Rollingwood Trl, Eustis, FL Property Records

Lake County property records for 37 addresses on Rollingwood Trl, Eustis, FL · Last verified August 2026

Rollingwood Trl Highlights

Properties 37
Median Sale Price $505,000
Deeds and Mortgages on File 50
Median Price per Sqft $228
Owner Occupied 86%
Median Annual Tax Bill $3,580
Median Year Built 1994
Median Ownership Tenure 10 years

Properties on Rollingwood Trl

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

21234 Rollingwood Trl

3 bd · 2.5 ba · 3,422 sqft · 4.71 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$260,000Feb 2015 $3,5802024 Amount on Record Mar 2014 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

21247 Rollingwood Trl

2 bd · 3 ba · 5,011 sqft · 9.5 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$137,500Jul 2018 $8,2252024 Amount on Record May 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

21315 Rollingwood Trl

3 bd · 3 ba · 1,961 sqft · 5 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$350,000Jun 2019 $3,2872024 Amount on Record May 2012 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Dec 2025

21316 Rollingwood Trl

4 bd · 3 ba · 2,623 sqft · 4.67 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$170,000Jun 2021 $5,5342025 —Jun 2021 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

21331 Rollingwood Trl

3 bd · 2 ba · 1,964 sqft · 4.78 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$135,000Feb 1999 $7602024 Amount on Record Dec 1993 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

21332 Rollingwood Trl

4 bd · 3.5 ba · 2,570 sqft · 4.72 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$690,000Sep 2023 $6,4412024 Amount on Record Aug 2020 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

21346 Rollingwood Trl

3 bd · 2 ba · 1,849 sqft · 4.72 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$389,000Aug 2005 $3,0012024 Amount on Record Sep 2001 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

21347 Rollingwood Trl

3 bd · 3 ba · 3,528 sqft · 4.79 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$100Mar 2016 $4,2762024 Amount on Record Dec 2000 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

21411 Rollingwood Trl

5 bd · 3 ba · 2,900 sqft · 4.8 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$715,000Apr 2022 $6,6232024 Amount on Record May 2019 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

21412 Rollingwood Trl

3 bd · 3 ba · 2,312 sqft · 5 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$238,500May 2002 $3,3062024 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

21427 Rollingwood Trl

3 bd · 2 ba · 1,155 sqft · 4.77 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$290,000Jun 2006 $3,7422025 Amount on Record Nov 2004 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

21428 Rollingwood Trl

3 bd · 2 ba · 2,226 sqft · 4.72 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$125,100May 2016 $3,2892025 Amount on Record Dec 1999 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

21444 Rollingwood Trl

3 bd · 2 ba · 1,840 sqft · 4.75 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$530,000Apr 2025 $2,8852024 Amount on Record Apr 2021 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

21445 Rollingwood Trl

3 bd · 2 ba · 2,287 sqft · 4.78 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$324,000Jan 2019 $4,5162024 Amount on Record Dec 1994 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

21505 Rollingwood Trl

5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$130,000Dec 2004 $1,7142024 Amount on Record Aug 2004 1 Name on Record AssessorUpdated Jan 2026

21508 Rollingwood Trl

3 bd · 2 ba · 1,483 sqft · 4.86 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$65,300Sep 2018 $2,5702024 Amount on Record Apr 2013 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

21523 Rollingwood Trl

3 bd · 3 ba · 2,531 sqft · 4.96 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$505,000Nov 2024 $3,1812024 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

21524 Rollingwood Trl

3 bd · 2 ba · 3,864 sqft · 4.82 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,255Dec 2020 $5,7902024 Amount on Record Apr 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

21539 Rollingwood Trl

4 bd · 3 ba · 2,784 sqft · 4.98 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$442,500Mar 2018 $5,4202024 Amount on Record Sep 1998 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Dec 2025

21540 Rollingwood Trl

3 bd · 2 ba · 1,879 sqft · 4.86 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$154,000Apr 1997 $6,3962024 Amount on Record Aug 1995 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

21600 Rollingwood Trl

3 bd · 4.5 ba · 3,306 sqft · 9.72 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$140,000Jun 2018 $2,6472024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

21603 Rollingwood Trl

3 bd · 3 ba · 2,159 sqft · 5 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$221,200Jul 2002 $3,4132024 Amount on Record Jun 1998 2 Names on Record Owner Occupied AssessorUpdated Dec 2025
Last Sale Tax Bill Prior Sale Owner Records
$30,000Jun 1990 $1,7642024 2 Names on Record AssessorUpdated Dec 2025
Last Sale Tax Bill Prior Sale Owner Records
$55,400Jul 2014 $1,7232024 —Jul 2014 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

21701 Rollingwood Trl

3 bd · 2 ba · 2,676 sqft · 4.95 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$228,000Jan 2013 $3,7282024 Amount on Record Dec 1994 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

21702 Rollingwood Trl

4 bd · 4 ba · 3,188 sqft · 14.5 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$355,000Aug 2013 $5,8112024 Amount on Record Jun 1998 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Dec 2025

21715 Rollingwood Trl

4 bd · 2 ba · 2,226 sqft · 5 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$500,000Sep 2023 $6,3362024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

21733 Rollingwood Trl

2 bd · 2 ba · 1,602 sqft · 5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$118,000Feb 1998 $2,5292024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

21734 Rollingwood Trl

3 bd · 2.5 ba · 1,967 sqft · 4.85 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$450,000Feb 2023 $4,8332024 Amount on Record Jul 2020 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

21747 Rollingwood Trl

3 bd · 2 ba · 2,346 sqft · 5 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,8492024 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

21750 Rollingwood Trl

3 bd · 2 ba · 1,745 sqft · 4.85 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$26,000Nov 1994 $3,1112024 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

21811 Rollingwood Trl

3 bd · 2 ba · 2,340 sqft · 5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,0482024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

21812 Rollingwood Trl

3 bd · 2 ba · 1,468 sqft · 4.84 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$155,000Dec 2010 $2,6732024 —Mar 2010 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated Apr 2026

21828 Rollingwood Trl

4 bd · 3 ba · 2,963 sqft · 4.83 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$725,000May 2022 $6,1252024 Amount on Record Sep 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

21829 Rollingwood Trl

3 bd · 3 ba · 2,279 sqft · 5 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$175,000Apr 1999 $3,8392025 —Apr 1999 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

21910 Rollingwood Trl

3 bd · 2 ba · 1,795 sqft · 4.68 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$180,000Oct 2017 $2,8772024 Amount on Record Jun 2008 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

21915 Rollingwood Trl

4 bd · 3 ba · 2,504 sqft · 4.7 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$499,000Dec 2020 $4,7152024 Amount on Record Dec 2012 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

Wildfire Risk on Rollingwood Trl

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

Wildfire RiskModerate
this street's cells rank at the 69th percentile of exposed land nationally · 50th in Florida
Wildfire LikelihoodHigh — about 1 in 311 per year
ExposureDirect
11 of 11 cells directly exposed · 11 adjoin burnable vegetation

Property Records in Nearby Streets