Greenleaf Dr, Kissimmee, FL Property Records

Osceola County property records for 32 addresses on Greenleaf Dr, Kissimmee, FL · Last verified August 2026

Greenleaf Dr Highlights

Properties 32
Median Sale Price $280,000
Deeds and Mortgages on File 33
Median Price per Sqft $118
Owner Occupied 75%
Median Annual Tax Bill $3,901
Median Year Built 2006
Median Ownership Tenure 13 years

Properties on Greenleaf Dr

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

4001 Greenleaf Dr

4 bd · 2.5 ba · 3,023 sqft · built 2006 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Apr 2011 $2,6752024 —Dec 2010 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

4003 Greenleaf Dr

4 bd · 2 ba · 1,654 sqft · built 2005 · 0.171 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Jan 2022 $4,7682024 Amount on Record Jan 2006 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

4004 Greenleaf Dr

4 bd · 2.5 ba · 2,399 sqft · built 2005 · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$244,000Sep 2019 $5,1902024 Amount on Record Jun 2010 1 Name on Record Assessor + 4 DocumentsUpdated Apr 2026

4005 Greenleaf Dr

4 bd · 2 ba · 1,654 sqft · built 2005 · 0.178 acres

Last Sale Tax Bill Prior Sale Owner Records
$189,400Jan 2006 $4,8302024 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

4007 Greenleaf Dr

5 bd · 4 ba · 3,948 sqft · built 2006 · 0.207 acres

Last Sale Tax Bill Prior Sale Owner Records
$356,900Nov 2006 $3,2272025 Amount on Record Feb 2006 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

4008 Greenleaf Dr

4 bd · 2 ba · 1,654 sqft · built 2005 · 0.212 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Oct 2015 $2,5772025 Amount on Record Jul 2007 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Dec 2025

4009 Greenleaf Dr

3 bd · 2.5 ba · 2,392 sqft · built 2006 · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2019 $2,4112024 Amount on Record Aug 2006 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

4010 Greenleaf Dr

4 bd · 2 ba · 1,654 sqft · built 2005 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$101,000Jun 2011 $2,0312025 Amount on Record Oct 2010 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

4011 Greenleaf Dr

4 bd · 3 ba · 2,215 sqft · built 2006 · 0.187 acres

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2021 $5,9332025 Amount on Record May 2012 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

4012 Greenleaf Dr

3 bd · 2 ba · 1,484 sqft · built 2005 · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$179,600Jan 2006 $4,1862024 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

4013 Greenleaf Dr

4 bd · 3 ba · 2,868 sqft · built 2006 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$319,900Oct 2006 $7,3082025 Amount on Record Feb 2006 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

4014 Greenleaf Dr

4 bd · 3 ba · 2,399 sqft · built 2005 · 0.212 acres

Last Sale Tax Bill Prior Sale Owner Records
$228,900Jan 2006 $2,5302025 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

4016 Greenleaf Dr

4 bd · 2.5 ba · 3,023 sqft · built 2006 · 0.278 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2016 $3,9012024 Amount on Record Jan 2007 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

4017 Greenleaf Dr

5 bd · 4 ba · 3,948 sqft · built 2006 · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$317,200Nov 2023 $6,2732025 Amount on Record Sep 2021 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

4018 Greenleaf Dr

5 bd · 3.5 ba · 3,948 sqft · built 2006 · 0.246 acres

Last Sale Tax Bill Prior Sale Owner Records
$359,900Nov 2006 $5,9882024 Amount on Record Feb 2006 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4020 Greenleaf Dr

4 bd · 3 ba · 2,868 sqft · built 2006 · 0.216 acres

Last Sale Tax Bill Prior Sale Owner Records
$313,000Mar 2020 $4,6552025 Amount on Record Sep 2006 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

4021 Greenleaf Dr

5 bd · 3.5 ba · 2,952 sqft · built 2006 · 0.305 acres

Last Sale Tax Bill Prior Sale Owner Records
$224,000Mar 2008 $6,1972024 Amount on Record Nov 2006 1 Name on Record AssessorUpdated Apr 2026

4022 Greenleaf Dr

4 bd · 2 ba · 2,236 sqft · built 2006 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$285,900Sep 2006 $2,2792025 Amount on Record Feb 2006 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

4024 Greenleaf Dr

5 bd · 3.5 ba · 3,948 sqft · built 2006 · 0.202 acres

Last Sale Tax Bill Prior Sale Owner Records
$234,000Jul 2013 $3,6592024 Amount on Record Oct 2006 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

4026 Greenleaf Dr

4 bd · 3 ba · 2,419 sqft · built 2006 · 0.185 acres

Last Sale Tax Bill Prior Sale Owner Records
$230,000Oct 2017 $5,7072025 Amount on Record Oct 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

4027 Greenleaf Dr

4 bd · 2 ba · 2,148 sqft · built 2006 · 0.184 acres

Last Sale Tax Bill Prior Sale Owner Records
$262,000Nov 2020 $5,0872024 —Feb 2010 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

4028 Greenleaf Dr

5 bd · 3.5 ba · 2,952 sqft · built 2006 · 0.184 acres

Last Sale Tax Bill Prior Sale Owner Records
$160,000Apr 2013 $6,1532024 Amount on Record Dec 2006 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

4029 Greenleaf Dr

4 bd · 2 ba · 2,236 sqft · built 2006 · 0.185 acres

Last Sale Tax Bill Prior Sale Owner Records
$269,900Mar 2007 $2,3532025 Amount on Record May 2006 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

4030 Greenleaf Dr

5 bd · 4 ba · 3,948 sqft · built 2006 · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$395,500Oct 2006 $8002025 Amount on Record Feb 2006 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

4031 Greenleaf Dr

5 bd · 2.5 ba · 2,952 sqft · built 2006 · 0.184 acres

Last Sale Tax Bill Prior Sale Owner Records
$345,700Oct 2006 $6,1832024 Amount on Record May 2006 2 Names on Record AssessorUpdated Apr 2026

4033 Greenleaf Dr

5 bd · 4.5 ba · 3,948 sqft · built 2006 · 0.233 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Jul 2013 $3,6062024 Amount on Record Nov 2006 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated Apr 2026

4034 Greenleaf Dr

5 bd · 4 ba · 2,952 sqft · built 2006 · 0.291 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,000Jan 2013 $2,9622025 Amount on Record Dec 2006 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

4035 Greenleaf Dr

4 bd · 2.5 ba · 2,419 sqft · built 2006 · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$269,900Nov 2006 $2,2892024 Amount on Record May 2006 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4039 Greenleaf Dr

4 bd · 2 ba · 2,148 sqft · built 2006 · 0.253 acres

Last Sale Tax Bill Prior Sale Owner Records
$280,000Nov 2020 $3,6712025 Amount on Record Jan 2013 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

4040 Greenleaf Dr

4 bd · 2 ba · 2,236 sqft · built 2006 · 0.207 acres

Last Sale Tax Bill Prior Sale Owner Records
$265,000Aug 2019 $3,5512024 Amount on Record Sep 2006 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

4041 Greenleaf Dr

6 bd · 5 ba · 3,948 sqft · built 2006 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Jun 2019 $4,3302025 Amount on Record Nov 2012 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

4043 Greenleaf Dr

4 bd · 2 ba · 2,148 sqft · built 2006 · 0.273 acres

Last Sale Tax Bill Prior Sale Owner Records
$119,000Jul 2011 $2,7622025 Amount on Record Nov 2006 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

Property Records in Nearby Streets