Rolling Oaks Dr, Winter Haven, FL Property Records

Polk County property records for 156 addresses on Rolling Oaks Dr, Winter Haven, FL · Last verified August 2026

Rolling Oaks Dr Highlights

Properties 156
Median Sale Price $98,900
Deeds and Mortgages on File 76
Median Price per Sqft $89
Owner Occupied 78%
Median Annual Tax Bill $437
Median Year Built 1983
Median Ownership Tenure 9 years

Properties on Rolling Oaks Dr

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

4002 Rolling Oaks Dr

1,176 sqft · Built 1980 · 0.128 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2018 $1,1692025 2 Names on Record Assessor + 3 DocumentsUpdated Aug 2026

4003 Rolling Oaks Dr

1,056 sqft · Built 1981 · 0.107 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$48,000Jun 2004 $1,2262025 1 Name on Record AssessorUpdated Aug 2026

4005 Rolling Oaks Dr

1,080 sqft · Built 1980 · 0.085 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$57,000Mar 2018 $1,1232025 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

4007 Rolling Oaks Dr

936 sqft · Built 1982 · 0.085 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$42,900Apr 2017 $1922025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4009 Rolling Oaks Dr

1,056 sqft · Built 2016 · 0.085 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$23,000Jul 2015 $4382025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4011 Rolling Oaks Dr

840 sqft · Built 1980 · 0.085 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$43,000Mar 2017 $2512025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4013 Rolling Oaks Dr

1,008 sqft · Built 1980 · 0.085 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$95,000Aug 2022 $2802025 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

4015 Rolling Oaks Dr

1,272 sqft · Built 1980 · 0.085 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2932025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

4017 Rolling Oaks Dr

1,056 sqft · Built 1980 · 0.085 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$125,000Oct 2024 $3752025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4019 Rolling Oaks Dr

888 sqft · Built 1980 · 0.085 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2019 $1902025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4021 Rolling Oaks Dr

1,056 sqft · Built 1979 · 0.085 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,0972025 2 Names on Record AssessorUpdated Aug 2026

4023 Rolling Oaks Dr

805 sqft · Built 1999 · 0.085 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$4,950,000Apr 1986 $3412025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4025 Rolling Oaks Dr

912 sqft · Built 1979 · 0.085 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$45,000Jan 2003 $1,0512025 2 Names on Record AssessorUpdated Aug 2026

4027 Rolling Oaks Dr

1,200 sqft · Built 1979 · 0.085 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,2702025 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

4029 Rolling Oaks Dr

1,176 sqft · Built 1979 · 0.085 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$45,000May 2005 $2662025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

4031 Rolling Oaks Dr

1,008 sqft · Built 1980 · 0.085 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,1532025 2 Names on Record AssessorUpdated Aug 2026

4032 Rolling Oaks Dr

1,008 sqft · Built 1980 · 0.091 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$32,500Feb 2001 $1,0852025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4033 Rolling Oaks Dr

1,032 sqft · Built 1980 · 0.085 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$77,000May 2020 $3852025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4034 Rolling Oaks Dr

1,032 sqft · Built 1982 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,1622025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4035 Rolling Oaks Dr

1,032 sqft · Built 1982 · 0.085 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$98,900Apr 2022 $5682025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4036 Rolling Oaks Dr

1,056 sqft · Built 1982 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$55,000Jan 2006 $1732025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4037 Rolling Oaks Dr

1,056 sqft · Built 1981 · 0.085 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$53,500Jan 2019 $1902025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4038 Rolling Oaks Dr

1,056 sqft · Built 1983 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,1352025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4039 Rolling Oaks Dr

1,008 sqft · Built 1982 · 0.085 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$65,900Nov 2016 $5832025 —Apr 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

4040 Rolling Oaks Dr

1,368 sqft · Built 1982 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2016 $4042025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4041 Rolling Oaks Dr

792 sqft · Built 1983 · 0.085 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$103,000Apr 2023 $3222025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

