Courtlea Oaks Blvd, Winter Garden, FL Property Records

Orange County property records for 28 addresses on Courtlea Oaks Blvd, Winter Garden, FL · Last verified July 2026

Courtlea Oaks Blvd Highlights

Properties 28
Median Sale Price $845,000
Deeds and Mortgages on File 37
Median Price per Sqft $310
Owner Occupied 93%
Median Annual Tax Bill $5,999
Median Year Built 2000
Median Ownership Tenure 13 years

Properties on Courtlea Oaks Blvd

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

303 Courtlea Oaks Blvd

4 bd · 3 ba · 2,728 sqft · built 1997 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2012 Amount on Record Feb 2008 2 Owners on Record Owner Occupied AssessorUpdated May 2026

307 Courtlea Oaks Blvd

5 bd · 3 ba · 2,886 sqft · built 2000 · 0.331 acres

Last Sale Tax Bill Prior Sale Owner Records
$575,000Oct 2021 $8,2892025 Amount on Record Dec 2017 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

311 Courtlea Oaks Blvd

4 bd · 3 ba · 2,706 sqft · built 1997 · 0.331 acres

Last Sale Tax Bill Prior Sale Owner Records
$720,000Jan 2024 $10,2782025 —Oct 2012 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

315 Courtlea Oaks Blvd

4 bd · 2.5 ba · 2,481 sqft · built 1996 · 0.352 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2012 $4,3292025 Amount on Record Jan 1995 2 Owners on Record Owner Occupied AssessorUpdated May 2026

319 Courtlea Oaks Blvd

4 bd · 3 ba · 2,947 sqft · built 2001 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$345,000Jun 2013 $5,9122025 —Oct 2012 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

323 Courtlea Oaks Blvd

4 bd · 4 ba · 4,019 sqft · built 1996 · 0.44 acres

Last Sale Tax Bill Prior Sale Owner Records
$530,000Feb 2019 $6,7082025 Amount on Record Jun 2007 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

327 Courtlea Oaks Blvd

4 bd · 4 ba · 4,484 sqft · built 1999 · 0.458 acres

Last Sale Tax Bill Prior Sale Owner Records
$442,000Jan 2002 $6,8922025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

412 Courtlea Oaks Blvd

4 bd · 4 ba · 3,447 sqft · built 1998 · 0.329 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,150,000Nov 2024 $7,1912025 Amount on Record Sep 2004 2 Owners on Record Owner Occupied AssessorUpdated May 2026

413 Courtlea Oaks Blvd

4 bd · 3.5 ba · 3,764 sqft · built 2001 · 0.459 acres

Last Sale Tax Bill Prior Sale Owner Records
$45,900Feb 1998 $6,9722025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

414 Courtlea Oaks Blvd

3 bd · 3 ba · 3,399 sqft · built 2004

Last Sale Tax Bill Prior Sale Owner Records
$43,900Sep 1998 $5,8402025 Owner on Record AssessorUpdated May 2026

415 Courtlea Oaks Blvd

6 bd · 4.5 ba · 4,240 sqft · built 2007 · 0.459 acres

Last Sale Tax Bill Prior Sale Owner Records
$524,700Aug 2015 $7,4862025 Amount on Record Oct 2013 2 Owners on Record Assessor + 1 DocumentUpdated May 2026

416 Courtlea Oaks Blvd

3 bd · 2.5 ba · 1,937 sqft · built 1999 · 0.329 acres

Last Sale Tax Bill Prior Sale Owner Records
$420,000Apr 2007 $3,8392025 Amount on Record Jun 2003 2 Owners on Record Owner Occupied AssessorUpdated May 2026

417 Courtlea Oaks Blvd

4 bd · 4 ba · 3,179 sqft · built 1999 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$43,400Mar 1998 $5,6032025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

418 Courtlea Oaks Blvd

4 bd · 2.5 ba · 2,173 sqft · built 1999 · 0.329 acres

Last Sale Tax Bill Prior Sale Owner Records
$675,000Dec 2025 $3,5552025 Amount on Record Oct 1998 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

419 Courtlea Oaks Blvd

4 bd · 4 ba · 3,684 sqft · built 2001 · 0.461 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Oct 2000 $5,9992025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

420 Courtlea Oaks Blvd

3 bd · 2 ba · 2,755 sqft · built 2000 · 0.329 acres

Last Sale Tax Bill Prior Sale Owner Records
$405,000Aug 2008 $3,9952025 Amount on Record Jun 2001 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

421 Courtlea Oaks Blvd

5 bd · 3.5 ba · 3,390 sqft · built 1998 · 0.462 acres

Last Sale Tax Bill Prior Sale Owner Records
$970,000Jul 2023 $11,0472025 Amount on Record Jul 2019 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

422 Courtlea Oaks Blvd

7 bd · 4.5 ba · 3,920 sqft · built 1999 · 0.328 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,500Jul 2015 $7,3312025 —Dec 2014 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

423 Courtlea Oaks Blvd

4 bd · 2 ba · 2,906 sqft · built 2000 · 0.463 acres

Last Sale Tax Bill Prior Sale Owner Records
$45,900Apr 1998 $4,7602025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

424 Courtlea Oaks Blvd

4 bd · 3 ba · 3,235 sqft · built 2000 · 0.329 acres

Last Sale Tax Bill Prior Sale Owner Records
$365,000Nov 2012 $5,7022025 Amount on Record Apr 2012 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

425 Courtlea Oaks Blvd

4 bd · 2.5 ba · 2,737 sqft · built 2000 · 0.461 acres

Last Sale Tax Bill Prior Sale Owner Records
$375,000Apr 2015 $4,6102025 Amount on Record Oct 2002 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

426 Courtlea Oaks Blvd

4 bd · 4.5 ba · 3,672 sqft · built 2007 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$40,000May 2000 $6,9052025 Owner on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

428 Courtlea Oaks Blvd

4 bd · 4.5 ba · 2,862 sqft · built 2000 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$845,000Aug 2024 $11,3622025 Amount on Record Aug 2006 Owner on Record Owner Occupied AssessorUpdated May 2026

429 Courtlea Oaks Blvd

4 bd · 3 ba · 2,667 sqft · built 2001 · 0.445 acres

Last Sale Tax Bill Prior Sale Owner Records
$48,000Dec 2000 $4,5282025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

430 Courtlea Oaks Blvd

3 bd · 2.5 ba · 2,025 sqft · built 2000 · 0.349 acres

Last Sale Tax Bill Prior Sale Owner Records
$675,000Apr 2024 $9,2762025 Amount on Record Mar 1999 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

433 Courtlea Oaks Blvd

5 bd · 4.5 ba · 2,664 sqft · built 2000 · 0.329 acres

Last Sale Tax Bill Prior Sale Owner Records
$179,000Feb 2002 $4,1452025 —Apr 2001 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

437 Courtlea Oaks Blvd

3 bd · 3 ba · 2,869 sqft · built 2005 · 0.335 acres

Last Sale Tax Bill Prior Sale Owner Records
$485,000May 2018 $7,5902025 Amount on Record Feb 2004 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

441 Courtlea Oaks Blvd

4 bd · 4.5 ba · 3,641 sqft · built 2000 · 0.427 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,160,000Jun 2026 $5,8422025 Amount on Record Mar 1999 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

Property Records in Nearby Streets