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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

513 Creek Drive, Oswego image
513 Creek Drive, Oswego $315,000

Built in 2021 and freshly painted, this beautifully appointed 2-bedroom townhome offers sophisticated style and effortless low-maintenance living in a sought-after clubho...

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  • 2 Beds
  • 3 Baths
  • 12725991 MLS
  • NEW Status
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228 Whitetail Crossing, Oswego image
228 Whitetail Crossing, Oswego $395,000

Welcome to this beautifully maintained home in the desirable Fox Chase subdivision of Oswego! Freshly painted and truly move-in ready, this home offers a versatile floor ...

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  • 3 Beds
  • 3 Baths
  • 12755797 MLS
  • NEW Status
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191 Chapin Way, Oswego image
191 Chapin Way, Oswego $619,900

Welcome to 191 Chapin Way in desirable Prescott Mill-an exceptional 4-bedroom, 2.5-bath home offering 3,364 square feet of beautifully maintained living space, an impress...

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  • 4 Beds
  • 3 Baths
  • 12755697 MLS
  • NEW Status
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530 Lincoln Station Drive Unit #530, Oswego image
530 Lincoln Station Drive Unit #530, Oswego — Lincoln Station $295,000

EASY LIVING STARTS HERE!! You're going to love everything about this meticulously maintained one-owner home in popular Lincoln Station. Top to bottom, inside and out, thi...

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  • 2 Beds
  • 3 Baths
  • 12742147 MLS
  • NEW Status
  • Lincoln Station Bldg.
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88 Riverwood Drive, Oswego image
88 Riverwood Drive, Oswego $1,895,000

Extraordinary Riverfront Retreat on Nearly 3 acres along the Fox River in Oswego. Frank Lloyd Wright-inspired architecture with extensive DESIGNER RENOVATIONS, LUXURY UPG...

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  • 5 Beds
  • 6 Baths
  • 12753973 MLS
  • NEW Status
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49 Sherwick Road, Oswego image
49 Sherwick Road, Oswego $299,000

Welcome home to this charming 4-bedroom, 3-bath home featuring a full finished basement and plenty of updates! The spacious layout offers comfortable living areas and roo...

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  • 3 Beds
  • 3 Baths
  • 12752574 MLS
  • NEW Status
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191 Lakeshore Drive, Oswego image
191 Lakeshore Drive, Oswego $375,000

Welcome to this beautiful townhome in Seasons at Southbury, a pool and clubhouse community! This spacious home offers over 2,200 square feet of living space with 3 bedroo...

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  • 3 Beds
  • 3 Baths
  • 12747007 MLS
  • NEW Status
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815 Preston Lane, Oswego image
815 Preston Lane, Oswego $535,000

Experience peaceful waterfront living in this spacious 4-bedroom, 3-bath home, where beautiful water views can be enjoyed from the backyard, brick patio, and primary suit...

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  • 4 Beds
  • 3 Baths
  • 12754535 MLS
  • NEW Status
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210 Stillwater Court, Oswego image
210 Stillwater Court, Oswego $365,000

Fantastic ranch style home located in the desirable River Run neighborhood, a vibrant 55+ adult community with a clubhouse, pool, ponds & paths~The gorgeous renovated kit...

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  • 2 Beds
  • 3 Baths
  • 12752204 MLS
  • NEW Status
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413 Cascade Lane Unit #413, Oswego image
413 Cascade Lane Unit #413, Oswego — Winding Waters $294,900

Beautifully updated and meticulously maintained ranch condo offering 1,549 square feet of comfortable, easy living. This spacious 2-bedroom, 2-full-bath home features a d...

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  • 2 Beds
  • 2 Baths
  • 12753217 MLS
  • NEW Status
  • Winding Waters Bldg.
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233 W Washington Street, Oswego image
233 W Washington Street, Oswego $265,000

Welcome to 233 W Washington St, a charming 2-bedroom, 1.5-bath single-family home in Oswego featuring a versatile loft and several recent updates. With new flooring and f...

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  • 2 Beds
  • 2 Baths
  • 12753453 MLS
  • NEW Status
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1498 Vintage Drive, Oswego image
1498 Vintage Drive, Oswego $649,990

Welcome to 1498 Vintage Dr. Oswego, Illinois a beautiful new home in our Sonoma Trails community. This home will be ready for a FALL MOVE IN! This homesite includes a ful...

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  • 5 Beds
  • 3 Baths
  • 12753311 MLS
  • NEW Status
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1494 Vintage Drive, Oswego image
1494 Vintage Drive, Oswego $584,990

Welcome to 1494 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
  • 12753295 MLS
  • NEW Status
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1444 Vintage Drive, Oswego image
1444 Vintage Drive, Oswego $574,990

Welcome to 1444 Vintage Dr, a beautiful new home in the Sonoma Trails community in Oswego, IL. This home is situated on a premium homesite with peaceful pond views, a ful...

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  • 4 Beds
  • 3 Baths
  • 12753286 MLS
  • NEW Status
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2322 Hirsch Road, Oswego image
2322 Hirsch Road, Oswego $579,990

Welcome to 2322 Hirsch Rd, a beautiful home in the highly sought-after Sonoma Trails community in Oswego, IL! This beautiful 4-bedroom + Loft, 2.5-bath new construction C...

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  • 4 Beds
  • 3 Baths
  • 12753276 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.

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Naperville, Illinois 60540

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