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Winston Rd, Charlottesville, VA Property Records

Charlottesville City property records for 31 addresses on Winston Rd, Charlottesville, VA · Last verified August 2026

Winston Rd Highlights

Properties 31
Median Sale Price $815,000
Sales Recorded 31
Median Price per Sqft $329
Owner Occupied 77%
Median Annual Tax Bill $11,805
Median Year Built 1949
Median Ownership Tenure 11 years

Properties on Winston Rd

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

1808 Winston Rd

3 bd · 3 ba · 1,883 sqft · built 1932 · 0.287 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2022 $9,8382026 —Oct 1994 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

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1810 Winston Rd

3 bd · 3 ba · 1,456 sqft · built 1946 · 0.283 acres

Last Sale Tax Bill Prior Sale Owner Records
$510,000Aug 2014 $8,3192026 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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1815 Winston Rd

3 bd · 3 ba · 1,734 sqft · built 1967 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2023 $12,0252026 Amount on Record Sep 2013 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

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1816 Winston Rd

4 bd · 3 ba · 3,422 sqft · built 1937 · 0.537 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2022 $17,1552026 —Jun 2015 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

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1818 Winston Rd

3 bd · 3.5 ba · 3,696 sqft · built 1936 · 0.305 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,190,000Jul 2018 $17,3842026 —Aug 2014 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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1821 Winston Rd

4 bd · 3.5 ba · 1,934 sqft · built 1968 · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
$420,000Jan 2005 $12,1692026 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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1822 Winston Rd

0.305 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,190,000Jul 2018 $3,4542026 —Aug 2014 1 Name on Record AssessorUpdated Jul 2026

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1823 Winston Rd

3 bd · 2 ba · 1,364 sqft · built 1981 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2011 $7,6382026 1 Name on Record AssessorUpdated Jul 2026

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1824 Winston Rd

5 bd · 4.5 ba · 5,003 sqft · built 1951 · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2024 $25,2262026 Amount on Record Sep 2022 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

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1825 Winston Rd

3 bd · 2 ba · 2,535 sqft · built 1952 · 0.328 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2005 $12,1642026 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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1828 Winston Rd

5 bd · 3 ba · 1,840 sqft · built 1960 · 0.366 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2004 $11,4722026 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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1839 Winston Rd

4 bd · 3 ba · 2,459 sqft · built 1954 · 0.317 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Apr 1995 $11,1662026 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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1840 Winston Rd

5 bd · 3 ba · 1,875 sqft · built 1946 · 0.253 acres

Last Sale Tax Bill Prior Sale Owner Records
$907,500May 2021 $11,8052026 Amount on Record Dec 2020 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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1843 Winston Rd

4 bd · 3.5 ba · 1,565 sqft · built 1952 · 0.612 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2017 $10,3342026 Amount on Record Oct 1951 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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1844 Winston Rd

4 bd · 2 ba · 2,028 sqft · built 1952 · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$166,000Aug 1988 $10,0892026 —Feb 1987 1 Name on Record AssessorUpdated Jul 2026

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1847 Winston Rd

2 bd · 1 ba · 934 sqft · built 1947 · 0.207 acres

Last Sale Tax Bill Prior Sale Owner Records
$308,000Dec 2019 $6,1522026 —Jun 2000 1 Name on Record AssessorUpdated Jul 2026

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1848 Winston Rd

6 bd · 5 ba · 2,650 sqft · built 1947 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$815,000Dec 2020 $10,9552026 Amount on Record Jun 2007 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

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1849 Winston Rd

3 bd · 4 ba · 2,595 sqft · built 1954 · 0.292 acres

Last Sale Tax Bill Prior Sale Owner Records
$206,500May 1994 $10,8532026 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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1851 Winston Rd

3 bd · 3 ba · 2,343 sqft · built 1951 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 1993 $9,6332026 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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1852 Winston Rd

5 bd · 4.5 ba · 3,428 sqft · built 1937 · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2015 $20,6172026 1 Name on Record AssessorUpdated Jul 2026

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1855 Winston Rd

8 bd · 3 ba · 2,310 sqft · built 1951 · 0.371 acres

Last Sale Tax Bill Prior Sale Owner Records
$248,500Sep 1999 $12,3052026 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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1856 Winston Rd

3 bd · 1.5 ba · 1,554 sqft · built 1938 · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$675,000Jun 2025 $6,9172026 Amount on Record Jul 1966 1 Name on Record AssessorUpdated Jul 2026

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1857 Winston Rd

2 bd · 2.5 ba · 1,532 sqft · built 1949 · 0.257 acres

Last Sale Tax Bill Prior Sale Owner Records
$182,500Jan 1999 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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1859 Winston Rd

4 bd · 3 ba · 2,831 sqft · built 1948 · 0.171 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2015 $10,2732026 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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1860 Winston Rd

3 bd · 2.5 ba · 2,478 sqft · built 1939 · 0.332 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2015 $12,2702026 1 Name on Record AssessorUpdated Jul 2026

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1861 Winston Rd

3 bd · 3 ba · 1,350 sqft · built 1954 · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2024 $13,2142026 Amount on Record Jan 2020 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

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1863 Winston Rd

5 bd · 3.5 ba · 3,548 sqft · built 1945 · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$575,000Nov 2003 $18,9862026 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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1864 Winston Rd

4 bd · 2.5 ba · 2,292 sqft · built 1959 · 0.257 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,000Jun 1979 $9,7212026 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

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1866 Winston Rd

4 bd · 3 ba · 3,509 sqft · built 1938 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2025 $12,3462026 —Aug 2024 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

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1867 Winston Rd

5 bd · 2.5 ba · 2,828 sqft · built 1936 · 0.275 acres

Last Sale Tax Bill Prior Sale Owner Records
$745,000Jul 2008 $12,1992026 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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1872 Winston Rd

4 bd · 4 ba · 3,908 sqft · built 1940 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$790,000May 2007 $19,2712026 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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Wildfire Risk on Winston Rd

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank above 14% of the US · above 20% of Virginia
Wildfire LikelihoodLess than 1 in 10,000 per year
ExposureDirect
1 of 3 cells directly exposed · 3 adjoin burnable vegetation

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