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Oswego IL Homes For Sale

Oswego is the largest municipality in Kendall County, Illinois, with a population of 34,485 according to the 2020 census.

In 1833, William Smith Wilson, Rebecca, and Daniel Pearce moved to Oswego with their family. Native Americans who owned the land along the Fox River in Kendall County were displaced when the United States government began surveying there. In 1842, the federal government sold the land for $1.25 per acre.

Lewis B. Judson and Levi F. Arnold from New York started the village, called Hudson initially. Due to a post office opening, it was then known as Lodi, sparking a debate over its official title. Citizens got together in January 1837 and voted for Oswego as their permanent name.

Oswego became a transportation hub once again in the early years of the century when inexpensive cars and paved roads became available. In Illinois, routes 25, 71, and 31 were intersected with U.S. Route 34, which followed old stagecoach routes. U.S. Route 30 segments have recently been annexed into the village, providing more transportation options for both residents and business owners.

The rich history of downtown Oswego can be explored and appreciated. Residents can enjoy the district's beauty, which includes the renovation of the Village of Oswego, including infrastructure and streetscape improvements, as well as Hudson Crossing Park, located on the Fox River. From Main Street to the park, the Waubonsee Creek Promenade adds a touch of beauty. Residents celebrated the village's 175th anniversary in 2008.

The Oswegoland Park District maintains 1,100 acres of open land, trails, and parks. 63 parks, 16 miles of walking trails, two aquatic parks, and the Little White School Museum serve 20,000 households, as well as visitors from far away, as part of the park district's mission to "create opportunities for a healthy community."

Oswego is served by the Oswego Community Unit School District 308 and a small portion is served by Yorkville Community Unit School District 115.

To Downtown Chicago – 31 miles

Transportation – There are Metra train stations available in the neighboring towns of Aurora and Naperville via the BNSF Railway line.

 

Newest Oswego Homes for Sale

142 Piper Glen Avenue, Oswego image
142 Piper Glen Avenue, Oswego $479,990

*Below Market Interest Rate Available for Qualified Buyers* Welcome to the Paxton at Piper Glen-one of our best-selling Smart Series homes! From the moment you pull into...

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  • 4 Beds
  • 3 Baths
  • 12715730 MLS
  • PRICE CHANGE Status
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321 Parker Place, Oswego image
321 Parker Place, Oswego $559,000

Beautiful 4 bedroom, 3.5 bath home located in the heart of Prescott Mill on a premium cul-de-sac lot with desirable eastern exposure! Step into the stunning two-story foy...

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  • 4 Beds
  • 4 Baths
  • 12715471 MLS
  • NEW Status
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134 Piper Glen Avenue, Oswego image
134 Piper Glen Avenue, Oswego $540,000

Why wait to build when you can move into a home that's practically brand new? Built in 2025, this beautiful west-facing home offers all the benefits of new construction w...

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  • 4 Beds
  • 3 Baths
  • 12713388 MLS
  • NEW Status
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2475 Barbera Drive, Oswego image
2475 Barbera Drive, Oswego $399,990

Welcome to 2475 Barbera Dr. in the amenity-rich Sonoma Trails community of Oswego, IL. Available for Winter delivery, this beautifully designed Haven floorplan offers ove...

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  • 3 Beds
  • 3 Baths
  • 12714734 MLS
  • NEW Status
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319 Monica Lane, Oswego image
319 Monica Lane, Oswego $469,990

*Below Market Interest Rate Available for Qualified Buyers* Boasting 2,289 square feet, 4 bedrooms, and 2.5 bathrooms, the Quinn is one of our best selling floorplans! ...

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  • 4 Beds
  • 3 Baths
  • 12715149 MLS
  • PRICE CHANGE Status
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553 Danbury Drive, Oswego image
553 Danbury Drive, Oswego $525,000

Welcome to your dream Home! This Custom Built Home features 4000 sq ft of livable space in this beautifully updated 5-bedroom, 2.5-bathroom home is located in one of Oswe...

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  • 5 Beds
  • 3 Baths
  • 12713184 MLS
  • NEW Status
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103 Northampton Drive, Oswego image
103 Northampton Drive, Oswego $599,900

Welcome to 103 Northampton, a beautifully maintained brick-front Georgian in an exceptional location near downtown Oswego, area schools, shopping, dining, and the beloved...

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  • 4 Beds
  • 4 Baths
  • 12708923 MLS
  • ACTIVE Status
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2404 Semillon Street, Oswego image
2404 Semillon Street, Oswego $479,990

Welcome to 2404 Semillon St. the Sloan floorplan is located at the beautiful amenity filled Sonoma Trails Community in Oswego, IL. Home will be available for late Fall mo...

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  • 4 Beds
  • 3 Baths
  • 12714166 MLS
  • NEW Status
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1444 Vintage Drive, Oswego image
1444 Vintage Drive, Oswego $589,990

Welcome to 1444 Vintage Drive, your dream home in the highly sought-after Sonoma Trails community! This beautiful 4-bedroom, 2.5-bath new construction COVENTRY FLOOPLAN i...

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  • 4 Beds
  • 3 Baths
  • 12714073 MLS
  • NEW Status
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328 Barnaby Drive, Oswego image
328 Barnaby Drive, Oswego $399,900

Beautiful 2 Story Home in Oswego! Gorgeous open floor plan with tons of natural light! Family room leads right into chef's kitchen features tons of cabinet space, islan...

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  • 4 Beds
  • 3 Baths
  • 12712634 MLS
  • NEW Status
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302 Cascade Lane, Oswego image
302 Cascade Lane, Oswego $300,000

Welcome to Winding Waters, where peaceful pond views, everyday convenience, and easy Oswego living come together beautifully. Perfectly positioned to capture incredible w...

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  • 3 Beds
  • 3 Baths
  • 12691267 MLS
  • NEW Status
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2270 Bodega Drive, Oswego image
2270 Bodega Drive, Oswego $384,990

Discover yourself at 2270 Bodega Rd., Oswego, Illinois, a beautiful NEW home in our Sonoma Trails community. This end-unit townhome will be ready for Fall move-in! Homesi...

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  • 3 Beds
  • 3 Baths
  • 12712426 MLS
  • NEW Status
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2276 Bodega Road, Oswego image
2276 Bodega Road, Oswego $339,990

Discover yourself at 2276 Bodega Rd., Oswego, Illinois, a beautiful new home in our Sonoma Trails community. This townhome is ready for Winter move-in! Homesite includes...

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  • 3 Beds
  • 3 Baths
  • 12712337 MLS
  • NEW Status
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204 Piper Glen Avenue, Oswego image
204 Piper Glen Avenue, Oswego $499,990 ▼

*Below Market Interest Rate Available for Qualified Buyers* With around 2,500 square feet, 4 bedrooms, 2.5 bathrooms, a basement, and a 2-car garage, the Dunbar floorpla...

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  • 4 Beds
  • 3 Baths
  • 12712509 MLS
  • PRICE CHANGE Status
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2274 Bodega Road, Oswego image
2274 Bodega Road, Oswego $339,990

Discover yourself at 2274 Bodega Rd, Oswego, Illinois, a beautiful new home in our Sonoma Trails community. This townhome is ready for Winter move-in! Homesite includes ...

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  • 3 Beds
  • 3 Baths
  • 12712361 MLS
  • NEW Status
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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.

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Naperville, Illinois 60540

kthurm@bhhschicago.com
(630) 464-1181

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