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33559 Windswept Dr

Millsboro, DE 19966

3 bd 3 ba 1,823 sqft Built 2007 condos
Most recent sale
$449,000
Aug 24, 2022

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Aug 28, 2023 Sold $480,000 BrightMLS
Aug 24, 2022 Sold $449,000 MLS #DESU2024382
Jun 25, 2022 Listed $449,000 MLS #DESU2024382
Jun 1, 2021 Sold $350,000 MLS #DESU182030
Apr 28, 2021 Listed $350,000 MLS #DESU182030
Oct 22, 2007 Sold $546,755 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $167,400 $25,450 $192,850 $823
2024 $167,400 $25,450 $192,850 $1,015
2023 $23,750 $800 $24,550 $1,014
2022 $23,750 $800 $24,550 $997
2021 $23,750 $800 $24,550 $968
2020 $23,750 $800 $24,550 $923
2019 $23,750 $800 $24,550 $919
2018 $23,750 $800 $24,550 $928
2017 $23,750 $800 $24,550 $936
2016 $23,750 $800 $24,550 $825
2015 $23,750 $800 $24,550 $850
2014 $23,750 $800 $24,550 $837
2013 $23,750 $800 $24,550 $846
2012 $24,550 $814
2011 $24,550 $821

Property facts

Year built
2007
Property type
condos
Stories
3
Beds
3
Baths
3
Living area
1,823 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
$2,735
Gross rental yield
7.31%
Implied cap rate
4.75%
Trend-extrapolated value

Frequently asked questions

When did 33559 Windswept Dr last sell?
33559 Windswept Dr most recently sold on Aug 24, 2022 for $449,000.
What is the current tax assessment for 33559 Windswept Dr?
The most recent total assessment for 33559 Windswept Dr (year 2025) is $192,850 with $823 in property tax.
How does 33559 Windswept Dr's assessment compare to its last sale price?
The current assessment is 57.0% below the last sale price of $449,000.
When was 33559 Windswept Dr built?
33559 Windswept Dr was built in 2007.
How does 33559 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 33559 Windswept Dr?
33559 Windswept Dr is a 3 bed, 3 bath, 1,823 sqft condos.
Is 33559 Windswept Dr a flip candidate?
Yes — 33559 Windswept Dr appears in our flips dataset, indicating it sold twice within a short window with a notable price change.
Is 33559 Windswept Dr a tax-appeal candidate?
No — 33559 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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