4442 Winchester Dr
Portsmouth, VA 23707
4 bd 2 ba 1,942 sqft Built 1947 Lot 13,939 sqft single_family
No recorded sales
Location
Timeline: Sale, Listing & Tax History
Recorded events
No recorded events
No sale or listing events are on file for this property.
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $211,840 | $84,000 | $295,840 | $3,668 |
| 2024 | $211,840 | $84,000 | $295,840 | $3,067 |
| 2023 | $147,830 | $84,000 | $231,830 | $3,013 |
| 2022 | $145,500 | $70,000 | $215,500 | $2,801 |
| 2021 | $134,990 | $61,500 | $196,490 | $2,554 |
| 2020 | $134,990 | $58,570 | $193,560 | $2,516 |
| 2019 | $133,820 | $58,570 | $192,390 | $2,501 |
| 2018 | $133,820 | $58,570 | $192,390 | $2,501 |
| 2017 | $133,820 | $58,570 | $192,390 | $2,501 |
| 2016 | $133,820 | $58,570 | $192,390 | $2,501 |
| 2015 | $133,820 | $58,570 | $192,390 | $2,501 |
| 2014 | $133,820 | $58,570 | $192,390 | $2,443 |
| 2013 | $133,820 | $58,570 | $192,390 | $2,554 |
| 2012 | $133,820 | $58,570 | $192,390 | $2,554 |
| 2010 | $139,660 | $58,570 | $198,230 | $2,458 |
| 2009 | $139,660 | $58,570 | $198,230 | $2,697 |
| 2008 | $158,930 | $58,570 | $217,500 | $2,631 |
| 2007 | $144,480 | $55,260 | $199,740 | $2,516 |
Property facts
Year built
1947
Property type
single_family
Stories
1
Beds
4
Baths
2
Living area
1,942 sqft
Lot size
13,939 sqft
ZIP code
23707
City
Portsmouth
Street
Winchester Dr
Coordinates
36.82781, -76.35836
Comparable properties nearby
Frequently asked questions
When did 4442 Winchester Dr last sell?
No public-record sale is on file for 4442 Winchester Dr.
What is the current tax assessment for 4442 Winchester Dr?
The most recent total assessment for 4442 Winchester Dr (year 2025) is $295,840 with $3,668 in property tax.
When was 4442 Winchester Dr built?
4442 Winchester Dr was built in 1947.
How does 4442 Winchester Dr compare to others on Winchester Dr?
We track 8 other properties on Winchester Dr. Browse the list under "Other properties on Winchester Dr" to compare beds, baths, and sale history.
What are the property facts for 4442 Winchester Dr?
4442 Winchester Dr is a 4 bed, 2 bath, 1,942 sqft, 13,939 sqft lot single_family.
Is 4442 Winchester Dr a flip candidate?
No — 4442 Winchester Dr does not appear in our flips dataset.
Is 4442 Winchester Dr a tax-appeal candidate?
No — 4442 Winchester 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
+4.8%
Implied 1-yr
+19.3%
2026 Q2
$404.8K
2026 Q3
$419.7K
ZIP 23707 — Median Price History + Forecast
Explore nearby
Geography
Other properties on Winchester Dr