1 Orient Street Winchester, MA ^$ 1,299,000

1 Orient Street

^$ 1,299,000

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Recently Listed

1 Orient Street

Winchester, MA, 01890

^$ 1,299,000

Bedrooms3 Baths1.1 Sq 2,222

Monthly Estimate*

^$ 7,998

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Single Family Home for sale in Winchester, MA

for $1,299,000 with 3 bedrooms and 1 full bath, 1 half bath. This 2,222 square foot home was built in 1932 on a lot size of 0.18.

Oh, how beautiful life can be when lifestyle & location align! Imagine living just over a mile from the shops & restaurants in the Center, while also being able to stroll down the block to enjoy Leonard Field & the bike path? Stylish & chic, this quaint yet elevated gem was thoughtfully designed to preserve its original, nostalgic charm. Surprisingly spacious, the main level features a sunny front-to-back living room, dining room, & a truly beautiful sunroom/office. The updated kitchen w/marble island & built-in breakfast nook connects beautifully to the outdoor space including the bluestone patio & fenced yard. Upstairs, appealing angles & peaks frame a front-to-back primary w/customized closets & private deck, a fully tiled bath, + 2 additional bedrooms. Dreaming of more space? The finished lower level is perfect for occasional guests or playroom, + offers laundry & a pristine utility/mudroom! All in a neighborhood known for its friendly vibe, near the train, ask agent for updates!

Single Family Active

Price

^$ 1,299,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 12,012

Style

Colonial

Lot Size

0.18

Year Built

1932

Town/City

Winchester

County/Region

Middlesex

MLS | Web ID

73498431

List By

Julie Gibson

Listing Agent

Gibson Sotheby's International Realty

Broker

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$8,999

Per Month

Monthly Principal & Interest: $7,998
Monthly Property Taxes: $1,001
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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Trends

Single family listings in Winchester, MA

Average List Price ^$2,472,726

Percent of Sale Price 90%

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
4/8/2026	$1,299,000		Listed Price

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1 Orient Street, Winchester, MA, 01890 is a Single Family Home for sale at $1,299,000 with 2,222 sqft and a lot size of 0.18. 1 Orient Street has 3 bedrooms, 1.1 baths, and was built in 1932. 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 4/14/2026.

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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1 Orient Street

Single Family Home for sale in Winchester, MA

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