Winchester, MA

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