33 Winston Rd
Holliston, MA 01746
4 bd 5 ba 6,376 sqft Built 1988 Lot 117,612 sqft single_family
Most recent sale
$1,140,000
Nov 23, 2021
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Nov 23, 2021 | Sold | $1,140,000 | MLS #72882731 |
| Sep 14, 2021 | Price changed | $1,275,000 | MLS #72882731 |
| Aug 17, 2021 | Listed | $1,299,900 | MLS #72882731 |
| Jan 19, 1990 | Sold | $510,000 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $1,261,900 | $320,000 | $1,581,900 | $23,175 |
| 2024 | $1,212,400 | $320,000 | $1,532,400 | $23,078 |
| 2023 | $1,120,700 | $320,000 | $1,440,700 | $22,187 |
| 2022 | $910,000 | $320,000 | $1,230,000 | $21,377 |
| 2021 | $1,127,400 | $304,800 | $1,432,200 | $25,565 |
| 2020 | $854,600 | $233,700 | $1,088,300 | $20,514 |
| 2019 | $1,037,600 | $291,300 | $1,328,900 | $25,023 |
| 2018 | $1,037,600 | $291,300 | $1,328,900 | $24,811 |
| 2017 | $1,008,800 | $275,300 | $1,284,100 | $23,782 |
| 2016 | $1,008,800 | $232,900 | $1,241,700 | $23,332 |
| 2015 | $1,039,000 | $202,500 | $1,241,500 | $24,060 |
| 2014 | $979,500 | $202,500 | $1,182,000 | $23,498 |
| 2006 | $1,031,900 | $213,600 | $1,245,500 | $17,636 |
| 2005 | $1,031,900 | $213,600 | $1,245,500 | $18,097 |
| 2004 | $950,000 | $283,800 | $1,233,800 | $18,297 |
| 2003 | $824,300 | $157,200 | $981,500 | $15,890 |
Property facts
Year built
1988
Property type
single_family
Stories
—
Beds
4
Baths
5
Living area
6,376 sqft
Lot size
117,612 sqft
ZIP code
01746
City
Holliston
Street
Winston Rd
Coordinates
42.19078, -71.47632
Comparable properties nearby
Block-level micro-comps
Same street, ±3 house numbers, sold in the last 24 monthsInvestment analysis
Estimates based on local averages — not personalized adviceEstimated monthly rent
$6,840
Gross rental yield
7.20%
Implied cap rate
4.68%
Trend-extrapolated value
—
Frequently asked questions
When did 33 Winston Rd last sell?
33 Winston Rd most recently sold on Nov 23, 2021 for $1,140,000.
What is the current tax assessment for 33 Winston Rd?
The most recent total assessment for 33 Winston Rd (year 2025) is $1,581,900 with $23,175 in property tax.
How does 33 Winston Rd's assessment compare to its last sale price?
The current assessment is 38.8% above the last sale price of $1,140,000.
When was 33 Winston Rd built?
33 Winston Rd was built in 1988.
How does 33 Winston Rd compare to others on Winston Rd?
We track 4 other properties on Winston Rd. Browse the list under "Other properties on Winston Rd" to compare beds, baths, and sale history.
What are the property facts for 33 Winston Rd?
33 Winston Rd is a 4 bed, 5 bath, 6,376 sqft, 117,612 sqft lot single_family.
Is 33 Winston Rd a flip candidate?
No — 33 Winston Rd does not appear in our flips dataset.
Is 33 Winston Rd a tax-appeal candidate?
Yes — 33 Winston Rd appears in our tax-appeal candidates list, meaning its current assessment exceeds its recent sale price by 15% or more.
Forecast for this area
ZIP-area linear projection — not a per-property automated valuationQuarterly trend
+0.4%
Implied 1-yr
+1.7%
2026 Q3
$765.3K
2026 Q4
$768.3K
ZIP 01746 — Median Price History + Forecast
Explore nearby
Geography
Other properties on Winston Rd