Osceola County property records for 29 addresses on Oak Shadows Rd, Kissimmee, FL · Last verified October 2026
| Properties | 29 |
|---|---|
| Median Sale Price | $839,000 |
| Deeds and Mortgages on File | 55 |
| Median Price per Sqft | $352 |
| Owner Occupied | 79% |
| Median Annual Tax Bill | $10,091 |
| Median Year Built | 2003 |
| Median Ownership Tenure | 10 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
716 Oak Shadows Rd |
3 bd · 2.5 ba · 1,852 sqft built 2003 · 0.091 acres | $489,000 Dec 2020 | $8,143 2024 | Assessor + 3 Documents Updated Apr 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
718 Oak Shadows Rd |
3 bd · 2.5 ba · 1,852 sqft built 2003 · 0.093 acres | $264,300 Sep 2003 | $4,462 2024 | Assessor + 2 Documents Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
726 Oak Shadows Rd |
3 bd · 2.5 ba · 1,684 sqft built 2002 · 0.086 acres | $680,000 Oct 2023 | $8,074 2024 | Assessor + 2 Documents Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
728 Oak Shadows Rd |
3 bd · 2.5 ba · 1,684 sqft built 2002 · 0.079 acres | $100 Jul 2016 | $5,135 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
729 Oak Shadows Rd |
5 bd · 5 ba · 4,883 sqft built 2003 · 0.311 acres | $1,400,000 Apr 2021 | $18,152 2024 | Assessor + 4 Documents Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
730 Oak Shadows Rd |
3 bd · 2.5 ba · 1,644 sqft built 2002 · 0.076 acres | $570,000 Nov 2021 | $8,534 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
734 Oak Shadows Rd |
3 bd · 3 ba · 1,684 sqft built 2003 · 0.092 acres | $432,500 Jul 2018 | $8,151 2025 | Assessor + 1 Document Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
736 Oak Shadows Rd |
3 bd · 2.5 ba · 1,852 sqft built 2003 · 0.093 acres | $410,000 Feb 2022 | $8,994 2024 | Assessor + 4 Documents Updated Apr 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
738 Oak Shadows Rd |
3 bd · 2.5 ba · 1,644 sqft built 2003 · 0.094 acres | $640,000 Dec 2023 | $7,572 2024 | Assessor + 2 Documents Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
741 Oak Shadows Rd |
5 bd · 5.5 ba · 4,936 sqft built 2003 · 0.307 acres | $71,600 Oct 2019 | $18,077 2024 | Assessor + 3 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
743 Oak Shadows Rd |
4 bd · 3 ba · 2,979 sqft built 2002 · 0.296 acres | $1,050,000 Feb 2022 | $12,448 2024 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
774 Oak Shadows Rd |
4 bd · 3 ba · 3,760 sqft built 2002 · 0.339 acres | $506,100 Feb 2003 | $9,269 2024 | Assessor + 1 Document Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
786 Oak Shadows Rd |
4 bd · 3 ba · 3,012 sqft built 2003 · 0.261 acres | $421,000 Apr 2003 | $8,252 2024 | Assessor + 2 Documents Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
795 Oak Shadows Rd |
4 bd · 3.5 ba · 2,904 sqft built 2003 · 0.265 acres | $440,000 Nov 2003 | $7,629 2024 | Assessor + 3 Documents Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
797 Oak Shadows Rd |
5 bd · 4.5 ba · 3,635 sqft built 2003 · 0.271 acres | $600,000 Aug 2010 | $15,135 2024 | Assessor Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
798 Oak Shadows Rd |
4 bd · 3 ba · 3,317 sqft built 2003 · 0.228 acres | $523,000 Oct 2003 | $9,617 2025 | Assessor + 3 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
799 Oak Shadows Rd |
5 bd · 5.5 ba · 4,257 sqft built 2003 · 0.294 acres | $1,700,000 Jul 2026 | $18,942 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
805 Oak Shadows Rd |
5 bd · 5 ba · 4,234 sqft built 2003 · 0.493 acres | $1,060,000 Jun 2006 | $10,091 2024 | Assessor + 1 Document Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
807 Oak Shadows Rd |
4 bd · 3.5 ba · 3,446 sqft built 2002 · 0.289 acres | $1,505,000 Apr 2024 | $14,085 2025 | Assessor + 4 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
809 Oak Shadows Rd |
4 bd · 3.5 ba · 3,593 sqft built 2002 · 0.28 acres | $839,000 Apr 2021 | $12,878 2024 | Assessor + 2 Documents Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
813 Oak Shadows Rd |
3 bd · 2.5 ba · 2,234 sqft built 2002 · 0.179 acres | $485,000 Dec 2014 | $7,513 2025 | Assessor + 4 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
815 Oak Shadows Rd |
4 bd · 2.5 ba · 2,413 sqft built 2003 · 0.211 acres | $445,000 Jan 2014 | $7,339 2024 | Assessor Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
823 Oak Shadows Rd |
6 bd · 4 ba · 3,702 sqft built 2002 · 0.203 acres | $599,000 Mar 2014 | $14,685 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
825 Oak Shadows Rd |
5 bd · 4.5 ba · 3,675 sqft built 2002 · 0.203 acres | $475,000 Apr 2013 | $14,629 2025 | Assessor + 3 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
829 Oak Shadows Rd |
7 bd · 6 ba · 5,026 sqft built 2003 · 0.272 acres | $2,250,000 Dec 2024 | $20,872 2024 | Assessor + 2 Documents Updated Apr 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
831 Oak Shadows Rd |
6 bd · 5 ba · 4,673 sqft built 2003 · 0.269 acres | $750,000 Aug 2009 | $13,349 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
833 Oak Shadows Rd |
3 bd · 5 ba · 4,279 sqft built 2002 · 0.269 acres | $752,900 Dec 2002 | $18,924 2025 | Assessor Updated Dec 2025 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
835 Oak Shadows Rd |
5 bd · 4.5 ba · 4,265 sqft built 2002 · 0.268 acres | $1,025,000 Oct 2006 | $12,789 2024 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
839 Oak Shadows Rd |
5 bd · 5.5 ba · 5,006 sqft built 2004 · 0.268 acres | $1,150,000 Oct 2019 | $20,222 2024 | Assessor + 1 Document Updated Apr 2026 | Owner on File Owner Occupied |