175 Chicago Rd, Oswego, IL 60543
OFF MARKET

175 Chicago Rd
Oswego, IL 60543

  • 4 Beds
  • 2 Baths
  • 2,678 sqft (on 0.54 acres)

$452,000

Trulia Estimate
as of Jun 17, 2026
Est. Refi. Payment $3,190/mo*
Refinance Your Home

$452,000

Trulia Estimate
as of Jun 17, 2026
Est. Refi. Payment $3,190/mo*
Refinance Your Home
4 Beds
2 Baths
2,678 sqft
(on 0.54 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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 and 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 and 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!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 175 Chicago Rd

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Forced Air, SolarHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: Asphalt, Shake Shingle

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.54 acres

Price History for 175 Chicago Rd

DatePriceEventSource
03/31/2022$349,900Sold
MRED as distributed by MLS GRID #11315124
02/12/2022$349,900PendingWeichert Pro #11315124
02/12/2022$349,900ContingentMRED as distributed by MLS GRID #11315124
02/07/2022$349,900Listed For SaleMRED as distributed by MLS GRID #11315124
10/22/2012$180,000Sold
MRED as distributed by MLS GRID #08036753
09/03/2012$205,000PendingAgent Provided
05/18/2012$205,000PriceChange
Agent Provided
04/07/2012$225,000Listed For SaleAgent Provided

Market trends in Oswego

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$365K
$4.33KMoM
Sale-to-List Price
99.9%
0.6%MoM
Price per sq ft
$202
$3MoM
Available listings
128
14MoM
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Property Tax and Assessment

Year2024
Tax$8,203
Assessment$323,787
Home facts updated by county records

Homeowner tools

Estimated monthly rent$3,520/mo
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Homes for rent near 175 Chicago Rd

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Comparable Sales for 175 Chicago Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
40 Ashlawn Ave, Oswego, IL
0.26
Single-Family Home
$340,000
09/29/25
3
2.5
2,463
177 Franklin St, Oswego, IL
0.31
Single-Family Home
$399,900
01/23/26
3
2
2,200
55 Garfield St, Oswego, IL
0.10
Single-Family Home
$407,500
03/27/26
6
3
2,256
38 Ashlawn Ave, Oswego, IL
0.26
Single-Family Home
$336,000
12/22/25
2
2
1,487
101 Bell Ct, Oswego, IL
0.24
Single-Family Home
$442,000
05/15/26
4
3
1,471
23 Orchard Ave, Oswego, IL
0.51
Single-Family Home
$395,000
10/27/25
4
2
1,633
281 Chicago Rd, Oswego, IL
0.14
Single-Family Home
$289,900
07/03/25
3
1
988
131 Jackson St, Oswego, IL
0.29
Single-Family Home
$307,000
02/04/26
3
1.5
1,176
96 E Washington St, Oswego, IL
0.28
Single-Family Home
$315,000
09/12/25
3
1
1,920
96 E Jackson St, Oswego, IL
0.20
Single-Family Home
$355,000
07/24/25
2
1.5
1,000

Nearby homes

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Assigned Schools

These are the assigned schools for 175 Chicago Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Oswego

At least 264 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 92 % Say car is needed

