James Dr, Winter Garden, FL Property Records

Orange County property records for 13 addresses on James Dr, Winter Garden, FL · Last verified August 2026

James Dr Highlights

Properties 13
Median Sale Price $410,000
Deeds and Mortgages on File 19
Median Price per Sqft $231
Owner Occupied 62%
Median Annual Tax Bill $3,959
Median Year Built 1958
Median Ownership Tenure 5 years

Properties on James Dr

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

206 James Dr

5 bd · 3.5 ba · 2,287 sqft · 0.236 acres

Last Sale Tax Bill Prior Sale Owner Records
$270,000Aug 2016 $3,8052025 Amount on Record Sep 2015 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

207 James Dr

3 bd · 2 ba · 1,991 sqft · 0.244 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$630,000Jun 2024 $9,2872025 Amount on Record Sep 2019 1 Name on Record Assessor + 1 DocumentUpdated May 2026

212 James Dr

3 bd · 2 ba · 1,729 sqft · 0.229 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$625,000Mar 2026 $2,8952025 Amount on Record Jul 2019 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

213 James Dr

3 bd · 2 ba · 1,500 sqft · 0.237 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$510,000May 2025 $6,0512025 Amount on Record May 2024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

224 James Dr

3 bd · 1.5 ba · 1,612 sqft · 0.228 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$350,000Jun 2021 $4,8542025 Amount on Record Dec 1998 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

225 James Dr

3 bd · 2 ba · 1,725 sqft · 0.238 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$399,900Mar 2021 $3,9592025 Amount on Record Aug 2016 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

237 James Dr

3 bd · 1 ba · 1,184 sqft · 0.238 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$118,000Nov 2012 $1,2622025 Amount on Record Jun 2007 1 Name on Record Owner Occupied AssessorUpdated May 2026

242 James Dr

4 bd · 3 ba · 2,317 sqft · 0.494 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$210,000Jun 2012 $3,1312025 Amount on Record Mar 2012 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

251 James Dr

3 bd · 1.5 ba · 1,635 sqft · 0.238 acres

Last Sale Tax Bill Prior Sale Owner Records
$330,000Jul 2019 $2,8492025 Amount on Record Jun 2012 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

260 James Dr

0.187 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,6422025 2 Names on Record Assessor + 1 DocumentUpdated May 2026

261 James Dr

4 bd · 2 ba · 1,819 sqft · 0.238 acres

Last Sale Tax Bill Prior Sale Owner Records
$264,000Apr 2018 $5,7352025 Amount on Record Dec 2003 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

273 James Dr

3 bd · 1.5 ba · 1,224 sqft · 0.238 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$162,500Dec 2004 $5,1762025 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

285 James Dr

4 bd · 2 ba · 2,250 sqft · 0.246 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$410,000Feb 2021 $9,0242025 2 Names on Record Assessor + 1 DocumentUpdated May 2026

Wildfire Risk on James Dr

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

Wildfire RiskNot rated
no burnable land in reach
Wildfire LikelihoodNegligible
ExposureNone
beyond ember reach of burnable land

Property Records in Nearby Streets