Hampton Crossing Dr, Winter Garden, FL Property Records

Orange County property records for 44 addresses on Hampton Crossing Dr, Winter Garden, FL · Last verified August 2026

Hampton Crossing Dr Highlights

Properties 44
Median Sale Price $570,000
Deeds and Mortgages on File 129
Median Price per Sqft $259
Owner Occupied 93%
Median Annual Tax Bill $6,715
Median Year Built 2017
Median Ownership Tenure 8 years

Properties on Hampton Crossing Dr

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

16006 Hampton Crossing Dr

4 bd · 4 ba · 4,065 sqft · 0.602 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$774,200Dec 2018 $13,2672025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

16012 Hampton Crossing Dr

4 bd · 3 ba · 2,934 sqft · 0.437 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$950,000Sep 2021 $14,2102025 Amount on Record Jul 2019 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

16017 Hampton Crossing Dr

3 bd · 2 ba · 2,635 sqft · 0.191 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$685,000Aug 2023 $9,8102025 Amount on Record Feb 2021 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

16023 Hampton Crossing Dr

5 bd · 3.5 ba · 3,620 sqft · 0.215 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$423,241Jun 2016 $7,6452025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

16041 Hampton Crossing Dr

4 bd · 3 ba · 2,098 sqft · 0.232 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$650,000Oct 2023 $8,3472025 Amount on Record Dec 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

16047 Hampton Crossing Dr

5 bd · 4 ba · 2,594 sqft · 0.212 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$234,486Mar 2017 $5,1862025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

16053 Hampton Crossing Dr

4 bd · 3 ba · 2,117 sqft · 0.171 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$529,000Jun 2021 $7,7112025 Amount on Record Jun 2017 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

16059 Hampton Crossing Dr

3 bd · 3 ba · 2,025 sqft · 0.165 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$570,000Apr 2025 $9,0062025 Amount on Record Apr 2024 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

16064 Hampton Crossing Dr

5 bd · 4.5 ba · 2,594 sqft · 0.35 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$505,000May 2021 $10,5012025 Amount on Record Sep 2017 2 Names on Record Owner Occupied Assessor + 7 DocumentsUpdated May 2026

16065 Hampton Crossing Dr

3 bd · 3 ba · 2,117 sqft · 0.16 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$303,066Jun 2017 $5,0812025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

16070 Hampton Crossing Dr

4 bd · 3 ba · 2,272 sqft · 0.163 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$515,000Jul 2021 $7,5652025 Amount on Record Nov 2017 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

16071 Hampton Crossing Dr

3 bd · 3 ba · 2,040 sqft · 0.159 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$307,896Nov 2017 $5,0142025 2 Names on Record Assessor + 3 DocumentsUpdated May 2026

16076 Hampton Crossing Dr

4 bd · 3 ba · 2,098 sqft · 0.174 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$325,796Mar 2017 $5,0822025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

16077 Hampton Crossing Dr

5 bd · 4.5 ba · 2,953 sqft · 0.148 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$404,234Oct 2017 $7,1292025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

16082 Hampton Crossing Dr

3 bd · 3 ba · 2,040 sqft · 0.149 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$300,195Aug 2017 $5,0192025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

16083 Hampton Crossing Dr

3 bd · 3 ba · 2,040 sqft · 0.148 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$315,000Oct 2017 $5,4342025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

16088 Hampton Crossing Dr

4 bd · 3.5 ba · 2,594 sqft · 0.149 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$358,000Oct 2017 $5,9682025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

16089 Hampton Crossing Dr

4 bd · 3.5 ba · 2,594 sqft · 0.148 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$395,000Jul 2019 $10,3392025 Amount on Record Oct 2017 1 Name on Record Assessor + 3 DocumentsUpdated May 2026

16094 Hampton Crossing Dr

4 bd · 3 ba · 2,117 sqft · 0.149 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$620,000Jul 2024 $9,1332025 Amount on Record May 2017 1 Name on Record Assessor + 4 DocumentsUpdated May 2026

16095 Hampton Crossing Dr

4 bd · 3 ba · 2,117 sqft · 0.148 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$316,646Oct 2017 $5,8992025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

16100 Hampton Crossing Dr

5 bd · 4.5 ba · 2,953 sqft · 0.149 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$362,100Apr 2020 $10,7062025 Amount on Record Apr 2018 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