4042 Rolling Oaks Dr

1,104 sqft · Built 1983 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$45,000Aug 2013 $1102025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4043 Rolling Oaks Dr

864 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2010 $1,0502025 2 Names on Record AssessorUpdated Aug 2026

4044 Rolling Oaks Dr, #145

1,248 sqft · Built 2004 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$84,000Apr 2017 $1,5682025 2 Names on Record AssessorUpdated Aug 2026

4045 Rolling Oaks Dr

912 sqft · Built 1983 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$51,000Aug 2017 $3712025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4046 Rolling Oaks Dr

1,320 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$83,500Jan 2022 $7522025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4047 Rolling Oaks Dr

840 sqft · Built 1982 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$50,000Jun 1995 $2032025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4048 Rolling Oaks Dr

1,320 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$43,000Apr 2008 $1,2142025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4049 Rolling Oaks Dr

1,392 sqft · Built 1983 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$94,000Nov 2022 $1,3662025 Amount on Record Apr 2003 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

4050 Rolling Oaks Dr

1,200 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2015 $1202025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4051 Rolling Oaks Dr

1,056 sqft · Built 1982 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$40,800Mar 2000 $1042025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4052 Rolling Oaks Dr

1,320 sqft · Built 1983 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2019 $1152025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4053 Rolling Oaks Dr

1,104 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$47,000Nov 2001 $2452025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4054 Rolling Oaks Dr

1,104 sqft · Built 1983 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$66,000Nov 2007 $1,1692025 2 Names on Record AssessorUpdated Aug 2026

4055 Rolling Oaks Dr

1,440 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$68,200Jan 2020 $1,2942025 2 Names on Record AssessorUpdated Aug 2026

4056 Rolling Oaks Dr

1,104 sqft · Built 1981 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$49,000Oct 2014 $1,1472025 2 Names on Record AssessorUpdated Aug 2026

4057 Rolling Oaks Dr, #29

1,392 sqft · Built 1983 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3552025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4058 Rolling Oaks Dr

1,440 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$76,000Aug 2020 $2302025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4059 Rolling Oaks Dr

1,440 sqft · Built 2015 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8512025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4060 Rolling Oaks Dr

1,056 sqft · Built 1983 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—May 2020 $522025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4061 Rolling Oaks Dr

864 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$49,000Nov 2016 $1022025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4062 Rolling Oaks Dr

1,368 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$65,000Jan 2009 $2622025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4063 Rolling Oaks Dr

1,320 sqft · Built 1983 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2017 $882025 Amount on Record Jul 2017 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4064 Rolling Oaks Dr

1,296 sqft · Built 1984 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$52,000Nov 2004 $2812025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4065 Rolling Oaks Dr

864 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$87,500May 2025 $1,0502025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4066 Rolling Oaks Dr

1,176 sqft · Built 1984 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3032025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4067 Rolling Oaks Dr

792 sqft · Built 1983 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2016 $1,0132025 Amount on Record Jan 1996 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

4068 Rolling Oaks Dr

960 sqft · Built 2004 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$45,000Apr 2003 $2832025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4069 Rolling Oaks Dr

816 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$30,000Jun 2014 $2672025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4070 Rolling Oaks Dr

1,440 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$131,000May 2023 $8192025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4071 Rolling Oaks Dr

1,344 sqft · Built 2015 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$9,600Sep 2014 $5012025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4072 Rolling Oaks Dr

1,104 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$55,000Apr 2017 $2772025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4073 Rolling Oaks Dr

1,440 sqft · Built 2010 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2012 $4742025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4074 Rolling Oaks Dr

792 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$38,000Jun 1997 $1,0512025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4075 Rolling Oaks Dr

1,440 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$79,000Mar 2020 $2472025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4076 Rolling Oaks Dr

1,200 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$135,000Apr 2025 $202025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4077 Rolling Oaks Dr

1,176 sqft · Built 1985 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1612025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

