28 BERKSHIRE DR
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.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
28 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 92% of homes in Middlesex County
- Costs more per square foot than 80% of homes in Middlesex County
- Bigger than 81% of homes in Middlesex County
- Has a bigger lot than 86% 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 63% 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 63% of homes nearby
Pricier than 69% of homes nearby
Bigger than 55% of homes nearby
Bigger than 86% of homes nearby
Newer than 72% of homes nearby
| Measure | This home | Winchester 01890 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $1,753,855 | 63% of homes | 92% of homes |
| Price per ft²pricier than | $633 | 69% of homes | 80% of homes |
| Living areabigger than | 2,772 ft² | 55% of homes | 81% of homes |
| Lot sizebigger than | 0.49 ac | 86% of homes | 64% of homes |
| Year builtnewer than | 1969 | 72% of homes | 63% of homes |
About 28 Berkshire Dr
How much is 28 Berkshire Dr, Winchester, MA worth?
The TopHap Estimate for 28 Berkshire Dr, Winchester, MA is $1,753,855 as of Sep 24, 2026. The likely range is $1,665,769 to $1,841,941. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 28 Berkshire Dr, Winchester, MA last sell?
28 Berkshire Dr, Winchester, MA last sold on Mar 26, 2010 for $815,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 28 Berkshire Dr, Winchester, MA?
28 Berkshire Dr, Winchester, MA has 4 bedrooms, 3.5 bathrooms, 2,772 square feet of living space and a 0.49-acre lot.
When was 28 Berkshire Dr, Winchester, MA built?
28 Berkshire Dr, Winchester, MA was built in 1969, making it 57 years old. It is a colonial home. The building has 2 stories.
What schools serve 28 Berkshire Dr, Winchester, MA?
28 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 28 Berkshire Dr, Winchester, MA compare to other homes in Winchester 01890?
Among the 7,523 homes in Winchester 01890, it is worth more than 63% of them ($1,753,855 against a typical $1,521,852), its price per square foot is higher than 69% of them ($633 against a typical $582), it is bigger than 55% of them (2,772 ft² against a typical 2,630 ft²), its lot is bigger than 86% of them (0.49 ac against a typical 0.27 ac) and it is newer than 72% of them (1969 against a typical 1952). Measured against all of Middlesex County, it is worth more than 92% 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 28 Berkshire Dr, Winchester, MA?
The 2025 property tax bill for 28 Berkshire Dr, Winchester, MA was $168. The county assessed it at $1,513,100.
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
- 23 Berkshire Dr$2M4 bd · 3 ba · 3,735 ft² · Sold $851K · Sep 2010
- 12 Berkshire Dr$2M4 bd · 4 ba · 3,868 ft² · Sold $948K · Aug 2008
Closest homes
- 26 Berkshire Dr$1.4M111 ft · 3 bd · 2.5 ba · 2,316 ft² · Sold $1.4M · Mar 2026
- 104 Thornberry Rd$1.6M124 ft · 3 bd · 3 ba · 2,536 ft² · Sold $1.4M · Jun 2023
- 106 Thornberry Rd$2M172 ft · 5 bd · 3.5 ba · 3,490 ft² · Sold $1.4M · Jun 2019
- 30 Berkshire Dr$1.8M165 ft · 4 bd · 3.5 ba · 2,805 ft² · Sold Jan 1900
- 25 Berkshire Dr$1.5M218 ft · 3 bd · 3 ba · 2,295 ft² · Sold $845K · Jan 2019
- 27 Berkshire Dr$1.5M255 ft · 4 bd · 3 ba · 2,382 ft² · Sold $390K · Jul 1998
- 28 Nassau Dr$1.6M204 ft · 4 bd · 3 ba · 2,882 ft² · Sold Oct 1995
- 108 Thornberry Rd$1.6M288 ft · 4 bd · 3 ba · 2,376 ft² · Sold $153K · Dec 2002
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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