Trailside Dr, Estero, FL Property Records

Lee County property records for 16 addresses on Trailside Dr, Estero, FL · Last verified August 2026

Trailside Dr Highlights

Properties 16
Median Sale Price $249,900
Deeds and Mortgages on File 20
Median Price per Sqft $165
Owner Occupied 69%
Median Annual Tax Bill $2,503
Median Year Built 1970
Median Ownership Tenure 7 years

Properties on Trailside Dr

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

20070 Trailside Dr

2 bd · 1 ba · 1,094 sqft · 1.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$7302025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

20140 Trailside Dr

2 bd · 1 ba · 1,198 sqft · 0.719 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$100,000May 2018 $3,3702025 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

20160 Trailside Dr

1 bd · 1 ba · 1,080 sqft · 0.464 acres

Last Sale Tax Bill Prior Sale Owner Records
$179,000Aug 2014 $1,2822025 Amount on Record May 2012 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

20190 Trailside Dr

0.682 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Feb 2007 $1,3792025 1 Name on Record AssessorUpdated Aug 2026

20210 Trailside Dr

5 bd · 2.5 ba · 2,204 sqft · 0.171 acres

Last Sale Tax Bill Prior Sale Owner Records
$249,900Mar 2019 $3,8902025 Amount on Record Aug 2016 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

20220 Trailside Dr

3 bd · 2 ba · 1,809 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$390,000Nov 2021 $4,8722025 Amount on Record Feb 2019 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

20230 Trailside Dr

3 bd · 2 ba · 2,387 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$32,000Sep 2020 $5,2502025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

20236 Trailside Dr

0.171 acres

Last Sale Tax Bill Prior Sale Owner Records
$7692025 2 Names on Record AssessorUpdated Aug 2026

20240 Trailside Dr

2 bd · 1 ba · 1,200 sqft · 1.03 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6982025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

20280 Trailside Dr

2 bd · 2 ba · 1,464 sqft · 0.689 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7692025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

20300 Trailside Dr

5,466 sqft · Built 1973 · 2.02 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,000Jul 1979 $1672024 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

20350 Trailside Dr

2 bd · 1 ba · 992 sqft · 0.183 acres

Last Sale Tax Bill Prior Sale Owner Records
$264,000Apr 2025 $2,9302025 Amount on Record Jan 2021 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

20360 Trailside Dr

2 bd · 1 ba · 1,120 sqft · 0.155 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$207,900Apr 2020 $2,5032025 Amount on Record Feb 2018 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

20361 Trailside Dr

2 ba · 652 sqft · 0.439 acres

Last Sale Tax Bill Prior Sale Owner Records
$85,000Sep 2001 $3,2182025 1 Name on Record AssessorUpdated Aug 2026

20380 Trailside Dr

4 bd · 1.5 ba · 1,188 sqft · 0.371 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8192025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

20400 Trailside Dr

3 bd · 9 ba · 4,007 sqft · 0.614 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$393,400Aug 2021 $9,5662025 Amount on Record Apr 2014 1 Name on Record Assessor + 3 DocumentsUpdated Apr 2026

Wildfire Risk on Trailside Dr

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

Wildfire RiskLow
this street's cells rank at the 35th percentile of exposed land nationally · 9th in Florida
Wildfire LikelihoodLow — about 1 in 1,974 per year
ExposureDirect
1 of 3 cells directly exposed · 3 adjoin burnable vegetation

Property Records in Nearby Streets