56 Yale Street Winchester, MA ^$ 2,795,000

56 Yale Street

^$ 2,795,000

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Open House 3/27 5pm - 6:30pm

56 Yale Street

Winchester, MA, 01890

^$ 2,795,000

Bedrooms5 Baths3.1 Sq 4,792

Monthly Estimate*

^$ 17,209

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Single Family Home for sale in Winchester, MA

for $2,795,000 with 5 bedrooms and 3 full baths, 1 half bath. This 4,792 square foot home was built in 1923 on a lot size of 0.23.

Gracefully appointed in the sought after "Flats" this stunning Colonial has been superbly expanded & transformed into 4 levels of living space, offering a perfect blend of timeless details with well thought-out quality renovations. The front entry makes a striking first impression! Inside every turn is rich w/ detail- fireplace LR, elegant dining rm, crown molding, wainscoting, HW flrs & an exquisite built-in cabinet. The award-winning kitchen is nothing short of spectacular, with 2 walk-in pantries, wet bar & many outstanding features. You'll love the sunken family rm, adjoining mud rm, & bath. French doors extend the living space to a serene outer setting featuring mahogany deck & an alfresco kitchen. The luxurious primary suite is a stunner w/ spa-like marble bath, steam shower, walk-in closet & unique nursery/office. The finished lower level,2c gar, EZ access to the commuter rail & center of town complete this distinctive home. A rare offering & wonderful opportunity!

Open House

3/27/2026 5:00 PM - 6:30 PM

3/28/2026 12:00 PM - 1:30 PM

3/29/2026 12:00 PM - 1:30 PM

56 Yale Street 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

^$ 2,795,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 22,446

Style

Colonial

Lot Size

0.23

Year Built

1923

Town/City

Winchester

County/Region

Middlesex

MLS | Web ID

73491616

List By

Patricia Fitzgerald

Listing Agent

Brad Hutchinson Real Estate

Broker

Affordability Calculator

$19,080

Per Month

Monthly Principal & Interest: $17,209
Monthly Property Taxes: $1,871
Monthly Home Insurance: --

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Yearly Home Insurance

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 ^$2,588,890

Percent of Sale Price 7%

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
3/25/2026	$2,795,000		Listed Price

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56 Yale Street, Winchester, MA, 01890 is a Single Family Home for sale at $2,795,000 with 4,792 sqft and a lot size of 0.23. 56 Yale Street has 5 bedrooms, 3.1 baths, and was built in 1923. 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 3/27/2026.

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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56 Yale Street

Single Family Home for sale in Winchester, MA

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