33558 Windswept Dr
Millsboro, DE 19966
3 bd Built 2007 condo
Most recent sale
$315,000
Nov 1, 2021
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Jun 6, 2025 | Sold | $335,000 | Public Record |
| Apr 26, 2025 | Price changed | $349,000 | BrightMLS |
| Apr 1, 2025 | Price changed | $357,000 | BrightMLS |
| Jan 31, 2025 | Listed | $361,000 | BrightMLS |
| Sep 23, 2024 | Price changed | $361,000 | BrightMLS |
| Feb 5, 2024 | Listed | $369,000 | BrightMLS |
| Nov 1, 2021 | Sold | $315,000 | BrightMLS |
| Sep 28, 2021 | Price changed | $330,000 | BrightMLS |
| Sep 4, 2021 | Listed | $345,000 | BrightMLS |
| Nov 13, 2009 | Sold | $210,750 | Public Record |
| Sep 23, 2009 | Listing removed | $299,000 | Sussex |
| Sep 9, 2009 | Listed | $299,000 | Sussex |
| Aug 20, 2009 | Listing removed | $299,000 | Sussex |
| Aug 2, 2009 | Price changed | $299,000 | Sussex |
| Feb 21, 2009 | Listed | $329,000 | Sussex |
| Aug 14, 2006 | Sold | $350,664 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $141,650 | $23,200 | $164,850 | $704 |
| 2024 | $141,650 | $23,200 | $164,850 | $1,172 |
| 2023 | $27,750 | $600 | $28,350 | $1,170 |
| 2022 | $27,750 | $600 | $28,350 | $1,152 |
| 2021 | $27,750 | $600 | $28,350 | $1,117 |
| 2020 | $27,750 | $600 | $28,350 | $1,066 |
| 2019 | $27,750 | $600 | $28,350 | $1,085 |
| 2018 | $27,750 | $600 | $28,350 | $1,071 |
| 2017 | $27,750 | $600 | $28,350 | $1,080 |
| 2016 | $27,750 | $600 | $28,350 | $952 |
| 2015 | $27,750 | $600 | $28,350 | $981 |
| 2014 | $27,750 | $600 | $28,350 | $966 |
| 2013 | $27,750 | $600 | $28,350 | $977 |
| 2012 | — | — | $15,150 | $502 |
| 2011 | — | — | $15,150 | $506 |
Property facts
Year built
2007
Property type
condo
Stories
2
Beds
3
Baths
—
Living area
—
Lot size
—
ZIP code
19966
City
Millsboro
Street
Windswept Dr
Coordinates
38.60661, -75.16636
Block-level micro-comps
Same street, ±3 house numbers, sold in the last 24 monthsFrequently asked questions
When did 33558 Windswept Dr last sell?
33558 Windswept Dr most recently sold on Nov 1, 2021 for $315,000.
What is the current tax assessment for 33558 Windswept Dr?
The most recent total assessment for 33558 Windswept Dr (year 2025) is $164,850 with $704 in property tax.
How does 33558 Windswept Dr's assessment compare to its last sale price?
The current assessment is 47.7% below the last sale price of $315,000.
When was 33558 Windswept Dr built?
33558 Windswept Dr was built in 2007.
How does 33558 Windswept Dr compare to others on Windswept Dr?
We track 8 other properties on Windswept Dr. Browse the list under "Other properties on Windswept Dr" to compare beds, baths, and sale history.
What are the property facts for 33558 Windswept Dr?
33558 Windswept Dr is a 3 bed condo.
Is 33558 Windswept Dr a flip candidate?
No — 33558 Windswept Dr does not appear in our flips dataset.
Is 33558 Windswept Dr a tax-appeal candidate?
No — 33558 Windswept 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
+0.6%
Implied 1-yr
+2.5%
2026 Q3
$536.4K
2026 Q4
$539.7K
ZIP 19966 — Median Price History + Forecast
Explore nearby
Geography
Other properties on Windswept Dr