Gaines Dr, Winter Haven, FL Property Records

Polk County property records for 29 addresses on Gaines Dr, Winter Haven, FL · Last verified August 2026

Gaines Dr Highlights

Properties 29
Median Sale Price $515,000
Deeds and Mortgages on File 58
Median Price per Sqft $183
Owner Occupied 86%
Median Annual Tax Bill $2,475
Median Year Built 1984
Median Ownership Tenure 7 years

Properties on Gaines Dr

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

3800 Gaines Dr

3 bd · 3 ba · 2,479 sqft · 0.501 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$21,500Jun 1997 $1,9602025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

3801 Gaines Dr

3 bd · 2 ba · 1,964 sqft · 0.505 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2019 $1,6832025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

3803 Gaines Dr

3 bd · 2 ba · 1,868 sqft · 0.522 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$206,500May 2017 $1,3992025 Amount on Record Jul 2015 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

3804 Gaines Dr

3 bd · 2 ba · 2,390 sqft · 0.629 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$470,000Aug 2023 $4,0942025 Amount on Record Dec 2020 2 Names on Record Owner Occupied Assessor + 8 DocumentsUpdated Jul 2026

3805 Gaines Dr

3 bd · 3 ba · 3,003 sqft · 0.714 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$550,000Oct 2025 $4,1182025 Amount on Record Mar 2021 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

3806 Gaines Dr

4 bd · 2 ba · 2,890 sqft · 0.769 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$261,000Dec 2016 $6932024 Amount on Record Jul 2016 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

3807 Gaines Dr

3 bd · 3 ba · 2,035 sqft · 0.505 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$250,000May 2019 $2,8622025 Amount on Record May 2007 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

3808 Gaines Dr

4 bd · 2 ba · 2,098 sqft · 0.855 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$500,000Apr 2025 $1,8182025 —Apr 2021 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

3809 Gaines Dr

3 bd · 2 ba · 1,888 sqft · 0.503 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$229,900May 2008 $1,6832025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

3810 Gaines Dr

3 bd · 3 ba · 2,642 sqft · 1.21 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,4752025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

3811 Gaines Dr

3 bd · 2 ba · 2,055 sqft · 0.599 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$365,000Dec 2021 $4,1312025 Amount on Record Apr 2009 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

3813 Gaines Dr

4 bd · 4 ba · 4,159 sqft · 0.643 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$515,000Mar 2021 $7,0052025 Amount on Record Feb 2011 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

3815 Gaines Dr

4 bd · 2 ba · 2,748 sqft · 0.587 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$364,900Mar 2017 $6932024 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

3816 Gaines Dr

3 bd · 3 ba · 3,714 sqft · 0.623 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$902,500Feb 2021 $10,8462025 Amount on Record Apr 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

3817 Gaines Dr

4 bd · 3 ba · 5,017 sqft · 0.912 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$550,000Jan 2021 $5,4182025 Amount on Record Dec 2019 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

3819 Gaines Dr

4 bd · 3 ba · 2,913 sqft · 0.63 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$540,000Jan 2022 $6932024 Amount on Record Nov 2004 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

3820 Gaines Dr

4 bd · 3 ba · 3,345 sqft · 0.519 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000Sep 2020 $13,6762025 Amount on Record Jun 2019 2 Names on Record Assessor + 3 DocumentsUpdated Jul 2026

3824 Gaines Dr

5 bd · 5 ba · 7,448 sqft · 0.638 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,460,000Mar 2026 $13,5172025 Amount on Record Mar 2025 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

3831 Gaines Dr

3 bd · 2 ba · 2,678 sqft · 0.552 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$320,000Nov 2018 $2,7172025 Amount on Record Sep 2011 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

3838 Gaines Dr

3 bd · 3 ba · 4,751 sqft · 0.774 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$115,000May 1988 $6,8962025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

3850 Gaines Dr

3 bd · 2 ba · 1,938 sqft · 0.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$172,500Apr 2015 $1,9292025 Amount on Record Nov 2014 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

3851 Gaines Dr

3 bd · 2 ba · 2,632 sqft · 0.544 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$6932024 Amount on Record Aug 1995 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

3852 Gaines Dr

3 bd · 3 ba · 2,759 sqft · 0.5 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$364,000Jun 2023 $4,0892025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

3853 Gaines Dr

4 bd · 3 ba · 2,646 sqft · 0.55 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$140,500Jul 1995 $2,4382025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

3854 Gaines Dr

3 bd · 3 ba · 2,243 sqft · 0.5 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$154,000Apr 1996 $2,4002025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

3855 Gaines Dr

4 bd · 3 ba · 3,862 sqft · 0.505 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$484,000Apr 2021 $5,3282025 Amount on Record Feb 2012 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

3856 Gaines Dr

4 bd · 3 ba · 2,805 sqft · 0.635 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$395,000Apr 2021 $4,3822025 —Apr 2021 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

3857 Gaines Dr

3 bd · 2 ba · 2,208 sqft · 0.504 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$98,882Feb 2015 $1,8992025 Amount on Record May 2008 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

3859 Gaines Dr

3 bd · 3 ba · 2,066 sqft · 0.829 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$287,500May 2006 $2,0082025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

Wildfire Risk on Gaines Dr

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

Wildfire RiskModerate
this street's cells rank above 46% of the US · above 19% of Florida
Wildfire LikelihoodAbout 1 in 1,008 per year
ExposureDirect
3 of 5 cells directly exposed · 5 adjoin burnable vegetation

Property Records in Nearby Streets