4078 Rolling Oaks Dr

1,368 sqft · Built 1983 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$45,000Mar 2017 $9732025 —Feb 2017 1 Name on Record AssessorUpdated Jul 2026

4080 Rolling Oaks Dr

1,464 sqft · Built 1984 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$72,000Jul 2019 $2352025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4081 Rolling Oaks Dr

1,032 sqft · Built 1985 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$59,000May 2017 $3292025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4082 Rolling Oaks Dr

1,440 sqft · Built 1983 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$116,000Jun 2025 $2872025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4083 Rolling Oaks Dr

1,056 sqft · Built 1985 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$60,000Nov 2005 $1132025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4084 Rolling Oaks Dr

1,080 sqft · Built 1985 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$42,000Jan 2014 $1,1232025 2 Names on Record AssessorUpdated Aug 2026

4085 Rolling Oaks Dr

1,012 sqft · Built 2024 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$86,000Oct 2021 $1,8862025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4087 Rolling Oaks Dr

1,344 sqft · Built 1983 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$79,000Jul 2019 $4132025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4089 Rolling Oaks Dr

912 sqft · Built 1985 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3602025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4090 Rolling Oaks Dr

1,344 sqft · Built 1982 · 0.086 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$107,000Jul 2022 $1,3282025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

4091 Rolling Oaks Dr

1,464 sqft · Built 1987 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$69,900Jun 2014 $4372025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4093 Rolling Oaks Dr

768 sqft · Built 1984 · 0.112 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$28,000Feb 2022 $9962025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

4095 Rolling Oaks Dr

1,344 sqft · Built 1975 · 0.164 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$50,000Jul 2014 $3592025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4097 Rolling Oaks Dr

1,080 sqft · Built 1985 · 0.13 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$49,500Aug 1995 $1672025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4099 Rolling Oaks Dr

1,056 sqft · Built 1987 · 0.094 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2020 $1452025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4101 Rolling Oaks Dr

960 sqft · Built 1985 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$139,000Jun 2024 $7982025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4103 Rolling Oaks Dr

864 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$105,000Aug 2023 $4722025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

4105 Rolling Oaks Dr

1,296 sqft · Built 1994 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2017 $4782025 —May 2020 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

4107 Rolling Oaks Dr

1,224 sqft · Built 1981 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$109,900Apr 2022 $2842025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

4109 Rolling Oaks Dr

1,104 sqft · Built 1982 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2019 $1852025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4111 Rolling Oaks Dr

1,200 sqft · Built 1984 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3482025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4113 Rolling Oaks Dr

1,104 sqft · Built 1983 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2292025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

4115 Rolling Oaks Dr

1,176 sqft · Built 1981 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2016 $1572025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4117 Rolling Oaks Dr

1,080 sqft · Built 1984 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$78,000Feb 2021 $1982025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4119 Rolling Oaks Dr

912 sqft · Built 1984 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2010 $1,1092025 1 Name on Record AssessorUpdated Aug 2026

4121 Rolling Oaks Dr

1,080 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$28,000Jul 2014 $1,1922025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4123 Rolling Oaks Dr

1,032 sqft · Built 1985 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$70,000Jul 2017 $2702025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4125 Rolling Oaks Dr

1,080 sqft · Built 1984 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2011 $702025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4127 Rolling Oaks Dr

1,368 sqft · Built 1986 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$74,000Dec 2005 $2242025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4129 Rolling Oaks Dr

1,056 sqft · Built 1985 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$131,000Feb 2016 $5202025 Amount on Record Jan 2016 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

4131 Rolling Oaks Dr

1,056 sqft · Built 1985 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$125,000Feb 2023 $1,1962025 —Apr 2017 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

4133 Rolling Oaks Dr

1,380 sqft · Built 1984 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$51,000Mar 1994 $1,2752025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4135 Rolling Oaks Dr

1,176 sqft · Built 1987 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$50,000Jul 1993 $1,2032025 1 Name on Record AssessorUpdated Aug 2026

