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Westcliffe Dr, Winter Garden, FL Property Records

Orange County property records for 47 addresses on Westcliffe Dr, Winter Garden, FL · Last verified August 2026

Westcliffe Dr Highlights

Properties 47
Median Sale Price $400,000
Deeds and Mortgages on File 57
Median Price per Sqft $155
Owner Occupied 77%
Median Annual Tax Bill $3,894
Median Year Built 2006
Median Ownership Tenure 14 years

Properties on Westcliffe Dr

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

508 Westcliffe Dr

4 bd · 2.5 ba · 2,578 sqft · built 2006 · 0.266 acres

Last Sale Tax Bill Prior Sale Owner Records
$243,000Apr 2006 $2,6522025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

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514 Westcliffe Dr

5 bd · 2.5 ba · 2,675 sqft · built 2006 · 0.489 acres

Last Sale Tax Bill Prior Sale Owner Records
$105,200Jun 2023 $8,6282025 Amount on Record Jan 2016 1 Name on Record Assessor + 1 DocumentUpdated May 2026

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520 Westcliffe Dr

3 bd · 2.5 ba · 2,058 sqft · built 2005 · 0.235 acres

Last Sale Tax Bill Prior Sale Owner Records
$151,900Oct 2012 $6,3522025 Amount on Record Oct 2008 2 Names on Record AssessorUpdated May 2026

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526 Westcliffe Dr

4 bd · 2 ba · 2,255 sqft · built 2005 · 0.243 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Aug 2016 $3,5902025 Amount on Record Feb 2008 2 Names on Record AssessorUpdated May 2026

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532 Westcliffe Dr

4 bd · 2.5 ba · 2,646 sqft · built 2005 · 0.243 acres

Last Sale Tax Bill Prior Sale Owner Records
$232,300Dec 2005 $7,7682025 2 Names on Record AssessorUpdated Jul 2026

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538 Westcliffe Dr

5 bd · 4.5 ba · 3,589 sqft · built 2005 · 0.243 acres

Last Sale Tax Bill Prior Sale Owner Records
$217,650Apr 2014 $4,8502025 Amount on Record Mar 2011 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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544 Westcliffe Dr

4 bd · 2.5 ba · 2,578 sqft · built 2005 · 0.24 acres

Last Sale Tax Bill Prior Sale Owner Records
$302,500Jan 2019 $7,3762025 Amount on Record Nov 2005 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

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550 Westcliffe Dr

5 bd · 4.5 ba · 3,589 sqft · built 2005 · 0.394 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Apr 2021 $8,0962025 Amount on Record Apr 2010 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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606 Westcliffe Dr

4 bd · 2 ba · 2,255 sqft · built 2005 · 0.238 acres

Last Sale Tax Bill Prior Sale Owner Records
$531,000Jun 2023 $7,3002025 Amount on Record Oct 2014 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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612 Westcliffe Dr

5 bd · 2.5 ba · 2,675 sqft · built 2005 · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$238,800Nov 2005 $2,6792025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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613 Westcliffe Dr

4 bd · 2.5 ba · 2,578 sqft · built 2006 · 0.303 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Dec 2020 $4,9592025 Amount on Record Aug 2015 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

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618 Westcliffe Dr

4 bd · 2.5 ba · 2,578 sqft · built 2005 · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$238,100Nov 2005 $2,7042025 2 Names on Record Owner Occupied AssessorUpdated May 2026

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619 Westcliffe Dr

4 bd · 2 ba · 2,728 sqft · built 2005 · 0.243 acres

Last Sale Tax Bill Prior Sale Owner Records
$210,500Jan 2006 $2,4572025 1 Name on Record Owner Occupied AssessorUpdated May 2026

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624 Westcliffe Dr

3 bd · 2.5 ba · 2,855 sqft · built 2005 · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,000Mar 2012 $3,8942025 Amount on Record Nov 2005 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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625 Westcliffe Dr

3 bd · 2.5 ba · 2,058 sqft · built 2006 · 0.243 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Apr 2015 $3,8962025 Amount on Record Oct 2013 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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630 Westcliffe Dr

4 bd · 2.5 ba · 2,057 sqft · built 2005 · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$167,000Aug 2014 $1,9142025 Amount on Record Sep 2005 2 Names on Record Owner Occupied AssessorUpdated May 2026

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631 Westcliffe Dr

5 bd · 4.5 ba · 3,589 sqft · built 2006 · 0.272 acres

Last Sale Tax Bill Prior Sale Owner Records
$412,000Jun 2007 $9,3382025 Amount on Record May 2006 2 Names on Record Owner Occupied AssessorUpdated May 2026

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636 Westcliffe Dr

6 bd · 4.5 ba · 3,597 sqft · built 2005 · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$298,600Aug 2005 $9,5672025 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

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637 Westcliffe Dr

5 bd · 2.5 ba · 2,675 sqft · built 2006 · 0.272 acres

Last Sale Tax Bill Prior Sale Owner Records
$480,000Sep 2021 $5,3282025 Amount on Record Jul 2014 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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642 Westcliffe Dr

4 bd · 2.5 ba · 2,166 sqft · built 2005 · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$246,900Nov 2016 $3,5312025 Amount on Record Aug 2005 2 Names on Record Owner Occupied AssessorUpdated May 2026

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643 Westcliffe Dr

3 bd · 2.5 ba · 2,057 sqft · built 2006 · 0.243 acres

Last Sale Tax Bill Prior Sale Owner Records
$208,100Apr 2006 $2,3342025 2 Names on Record Owner Occupied AssessorUpdated May 2026

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708 Westcliffe Dr

4 bd · 2 ba · 2,236 sqft · built 2005 · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$292,000Dec 2018 $3,8172025 Amount on Record Mar 2013 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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709 Westcliffe Dr

4 bd · 2 ba · 2,255 sqft · built 2006 · 0.243 acres

Last Sale Tax Bill Prior Sale Owner Records
$100Feb 2017 $6,7792025 Amount on Record Jun 2010 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

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714 Westcliffe Dr

4 bd · 2.5 ba · 2,531 sqft · built 2005 · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$107,900Jul 2007 $2,3482025 Amount on Record Jul 2005 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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715 Westcliffe Dr

4 bd · 2.5 ba · 2,762 sqft · built 2006 · 0.299 acres

Last Sale Tax Bill Prior Sale Owner Records
$345,000Mar 2007 $2,7282025 Amount on Record Mar 2006 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

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720 Westcliffe Dr

4 bd · 3.5 ba · 2,762 sqft · built 2005 · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
$247,300Dec 2005 $2,7302025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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726 Westcliffe Dr

6 bd · 4.5 ba · 3,589 sqft · built 2005 · 0.409 acres

Last Sale Tax Bill Prior Sale Owner Records
$389,900Sep 2018 $5,2122025 Amount on Record Nov 2005 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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732 Westcliffe Dr

5 bd · 2.5 ba · 2,675 sqft · built 2005 · 0.255 acres

Last Sale Tax Bill Prior Sale Owner Records
$238,300Nov 2005 $2,6152025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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738 Westcliffe Dr

4 bd · 2.5 ba · 2,578 sqft · built 2005 · 0.243 acres

Last Sale Tax Bill Prior Sale Owner Records
$319,990Apr 2020 $4,6042025 Amount on Record Nov 2005 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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744 Westcliffe Dr

4 bd · 2 ba · 2,457 sqft · built 2005 · 0.243 acres

Last Sale Tax Bill Prior Sale Owner Records
$198,000Dec 2014 $6,8812025 Amount on Record Jul 2014 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

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750 Westcliffe Dr

5 bd · 4.5 ba · 3,558 sqft · built 2006 · 0.243 acres

Last Sale Tax Bill Prior Sale Owner Records
$394,700Sep 2006 $3,7942025 2 Names on Record Owner Occupied AssessorUpdated May 2026

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806 Westcliffe Dr

4 bd · 2.5 ba · 2,578 sqft · built 2006 · 0.243 acres

Last Sale Tax Bill Prior Sale Owner Records
$305,300Aug 2006 $2,4242025 2 Names on Record Owner Occupied AssessorUpdated May 2026

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814 Westcliffe Dr

5 bd · 4.5 ba · 3,589 sqft · built 2006 · 0.243 acres

Last Sale Tax Bill Prior Sale Owner Records
$715,000Jul 2023 $11,8222025 Amount on Record Sep 2006 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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820 Westcliffe Dr

4 bd · 2 ba · 2,255 sqft · built 2006 · 0.243 acres

Last Sale Tax Bill Prior Sale Owner Records
$178,000Nov 2008 $2,2372025 —Aug 2007 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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826 Westcliffe Dr

4 bd · 3.5 ba · 2,762 sqft · built 2006 · 0.236 acres

Last Sale Tax Bill Prior Sale Owner Records
$173,000Feb 2012 $2,7672025 Amount on Record Mar 2007 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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832 Westcliffe Dr

5 bd · 4.5 ba · 3,589 sqft · built 2006 · 0.474 acres

Last Sale Tax Bill Prior Sale Owner Records
$398,400May 2006 $8,0812025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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838 Westcliffe Dr

4 bd · 2 ba · 2,236 sqft · built 2006 · 0.27 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,000Oct 2009 $2,1542025 —Aug 2009 2 Names on Record Owner Occupied AssessorUpdated May 2026

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839 Westcliffe Dr

5 bd · 4.5 ba · 3,589 sqft · built 2006 · 0.384 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Jul 2006 $3,8692025 Amount on Record Apr 2006 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

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844 Westcliffe Dr

3 bd · 2.5 ba · 2,058 sqft · built 2006 · 0.276 acres

Last Sale Tax Bill Prior Sale Owner Records
$240,000Oct 2015 $3,3142025 Amount on Record Mar 2012 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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845 Westcliffe Dr

0.009 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated May 2026

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850 Westcliffe Dr

4 bd · 2.5 ba · 2,572 sqft · built 2006 · 0.304 acres

Last Sale Tax Bill Prior Sale Owner Records
$240,000Jan 2014 $3,6332025 Amount on Record Jul 2009 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

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906 Westcliffe Dr

1.32 acres

Last Sale Tax Bill Prior Sale Owner Records
$12025 2 Names on Record AssessorUpdated May 2026

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908 Westcliffe Dr

5 bd · 4.5 ba · 3,589 sqft · built 2006 · 0.303 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Aug 2009 $4,5742025 —Dec 2008 2 Names on Record Owner Occupied AssessorUpdated May 2026

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914 Westcliffe Dr

4 bd · 3.5 ba · 2,762 sqft · built 2006 · 0.277 acres

Last Sale Tax Bill Prior Sale Owner Records
$332,700Nov 2006 $3,3262025 1 Name on Record Owner Occupied AssessorUpdated May 2026

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915 Westcliffe Dr

4 bd · 2 ba · 2,625 sqft · built 2006 · 0.296 acres

Last Sale Tax Bill Prior Sale Owner Records
$347,900Jan 2021 $4,6592025 Amount on Record Nov 2006 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

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920 Westcliffe Dr

4 bd · 2 ba · 2,236 sqft · built 2006 · 0.246 acres

Last Sale Tax Bill Prior Sale Owner Records
$412,500Jan 2022 $7,2872025 Amount on Record Jul 2019 2 Names on Record Assessor + 3 DocumentsUpdated Jun 2026

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921 Westcliffe Dr

4 bd · 2.5 ba · 2,189 sqft · built 2005 · 0.428 acres

Last Sale Tax Bill Prior Sale Owner Records
$308,000Feb 2007 $6,6472025 Amount on Record Sep 2005 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

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Wildfire Risk on Westcliffe Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank above 24% of the US · above 8% of Florida
Wildfire LikelihoodAbout 1 in 4,082 per year
ExposureIndirect
0 of 4 cells directly exposed · 1 adjoin burnable vegetation

Property Records in Nearby Streets