Willowwood Dr, Oswego, IL Property Records

Kendall County property records for 66 addresses on Willowwood Dr, Oswego, IL · Last verified October 2026

Willowwood Dr Highlights

Properties 66
Median Sale Price $410,000
Deeds and Mortgages on File 102
Median Price per Sqft $159
Owner Occupied 92%
Median Annual Tax Bill $11,202
Median Year Built 1999
Median Ownership Tenure 13 years

Properties on Willowwood Dr

Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.

199 Willowwood Dr

4 bd · 2.5 ba · 3,321 sqft · built 2002 · 0.315 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,000Feb 2002 $11,7092024 —Feb 2002 Owner on Record Owner Occupied AssessorUpdated Oct 2026

201 Willowwood Dr

4 bd · 2.5 ba · 2,374 sqft · built 1998 · 0.24 acres

Last Sale Tax Bill Prior Sale Owner Records
$439,000Mar 2025 $9,9292024 Amount on Record Aug 2019 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Sep 2026

202 Willowwood Dr

4 bd · 2.5 ba · 2,553 sqft · built 2001 · 0.27 acres

Last Sale Tax Bill Prior Sale Owner Records
$327,000Apr 2004 $11,6322025 Amount on Record May 2001 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Aug 2026

203 Willowwood Dr

4 bd · 2.5 ba · 2,711 sqft · built 2000 · 0.254 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Mar 2002 $11,2432024 Amount on Record — 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

204 Willowwood Dr

4 bd · 2.5 ba · 2,718 sqft · built 1999 · 0.252 acres

Last Sale Tax Bill Prior Sale Owner Records
$529,000Apr 2024 $11,2022024 Amount on Record Sep 1999 2 Owners on Record AssessorUpdated Sep 2026

205 Willowwood Dr

4 bd · 2.5 ba · 2,901 sqft · built 2000 · 0.272 acres

Last Sale Tax Bill Prior Sale Owner Records
$511,000Aug 2026 $7,7192025 Amount on Record Jun 2026 2 Owners on Record Assessor + 2 DocumentsUpdated Oct 2026

206 Willowwood Dr

3 bd · 2 ba · 1,768 sqft · built 1999 · 0.259 acres

Last Sale Tax Bill Prior Sale Owner Records
$217,000May 1999 $9,3472024 Amount on Record Aug 1998 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

208 Willowwood Dr

4 bd · 2.5 ba · 2,786 sqft · built 1998 · 0.261 acres

Last Sale Tax Bill Prior Sale Owner Records
$249,500Dec 1998 $11,7762024 Amount on Record Jul 1998 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

209 Willowwood Dr

4 bd · 2.5 ba · 3,061 sqft · built 1999 · 0.305 acres

Last Sale Tax Bill Prior Sale Owner Records
$525,000Aug 2024 $11,3942024 Amount on Record Nov 2017 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

210 Willowwood Dr

4 bd · 2.5 ba · 2,982 sqft · built 1998 · 0.309 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,000Jul 2016 $11,2402024 Amount on Record Apr 2002 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

212 Willowwood Dr

4 bd · 2.5 ba · 3,192 sqft · built 2001 · 0.273 acres

Last Sale Tax Bill Prior Sale Owner Records
$392,000Jul 2021 $11,3592024 Amount on Record Sep 2009 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

214 Willowwood Dr

4 bd · 2.5 ba · 2,570 sqft · built 1998 · 0.301 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Sep 2024 $10,8752024 —Dec 1998 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

216 Willowwood Dr

4 bd · 3.5 ba · 2,795 sqft · built 1999 · 0.301 acres

Last Sale Tax Bill Prior Sale Owner Records
$555,000Sep 2026 $11,7772025 Amount on Record Aug 2011 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

218 Willowwood Dr

4 bd · 2.5 ba · 2,647 sqft · built 1999 · 0.301 acres

Last Sale Tax Bill Prior Sale Owner Records
$312,000Jan 2005 $10,7122024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

