33586 Windswept Dr
Millsboro, DE 19966
3 bd 2 ba 1,870 sqft Built 2007 Lot 660,370 sqft condos
Most recent sale
$410,000
Sep 30, 2022
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Nov 17, 2025 | Sold | $385,000 | BrightMLS |
| Jul 17, 2025 | Listed | $399,900 | BrightMLS |
| Mar 17, 2023 | Sold | $405,000 | BrightMLS |
| Jan 9, 2023 | Relisted | $428,000 | BrightMLS |
| Nov 11, 2022 | Listed | $438,000 | BrightMLS |
| Sep 30, 2022 | Sold | $410,000 | Public Record |
| May 12, 2022 | Listed | $425,000 | MLS #DESU2020556 |
| Jun 21, 2021 | Sold | $324,901 | MLS #DESU180876 |
| Apr 14, 2021 | Listed | $324,900 | MLS #DESU180876 |
| Aug 27, 2007 | Sold | $455,849 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $162,400 | $24,100 | $186,500 | $491 |
| 2024 | $162,400 | $24,100 | $186,500 | $778 |
| 2023 | $29,750 | $700 | $30,450 | $1,269 |
| 2022 | $29,750 | $700 | $30,450 | $1,237 |
| 2021 | $29,750 | $700 | $30,450 | $1,224 |
| 2020 | $29,750 | $700 | $30,450 | $1,145 |
| 2019 | $29,750 | $700 | $30,450 | $1,140 |
| 2018 | $29,750 | $700 | $30,450 | $1,151 |
| 2017 | $29,750 | $700 | $30,450 | $1,160 |
| 2016 | $29,750 | $700 | $30,450 | $1,022 |
| 2015 | $29,750 | $700 | $30,450 | $1,054 |
| 2014 | $29,750 | $700 | $30,450 | $1,038 |
| 2013 | $29,750 | $700 | $30,450 | $1,049 |
| 2012 | — | — | $30,450 | $1,009 |
| 2011 | — | — | $30,450 | $1,018 |
Property facts
Year built
2007
Property type
condos
Stories
1
Beds
3
Baths
2
Living area
1,870 sqft
Lot size
660,370 sqft
ZIP code
19966
City
Millsboro
Street
Windswept Dr
Coordinates
38.60661, -75.16636
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
$2,805
Gross rental yield
8.21%
Implied cap rate
5.34%
Trend-extrapolated value
—
Frequently asked questions
When did 33586 Windswept Dr last sell?
33586 Windswept Dr most recently sold on Sep 30, 2022 for $410,000.
What is the current tax assessment for 33586 Windswept Dr?
The most recent total assessment for 33586 Windswept Dr (year 2025) is $186,500 with $491 in property tax.
How does 33586 Windswept Dr's assessment compare to its last sale price?
The current assessment is 54.5% below the last sale price of $410,000.
When was 33586 Windswept Dr built?
33586 Windswept Dr was built in 2007.
How does 33586 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 33586 Windswept Dr?
33586 Windswept Dr is a 3 bed, 2 bath, 1,870 sqft, 660,370 sqft lot condos.
Is 33586 Windswept Dr a flip candidate?
Yes — 33586 Windswept Dr appears in our flips dataset, indicating it sold twice within a short window with a notable price change.
Is 33586 Windswept Dr a tax-appeal candidate?
No — 33586 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