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33585 Windswept Dr

Millsboro, DE 19966

2 bd 2 ba 1,325 sqft Built 2007 condos
Most recent sale
$270,000
Nov 23, 2021

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Jun 26, 2024 Sold $310,000 Public Record
Apr 11, 2024 Relisted $312,000 BrightMLS
Apr 9, 2024 Listing removed BrightMLS
Jan 6, 2024 Listed $312,000 BrightMLS
Nov 23, 2021 Sold $270,000 BrightMLS
Oct 27, 2021 Listed $270,000 BrightMLS
Jul 31, 2009 Listing removed $269,000 Sussex
Jul 12, 2009 Listed $269,000 Sussex
Oct 31, 2007 Sold $386,058 Public Record
Oct 30, 2007 Sold $386,057 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $121,850 $21,500 $143,350 $612
2024 $121,850 $21,500 $143,350 $1,052
2023 $24,950 $500 $25,450 $1,051
2022 $24,950 $500 $25,450 $1,034
2021 $24,950 $500 $25,450 $1,003
2019 $24,950 $500 $25,450 $953
2018 $24,950 $500 $25,450 $962
2017 $24,950 $500 $25,450 $970
2016 $24,950 $500 $25,450 $855
2015 $24,950 $500 $25,450 $881
2014 $24,950 $500 $25,450 $868
2013 $24,950 $500 $25,450 $877
2012 $25,450 $843
2011 $25,450 $850

Property facts

Year built
2007
Property type
condos
Stories
1
Beds
2
Baths
2
Living area
1,325 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 months

Investment analysis

Estimates based on local averages — not personalized advice
Estimated monthly rent
$1,988
Gross rental yield
8.84%
Implied cap rate
5.74%
Trend-extrapolated value

Frequently asked questions

When did 33585 Windswept Dr last sell?
33585 Windswept Dr most recently sold on Nov 23, 2021 for $270,000.
What is the current tax assessment for 33585 Windswept Dr?
The most recent total assessment for 33585 Windswept Dr (year 2025) is $143,350 with $612 in property tax.
How does 33585 Windswept Dr's assessment compare to its last sale price?
The current assessment is 46.9% below the last sale price of $270,000.
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 2 bed, 2 bath, 1,325 sqft condos.
Is 33585 Windswept Dr a flip candidate?
No — 33585 Windswept Dr does not appear in our flips dataset.
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 valuation
Quarterly trend
+0.6%
Implied 1-yr
+2.5%
2026 Q3
$536.4K
2026 Q4
$539.7K
ZIP 19966 — Median Price History + Forecast

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