Orange County property records for 52 addresses on Penway Dr, Orlando, FL · Last verified October 2026
| Properties | 52 |
|---|---|
| Median Sale Price | $625,000 |
| Deeds and Mortgages on File | 79 |
| Median Price per Sqft | $391 |
| Owner Occupied | 65% |
| Median Annual Tax Bill | $10,534 |
| Median Year Built | 2006 |
| Median Ownership Tenure | 8 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
9A Penway Dr |
0.276 acres | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5214, #9A Penway Dr |
0.094 acres | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5232 Penway Dr |
3 bd · 2.5 ba · 1,604 sqft built 2005 · 0.068 acres | $292,100 Jun 2014 | $12,613 2025 | Assessor Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5248 Penway Dr |
3 bd · 2 ba · 1,557 sqft built 2005 · 0.068 acres | $312,500 Nov 2015 | $7,469 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5268 Penway Dr |
3 bd · 2 ba · 1,525 sqft built 2005 · 0.068 acres | $625,000 Oct 2024 | $11,773 2025 | Assessor + 2 Documents Updated May 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5286 Penway Dr |
3 bd · 2.5 ba · 1,627 sqft built 2005 · 0.07 acres | $432,500 Jun 2018 | $8,289 2025 | Assessor + 2 Documents Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5304 Penway Dr |
3 bd · 2.5 ba · 1,746 sqft built 2005 · 0.07 acres | $733,000 May 2024 | $8,439 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5318 Penway Dr |
3 bd · 2.5 ba · 1,863 sqft built 2005 · 0.074 acres | $700,000 May 2024 | $13,307 2025 | Assessor + 4 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5332 Penway Dr |
3 bd · 2.5 ba · 1,556 sqft built 2007 · 0.074 acres | $206,500 Nov 2019 | $11,911 2025 | Assessor + 3 Documents Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5346 Penway Dr |
3 bd · 2.5 ba · 1,556 sqft built 2006 · 0.067 acres | $610,000 Dec 2024 | $11,362 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5350 Penway Dr |
3 bd · 2.5 ba · 1,883 sqft built 2006 · 0.067 acres | $739,000 Aug 2025 | $13,769 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5352 Penway Dr |
3 bd · 2 ba · 1,517 sqft built 2006 · 0.067 acres | $390,000 Oct 2019 | $7,871 2025 | Assessor + 3 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5354 Penway Dr |
3 bd · 2 ba · 1,529 sqft built 2006 · 0.067 acres | $390,000 Dec 2018 | $9,909 2025 | Assessor + 1 Document Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5355 Penway Dr |
3 bd · 2.5 ba · 1,729 sqft built 2006 · 0.082 acres | $393,000 Jul 2016 | $8,093 2025 | Assessor Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5356 Penway Dr |
3 bd · 2.5 ba · 1,556 sqft built 2005 · 0.067 acres | $280,000 Nov 2011 | $11,766 2025 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5358 Penway Dr |
3 bd · 2.5 ba · 1,758 sqft built 2005 · 0.067 acres | $400,000 Sep 2017 | $8,890 2025 | Assessor + 4 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5360 Penway Dr |
3 bd · 2 ba · 1,464 sqft built 2006 · 0.067 acres | $510,000 Mar 2023 | $9,892 2025 | Assessor + 4 Documents Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5361 Penway Dr |
2 bd · 2 ba · 1,406 sqft built 2006 · 0.068 acres | $550,000 Oct 2022 | $9,935 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5362 Penway Dr |
3 bd · 2 ba · 1,501 sqft built 2006 · 0.067 acres | $399,000 Dec 2020 | $11,540 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5364 Penway Dr |
3 bd · 2.5 ba · 1,861 sqft built 2007 · 0.067 acres | $390,000 Apr 2017 | $13,191 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5366 Penway Dr |
3 bd · 2.5 ba · 1,616 sqft built 2007 · 0.068 acres | $352,000 Apr 2013 | $7,643 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5367 Penway Dr |
3 bd · 2 ba · 1,449 sqft built 2006 · 0.068 acres | $600,000 Jan 2025 | $11,416 2025 | Assessor Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5368 Penway Dr |
3 bd · 2.5 ba · 1,616 sqft built 2007 · 0.141 acres | $3,843 Jun 2021 | $12,848 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5370 Penway Dr |
3 bd · 2.5 ba · 1,625 sqft built 2007 · 0.143 acres | $362,500 Apr 2008 | $5,989 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5372 Penway Dr |
3 bd · 2 ba · 1,597 sqft built 2007 · 0.069 acres | $349,000 Sep 2013 | $7,641 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5373 Penway Dr |
