Orange County property records for 45 addresses on Karolina Ave, Winter Park, FL · Last verified August 2026
| Properties | 45 |
|---|---|
| Median Sale Price | $370,000 |
| Deeds and Mortgages on File | 54 |
| Median Price per Sqft | $332 |
| Owner Occupied | 53% |
| Median Annual Tax Bill | $3,673 |
| Median Year Built | 1949 |
| Median Ownership Tenure | 8 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 1.5 ba · 1,509 sqft · built 1935 · 0.464 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,250,000Jul 2023 | $2,9952025 | Amount on Record Feb 2021 | Owner on Record | Assessor + 4 DocumentsUpdated May 2026 |
2 bd · 2 ba · 1,079 sqft · built 1945 · 0.108 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $51,000May 2015 | $5,6252025 | Amount on Record Aug 2013 | 2 Owners on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,335 sqft · built 2002 · 0.108 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $291,000Jun 2016 | $7,9562025 | Amount on Record Dec 2007 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 2 ba · 1,070 sqft · built 1949 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $220,000Aug 2018 | $3,2392025 | Amount on Record Jan 2018 | Owner on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
5 bd · 4 ba · 2,085 sqft · built 1948 · 0.309 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $700,000Apr 2023 | $4,9982025 | 2 Owners on Record | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 1 ba · 684 sqft · built 1948 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,1492025 | 2 Owners on Record | AssessorUpdated May 2026 |
2 bd · 2 ba · 1,463 sqft · built 1946 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $300,000Dec 2025 | $2,2032025 | Amount on Record Feb 2017 | 2 Owners on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 1 ba · 950 sqft · built 1960 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,125,000Oct 2025 | $4,3562025 | Amount on Record Feb 2003 | Owner on Record | AssessorUpdated May 2026 |
2 bd · 1 ba · 850 sqft · built 1935 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $93,700Sep 2012 | $2,3842025 | Amount on Record Jan 2005 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 1 ba · 820 sqft · built 1950 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,6952025 | 2 Owners on Record | AssessorUpdated May 2026 |
2 bd · 1 ba · 740 sqft · built 1935 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,7462025 | Owner on Record | Assessor + 1 DocumentUpdated Aug 2026 |
3 bd · 2 ba · 1,579 sqft · built 2001 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $299,900Nov 2005 | $2,7462025 | Amount on Record Oct 2001 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 4 ba · 2,521 sqft · built 1986 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $175,500Oct 1999 | $7,6152025 | Owner on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,579 sqft · built 2001 · 0.187 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $178,000Apr 2003 | $2,7132025 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2.5 ba · 1,646 sqft · built 1952 · 0.232 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $108,000Jul 2000 | $2,5512025 | Amount on Record May 1995 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 1.5 ba · 1,116 sqft · built 1953 · 0.232 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $300,000Aug 2021 | $5,8532025 | Amount on Record Oct 1996 | Owner on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 1 ba · 877 sqft · built 1940 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $122,100Sep 2015 | $3,7512025 | Amount on Record Apr 2012 | Owner on Record | Assessor + 2 DocumentsUpdated May 2026 |
2 bd · 1 ba · 1,203 sqft · built 1945 · 0.187 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $257,000Feb 2019 | $3,6732025 | Amount on Record Sep 2014 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
2 bd · 1 ba · 1,190 sqft · built 1923 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,0222025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
2 bd · 2 ba · 1,068 sqft · built 1945 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $125,000Aug 2014 | $1,8022025 | Amount on Record Feb 2013 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 1.5 ba · 1,512 sqft · built 1927 · 0.309 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,535,000Mar 2026 | $5,3762025 | —Jun 1995 | Owner on Record | AssessorUpdated Jun 2026 |
2 bd · 1 ba · 1,072 sqft · built 1940 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $370,000Sep 2024 | $5,3872025 | Amount on Record Jan 2023 | Owner on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 1 ba · 1,399 sqft · built 1927 · 0.309 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,5172025 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
1 bd · 1 ba · 808 sqft · built 1945 · 0.232 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,9742025 | Owner on Record | AssessorUpdated Aug 2026 |
3 bd · 1 ba · 1,096 sqft · built 1949 · 0.232 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $330,000Jul 2024 | $4,2382025 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 1 ba · 1,082 sqft · built 1949 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,0102025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 1 ba · 912 sqft · built 1956 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $232,000Aug 2017 | $3,5852025 | Amount on Record Aug 2015 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,092 sqft · built 1950 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $280,000Mar 2026 | $2,6032025 | Amount on Record Feb 2026 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 1 ba · 811 sqft · built 1946 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $234,900Jun 2018 | $3,4822025 | Amount on Record Apr 2015 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
2 bd · 1.5 ba · 1,353 sqft · built 1949 · 0.309 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $66,000Oct 1997 | $2,2112025 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 2 ba · 1,180 sqft · built 1935 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $280,000Mar 2026 | $5,1692025 | —Mar 2026 | Owner on Record | Assessor + 4 DocumentsUpdated Jul 2026 |
2 bd · 1.5 ba · 1,033 sqft · built 1949 · 0.216 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,3592025 | 2 Owners on Record Owner Occupied | Assessor + 4 DocumentsUpdated Jul 2026 |
2 bd · 1 ba · 1,034 sqft · built 1947 · 0.247 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,5922025 | Owner on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 2,278 sqft · built 1952 · 0.213 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,1572025 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 1 ba · 1,133 sqft · built 1952 · 0.224 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $258,500Mar 2019 | $2,2432025 | Amount on Record Dec 2016 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 1 ba · 1,200 sqft · built 1952 · 0.213 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $85,000Apr 1999 | $1,8412025 | Amount on Record Nov 1996 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1 ba · 1,210 sqft · built 1952 · 0.224 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4632025 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,708 sqft · built 1952 · 0.213 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $525,000Apr 2022 | $8,3482025 | Amount on Record Jan 2019 | 2 Owners on Record | Assessor + 4 DocumentsUpdated May 2026 |
3 bd · 1 ba · 1,200 sqft · built 1952 · 0.224 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $112,000Apr 2009 | $4,3912025 | Owner on Record | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,270 sqft · built 1952 · 0.213 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $399,000Jun 2023 | $6,1042025 | Amount on Record Sep 2019 | Owner on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 1 ba · 1,200 sqft · built 1952 · 0.224 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $197,000Jun 2006 | $4,6132025 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1 ba · 1,605 sqft · built 1953 · 0.213 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $109,000Jun 2011 | $3,0402025 | Amount on Record Jul 2009 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
2 bd · 1 ba · 926 sqft · built 1952 · 0.209 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $307,500Jul 2026 | $4,2992025 | Amount on Record May 1994 | 2 Owners on Record | Assessor + 2 DocumentsUpdated Jul 2026 |
2 bd · 1 ba · 835 sqft · built 1952 · 0.209 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $307,500Jul 2026 | $4,1922025 | Amount on Record Mar 1995 | 2 Owners on Record | Assessor + 2 DocumentsUpdated Jul 2026 |
3 bd · 1 ba · 1,200 sqft · built 1953 · 0.213 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $51,500Apr 2012 | $2,3482025 | Amount on Record Sep 1994 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |