Historic charm meets modern upgrades! This quality built, historic home will amaze you with detail and finishes you just won't find anywhere! Features original trim detail, solid pocket doors, hardwood floors, large rooms, dual (front & rear) staircases, rebuilt covered porch, a large floored dormer attic with stairwell (could easily be finished) along with a fully updated kitchen and baths! A deeper than average basement offers further bath finishing capability and additional work/shop space. Situated on a rare DOUBLE lot (just over 1/2 acre) with a large side street driveway and an oversized 3 car garage with floored loft storage! Children attend all of the highly ranked Oswego schools (Southbury Elementary, Traughber Jr. High & Oswego High School)! This property is also located within the transitional use business district of Oswego which offers the potential for business use too! A GREAT investment near downtown Oswego that doesn't come along often!
Single-familyProperty Type
1920Year Built
0.54 acresLot Size
$165Est. Price/Sq.Ft.
3 car garageParking
Listed by Craig Caffarello• Your Place Realty Group
Original crown molding, lead glass windows, beautiful built in shelving, Hardwood flooring. Home has potential to be rented/fully lived in on all three levels of home. kitchens, full bath and bedrooms on all levels. Basement does need repair. Sits on two lots with a large Three car garage, tons of storage. Newer roof, radiant heat on main level. MUST SEE
Year
Property tax
Land + Additions
Assessment*
2025
$8,929 (+8.9%)
$27,928 + $96,191
$124,119
2024
$8,203 (+5.6%)
$24,285 + $83,644
$107,929
2023
$7,766 (+7.4%)
$21,303 + $73,372
$94,675
2022
$7,230 (−1.4%)
$19,366 + $66,702
$86,068
2021
$7,334 (+1.2%)
$18,986 + $65,394
$84,380
2020
$7,250 (+9.7%)
$18,614 + $64,112
$82,726
2019
$6,609 (+6.9%)
$18,614 + $56,239
$74,853
2018
$6,182 (+6.7%)
$16,871 + $50,973
$67,844
2017
$5,795 (+4.6%)
$16,871 + $50,973
$67,844
2016
$5,541 (−0.4%)
$14,738 + $44,531
$59,269
2015
$5,562 (−4.6%)
$14,738 + $44,531
$59,269
2013
$5,832 (−8.6%)
$14,194 + $42,886
$57,080
2012
$6,384 (+0.8%)
$14,941 + $45,143
$60,084
2011
$6,333 (+170.3%)
$16,256 + $49,116
$65,372
2010
$2,344 (+12.9%)
$17,112 + $51,701
$68,813
2008
$2,076 (−5.9%)
$18,112 + $54,728
$72,840
2006
$2,207
$16,144 + $48,781
$64,925
Tax history for 175 Chicago Rd
Year
Property tax
Land + Additions
Assessment*
2025
$8,929 (+8.9%)
$27,928 + $96,191
$124,119
2024
$8,203 (+5.6%)
$24,285 + $83,644
$107,929
2023
$7,766 (+7.4%)
$21,303 + $73,372
$94,675
2022
$7,230 (−1.4%)
$19,366 + $66,702
$86,068
2021
$7,334 (+1.2%)
$18,986 + $65,394
$84,380
2020
$7,250 (+9.7%)
$18,614 + $64,112
$82,726
2019
$6,609 (+6.9%)
$18,614 + $56,239
$74,853
2018
$6,182 (+6.7%)
$16,871 + $50,973
$67,844
2017
$5,795 (+4.6%)
$16,871 + $50,973
$67,844
2016
$5,541 (−0.4%)
$14,738 + $44,531
$59,269
2015
$5,562 (−4.6%)
$14,738 + $44,531
$59,269
2013
$5,832 (−8.6%)
$14,194 + $42,886
$57,080
2012
$6,384 (+0.8%)
$14,941 + $45,143
$60,084
2011
$6,333 (+170.3%)
$16,256 + $49,116
$65,372
2010
$2,344 (+12.9%)
$17,112 + $51,701
$68,813
2008
$2,076 (−5.9%)
$18,112 + $54,728
$72,840
2006
$2,207
$16,144 + $48,781
$64,925
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Beds
4
Baths
2
Stories
2
Lot width
—
Lot depth
—
Lot size
0.53 Acres
Year renovated
—
Sq. Ft.
2,678
Year built
1920
Style
Single Family Residential
County
Kendall County
APN
0317403012
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 22, 2026.
R-4
Attached Single-Unit Dwelling District
The R-4 Attached Single-Unit Dwelling District is established to accommodate 2-unit dwellings and townhouse dwellings. The R-4 District allows 2-unit dwellings and townhouse dwellings, other residential uses and limited non-residential uses that are compatible with surrounding residential neighborhoods.