39 WINTER ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
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: Quaboag Regional School District
Neighborhood · ZIP 01585These 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
39 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 67% of homes in Worcester County
- Costs more per square foot than 73% of homes in West Brookfield 01585
- Smaller than 73% of homes in Worcester County
- Has a bigger lot than 74% of homes in Worcester County
- Older than 68% of homes in West Brookfield 01585
What homes are worth in West Brookfield 01585
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 49% of homes in West Brookfield 01585.
How it measures up in West Brookfield 01585
The dot is this home. The mark in the middle is the typical home in West Brookfield 01585.
Pricier than 49% of homes nearby
Pricier than 73% of homes nearby
Bigger than 31% of homes nearby
Bigger than 53% of homes nearby
Newer than 32% of homes nearby
| Measure | This home | West Brookfield 01585 | Worcester County |
|---|---|---|---|
| Estimated valuepricier than | $414,934 | 49% of homes | 33% of homes |
| Price per ft²pricier than | $320 | 73% of homes | 58% of homes |
| Living areabigger than | 1,296 ft² | 31% of homes | 27% of homes |
| Lot sizebigger than | 1.21 ac | 53% of homes | 74% of homes |
| Year builtnewer than | 1951 | 32% of homes | 34% of homes |
About 39 Winter St
How much is 39 Winter St, West Brookfield, MA worth?
The TopHap Estimate for 39 Winter St, West Brookfield, MA is $414,934 as of Aug 30, 2026. The likely range is $400,744 to $429,124. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 39 Winter St, West Brookfield, MA last sell?
39 Winter St, West Brookfield, MA last sold on Jun 11, 2018 for $239,900, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 39 Winter St, West Brookfield, MA?
39 Winter St, West Brookfield, MA has 3 bedrooms, 1 bathrooms, 1,296 square feet of living space and a 1.21-acre lot.
When was 39 Winter St, West Brookfield, MA built?
39 Winter St, West Brookfield, MA was built in 1951, making it 75 years old. It is a cape cod home. The building has 2 stories.
What schools serve 39 Winter St, West Brookfield, MA?
39 Winter St, West Brookfield, MA is assigned to West Brookfield Elementary School (elementary), rated B-; Quaboag Regional Middle School (middle), rated D-; Quaboag Regional High School (high), rated C+. All sit in Quaboag Regional School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 39 Winter St, West Brookfield, MA compare to other homes in West Brookfield 01585?
Among the 1,660 homes in West Brookfield 01585, it is worth more than 49% of them ($414,934 against a typical $418,072), its price per square foot is higher than 73% of them ($320 against a typical $279), it is bigger than 31% of them (1,296 ft² against a typical 1,664 ft²), its lot is bigger than 53% of them (1.21 ac against a typical 1.08 ac) and it is newer than 32% of them (1951 against a typical 1972). Measured against all of Worcester County, it is worth more than 33% 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 39 Winter St, West Brookfield, MA?
The 2025 property tax bill for 39 Winter St, West Brookfield, MA was $3,502. The county assessed it at $324,900.
More homes on Winter St
- 10 Winter St$378K3 bd · 1.5 ba · 1,392 ft² · Sold $295K · Apr 2021
- 33 Winter St$295K2 bd · 1 ba · 951 ft² · Sold $200K · Oct 2020
- 13 Winter St$568K3 bd · 2 ba · 1,144 ft² · Sold $290K · Oct 2017
- 5 Winter St$449K3 bd · 2 ba · 1,292 ft² · Sold $305K · Feb 2017
- 11 Winter St$571K3 bd · 2.5 ba · 1,764 ft² · Sold $299K · Oct 2016
- 48 Winter St$394K3 bd · 1.5 ba · 1,500 ft² · Sold $210K · Sep 2016
- 43 Winter St$372K4 bd · 1.5 ba · 1,598 ft² · Sold Jul 2012
- 42 Winter St$564K4 bd · 3 ba · 2,576 ft² · Sold $135K · Sep 2011
- 15 Winter St3 bd · 2 ba · 1,700 ft² · Sold $80K · Sep 2010
- 24 Winter St$417K4 bd · 2.5 ba · 3,305 ft² · Sold $193K · Nov 2007
- 14 Winter St$349K3 bd · 1 ba · 1,346 ft² · Sold Mar 2004
- 25 Winter St$471K3 bd · 1.5 ba · 1,600 ft² · Sold $260K · Jun 2003
Closest homes
- 33 Winter St$295K128 ft · 2 bd · 1 ba · 951 ft² · Sold $200K · Oct 2020
- 29 Winter St$261K227 ft · 2 bd · 1 ba · 1,044 ft² · Sold $35K · Apr 2001
- 42 Winter St$564K346 ft · 4 bd · 3 ba · 2,576 ft² · Sold $135K · Sep 2011
- 30 Winter St$361K411 ft · 3 bd · 1 ba · 1,946 ft² · Sold $87K · Jul 1991
- 10 Foster Hill Rd$376K421 ft · 3 bd · 2 ba · 1,058 ft² · Sold Jan 1900
- 25 Winter St$471K350 ft · 3 bd · 1.5 ba · 1,600 ft² · Sold $260K · Jun 2003
- 6 Foster Hill Rd$407K480 ft · 3 bd · 2 ba · 1,932 ft² · Sold $150K · Jul 1999
- 43 Winter St$372K450 ft · 4 bd · 1.5 ba · 1,598 ft² · Sold Jul 2012
More homes in West Brookfield 01585
- 17 Moorings Way$622K3 bd · 1.5 ba · 1,630 ft² · Sold $622K · Aug 2026
- 692 Cronin Rd$559K3 bd · 2.5 ba · 2,382 ft² · Sold $557K · Jul 2026
- 72 Wickaboag Valley Rd$493K1 bd · 1.5 ba · 1,456 ft² · Sold $491K · Jul 2026
- 10 Foster Rd1.18 ac · Sold $525K · Jul 2026
- 97 Wickaboag Valley Rd$321K3 bd · 2 ba · 1,728 ft² · Sold $320K · Jul 2026
- 34 Roy Ter$501K3 bd · 1.5 ba · 2,334 ft² · Sold $499K · Jul 2026
- 71 W Main St$331K2 bd · 1 ba · 840 ft² · Sold $330K · Jul 2026
- 4 Avalon Pl$507K3 bd · 2.5 ba · 1,638 ft² · Sold $505K · Jul 2026
- 48 Clearview Dr$412K4 bd · 2 ba · 1,188 ft² · Sold $410K · Jul 2026
- 9 Ash Ln$402K3 bd · 1 ba · 1,056 ft² · Sold $400K · Jul 2026
- 75 Lakeshore Dr$301K2 bd · 1 ba · 936 ft² · Sold $300K · Jul 2026
- 22 Birch St$373K3 bd · 11 ba · 1,860 ft² · Sold $370K · Jun 2026
Assigned schools
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