38 Pickering St # A Winchester, MA ^$ 999,000

38 Pickering St # A

^$ 999,000

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Open House 3/20 11:30am - 12:30pm

38 Pickering St # A

Winchester, MA, 01890

^$ 999,000

Bedrooms3 Baths2.1 Sq 2,056

Monthly Estimate*

^$ 6,151

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Condo for sale in Winchester, MA

for $999,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,056 square foot condo was built in 1890.

Step into this beautifully maintained 2004 townhouse that perfectly blends comfort, convenience, and modern living. The house features high ceilings, crown molding, hardwood floors and a spacious kitchen with newer appliances. Master bedroom includes walk-in closet, and en-suite bathroom with double vanity and jacuzzi. Finished basement provides a flex space for a cozy family/ game room with a built-in home theater, perfect for creating family memories. Additional highlights include freshly painted interior, 3-car parking, large fenced backyard and a whole house water filtration system. The home is within walking distance to the brand-new Lynch Elementary school, MBTA bus stop, daycares and is conveniently located within minutes to Winchester downtown making commuting and daily routines effortless. Enjoy peaceful mornings or evening walks just steps away at Horn Pond, offering scenic trails and a wonderful outdoor lifestyle. This is more than just a house—it’s a place to feel at home.

Open House

3/20/2026 11:30 AM - 12:30 PM

3/21/2026 11:00 AM - 12:00 PM

3/22/2026 11:30 AM - 12:30 PM

38 Pickering St # A 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

Condo Active

Price

^$ 999,000

Bedrooms

Full Bath

Half Bath

Property Type

Condo

Taxes

^$ 9,638

Style

Townhouse

Year Built

1890

Town/City

Winchester

County/Region

Middlesex

MLS | Web ID

73488929

List By

Andersen Group Realty

Listing Agent

Keller Williams Realty Boston Northwest

Broker

Affordability Calculator

$6,954

Per Month

Monthly Principal & Interest: $6,151
Monthly Property Taxes: $803
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

Condo listings in Winchester, MA

Average List Price ^$570,200

Percent of Sale Price 43%

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
3/19/2026	$999,000		Listed Price

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38 Pickering St # A, Winchester, MA, 01890 is a Condo for sale at $999,000 with 2,056 sqft. 38 Pickering St # A has 3 bedrooms, 2.1 baths, and was built in 1890. 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 3/20/2026.

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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38 Pickering St # A

Condo for sale in Winchester, MA

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