SoldApr 14, 2026

Listed by Timothy Haynes from Keller Williams Realty Signature Properties

Source: MLS Property Information Network Inc #73484617

40 Pickering St, Winchester, MA, 01890

$1,330,000

4
3
2
2454 sq. ft.
6965 sq. ft.

SingleFam

5 days on the market

Sold: Apr 14, 2026

What's around 40 Pickering St

About this property

This charming home retains period details while delivering flexible modern living. Through the glass-enclosed front porch, the first floor offers an entry stair hall, formal living room, a bedroom or home office with full bath and separate entrance, kid's homework room/drop zone, and - the star of the show - a sun-drenched open plan kitchen/family room with fireplace, massive island, and plenty of space for entertaining. Upstairs, there are three more bedrooms, a full bath and a half-bath, plus laundry and a sitting/play room. However you decide to use the 2400+sf, there's plenty of it. The roof, siding, water line and many windows were new when the sellers bought in 2017. Since then, they have installed new wiring, plumbing, heating and air conditioning. They re-did the kitchen and bathrooms. The floors are refinished, paint refreshed, and insulation upgraded. Outside, the sunny corner lot is partially fenced. Come take a look!

Looking for more information on 40 Pickering St?

Explore comparables, sales history and growth for this property.
Learn more

Similar properties sold nearby

SoldJul 30, 2026
$2,255,000
2 York Rd
Winchester MA 01890
4
4
7
Single-Family
Listing courtesy of Better Homes and Gardens Real Estate - The Shanahan Group
SoldJul 29, 2026
$1,360,000
15 Thornberry Road
Winchester MA 01890
4
3
4
Single-Family
Listing courtesy of Better Homes and Gardens Real Estate - The Shanahan Group
SoldJul 29, 2026
$1,950,000
9 Wilson Street
Winchester MA 01890
4
4
6
Single-Family
Listing courtesy of Barrett Sotheby's International Realty

Browse properties sold in nearby areas

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Email
© 2026 RateMyAgent