33585 Windswept Dr
Millsboro, DE 19966
3 bd 2 ba 1,930 sqft Built 2007 condos
Most recent sale
$474,500
Sep 30, 2022
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| May 24, 2024 | Sold | $505,000 | BrightMLS |
| Apr 2, 2024 | Price changed | $500,000 | BrightMLS |
| Feb 13, 2024 | Relisted | $515,000 | BrightMLS |
| Dec 20, 2023 | Listing removed | — | BrightMLS |
| Sep 7, 2023 | Listed | $495,000 | BrightMLS |
| Sep 30, 2022 | Sold | $474,500 | MLS #DESU2025900 |
| Jul 28, 2022 | Listed | $429,000 | MLS #DESU2025900 |
| Aug 27, 2021 | Sold | $362,000 | MLS #DESU2002974 |
| Jul 27, 2021 | Listed | $362,000 | MLS #DESU2002974 |
| Feb 5, 2014 | Sold | $262,000 | Public Record |
| Dec 30, 2013 | Listing removed | $289,900 | Sussex |
| Dec 11, 2013 | Listed | $289,900 | MLS #609392 |
| Aug 4, 2010 | Sold | $258,500 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $168,750 | $24,550 | $193,300 | $825 |
| 2024 | $168,750 | $24,550 | $193,300 | $1,244 |
| 2023 | $29,400 | $700 | $30,100 | $1,243 |
| 2022 | $29,400 | $700 | $30,100 | $1,223 |
| 2021 | $29,400 | $700 | $30,100 | $1,186 |
| 2019 | $29,400 | $700 | $30,100 | $1,127 |
| 2018 | $29,400 | $700 | $30,100 | $1,138 |
| 2017 | $29,400 | $700 | $30,100 | $1,148 |
| 2016 | $29,400 | $700 | $30,100 | $1,011 |
| 2015 | $29,400 | $700 | $30,100 | $1,042 |
| 2014 | $29,400 | $700 | $30,100 | $1,027 |
| 2013 | $29,400 | $700 | $30,100 | $1,038 |
| 2012 | — | — | $30,100 | $998 |
| 2011 | — | — | $30,100 | $1,006 |
Property facts
Year built
2007
Property type
condos
Stories
1
Beds
3
Baths
2
Living area
1,930 sqft
Lot size
—
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
$2,895
Gross rental yield
7.32%
Implied cap rate
4.76%
Trend-extrapolated value
—
Frequently asked questions
When did 33585 Windswept Dr last sell?
33585 Windswept Dr most recently sold on Sep 30, 2022 for $474,500.
What is the current tax assessment for 33585 Windswept Dr?
The most recent total assessment for 33585 Windswept Dr (year 2025) is $193,300 with $825 in property tax.
How does 33585 Windswept Dr's assessment compare to its last sale price?
The current assessment is 59.3% below the last sale price of $474,500.
When was 33585 Windswept Dr built?
33585 Windswept Dr was built in 2007.
How does 33585 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 33585 Windswept Dr?
33585 Windswept Dr is a 3 bed, 2 bath, 1,930 sqft condos.
Is 33585 Windswept Dr a flip candidate?
Yes — 33585 Windswept Dr appears in our flips dataset, indicating it sold twice within a short window with a notable price change.
Is 33585 Windswept Dr a tax-appeal candidate?
No — 33585 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