S Madison St, Oswego, IL Property Records

Kendall County and Will County property records for 71 addresses on S Madison St, Oswego, IL · Last verified September 2026

S Madison St Highlights

Properties 71
Median Sale Price $264,000
Deeds and Mortgages on File 86
Median Price per Sqft $149
Owner Occupied 75%
Median Annual Tax Bill $5,800
Median Year Built 1930
Median Ownership Tenure 10 years

Properties on S Madison St

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

5 S Madison St

3 ba · 1,997 sqft · built 1962 · 0.362 acres

Last Sale Tax Bill Prior Sale Owner Records
$500,000Jan 2026 $6,5392024 Amount on Record Sep 2003 Owner on Record Assessor + 3 DocumentsUpdated Aug 2026

10 S Madison St

2 ba · 10,220 sqft · built 1971 · 0.921 acres

Last Sale Tax Bill Prior Sale Owner Records
$19,5682024 Owner on Record Owner Occupied AssessorUpdated Jun 2026

11 S Madison St

2,372 sqft · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,1302024 2 Owners on Record AssessorUpdated Jun 2026

25 S Madison St

1 ba · 1,040 sqft · built 1920 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,2052024 2 Owners on Record AssessorUpdated Jun 2026

26 S Madison St

3,213 sqft · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Feb 2026 $8,6942024 Amount on Record Feb 1991 Owner on Record Assessor + 2 DocumentsUpdated Jun 2026

55 S Madison St

2,097 sqft · built 1920 · 0.127 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Feb 2010 $4,0052024 —Feb 2010 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

61 S Madison St

1,663 sqft · 0.127 acres

Last Sale Tax Bill Prior Sale Owner Records
$240,000May 2020 $3,2742024 Amount on Record Oct 1998 Owner on Record Assessor + 1 DocumentUpdated Aug 2026

62 S Madison St

4 bd · 2 ba · 1,884 sqft · built 1930 · 0.199 acres

Last Sale Tax Bill Prior Sale Owner Records
$237,000Dec 2008 $6,0682024 Amount on Record Dec 2005 2 Owners on Record AssessorUpdated Jun 2026

68 S Madison St

4 bd · 2 ba · 2,966 sqft · built 1926 · 0.222 acres

Last Sale Tax Bill Prior Sale Owner Records
$264,000Feb 2021 $8,5302024 Amount on Record Aug 2015 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

155 S Madison St

0.202 acres

Last Sale Tax Bill Prior Sale Owner Records
$146,000Jun 2018 $1,8872024 —Aug 2012 Owner on Record Assessor + 2 DocumentsUpdated Jun 2026

168 S Madison St

2 bd · 1 ba · 864 sqft · built 1926 · 0.262 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,000Jan 2019 $4,4912024 Amount on Record Oct 2007 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

169 S Madison St

3 bd · 1 ba · 1,744 sqft · built 1856 · 0.227 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000Oct 2021 $4,1352024 Amount on Record May 2003 Owner on Record Assessor + 2 DocumentsUpdated Aug 2026

175 S Madison St

3 bd · 2 ba · 1,536 sqft · built 1923 · 0.201 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,000Sep 2022 $6,3812024 Amount on Record Sep 2017 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

205 S Madison St

2 ba · 1,414 sqft · built 1930 · 0.197 acres

Last Sale Tax Bill Prior Sale Owner Records
$160,000Sep 2020 $5,2232024 Amount on Record Apr 1988 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

210 S Madison St

9,072 sqft · built 1900 · 0.47 acres

Last Sale Tax Bill Prior Sale Owner Records
$72,125Sep 1972 $9,3072024 Owner on Record Owner Occupied AssessorUpdated Jun 2026

211 S Madison St

1 ba · 1,808 sqft · built 1930 · 0.22 acres

Last Sale Tax Bill Prior Sale Owner Records
$103,000Dec 1993 $2,8542024 Amount on Record Feb 1987 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

