Orange County property records for 53 addresses on Gilbert Rd, Winter Park, FL · Last verified August 2026
| Properties | 53 |
|---|---|
| Median Sale Price | $650,000 |
| Deeds and Mortgages on File | 51 |
| Median Price per Sqft | $309 |
| Owner Occupied | 74% |
| Median Annual Tax Bill | $4,014 |
| Median Year Built | 1965 |
| Median Ownership Tenure | 9 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
4 bd · 2 ba · 2,031 sqft · 0.203 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $650,000Sep 2024 | $9,1162025 | 1 Name on Record | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,642 sqft · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $650,000May 2024 | $7,7282025 | Amount on Record Oct 2018 | 2 Names on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,548 sqft · 0.189 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $98,000Apr 1996 | $1,9572025 | Amount on Record — | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,624 sqft · 0.189 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,2282025 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3 ba · 1,715 sqft · 0.189 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $325,000Sep 2017 | $5,1302025 | Amount on Record Mar 2006 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,692 sqft · 0.203 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $299,000Jul 2019 | $6,9932025 | Amount on Record Nov 2000 | 2 Names on Record | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 2 ba · 2,140 sqft · 0.34 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,3852025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 2,466 sqft · 0.21 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $155,000Nov 1999 | $3,2082025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,743 sqft · 0.237 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $106,400Aug 2001 | $2,5052025 | Amount on Record Dec 1998 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3 ba · 2,026 sqft · 0.211 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $650,000Jan 2025 | $9,1552025 | Amount on Record Feb 2018 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,772 sqft · 0.213 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $690,000Nov 2023 | $9,0942025 | Amount on Record Apr 2023 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
4 bd · 3 ba · 1,973 sqft · 0.211 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,6782025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,590 sqft · 0.213 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $440,000Oct 2021 | $6,3652025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,770 sqft · 0.211 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $255,000Aug 2014 | $4,0312025 | Amount on Record Jun 1993 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
3 bd · 2 ba · 1,602 sqft · 0.213 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $52,500Jul 2003 | $2,0212025 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,854 sqft · 0.213 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $590,000Feb 2022 | $8,4582025 | Amount on Record Aug 2017 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,572 sqft · 0.212 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $235,000Jul 2008 | $7,8512025 | Amount on Record Nov 1997 | 1 Name on Record | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,668 sqft · 0.213 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $255,500Sep 2018 | $5,9052025 | Amount on Record Aug 2015 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated Jun 2026 |
4 bd · 2 ba · 1,676 sqft · 0.212 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,4062025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,573 sqft · 0.213 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $240,000Jul 2014 | $4,4912025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,775 sqft · 0.213 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $193,000Jul 2011 | $8,2792025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,539 sqft · 0.213 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $278,000Dec 2017 | $4,5452025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2 ba · 1,764 sqft · 0.213 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,6442025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3 ba · 2,673 sqft · 0.213 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,3972025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,728 sqft · 0.213 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $145,000Dec 1998 | $2,6352025 | Amount on Record Nov 1998 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3 ba · 2,274 sqft · 0.213 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,0082025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 1,872 sqft · 0.214 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $530,000Apr 2022 | $7,4082025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,613 sqft · 0.227 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $205,000Oct 2012 | $3,5402025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,722 sqft · 0.214 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $395,000Jul 2021 | $7,6142025 | Amount on Record Jun 2014 | 1 Name on Record | Assessor + 1 DocumentUpdated Jul 2026 |
4 bd · 2 ba · 1,626 sqft · 0.239 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,5712025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3 ba · 2,595 sqft · 0.386 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $465,000May 2016 | $9,9942025 | Amount on Record Aug 2012 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 2,148 sqft · 0.242 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $585,000Aug 2023 | $8,4492025 | Amount on Record Mar 2018 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated Jul 2026 |
5 bd · 3 ba · 2,259 sqft · 0.246 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $489,000Jun 2006 | $4,4662025 | Amount on Record May 2002 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,882 sqft · 0.214 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $185,000Jan 2012 | $3,1942025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 2,162 sqft · 0.22 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $220,000Feb 2011 | $4,0142025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 2,185 sqft · 0.214 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $483,500Jun 2023 | $7,5192025 | Amount on Record Dec 2014 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,569 sqft · 0.22 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $115,000Sep 1993 | $2,6292025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3 ba · 2,325 sqft · 0.214 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100May 2017 | $9,3752025 | Amount on Record May 2010 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3 ba · 2,217 sqft · 0.22 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,7832025 | 2 Names on Record | AssessorUpdated Aug 2026 |
4 bd · 3 ba · 2,126 sqft · 0.214 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,6672025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,838 sqft · 0.214 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4552025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jun 2026 |
4 bd · 2 ba · 1,529 sqft · 0.22 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $270,000Feb 2010 | $3,6552025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,789 sqft · 0.214 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,3022025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
5 bd · 3 ba · 2,154 sqft · 0.22 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,7802025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,748 sqft · 0.214 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,4302025 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,733 sqft · 0.22 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $395,000Mar 2017 | $5,7122025 | Amount on Record Aug 2016 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 3 ba · 1,895 sqft · 0.214 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,5992025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 3 ba · 1,877 sqft · 0.214 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,4222025 | 1 Name on Record | AssessorUpdated May 2026 |
4 bd · 2 ba · 2,047 sqft · 0.214 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $255,000Jan 2015 | $4552025 | Amount on Record Dec 2007 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 3 ba · 1,972 sqft · 0.214 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,6192025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 3 ba · 2,194 sqft · 0.239 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $680,000Apr 2024 | $10,2332025 | Amount on Record Jun 1995 | 2 Names on Record | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,176 sqft · 0.214 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $670,000Aug 2024 | $8,0312025 | Amount on Record Aug 2023 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
5 bd · 2 ba · 2,353 sqft · 0.276 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,8882025 | 2 Names on Record | AssessorUpdated 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 of burnable land |