Chestnut Chase Rd, Winter Garden, FL Property Records

Orange County property records for 26 addresses on Chestnut Chase Rd, Winter Garden, FL · Last verified August 2026

Chestnut Chase Rd Highlights

Properties 26
Median Sale Price $350,000
Deeds and Mortgages on File 48
Median Price per Sqft $217
Owner Occupied 58%
Median Annual Tax Bill $6,282
Median Year Built 2017
Median Ownership Tenure 7 years

Properties on Chestnut Chase Rd

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

5740 Chestnut Chase Rd

4 bd · 2.5 ba · 2,378 sqft · built 2016 · 0.204 acres

Last Sale Tax Bill Prior Sale Owner Records
$570,000Oct 2024 $8,5432025 Amount on Record Jul 2021 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5741 Chestnut Chase Rd

3 bd · 2 ba · 1,650 sqft · built 2016 · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$420,000Nov 2021 $7,6282025 Amount on Record Dec 2016 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

5746 Chestnut Chase Rd

3 bd · 2.5 ba · 1,838 sqft · built 2016 · 0.12 acres

Last Sale Tax Bill Prior Sale Owner Records
$424,000Nov 2021 $7,9342025 Amount on Record Oct 2021 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

5747 Chestnut Chase Rd

3 bd · 2 ba · 1,851 sqft · built 2017 · 0.128 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,000Jul 2019 $5,0132025 Amount on Record Jun 2017 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

5752 Chestnut Chase Rd

4 bd · 2.5 ba · 2,383 sqft · built 2017 · 0.12 acres

Last Sale Tax Bill Prior Sale Owner Records
$302,400Apr 2017 $5,6652025 Amount on Record Feb 2016 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

5753 Chestnut Chase Rd

3 bd · 2 ba · 1,649 sqft · built 2017 · 0.127 acres

Last Sale Tax Bill Prior Sale Owner Records
$330,000Nov 2021 $3,5522025 Amount on Record Jun 2017 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

5758 Chestnut Chase Rd

3 bd · 2 ba · 1,851 sqft · built 2017 · 0.12 acres

Last Sale Tax Bill Prior Sale Owner Records
$283,274Oct 2017 $7,9712025 Amount on Record Feb 2016 1 Name on Record Assessor + 1 DocumentUpdated May 2026

5759 Chestnut Chase Rd

3 bd · 2.5 ba · 2,123 sqft · built 2017 · 0.125 acres

Last Sale Tax Bill Prior Sale Owner Records
$284,800Mar 2017 $5,1122025 Amount on Record Feb 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5764 Chestnut Chase Rd

3 bd · 2 ba · 1,650 sqft · built 2017 · 0.12 acres

Last Sale Tax Bill Prior Sale Owner Records
$263,528Nov 2017 $7,0582025 Amount on Record Feb 2016 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

5765 Chestnut Chase Rd

4 bd · 2.5 ba · 2,378 sqft · built 2016 · 0.123 acres

Last Sale Tax Bill Prior Sale Owner Records
$308,000Sep 2016 $5,2802025 Amount on Record Feb 2016 2 Names on Record Owner Occupied AssessorUpdated May 2026

5770 Chestnut Chase Rd

4 bd · 2.5 ba · 2,477 sqft · built 2016 · 0.212 acres

Last Sale Tax Bill Prior Sale Owner Records
$303,400Dec 2016 $5,4842025 Amount on Record Feb 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5771 Chestnut Chase Rd

4 bd · 2.5 ba · 2,451 sqft · built 2016 · 0.201 acres

Last Sale Tax Bill Prior Sale Owner Records
$344,600Sep 2016 $5,3612025 Amount on Record Feb 2016 2 Names on Record Owner Occupied AssessorUpdated May 2026

5807 Chestnut Chase Rd

3 bd · 2.5 ba · 1,636 sqft · built 2020 · 0.134 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Sep 2021 $6,6532025 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

5813 Chestnut Chase Rd

3 bd · 2.5 ba · 1,556 sqft · built 2020 · 0.064 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Jun 2024 $5,9612025 Amount on Record May 2020 2 Names on Record Assessor + 1 DocumentUpdated May 2026

5819 Chestnut Chase Rd

3 bd · 2.5 ba · 1,556 sqft · built 2020 · 0.064 acres

Last Sale Tax Bill Prior Sale Owner Records
$279,200Apr 2020 $6,4732025 2 Names on Record Assessor + 3 DocumentsUpdated May 2026

5825 Chestnut Chase Rd

2 bd · 2.5 ba · 1,636 sqft · built 2020 · 0.086 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Apr 2020 $4,5342025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5831 Chestnut Chase Rd

2 bd · 2.5 ba · 1,634 sqft · built 2017 · 0.086 acres

Last Sale Tax Bill Prior Sale Owner Records
$295,000Dec 2018 $6,8642025 1 Name on Record Assessor + 1 DocumentUpdated May 2026

5837 Chestnut Chase Rd

3 bd · 2.5 ba · 1,556 sqft · built 2017 · 0.064 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Dec 2018 $6,2822025 1 Name on Record Assessor + 1 DocumentUpdated May 2026

5843 Chestnut Chase Rd

2 bd · 2.5 ba · 1,449 sqft · built 2017 · 0.064 acres

Last Sale Tax Bill Prior Sale Owner Records
$255,000Dec 2018 $6,0492025 1 Name on Record Assessor + 1 DocumentUpdated May 2026

5849 Chestnut Chase Rd

2 bd · 2.5 ba · 1,449 sqft · built 2017 · 0.064 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,000Sep 2021 $4,6602025 Amount on Record Nov 2018 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

5855 Chestnut Chase Rd

3 bd · 2.5 ba · 1,556 sqft · built 2017 · 0.064 acres

Last Sale Tax Bill Prior Sale Owner Records
$313,000Apr 2021 $6,2822025 Amount on Record Mar 2021 1 Name on Record Assessor + 8 DocumentsUpdated May 2026

5861 Chestnut Chase Rd

2 bd · 2.5 ba · 1,634 sqft · built 2017 · 0.086 acres

Last Sale Tax Bill Prior Sale Owner Records
$279,100Jul 2018 $4,2882025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

5867 Chestnut Chase Rd

2 bd · 2.5 ba · 1,634 sqft · built 2018 · 0.086 acres

Last Sale Tax Bill Prior Sale Owner Records
$355,000Jan 2022 $6,4802025 Amount on Record Oct 2018 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

5873 Chestnut Chase Rd

3 bd · 2.5 ba · 1,561 sqft · built 2018 · 0.064 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,3222025 1 Name on Record Assessor + 1 DocumentUpdated May 2026

5879 Chestnut Chase Rd

3 bd · 2.5 ba · 1,561 sqft · built 2018 · 0.064 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,3222025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5885 Chestnut Chase Rd

2 bd · 2.5 ba · 1,634 sqft · built 2018 · 0.107 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,4802025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

Wildfire Risk on Chestnut Chase Rd

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

Wildfire RiskModerate
this street's cells rank above 41% of the US · above 14% of Florida
Wildfire LikelihoodAbout 1 in 1,463 per year
ExposureIndirect
0 of 3 cells directly exposed · 2 adjoin burnable vegetation

Property Records in Nearby Streets