Orange County property records for 45 addresses on Ololu Dr, Winter Park, FL · Last verified August 2026
| Properties | 45 |
|---|---|
| Median Sale Price | $356,500 |
| Deeds and Mortgages on File | 56 |
| Median Price per Sqft | $296 |
| Owner Occupied | 62% |
| Median Annual Tax Bill | $5,069 |
| Median Year Built | 1958 |
| Median Ownership Tenure | 8 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 2 ba · 1,882 sqft · built 1930
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $165,000Oct 1993 | $2,8302025 | 2 Names on Record | AssessorUpdated May 2026 |
4 bd · 4.5 ba · 4,312 sqft · built 1995 · 0.462 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Oct 1994 | $10,4792025 | 2 Names on Record | AssessorUpdated Aug 2026 |
4 bd · 3.5 ba · 3,342 sqft · built 1993 · 0.425 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $11,0342025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 3,211 sqft · built 1986 · 0.362 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,7182025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 2,436 sqft · built 1986 · 0.265 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $333,900May 2016 | $4,7082025 | Amount on Record Apr 2015 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 3 ba · 2,351 sqft · built 1956 · 0.286 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $207,200Jul 2014 | $13,0682025 | Amount on Record Aug 2004 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 3 ba · 2,676 sqft · built 2003 · 0.321 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $228,000Oct 1999 | $7,7292025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3.5 ba · 3,554 sqft · built 1999 · 0.353 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $950,000Sep 2016 | $17,1982025 | Amount on Record Jun 1997 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 2,177 sqft · built 1952 · 0.284 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,8012025 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 3 ba · 1,776 sqft · built 1981 · 0.209 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $480,000Apr 2025 | $4,6852025 | Amount on Record Oct 2018 | 1 Name on Record | Assessor + 2 DocumentsUpdated Jul 2026 |
2 bd · 1 ba · 884 sqft · built 1953 · 0.231 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $500,000Feb 2019 | $9,9222025 | Amount on Record Jan 2018 | 2 Names on Record | Assessor + 4 DocumentsUpdated May 2026 |
4 bd · 2 ba · 1,536 sqft · built 1980 · 0.166 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $340,000Aug 2021 | $5,0692025 | Amount on Record Aug 2020 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,444 sqft · built 2011 · 0.217 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $45,000Jul 1996 | $11,3282025 | Amount on Record Mar 1996 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2.5 ba · 1,685 sqft · built 1993 · 0.237 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,4792025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 4 ba · 4,518 sqft · built 2009 · 0.198 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,550,000Apr 2024 | $24,3702025 | Amount on Record Jul 2009 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,876 sqft · built 1938 · 0.346 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $223,000Sep 2016 | $3,3722025 | Amount on Record Oct 1993 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 2.5 ba · 1,540 sqft · built 1958 · 0.337 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,2372025 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 1 ba · 885 sqft · built 1938 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,9332025 | 1 Name on Record | AssessorUpdated May 2026 |
4 bd · 3 ba · 1,895 sqft · built 2000 · 0.159 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $740,000Nov 2018 | $11,2422025 | Amount on Record Dec 1996 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2 ba · 1,440 sqft · built 1955 · 0.17 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,5952025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,067 sqft · built 1955 · 0.135 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,7032025 | 2 Names on Record | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,229 sqft · built 1947 · 0.159 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,9722025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,160 sqft · built 1955 · 0.255 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $300,000Oct 2025 | $4,6242025 | Amount on Record Apr 2014 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 2 ba · 1,008 sqft · built 1953 · 0.175 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jul 1997 | $2,3502025 | Amount on Record — | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 3 ba · 1,786 sqft · built 1966 · 0.209 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $340,000Aug 2025 | $2,2482025 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,221 sqft · built 1939 · 0.185 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,7212025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
1 bd · 1 ba · 1,188 sqft · built 1957 · 0.119 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $820,000Oct 2022 | $9,5822025 | Amount on Record Oct 2001 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
2 bd · 2 ba · 1,086 sqft · built 1953 · 0.117 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $230,000May 2018 | $9,2322025 | Amount on Record Jun 2016 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2.5 ba · 2,566 sqft · built 2001 · 0.221 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,425,000Aug 2024 | $19,3222025 | Amount on Record Jun 2022 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2.5 ba · 2,060 sqft · built 1964 · 0.097 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $72,500Apr 2002 | $2,4712025 | Amount on Record Oct 1994 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 1 ba · 729 sqft · built 1956 · 0.128 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $295,000Aug 2022 | $4,7342025 | Amount on Record Nov 2019 | 1 Name on Record Owner Occupied | Assessor + 5 DocumentsUpdated May 2026 |
6 bd · 7.25 ba · 8,521 sqft · built 2004 · 0.393 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,250,000Nov 2025 | $17,9242025 | Amount on Record Oct 2014 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
3 bd · 1 ba · 1,243 sqft · built 1956 · 0.133 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $350,000Jan 2024 | $4,3462025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1.5 ba · 1,145 sqft · built 1973 · 0.126 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $360,000Nov 2025 | $5,1062025 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 3 ba · 1,676 sqft · built 1979 · 0.307 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $683,900Jan 2019 | $9,3792025 | Amount on Record Nov 1997 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,496 sqft · built 1973 · 0.142 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $177,000Apr 2004 | $4,3012025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1.5 ba · 1,204 sqft · built 1979 · 0.163 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $356,500Feb 2021 | $6,0082025 | Amount on Record Feb 2016 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 1,455 sqft · built 1979 · 0.186 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $77,000Sep 2013 | $6,5552025 | —May 2012 | 1 Name on Record | AssessorUpdated May 2026 |
2 bd · 1.5 ba · 1,655 sqft · built 1950 · 0.211 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,4072025 | 2 Names on Record | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 1.5 ba · 1,167 sqft · built 1952 · 0.227 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $180,000Jan 1999 | $3,3852025 | Amount on Record Sep 1994 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 3 ba · 2,962 sqft · built 1955 · 0.39 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $13,6832025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 2 ba · 896 sqft · built 1952 · 0.249 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $301,000Jul 2021 | $5,4392025 | Amount on Record Dec 2020 | 2 Names on Record | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 3.5 ba · 2,427 sqft · built 1986 · 0.502 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $868,000Feb 2018 | $13,4722025 | Amount on Record Jul 2017 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
2 bd · 1 ba · 1,022 sqft · built 1948 · 0.134 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $74,500Jul 2010 | $4,4512025 | —Oct 2009 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,322 sqft · built 1948 · 0.145 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $304,500Nov 2020 | $4,4272025 | Amount on Record Jan 2020 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020
| Wildfire Risk | Not rated no burnable land in reach |
|---|---|
| Wildfire Likelihood | Negligible |
| Exposure | None beyond ember reach |