38 Pickering St
+71.6%vs the Winchester ZIP median sale $/ft² ($278)
Sales Performance
4 arms-length sales on record for this building.
Unit Mix & Floor PlansThe building's recurring floor plans, found by grouping units with identical beds, baths and square footage in county records. Larger groups are the building's standard layouts; leftover units have one-off sizes.
Ownership & Financing
Recent SalesThe latest recorded arms-length sales in the building, newest first.
Values are TopHap estimates, not appraisals. Sales, ownership and tax figures come from recorded county documents via ATTOM and can lag by several weeks.
Property Facts
Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Winchester School District
Neighborhood · ZIP 01890These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
All UnitsEvery property record the county has at this street address, such as the units in a condo building. Prices shown are our estimates, not asking prices.
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
About 38 Pickering St
How many units are in 38 Pickering St, Winchester, MA?
38 Pickering St, Winchester, MA has 2 residential units across built in 1890, according to county assessor records.
What is a unit at 38 Pickering St, Winchester, MA worth?
The median TopHap Estimate across the 2 units at 38 Pickering St, Winchester, MA is $1,008,685. That works out to $477 per square foot. Units run from 2,056 to 2,188 square feet. Estimates are modelled from recorded sales and assessments, not appraisals.
Is 38 Pickering St, Winchester, MA expensive for Winchester?
Units at 38 Pickering St, Winchester, MA carry a median of $477 per square foot, 72% above the Winchester median of $278 per square foot.
How often do units sell at 38 Pickering St, Winchester, MA?
1 units at 38 Pickering St, Winchester, MA sold in the last 12 months, out of 4 recorded arms-length sales all time. That is a turnover rate of 50.0% of the building per year. The median sale over that period was $1.1M.
More homes on Pickering St # B
- 38 Pickering St # A$1.1M3 bd · 2.5 ba · 2,056 ft² · Sold $1.1M · May 2026
- 40 Pickering St$1.4M4 bd · 2.5 ba · 2,454 ft² · Sold $1.3M · Apr 2026
- 32 Pickering St$720K3 bd · 2.5 ba · 1,623 ft² · Sold $540K · Oct 2019
- 34 Pickering St$734K4 bd · 2 ba · 1,623 ft² · Sold $237K · Feb 2012
- 36 Pickering St$1.3M4 bd · 4 ba · 3,433 ft² · Sold $492K · Mar 2011
- 39 Pickering St4 bd · 2 ba · 1,740 ft² · Sold Oct 1978
Closest homes
- 38 Pickering St$1.1M0 ft · 3 bd · 2.5 ba · 2,056 ft² · Sold $1.1M · May 2026
- 40 Pickering St$1.4M57 ft · 4 bd · 2.5 ba · 2,454 ft² · Sold $1.3M · Apr 2026
- 36 Pickering St$1.3M74 ft · 4 bd · 4 ba · 3,433 ft² · Sold $492K · Mar 2011
- 32 Pickering St$720K146 ft · 3 bd · 2.5 ba · 1,623 ft² · Sold $540K · Oct 2019
- 34 Pickering St$734K146 ft · 4 bd · 2 ba · 1,623 ft² · Sold $237K · Feb 2012
- 24 Border St$801K168 ft · 3 bd · 1.5 ba · 1,172 ft² · Sold $760K · Sep 2022
- 65 Sheridan Cir$1.2M175 ft · 3 bd · 2 ba · 2,348 ft² · Sold $419K · Jun 2002
- 39 Pickering St165 ft · 4 bd · 2 ba · 1,740 ft² · Sold Oct 1978
More homes in Winchester 01890
- 53 Winford Way$1.1M3 bd · 1 ba · 1,946 ft² · Sold $2.3M · Sep 2026
- 46 Clark St$1.1M4 bd · 1 ba · 1,466 ft² · Sold $1M · Sep 2026
- 2 Olde Lyme Rd$1.7M3 bd · 2 ba · 2,513 ft² · Sold $1.9M · Sep 2026
- 16 Glenwood Ave6 bd · 4.5 ba · 6,554 ft² · Sold $1.8M · Sep 2026
- 9 Watson Pl$746K3 bd · 1 ba · 981 ft² · Sold $760K · Aug 2026
- 78 Bacon St$2.3M5 bd · 3.5 ba · 3,492 ft² · Sold $2.3M · Aug 2026
- 52 Salem St$1.2M3 bd · 2.5 ba · 2,004 ft² · Sold $1.2M · Aug 2026
- 2 Everett Ave$3.2M6 bd · 4 ba · 6,148 ft² · Sold $3.2M · Aug 2026
- 8 Hawthorne Rd$1.8M5 bd · 2.5 ba · 3,315 ft² · Sold $1.8M · Aug 2026
- 22 Salem St2 bd · 1 ba · 793 ft² · Sold $615K · Aug 2026
- 18 Graystone Cir$1.7M2 bd · 2.5 ba · 2,574 ft² · Sold $1.8M · Aug 2026
- 12 Niles Ln$3.8M4 bd · 5 ba · 5,744 ft² · Sold $3.8M · Aug 2026
Assigned schools
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