Chesapeake Ave, Orlando, FL Property Records

Orange County property records for 18 addresses on Chesapeake Ave, Orlando, FL · Last verified October 2026

Chesapeake Ave Highlights

Properties 18
Median Sale Price $118,600
Deeds and Mortgages on File 35
Median Price per Sqft $79
Owner Occupied 78%
Median Annual Tax Bill $2,016
Median Year Built 1980
Median Ownership Tenure 10 years

Properties on Chesapeake Ave

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

5164 Chesapeake Ave

3 bd · 2 ba · 1,554 sqft · built 1982 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2010 $3,9622025 Amount on Record Sep 2003 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

5165 Chesapeake Ave

3 bd · 2 ba · 1,450 sqft · built 1981 · 0.286 acres

Last Sale Tax Bill Prior Sale Owner Records
$337,000Feb 2026 $4,8762025 Amount on Record Oct 2025 2 Owners on Record Owner Occupied Assessor + 7 DocumentsUpdated Oct 2026

5176 Chesapeake Ave

3 bd · 2 ba · 1,374 sqft · built 1981 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,000Mar 2016 $2,5002025 Amount on Record Nov 2015 Owner on Record Owner Occupied AssessorUpdated May 2026

5177 Chesapeake Ave

3 bd · 2 ba · 1,418 sqft · built 1980 · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$344,000May 2026 $4,9362025 Amount on Record Jul 2022 Owner on Record Owner Occupied Assessor + 7 DocumentsUpdated Oct 2026

5222 Chesapeake Ave

3 bd · 2 ba · 1,488 sqft · built 1982 · 0.188 acres

Last Sale Tax Bill Prior Sale Owner Records
$118,600Mar 2018 $2,6072025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

5223 Chesapeake Ave

3 bd · 2 ba · 1,418 sqft · built 1980 · 0.227 acres

Last Sale Tax Bill Prior Sale Owner Records
$71,000Jan 2015 $4,1512025 Amount on Record Nov 2014 Owner on Record AssessorUpdated Sep 2026

5234 Chesapeake Ave

4 bd · 2 ba · 1,788 sqft · built 1980 · 0.194 acres

Last Sale Tax Bill Prior Sale Owner Records
$9382025 Owner on Record Owner Occupied AssessorUpdated May 2026

5235 Chesapeake Ave

3 bd · 2 ba · 1,418 sqft · built 1980 · 0.194 acres

Last Sale Tax Bill Prior Sale Owner Records
$47,400Feb 2026 $1,8212025 Amount on Record Sep 2021 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

5250 Chesapeake Ave

3 bd · 2 ba · 1,418 sqft · built 1980 · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$106,900Feb 2002 $9082025 Owner on Record AssessorUpdated May 2026

5251 Chesapeake Ave

3 bd · 2 ba · 1,736 sqft · built 1980 · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$100Mar 2017 $1,2012025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5262 Chesapeake Ave

3 bd · 2 ba · 1,418 sqft · built 1980 · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2024 $2,0162025 Amount on Record Mar 2016 Owner on Record Owner Occupied Assessor + 7 DocumentsUpdated Oct 2026

5263 Chesapeake Ave

4 bd · 2 ba · 1,788 sqft · built 1980 · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$9802025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

5274 Chesapeake Ave

3 bd · 2 ba · 1,488 sqft · built 1980 · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$58,000Apr 2012 $1,5062025 Amount on Record Apr 2012 Owner on Record Owner Occupied AssessorUpdated Oct 2026

5275 Chesapeake Ave

3 bd · 2 ba · 1,534 sqft · built 1980 · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Sep 2014 $1,9302025 Amount on Record Jun 2014 2 Owners on Record Owner Occupied AssessorUpdated Sep 2026

5282 Chesapeake Ave

3 bd · 2 ba · 1,850 sqft · built 1984 · 0.193 acres

Last Sale Tax Bill Prior Sale Owner Records
$359,900Nov 2022 $5,1492025 Amount on Record Feb 2013 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

5283 Chesapeake Ave

3 bd · 2 ba · 1,572 sqft · built 1986 · 0.199 acres

Last Sale Tax Bill Prior Sale Owner Records
$212,500Oct 2006 $4,6442025 Amount on Record Jul 2002 Owner on Record AssessorUpdated May 2026

5295 Chesapeake Ave

3 bd · 2 ba · 1,643 sqft · built 1981 · 0.303 acres

Last Sale Tax Bill Prior Sale Owner Records
$135,500Jul 2003 $1,0842025 Amount on Record Oct 2000 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5296 Chesapeake Ave

3 bd · 2 ba · 1,374 sqft · built 1981 · 0.325 acres

Last Sale Tax Bill Prior Sale Owner Records
$95,000Aug 2000 $9122025 Amount on Record Jun 1998 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

Property Records in Nearby Streets