Collier County property records for 59 addresses on Smallwood Dr, Chokoloskee, FL · Last verified October 2026
| Properties | 340 |
|---|---|
| Median Sale Price | $105,000 |
| Deeds and Mortgages on File | 404 |
| Median Price per Sqft | $256 |
| Owner Occupied | 8% |
| Median Annual Tax Bill | $1,094 |
| Median Year Built | 1984 |
| Median Ownership Tenure | 6 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
100 Smallwood Dr |
4,977 sqft built 1972 · 1.51 acres | — Sep 1999 | $9,621 2025 | Assessor Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
115 Smallwood Dr |
1,207 sqft built 1988 | $215,000 Jul 2016 | $3,963 2025 | Assessor Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
117 Smallwood Dr |
1,207 sqft built 1988 | $215,000 Jul 2016 | $3,963 2025 | Assessor Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
119 Smallwood Dr |
1,207 sqft built 1988 | $250,000 Jun 2015 | $3,344 2025 | Assessor Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
121 Smallwood Dr |
1,207 sqft built 1988 | $375,000 Jun 2008 | $3,344 2025 | Assessor Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
123 Smallwood Dr |
1,207 sqft built 1990 | $144,000 Nov 1993 | $3,035 2025 | Assessor Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
125 Smallwood Dr |
1,207 sqft built 1990 | $157,000 Apr 2000 | $3,035 2025 | Assessor Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
127 Smallwood Dr |
1,207 sqft built 1990 | $240,000 Aug 2021 | $3,220 2025 | Assessor + 1 Document Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
129 Smallwood Dr |
1,207 sqft built 1990 | $495,000 Mar 2026 | $3,035 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
131 Smallwood Dr |
1,207 sqft built 1990 | $210,000 Dec 2019 | $1,100 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
133 Smallwood Dr |
1,207 sqft built 1990 | $138,000 Sep 2021 | $3,035 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
147 Smallwood Dr |
1,207 sqft built 1991 | $178,400 Jan 2021 | $3,035 2025 | Assessor + 2 Documents Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
149 Smallwood Dr |
1,207 sqft built 1991 | $157,000 Oct 2000 | $3,035 2025 | Assessor Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
150 Smallwood Dr |
built 1984 | $180,000 Mar 2021 | $3,032 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
150 Smallwood Dr |
282 units Built 1984 | $135,000 Sep 2026 | $1,032 2025 |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
151 Smallwood Dr |
1,207 sqft built 1990 | $225,000 Jan 2016 | $3,035 2025 | Assessor + 1 Document Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
153 Smallwood Dr |
1,207 sqft built 1990 | $240,000 Jun 2003 | $3,220 2025 | Assessor Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
155 Smallwood Dr |
1,207 sqft built 1985 | $425,000 Apr 2024 | $3,344 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
157 Smallwood Dr |
1,207 sqft built 1985 | $310,000 Aug 2021 | $3,530 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
159 Smallwood Dr |
1,207 sqft built 1985 | $199,000 Aug 2016 | $3,777 2025 | Assessor Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
161 Smallwood Dr |
1,207 sqft built 1985 | $150,000 Sep 1998 | $3,777 2025 | Assessor + 1 Document Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
191 Smallwood Dr |
0.119 acres | $200,000 Oct 2003 | $263 2025 | Assessor Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
195 Smallwood Dr |
2,028 sqft built 1965 · 0.25 acres | $200,000 Oct 2003 | $1,626 2025 | Assessor Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
201 Smallwood Dr |
0.23 acres | $182,000 Sep 2025 | $515 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
211 Smallwood Dr |
1,200 sqft built 2003 · 0.18 acres | — Feb 2022 | $3,960 2025 | Assessor + 4 Documents Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
221 Smallwood Dr |
0.21 acres | — Sep 1986 | $660 2025 | Assessor Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
240 Smallwood Dr |
1,026 sqft built 2008 · 0.389 acres | — Aug 2003 | $5,713 2025 | Assessor + 2 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
260 Smallwood Dr |
0.2 acres | $57,000 Jun 2021 | $707 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
261 Smallwood Dr |
