Overbrook Dr, Milton, FL Property Records

Santa Rosa County property records for 42 addresses on Overbrook Dr, Milton, FL · Last verified August 2026

Overbrook Dr Highlights

Properties 42
Median Sale Price $179,000
Deeds and Mortgages on File 51
Median Price per Sqft $151
Owner Occupied 62%
Median Annual Tax Bill $1,639
Median Year Built 2003
Median Ownership Tenure 5 years

Properties on Overbrook Dr

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

5246 Overbrook Dr

3 bd · 2 ba · 1,692 sqft · 0.342 acres

Last Sale Tax Bill Prior Sale Owner Records
$145,500Feb 2020 $1,0422024 Amount on Record Oct 2018 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

5249 Overbrook Dr

3 bd · 2 ba · 1,170 sqft · 0.332 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$149,000Jul 2019 $1,3582024 Amount on Record Jun 2007 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Nov 2025

5250 Overbrook Dr

3 bd · 2 ba · 1,274 sqft · 0.207 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$180,000Dec 2021 $2,2742024 Amount on Record Apr 2012 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Nov 2025

5254 Overbrook Dr

3 bd · 2 ba · 1,113 sqft · 0.178 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$90,000Feb 2018 $1,8772025 Amount on Record Sep 2004 1 Name on Record Assessor + 4 DocumentsUpdated Jul 2026

5255 Overbrook Dr

3 bd · 2 ba · 1,086 sqft · 0.246 acres

Last Sale Tax Bill Prior Sale Owner Records
$113,500Jun 2007 $1,7612024 Amount on Record Jul 2005 1 Name on Record AssessorUpdated Nov 2025

5258 Overbrook Dr

3 bd · 2 ba · 1,220 sqft · 0.162 acres

Last Sale Tax Bill Prior Sale Owner Records
$72,000Dec 2015 $6132024 Amount on Record Dec 2004 1 Name on Record Owner Occupied AssessorUpdated Nov 2025

5262 Overbrook Dr

3 bd · 2 ba · 1,086 sqft · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,000Mar 2022 $1,8592024 Amount on Record Sep 2019 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

5263 Overbrook Dr

3 bd · 2 ba · 1,086 sqft · 0.221 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2021 $1,8342024 Amount on Record Nov 2006 1 Name on Record AssessorUpdated Nov 2025

5266 Overbrook Dr

3 bd · 2 ba · 1,194 sqft · 0.162 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Dec 2019 $8682024 Amount on Record Dec 2010 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Nov 2025

5267 Overbrook Dr

3 bd · 2 ba · 1,148 sqft · 0.135 acres

Last Sale Tax Bill Prior Sale Owner Records
$48,000May 2014 $1,7862024 Amount on Record Apr 2014 2 Names on Record AssessorUpdated Nov 2025

5270 Overbrook Dr

3 bd · 2 ba · 1,274 sqft · 0.18 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$209,900Aug 2023 $1,6392024 Amount on Record Feb 2021 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Nov 2025

5274 Overbrook Dr

2 bd · 2 ba · 928 sqft · 0.148 acres

Last Sale Tax Bill Prior Sale Owner Records
$178,000Aug 2023 $1,7592024 Amount on Record Apr 2021 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Nov 2025

5277 Overbrook Dr

3 bd · 2 ba · 1,194 sqft · 0.182 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2021 $1,9412024 Amount on Record Aug 2013 1 Name on Record AssessorUpdated Nov 2025

5278 Overbrook Dr

3 bd · 2 ba · 1,274 sqft · 0.151 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$87,100Feb 2005 $572024 Amount on Record Jan 2005 1 Name on Record Owner Occupied AssessorUpdated Nov 2025

5282 Overbrook Dr

3 bd · 2 ba · 1,260 sqft · 0.16 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$85,900Sep 2004 $5562023 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2024

5285 Overbrook Dr

3 bd · 2 ba · 1,205 sqft · 0.157 acres

Last Sale Tax Bill Prior Sale Owner Records
$196,000May 2022 $1,8182024 —Jul 2003 3 Names on Record Assessor + 1 DocumentUpdated Nov 2025

5286 Overbrook Dr

3 bd · 2 ba · 1,086 sqft · 0.167 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2021 $1,8142024 Amount on Record Dec 2004 1 Name on Record AssessorUpdated Nov 2025

5289 Overbrook Dr

3 bd · 2 ba · 1,086 sqft · 0.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000Jan 2024 $2,0732024 Amount on Record Dec 2021 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

5290 Overbrook Dr

3 bd · 2 ba · 1,194 sqft · 0.151 acres

Last Sale Tax Bill Prior Sale Owner Records
$87,000Jan 2005 $6902024 1 Name on Record Owner Occupied AssessorUpdated Nov 2025

5293 Overbrook Dr

3 bd · 2 ba · 1,197 sqft · 0.144 acres

Last Sale Tax Bill Prior Sale Owner Records
$168,500Apr 2022 $1,9572024 Amount on Record Dec 2002 2 Names on Record Assessor + 3 DocumentsUpdated Apr 2026

