Leeward Island Dr, Saint Augustine, FL Property Records

St. Johns County property records for 62 addresses on Leeward Island Dr, Saint Augustine, FL · Last verified August 2026

Leeward Island Dr Highlights

Properties 62
Median Sale Price $325,000
Deeds and Mortgages on File 112
Median Price per Sqft $216
Owner Occupied 79%
Median Annual Tax Bill $6,339
Median Year Built 2019
Median Ownership Tenure 6 years

Properties on Leeward Island Dr

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

23 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$399,900Mar 2025 $7,3362025 Amount on Record Oct 2019 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

24 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.109 acres

Last Sale Tax Bill Prior Sale Owner Records
$436,000Apr 2022 $6,3392025 Amount on Record Dec 2019 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

27 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$290,000Jun 2020 $4,9282025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

30 Leeward Island Dr

3 bd · 2.5 ba · 2,081 sqft · built 2019 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$470,000Feb 2023 $7,4832025 Amount on Record Nov 2020 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

33 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$294,990Sep 2020 $7,8352025 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

36 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$462,500Sep 2023 $7,0012025 Amount on Record Jun 2020 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

39 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$460,000Aug 2024 $7,4112025 Amount on Record Jul 2022 2 Names on Record Assessor + 4 DocumentsUpdated Jun 2026

40 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.109 acres

Last Sale Tax Bill Prior Sale Owner Records
$290,000Apr 2020 $5,8052025 Amount on Record Oct 2019 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

47 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Jul 2022 $6,1452025 Amount on Record Oct 2019 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

50 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.109 acres

Last Sale Tax Bill Prior Sale Owner Records
$314,000Nov 2019 $6,0792025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

53 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Aug 2022 $5,0422025 Amount on Record Oct 2020 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

56 Leeward Island Dr

3 bd · 2.5 ba · 2,081 sqft · built 2019 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$433,500Jun 2026 $8,8922025 Amount on Record Mar 2021 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

57 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$294,990Oct 2020 $5,0342025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

60 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,600Aug 2025 $7,9972025 Amount on Record Nov 2021 1 Name on Record Assessor + 4 DocumentsUpdated Jun 2026

63 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$298,701Oct 2020 $3,2612025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

66 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.109 acres

Last Sale Tax Bill Prior Sale Owner Records
$289,900Nov 2019 $3,6272025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

71 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$291,015Oct 2019 $3,0502025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

74 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.109 acres

Last Sale Tax Bill Prior Sale Owner Records
$303,000Feb 2020 $3,3632025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

77 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$395,000Jun 2026 $7,9972025 Amount on Record Mar 2026 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

80 Leeward Island Dr

3 bd · 2.5 ba · 2,081 sqft · built 2019 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$338,646Aug 2020 $6,4132025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

81 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$294,990Jan 2020 $5,1482025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

84 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$323,535Jan 2021 $5,1892025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

87 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$294,069Aug 2020 $1,5302025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

90 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,274Apr 2020 $4,7782025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

95 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$287,007Aug 2020 $4,2542025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

100 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$432,500Mar 2023 $6,3622025 Amount on Record Oct 2019 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

101 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$309,652Jan 2021 $7,9972025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

105 Leeward Island Dr

3 bd · 2.5 ba · 2,081 sqft · built 2019 · 0.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$323,202Oct 2020 $3,7872025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

108 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$418,500Mar 2026 $5,1892025 Amount on Record Oct 2020 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

111 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.109 acres

Last Sale Tax Bill Prior Sale Owner Records
$409,000Apr 2023 $7,5142025 Amount on Record Sep 2020 1 Name on Record Assessor + 3 DocumentsUpdated Jun 2026

116 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$457,500Jul 2024 $6,4872025 Amount on Record Dec 2019 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

117 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.129 acres

Last Sale Tax Bill Prior Sale Owner Records
$299,751Nov 2020 $7,2992025 1 Name on Record Assessor + 2 DocumentsUpdated Jun 2026

121 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$308,295Jan 2021 $5,1892025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

