33570 Windswept Dr
Millsboro, DE 19966
3 bd 2 ba 1,894 sqft Built 2007 condos
Most recent sale
$440,000
Jul 1, 2022
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Feb 21, 2026 | Sold | $440,000 | BrightMLS |
| Aug 25, 2025 | Relisted | $434,500 | BrightMLS |
| Jun 5, 2025 | Price changed | $469,000 | BrightMLS |
| Apr 24, 2025 | Price changed | $485,000 | BrightMLS |
| Mar 27, 2025 | Listed | $487,500 | BrightMLS |
| Nov 22, 2024 | Price changed | $487,500 | BrightMLS |
| Oct 8, 2024 | Price changed | $490,000 | BrightMLS |
| Sep 26, 2024 | Listed | $500,000 | BrightMLS |
| Jul 1, 2022 | Sold | $440,000 | MLS #DESU2021428 |
| May 8, 2022 | Listed | $440,000 | MLS #DESU2021428 |
| Feb 10, 2020 | Sold | $305,750 | Public Record |
| Nov 12, 2019 | Listed | $314,900 | MLS #DESU151466 |
| Dec 19, 2011 | Sold | $245,000 | Public Record |
| Oct 24, 2011 | Listing removed | $289,900 | Sussex |
| Oct 3, 2011 | Listing removed | $310,000 | Sussex |
| Oct 1, 2011 | Listing removed | $310,000 | BrightMLS |
| Oct 1, 2011 | Listed | $289,900 | MLS #590616 |
| Apr 27, 2011 | Price changed | $310,000 | MLS #5827654 |
| Apr 26, 2011 | Price changed | $310,000 | MLS #584018 |
| Jan 19, 2011 | Listed | $325,000 | MLS #584018 |
| Jan 18, 2011 | Listed | $325,000 | MLS #5827654 |
| Sep 7, 2010 | Listing removed | $350,000 | Sussex |
| May 5, 2010 | Price changed | $350,000 | MLS #571778 |
| Apr 17, 2010 | Price changed | $385,000 | MLS #571778 |
| Aug 19, 2009 | Listed | $439,000 | MLS #571778 |
| Apr 25, 2007 | Sold | $436,240 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $162,400 | $24,100 | $186,500 | $808 |
| 2024 | $162,400 | $24,100 | $186,500 | $1,271 |
| 2023 | $29,750 | $700 | $30,450 | $1,269 |
| 2022 | $29,750 | $700 | $30,450 | $1,237 |
| 2021 | $29,750 | $700 | $30,450 | $1,200 |
| 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 | $1,161 |
| 2016 | $29,750 | $700 | $30,450 | $1,023 |
| 2015 | $29,750 | $700 | $30,450 | $1,054 |
| 2014 | $29,750 | $700 | $30,450 | $1,039 |
| 2013 | $29,750 | $700 | $30,450 | $1,050 |
| 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
1,894 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
$2,841
Gross rental yield
7.75%
Implied cap rate
5.04%
Trend-extrapolated value
—
Frequently asked questions
When did 33570 Windswept Dr last sell?
33570 Windswept Dr most recently sold on Jul 1, 2022 for $440,000.
What is the current tax assessment for 33570 Windswept Dr?
The most recent total assessment for 33570 Windswept Dr (year 2025) is $186,500 with $808 in property tax.
How does 33570 Windswept Dr's assessment compare to its last sale price?
The current assessment is 57.6% below the last sale price of $440,000.
When was 33570 Windswept Dr built?
33570 Windswept Dr was built in 2007.
How does 33570 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 33570 Windswept Dr?
33570 Windswept Dr is a 3 bed, 2 bath, 1,894 sqft condos.
Is 33570 Windswept Dr a flip candidate?
No — 33570 Windswept Dr does not appear in our flips dataset.
Is 33570 Windswept Dr a tax-appeal candidate?
No — 33570 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