37 WEBSTER DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(5)
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
37 Webster 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.
- Costs more per square foot than 83% of homes in Holliston 01746
- Smaller than 70% of homes in Holliston 01746
- Has a smaller lot than 72% of homes in Holliston 01746
- Older than 79% of homes in Holliston 01746
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 47% 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 47% of homes nearby
Pricier than 83% of homes nearby
Bigger than 30% of homes nearby
Bigger than 28% of homes nearby
Newer than 21% of homes nearby
| Measure | This home | Holliston 01746 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $706,236 | 47% of homes | 40% of homes |
| Price per ft²pricier than | $498 | 83% of homes | 59% of homes |
| Living areabigger than | 1,418 ft² | 30% of homes | 31% of homes |
| Lot sizebigger than | 0.45 ac | 28% of homes | 60% of homes |
| Year builtnewer than | 1958 | 21% of homes | 51% of homes |
About 37 Webster Dr
How much is 37 Webster Dr, Holliston, MA worth?
The TopHap Estimate for 37 Webster Dr, Holliston, MA is $706,236 as of Sep 24, 2026. The likely range is $676,328 to $736,144. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 37 Webster Dr, Holliston, MA last sell?
37 Webster Dr, Holliston, MA last sold on May 17, 2017 for $359,000, according to the county's recorded deed.
How big is 37 Webster Dr, Holliston, MA?
37 Webster Dr, Holliston, MA has 3 bedrooms, 2 bathrooms, 1,418 square feet of living space and a 0.45-acre lot.
When was 37 Webster Dr, Holliston, MA built?
37 Webster Dr, Holliston, MA was built in 1958, making it 68 years old. It is a raised ranch home. The building has 1 story.
What schools serve 37 Webster Dr, Holliston, MA?
37 Webster 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 37 Webster Dr, Holliston, MA compare to other homes in Holliston 01746?
Among the 5,229 homes in Holliston 01746, it is worth more than 47% of them ($706,236 against a typical $717,759), its price per square foot is higher than 83% of them ($498 against a typical $388), it is bigger than 30% of them (1,418 ft² against a typical 1,901 ft²), its lot is bigger than 28% of them (0.45 ac against a typical 0.7 ac) and it is newer than 21% of them (1958 against a typical 1968). Measured against all of Middlesex County, it is worth more than 40% 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 37 Webster Dr, Holliston, MA?
The 2025 property tax bill for 37 Webster Dr, Holliston, MA was $9,820. The county assessed it at $670,300.
More homes on Webster Dr
- 22 Webster Dr$527K3 bd · 1 ba · 960 ft² · Sold $335K · Apr 2006
- 38 Webster Dr$590K3 bd · 1.5 ba · 1,272 ft² · Sold May 2004
- 21 Webster Dr$575K3 bd · 1 ba · 1,200 ft² · Sold $45K · Aug 1978
- 30 Webster Dr$555K4 bd · 1 ba · 1,248 ft² · Sold $34K · Nov 1973
- 29 Webster Dr$689K3 bd · 2 ba · 1,512 ft² · Sold $35K · Jun 1973
Closest homes
- 29 Webster Dr$689K103 ft · 3 bd · 2 ba · 1,512 ft² · Sold $35K · Jun 1973
- 170 Prospect St$598K197 ft · 3 bd · 1 ba · 1,040 ft² · Sold $144K · Nov 1992
- 159 Marked Tree Rd$525K207 ft · 3 bd · 1 ba · 1,248 ft² · Sold $138K · Oct 1992
- 38 Webster Dr$590K236 ft · 3 bd · 1.5 ba · 1,272 ft² · Sold May 2004
- 156 Prospect St$565K232 ft · 2 bd · 1 ba · 1,040 ft² · Sold $275K · Mar 2017
- 129 Marked Tree Rd$732K252 ft · 3 bd · 3 ba · 1,248 ft² · Sold $730K · Aug 2026
- 21 Webster Dr$575K199 ft · 3 bd · 1 ba · 1,200 ft² · Sold $45K · Aug 1978
- 30 Webster Dr$555K256 ft · 4 bd · 1 ba · 1,248 ft² · Sold $34K · Nov 1973
More homes in Holliston 01746
- 152 Turner Rd$210K1 bd · 1.5 ba · 698 ft² · Sold $215K · Sep 2026
- 65 Briarcliff Ln$850K3 bd · 2 ba · 1,888 ft² · Sold $835K · Sep 2026
- 10 Winston Rd$1.1M4 bd · 3 ba · 3,648 ft² · Sold $1.1M · Sep 2026
- 361 Winter St$982K4 bd · 2.5 ba · 2,264 ft² · Sold $980K · Aug 2026
- 54 Jarbrook Rd$802K4 bd · 2 ba · 1,736 ft² · Sold $800K · Aug 2026
- 100 Marilyn St$691K3 bd · 2 ba · 1,393 ft² · Sold $689K · Aug 2026
- 23 Bonney Dr$837K4 bd · 2.5 ba · 2,108 ft² · Sold $836K · Aug 2026
- 31 Robert Rd$662K3 bd · 1.5 ba · 1,093 ft² · Sold $660K · Aug 2026
- 65 Woods Xing$952K4 bd · 2.5 ba · 2,898 ft² · Sold $950K · Aug 2026
- 1 Fisher St$601K3 bd · 1.5 ba · 1,102 ft² · Sold $600K · Aug 2026
- 129 Marked Tree Rd$732K3 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
Assigned schools
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