250 WINTER ST
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.
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
250 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 73% of homes in Holliston 01746
- Among the highest price per square foot in Holliston 01746
- Smaller than 75% of homes in Middlesex County
- Has a bigger lot than 79% 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 73% 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 73% of homes nearby
Pricier than almost all homes nearby
Bigger than 26% of homes nearby
Bigger than 64% of homes nearby
Newer than 40% of homes nearby
| Measure | This home | Holliston 01746 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $889,329 | 73% of homes | 61% of homes |
| Price per ft²pricier than | $686 | almost all homes | 84% of homes |
| Living areabigger than | 1,296 ft² | 26% of homes | 25% of homes |
| Lot sizebigger than | 0.97 ac | 64% of homes | 79% of homes |
| Year builtnewer than | 1965 | 40% of homes | 59% of homes |
About 250 Winter St
How much is 250 Winter St, Holliston, MA worth?
The TopHap Estimate for 250 Winter St, Holliston, MA is $889,329 as of Jul 14, 2026. The likely range is $849,555 to $929,103. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 250 Winter St, Holliston, MA last sell?
250 Winter St, Holliston, MA last sold on Jul 30, 2021 for $675,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.
How big is 250 Winter St, Holliston, MA?
250 Winter St, Holliston, MA has 3 bedrooms, 2.5 bathrooms, 1,296 square feet of living space and a 0.97-acre lot.
When was 250 Winter St, Holliston, MA built?
250 Winter St, Holliston, MA was built in 1965, making it 61 years old. It is a contemporary home. The building has 1 story.
What schools serve 250 Winter St, Holliston, MA?
250 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 250 Winter St, Holliston, MA compare to other homes in Holliston 01746?
Among the 5,229 homes in Holliston 01746, it is worth more than 73% of them ($889,329 against a typical $724,932), its price per square foot is higher than almost all of them ($686 against a typical $390), it is bigger than 26% of them (1,296 ft² against a typical 1,884 ft²), its lot is bigger than 64% of them (0.97 ac against a typical 0.7 ac) and it is newer than 40% of them (1965 against a typical 1968). Measured against all of Middlesex County, it is worth more than 61% 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 250 Winter St, Holliston, MA?
The 2025 property tax bill for 250 Winter St, Holliston, MA was $11,012. The county assessed it at $751,700.
Closest homes
- 240 Winter St$841K176 ft · 4 bd · 2.5 ba · 2,320 ft² · Sold $545K · Nov 2020
- 260 Winter St$943K174 ft · 4 bd · 2.5 ba · 2,528 ft² · Sold $458K · Aug 2014
- 2 Westfield Dr$847K235 ft · 4 bd · 2.5 ba · 2,160 ft² · Sold $790K · Apr 2023
- Winter St243 ft · 3.41 ac · Sold Jun 2006
- 270 Winter St$946K345 ft · 4 bd · 2.5 ba · 2,554 ft² · Sold $476K · Aug 2011
- 1 Westfield Dr$796K315 ft · 4 bd · 2.5 ba · 2,118 ft² · Sold $435K · Sep 2018
- 4 Westfield Dr$685K409 ft · 4 bd · 1.5 ba · 2,216 ft² · Sold $168K · Sep 1992
- Winter St416 ft · 4 bd · 4 ba · 5,638 ft² · 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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