217 S Madison St

3 bd · 1.5 ba · 1,283 sqft · built 1989 · 0.108 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Aug 2016 $5,2572024 Amount on Record May 2009 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

219 S Madison St

3 bd · 1.5 ba · 1,283 sqft · built 1989 · 0.112 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Jun 2002 $5,2572024 Amount on Record Oct 1999 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

228 S Madison St

4 bd · 2 ba · 1,576 sqft · built 1870 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$86,000Aug 2018 $2,0692025 Amount on Record May 2000 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

254 S Madison St

1,278 sqft · 0.839 acres

Last Sale Tax Bill Prior Sale Owner Records
$399,000Sep 2025 Amount on Record Jul 2024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2025

255 S Madison St

3 bd · 1.5 ba · 1,600 sqft · built 1900 · 0.196 acres

Last Sale Tax Bill Prior Sale Owner Records
$82,000Jun 1989 $5,7812024 Amount on Record Sep 1986 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

261 S Madison St

1.5 ba · 1,322 sqft · built 1991 · 0.095 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Apr 2003 $6,3132024 —Apr 2006 Owner on Record Assessor + 1 DocumentUpdated Jun 2026

262 S Madison St

0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$375,000Oct 2025 Amount on Record Jul 2024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Nov 2025

263 S Madison St

1.5 ba · 1,322 sqft · built 1991 · 0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$149,000Dec 2011 $4,8672024 Amount on Record Feb 2006 Owner on Record Owner Occupied AssessorUpdated Jun 2026

266 S Madison St

3 bd · 1.5 ba · 1,520 sqft · built 1900 · 0.197 acres

Last Sale Tax Bill Prior Sale Owner Records
$285,000Sep 2022 $6,9012024 Amount on Record Jul 2021 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Jun 2026

267 S Madison St

4 bd · 3 ba · 2,200 sqft · built 1994 · 0.195 acres

Last Sale Tax Bill Prior Sale Owner Records
$153,000Aug 1998 $9,0312024 Amount on Record Jan 1988 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

278 S Madison St

1 ba · 1,008 sqft · built 1971 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$145,000Feb 2016 $5,8312024 Amount on Record Jul 2009 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

279 S Madison St

1,884 sqft · built 1900 · 0.195 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,000Apr 1988 $7,4982024 Owner on Record AssessorUpdated Jun 2026

280 S Madison St

1 ba · 988 sqft · built 1900 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000Dec 2009 $4,3482024 Amount on Record Aug 2000 2 Owners on Record AssessorUpdated Jun 2026

281 S Madison St

3 bd · 1 ba · 1,244 sqft · built 1876 · 0.195 acres

Last Sale Tax Bill Prior Sale Owner Records
$46,000Jan 1993 $5,8002024 Owner on Record AssessorUpdated Jun 2026

305 S Madison St

1 ba · 1,376 sqft · built 1930 · 0.371 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,900Jun 1996 $4,7182025 Amount on Record Aug 1987 Owner on Record Assessor + 1 DocumentUpdated Aug 2026

310 S Madison St

3 bd · 2 ba · 1,321 sqft · built 1961 · 0.396 acres

Last Sale Tax Bill Prior Sale Owner Records
$188,000Feb 2020 $7,5912024 —Dec 2018 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

320 S Madison St

3 bd · 1.5 ba · 1,124 sqft · built 1944 · 0.267 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Oct 2022 $5,9792024 Amount on Record Jun 2020 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

326 S Madison St

2 bd · 1 ba · 1,428 sqft · built 1900 · 0.205 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Jun 2021 $7,6082024 Amount on Record Nov 2008 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

340 S Madison St

0.393 acres

Last Sale Tax Bill Prior Sale Owner Records
Owner on Record Owner Occupied AssessorUpdated Jun 2026

