Clark County and Bourbon County property records for 68 addresses on Pretty Run Rd, Winchester, KY · Last verified August 2026
| Properties | 68 |
|---|---|
| Median Sale Price | $294,000 |
| Deeds and Mortgages on File | 6 |
| Median Price per Sqft | $135 |
| Owner Occupied | 57% |
| Median Annual Tax Bill | $1,825 |
| Median Year Built | 1992 |
| Median Ownership Tenure | 25 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
53 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2292025 | 1 Name on Record | AssessorUpdated Jan 2026 |
4 bd · 3 ba · 4,292 sqft · built 1980 · 46.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $89,100Jan 1974 | $1,7082025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
4 bd · 3 ba · 4,728 sqft · built 1850 · 15.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,6882025 | 1 Name on Record Owner Occupied | AssessorUpdated Jan 2026 |
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4312025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 1,952 sqft · built 1965 · 3.18 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $30,000Mar 1969 | $1,0812025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 1 ba · 2,216 sqft · built 1964 · 6.81 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,3002025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
105 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Apr 2001 | $7972025 | 1 Name on Record | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 1,892 sqft · built 1975 · 33 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $56,000Feb 1976 | $1,0812025 | 1 Name on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 1 ba · 1,512 sqft · built 1940 · 180 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,9322025 | 1 Name on Record | AssessorUpdated Jan 2026 |
3 bd · 1 ba · 1,380 sqft · built 1973 · 1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,0422025 | 2 Names on Record | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 2,598 sqft · built 1989 · 1.56 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $103,500Dec 1992 | $1,6312025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
126 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Apr 2001 | $1,2272025 | 1 Name on Record | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 2,208 sqft · built 1997 · 2.18 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $600,000Jun 2026 | $3,8432025 | Amount on Record Sep 2021 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
3 bd · 2 ba · 2,122 sqft · built 1995 · 2.18 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $21,000Jul 1995 | $1,8802025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 1 ba · 1,692 sqft · built 1980 · 1.46 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $150,000Sep 1999 | $1,8732025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 1,102 sqft · built 2004 · 106 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Apr 2001 | $1,4802025 | 1 Name on Record | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 1,668 sqft · built 1992 · 2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $118,000Apr 1996 | $1,7362025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 3 ba · 1,800 sqft · built 1995 · 2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $260,312Apr 2011 | $2,6452025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 1,602 sqft · built 1992 · 2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $148,000Jul 2000 | $1,3962025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 1,916 sqft · built 1995 · 2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $200,000Nov 2007 | $2,0372025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jan 2026 |
107 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Apr 2001 | $6542025 | 1 Name on Record | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 1,944 sqft · built 1995 · 2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,6422025 | 2 Names on Record | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 2,100 sqft · built 1993 · 2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Feb 2016 | $1,8622025 | 1 Name on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 1,860 sqft · built 1993 · 2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $22,000Nov 1992 | $1,8962025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
110 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Apr 2001 | $6972025 | 1 Name on Record | AssessorUpdated Jan 2026 |
4 bd · 3 ba · 2,668 sqft · built 1995 · 2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $210,000Jul 2002 | $2,3022025 | 1 Name on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 3 ba · 2,544 sqft · built 1998 · 2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,5262025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
110 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Apr 2001 | $6712025 | 1 Name on Record | AssessorUpdated Jan 2026 |
4 bd · 2 ba · 2,837 sqft · built 1996 · 2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $310,000Apr 2014 | $2,5072025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 2,324 sqft · built 1993 · 2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,8342025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 2,024 sqft · built 1973 · 1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jun 1973 | $6782025 | 1 Name on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 2,380 sqft · built 1997 · 2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $273,000May 2012 | $2,2442025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
4 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Sep 1980 | $4552025 | 1 Name on Record | AssessorUpdated Jan 2026 |
100 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —May 2010 | $6452025 | 1 Name on Record | AssessorUpdated Jan 2026 |
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,8052025 | 1 Name on Record | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 2,113 sqft · built 1970 · 5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Sep 1980 | $1,7862025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 1,916 sqft · built 1995 · 2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $259,950Jun 2017 | $2,0262025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
4 bd · 2 ba · 1,852 sqft · built 1980 · 5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Sep 1980 | $1,4752025 | 1 Name on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 1,664 sqft · built 2000 · 2.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,4592025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 1,862 sqft · built 1978 · 1.62 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $114,000Mar 1999 | $1,7922025 | 1 Name on Record Owner Occupied | AssessorUpdated Jan 2026 |
7.23 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,6812025 | 2 Names on Record | AssessorUpdated Jan 2026 |
6.83 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4802025 | 2 Names on Record | AssessorUpdated Jan 2026 |
5.61 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,8052025 | 3 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
5.8 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,8532025 | 2 Names on Record | AssessorUpdated Jan 2026 |
5.05 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $49,500Jun 2016 | $4322025 | 1 Name on Record | AssessorUpdated Jan 2026 |
10 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,2142025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,6212025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 1 ba · 2,304 sqft · built 1930 · 97 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $294,000Jul 2016 | $6622025 | 1 Name on Record | AssessorUpdated Jan 2026 |
9.52 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,8252025 | 2 Names on Record | AssessorUpdated Jan 2026 |
8.2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,1492025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
11.8 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,0452025 | 1 Name on Record Owner Occupied | AssessorUpdated Jan 2026 |
built 2000 · 5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $190,000Mar 2026 | $9122025 | Amount on Record Sep 2012 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
7.07 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,4412025 | 2 Names on Record | AssessorUpdated Jan 2026 |
5.9 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,4192025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
4.92 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,8692025 | 1 Name on Record | AssessorUpdated Jan 2026 |
3.84 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,5392025 | 1 Name on Record Owner Occupied | AssessorUpdated Jan 2026 |
2.96 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,0212025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
24 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1312025 | 2 Names on Record | AssessorUpdated Jan 2026 |
3 bd · 1 ba · 1,446 sqft · built 1964 · 110 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $350,000Dec 2015 | $1,5782025 | 2 Names on Record | AssessorUpdated Jan 2026 |
31 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jan 2000 | $1372025 | 2 Names on Record | AssessorUpdated Jan 2026 |
106 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jul 2011 | $6862025 | 2 Names on Record | AssessorUpdated Jan 2026 |
3 bd · 1,788 sqft · 60 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jan 2000 | $7422025 | 2 Names on Record | AssessorUpdated Jan 2026 |
97.1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Apr 2012 | $6202025 | 2 Names on Record | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 1,388 sqft · built 2006 · 3.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7452025 | 1 Name on Record Owner Occupied | AssessorUpdated Jan 2026 |
5 bd · 3 ba · 5,236 sqft · built 1900 · 52 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $310,000Jun 2017 | $2,2812025 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2832025 | 2 Names on Record | AssessorUpdated Jan 2026 |
1,176 sqft · 10.6 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $96,800Apr 2017 | $3,3862025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Dec 2025 |
4 bd · 1 ba · 2,869 sqft · built 1907 · 197 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jan 2000 | $2,1262025 | 2 Names on Record | AssessorUpdated Jan 2026 |
Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020
| Wildfire Risk | Low this street's cells rank above 19% of the US · above 36% of Kentucky |
|---|---|
| Wildfire Likelihood | About 1 in 5,315 per year |
| Exposure | Direct 36 of 43 cells directly exposed · 41 adjoin burnable vegetation |