157 WINTER ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
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.
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
157 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 less than 65% of homes in Middlesex County
- Costs more per square foot than 79% of homes in Holliston 01746
- Smaller than 70% of homes in Holliston 01746
- Has a smaller lot than 91% 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 39% 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 39% of homes nearby
Pricier than 79% of homes nearby
Bigger than 30% of homes nearby
Bigger than 9% of homes nearby
Newer than 56% of homes nearby
| Measure | This home | Holliston 01746 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $669,671 | 39% of homes | 35% of homes |
| Price per ft²pricier than | $478 | 79% of homes | 54% of homes |
| Living areabigger than | 1,402 ft² | 30% of homes | 30% of homes |
| Lot sizebigger than | 0.4 ac | 9% of homes | 57% of homes |
| Year builtnewer than | 1970 | 56% of homes | 64% of homes |
About 157 Winter St
How much is 157 Winter St, Holliston, MA worth?
The TopHap Estimate for 157 Winter St, Holliston, MA is $669,671 as of Aug 30, 2026. The likely range is $623,314 to $716,028. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 157 Winter St, Holliston, MA last sell?
157 Winter St, Holliston, MA last sold on Feb 9, 2016, according to the county's recorded deed.
How big is 157 Winter St, Holliston, MA?
157 Winter St, Holliston, MA has 3 bedrooms, 2 bathrooms, 1,402 square feet of living space and a 0.40-acre lot.
When was 157 Winter St, Holliston, MA built?
157 Winter St, Holliston, MA was built in 1970, making it 56 years old. It is a raised ranch home. The building has 1 story.
What schools serve 157 Winter St, Holliston, MA?
157 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 157 Winter St, Holliston, MA compare to other homes in Holliston 01746?
Among the 5,229 homes in Holliston 01746, it is worth more than 39% of them ($669,671 against a typical $724,036), its price per square foot is higher than 79% of them ($478 against a typical $390), it is bigger than 30% of them (1,402 ft² against a typical 1,893 ft²), its lot is bigger than 9% of them (0.4 ac against a typical 0.7 ac) and it is newer than 56% of them (1970 against a typical 1968). Measured against all of Middlesex County, it is worth more than 35% 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 157 Winter St, Holliston, MA?
The 2025 property tax bill for 157 Winter St, Holliston, MA was $9,546. The county assessed it at $651,600.
More homes on Winter St
- 361 Winter St$925K4 bd · 2.5 ba · 2,264 ft² · Sold $980K · Aug 2026
- 160 Winter St$744K3 bd · 2.5 ba · 1,894 ft² · Sold $720K · Mar 2026
- 230 Winter St9.68 ac · Sold $450K · Dec 2024
- 593 Winter St$456K3 bd · 1 ba · 888 ft² · Sold $415K · May 2024
- 71 Winter St$597K2 bd · 1.5 ba · 1,630 ft² · Sold $543K · Feb 2024
- 603 Winter St$621K2 bd · 1 ba · 1,602 ft² · Sold $8K · Nov 2022
- 320 Winter St$1.6M4 bd · 4 ba · 5,638 ft² · Sold $1.2M · Aug 2022
- 407 Winter St$765K3 bd · 1.5 ba · 2,169 ft² · Sold $636K · May 2022
- 250 Winter St$842K3 bd · 2.5 ba · 1,296 ft² · Sold $675K · Jul 2021
- 667 Winter St$899K4 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$553K3 bd · 1 ba · 1,172 ft² · Sold $250K · Jan 2021
Closest homes
- 24 Francine Dr$811K215 ft · 4 bd · 2.5 ba · 2,118 ft² · Sold $445K · Jul 2004
- 197 Winter St$649K215 ft · 3 bd · 2 ba · 1,143 ft² · Sold $369K · May 2005
- 4 Little Rd$647K272 ft · 3 bd · 1.5 ba · 1,669 ft² · Sold $145K · Feb 1993
- 28 Francine Dr$648K239 ft · 3 bd · 2.5 ba · 2,223 ft² · Sold $340K · Sep 2019
- 32 Francine Dr$681K311 ft · 4 bd · 2.5 ba · 2,118 ft² · Sold Jan 1900
- 38 Francine Dr$809K423 ft · 4 bd · 2.5 ba · 2,446 ft² · Sold $190K · Jul 1993
- 4 Francine Dr$707K0.1 mi · 4 bd · 1.5 ba · 1,901 ft² · Sold $429K · Jun 2016
- 160 Winter St$744K0.1 mi · 3 bd · 2.5 ba · 1,894 ft² · Sold $720K · Mar 2026
More homes in Holliston 01746
- 54 Jarbrook Rd$769K4 bd · 2 ba · 1,736 ft² · Sold $800K · Aug 2026
- 100 Marilyn St$680K3 bd · 2 ba · 1,393 ft² · Sold $689K · Aug 2026
- 23 Bonney Dr$836K4 bd · 2.5 ba · 2,108 ft² · Sold $836K · Aug 2026
- 31 Robert Rd$660K3 bd · 1.5 ba · 1,093 ft² · Sold $660K · Aug 2026
- 65 Woods Xing$950K4 bd · 2.5 ba · 2,898 ft² · Sold $950K · Aug 2026
- 1 Fisher St$600K3 bd · 1.5 ba · 1,102 ft² · Sold $600K · Aug 2026
- 129 Marked Tree Rd$730K3 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$710K2 bd · 2.5 ba · 2,188 ft² · Sold $678K · Aug 2026
- 79 Union St$735K3 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$592K3 bd · 1.5 ba · 1,248 ft² · Sold $450K · Aug 2026
Assigned schools
Explore the area
See this home in context
Open 157 Winter St on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map