346 S Madison St

4 bd · 2 ba · 1,556 sqft · built 1931 · 0.338 acres

Last Sale Tax Bill Prior Sale Owner Records
$178,000Jun 2006 $6,3942024 Amount on Record Dec 2005 Owner on Record AssessorUpdated Jun 2026

356 S Madison St

4 bd · 1 ba · 1,900 sqft · built 1900 · 0.332 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,000Jun 1998 $5,7552024 Owner on Record AssessorUpdated Jun 2026

361 S Madison St

4 bd · 1.5 ba · 2,112 sqft · built 1926 · 0.173 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Jul 2021 $8,2592024 Amount on Record Nov 2004 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

362 S Madison St

1 ba · 1,456 sqft · built 1901 · 0.199 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Dec 2020 $4,8192024 Amount on Record Aug 2020 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

365 S Madison St

3 bd · 2.5 ba · 1,646 sqft · built 1926 · 0.194 acres

Last Sale Tax Bill Prior Sale Owner Records
$233,000Nov 2004 $5,7822024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

368 S Madison St

3 bd · 2.5 ba · 1,900 sqft · built 1900 · 0.199 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Dec 2018 $6,6392024 Amount on Record Aug 2018 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

371 S Madison St

2 ba · 2,242 sqft · built 1900 · 0.265 acres

Last Sale Tax Bill Prior Sale Owner Records
$445,000May 2026 $7,0542024 Amount on Record Dec 2022 Owner on Record Assessor + 3 DocumentsUpdated Aug 2026

374 S Madison St

3 bd · 2 ba · 1,222 sqft · built 1849 · 0.199 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Dec 2023 $5,5272024 Amount on Record Jul 2006 Owner on Record Assessor + 2 DocumentsUpdated Jun 2026

377 S Madison St

2 ba · 1,632 sqft · built 1905 · 0.237 acres

Last Sale Tax Bill Prior Sale Owner Records
$67,000Aug 1986 $5,2292024 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

380 S Madison St

2 bd · 1 ba · 768 sqft · built 1932 · 0.199 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Jun 1990 $4,0622024 —May 2000 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

383 S Madison St

2 ba · 1,128 sqft · built 1982 · 0.209 acres

Last Sale Tax Bill Prior Sale Owner Records
$62,000Feb 1983 $6,0552024 Owner on Record Owner Occupied AssessorUpdated Jun 2026

386 S Madison St

3 bd · 2.5 ba · 1,518 sqft · built 1900 · 0.199 acres

Last Sale Tax Bill Prior Sale Owner Records
$163,000Apr 2020 $5,1182024 Amount on Record Sep 2005 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

396 S Madison St

1 ba · 1,440 sqft · built 1870 · 0.127 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000Aug 2018 $6,6912025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

405 S Madison St

3 bd · 2 ba · 1,775 sqft · built 1910 · 0.167 acres

Last Sale Tax Bill Prior Sale Owner Records
$196,000Nov 2014 $6,5722024 Amount on Record Jun 1994 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

406 S Madison St

1.5 ba · 1,668 sqft · built 1920 · 0.218 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Nov 1986 $5,2032024 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

411 S Madison St

3 bd · 2 ba · 1,196 sqft · built 1982 · 0.188 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Dec 1995 $1,6802024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

417 S Madison St

2 ba · 1,640 sqft · built 1900 · 0.294 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,900Mar 1977 $5,5882024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

420 S Madison St

4 bd · 2 ba · 1,520 sqft · built 1959 · 0.203 acres

Last Sale Tax Bill Prior Sale Owner Records
$30,000Aug 1971 $3,7732024 Owner on Record Owner Occupied AssessorUpdated Jun 2026

422 S Madison St

2 bd · 1 ba · 1,320 sqft · built 1946 · 0.176 acres

Last Sale Tax Bill Prior Sale Owner Records
$96,000Dec 2011 $4,9222024 Amount on Record Mar 2003 Owner on Record Owner Occupied AssessorUpdated Jun 2026