0.219 acres | $80,000 Jul 2018 | $755 2025 | Assessor + 1 Document Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
264 Smallwood Dr |
1,897 sqft built 1971 · 0.23 acres | $261 2025 | Assessor Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
265 Smallwood Dr |
0.169 acres | $200,000 Jan 2022 | $597 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
269 Smallwood Dr |
0.18 acres | $200,000 Jan 2022 | $597 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
273 Smallwood Dr |
1,275 sqft built 2003 · 0.18 acres | $200,000 Jan 2022 | $1,098 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
274 Smallwood Dr |
1,328 sqft built 1989 · 0.11 acres | $275,000 Sep 2021 | $2,656 2025 | Assessor + 3 Documents Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
275 Smallwood Dr |
912 sqft built 1985 · 0.18 acres | $325,000 Jan 2022 | $261 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
277 Smallwood Dr |
0.18 acres | $28,000 May 2020 | $605 2025 | Assessor + 3 Documents Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
281 Smallwood Dr |
160 sqft built 1996 · 0.18 acres | $95,000 Apr 2005 | $602 2025 | Assessor Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
284 Smallwood Dr |
616 sqft built 1963 · 0.11 acres | $32,000 Oct 2017 | $524 2025 | Assessor + 1 Document Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
285 Smallwood Dr |
0.269 acres | $120,000 Nov 2024 | $1,250 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
289 Smallwood Dr |
1,218 sqft built 1987 · 0.139 acres | $130,000 Jun 2001 | $1,256 2025 | Assessor Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
293 Smallwood Dr |
0.139 acres | $26,000 Feb 1985 | $525 2025 | Assessor Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
294 Smallwood Dr |
1,456 sqft built 1995 · 0.16 acres | $425,000 Dec 2023 | $4,056 2025 | Assessor + 4 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
297 Smallwood Dr |
160 sqft built 1994 · 0.16 acres | $325,000 Jan 2022 | $591 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
298 Smallwood Dr |
1,288 sqft built 1972 · 0.289 acres | $345,000 Dec 2005 | $1,742 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
321 Smallwood Dr |
1,695 sqft built 2000 · 0.46 acres | — Mar 2018 | $1,846 2025 | Assessor Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
335 Smallwood Dr |
1,526 sqft built 1978 · 0.15 acres | $50,000 Jul 1988 | $1,149 2025 | Assessor Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
343 Smallwood Dr |
1,980 sqft built 1978 · 0.189 acres | $30,000 Jun 2019 | $1,926 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
351 Smallwood Dr |
1,746 sqft built 1979 · 0.189 acres | — Nov 2013 | $2,500 2025 | Assessor Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
359 Smallwood Dr |
2,214 sqft built 1982 · 0.15 acres | $110,000 Dec 2012 | $1,854 2025 | Assessor Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
360 Smallwood Dr |
2,092 sqft built 1999 · 3 acres | $8,815 2025 | Assessor + 1 Document Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
361 Smallwood Dr |
1 sqft built 1995 · 0.23 acres | — Jul 1999 | $611 2025 | Assessor Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
363 Smallwood Dr |
0.219 acres | $405 2025 | Assessor Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
365 Smallwood Dr |
1,078 sqft built 1996 · 0.23 acres | $87,900 Oct 2015 | $1,669 2025 | Assessor Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
370 Smallwood Dr |
1,824 sqft built 1981 · 0.23 acres | $199,400 Mar 2025 | $1,628 2025 | Assessor Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
375 Smallwood Dr |
1,456 sqft built 1981 · 1.01 acres | — Aug 2015 | $3,344 2025 | Assessor + 1 Document Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
376 Smallwood Dr |
built 1964 · 0.669 acres | $707,000 Jun 2026 | $5,530 2025 | Assessor + 5 Documents Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
385 Smallwood Dr |
1.01 acres | $12,000 Apr 2012 | $6,697 2025 | Assessor Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
394 Smallwood Dr |
864 sqft built 1961 · 0.33 acres | $4,194 2025 | Assessor + 1 Document Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
395 Smallwood Dr |
891 sqft built 1961 · 0.089 acres | $16,650 Jul 2016 | $1,668 2025 | Assessor Updated Sep 2026 | Owner on File |