Chesterwood Rd, Saint Augustine, FL Property Records

St. Johns County property records for 48 addresses on Chesterwood Rd, Saint Augustine, FL · Last verified July 2026

Chesterwood Rd Highlights

Properties 48
Median Sale Price $325,990
Deeds and Mortgages on File 22
Median Price per Sqft $196
Owner Occupied 96%
Median Annual Tax Bill $3,615
Median Year Built 2024
Median Ownership Tenure 2 years

Properties on Chesterwood Rd

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

21 Chesterwood Rd

3 bd · 2 ba · 1,669 sqft · built 2024 · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,000Jan 2024 $3,6152025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

31 Chesterwood Rd

3 bd · 2 ba · 1,219 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$297,490Feb 2024 $3342025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

39 Chesterwood Rd

3 bd · 2 ba · 1,669 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$322,490Jan 2024 $3,6152025 Amount on Record Aug 2023 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

47 Chesterwood Rd

3 bd · 2 ba · 1,219 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$294,990Feb 2024 $3,5062025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

55 Chesterwood Rd

5 bd · 3 ba · 2,491 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$382,990Mar 2024 $3,4992025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

63 Chesterwood Rd

4 bd · 2.5 ba · 2,202 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$376,450Apr 2024 $4,0042025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

71 Chesterwood Rd

3 bd · 2 ba · 1,669 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$322,490Feb 2024 $3,6152025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

79 Chesterwood Rd

3 bd · 2 ba · 1,219 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$294,990Feb 2024 $2,9812025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

87 Chesterwood Rd

3 bd · 2 ba · 1,669 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$322,490Feb 2024 $3,6152025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

95 Chesterwood Rd

4 bd · 2.5 ba · 2,202 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$352,990Jul 2024 $4,5742025 2 Owners on Record AssessorUpdated Apr 2026

103 Chesterwood Rd

4 bd · 2.5 ba · 2,491 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$372,250Jun 2024 $4,4492025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

111 Chesterwood Rd

3 bd · 2 ba · 1,669 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$335,745Apr 2024 $4,1392025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

119 Chesterwood Rd

3 bd · 2 ba · 1,219 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$308,300Apr 2024 $2,8462025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

125 Chesterwood Rd

3 bd · 2 ba · 1,669 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$330,990Apr 2024 $3,6152025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

131 Chesterwood Rd

4 bd · 2.5 ba · 2,202 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$359,990May 2024 $4,0572025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

137 Chesterwood Rd

5 bd · 3 ba · 2,491 sqft · built 2024 · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$390,990Apr 2024 $4,5382025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

143 Chesterwood Rd

4 bd · 2 ba · 1,783 sqft · built 2024 · 0.259 acres

Last Sale Tax Bill Prior Sale Owner Records
$349,990Apr 2024 $4,2562025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

149 Chesterwood Rd

3 bd · 2 ba · 1,669 sqft · built 2024 · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$331,000Apr 2024 $3342025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

155 Chesterwood Rd

4 bd · 2.5 ba · 2,202 sqft · built 2024 · 0.129 acres

Last Sale Tax Bill Prior Sale Owner Records
$383,990May 2024 $4,0562025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

158 Chesterwood Rd

3 bd · 2 ba · 1,219 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,990May 2024 $3,0062025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

161 Chesterwood Rd

4 bd · 2.5 ba · 2,491 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$380,990May 2024 $5,0362025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

166 Chesterwood Rd

4 bd · 2 ba · 1,783 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$333,990Apr 2024 $3342025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

167 Chesterwood Rd

3 bd · 2 ba · 1,669 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$333,990May 2024 $3,6152025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

172 Chesterwood Rd

3 bd · 2 ba · 1,669 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$323,990May 2024 $3,6152025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

173 Chesterwood Rd

3 bd · 2 ba · 1,219 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$301,990May 2024 $2,9912025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

178 Chesterwood Rd

4 bd · 2 ba · 1,783 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$337,290Jun 2024 $3,7322025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

179 Chesterwood Rd

3 bd · 2 ba · 1,669 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$327,990May 2024 $2,3992025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

185 Chesterwood Rd

3 bd · 2 ba · 1,219 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$302,990May 2024 $2,9912025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

186 Chesterwood Rd

3 bd · 2 ba · 1,669 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,488May 2024 $3,6152025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

193 Chesterwood Rd

3 bd · 2 ba · 1,538 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$316,990May 2024 $3,4482025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

194 Chesterwood Rd

3 bd · 2 ba · 1,219 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$287,990Jul 2024 $2,9912025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

202 Chesterwood Rd

4 bd · 2 ba · 1,783 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$338,990Jun 2024 $4,3512025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

203 Chesterwood Rd

3 bd · 2 ba · 1,669 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,990May 2024 $4,1392025 2 Owners on Record AssessorUpdated Apr 2026

210 Chesterwood Rd

3 bd · 2 ba · 1,538 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$324,990Jul 2024 $3,4482025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

211 Chesterwood Rd

4 bd · 2 ba · 1,783 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,990Jun 2024 $3,7322025 Amount on Record Dec 2023 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

218 Chesterwood Rd

3 bd · 2 ba · 1,219 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$297,990Jun 2024 $2,9912025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

219 Chesterwood Rd

3 bd · 2 ba · 1,538 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,990Feb 2025 $3,4482025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

226 Chesterwood Rd

3 bd · 2 ba · 1,669 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$324,990Jun 2024 $3,6152025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

227 Chesterwood Rd

4 bd · 2 ba · 1,783 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$342,000May 2024 $3,7322025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

234 Chesterwood Rd

3 bd · 2 ba · 1,538 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$317,990Jun 2024 $3,9732025 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

235 Chesterwood Rd

3 bd · 2 ba · 1,669 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,990May 2024 $3,2732025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

242 Chesterwood Rd

3 bd · 2 ba · 1,219 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$296,990Jul 2024 $3,5152025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

243 Chesterwood Rd

4 bd · 2 ba · 1,783 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$351,990May 2024 $3,7322025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

250 Chesterwood Rd

3 bd · 2 ba · 1,669 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$328,290Jun 2024 $3342025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

251 Chesterwood Rd

3 bd · 2 ba · 1,538 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$323,990May 2024 $3,4482025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

259 Chesterwood Rd

4 bd · 2 ba · 1,783 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,990May 2024 $3,7322025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

260 Chesterwood Rd

3 bd · 2 ba · 1,219 sqft · built 2024 · 0.129 acres

Last Sale Tax Bill Prior Sale Owner Records
$305,990May 2024 $2,6572025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

267 Chesterwood Rd

3 bd · 2 ba · 1,669 sqft · built 2024 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$332,130May 2024 $3,6152025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

Property Records in Nearby Streets