Osceola County property records for 32 addresses on S Flag Dr, Kissimmee, FL · Last verified October 2026
| Properties | 32 |
|---|---|
| Median Sale Price | $195,000 |
| Deeds and Mortgages on File | 33 |
| Median Price per Sqft | $150 |
| Owner Occupied | 81% |
| Median Annual Tax Bill | $2,135 |
| Median Year Built | 1977 |
| Median Ownership Tenure | 12 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1 S Flag Dr |
2 ba · 2,051 sqft built 1973 · 0.258 acres | — Apr 2006 | $712 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2 S Flag Dr |
2 ba · 1,344 sqft built 1978 · 0.278 acres | $40,000 May 2010 | $3,157 2025 | Assessor Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3 S Flag Dr |
4 bd · 3 ba · 1,813 sqft built 1973 · 0.273 acres | $63,000 Apr 1988 | $1,184 2025 | Assessor Updated Dec 2025 | 3 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4 S Flag Dr |
2 ba · 1,293 sqft built 1980 · 0.36 acres | — Sep 2000 | $1,979 2025 | Assessor Updated Dec 2025 | 3 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
6 S Flag Dr |
3 bd · 2 ba · 1,293 sqft built 1979 · 0.372 acres | $195,000 Jun 2021 | $2,627 2024 | Assessor + 6 Documents Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
8 S Flag Dr |
2 ba · 1,509 sqft built 1979 · 0.271 acres | — Feb 2024 | $3,850 2025 | Assessor Updated Dec 2025 | 3 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
9 S Flag Dr |
1 ba · 1,049 sqft built 1973 · 0.18 acres | $39,000 Apr 2012 | $1,146 2024 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
10 S Flag Dr |
2 ba · 1,319 sqft built 1976 · 0.207 acres | — Oct 2020 | $2,512 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
11 S Flag Dr |
2 ba · 1,435 sqft built 1973 · 0.176 acres | — Apr 1992 | $3,061 2025 | Assessor Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
12 S Flag Dr |
4 bd · 2 ba · 1,756 sqft built 1977 · 0.206 acres | $172,000 Apr 2019 | $5,756 2024 | Assessor + 3 Documents Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
13 S Flag Dr |
3 bd · 2 ba · 1,416 sqft built 1973 · 0.176 acres | $158,000 Mar 2019 | $2,135 2025 | Assessor + 3 Documents Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
14 S Flag Dr |
3 bd · 2 ba · 1,477 sqft built 1979 · 0.207 acres | $316,000 Jul 2024 | $4,150 2025 | Assessor + 1 Document Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
15 S Flag Dr |
1 ba · 984 sqft built 1973 · 0.176 acres | $100 Aug 2019 | $1,649 2025 | Assessor + 3 Documents Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
16 S Flag Dr |
3 bd · 2 ba · 1,840 sqft built 1976 · 0.207 acres | $51,900 May 1991 | $1,074 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
17 S Flag Dr |
2 ba · 1,218 sqft built 1973 · 0.176 acres | $170,000 May 2026 | $1,944 2025 | Assessor + 3 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
18 S Flag Dr |
2 ba · 1,729 sqft built 1977 · 0.207 acres | $170,000 Jul 2005 | $1,110 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
19 S Flag Dr |
2 ba · 1,618 sqft built 1973 · 0.262 acres | $114,000 Jun 2004 | $1,022 2024 | Assessor + 1 Document Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
20 S Flag Dr |
3 bd · 2 ba · 1,661 sqft built 1979 · 0.226 acres | $160,000 Jun 2020 | $3,517 2025 | Assessor + 1 Document Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22 S Flag Dr |
3 bd · 3 ba · 1,725 sqft built 1979 · 0.33 acres | $122,000 Jul 2017 | $1,101 2025 | Assessor + 1 Document Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
24 S Flag Dr |
2 ba · 1,449 sqft built 1979 · 0.414 acres | $35,000 Jan 2010 | $1,319 2025 | Assessor + 1 Document Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
25 S Flag Dr |
3 bd · 2 ba · 1,424 sqft built 1973 · 0.283 acres | $48,000 Aug 2010 | $3,012 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
26 S Flag Dr |
2 bd · 2 ba · 1,261 sqft built 1978 · 0.257 acres | $127,500 Mar 2019 | $1,971 2025 | Assessor + 2 Documents Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
27 S Flag Dr |
1 ba · 1,360 sqft built 1973 · 0.197 acres | $59,000 Oct 2008 | $2,593 2024 | Assessor + 1 Document Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
28 S Flag Dr |
2 ba · 1,293 sqft built 1980 · 0.193 acres | $55,000 Sep 2015 | $3,073 2024 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
29 S Flag Dr |
1 ba · 1,042 sqft built 1973 · 0.192 acres | $79,900 Oct 2014 | $3,023 2025 | Assessor Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
30 S Flag Dr |
2 bd · 2 ba · 1,272 sqft built 1980 · 0.189 acres | — Feb 2019 | $1,064 2025 | Assessor Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
31 S Flag Dr |
3 bd · 2 ba · 1,585 sqft built 1973 · 0.196 acres | $293,900 Jun 2023 | $3,437 2024 | Assessor + 2 Documents Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
32 S Flag Dr |
2 ba · 1,106 sqft built 1977 · 0.189 acres | $167,000 Jun 2006 | $816 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
34 S Flag Dr |
2 ba · 1,107 sqft built 1977 · 0.189 acres | $28,500 Jan 2004 | $858 2024 | Assessor Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
36 S Flag Dr |
2 ba · 1,293 sqft built 1979 · 0.192 acres | $130,000 May 2005 | $1,065 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
38 S Flag Dr |
3 bd · 2 ba · 1,515 sqft built 2017 · 0.192 acres | $30,000 Jun 2013 | $4,150 2025 | Assessor Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
40 S Flag Dr |
3 bd · 2 ba · 1,293 sqft built 1979 · 0.213 acres | $220,000 Oct 2021 | $3,006 2024 | Assessor + 4 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |