Whitehall Dr, Winter Park, FL Property Records

Orange County property records for 44 addresses on Whitehall Dr, Winter Park, FL · Last verified August 2026

Whitehall Dr Highlights

Properties 44
Median Sale Price $575,000
Deeds and Mortgages on File 58
Median Price per Sqft $314
Owner Occupied 84%
Median Annual Tax Bill $5,920
Median Year Built 1964
Median Ownership Tenure 9 years

Properties on Whitehall Dr

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

1825 Whitehall Dr

3 bd · 2 ba · 1,845 sqft · 0.267 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$795,000Mar 2025 $11,1682025 Amount on Record Aug 2012 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

1832 Whitehall Dr

4 bd · 2.5 ba · 2,900 sqft · 0.248 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$599,000Apr 2019 $9,1542025 Amount on Record Oct 2016 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

1835 Whitehall Dr

3 bd · 2 ba · 1,720 sqft · 0.24 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$32,700Mar 1996 $3,0882025 1 Name on Record Owner Occupied AssessorUpdated May 2026

1836 Whitehall Dr

3 bd · 2 ba · 1,663 sqft · 0.248 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$575,000Mar 2022 $6,8382025 Amount on Record Sep 2018 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

1849 Whitehall Dr

3 bd · 2 ba · 1,437 sqft · 0.28 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$453,500Nov 2020 $6,5202025 Amount on Record Jul 2014 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

1850 Whitehall Dr

3 bd · 2 ba · 1,670 sqft · 0.275 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$310,000Apr 2015 $6,4832025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

1900 Whitehall Dr

3 bd · 2 ba · 1,668 sqft · 0.268 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$134,500Oct 1997 $2,4882025 2 Names on Record AssessorUpdated May 2026

1901 Whitehall Dr

4 bd · 2 ba · 2,030 sqft · 0.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,8912025 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

1906 Whitehall Dr

3 bd · 2 ba · 2,157 sqft · 0.206 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$314,900Sep 2014 $4,4302025 Amount on Record Jul 2000 2 Names on Record Owner Occupied AssessorUpdated May 2026

1907 Whitehall Dr

3 bd · 2 ba · 1,988 sqft · 0.279 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$154,500Apr 2021 $7,4912025 Amount on Record Jul 2013 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

1912 Whitehall Dr

3 bd · 2 ba · 1,958 sqft · 0.204 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$100Oct 2016 $2,7972025 Amount on Record Jul 2001 2 Names on Record Owner Occupied AssessorUpdated May 2026

1918 Whitehall Dr

3 bd · 2 ba · 1,761 sqft · 0.271 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,4332025 2 Names on Record AssessorUpdated May 2026

1924 Whitehall Dr

3 bd · 2 ba · 2,057 sqft · 0.26 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$160,000Apr 1998 $3,0012025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

1936 Whitehall Dr

3 bd · 2 ba · 1,769 sqft · 0.263 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$679,900Sep 2023 $8,4602025 Amount on Record Jun 2023 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

2000 Whitehall Dr

3 bd · 2 ba · 1,620 sqft · 0.193 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$664,000Nov 2022 $8,6852025 Amount on Record Aug 2021 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2010 Whitehall Dr

2 bd · 2 ba · 1,292 sqft · 0.191 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$240,000Dec 2005 $7,1732025 Amount on Record Aug 2000 2 Names on Record Assessor + 1 DocumentUpdated May 2026

2030 Whitehall Dr

4 bd · 2.5 ba · 1,874 sqft · 0.228 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$420,000Aug 2006 $9,2952025 Amount on Record Jul 2001 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

2100 Whitehall Dr

4 bd · 2 ba · 1,948 sqft · 0.22 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,6462025 2 Names on Record Owner Occupied AssessorUpdated May 2026

2107 Whitehall Dr

4 bd · 2 ba · 1,767 sqft · 0.257 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$185,000Nov 2000 $2,6812025 Amount on Record Jun 1995 2 Names on Record Owner Occupied AssessorUpdated May 2026

2108 Whitehall Dr

4 bd · 2 ba · 1,838 sqft · 0.191 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$120,000Jul 1996 $2,8192025 Amount on Record Jun 1995 2 Names on Record Owner Occupied AssessorUpdated May 2026

2117 Whitehall Dr

4 bd · 2.5 ba · 1,816 sqft · 0.257 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$595,000Jun 2021 $7,7502025 Amount on Record Jun 2017 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

2118 Whitehall Dr

3 bd · 2 ba · 1,829 sqft · 0.189 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$370,000Sep 2020 $5,1892025 Amount on Record Sep 2011 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2128 Whitehall Dr

4 bd · 2 ba · 1,808 sqft · 0.187 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$385,000Oct 2018 $6,5702025 Amount on Record Apr 2016 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

2138 Whitehall Dr

3 bd · 2 ba · 1,752 sqft · 0.184 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$500,000Aug 2025 $6,6922025 Amount on Record Feb 2003 2 Names on Record Owner Occupied AssessorUpdated May 2026

2139 Whitehall Dr

5 bd · 2 ba · 1,838 sqft · 0.275 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$348,250Jul 2017 $2,5802025 Amount on Record Feb 2009 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2158 Whitehall Dr

3 bd · 2 ba · 1,784 sqft · 0.251 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$530,000Sep 2022 $5,9302025 Amount on Record Jul 2018 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2159 Whitehall Dr

4 bd · 3 ba · 2,217 sqft · 0.318 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,2532025 1 Name on Record Owner Occupied AssessorUpdated May 2026

2178 Whitehall Dr

4 bd · 3 ba · 2,349 sqft · 0.237 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$738,000May 2025 $5,5292025 Amount on Record Nov 2020 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

2179 Whitehall Dr

4 bd · 3 ba · 2,254 sqft · 0.29 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$375,000Apr 2014 $6,8722025 Amount on Record May 2003 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2198 Whitehall Dr

4 bd · 2 ba · 2,376 sqft · 0.246 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$90,120May 2013 $3,1012025 Amount on Record Sep 1994 1 Name on Record Owner Occupied AssessorUpdated May 2026

2199 Whitehall Dr

4 bd · 2 ba · 2,226 sqft · 0.276 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$355,000Mar 2006 $4,0242025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

2218 Whitehall Dr

3 bd · 2 ba · 1,767 sqft · 0.268 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$7,0462025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2219 Whitehall Dr

3 bd · 2 ba · 2,309 sqft · 0.29 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$390,000Jun 2017 $5,7562025 Amount on Record Dec 1993 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

2238 Whitehall Dr

4 bd · 2.5 ba · 2,317 sqft · 0.279 acres

Last Sale Tax Bill Prior Sale Owner Records
$263,500Apr 2004 $2,8622025 2 Names on Record Owner Occupied AssessorUpdated May 2026

2258 Whitehall Dr

4 bd · 2 ba · 1,620 sqft · 0.235 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$530,000May 2024 $5,9202025 —Nov 2011 2 Names on Record AssessorUpdated May 2026

2288 Whitehall Dr

3 bd · 2 ba · 1,893 sqft · 0.233 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,5962025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2308 Whitehall Dr

4 bd · 2 ba · 1,637 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$395,000Sep 2020 $5,5502025 Amount on Record Jan 2020 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

2318 Whitehall Dr

3 bd · 2 ba · 2,109 sqft · 0.226 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$585,000Sep 2021 $7,5512025 Amount on Record May 2013 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

2328 Whitehall Dr

4 bd · 2 ba · 1,889 sqft · 0.222 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$5,0932025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2338 Whitehall Dr

5 bd · 3 ba · 2,662 sqft · 0.218 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$28,000Sep 2008 $4,9782025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

2348 Whitehall Dr

4 bd · 2 ba · 1,696 sqft · 0.214 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$100Mar 2017 $2,6792025 —Aug 2000 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2353 Whitehall Dr

5 bd · 2.5 ba · 2,930 sqft · 0.284 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$398,000Sep 2005 $5,8362025 Amount on Record Sep 1999 1 Name on Record Owner Occupied AssessorUpdated May 2026

2358 Whitehall Dr

4 bd · 3 ba · 2,322 sqft · 0.21 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$650,000May 2024 $8,8362025 —Jul 1993 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2368 Whitehall Dr

4 bd · 2 ba · 2,000 sqft · 0.249 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$465,000Jun 2023 $6,3802025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

Wildfire Risk on Whitehall Dr

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

Wildfire RiskNot rated
no burnable land in reach
Wildfire LikelihoodNegligible
ExposureNone
beyond ember reach

Property Records in Nearby Streets