49 Windsor Dr
Holliston, MA 01746
2 bd 1 ba 851 sqft Built 1970 condos
Most recent sale
$192,500
Apr 1, 2022
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Jun 30, 2025 | Sold | $293,000 | MLSPIN |
| Apr 17, 2025 | Listed | $279,000 | MLSPIN |
| Apr 1, 2022 | Sold | $192,500 | MLS #72942365 |
| Mar 10, 2022 | Relisted | $185,000 | MLS #72942365 |
| Feb 14, 2022 | Listed | $185,000 | MLS #72942365 |
| Aug 5, 1982 | Sold | $39,000 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $193,700 | — | $193,700 | $2,838 |
| 2024 | $168,100 | — | $168,100 | $2,532 |
| 2023 | $174,600 | — | $174,600 | $2,689 |
| 2022 | $151,500 | — | $151,500 | $2,633 |
| 2021 | $147,100 | — | $147,100 | $2,626 |
| 2020 | $161,700 | — | $161,700 | $3,048 |
| 2019 | $118,300 | — | $118,300 | $2,228 |
| 2018 | $118,300 | — | $118,300 | $2,209 |
| 2017 | $114,900 | — | $114,900 | $2,128 |
| 2016 | $114,900 | — | $114,900 | $2,159 |
| 2015 | $114,900 | — | $114,900 | $2,227 |
| 2014 | $114,900 | — | $114,900 | $2,284 |
| 2006 | $163,400 | — | $163,400 | $2,314 |
| 2005 | $139,600 | — | $139,600 | $2,028 |
| 2004 | $106,700 | — | $106,700 | $1,582 |
| 2003 | $88,900 | — | $88,900 | $1,439 |
Property facts
Year built
1970
Property type
condos
Stories
1
Beds
2
Baths
1
Living area
851 sqft
Lot size
—
ZIP code
01746
City
Holliston
Street
Windsor Dr
Coordinates
42.22390, -71.42710
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
$1,155
Gross rental yield
7.20%
Implied cap rate
4.68%
Trend-extrapolated value
—
Frequently asked questions
When did 49 Windsor Dr last sell?
49 Windsor Dr most recently sold on Apr 1, 2022 for $192,500.
What is the current tax assessment for 49 Windsor Dr?
The most recent total assessment for 49 Windsor Dr (year 2025) is $193,700 with $2,838 in property tax.
How does 49 Windsor Dr's assessment compare to its last sale price?
The current assessment is 0.6% above the last sale price of $192,500.
When was 49 Windsor Dr built?
49 Windsor Dr was built in 1970.
How does 49 Windsor Dr compare to others on Windsor Dr?
We track 8 other properties on Windsor Dr. Browse the list under "Other properties on Windsor Dr" to compare beds, baths, and sale history.
What are the property facts for 49 Windsor Dr?
49 Windsor Dr is a 2 bed, 1 bath, 851 sqft condos.
Is 49 Windsor Dr a flip candidate?
No — 49 Windsor Dr does not appear in our flips dataset.
Is 49 Windsor Dr a tax-appeal candidate?
No — 49 Windsor Dr is not currently flagged as a tax-appeal candidate.
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
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Geography
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