21 JAMES ST
Valuation
Tax & Assessment
Property Facts
Transaction History(3)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.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
21 James 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 79% of homes in Winchester 01890
- Costs more per square foot than 77% of homes in Middlesex County
- Smaller than 79% of homes in Winchester 01890
- Has a smaller lot than 69% 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 21% 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 21% of homes nearby
Pricier than 59% of homes nearby
Bigger than 21% of homes nearby
Bigger than 31% of homes nearby
Newer than 48% of homes nearby
| Measure | This home | Winchester 01890 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $1,042,387 | 21% of homes | 73% of homes |
| Price per ft²pricier than | $607 | 59% of homes | 77% of homes |
| Living areabigger than | 1,717 ft² | 21% of homes | 45% of homes |
| Lot sizebigger than | 0.23 ac | 31% of homes | 38% of homes |
| Year builtnewer than | 1950 | 48% of homes | 42% of homes |
About 21 James St
How much is 21 James St, Winchester, MA worth?
The TopHap Estimate for 21 James St, Winchester, MA is $1,042,387 as of Aug 30, 2026. The likely range is $1,000,777 to $1,083,997. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 21 James St, Winchester, MA last sell?
21 James St, Winchester, MA last sold on Jul 16, 2010 for $400,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 21 James St, Winchester, MA?
21 James St, Winchester, MA has 3 bedrooms, 2 bathrooms, 1,717 square feet of living space and a 0.23-acre lot.
When was 21 James St, Winchester, MA built?
21 James St, Winchester, MA was built in 1950, making it 76 years old. It is a colonial home. The building has 2 stories.
What schools serve 21 James St, Winchester, MA?
21 James St, Winchester, MA is assigned to Van - Owen Elementary School (elementary), rated A; McCall Middle School (middle), rated A; Winchester High School (high), rated A+. All sit in Winchester School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 21 James St, Winchester, MA compare to other homes in Winchester 01890?
Among the 7,523 homes in Winchester 01890, it is worth more than 21% of them ($1,042,387 against a typical $1,501,383), its price per square foot is higher than 59% of them ($607 against a typical $586), it is bigger than 21% of them (1,717 ft² against a typical 2,638 ft²), its lot is bigger than 31% of them (0.23 ac against a typical 0.27 ac) and it is newer than 48% of them (1950 against a typical 1952). Measured against all of Middlesex County, it is worth more than 73% 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 21 James St, Winchester, MA?
The 2025 property tax bill for 21 James St, Winchester, MA was $11,195. The county assessed it at $1,009,500.
More homes on James St
- 12 James St$988K3 bd · 2 ba · 1,548 ft² · Sold $849K · Jul 2023
- 10 James St$1.2M4 bd · 2 ba · 1,968 ft² · Sold $1.1M · Dec 2022
- 2 James St$1.1M3 bd · 2 ba · 1,909 ft² · Sold $868K · Feb 2021
- 15 James St$1.5M4 bd · 3.5 ba · 2,571 ft² · Sold $1.1M · Sep 2018
- 27 James St$1.1M4 bd · 2 ba · 1,551 ft² · Sold $730K · Mar 2018
- 16 James St$1.1M3 bd · 2.5 ba · 1,624 ft² · Sold $700K · Jun 2017
- 30 James St$820K2 bd · 1 ba · 1,290 ft² · Sold $275K · Jun 2013
- 3 James St$1.2M4 bd · 2 ba · 2,145 ft² · Sold $525K · Jul 2012
- 23 James St$697K1 bd · 1 ba · 890 ft² · Sold $357K · Dec 2007
- 7 James St$1M3 bd · 2 ba · 1,548 ft² · Sold $428K · Aug 2004
- 6 James St$1.1M2 bd · 2 ba · 1,764 ft² · Sold $395K · Aug 2003
- 26 James St$1M3 bd · 2 ba · 1,540 ft² · Sold $310K · Jun 2000
Closest homes
- 19 James St$912K60 ft · 3 bd · 2 ba · 1,494 ft² · Sold $162K · Apr 1990
- 23 James St$697K63 ft · 1 bd · 1 ba · 890 ft² · Sold $357K · Dec 2007
- 17 James St$1.2M119 ft · 4 bd · 2 ba · 2,084 ft² · Sold $240K · Sep 1997
- 27 James St$1.1M138 ft · 4 bd · 2 ba · 1,551 ft² · Sold $730K · Mar 2018
- 15 James St$1.5M174 ft · 4 bd · 3.5 ba · 2,571 ft² · Sold $1.1M · Sep 2018
- 29 Henry St$954K167 ft · 3 bd · 2 ba · 1,698 ft² · Sold $78K · Jun 1982
- 24 James St$1.3M179 ft · 3 bd · 3 ba · 2,652 ft²
- 25 Henry St$939K160 ft · 2 bd · 1.5 ba · 1,375 ft² · Sold $250K · Jun 1998
More homes in Winchester 01890
- 16 Glenwood Ave6 bd · 4.5 ba · 6,554 ft² · Sold $1.8M · Sep 2026
- 9 Watson Pl$780K3 bd · 1 ba · 981 ft² · Sold $760K · Aug 2026
- 78 Bacon St$2.5M5 bd · 3.5 ba · 3,492 ft² · Sold $2.3M · Aug 2026
- 52 Salem St$1.1M3 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$1.6M2 bd · 2.5 ba · 2,574 ft² · Sold $1.8M · Aug 2026
- 12 Niles Ln$4M4 bd · 5 ba · 5,744 ft² · Sold $3.8M · Aug 2026
- 15 Cabot St$2.2M4 bd · 2.5 ba · 2,949 ft² · Sold $2.2M · Aug 2026
- 24 Fletcher St$1.3M4 bd · 2.5 ba · 2,055 ft² · Sold $1.2M · Aug 2026
- 14 Rangeley Rdg$1.5M2 bd · 2 ba · 2,036 ft² · Sold $1.5M · Aug 2026
Assigned schools
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