220 Willowwood Dr

3 bd · 2 ba · 2,874 sqft · built 1998 · 0.301 acres

Last Sale Tax Bill Prior Sale Owner Records
$264,000Jul 1998 $11,5162024 Amount on Record Mar 1998 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

221 Willowwood Dr

3 bd · 2.5 ba · 2,254 sqft · built 1999 · 0.256 acres

Last Sale Tax Bill Prior Sale Owner Records
$390,000Sep 2022 $9,4542024 Amount on Record Aug 2019 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

222 Willowwood Dr

3 bd · 2.5 ba · 1,857 sqft · built 1998 · 0.301 acres

Last Sale Tax Bill Prior Sale Owner Records
$270,000Aug 2000 $8,8702024 Amount on Record Aug 1998 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

223 Willowwood Dr

4 bd · 2.5 ba · 2,775 sqft · built 1999 · 0.253 acres

Last Sale Tax Bill Prior Sale Owner Records
$53,000Aug 2012 $11,3782024 Amount on Record Sep 2009 Owner on Record Owner Occupied AssessorUpdated Oct 2026

224 Willowwood Dr

4 bd · 2.5 ba · 2,633 sqft · built 1999 · 0.301 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,000Dec 2018 $11,2222024 Amount on Record Sep 2005 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

225 Willowwood Dr

4 bd · 2.5 ba · 2,811 sqft · built 1999 · 0.253 acres

Last Sale Tax Bill Prior Sale Owner Records
$226,500Jun 1999 $11,1442024 Amount on Record Feb 1999 2 Owners on Record Owner Occupied AssessorUpdated Sep 2026

226 Willowwood Dr

3 bd · 2.5 ba · 2,461 sqft · built 1997 · 0.301 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Jun 1997 $10,8982024 —Dec 2004 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

227 Willowwood Dr

4 bd · 3 ba · 2,598 sqft · built 1999 · 0.253 acres

Last Sale Tax Bill Prior Sale Owner Records
$237,000Jun 1999 $10,0982024 Owner on Record Owner Occupied AssessorUpdated Oct 2026

228 Willowwood Dr

4 bd · 2.5 ba · 2,708 sqft · built 1998 · 0.301 acres

Last Sale Tax Bill Prior Sale Owner Records
$420,000Jan 2022 $11,0882024 Amount on Record Jun 2017 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

229 Willowwood Dr

4 bd · 2.5 ba · 3,182 sqft · built 1999 · 0.253 acres

Last Sale Tax Bill Prior Sale Owner Records
$288,500Oct 1999 $12,6152024 —Oct 1999 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

230 Willowwood Dr

4 bd · 3.5 ba · 3,225 sqft · built 1999 · 0.301 acres

Last Sale Tax Bill Prior Sale Owner Records
$337,000Jun 2016 $12,7312024 Amount on Record Sep 2002 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

231 Willowwood Dr

3 bd · 3.5 ba · 2,512 sqft · built 1999 · 0.254 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Aug 2001 $10,5262024 Amount on Record Nov 1998 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

232 Willowwood Dr

4 bd · 3 ba · 2,559 sqft · built 1999 · 0.296 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,000Nov 2016 $11,7862025 Amount on Record Aug 2012 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

233 Willowwood Dr

4 bd · 2.5 ba · 3,337 sqft · built 2000 · 0.254 acres

Last Sale Tax Bill Prior Sale Owner Records
$360,000Aug 2009 $13,4312024 Amount on Record Feb 2001 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

235 Willowwood Dr

4 bd · 2.5 ba · 2,722 sqft · built 1999 · 0.254 acres

Last Sale Tax Bill Prior Sale Owner Records
$726,000Nov 2003 $10,7952024 Amount on Record Sep 2001 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

237 Willowwood Dr

3 bd · 2.5 ba · 2,460 sqft · built 1999 · 0.254 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Jul 1999 $10,3052024 Amount on Record Feb 1999 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

238 Willowwood Dr

4 bd · 2.5 ba · 2,949 sqft · built 2002 · 0.287 acres

Last Sale Tax Bill Prior Sale Owner Records
$525,000Mar 2026 $11,8492024 Amount on Record Nov 2002 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

