Pineapple Way, Kissimmee, FL Property Records

Osceola County property records for 63 addresses on Pineapple Way, Kissimmee, FL · Last verified October 2026

Pineapple Way Highlights

Properties 63
Median Sale Price $125,000
Deeds and Mortgages on File 60
Median Price per Sqft $108
Owner Occupied 63%
Median Annual Tax Bill $1,874
Median Year Built 1984
Median Ownership Tenure 10 years

Properties on Pineapple Way

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

1000 Pineapple Way

3 bd · 2 ba · 1,027 sqft · built 1982 · 0.307 acres

Last Sale Tax Bill Prior Sale Owner Records
$53,000Oct 2015 $2,4242025 —Feb 2018 2 Owners on Record Assessor + 2 DocumentsUpdated Dec 2025

1001 Pineapple Way

2 bd · 2 ba · 1,144 sqft · built 1983 · 0.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$37,800Nov 1989 $9912025 2 Owners on Record Owner Occupied AssessorUpdated Dec 2025

1006 Pineapple Way

3 bd · 2 ba · 1,267 sqft · built 1983 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$45,000Jul 2013 $2,9842025 Amount on Record May 2012 Owner on Record Owner Occupied AssessorUpdated Dec 2025

1007 Pineapple Way

2 bd · 2 ba · 952 sqft · built 1982 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2018 $2,0502025 Owner on Record AssessorUpdated Dec 2025

1012 Pineapple Way

3 bd · 2 ba · 1,782 sqft · built 2005 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2006 $8342025 Amount on Record May 2000 Owner on Record Owner Occupied AssessorUpdated Dec 2025

1013 Pineapple Way

2 bd · 2 ba · 1,196 sqft · built 1982 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2018 $4,2292025 Owner on Record Owner Occupied AssessorUpdated Dec 2025

1018 Pineapple Way

2 bd · 2 ba · 1,188 sqft · built 2003 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
—Feb 2011 $7482025 Owner on Record Owner Occupied AssessorUpdated Dec 2025

1019 Pineapple Way

4 bd · 3 ba · 1,288 sqft · built 1982 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$145,000Sep 2025 $7122025 Amount on Record Jul 2025 Owner on Record AssessorUpdated Oct 2026

1024 Pineapple Way

2 bd · 2 ba · 1,056 sqft · built 1984 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Jun 2007 $1,8762024 Owner on Record Owner Occupied AssessorUpdated Apr 2026

1025 Pineapple Way

3 bd · 2 ba · 1,440 sqft · built 1980 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$35,300Jun 1998 $8922025 Owner on Record Owner Occupied AssessorUpdated Dec 2025

1030 Pineapple Way

2 bd · 2 ba · 728 sqft · built 1982 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$36,000Jun 2004 $1,7842024 Amount on Record Jun 1996 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

1031 Pineapple Way

3 bd · 2 ba · 1,344 sqft · built 1979 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$69,000Dec 2003 $1,7042024 Amount on Record Jun 1999 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

1036 Pineapple Way

3 bd · 2 ba · 924 sqft · built 1981 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$107,142May 2022 $2,2072024 Amount on Record May 2019 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

1037 Pineapple Way

2 bd · 2 ba · 1,056 sqft · built 1985 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$35,000Oct 2017 $2,1732025 —Jun 2010 Owner on Record Assessor + 1 DocumentUpdated Dec 2025

1042 Pineapple Way

2 bd · 2 ba · 924 sqft · built 2002 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$72,000Dec 2002 $1,7982025 —Nov 2007 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

1043 Pineapple Way

3 bd · 2 ba · 924 sqft · built 1983 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,000Sep 2025 $2,2042024 Amount on Record Jun 2021 2 Owners on Record Assessor + 4 DocumentsUpdated Jul 2026

1048 Pineapple Way

2 bd · 2 ba · 700 sqft · built 1980 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$95,000Jun 2023 $1,9322024 Owner on Record Assessor + 1 DocumentUpdated Apr 2026

1049 Pineapple Way

3 bd · 2 ba · 1,248 sqft · built 2007 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$83,000May 2016 $1,2592025 Amount on Record Dec 2007 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

1054 Pineapple Way

3 bd · 2 ba · 1,440 sqft · built 1981 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2015 $1,0032025 Owner on Record Owner Occupied AssessorUpdated Dec 2025

