Oak Leaf Dr, Winona, MN Property Records

Winona County property records for 37 addresses on Oak Leaf Dr, Winona, MN · Last verified August 2026

Oak Leaf Dr Highlights

Properties 37
Median Sale Price $416,000
Deeds and Mortgages on File 44
Median Price per Sqft $165
Owner Occupied 89%
Median Annual Tax Bill $4,966
Median Year Built 1988
Median Ownership Tenure 4 years

Properties on Oak Leaf Dr

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

201 Oak Leaf Dr

0.264 acres

Last Sale Tax Bill Prior Sale Owner Records
$43,900Dec 2021 $6122026 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

205 Oak Leaf Dr

4 bd · 4 ba · 1,504 sqft · 0.205 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,1602026 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

206 Oak Leaf Dr

0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$6122026 1 Name on Record AssessorUpdated Apr 2026

209 Oak Leaf Dr

4 bd · 3 ba · 2,372 sqft · 0.228 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,0262026 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

210 Oak Leaf Dr

4 bd · 3 ba · 1,512 sqft · 0.362 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,3802026 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

213 Oak Leaf Dr

4 bd · 2 ba · 2,610 sqft · 0.262 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$378,500May 2022 $5,2642026 Amount on Record Mar 2018 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

214 Oak Leaf Dr

3 bd · 3 ba · 1,542 sqft · 0.233 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,7222026 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

217 Oak Leaf Dr

4 bd · 4 ba · 2,668 sqft · 0.369 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,2302026 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

218 Oak Leaf Dr

5 bd · 3 ba · 1,480 sqft · 0.233 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$411,000Jun 2025 $4,3042026 Amount on Record Apr 2022 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

221 Oak Leaf Dr

3 bd · 2 ba · 2,466 sqft · 0.369 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$305,000Sep 2017 $4,9462026 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

222 Oak Leaf Dr

5 bd · 4 ba · 2,104 sqft · 0.233 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$430,000May 2022 $5,0802026 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

225 Oak Leaf Dr

4 bd · 3 ba · 2,612 sqft · 0.457 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$5,0442026 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

226 Oak Leaf Dr

4 bd · 3 ba · 1,444 sqft · 0.233 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,1422026 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

229 Oak Leaf Dr

4 bd · 3 ba · 2,602 sqft · 0.453 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$430,000Oct 2023 $5,0542026 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

230 Oak Leaf Dr

4 bd · 3 ba · 1,392 sqft · 0.233 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,2982026 1 Name on Record AssessorUpdated Apr 2026

233 Oak Leaf Dr

4 bd · 2 ba · 1,664 sqft · 0.467 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,0082026 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

234 Oak Leaf Dr

4 bd · 2 ba · 1,428 sqft · 0.233 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$231,000Aug 2015 $4,1322026 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

237 Oak Leaf Dr

4 bd · 3 ba · 2,640 sqft · 0.455 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$416,000May 2022 $5,4802026 Amount on Record Mar 2019 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

238 Oak Leaf Dr

4 bd · 3 ba · 1,596 sqft · 0.233 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,5402026 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

241 Oak Leaf Dr

4 bd · 4 ba · 3,226 sqft · 0.45 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,9342026 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

242 Oak Leaf Dr

5 bd · 4 ba · 2,324 sqft · 0.244 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$5,1882026 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

245 Oak Leaf Dr

5 bd · 4 ba · 2,638 sqft · 0.482 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$435,000Jun 2025 $5,1002026 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

246 Oak Leaf Dr

4 bd · 4 ba · 2,340 sqft · 0.233 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,9662026 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

249 Oak Leaf Dr

5 bd · 4 ba · 2,723 sqft · 0.544 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$295,000Apr 2018 $5,4742026 —Mar 2018 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

250 Oak Leaf Dr

5 bd · 4 ba · 2,320 sqft · 0.248 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$415,000May 2023 $5,1062026 Amount on Record Oct 2022 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

253 Oak Leaf Dr

5 bd · 4 ba · 2,348 sqft · 0.537 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,0722026 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

254 Oak Leaf Dr

4 bd · 4 ba · 2,778 sqft · 0.307 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$285,000Jun 2019 $5,2922026 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

257 Oak Leaf Dr

4 bd · 3 ba · 1,903 sqft · 0.364 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,2522026 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

258 Oak Leaf Dr

4 bd · 4 ba · 2,466 sqft · 0.439 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$483,000Dec 2023 $5,7702026 Amount on Record Jan 2018 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Apr 2026

261 Oak Leaf Dr

3 bd · 2 ba · 2,324 sqft · 0.314 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,4542026 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

262 Oak Leaf Dr

5 bd · 2 ba · 2,474 sqft · 0.321 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,9962026 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

265 Oak Leaf Dr

4 bd · 4 ba · 2,465 sqft · 0.303 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$4,9642026 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

266 Oak Leaf Dr

5 bd · 4 ba · 2,274 sqft · 0.273 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,3122026 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

269 Oak Leaf Dr

4 bd · 2 ba · 2,580 sqft · 0.294 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$398,500Jan 2022 $5,3382026 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

270 Oak Leaf Dr

5 bd · 3 ba · 1,701 sqft · 0.601 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$4,8102026 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

273 Oak Leaf Dr

0.252 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2019 $5462023 2 Names on Record Owner Occupied AssessorUpdated Aug 2023

274 Oak Leaf Dr

4 bd · 4 ba · 1,655 sqft · 0.257 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$271,000Jul 2017 $4,7802026 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

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