258 Holly Dr
Winchendon, MA 01475
3 bd 2 ba 1,551 sqft Built 1984 Lot 43,560 sqft single_family
Most recent sale
$339,900
Sep 1, 2022
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Sep 1, 2022 | Sold | $339,900 | MLS #73013887 |
| Jul 19, 2022 | Listed | $339,900 | MLS #73013887 |
| Aug 18, 2020 | Sold | $215,000 | MLS #72644084 |
| Apr 15, 2020 | Listed | $232,500 | MLS #72644084 |
| Feb 26, 2010 | Sold | $147,600 | MLS #71010055 |
| Feb 13, 2010 | Price changed | $147,600 | MLS #71010055 |
| Jan 2, 2010 | Price changed | $155,300 | MLS #71010055 |
| Dec 12, 2009 | Listed | $163,400 | MLS #71010055 |
| Mar 22, 2005 | Sold | $210,000 | MLS #70115200 |
| Nov 9, 2004 | Listed | $229,900 | MLS #70115200 |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $329,200 | $51,400 | $380,600 | $4,472 |
| 2024 | $289,900 | $50,100 | $340,000 | $4,264 |
| 2023 | $262,500 | $47,900 | $310,400 | $4,159 |
| 2022 | $175,300 | $55,300 | $230,600 | $3,484 |
| 2021 | $192,200 | $53,100 | $245,300 | $3,856 |
| 2020 | $178,900 | $50,500 | $229,400 | $3,735 |
| 2019 | $169,400 | $47,900 | $217,300 | $3,631 |
| 2018 | $151,900 | $47,000 | $198,900 | $3,451 |
| 2017 | $146,200 | $36,600 | $182,800 | $3,285 |
| 2016 | $142,400 | $34,800 | $177,200 | $3,089 |
| 2015 | $142,400 | $34,800 | $177,200 | $2,963 |
| 2014 | $136,700 | $41,800 | $178,500 | $2,849 |
| 2006 | $186,000 | $42,700 | $228,700 | $2,662 |
| 2005 | $150,600 | $34,000 | $184,600 | $2,178 |
| 2004 | $133,000 | $27,700 | $160,700 | $2,121 |
| 2003 | $125,600 | $26,100 | $151,700 | $2,063 |
Property facts
Year built
1984
Property type
single_family
Stories
2
Beds
3
Baths
2
Living area
1,551 sqft
Lot size
43,560 sqft
ZIP code
01475
City
Winchendon
Street
Holly Dr
Coordinates
42.61032, -72.03674
Comparable properties nearby
Investment analysis
Estimates based on local averages — not personalized adviceEstimated monthly rent
$2,039
Gross rental yield
7.20%
Implied cap rate
4.68%
Trend-extrapolated value
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Frequently asked questions
When did 258 Holly Dr last sell?
258 Holly Dr most recently sold on Sep 1, 2022 for $339,900.
What is the current tax assessment for 258 Holly Dr?
The most recent total assessment for 258 Holly Dr (year 2025) is $380,600 with $4,472 in property tax.
How does 258 Holly Dr's assessment compare to its last sale price?
The current assessment is 12.0% above the last sale price of $339,900.
When was 258 Holly Dr built?
258 Holly Dr was built in 1984.
How does 258 Holly Dr compare to others on Holly Dr?
We track 4 other properties on Holly Dr. Browse the list under "Other properties on Holly Dr" to compare beds, baths, and sale history.
What are the property facts for 258 Holly Dr?
258 Holly Dr is a 3 bed, 2 bath, 1,551 sqft, 43,560 sqft lot single_family.
Is 258 Holly Dr a flip candidate?
No — 258 Holly Dr does not appear in our flips dataset.
Is 258 Holly Dr a tax-appeal candidate?
No — 258 Holly 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
+5.9%
Implied 1-yr
+23.4%
2026 Q3
$547.2K
2026 Q4
$570.4K
ZIP 01475 — Median Price History + Forecast
Explore nearby
Geography
Other properties on Holly Dr