5294 Overbrook Dr

3 bd · 2 ba · 1,274 sqft · 0.15 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$46,500Jul 2015 $2,1272024 1 Name on Record Owner Occupied AssessorUpdated Nov 2025

5297 Overbrook Dr

3 bd · 2 ba · 1,068 sqft · 0.153 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$102,000Apr 2021 $1,8682024 Amount on Record Jun 2014 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

5298 Overbrook Dr

3 bd · 2 ba · 1,197 sqft · 0.148 acres

Last Sale Tax Bill Prior Sale Owner Records
$143,090Feb 2021 $2,2492024 Amount on Record Sep 2005 1 Name on Record Assessor + 1 DocumentUpdated Nov 2025

5301 Overbrook Dr

3 bd · 2 ba · 1,192 sqft · 0.151 acres

Last Sale Tax Bill Prior Sale Owner Records
$208,500Oct 2024 $542025 Amount on Record Mar 2019 2 Names on Record Assessor + 3 DocumentsUpdated Jul 2026

5302 Overbrook Dr

3 bd · 2 ba · 1,081 sqft · 0.146 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$84,400Jul 2004 $6142024 1 Name on Record Owner Occupied AssessorUpdated Nov 2025

5306 Overbrook Dr

3 bd · 2 ba · 1,081 sqft · 0.133 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$81,200Apr 2004 $6222024 1 Name on Record Owner Occupied AssessorUpdated Nov 2025

5307 Overbrook Dr

3 bd · 2 ba · 1,086 sqft · 0.142 acres

Last Sale Tax Bill Prior Sale Owner Records
$72,400Nov 2015 $5652024 Amount on Record Aug 2003 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

5310 Overbrook Dr

3 bd · 2 ba · 1,197 sqft · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000Feb 2024 $1,9972024 Amount on Record Oct 2023 2 Names on Record Assessor + 1 DocumentUpdated Nov 2025

5313 Overbrook Dr

3 bd · 2 ba · 1,197 sqft · 0.132 acres

Last Sale Tax Bill Prior Sale Owner Records
$106,000Jan 2018 $8812024 Amount on Record Jan 2012 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Nov 2025

5314 Overbrook Dr

3 bd · 2 ba · 1,086 sqft · 0.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$58,800Jul 2021 $1,8632024 Amount on Record Jun 2004 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

5318 Overbrook Dr

3 bd · 2 ba · 1,222 sqft · 0.125 acres

Last Sale Tax Bill Prior Sale Owner Records
$196,000Nov 2024 $462024 Amount on Record Mar 2023 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

5322 Overbrook Dr

3 bd · 2 ba · 1,274 sqft · 0.126 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$155,000May 2021 $2,1692024 Amount on Record May 2010 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Nov 2025

5323 Overbrook Dr

3 bd · 2 ba · 1,173 sqft

Last Sale Tax Bill Prior Sale Owner Records
$60,000Mar 2020 $1,3952024 Amount on Record Mar 2015 1 Name on Record Assessor + 2 DocumentsUpdated Nov 2025

5326 Overbrook Dr

3 bd · 2 ba · 1,086 sqft · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$27,200Oct 2018 $5662024 Amount on Record Sep 2003 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

5327 Overbrook Dr

3 bd · 2 ba · 1,086 sqft · 0.113 acres

Last Sale Tax Bill Prior Sale Owner Records
$210,000May 2026 $1,8372025 Amount on Record Feb 2026 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

5330 Overbrook Dr

3 bd · 2 ba · 1,081 sqft · 0.126 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$132,000Apr 2020 $3352024 Amount on Record Oct 2009 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

5331 Overbrook Dr

3 bd · 2 ba · 1,363 sqft · 0.121 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2004 $8652024 Amount on Record Dec 2002 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

5334 Overbrook Dr

3 bd · 2 ba · 1,274 sqft · 0.126 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$215,000Mar 2026 $2,0842025 Amount on Record Dec 2003 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

5335 Overbrook Dr

3 bd · 2 ba · 1,274 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$210,000Nov 2024 $6842024 Amount on Record Oct 2000 1 Name on Record Owner Occupied AssessorUpdated Nov 2025

5339 Overbrook Dr

3 bd · 2 ba · 1,068 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$124,000Feb 2020 $1,2872024 Amount on Record Nov 2003 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

5357 Overbrook Dr

3 bd · 2 ba · 1,458 sqft · 0.246 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2008 $5802024 1 Name on Record Owner Occupied AssessorUpdated Nov 2025

5365 Overbrook Dr

3 bd · 2 ba · 1,240 sqft · 0.246 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$179,000Dec 2025 $5432024 Amount on Record Aug 2025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

Wildfire Risk on Overbrook 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 28th percentile of exposed land nationally · 10th in Florida
Wildfire LikelihoodLow — about 1 in 2,521 per year
ExposureDirect
2 of 3 cells directly exposed · 2 adjoin burnable vegetation

Property Records in Nearby Streets