239 Willowwood Dr

4 bd · 2.5 ba · 3,223 sqft · built 1999 · 0.254 acres

Last Sale Tax Bill Prior Sale Owner Records
$337,000Oct 2001 $12,7292024 Amount on Record Jan 2000 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

240 Willowwood Dr

4 bd · 2.5 ba · 2,863 sqft · built 1998 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Jun 2021 $11,2822024 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

242 Willowwood Dr

3 bd · 2.5 ba · 1,819 sqft · built 1998 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$380,000Oct 2025 $8,3652024 Amount on Record Aug 1998 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

243 Willowwood Dr

3 bd · 1.5 ba · 1,831 sqft · built 1999 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Oct 1998 $8,8172024 Amount on Record Aug 1997 2 Owners on Record Owner Occupied AssessorUpdated Sep 2026

244 Willowwood Dr

4 bd · 2.5 ba · 2,198 sqft · built 1999 · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$252,000Sep 2011 $9,2242024 Amount on Record Oct 2005 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

245 Willowwood Dr

4 bd · 2.5 ba · 2,374 sqft · built 1997 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$430,000Dec 2008 $10,7752024 Amount on Record Oct 1997 Owner on Record Owner Occupied AssessorUpdated Oct 2026

246 Willowwood Dr

4 bd · 2.5 ba · 2,638 sqft · built 1998 · 0.275 acres

Last Sale Tax Bill Prior Sale Owner Records
$360,000Jul 2006 $10,5722024 —Mar 1998 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

247 Willowwood Dr

4 bd · 2.5 ba · 2,934 sqft · built 1997 · 0.246 acres

Last Sale Tax Bill Prior Sale Owner Records
$241,500Dec 1997 $12,0092024 Amount on Record Jun 1997 2 Owners on Record Owner Occupied AssessorUpdated Sep 2026

248 Willowwood Dr

3 bd · 2.5 ba · 2,091 sqft · built 1998 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$462,500Sep 2024 $9,9672024 Amount on Record Apr 1998 2 Owners on Record Assessor + 2 DocumentsUpdated Aug 2026

249 Willowwood Dr

4 bd · 2.5 ba · 2,623 sqft · built 1997 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$341,500Dec 2019 $10,6492024 Amount on Record — 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

250 Willowwood Dr

4 bd · 3.5 ba · 2,878 sqft · built 2000 · 0.276 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Aug 2013 $11,6232024 Amount on Record Mar 2001 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

251 Willowwood Dr

4 bd · 2.5 ba · 2,519 sqft · built 1998 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Nov 2009 $10,7502024 Amount on Record Oct 1998 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

253 Willowwood Dr

5 bd · 3.5 ba · 3,285 sqft · built 1999 · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$480,000Apr 2023 $13,5452024 Amount on Record Mar 1999 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

255 Willowwood Dr

4 bd · 2.5 ba · 3,299 sqft · built 1999 · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$529,000Dec 2023 $12,9182024 Amount on Record Apr 2019 2 Owners on Record Owner Occupied Assessor + 6 DocumentsUpdated Oct 2026

256 Willowwood Dr

4 bd · 2.5 ba · 3,196 sqft · built 1999 · 0.275 acres

Last Sale Tax Bill Prior Sale Owner Records
$540,000Oct 2025 $13,3262024 —Mar 2024 2 Owners on Record Owner Occupied Assessor + 6 DocumentsUpdated Oct 2026

257 Willowwood Dr

4 bd · 3 ba · 2,923 sqft · built 2001 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$392,000Sep 2001 $11,9672024 Amount on Record Apr 1998 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

258 Willowwood Dr

4 bd · 2.5 ba · 3,002 sqft · built 1999 · 0.247 acres

Last Sale Tax Bill Prior Sale Owner Records
$345,000Aug 2020 Amount on Record Jun 2002 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

259 Willowwood Dr

4 bd · 2.5 ba · 3,156 sqft · built 1998 · 0.24 acres

Last Sale Tax Bill Prior Sale Owner Records
$271,000Aug 1998 $12,2712024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