16101 Hampton Crossing Dr

4 bd · 3 ba · 2,687 sqft · 0.148 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$335,786Dec 2017 $5,9302025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

16106 Hampton Crossing Dr

4 bd · 3 ba · 2,272 sqft · 0.149 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$436,000Sep 2018 $7,9632025 Amount on Record Jun 2017 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

16107 Hampton Crossing Dr

4 bd · 3 ba · 2,117 sqft · 0.148 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$312,200Jun 2017 $5,2082025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

16112 Hampton Crossing Dr

4 bd · 3 ba · 2,343 sqft · 0.149 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$460,000Mar 2021 $7,8262025 Amount on Record Mar 2018 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

16113 Hampton Crossing Dr

5 bd · 4.5 ba · 2,961 sqft · 0.148 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$377,500Nov 2017 $7,0822025 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

16118 Hampton Crossing Dr

4 bd · 3 ba · 2,117 sqft · 0.149 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$335,400Jul 2017 $4,5292025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

16119 Hampton Crossing Dr

4 bd · 3 ba · 2,117 sqft · 0.148 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$325,116Jul 2017 $5,0812025 Amount on Record Jun 2017 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

16124 Hampton Crossing Dr

5 bd · 3.5 ba · 2,961 sqft · 0.149 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$7,0272025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

16125 Hampton Crossing Dr

5 bd · 4 ba · 2,594 sqft · 0.148 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$689,000Dec 2025 $5,0752025 Amount on Record Nov 2017 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

16130 Hampton Crossing Dr

3 bd · 3 ba · 2,040 sqft · 0.149 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$316,526Aug 2017 $5,0312025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

16131 Hampton Crossing Dr

4 bd · 3 ba · 2,117 sqft · 0.148 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$400,000Nov 2019 $6,3652025 Amount on Record Oct 2017 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

16136 Hampton Crossing Dr

4 bd · 3 ba · 2,272 sqft · 0.149 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$489,900Jun 2021 $7,6062025 Amount on Record May 2017 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

16137 Hampton Crossing Dr

3 bd · 3 ba · 2,040 sqft · 0.148 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$310,000Oct 2018 $6,0082025 Amount on Record Jul 2017 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

16142 Hampton Crossing Dr

4 bd · 3.5 ba · 2,949 sqft · 0.162 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$555,000Jan 2020 $11,8172025 Amount on Record Jun 2017 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

16143 Hampton Crossing Dr

4 bd · 3 ba · 2,098 sqft · 0.149 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$625,000Nov 2023 $5,9132025 Amount on Record Nov 2021 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

16148 Hampton Crossing Dr

5 bd · 4 ba · 2,594 sqft · 0.15 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$405,000Oct 2018 $6,7152025 Amount on Record Aug 2017 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

16149 Hampton Crossing Dr

4 bd · 3.5 ba · 3,115 sqft · 0.151 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$365,436Mar 2017 $8,8622025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

16154 Hampton Crossing Dr

4 bd · 3.5 ba · 2,075 sqft · 0.183 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$317,256Jan 2017 $5,1302025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

16155 Hampton Crossing Dr

4 bd · 3 ba · 2,343 sqft · 0.156 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$347,876Jul 2017 $5,5922025 Amount on Record Jun 2017 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

16161 Hampton Crossing Dr

4 bd · 3 ba · 2,687 sqft · 0.162 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$349,964Jul 2017 $5,9302025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

16167 Hampton Crossing Dr

5 bd · 4 ba · 2,594 sqft · 0.227 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$699,500Jun 2026 $5,9422025 Amount on Record Jul 2017 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jun 2026

16173 Hampton Crossing Dr

4 bd · 3 ba · 2,098 sqft · 0.328 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$395,000Dec 2019 $5,9502025 Amount on Record Mar 2017 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

16179 Hampton Crossing Dr

5 bd · 3.5 ba · 3,620 sqft · 0.581 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$550,000Aug 2019 $8,2422025 Amount on Record May 2017 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

Wildfire Risk on Hampton Crossing Dr

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

Wildfire RiskModerate
this street's cells rank above 64% of the US · above 40% of Florida
Wildfire LikelihoodAbout 1 in 465 per year
ExposureDirect
2 of 4 cells directly exposed · 4 adjoin burnable vegetation

Property Records in Nearby Streets