4137 Rolling Oaks Dr

1,032 sqft · Built 1985 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$52,000Mar 2017 $1,1472025 —Feb 2016 2 Names on Record AssessorUpdated Jul 2026

4139 Rolling Oaks Dr

1,464 sqft · Built 1985 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$54,000Apr 2001 $3062025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4144 Rolling Oaks Dr, #433

1,224 sqft · Built 1987 · 0.086 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$43,000Feb 2017 $8762025 —Aug 2016 2 Names on Record AssessorUpdated Aug 2026

4146 Rolling Oaks Dr

1,176 sqft · Built 1986 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$82,900Sep 2021 $522025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4148 Rolling Oaks Dr

1,032 sqft · Built 1985 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2023 $1,1812025 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

4149 Rolling Oaks Dr

1,200 sqft · Built 1986 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$118,000Feb 2024 $1,3212025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4150 Rolling Oaks Dr

1,032 sqft · Built 1985 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,1152025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4151 Rolling Oaks Dr

1,056 sqft · Built 1985 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2023 $1,1902025 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

4152 Rolling Oaks Dr

1,056 sqft · Built 1985 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$55,000Jul 2016 $1602025 Amount on Record Apr 2016 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

4153 Rolling Oaks Dr

1,368 sqft · Built 1985 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7822025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4154 Rolling Oaks Dr

805 sqft · Built 1985 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2016 $9792025 2 Names on Record AssessorUpdated Aug 2026

4155 Rolling Oaks Dr

1,176 sqft · Built 1985 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2412025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4156 Rolling Oaks Dr

864 sqft · Built 1985 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$36,000Jun 1994 $4502025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4157 Rolling Oaks Dr

1,464 sqft · Built 1984 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$65,000Apr 2010 $1,2912025 2 Names on Record AssessorUpdated Aug 2026

4158 Rolling Oaks Dr

1,403 sqft · Built 1985 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$79,000Jun 2021 $1,3752025 2 Names on Record AssessorUpdated Aug 2026

4159 Rolling Oaks Dr

1,488 sqft · Built 1984 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,4242025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4160 Rolling Oaks Dr

1,464 sqft · Built 1985 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2016 $6892025 —Nov 2014 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4161 Rolling Oaks Dr

1,104 sqft · Built 1985 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$5162025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4163 Rolling Oaks Dr

1,104 sqft · Built 1985 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$110,000May 2023 $1,2262025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4164 Rolling Oaks Dr

943 sqft · Built 1985 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2023 $3372025 —Oct 2015 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

4165 Rolling Oaks Dr

1,152 sqft · Built 1985 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2016 $1,2632025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4166 Rolling Oaks Dr

1,056 sqft · Built 1985 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$57,000Dec 2016 $1,1772025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4167 Rolling Oaks Dr

1,176 sqft · Built 1985 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$119,000Apr 2023 $7642025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4168 Rolling Oaks Dr

1,056 sqft · Built 1985 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$43,000May 1997 $582025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4169 Rolling Oaks Dr

1,464 sqft · Built 1985 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$64,000Apr 2021 $2882024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

4170 Rolling Oaks Dr

1,152 sqft · Built 1985 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2024 $4902025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4171 Rolling Oaks Dr

1,464 sqft · Built 1984 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$45,000Apr 2010 $1672025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4173 Rolling Oaks Dr

720 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$9362025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4174 Rolling Oaks Dr

1,127 sqft · Built 1985 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3532025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4175 Rolling Oaks Dr

912 sqft · Built 1982 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$44,000Mar 2003 $3192025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4176 Rolling Oaks Dr

1,586 sqft · Built 1985 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$82,000Sep 2018 $3962025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4177 Rolling Oaks Dr

840 sqft · Built 1980 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,0812025 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

4178 Rolling Oaks Dr

1,104 sqft · Built 1984 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,500Mar 2003 $3092025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4179 Rolling Oaks Dr

1,056 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$46,500Mar 2003 $2362025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4180 Rolling Oaks Dr

