380 WINTER ST
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: 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.
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
380 Winter 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 more than 81% of homes in Holliston 01746
- Bigger than 73% of homes in Middlesex County
- Has a bigger lot than 79% of homes in Middlesex County
- Newer than 77% 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 81% 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 81% of homes nearby
Pricier than 61% of homes nearby
Bigger than 72% of homes nearby
Bigger than 65% of homes nearby
Newer than 71% of homes nearby
| Measure | This home | Holliston 01746 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $1,030,073 | 81% of homes | 71% of homes |
| Price per ft²pricier than | $417 | 61% of homes | 38% of homes |
| Living areabigger than | 2,468 ft² | 72% of homes | 73% of homes |
| Lot sizebigger than | 0.96 ac | 65% of homes | 79% of homes |
| Year builtnewer than | 1985 | 71% of homes | 77% of homes |
About 380 Winter St
How much is 380 Winter St, Holliston, MA worth?
The TopHap Estimate for 380 Winter St, Holliston, MA is $1,030,073 as of Jul 14, 2026. The likely range is $966,062 to $1,094,084. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 380 Winter St, Holliston, MA last sell?
380 Winter St, Holliston, MA last sold on Jun 17, 2016 for $520,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 380 Winter St, Holliston, MA?
380 Winter St, Holliston, MA has 4 bedrooms, 2.5 bathrooms, 2,468 square feet of living space and a 0.96-acre lot.
When was 380 Winter St, Holliston, MA built?
380 Winter St, Holliston, MA was built in 1985, making it 41 years old. It is a contemporary home. The building has 2 stories.
What schools serve 380 Winter St, Holliston, MA?
380 Winter St, Holliston, MA is assigned to Holliston High School (high), rated A; Placentino Elementary School (elementary); Robert H. Adams Middle School (middle), rated A-. All sit in Holliston School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 380 Winter St, Holliston, MA compare to other homes in Holliston 01746?
Among the 5,229 homes in Holliston 01746, it is worth more than 81% of them ($1,030,073 against a typical $727,319), its price per square foot is higher than 61% of them ($417 against a typical $390), it is bigger than 72% of them (2,468 ft² against a typical 1,896 ft²), its lot is bigger than 65% of them (0.96 ac against a typical 0.7 ac) and it is newer than 71% of them (1985 against a typical 1968). Measured against all of Middlesex County, it is worth more than 71% 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 380 Winter St, Holliston, MA?
The 2025 property tax bill for 380 Winter St, Holliston, MA was $12,312. The county assessed it at $840,400.
More homes on Winter St
- 160 Winter St$743K3 bd · 2.5 ba · 1,894 ft² · Sold $720K · Mar 2026
- 230 Winter St9.68 ac · Sold $450K · Dec 2024
- 593 Winter St$447K3 bd · 1 ba · 888 ft² · Sold $415K · May 2024
- 71 Winter St$599K2 bd · 1.5 ba · 1,630 ft² · Sold $543K · Feb 2024
- 603 Winter St$625K2 bd · 1 ba · 1,602 ft² · Sold $8K · Nov 2022
- 320 Winter St$1.7M4 bd · 4 ba · 5,638 ft² · Sold $1.2M · Aug 2022
- 407 Winter St$783K3 bd · 1.5 ba · 2,169 ft² · Sold $636K · May 2022
- 250 Winter St$889K3 bd · 2.5 ba · 1,296 ft² · Sold $675K · Jul 2021
- 667 Winter St$860K4 bd · 2.5 ba · 2,775 ft² · Sold $630K · Jun 2021
- 400 Winter St$1.2M4 bd · 4.5 ba · 3,634 ft² · Sold $899K · Jun 2021
- 840 Winter St$538K3 bd · 1 ba · 1,172 ft² · Sold $250K · Jan 2021
- 802 Winter St$589K3 bd · 2 ba · 1,324 ft² · Sold $418K · Dec 2020
Closest homes
- 388 Winter St$1.1M132 ft · 4 bd · 2.5 ba · 2,504 ft² · Sold $285K · May 1997
- 400 Winter St$1.2M277 ft · 4 bd · 4.5 ba · 3,634 ft² · Sold $899K · Jun 2021
- 375 Winter St$1.1M350 ft · 5 bd · 3.5 ba · 2,915 ft² · Sold $487K · Oct 2011
- 414 Winter St$1M409 ft · 4 bd · 2.5 ba · 2,878 ft² · Sold Jul 2014
- 275 Mellen St$1.2M491 ft · 4 bd · 2.5 ba · 3,024 ft² · Sold $520K · Oct 2012
- 407 Winter St$783K0.1 mi · 3 bd · 1.5 ba · 2,169 ft² · Sold $636K · May 2022
- 50 Bald Hill Rd$1.3M518 ft · 4 bd · 4.5 ba · 4,199 ft² · Sold Jan 1900
- 424 Winter St0.1 mi · 3.94 ac · Sold Jan 1900
More homes in Holliston 01746
- 15 Saddle Ridge Rd$1.4M4 bd · 2.5 ba · 3,040 ft² · Sold $1.4M · Jul 2026
- 147 Turner Rd$215K1 bd · 1.5 ba · 702 ft² · Sold $215K · Jul 2026
- 140 Goulding St$1.1M5 bd · 3 ba · 3,084 ft² · Sold $1.1M · Jul 2026
- 135 Locust St$675K2 bd · 1 ba · 1,547 ft² · Sold $675K · Jul 2026
- 157 Rolling Meadow Dr$950K4 bd · 2.5 ba · 2,449 ft² · Sold $930K · Jul 2026
- 55 Concord St$1.1M5 bd · 4 ba · 4,214 ft² · Sold $1M · Jul 2026
- 3 Danforth Dr0.76 ac · Sold $1.6M · Jul 2026
- 5 Short Rd$658K4 bd · 3 ba · 1,897 ft² · Sold $1.4M · Jul 2026
- 48 N Mill St7 bd · 4 ba · 1,450 ft² · Sold $1.1M · Jul 2026
- 6 Trailside Ct$820K2 bd · 2.5 ba · 2,248 ft² · Sold $860K · Jul 2026
- 125 Hemlock Dr$725K3 bd · 2 ba · 1,428 ft² · Sold $720K · Jul 2026
- 40 Union St$704K3 bd · 1.5 ba · 1,689 ft² · Sold $670K · Jul 2026
Assigned schools
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