22 CHESTER ST
Valuation
Tax & Assessment
Property Facts
Transaction History(7)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Foreclosure Filings(1)
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.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
22 Chester St measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth less than 87% of homes in Winchester 01890
- Costs more per square foot than 92% of homes in Winchester 01890
- Smaller than 92% of homes in Winchester 01890
- Has a smaller lot than 87% of homes in Winchester 01890
- Older than 80% of homes in Winchester 01890
What homes are worth in Winchester 01890
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 13% of homes in Winchester 01890.
How it measures up in Winchester 01890
The dot is this home. The mark in the middle is the typical home in Winchester 01890.
Pricier than 13% of homes nearby
Pricier than 92% of homes nearby
Bigger than 8% of homes nearby
Bigger than 13% of homes nearby
Newer than 20% of homes nearby
| Measure | This home | Winchester 01890 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $869,062 | 13% of homes | 60% of homes |
| Price per ft²pricier than | $754 | 92% of homes | 90% of homes |
| Living areabigger than | 1,152 ft² | 8% of homes | 18% of homes |
| Lot sizebigger than | 0.15 ac | 13% of homes | 25% of homes |
| Year builtnewer than | 1910 | 20% of homes | 20% of homes |
About 22 Chester St
How much is 22 Chester St, Winchester, MA worth?
The TopHap Estimate for 22 Chester St, Winchester, MA is $869,062 as of Oct 21, 2026. The likely range is $834,957 to $903,166. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 22 Chester St, Winchester, MA last sell?
22 Chester St, Winchester, MA last sold on Apr 26, 2023 for $769,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 22 Chester St, Winchester, MA?
22 Chester St, Winchester, MA has 3 bedrooms, 3.5 bathrooms, 1,152 square feet of living space and a 0.15-acre lot.
When was 22 Chester St, Winchester, MA built?
22 Chester St, Winchester, MA was built in 1910, making it 116 years old. The building has 2 stories.
What schools serve 22 Chester St, Winchester, MA?
22 Chester St, Winchester, MA is assigned to Muraco Elementary School (elementary), rated A; Winchester High School (high), rated A+; McCall Middle School (middle), rated A+. All sit in Winchester School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 22 Chester St, Winchester, MA compare to other homes in Winchester 01890?
Among the 7,523 homes in Winchester 01890, it is worth more than 13% of them ($869,062 against a typical $1,537,158), its price per square foot is higher than 92% of them ($754 against a typical $584), it is bigger than 8% of them (1,152 ft² against a typical 2,624 ft²), its lot is bigger than 13% of them (0.15 ac against a typical 0.27 ac) and it is newer than 20% of them (1910 against a typical 1952). Measured against all of Middlesex County, it is worth more than 60% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 22 Chester St, Winchester, MA?
The 2026 property tax bill for 22 Chester St, Winchester, MA was $13,822. The county assessed it at $1,247,500.
More homes on Chester St
- 74 Chester St$1.2M3 bd · 2.5 ba · 1,880 ft² · Sold $1.1M · Jun 2022
- 36 Chester St$2M5 bd · 3.5 ba · 3,445 ft² · Sold $1.6M · Sep 2021
- 15 Chester St$1.4M4 bd · 1.5 ba · 2,371 ft² · Sold $1.3M · Jun 2021
- 18 Chester St$1.7M3 bd · 3.5 ba · 3,180 ft² · Sold $1.2M · Oct 2018
- 41 Chester St$602K3 bd · 1.5 ba · 1,200 ft² · Sold $420K · May 2018
- 43a Chester St$1.2M4 bd · 2 ba · 1,706 ft² · Sold $785K · Jul 2017
- 1 Chester St$1.3M3 bd · 2 ba · 2,493 ft² · Sold $852K · May 2017
- 19 Chester St$1M3 bd · 1.5 ba · 1,696 ft² · Sold Mar 2014
- 31 Chester St$1.6M4 bd · 4.5 ba · 2,914 ft² · Sold $845K · Jun 2013
- 32 Chester St$1.3M4 bd · 2.5 ba · 2,462 ft² · Sold $485K · Feb 2013
- 10 Chester St # 24 bd · 1 ba · 1,274 ft² · Sold $159K · Jul 2011
- 24 Chester St$1.3M4 bd · 2.5 ba · 2,829 ft² · Sold $500K · Dec 2008
Closest homes
- 18 Chester St$1.7M50 ft · 3 bd · 3.5 ba · 3,180 ft² · Sold $1.2M · Oct 2018
- 24 Chester St$1.3M56 ft · 4 bd · 2.5 ba · 2,829 ft² · Sold $500K · Dec 2008
- 14 Chester St$945K111 ft · 3 bd · 1.5 ba · 1,280 ft² · Sold $365K · Jul 2002
- 32 Chester St$1.3M124 ft · 4 bd · 2.5 ba · 2,462 ft² · Sold $485K · Feb 2013
- 9 Emerson Ct$829K109 ft · 3 bd · 2 ba · 1,140 ft² · Sold $790K · Aug 2025
- 17 Columbus Rd$1.5M134 ft · 4 bd · 3 ba · 4,578 ft² · Sold $580K · Jul 2010
- 7 Emerson Ct$761K143 ft · 3 bd · 1.5 ba · 1,374 ft² · Sold $290K · Jan 2007
- 10 Chester St163 ft · 4 bd · 1 ba · 1,274 ft² · Sold $159K · Jul 2011
More homes in Winchester 01890
- 30 Allen Rd$1.8M4 bd · 2.5 ba · 2,501 ft² · Sold $1.8M · Oct 2026
- 7 Wainwright Rd$1.3M3 bd · 2.5 ba · 2,145 ft² · Sold $1.3M · Oct 2026
- 30 Farrow St$1.7M5 bd · 3.5 ba · 2,933 ft² · Sold $1.8M · Oct 2026
- 253 Pond St$1.3M3 bd · 1.5 ba · 1,788 ft² · Sold $1.4M · Oct 2026
- 199 Washington St$975K4 bd · 3.5 ba · 2,475 ft² · Sold $948K · Oct 2026
- 10 Dartmouth St$3M5 bd · 2.5 ba · 4,028 ft² · Sold $2.5M · Oct 2026
- 7 Viking Rd$2.8M4 bd · 2.5 ba · 3,650 ft² · Sold $3M · Oct 2026
- 11 Bonad Rd$1.9M4 bd · 3.5 ba · 2,628 ft² · Sold $2M · Oct 2026
- 26 Cambridge St$1.1M2 bd · 1 ba · 1,092 ft² · Sold $720K · Oct 2026
- 12 Canterbury Rd$1.2M3 bd · 2.5 ba · 1,942 ft² · Sold $2.8M · Oct 2026
- 241 Ridge St$1.5M3 bd · 3 ba · 2,480 ft² · Sold $1.5M · Oct 2026
- 5 Willowdale Rd$1.6M3 bd · 2.5 ba · 2,483 ft² · Sold $1.6M · Oct 2026
Assigned schools
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