Winchester Way, Crestview, FL Property Records

Okaloosa County property records for 22 addresses on Winchester Way, Crestview, FL · Last verified July 2026

Winchester Way Highlights

Properties 22
Median Sale Price $295,000
Deeds and Mortgages on File 22
Median Price per Sqft $151
Owner Occupied 86%
Median Annual Tax Bill $1,588
Median Year Built 1995
Median Ownership Tenure 14 years

Properties on Winchester Way

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

101 Winchester Way

3 bd · 2 ba · 1,850 sqft · 0.371 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$8622025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

102 Winchester Way

2 bd · 2 ba · 1,630 sqft · 0.378 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$171,000Jan 2018 $2,3322025 Amount on Record Jun 2017 2 Names on Record Assessor + 6 DocumentsUpdated Apr 2026

103 Winchester Way

3 bd · 2 ba · 1,640 sqft · 0.38 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$295,000Aug 2022 $2,3842025 Amount on Record Jan 2021 1 Name on Record Assessor + 3 DocumentsUpdated Apr 2026

104 Winchester Way

3 bd · 2 ba · 1,543 sqft · 0.352 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$224,900Mar 2006 $1,1672025 Amount on Record Mar 2001 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

105 Winchester Way

3 bd · 2 ba · 1,652 sqft · 0.358 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,1942025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

106 Winchester Way

3 bd · 2 ba · 1,855 sqft · 0.342 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$341,200Jun 2022 $2,3102025 Amount on Record Aug 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

107 Winchester Way

3 bd · 2 ba · 2,026 sqft · 0.402 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$389,900Mar 2023 $2,5862025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Dec 2025

108 Winchester Way

3 bd · 2 ba · 1,569 sqft · 0.35 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$74,200Feb 2007 $2,2382025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

109 Winchester Way

3 bd · 2 ba · 1,710 sqft · 0.406 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$219,900Aug 2017 $1,2542025 Amount on Record Oct 2003 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

110 Winchester Way

3 bd · 3 ba · 2,265 sqft · 0.34 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2002 $1,6032025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

111 Winchester Way

4 bd · 2 ba · 1,976 sqft · 0.435 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,5882025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

115 Winchester Way

3 bd · 2 ba · 2,156 sqft · 0.436 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2024 $1,8622025 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

117 Winchester Way

3 bd · 2 ba · 1,404 sqft · 0.437 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$119,000Nov 2012 $1,0512025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

119 Winchester Way

3 bd · 2 ba · 1,734 sqft · 0.452 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$84,000Aug 1994 $9892025 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

121 Winchester Way

3 bd · 2 ba · 1,704 sqft · 0.439 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$125,000Apr 2004 $1,2282025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

123 Winchester Way

3 bd · 2 ba · 1,476 sqft · 0.439 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$85,000Aug 1998 $1,1012025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

125 Winchester Way

3 bd · 2 ba · 1,923 sqft · 0.433 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$119,900Jun 1995 $1,3912025 3 Names on Record Owner Occupied AssessorUpdated Dec 2025

127 Winchester Way

3 bd · 3 ba · 2,139 sqft · 0.386 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—May 2013 $1,4912025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

129 Winchester Way

3 bd · 2.5 ba · 2,620 sqft · 0.363 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$397,000Jan 2022 $2,6722025 Amount on Record Mar 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

133 Winchester Way

3 bd · 2 ba · 2,000 sqft · 0.349 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,0372025 1 Name on Record AssessorUpdated Apr 2026

135 Winchester Way

4 bd · 2 ba · 2,100 sqft · 0.373 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$189,900Apr 2010 $1,5142025 Amount on Record Nov 2004 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

137 Winchester Way

3 bd · 2.5 ba · 2,131 sqft · 0.409 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$260,000May 2007 $1,8272025 Amount on Record Apr 2005 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

Wildfire Risk on Winchester Way

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

Wildfire Risk to HomesModerate
this street's cells rank at the 45th percentile of exposed land nationally · 15th in Florida
Wildfire LikelihoodModerate — about 1 in 1,220 per year
ExposureDirect
1 of 2 cells directly exposed · 2 adjoin burnable vegetation

Property Records in Nearby Streets