RateMyAgentGo to search
Back 40 Pickering St
Off Market

40 Pickering St

Winchester MA 01890

4
3
2
2454 sq. ft.
6965 sq. ft.
Single-Family
Last sold for $1,330,000
Timothy HaynesTimothy Haynes, last sold this property on 14 April 2026 after 34 days on market.

Overview

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!

Features

4 bedrooms
3 bathrooms
2 carspaces
2 open car spaces
2454 sq. ft. floor area
6965 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Winchester over the last 12 months, the estimated median property value of 40 Pickering St is $1.56m.

Median value
$1.56m
Estimated value range
$955.23k - $2.65m
Median days on market
18
Estimated value trend
-18%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Winchester. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 40 Pickering St

2026
Sold
$1,330,000
14 Apr 2026 by Timothy Haynes, of Keller Williams Realty Signature Properties
2017
Sold
$670,000
27 Oct 2017 by Joanne Mulkerin, of J. Mulkerin Realty

Happy sellers in Winchester

~%

We have insufficient information to provide an overview of customer satisfaction for Winchester. Viewing the agent profiles, reviews and sales for Winchester can provide insights for this location.

Local market activity for 4 bedroom single-family properties in Winchester

In the last 12 months, 50 four-bedroom single-family properties similar to 40 Pickering St, have been sold.

This represents a 17% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Winchester

placeholder
Danny Zheng

Danny Zheng is a recommended agent for Winchester.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (59 reviews)
  •  1 Review in Winchester
  •  1 Sale in Winchester
View profile
placeholder
Peter Rooney

Sellers who recommend Peter Rooney have praised them for being local expert, responsive, clear communication, supportive, friendly, hard-working, and well-prepared

  •   5   (46 reviews)
  •  1 Review in Winchester
  •  1 Sale in Winchester
View profile
placeholder
Paula Sughrue

Paula Sughrue is a recommended agent for Winchester.  They have 8 local sales across the last 12 months.

  •  8 Sales in Winchester
View profile
placeholder
McGlynn Splaine & Nigro Team

McGlynn Splaine & Nigro Team is a recommended agent for Winchester.  They have 6 local sales across the last 12 months.

  •  6 Sales in Winchester
View profile
or
Skip the list and find your ideal agent to sell your propertyFind My Agent
RateMyAgent
Sales:
(619) 566-0008
Quick Links
© 2026 RateMyAgent
Privacy PolicyTerms & ConditionsLicensingSitemap