23 BERKSHIRE DR
Valuation
Tax & Assessment
Property Facts
Transaction History(4)
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
23 Berkshire Dr 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 more than 94% of homes in Middlesex County
- Costs less per square foot than 70% of homes in Winchester 01890
- Bigger than 94% of homes in Middlesex County
- Has a bigger lot than 81% of homes in Winchester 01890
- Newer than 72% 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 73% 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 73% of homes nearby
Pricier than 30% of homes nearby
Bigger than 78% of homes nearby
Bigger than 81% of homes nearby
Newer than 72% of homes nearby
| Measure | This home | Winchester 01890 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $1,980,978 | 73% of homes | 94% of homes |
| Price per ft²pricier than | $530 | 30% of homes | 65% of homes |
| Living areabigger than | 3,735 ft² | 78% of homes | 94% of homes |
| Lot sizebigger than | 0.46 ac | 81% of homes | 60% of homes |
| Year builtnewer than | 1970 | 72% of homes | 64% of homes |
About 23 Berkshire Dr
How much is 23 Berkshire Dr, Winchester, MA worth?
The TopHap Estimate for 23 Berkshire Dr, Winchester, MA is $1,980,978 as of Sep 24, 2026. The likely range is $1,853,860 to $2,108,096. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 23 Berkshire Dr, Winchester, MA last sell?
23 Berkshire Dr, Winchester, MA last sold on Sep 14, 2010 for $851,000, according to the county's recorded deed.
How big is 23 Berkshire Dr, Winchester, MA?
23 Berkshire Dr, Winchester, MA has 4 bedrooms, 2.5 bathrooms, 3,735 square feet of living space and a 0.46-acre lot.
When was 23 Berkshire Dr, Winchester, MA built?
23 Berkshire Dr, Winchester, MA was built in 1970, making it 56 years old. It is a colonial home. The building has 2 stories.
What schools serve 23 Berkshire Dr, Winchester, MA?
23 Berkshire Dr, 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 23 Berkshire Dr, Winchester, MA compare to other homes in Winchester 01890?
Among the 7,523 homes in Winchester 01890, it is worth more than 73% of them ($1,980,978 against a typical $1,513,445), its price per square foot is higher than 30% of them ($530 against a typical $582), it is bigger than 78% of them (3,735 ft² against a typical 2,626 ft²), its lot is bigger than 81% of them (0.46 ac against a typical 0.27 ac) and it is newer than 72% of them (1970 against a typical 1952). Measured against all of Middlesex County, it is worth more than 94% 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 23 Berkshire Dr, Winchester, MA?
The 2026 property tax bill for 23 Berkshire Dr, Winchester, MA was $18,981. The county assessed it at $1,713,100.
More homes on Berkshire Dr
- 26 Berkshire Dr$1.4M3 bd · 2.5 ba · 2,316 ft² · Sold $1.4M · Mar 2026
- 3 Berkshire Dr$2.2M4 bd · 2.5 ba · 3,344 ft² · Sold $2.1M · Jul 2024
- 22 Berkshire Dr$1.8M5 bd · 4 ba · 2,943 ft² · Sold $1.6M · Oct 2023
- 18 Berkshire Dr$1.7M4 bd · 4 ba · 2,626 ft² · Sold $1.3M · Oct 2021
- 2 Berkshire Dr$1.6M4 bd · 3 ba · 2,337 ft² · Sold $913K · Aug 2020
- 14 Berkshire Dr$1.9M4 bd · 3.5 ba · 3,113 ft² · Sold $1.3M · May 2019
- 25 Berkshire Dr$1.5M3 bd · 3 ba · 2,295 ft² · Sold $845K · Jan 2019
- 7 Berkshire Dr$2M4 bd · 4 ba · 3,420 ft² · Sold $1.3M · Jul 2017
- 1 Berkshire Dr$1.6M4 bd · 2.5 ba · 2,575 ft² · Sold $965K · Jun 2017
- 20 Berkshire Dr$1.9M4 bd · 2.5 ba · 3,652 ft² · Sold $1.2M · Mar 2015
- 28 Berkshire Dr$1.8M4 bd · 4 ba · 2,772 ft² · Sold $815K · Mar 2010
- 12 Berkshire Dr$2M4 bd · 4 ba · 3,868 ft² · Sold $948K · Aug 2008
Closest homes
- 25 Berkshire Dr$1.5M113 ft · 3 bd · 3 ba · 2,295 ft² · Sold $845K · Jan 2019
- 4 Partridge Ln$2.2M156 ft · 4 bd · 4 ba · 3,060 ft² · Sold $1M · Mar 2004
- 21 Berkshire Dr$2.2M130 ft · 4 bd · 3.5 ba · 5,435 ft² · Sold $330K · Oct 1996
- 26 Berkshire Dr$1.4M232 ft · 3 bd · 2.5 ba · 2,316 ft² · Sold $1.4M · Mar 2026
- 22 Berkshire Dr$1.8M221 ft · 5 bd · 3.5 ba · 2,943 ft² · Sold $1.6M · Oct 2023
- 6 Partridge Ln$1.9M263 ft · 4 bd · 2.5 ba · 3,819 ft² · Sold $859K · Mar 2010
- 28 Nassau Dr$1.6M273 ft · 4 bd · 2.5 ba · 2,882 ft² · Sold Jan 1900
- 27 Berkshire Dr$1.5M216 ft · 4 bd · 2.5 ba · 2,382 ft² · Sold $390K · Jul 1998
More homes in Winchester 01890
- 80 Arlington St$2.8M5 bd · 3.5 ba · 5,632 ft² · Sold $4.2M · Oct 2026
- 150 Cambridge St$1.1M3 bd · 1.5 ba · 1,711 ft² · Sold $990K · Oct 2026
- 10 Rangeley Rd$3.2M4 bd · 4 ba · 5,932 ft² · Sold $3M · Sep 2026
- 18 Oak St$1.2M5 bd · 2.5 ba · 2,063 ft² · Sold $1.2M · Sep 2026
- 15 Fieldstone Dr$1.9M4 bd · 3.5 ba · 3,286 ft² · Sold $1.9M · Sep 2026
- 38 Robinhood Rd$1.1M3 bd · 1.5 ba · 1,736 ft² · Sold $1.1M · Sep 2026
- 83 Church St$1.2M3 bd · 2.5 ba · 2,011 ft² · Sold $1.3M · Sep 2026
- 42 Wildwood St$2.3M7 bd · 4.5 ba · 4,930 ft² · Sold $2.1M · Sep 2026
- 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
Assigned schools
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