  • 89 % Say parking is easy

  • 89 % Say there are sidewalks

  • 84 % Say there's holiday spirit

  • 84 % Say kids play outside

  • 84 % Say yards are well-kept

  • 79 % Say it's quiet

  • 77 % Say people would walk alone at night

  • 68 % Say streets are well-lit

  • 67 % Say there's wildlife

  • 62 % Say neighbors are friendly

  • 57 % Say they plan to stay for at least 5 years

  • 44 % Say it's walkable to restaurants

  • 41 % Say there are community events

  • 34 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Jeni Rodriguez
    "Lots of people walking their dogs. Also there are Dog Disposal bags available in my neighborhood to use to pick up after your dogs. "
    0
    Flag
  • Repjb
    "Great schools, good restaurant choices, plenty of home improvement stores. I asking distance to downtown river area. "
    0
    Flag
  • Repjb
    "Great schools, safe nieghborhoods, close to restaurants, shopping, banks, everything a family would need"
    0
    Flag
  • Repjb
    "Plenty of places to walk. Dog parks are close. A few places are dog friendly. Most people are respectful and clean up after their dogs. "
    0
    Flag
  • Repjb
    "Thirty minutes in to Naperville at 7:30 am, 45-50 minutes home at 5:00 pm. No public transportation option"
    0
    Flag
  • Bnaudia
    "Ttttttttttttttttttttttttggggttttttttttttttttggggggttttthhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhh"
    0
    Flag
  • Wortham87
    "Great school system, a sense of community, parks are a walk away, great for dogs, just an overall great community. "
    0
    Flag
  • Joelopz1207
    "I like the neighborhoods of Oswego. I have lived here for 2 years, the people are very friendly and polite."
    1
    Flag
  • Chris M.
    "Everyone walks their dogs their. It’s a great place great neighborhood and everyone picks up their own poop."
    4
    Flag
  • Jbaustin2008
    "We have a neighborhood end of the year and beginning of the year party, we have a lot of partys, we also have a lot of children being active."
    0
    Flag
  • Miss.fatimagarcia
    "Every Sunday is the Farmers Market at the Library grounds. Usually during the summers there’s a music festival in the evenings for families."
    2
    Flag
  • Mbj201
    "too much to mention....but mostly a community with all the amenities but a small town feel. Great intergenerational community too!"
    1
    Flag
  • Michaeldecorejr
    "I’ve lived in Oswego for eight years and love it. Friendly pPeople that take care of their homes and look out for one another."
    0
    Flag
  • Stacyvjb
    "Wonderful area to raise family. Safe environment. A gem in the heart of Oswego. Wine on the fox is great "
    2
    Flag
  • Alex33hales
    "I have a very short commute to work, shopping and dining. My children have never been more than a few minutes from school; elementary, junior high and high school. "
    1
    Flag
  • Beth B.
    "There is a diverse community with good schools, many parks and several community events throughout the year."
    2
    Flag
  • Antonio V.
    "Super friendly neighbors in the River Run subdivision. Clean areas, clean parks, safe and very good school district. "
    2
    Flag
  • Veronica
    "No public transport what so ever. Side streets are never plowed properly nor the sidewalks. Our children generally walk to school "
    1
    Flag
  • Meg.capulong
    "Oswego is a growing community, and is full of young families. It’s a great place to have kids and raise a family. We have lived here for 6 years, and we plan on staying in the area until our children are grown and have gone through the school district. We have always felt very welcome and safe in this neighborhood. "
    5
    Flag
  • Trulia User
    "I usually drive my personal or work vehicle downtown. It takes anywhere from one hour to one and a half hours depending on the time of day."
    0
    Flag
  • Ryan S.
    "Lots of parades and festivals close to downtown. We are less than a mile from main street so it’s a lot of fun. "
    1
    Flag
  • Alexis
    "My neighborhood is a nice quiet place to raise a family. They have a nice play ground and the kept yards and sidewalks allows for a mice stroll "
    0
    Flag
  • Trulia User
    "Safe, walking distance to many amenities. Short drive for everything you may need. Need town administration to value growth to offer new opportunities to socialize and grow. "
    1
    Flag
  • Ethel.cutrano
    "The Oswego Park district holds great family events such as 5K’s, children’s fairs and festivals. The local YMCA also has fun summer and winter events. "
    0
    Flag
  • Ethel.cutrano
    "We live in a cul de sac and we used to have a yearly Halloween party. Those neighbors moved. We need to start that again. "
    0
    Flag
  • Ethel.cutrano
    "Dog owners would like that there are long and pleasant walking trails throughout the subdivision. There are benches where you can sit and enjoy the scenery and friendly neighbors that keep a watch to keep our neighborhood safe."
    3
    Flag
  • Alonsofamily
    "it's great to live quiet small town. love all the different people. people are friendly here and helpful"
    0
    Flag
  • charlene C
    "I am simply 8 minutes from work. Transportation is ok, most likely need a car. Some areas you can walk close by. Retail along route 30 and route #34. Grocery, gas, parks, plenty to choose from within a mile. People friendly. Variety of age groups. Thanks "
    0
    Flag
  • Charlene C. F.
    "I have lived here for three years...it seems to get friendlier and better each year passing. Nice to take a walk. Good neighbors. "
    0
    Flag
  • Aguilar369eliza
    "I lived here for six years. I just wanted to say the rental price is ridiculous, we don’t even pay this much and we own the house. I don’t understand how this is even allowed."
    1
    Flag
  • Kcwolf2000
    "Long drives to get to expressway. Takes 20 min to get to 55 or 88. Train to Chicago only 10 min away. Traffic to Naperville, open country roads to south and west."
    1
    Flag
  • Kathy
    "waterside has a path around the lake it is a great place to walk dogs and there are open spaces as well very friendly people as well as a great place to observe birds "
    0
    Flag
  • Urthanjiltwo
    "Nicely kept subdivision. Website for our subdivsions. People are friendly. Police was very nice and helpful."
    0
    Flag
  • Melissa D.
    "This is a wonderful, family friendly neighborhood with great school and access to everything!!!! would never want to live anywhere else!"
    1
    Flag
  • Dreamrose81
    "This is a well cared for neighborhood. It is friendly but quiet. Love the ability to take walks near a nature area. "
    0
    Flag
  • Ddeltoro87
    "It’s a nice peaceful area. We have lived in a couple of the surrounding cities and this is by far the most beautiful are.”a."
    4
    Flag

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Homes for sale near 175 Chicago Rd

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Off Market Homes Near 175 Chicago Rd

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175 Chicago Rd, Oswego, IL 60543 is a 4 bedroom, 3 bathroom, 2,678 sqft single-family home built in 1920. This property is not currently available for sale. 175 Chicago Rd was last sold on Mar 31, 2022 for $349,900. The current Trulia Estimate for 175 Chicago Rd is $452,000.