25 WINTER ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(6)
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.
Ownership
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
25 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.
- Costs less per square foot than 65% of homes in Middlesex County
- Has a bigger lot than 85% of homes in Middlesex County
- Newer than 78% 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 55% 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 55% of homes nearby
Pricier than 58% of homes nearby
Bigger than 48% of homes nearby
Bigger than 74% of homes nearby
Newer than 73% of homes nearby
| Measure | This home | Holliston 01746 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $754,478 | 55% of homes | 46% of homes |
| Price per ft²pricier than | $409 | 58% of homes | 35% of homes |
| Living areabigger than | 1,845 ft² | 48% of homes | 50% of homes |
| Lot sizebigger than | 1.34 ac | 74% of homes | 85% of homes |
| Year builtnewer than | 1986 | 73% of homes | 78% of homes |
About 25 Winter St
How much is 25 Winter St, Holliston, MA worth?
The TopHap Estimate for 25 Winter St, Holliston, MA is $754,478 as of Jul 14, 2026. The likely range is $717,377 to $791,579. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 25 Winter St, Holliston, MA last sell?
25 Winter St, Holliston, MA last sold on Jan 1, 1900, according to the county's recorded deed.
How big is 25 Winter St, Holliston, MA?
25 Winter St, Holliston, MA has 3 bedrooms, 2 bathrooms, 1,845 square feet of living space and a 1.34-acre lot.
When was 25 Winter St, Holliston, MA built?
25 Winter St, Holliston, MA was built in 1986, making it 40 years old. It is a colonial home. The building has 2 stories.
What schools serve 25 Winter St, Holliston, MA?
25 Winter St, Holliston, MA is assigned to Placentino Elementary School (elementary); Robert H. Adams Middle School (middle), rated A-; Holliston High School (high), rated A. All sit in Holliston School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 25 Winter St, Holliston, MA compare to other homes in Holliston 01746?
Among the 5,229 homes in Holliston 01746, it is worth more than 55% of them ($754,478 against a typical $726,039), its price per square foot is higher than 58% of them ($409 against a typical $390), it is bigger than 48% of them (1,845 ft² against a typical 1,901 ft²), its lot is bigger than 74% of them (1.34 ac against a typical 0.7 ac) and it is newer than 73% of them (1986 against a typical 1968). Measured against all of Middlesex County, it is worth more than 46% 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 25 Winter St, Holliston, MA?
The 2025 property tax bill for 25 Winter St, Holliston, MA was $9,769. The county assessed it at $666,800.
Closest homes
- 41 Winter St$886K139 ft · 3 bd · 2 ba · 2,753 ft² · Sold $246K · Dec 1998
- 15 Winter St$1M253 ft · 4 bd · 2.5 ba · 3,903 ft² · Sold $411K · May 2017
- 65 Winter St$750K254 ft · 6 bd · 2.5 ba · 1,576 ft² · Sold $393K · Sep 2007
- 10 Winter St$960K458 ft · 4 bd · 2.5 ba · 2,267 ft² · Sold $655K · Sep 2020
- 71 Winter St$599K404 ft · 2 bd · 1.5 ba · 1,630 ft² · Sold $543K · Feb 2024
- 50 Winter St$1.1M406 ft · 4 bd · 2.5 ba · 3,200 ft² · Sold $622K · Jun 2014
- 507 Washington St$753K0.1 mi · 4 bd · 3.5 ba · 3,028 ft² · Sold $419K · Feb 2017
- 40 Winter St$992K459 ft · 4 bd · 2.5 ba · 2,674 ft² · Sold $10K · Nov 1981
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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