1055 Pineapple Way

3 bd · 2 ba · 1,504 sqft · built 1982 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$145,000Apr 2021 $1,5902024 Amount on Record Apr 2008 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

1060 Pineapple Way

3 bd · 2 ba · 960 sqft · built 1982 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$110,000Jun 2022 $2,3402025 Amount on Record Jan 1999 2 Owners on Record Assessor + 1 DocumentUpdated Dec 2025

1061 Pineapple Way

2 bd · 2 ba · 1,200 sqft · built 1981 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,400Nov 2007 $9212025 —Jul 2004 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

1066 Pineapple Way

2 bd · 2 ba · 1,104 sqft · built 1991 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$53,000Jun 2005 $2,2102024 —Feb 2005 Owner on Record Assessor + 2 DocumentsUpdated Jul 2026

1067 Pineapple Way

3 bd · 2 ba · 784 sqft · built 1985 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$62,000Feb 2007 $2,0012025 Amount on Record Jan 2006 Owner on Record AssessorUpdated Dec 2025

1072 Pineapple Way

3 bd · 2 ba · 1,512 sqft · built 2005 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$9972025 2 Owners on Record Owner Occupied AssessorUpdated Dec 2025

1073 Pineapple Way

3 bd · 2 ba · 1,352 sqft · built 1984 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$145,000Aug 2021 $2,5692025 Amount on Record Jul 1997 Owner on Record Assessor + 1 DocumentUpdated Dec 2025

1078 Pineapple Way

3 bd · 2 ba · 1,500 sqft · built 1984 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
—Feb 2016 $2,4242025 Owner on Record Owner Occupied AssessorUpdated Dec 2025

1079 Pineapple Way

3 bd · 2 ba · 1,440 sqft · built 1985 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$58,000May 2000 $8092025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

1084 Pineapple Way

2 bd · 2 ba · 840 sqft · built 1983 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$78,500Nov 2017 $2,0932024 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

1085 Pineapple Way

2 bd · 2 ba · 1,056 sqft · built 1983 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,000Dec 2021 $2,1972024 Amount on Record Jun 2005 2 Owners on Record Assessor + 3 DocumentsUpdated Apr 2026

1090 Pineapple Way

2 bd · 2 ba · 840 sqft · built 1982 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$110,000May 2026 $6362024 Amount on Record Nov 1995 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

1091 Pineapple Way

2 bd · 2 ba · 1,440 sqft · built 1984 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2009 $8592025 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

1099 Pineapple Way

4 bd · 2 ba · 1,344 sqft · built 1982 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Oct 2020 $2,6812025 Amount on Record Aug 2019 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

1100 Pineapple Way

2 bd · 2 ba · 1,352 sqft · built 1985 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$100Apr 2016 $2,1512024 Amount on Record Sep 2015 Owner on Record AssessorUpdated Apr 2026

1101 Pineapple Way

2 bd · 2 ba · 1,404 sqft · built 2014 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Sep 2008 $1,0682024 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

1106 Pineapple Way

2 bd · 2 ba · 1,248 sqft · built 1983 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$63,200Feb 2007 $2,2842024 Owner on Record AssessorUpdated Apr 2026

1107 Pineapple Way

3 bd · 2 ba · 1,560 sqft · built 1983 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$14,200Jul 2016 $1,0072024 Amount on Record Oct 1996 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

1112 Pineapple Way

2 bd · 2 ba · 1,352 sqft · built 1985 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$82,400Nov 2018 $2,3782024 Amount on Record Aug 2013 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

1115 Pineapple Way

2 bd · 2 ba · 1,056 sqft · built 1983 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$38,000Sep 2016 $1,8472024 Amount on Record Aug 2011 Owner on Record AssessorUpdated Jul 2026

1118 Pineapple Way

2 bd · 2 ba · 1,456 sqft · built 1984 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,000Jul 2022 $1,2152024 Amount on Record Jul 2021 Owner on Record Assessor + 4 DocumentsUpdated Jul 2026

1119 Pineapple Way

3 bd · 2 ba · 1,560 sqft · built 1985 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Apr 2019 $4,4172025 Amount on Record Jul 2018 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

1124 Pineapple Way

2 bd · 2 ba · 1,056 sqft · built 1984 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$69,900Jul 2004 $8212025 Owner on Record Owner Occupied AssessorUpdated Dec 2025

1125 Pineapple Way

2 bd · 2 ba · 1,352 sqft · built 1985 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$34,600Oct 2013 $2,0782024 —Sep 2013 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