260 Willowwood Dr

4 bd · 2.5 ba · 2,582 sqft · built 1999 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$323,000Apr 2017 $10,6452024 Amount on Record Jul 2005 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

262 Willowwood Dr

3 bd · 2 ba · 2,096 sqft · built 1998 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Nov 2018 $9,8582024 Amount on Record Mar 2010 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

264 Willowwood Dr

4 bd · 2.5 ba · 2,802 sqft · built 2000 · 0.24 acres

Last Sale Tax Bill Prior Sale Owner Records
$387,000Feb 2021 $11,4852024 Amount on Record Mar 2012 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

266 Willowwood Dr

4 bd · 2.5 ba · 2,418 sqft · built 2000 · 0.243 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Jun 2018 $10,0282025 Amount on Record Aug 2004 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

268 Willowwood Dr

3 bd · 2.5 ba · 1,717 sqft · built 1999 · 0.24 acres

Last Sale Tax Bill Prior Sale Owner Records
$212,500Aug 1999 $8,3062025 Amount on Record Oct 1998 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

270 Willowwood Dr

4 bd · 2.5 ba · 3,109 sqft · built 1999 · 0.243 acres

Last Sale Tax Bill Prior Sale Owner Records
$410,000Jun 2021 $12,4012024 Amount on Record May 2014 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

272 Willowwood Dr

3 bd · 2.5 ba · 1,789 sqft · built 2001 · 0.24 acres

Last Sale Tax Bill Prior Sale Owner Records
$283,500Dec 2013 $8,5782024 Amount on Record Jan 2009 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

274 Willowwood Dr

4 bd · 2.5 ba · 2,992 sqft · built 1998 · 0.247 acres

Last Sale Tax Bill Prior Sale Owner Records
$237,500May 1998 $11,5772024 Amount on Record Oct 1997 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

275 Willowwood Dr

4 bd · 2.5 ba · 3,022 sqft · built 1999 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$362,500Jun 2017 $12,2212024 Amount on Record Nov 2016 Owner on Record Owner Occupied Assessor + 5 DocumentsUpdated Aug 2026

277 Willowwood Dr

4 bd · 2.5 ba · 2,852 sqft · built 1998 · 0.254 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000May 2018 $11,7062024 Amount on Record Apr 2004 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

278 Willowwood Dr

3 bd · 2.5 ba · 2,089 sqft · built 1999 · 0.323 acres

Last Sale Tax Bill Prior Sale Owner Records
$333,000Sep 2020 $9,8132024 Amount on Record Sep 1999 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

279 Willowwood Dr

4 bd · 2.5 ba · 3,087 sqft · built 1999 · 0.277 acres

Last Sale Tax Bill Prior Sale Owner Records
$385,000Jun 2003 $12,8262025 Amount on Record Jan 2001 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

281 Willowwood Dr

4 bd · 2.5 ba · 3,316 sqft · built 1999 · 0.255 acres

Last Sale Tax Bill Prior Sale Owner Records
$313,000Sep 1999 $13,1592024 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

283 Willowwood Dr

4 bd · 2.5 ba · 2,225 sqft · built 1999 · 0.247 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,000Feb 2020 $9,6992024 Amount on Record Feb 2017 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

284 Willowwood Dr

4 bd · 2.5 ba · 2,306 sqft · built 1998 · 0.277 acres

Last Sale Tax Bill Prior Sale Owner Records
$287,000May 2016 $9,5122024 Amount on Record Jan 2010 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

285 Willowwood Dr

4 bd · 2.5 ba · 2,572 sqft · built 1999 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$307,500Aug 2016 $10,6342024 Amount on Record Apr 2014 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

287 Willowwood Dr

4 bd · 2.5 ba · 2,570 sqft · built 1999 · 0.271 acres

Last Sale Tax Bill Prior Sale Owner Records
$206,500Jul 1999 $10,4132024 —Jul 1999 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

Property Records in Nearby Streets