426 S Madison St

3 bd · 1 ba · 1,195 sqft · built 1949 · 0.186 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Nov 2019 $5,9922024 Amount on Record Aug 2009 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

427 S Madison St

4 bd · 2.5 ba · 2,396 sqft · built 1948 · 0.294 acres

Last Sale Tax Bill Prior Sale Owner Records
$217,500Jun 2007 $7,8492024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

430 S Madison St

2 bd · 1 ba · 1,464 sqft · built 1940 · 0.186 acres

Last Sale Tax Bill Prior Sale Owner Records
$19,000Sep 1971 $5,4542024 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

433 S Madison St

2 bd · 1 ba · 780 sqft · built 1946 · 0.194 acres

Last Sale Tax Bill Prior Sale Owner Records
$205,000Sep 2023 $5,6492024 Amount on Record Jul 1992 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

441 S Madison St

2 bd · 1 ba · 616 sqft · built 1930 · 0.195 acres

Last Sale Tax Bill Prior Sale Owner Records
$143,000Feb 2017 $3,9942024 —Dec 2016 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

446 S Madison St

3 bd · 1 ba · 1,008 sqft · built 1973 · 0.186 acres

Last Sale Tax Bill Prior Sale Owner Records
$160,000Apr 2016 $6,2582024 Amount on Record Jul 2015 Owner on Record Owner Occupied AssessorUpdated Jun 2026

447 S Madison St

3 bd · 1 ba · 1,008 sqft · built 1971 · 0.197 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,000Apr 2006 $5,5462024 Amount on Record Jun 2004 Owner on Record Assessor + 1 DocumentUpdated Jun 2026

448 S Madison St

4 bd · 3 ba · 2,391 sqft · built 1929 · 0.187 acres

Last Sale Tax Bill Prior Sale Owner Records
$181,000Oct 2020 $6,4932024 —Jun 2012 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

452 S Madison St

3 bd · 2 ba · 816 sqft · built 1976 · 0.181 acres

Last Sale Tax Bill Prior Sale Owner Records
$169,000May 2009 $6,4332024 —Jan 1997 Owner on Record Owner Occupied AssessorUpdated Jun 2026

456 S Madison St

3 bd · 2 ba · 1,200 sqft · built 1976 · 0.193 acres

Last Sale Tax Bill Prior Sale Owner Records
$36,500Jan 1977 $6,0142024 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

460 S Madison St

3 bd · 2 ba · 1,956 sqft · 0.275 acres

Last Sale Tax Bill Prior Sale Owner Records
$145,000Aug 2000 $5,4852024 —Aug 2000 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

461 S Madison St

1 ba · 1,768 sqft · built 1993 · 0.292 acres

Last Sale Tax Bill Prior Sale Owner Records
$39,900Aug 1993 $8,8922024 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

464 S Madison St

3 bd · 2 ba · 1,838 sqft · built 1992 · 0.275 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Oct 2021 $5,0882024 Amount on Record Sep 2002 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

468 S Madison St

3 bd · 2 ba · 1,714 sqft · built 1993 · 0.302 acres

Last Sale Tax Bill Prior Sale Owner Records
$308,000May 2022 $7,0802024 Amount on Record Apr 2016 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

473 S Madison St

3 bd · 2 ba · 1,611 sqft · built 1995 · 0.275 acres

Last Sale Tax Bill Prior Sale Owner Records
$186,000Nov 2001 $8,0072024 Amount on Record Mar 1998 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

481 S Madison St

4 bd · 2.5 ba · 2,217 sqft · built 1988 · 0.295 acres

Last Sale Tax Bill Prior Sale Owner Records
$255,000Jan 2019 $9,2702024 Amount on Record Sep 2015 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

488 S Madison St

4 bd · 2.5 ba · 2,172 sqft · built 1993 · 0.376 acres

Last Sale Tax Bill Prior Sale Owner Records
$297,000Jul 2018 $8,5002024 Amount on Record May 1992 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

Property Records in Nearby Streets