Orange County property records for 37 addresses on Middleton Ave, Winter Park, FL · Last verified August 2026
| Properties | 37 |
|---|---|
| Median Sale Price | $473,000 |
| Deeds and Mortgages on File | 45 |
| Median Price per Sqft | $295 |
| Owner Occupied | 84% |
| Median Annual Tax Bill | $4,306 |
| Median Year Built | 1959 |
| Median Ownership Tenure | 9 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
4 bd · 3 ba · 1,948 sqft · built 1958 · 0.276 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,8052025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 4.5 ba · 3,519 sqft · built 1958 · 0.229 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,850,000Apr 2025 | $5,3892025 | Amount on Record Feb 2024 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 2,524 sqft · built 1958 · 0.226 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $360,000Apr 2006 | $4,2502025 | Amount on Record May 2001 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jun 2026 |
10 bd · 9.25 ba · 6,190 sqft · built 2017 · 0.226 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $871,200Dec 2017 | $13,9512025 | Amount on Record Nov 2016 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,199 sqft · built 1958 · 0.23 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $86,000Mar 1999 | $4,6092025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,485 sqft · built 1958 · 0.226 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $227,500Mar 2008 | $2,7932025 | Amount on Record Apr 2006 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,798 sqft · built 1958 · 0.23 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,3002025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,436 sqft · built 1958 · 0.226 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $283,500Feb 2014 | $4,4592025 | Amount on Record Oct 2013 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,597 sqft · built 1958 · 0.231 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,0982025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,464 sqft · built 1958 · 0.226 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $262,000Nov 2016 | $3,8332025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,673 sqft · built 1959 · 0.231 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $103,000Feb 1995 | $3082025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,563 sqft · built 1958 · 0.226 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $169,000Sep 2012 | $2,7832025 | Amount on Record Apr 2012 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 1 ba · 1,122 sqft · built 1959 · 0.231 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,6882025 | 2 Names on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,769 sqft · built 1958 · 0.226 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $365,500Aug 2019 | $5,4542025 | Amount on Record Sep 2017 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 3 ba · 2,014 sqft · built 1959 · 0.232 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $103,000Feb 2021 | $4,1972025 | Amount on Record Feb 2016 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,377 sqft · built 1958 · 0.226 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $319,000Jun 2019 | $4,7102025 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 3.5 ba · 3,075 sqft · built 2016 · 0.232 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,550,000Jun 2024 | $17,4872025 | Amount on Record May 2016 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
3 bd · 2 ba · 1,193 sqft · built 1958 · 0.273 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $180,000Dec 2013 | $3,7572025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 2,312 sqft · built 1958 · 0.28 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $520,000May 2018 | $7,6792025 | Amount on Record Feb 2017 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,517 sqft · built 1959 · 0.211 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,8102025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,210 sqft · built 1959 · 0.211 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,500Jan 2026 | $5,9262025 | Amount on Record Nov 2021 | 1 Name on Record | Assessor + 4 DocumentsUpdated Jul 2026 |
5 bd · 4 ba · 3,015 sqft · built 2021 · 0.204 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $210,000Jan 2015 | $12,9192025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1.5 ba · 1,321 sqft · built 1959 · 0.205 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,9272025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,547 sqft · built 1959 · 0.204 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $102,000Aug 1996 | $7,7262025 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,226 sqft · built 1959 · 0.205 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $285,000Aug 2018 | $6,8802025 | —Sep 2001 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,419 sqft · built 1959 · 0.204 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,0072025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,338 sqft · built 1959 · 0.205 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $242,400Sep 2015 | $3,8002025 | Amount on Record Oct 2009 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,515 sqft · built 1959 · 0.204 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $480,000Nov 2025 | $1,2072025 | Amount on Record Jul 1996 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,601 sqft · built 1959 · 0.206 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $473,000Sep 2021 | $6,8942025 | Amount on Record Jun 2018 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,281 sqft · built 1959 · 0.204 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $380,000Apr 2017 | $5,5482025 | Amount on Record Jun 2016 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,425 sqft · built 1959 · 0.206 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $350,000Aug 2017 | $5,1502025 | —Jul 2017 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,552 sqft · built 1959 · 0.204 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $420,000Jan 2022 | $6,3892025 | Amount on Record Mar 2017 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 1.5 ba · 1,340 sqft · built 1959 · 0.206 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $325,000Jun 2019 | $4,3062025 | Amount on Record Sep 2011 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 1 ba · 1,361 sqft · built 1959 · 0.204 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,8482025 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,435 sqft · built 1959 · 0.206 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,5602025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3.5 ba · 2,842 sqft · built 2022 · 0.241 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $290,000Sep 2020 | $13,9252025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,532 sqft · built 1959 · 0.244 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,0792025 | 2 Names on Record Owner Occupied | AssessorUpdated May 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 2% of the US · above 2% of Florida |
|---|---|
| Wildfire Likelihood | Less than 1 in 10,000 per year |
| Exposure | Direct 2 of 4 cells directly exposed · 3 adjoin burnable vegetation |