1,152 sqft · Built 1985 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2010 $2252025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4181 Rolling Oaks Dr

1,320 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$45,000Nov 2009 $2652025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4182 Rolling Oaks Dr

1,464 sqft · Built 1985 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3132025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4183 Rolling Oaks Dr

1,152 sqft · Built 1987 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$65,000Apr 2005 $1,1852025 2 Names on Record AssessorUpdated Aug 2026

4184 Rolling Oaks Dr

1,380 sqft · Built 1984 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$83,000Aug 2017 $3772025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4185 Rolling Oaks Dr

1,200 sqft · Built 1987 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$131,500Jun 2023 $7602025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4186 Rolling Oaks Dr

1,440 sqft · Built 1984 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$63,500Dec 2016 $932025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4187 Rolling Oaks Dr

1,344 sqft · Built 1984 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$79,000Mar 2021 $1,3402025 2 Names on Record AssessorUpdated Aug 2026

4188 Rolling Oaks Dr

1,344 sqft · Built 1983 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$52,000Jan 1994 $1,5342025 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

4189 Rolling Oaks Dr

1,104 sqft · Built 1980 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$135,000Mar 2025 $4372025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4190 Rolling Oaks Dr

1,056 sqft · Built 1983 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$80,000Jun 2025 $1,1962025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

4191 Rolling Oaks Dr

1,056 sqft · Built 1980 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$135,000May 2022 $592025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4192 Rolling Oaks Dr

1,056 sqft · Built 1983 · 0.084 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$128,000Jan 2023 $2672025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

4193 Rolling Oaks Dr

1,104 sqft · Built 1979 · 0.122 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$30,000Oct 2020 $2882025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4194 Rolling Oaks Dr

1,200 sqft · Built 1979 · 0.091 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2024 $1,2892025 2 Names on Record AssessorUpdated Aug 2026

4195 Rolling Oaks Dr

1,512 sqft · Built 2023 · 0.178 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$53,500Apr 2011 $1,9532025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

4210 Rolling Oaks Dr

864 sqft · Built 1980 · 0.116 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2004 $1,0892025 2 Names on Record AssessorUpdated Aug 2026

4212 Rolling Oaks Dr

1,200 sqft · Built 1979 · 0.084 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$62,000Apr 2017 $1,2892025 —Feb 2017 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

4214 Rolling Oaks Dr

736 sqft · Built 1979 · 0.106 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2010 $9422025 2 Names on Record AssessorUpdated Aug 2026

4220 Rolling Oaks Dr

3,124 sqft · Built 1976 · 22.6 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$4,950,000Apr 1986 1 Name on Record AssessorUpdated Jan 2026

4234 Rolling Oaks Dr

1,296 sqft · Built 1980 · 0.105 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$55,000Nov 2016 $1,3412025 —Jul 2016 2 Names on Record AssessorUpdated Jul 2026

4237 Rolling Oaks Dr

1,032 sqft · Built 1981 · 0.151 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$109,900May 2019 $6122025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4239 Rolling Oaks Dr

1,332 sqft · Built 2018 · 0.104 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$26,000Nov 2016 $3752025 Amount on Record Jul 2015 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

4240 Rolling Oaks Dr

1,344 sqft · Built 1980 · 0.099 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$77,000Jun 2021 $3782025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4241 Rolling Oaks Dr

1,488 sqft · Built 1983 · 0.104 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2016 $2892025 —Aug 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

4243 Rolling Oaks Dr, #121

1,200 sqft · Built 1982 · 0.173 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2022 $1,1702025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4300 Rolling Oaks Dr

736 sqft · Built 1980 · 0.073 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$60,000Jul 2019 $9422025 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

Wildfire Risk on Rolling Oaks Dr

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

Wildfire RiskLow
this street's cells rank above 36% of the US · above 15% of Florida
Wildfire LikelihoodAbout 1 in 1,239 per year
ExposureDirect
1 of 7 cells directly exposed · 6 adjoin burnable vegetation

Property Records in Nearby Streets