125 Leeward Island Dr

3 bd · 2.5 ba · 2,081 sqft · built 2019 · 0.079 acres

Last Sale Tax Bill Prior Sale Owner Records
$326,000Sep 2020 $5,5932025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

129 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$288,751Jul 2020 $4,6622025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

133 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.109 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,000Jun 2021 $7,2992025 Amount on Record Jan 2020 1 Name on Record Assessor + 4 DocumentsUpdated Jun 2026

141 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.059 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,298Oct 2020 $6,1642025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

145 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.059 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Feb 2024 $3,8302025 Amount on Record Oct 2020 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

151 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$287,000Nov 2019 $4,6622025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

159 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.109 acres

Last Sale Tax Bill Prior Sale Owner Records
$286,524Nov 2019 $4,6622025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

165 Leeward Island Dr

3 bd · 2.5 ba · 1,805 sqft · built 2019 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$415,000Oct 2025 $7,6582025 Amount on Record May 2020 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

169 Leeward Island Dr

3 bd · 2.5 ba · 2,106 sqft · built 2019 · 0.079 acres

Last Sale Tax Bill Prior Sale Owner Records
$323,000Sep 2020 $8,5862025 2 Names on Record Assessor + 1 DocumentUpdated Jun 2026

175 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$288,075Feb 2020 $7,1712025 2 Names on Record Assessor + 1 DocumentUpdated Jun 2026

183 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$294,800Apr 2020 $7,1712025 1 Name on Record Assessor + 2 DocumentsUpdated Jun 2026

184 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$318,836Dec 2019 $4,8532025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

188 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.059 acres

Last Sale Tax Bill Prior Sale Owner Records
$572Dec 2025 $6,1062025 Amount on Record Oct 2020 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

189 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$390,000May 2026 $7,8542025 Amount on Record Dec 2020 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

192 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$460,000Jun 2024 $4,0292025 Amount on Record Dec 2019 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

193 Leeward Island Dr

3 bd · 2.5 ba · 2,081 sqft · built 2019 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$318,685Oct 2020 $8,8922025 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

197 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$299,898Jun 2020 $6,1112025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

209 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$288,962Nov 2019 $7,1712025 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

213 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.059 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Feb 2022 $6,7512025 Amount on Record Nov 2019 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

217 Leeward Island Dr

3 bd · 2.5 ba · 2,081 sqft · built 2019 · 0.059 acres

Last Sale Tax Bill Prior Sale Owner Records
$343,044Nov 2019 $7,4922025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

223 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.109 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Mar 2024 $6,4692025 Amount on Record Dec 2019 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

231 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.109 acres

Last Sale Tax Bill Prior Sale Owner Records
$309,173Nov 2019 $6,6832025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

237 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$462,000May 2024 $7,3992025 Amount on Record Dec 2019 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

241 Leeward Island Dr

3 bd · 2.5 ba · 2,081 sqft · built 2019 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$323,754Nov 2019 $8,6672025 2 Names on Record Assessor + 2 DocumentsUpdated Jun 2026

245 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$499,000Nov 2024 $7,5132025 Amount on Record Nov 2019 1 Name on Record Assessor + 3 DocumentsUpdated Aug 2026

249 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$322,000Jul 2020 $4,7692025 Amount on Record Oct 2019 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

255 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$327,900Sep 2020 $6,8222025 Amount on Record Oct 2019 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

261 Leeward Island Dr

3 bd · 2.5 ba · 1,789 sqft · built 2019 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$324,543Oct 2019 $4,7012025 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

267 Leeward Island Dr

3 bd · 2 ba · 1,388 sqft · built 2019 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$429,500Feb 2026 $4,8792025 Amount on Record Oct 2019 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

Wildfire Risk on Leeward Island Dr

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

Wildfire RiskLow
this street's cells rank above 39% of the US · above 12% of Florida
Wildfire LikelihoodAbout 1 in 3,158 per year
ExposureDirect
2 of 3 cells directly exposed · 2 adjoin burnable vegetation

Property Records in Nearby Streets