Leoni Dr, Islamorada, FL Property Records

Monroe County property records for 29 addresses on Leoni Dr, Islamorada, FL · Last verified August 2026

Leoni Dr Highlights

Properties 29
Median Sale Price $2,150,000
Deeds and Mortgages on File 31
Median Price per Sqft $724
Owner Occupied 52%
Median Annual Tax Bill $14,694
Median Year Built 1988
Median Ownership Tenure 10 years

Properties on Leoni Dr

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

100 Leoni Dr

3 bd · 2 ba · 1,547 sqft · built 1982 · 0.157 acres

Last Sale Tax Bill Prior Sale Owner Records
$352,500Feb 1999 $10,5722024 Amount on Record Mar 1998 Owner on Record AssessorUpdated Dec 2025

101 Leoni Dr

2 bd · 2 ba · 2,055 sqft · built 1975 · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$697,500May 2004 $12,1262024 Amount on Record — 2 Owners on Record Assessor + 1 DocumentUpdated Apr 2026

104 Leoni Dr

4 bd · 3 ba · 2,965 sqft · built 2023 · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Jun 2019 $15,0172024 Amount on Record Mar 2000 Owner on Record Assessor + 1 DocumentUpdated Dec 2025

105 Leoni Dr

4 bd · 5 ba · 3,807 sqft · built 2006 · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,800,000Apr 2013 $17,9572024 Amount on Record Apr 2006 Owner on Record AssessorUpdated Apr 2026

108 Leoni Dr

3 bd · 3 ba · 2,567 sqft · built 1965 · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Mar 1992 $4,3092024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

109 Leoni Dr

2 bd · 3 ba · 3,128 sqft · built 1979 · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$480,000Oct 2002 $7,2562025 Amount on Record Jan 2000 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

112 Leoni Dr

4 bd · 4 ba · 3,126 sqft · built 1992 · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,625,000Apr 2026 $10,9822024 Amount on Record Aug 2021 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

116 Leoni Dr

3 bd · 2 ba · 3,741 sqft · built 1989 · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,150,000Jul 2023 $16,9952024 Amount on Record Jan 2009 2 Owners on Record Assessor + 1 DocumentUpdated Apr 2026

117 Leoni Dr

5 bd · 6 ba · 3,833 sqft · built 2024 · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2022 $25,7592025 Amount on Record Mar 2022 Owner on Record Assessor + 2 DocumentsUpdated Aug 2026

119 Leoni Dr

2 bd · 2 ba · 1,040 sqft · built 1995 · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$68,500Sep 1986 $3,8402024 2 Owners on Record Owner Occupied AssessorUpdated Dec 2025

122 Leoni Dr

3 bd · 2 ba · 1,336 sqft · built 1972 · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$635,000Jan 2015 $11,1612024 Amount on Record May 1999 Owner on Record Assessor + 1 DocumentUpdated Jul 2026

124 Leoni Dr

4 bd · 4.5 ba · 2,978 sqft · built 2006 · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,159,000Jun 2021 $20,1442024 Amount on Record Oct 2019 Owner on Record Assessor + 3 DocumentsUpdated Apr 2026

128 Leoni Dr

4 bd · 4.5 ba · 3,556 sqft · built 2017 · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$293,500Sep 2013 $23,1882025 Amount on Record Feb 2007 2 Owners on Record Assessor + 1 DocumentUpdated Jun 2026

129 Leoni Dr

2 bd · 2.5 ba · 2,827 sqft · built 1993 · 0.321 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,700,000Dec 2019 $11,6072024 Amount on Record Aug 2008 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

133 Leoni Dr

5 bd · 6 ba · 4,623 sqft · built 2021 · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$675,000Jul 2018 $20,6902024 —Aug 2012 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

137 Leoni Dr

5 bd · 4 ba · 3,418 sqft · built 1988 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,545,000May 2019 $17,3652024 Amount on Record Aug 2007 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

138 Leoni Dr

3 bd · 3 ba · 2,996 sqft · built 1971 · 0.39 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,940,200Sep 2019 $14,6942024 Amount on Record Mar 2015 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

140 Leoni Dr

4 bd · 3 ba · 3,006 sqft · built 1988 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$915,000Jun 2003 $9,1702024 Amount on Record May 1999 2 Owners on Record AssessorUpdated Apr 2026

141 Leoni Dr

5 bd · 5 ba · 4,257 sqft · built 1985 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2020 $19,9162025 Amount on Record Jul 2020 Owner on Record Assessor + 2 DocumentsUpdated May 2026

144 Leoni Dr

2 bd · 2 ba · 1,856 sqft · built 2002 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Feb 2001 $8,0202024 Amount on Record Feb 1976 Owner on Record Owner Occupied AssessorUpdated Apr 2026

145 Leoni Dr

3 bd · 2 ba · 1,716 sqft · built 1988 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,275,000Sep 2019 $16,5842024 Amount on Record Aug 2001 2 Owners on Record Assessor + 1 DocumentUpdated Dec 2025

148 Leoni Dr

3 bd · 3 ba · 2,410 sqft · built 1974 · 0.218 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,575,000Aug 2024 $7,2272024 Amount on Record Mar 2000 Owner on Record AssessorUpdated Apr 2026

149 Leoni Dr

4 bd · 6 ba · 4,369 sqft · built 2019 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$760,000Mar 2016 $15,6072024 Amount on Record Jan 2011 Owner on Record Owner Occupied AssessorUpdated Dec 2025

150 Leoni Dr

4 bd · 2 ba · 2,439 sqft · built 1959 · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000Apr 1987 $7,8712025 Amount on Record Feb 1975 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

151 Leoni Dr

4 bd · 5.5 ba · 4,564 sqft · built 2013 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Jan 2000 $17,4302024 Amount on Record Oct 1993 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

156 Leoni Dr

3 bd · 4 ba · 2,864 sqft · built 1988 · 0.216 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,150,000Jun 2005 $20,4892024 —Nov 2004 Owner on Record AssessorUpdated Dec 2025

157 Leoni Dr

2 bd · 4 ba · 2,227 sqft · built 1982 · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$272,000Jun 1991 $4,1892024 Amount on Record Dec 1989 Owner on Record Owner Occupied AssessorUpdated Apr 2026

160 Leoni Dr

3 bd · 4 ba · 3,070 sqft · built 1978 · 0.251 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,675,000Jul 2018 $21,4762024 Amount on Record Feb 1974 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

161 Leoni Dr

4 bd · 3 ba · 2,492 sqft · built 1972 · 0.271 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,5942024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

Property Records in Nearby Streets