Orange County property records for 50 addresses on N Main St, Winter Garden, FL · Last verified August 2026
| Properties | 50 |
|---|---|
| Median Sale Price | $423,200 |
| Deeds and Mortgages on File | 58 |
| Median Price per Sqft | $272 |
| Owner Occupied | 62% |
| Median Annual Tax Bill | $2,840 |
| Median Year Built | 1958 |
| Median Ownership Tenure | 13 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3,365 sqft · built 1918 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| Owner on Record | AssessorUpdated May 2026 |
2 bd · 34,923 sqft · built 1954 · 0.941 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $44,4352025 | Owner on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,346 sqft · built 1953 · 0.166 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,3832025 | Owner on Record | AssessorUpdated May 2026 |
1,820 sqft · built 1925 · 1.07 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $57,800Nov 1991 | Owner on Record Owner Occupied | AssessorUpdated Jun 2023 |
8 bd · 3 ba · 3,480 sqft · built 1925 · 0.25 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $460,000Mar 2025 | $5,6352025 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 1 ba · 872 sqft · built 1925 · 0.278 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $180,000Dec 2018 | $5,2632025 | Amount on Record May 2015 | Owner on Record | Assessor + 2 DocumentsUpdated May 2026 |
0.12 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,2602025 | 2 Owners on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,490 sqft · built 1950 · 0.188 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $130,000May 2003 | $1,2082025 | Amount on Record Mar 2000 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,656 sqft · built 1953 · 0.238 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $130,100Apr 2002 | $1,5762025 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,499 sqft · built 1959 · 0.188 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $625,000Dec 2020 | $2,4082025 | Amount on Record Sep 2017 | 2 Owners on Record Owner Occupied | Assessor + 8 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,859 sqft · built 1953 · 0.217 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100,000Jan 2004 | $4752025 | 2 Owners on Record | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 1 ba · 908 sqft · built 1950 · 0.188 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $76,000Oct 2012 | $3,9422025 | Owner on Record | Assessor + 3 DocumentsUpdated May 2026 |
2 bd · 1 ba · 1,045 sqft · built 1949 · 0.188 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $250,000Oct 2025 | $3,8572025 | Amount on Record Aug 2025 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 1 ba · 997 sqft · built 1950 · 0.187 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $352,500Mar 2024 | $5,3882025 | Amount on Record Mar 2024 | Owner on Record | AssessorUpdated Jun 2026 |
8 bd · 2.25 ba · 25,314 sqft · built 1954 · 2.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1 ba · 1,217 sqft · built 1950 · 0.216 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $237,500Mar 2019 | $5,1922025 | Amount on Record Aug 2003 | Owner on Record | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2 ba · 2,036 sqft · built 1959 · 0.312 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $71,071Nov 2009 | $1,2082025 | Amount on Record Nov 1995 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,952 sqft · built 1958 · 0.261 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $185,000May 2005 | $1,1362025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,977 sqft · built 1958 · 0.261 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,1012025 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2 ba · 1,810 sqft · built 1965 · 0.261 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $206,100May 2015 | $2,0962025 | Amount on Record Nov 2010 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Jun 2026 |
3 bd · 2 ba · 1,152 sqft · built 1961 · 0.261 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $111,000Apr 2001 | $1,3272025 | Amount on Record Mar 2000 | Owner on Record Owner Occupied | AssessorUpdated Aug 2026 |
4 bd · 3 ba · 2,069 sqft · built 1962 · 0.261 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $423,200Jul 2021 | $8,0832025 | Amount on Record Jun 2020 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,595 sqft · built 1961 · 0.261 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $112,500Mar 2009 | $1,4512025 | —Feb 2009 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,680 sqft · built 1961 · 0.25 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $264,000Jul 2006 | $2,0592025 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 2,044 sqft · built 1958 · 0.308 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $135,000Sep 2011 | $2,8042025 | Amount on Record Jun 1998 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,325 sqft · built 1961 · 0.25 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $88,000Jul 1998 | $1,1952025 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 2,072 sqft · built 1958 · 0.302 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $270,000Aug 2018 | $3,8902025 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,025 sqft · built 1961 · 0.25 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $230,000Jun 2021 | $2,8402025 | 2 Owners on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,425 sqft · built 1957 · 0.301 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $655,000Oct 2025 | $7,7162025 | Amount on Record Mar 2017 | 2 Owners on Record | Assessor + 5 DocumentsUpdated Jul 2026 |
3 bd · 2 ba · 2,016 sqft · built 1959 · 0.25 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $260,000May 2016 | $3,3802025 | Amount on Record Apr 2000 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,484 sqft · built 1966 · 0.3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,3012025 | 2 Owners on Record | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2 ba · 1,603 sqft · built 1959 · 0.25 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $525,000Aug 2025 | $1,2472025 | Amount on Record Sep 1995 | Owner on Record | AssessorUpdated May 2026 |
3 bd · 1.5 ba · 1,422 sqft · built 1958 · 0.27 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2 ba · 1,387 sqft · built 1961 · 0.25 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $378,000Mar 2020 | $4,9932025 | Amount on Record Jun 2006 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Aug 2026 |
5 bd · 3 ba · 3,032 sqft · built 1969 · 0.288 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $150,000Jun 1998 | $3,2632025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 3 ba · 2,339 sqft · built 1949 · 0.377 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $350,000Sep 2005 | $2,4302025 | Amount on Record Oct 2003 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 1.5 ba · 2,782 sqft · built 1956 · 0.263 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,3702025 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 2 ba · 1,474 sqft · built 1950 · 0.185 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $80,000Dec 2013 | $5,1652025 | 2 Owners on Record | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 1 ba · 996 sqft · built 1950 · 0.185 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $275,000Dec 2019 | $4,8412025 | Amount on Record May 2016 | Owner on Record | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 2 ba · 1,604 sqft · built 1948 · 0.278 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $88,500Feb 1998 | $1,1942025 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 3,970 sqft · built 1974 · 0.524 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $200,000May 2003 | $6,3052025 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,214 sqft · built 1948 · 0.278 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $235,000Jun 2016 | $2,0722025 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 2,063 sqft · built 2009 · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $245,000Apr 2011 | $3,5152025 | Amount on Record Jul 2008 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,375 sqft · built 1948 · 0.217 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $327,000Feb 2020 | $5,5832025 | Amount on Record Jun 2015 | 2 Owners on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3.5 ba · 2,770 sqft · built 2005 · 0.264 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $280,000May 2015 | $5,4912025 | Amount on Record Nov 2014 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
2 bd · 1 ba · 1,346 sqft · built 1953 · 0.186 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7712025 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,760 sqft · built 1953 · 0.186 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $190,000Jun 2015 | $3,6622025 | Amount on Record Dec 2007 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 4 ba · 4,045 sqft · built 2006 · 0.264 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $350,000Jul 2012 | $6,3352025 | Amount on Record Oct 2005 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2.5 ba · 2,674 sqft · built 1960 · 0.269 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $86,000Oct 1994 | $1,9672025 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 3,336 sqft · built 2005 · 0.4 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $235,000Aug 2010 | $8,2032025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |