50 WINTER ST
Valuation
Tax & Assessment
Property Facts
Transaction History(2)
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
50 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 84% of homes in Holliston 01746
- Costs less per square foot than 85% of homes in Middlesex County
- Bigger than 89% of homes in Middlesex County
- Has a bigger lot than 73% of homes in Middlesex County
- Older than 92% 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 84% 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 84% of homes nearby
Pricier than 20% of homes nearby
Bigger than 87% of homes nearby
Bigger than 52% of homes nearby
Newer than 8% of homes nearby
| Measure | This home | Holliston 01746 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $1,074,524 | 84% of homes | 74% of homes |
| Price per ft²pricier than | $336 | 20% of homes | 15% of homes |
| Living areabigger than | 3,200 ft² | 87% of homes | 89% of homes |
| Lot sizebigger than | 0.74 ac | 52% of homes | 73% of homes |
| Year builtnewer than | 1920 | 8% of homes | 26% of homes |
About 50 Winter St
How much is 50 Winter St, Holliston, MA worth?
The TopHap Estimate for 50 Winter St, Holliston, MA is $1,074,524 as of Jul 14, 2026. The likely range is $1,019,262 to $1,129,786. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 50 Winter St, Holliston, MA last sell?
50 Winter St, Holliston, MA last sold on Jun 5, 2014 for $621,500, according to the county's recorded deed.
How big is 50 Winter St, Holliston, MA?
50 Winter St, Holliston, MA has 4 bedrooms, 2.5 bathrooms, 3,200 square feet of living space and a 0.74-acre lot.
When was 50 Winter St, Holliston, MA built?
50 Winter St, Holliston, MA was built in 1920, making it 106 years old. It is a conventional home. The building has 3 stories.
What schools serve 50 Winter St, Holliston, MA?
50 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 50 Winter St, Holliston, MA compare to other homes in Holliston 01746?
Among the 5,229 homes in Holliston 01746, it is worth more than 84% of them ($1,074,524 against a typical $727,494), its price per square foot is higher than 20% of them ($336 against a typical $390), it is bigger than 87% of them (3,200 ft² against a typical 1,890 ft²), its lot is bigger than 52% of them (0.74 ac against a typical 0.7 ac) and it is newer than 8% of them (1920 against a typical 1968). Measured against all of Middlesex County, it is worth more than 74% 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 50 Winter St, Holliston, MA?
The 2025 property tax bill for 50 Winter St, Holliston, MA was $13,874. The county assessed it at $947,000.
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
- 58 Winter St$626K121 ft · 2 bd · 2 ba · 1,581 ft² · Sold $300K · Feb 2007
- 40 Winter St$992K179 ft · 4 bd · 2.5 ba · 2,674 ft² · Sold $10K · Nov 1981
- 66 Winter St$622K334 ft · 3 bd · 1.5 ba · 1,634 ft² · Sold Jan 1900
- 41 Winter St$886K267 ft · 3 bd · 2 ba · 2,753 ft² · Sold $246K · Dec 1998
- 65 Winter St$750K395 ft · 6 bd · 2.5 ba · 1,576 ft² · Sold $393K · Sep 2007
- 71 Winter St$599K478 ft · 2 bd · 1.5 ba · 1,630 ft² · Sold $543K · Feb 2024
- 25 Winter St$754K406 ft · 3 bd · 2 ba · 1,845 ft² · Sold Jan 1900
- 10 Winter St$960K440 ft · 4 bd · 2.5 ba · 2,267 ft² · Sold $655K · Sep 2020
More homes in Holliston 01746
- 129 Marked Tree Rd$797K3 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$689K2 bd · 2.5 ba · 2,188 ft² · Sold $678K · Aug 2026
- 79 Union St$650K3 bd · 1.5 ba · 1,362 ft² · Sold $735K · Aug 2026
- 674 Washington St4 bd · 3 ba · 3,450 ft² · Sold $720K · Aug 2026
- 83 Stagecoach Rd$627K3 bd · 1.5 ba · 1,248 ft² · Sold $450K · Aug 2026
- 73 Water St$660K4 bd · 2 ba · 1,428 ft² · Sold $680K · Aug 2026
- 39 Summit Pointe Dr$1.1M4 bd · 3.5 ba · 3,815 ft² · Sold $1.7M · Aug 2026
- 54 Shaw Farm Rd$560K2 bd · 1.5 ba · 1,008 ft² · Sold $560K · Aug 2026
- 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
Assigned schools
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