21 HILLSIDE 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: Holliston School District
Neighborhood · ZIP 01746These 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 Hillside 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 90% of homes in Holliston 01746
- Costs less per square foot than 75% of homes in Middlesex County
- Bigger than 89% of homes in Middlesex County
- Has a bigger lot than 88% of homes in Middlesex County
- Newer than 85% of homes in Middlesex County
What homes are worth in Holliston 01746
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 90% of homes in Holliston 01746.
How it measures up in Holliston 01746
The dot is this home. The mark in the middle is the typical home in Holliston 01746.
Pricier than 90% of homes nearby
Pricier than 38% of homes nearby
Bigger than 88% of homes nearby
Bigger than 81% of homes nearby
Newer than 79% of homes nearby
| Measure | This home | Holliston 01746 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $1,193,197 | 90% of homes | 80% of homes |
| Price per ft²pricier than | $369 | 38% of homes | 25% of homes |
| Living areabigger than | 3,232 ft² | 88% of homes | 89% of homes |
| Lot sizebigger than | 1.95 ac | 81% of homes | 88% of homes |
| Year builtnewer than | 1995 | 79% of homes | 85% of homes |
About 21 Hillside Dr
How much is 21 Hillside Dr, Holliston, MA worth?
The TopHap Estimate for 21 Hillside Dr, Holliston, MA is $1,193,197 as of Aug 30, 2026. The likely range is $1,140,411 to $1,245,983. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 21 Hillside Dr, Holliston, MA last sell?
21 Hillside Dr, Holliston, MA last sold on Mar 28, 1996 for $333,700, according to the county's recorded deed.
How big is 21 Hillside Dr, Holliston, MA?
21 Hillside Dr, Holliston, MA has 4 bedrooms, 3 bathrooms, 3,232 square feet of living space and a 1.95-acre lot.
When was 21 Hillside Dr, Holliston, MA built?
21 Hillside Dr, Holliston, MA was built in 1995, making it 31 years old. It is a colonial home. The building has 2 stories.
What schools serve 21 Hillside Dr, Holliston, MA?
21 Hillside Dr, Holliston, MA is assigned to Holliston High School (high), rated A; Robert H. Adams Middle School (middle), rated A-; Placentino Elementary School (elementary). All sit in Holliston School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 21 Hillside Dr, Holliston, MA compare to other homes in Holliston 01746?
Among the 5,229 homes in Holliston 01746, it is worth more than 90% of them ($1,193,197 against a typical $722,813), its price per square foot is higher than 38% of them ($369 against a typical $390), it is bigger than 88% of them (3,232 ft² against a typical 1,908 ft²), its lot is bigger than 81% of them (1.95 ac against a typical 0.7 ac) and it is newer than 79% of them (1995 against a typical 1968). Measured against all of Middlesex County, it is worth more than 80% 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 Hillside Dr, Holliston, MA?
The 2025 property tax bill for 21 Hillside Dr, Holliston, MA was $14,443. The county assessed it at $985,900.
More homes on Hillside Dr
- 18 Hillside Dr$1.1M4 bd · 3.5 ba · 2,822 ft² · Sold $1.1M · Aug 2024
- 13 Hillside Dr$942K4 bd · 2.5 ba · 2,612 ft² · Sold $840K · Aug 2023
- 19 Hillside Dr$1.2M4 bd · 3.5 ba · 2,810 ft² · Sold $958K · Jun 2021
- 15 Hillside Dr$1.2M6 bd · 3.5 ba · 3,266 ft² · Sold $935K · Apr 2021
- 8 Hillside Dr$1.1M4 bd · 2.5 ba · 3,623 ft² · Sold $770K · Nov 2020
- 12 Hillside Dr$1.1M4 bd · 2.5 ba · 3,128 ft² · Sold $738K · Sep 2017
- 6 Hillside Dr$1.1M4 bd · 2.5 ba · 2,612 ft² · Sold $610K · Mar 2017
- 14 Hillside Dr$1.2M4 bd · 2.5 ba · 3,823 ft² · Sold $677K · Jun 2014
- 4 Hillside Dr$849K4 bd · 2.5 ba · 2,357 ft² · Sold $387K · Dec 2001
Closest homes
- 15 Old Sawmill Rd$1.1M222 ft · 4 bd · 2.5 ba · 3,290 ft² · Sold $760K · Jun 2019
- 18 Hillside Dr$1.1M304 ft · 4 bd · 3.5 ba · 2,822 ft² · Sold $1.1M · Aug 2024
- 19 Hillside Dr$1.2M257 ft · 4 bd · 3.5 ba · 2,810 ft² · Sold $958K · Jun 2021
- 14 Hillside Dr$1.2M0.1 mi · 4 bd · 2.5 ba · 3,823 ft² · Sold $677K · Jun 2014
- 9 Old Sawmill Rd$1.2M0.1 mi · 5 bd · 3.5 ba · 3,798 ft² · Sold $364K · Sep 1997
- 16 Old Sawmill Rd$1.1M487 ft · 4 bd · 2.5 ba · 3,174 ft² · Sold $669K · Aug 2014
- 15 Hillside Dr$1.2M524 ft · 6 bd · 3.5 ba · 3,266 ft² · Sold $935K · Apr 2021
- 12 Old Sawmill Rd$1.1M0.1 mi · 4 bd · 2.5 ba · 2,953 ft² · Sold $330K · Aug 1996
More homes in Holliston 01746
- 361 Winter St$925K4 bd · 2.5 ba · 2,264 ft² · Sold $980K · Aug 2026
- 54 Jarbrook Rd$769K4 bd · 2 ba · 1,736 ft² · Sold $800K · Aug 2026
- 100 Marilyn St$680K3 bd · 2 ba · 1,393 ft² · Sold $689K · Aug 2026
- 23 Bonney Dr$836K4 bd · 2.5 ba · 2,108 ft² · Sold $836K · Aug 2026
- 31 Robert Rd$660K3 bd · 1.5 ba · 1,093 ft² · Sold $660K · Aug 2026
- 65 Woods Xing$950K4 bd · 2.5 ba · 2,898 ft² · Sold $950K · Aug 2026
- 1 Fisher St$600K3 bd · 1.5 ba · 1,102 ft² · Sold $600K · Aug 2026
- 129 Marked Tree Rd$730K3 bd · 3 ba · 1,248 ft² · Sold $730K · Aug 2026
- 45 Johnson Dr$1.3M4 bd · 2.5 ba · 3,252 ft² · Sold $1.3M · Aug 2026
- 30 Piedmont Dr$710K2 bd · 2.5 ba · 2,188 ft² · Sold $678K · Aug 2026
- 79 Union St$735K3 bd · 1.5 ba · 1,362 ft² · Sold $735K · Aug 2026
- 674 Washington St4 bd · 3 ba · 3,450 ft² · Sold $720K · Aug 2026
Assigned schools
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