3 bd · 2.5 ba · 2,131 sqft built 2006 · 0.068 acres | $427,000 Sep 2006 | $6,298 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5374 Penway Dr |
3 bd · 2 ba · 1,505 sqft built 2009 · 0.075 acres | $293,800 Nov 2009 | $5,729 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5376 Penway Dr |
3 bd · 2 ba · 1,447 sqft built 2006 · 0.083 acres | $379,100 Jun 2006 | $11,105 2025 | Assessor Updated May 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5379 Penway Dr |
3 bd · 2 ba · 1,449 sqft built 2006 · 0.068 acres | $360,000 Nov 2006 | $5,249 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5385 Penway Dr |
2 bd · 2 ba · 1,433 sqft built 2006 · 0.068 acres | $390,000 May 2019 | $10,876 2025 | Assessor + 1 Document Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5388 Penway Dr |
3 bd · 2.5 ba · 2,131 sqft built 2006 · 0.068 acres | $439,700 Dec 2006 | $13,915 2025 | Assessor + 3 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5391 Penway Dr |
3 bd · 2.5 ba · 2,131 sqft built 2006 · 0.106 acres | $563,000 Nov 2019 | $8,312 2025 | Assessor + 2 Documents Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5400 Penway Dr |
3 bd · 2.5 ba · 2,131 sqft built 2007 · 0.068 acres | $570,000 May 2021 | $11,129 2025 | Assessor + 3 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5408 Penway Dr |
3 bd · 2 ba · 1,459 sqft built 2006 · 0.068 acres | $600,000 Jan 2025 | $7,872 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5416 Penway Dr |
4 bd · 3.5 ba · 2,324 sqft built 2006 · 0.068 acres | $880,000 Jul 2026 | $8,157 2025 | Assessor + 4 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5424 Penway Dr |
3 bd · 2.5 ba · 2,427 sqft built 2008 · 0.068 acres | $565,000 Mar 2019 | $11,033 2025 | Assessor + 3 Documents Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5432 Penway Dr |
4 bd · 2.5 ba · 1,884 sqft built 2009 · 0.068 acres | $356,000 Jul 2009 | $6,466 2025 | Assessor + 2 Documents Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5440 Penway Dr |
3 bd · 2.5 ba · 1,653 sqft built 2007 · 0.068 acres | $579,000 May 2021 | $13,120 2025 | Assessor + 3 Documents Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5448 Penway Dr |
3 bd · 2.5 ba · 2,419 sqft built 2008 · 0.068 acres | $434,000 Oct 2012 | $14,755 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5452 Penway Dr |
4 bd · 3.5 ba · 2,555 sqft built 2008 · 0.068 acres | $488,300 Jul 2008 | $16,706 2025 | Assessor + 2 Documents Updated May 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5456 Penway Dr |
3 bd · 2.5 ba · 2,209 sqft built 2006 | $325,500 Dec 2008 | $6,240 2025 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5458, #9A Penway Dr |
0.86 acres | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5460 Penway Dr |
4 bd · 3.5 ba · 2,360 sqft built 2006 · 0.088 acres | $583,000 Jul 2006 | $15,411 2025 | Assessor + 1 Document Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5464 Penway Dr |
4 bd · 3.5 ba · 2,341 sqft built 2006 · 0.07 acres | $580,000 Mar 2018 | $16,261 2025 | Assessor + 1 Document Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5468 Penway Dr |
3 bd · 2.5 ba · 2,555 sqft built 2007 · 0.07 acres | $515,000 Aug 2014 | $10,420 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5472 Penway Dr |
4 bd · 2.5 ba · 1,763 sqft built 2007 · 0.07 acres | $800,000 Feb 2025 | $13,995 2025 | Assessor + 4 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5476 Penway Dr |
4 bd · 2.5 ba · 1,763 sqft built 2007 · 0.07 acres | $790,000 Jan 2026 | $10,534 2025 | Assessor + 3 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5480 Penway Dr |
4 bd · 2.5 ba · 2,478 sqft built 2006 · 0.07 acres | $668,000 Jul 2021 | $12,141 2025 | Assessor + 3 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5484 Penway Dr |
4 bd · 3.5 ba · 2,555 sqft built 2008 · 0.07 acres | $890,000 Sep 2022 | $10,500 2025 | Assessor + 3 Documents Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5488 Penway Dr |
3 bd · 2.5 ba · 2,141 sqft built 2006 · 0.07 acres | $445,000 Dec 2014 | $9,226 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5492 Penway Dr |
3 bd · 2.5 ba · 1,816 sqft built 2006 · 0.09 acres | $857,500 Sep 2026 | $13,068 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5496 Penway Dr |
3 bd · 2.5 ba · 2,402 sqft built 2006 · 0.084 acres | $461,000 May 2015 | $8,672 2025 | Assessor Updated Sep 2026 | Owner on File Owner Occupied |