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33585 Windswept Dr

Millsboro, DE 19966

3 bd 2 ba 1,975 sqft Built 2007 condos
Most recent sale
$362,000
Sep 3, 2021

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Aug 15, 2023 Sold $445,000 BrightMLS
Jun 17, 2022 Sold $410,000 Public Record
Mar 17, 2022 Listed $410,000 MLS #DESU2018210
Sep 3, 2021 Sold $362,000 Public Record
Jan 22, 2013 Listing removed $295,000 Sussex
Jan 7, 2013 Listed $295,000 MLS #600672
Oct 26, 2007 Sold $483,307 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $173,500 $24,550 $198,050 $858
2024 $173,500 $24,550 $198,050 $1,256
2023 $29,400 $700 $30,100 $1,243
2022 $29,400 $700 $30,100 $1,223
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
4
Beds
3
Baths
2
Living area
1,975 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
$2,963
Gross rental yield
9.82%
Implied cap rate
6.38%
Trend-extrapolated value

Frequently asked questions

When did 33585 Windswept Dr last sell?
33585 Windswept Dr most recently sold on Sep 3, 2021 for $362,000.
What is the current tax assessment for 33585 Windswept Dr?
The most recent total assessment for 33585 Windswept Dr (year 2025) is $198,050 with $858 in property tax.
How does 33585 Windswept Dr's assessment compare to its last sale price?
The current assessment is 45.3% below the last sale price of $362,000.
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 3 bed, 2 bath, 1,975 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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