1130 Pineapple Way

3 bd · 2 ba · 1,620 sqft · built 2007 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,000Jul 2017 $2,5732024 —Oct 2014 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

1131 Pineapple Way

3 bd · 2 ba · 1,344 sqft · built 1982 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$85,000Jul 2018 $2,5422025 Amount on Record May 2018 2 Owners on Record Assessor + 2 DocumentsUpdated Dec 2025

1136 Pineapple Way

3 bd · 2 ba · 1,380 sqft · built 2005 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$105,000Dec 2018 $2,4932025 Amount on Record Mar 2002 Owner on Record Assessor + 2 DocumentsUpdated Dec 2025

1137 Pineapple Way

3 bd · 2 ba · 1,512 sqft · built 2001 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$37,000Aug 2001 $8892025 Amount on Record Aug 2001 2 Owners on Record Owner Occupied AssessorUpdated Dec 2025

1142 Pineapple Way

3 bd · 2 ba · 1,352 sqft · built 1985 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$46,900Apr 1985 $9112025 2 Owners on Record Owner Occupied AssessorUpdated Dec 2025

1143 Pineapple Way

2 bd · 2 ba · 924 sqft · built 1999 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$55,000Apr 2017 $1,8742024 Amount on Record Mar 2017 2 Owners on Record Assessor + 3 DocumentsUpdated Apr 2026

1148 Pineapple Way

3 bd · 2 ba · 1,352 sqft · built 1985 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000May 2025 $7742024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

1154 Pineapple Way

3 bd · 2 ba · 924 sqft · built 2018 · 0.258 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,100Jul 2017 $1,3112024 Amount on Record Jan 1996 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

1157 Pineapple Way

3 bd · 2 ba · 1,032 sqft · built 1991 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$39,500Nov 1999 $2,1282024 2 Owners on Record Assessor + 1 DocumentUpdated Jul 2026

1160 Pineapple Way

3 bd · 2 ba · 1,620 sqft · built 1999 · 0.255 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,000Apr 2018 $2,7442025 2 Owners on Record Assessor + 1 DocumentUpdated Dec 2025

1166 Pineapple Way

3 bd · 3 ba · 1,762 sqft · built 1993 · 0.276 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,000Jul 2001 $1,1442025 2 Owners on Record Owner Occupied AssessorUpdated Dec 2025

1172 Pineapple Way

3 bd · 2.5 ba · 1,620 sqft · built 1995 · 0.246 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,300Jun 2024 $1,0052024 Amount on Record Sep 2005 Owner on Record Owner Occupied AssessorUpdated Sep 2026

1175 Pineapple Way

3 bd · 2 ba · 924 sqft · built 1980 · 0.341 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Nov 2023 $2,3762025 Amount on Record Mar 2020 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

1178 Pineapple Way

3 bd · 2 ba · 1,296 sqft · built 2005 · 0.251 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Nov 2006 $2,3592025 Amount on Record Jun 2004 Owner on Record Owner Occupied AssessorUpdated Dec 2025

1184 Pineapple Way

2 bd · 2 ba · 1,608 sqft · built 1990 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 1999 $9052025 Amount on Record Apr 1999 2 Owners on Record Owner Occupied AssessorUpdated Dec 2025

1187 Pineapple Way

3 bd · 2 ba · 1,556 sqft · built 1997 · 0.255 acres

Last Sale Tax Bill Prior Sale Owner Records
$99,000Jul 2016 $1,3722025 2 Owners on Record Owner Occupied AssessorUpdated Dec 2025

1190 Pineapple Way

2 bd · 2 ba · 1,056 sqft · built 2005 · 0.257 acres

Last Sale Tax Bill Prior Sale Owner Records
$35,000Jan 2004 $2,2022025 Owner on Record AssessorUpdated Dec 2025

1191 Pineapple Way

3 bd · 2 ba · 1,514 sqft · built 1984 · 0.254 acres

Last Sale Tax Bill Prior Sale Owner Records
$138,000Apr 2020 $2,1382025 Amount on Record Nov 2001 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

1194 Pineapple Way

1 bd · 1 ba · 720 sqft · built 2014 · 0.273 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Mar 2014 $6312024 Amount on Record Jan 2014 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

1198 Pineapple Way

3 bd · 2 ba · 672 sqft · built 1972 · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Feb 2026 $6312024 —Apr 2004 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

Property Records in Nearby Streets