Oswego, IL
Find Your Next Home In Oswego IL
Welcome to Oswego, Illinois, a fast-growing suburb along the Fox River known for its award-winning schools, beautiful parks, and inviting small-town charm. Located minutes from Aurora and Naperville, Oswego blends affordability with modern amenities, making it a top destination for families, professionals, and first-time homebuyers seeking more space without sacrificing convenience.
From its revitalized downtown and expanding Route 34 retail corridor to outdoor recreation, top-rated schools, and new construction neighborhoods, Oswego continues to attract residents who want a balanced, community-driven lifestyle with excellent long-term property value.
📊 Current homes for sale in OSWEGO il
Browse the newest Oswego IL listings below - including single-family homes, condos, townhomes, and new-construction communities. Use the filters to view by property type, ZIP code, price range, or neighborhood.
📍 why live in OSWEGO il?
Oswego offers the perfect blend of affordability, suburban comfort, and outdoor recreation. Homebuyers often choose Oswego for its family-friendly neighborhoods, strong sense of community, and excellent schools in the Oswego School District 308. With housing options ranging from historic homes near downtown to large, modern subdivisions with amenities, Oswego appeals to a wide range of budgets and lifestyles.
Locals love Oswego’s vibrant event calendar, including PrairieFest, Wine on the Fox, and the Christmas Walk — all held in a relaxed, welcoming environment. The Oswegoland Park District provides access to scenic parks, riverfront trails, and family recreation, while major employers, shopping corridors, and top healthcare centers sit just minutes away.
🗺️ Oswego Neighborhoods & Schools
Oswego contains a variety of well-established neighborhoods and newer master-planned communities. A vast majority of Oswego feeds into Oswego School District 308, which is known for strong academics, AP programs, and excellent extracurricular offerings. High school boundaries (Oswego High School & Oswego East High School) often help buyers narrow their home search.
🟥 Special School District Note: Yorkville School District 115 Areas
A small number of Oswego homes along the southern and southwestern edges of the village fall into Yorkville School District 115. These properties are typically located near the Yorkville border, south of Route 71, and within unincorporated Kendall County subdivisions. Buyers seeking specific school boundaries should confirm district assignment during their home search.
🏠 Churchill Club
One of Oswego’s premier amenity-rich neighborhoods featuring a private clubhouse, pool, fitness center, sports courts, and community programming. Homes are mostly mid-2000s builds with spacious yards and modern layouts.
🦌 Deerpath Creek
A mature tree-lined neighborhood with larger lots, custom homes, and direct access to park district trails. Homes were built primarily in the late 1990s and early 2000s and remain popular for their location and privacy.
Prairie Point Elementary School
🏘️ Downtown Oswego
Features charming older homes, renovated historic properties, and highly walkable streets near restaurants, shops, and riverfront parks. Perfect for buyers seeking character and convenience.
🦊 Fox Chase Oswego
Known for walkability, mature landscaping, and proximity to downtown Oswego, Fox Chase includes a mix of single-family homes and townhomes with a charming, established feel.
🏡Southbury
A highly sought-after master-planned community with a clubhouse, multiple swimming pools, tennis courts, parks, paths, and newer construction homes built from the mid-2000s onward. Highly active HOA with community events.
🌪️ Windcrest
A quiet residential subdivision with homes built in the 1990s-2000s offering excellent access to Route 34’s shopping, dining, and services. Known for affordability and convenience.
🍽️ Shopping, Dining & Lifestyle in Oswego
Oswego continues to evolve into a dining and shopping destination, thanks to steady commercial development along Routes 34 and 71 and in the revitalized downtown district. Residents enjoy a mix of national retailers, boutique shops, and local restaurants.
🛍️ Shopping & Dining
Oswego’s growing commercial scene includes:
Route 34 Corridor: Meijer, HomeGoods, Target, Kohl’s, TJ Maxx, Aldi, fitness centers
Downtown Oswego: local boutiques, breweries, artisan shops, farm markets
The Promenade: upscale restaurants, wellness studios, and specialty shops
Main Street: bakeries, barbershops, breweries, and locally owned eateries
Local restaurant favorites:
113 Main, Neat Kitchen & Bar, Asadoras Argentina Burgers, Benny’s Place, Anchor Bar, and more.
Downtown continues to see significant investment, adding walkable dining and entertainment options that appeal to young professionals and families alike.
🌳 Outdoor Fun
Oswego is known for its recreational amenities and beautiful open spaces:
Hudson Crossing Park: riverfront paths, playgrounds, and fishing
Prairie Point Community Park: skate park, splash pad, ballfields, bike paths
Fox River Trail: miles of scenic running, walking, and cycling
Saw Wee Kee Park: rugged natural terrain, advanced mountain biking trails
Violet Patch Park: peaceful river access, ideal for kayaking and birdwatching
Oswego is one of the top outdoor communities in Kendall County.
🚗 Commuting & Connectivity in Oswego
Oswego provides easy access to major employment corridors while maintaining a quieter suburban lifestyle.
🛣️ Highway Access
Orchard Road: fast route to I-88
Route 34: main corridor to Aurora & Naperville
Route 30: links to Montgomery, Plainfield, and Joliet
Route 71: easy access south to Yorkville, Plano, and Ottawa
🚆 Metra Access
Although Oswego has no Metra station, residents use the nearby:
Aurora Metra Station (BNSF Line): 10–15 minutes
Naperville Station: 20 minutes
Route 59 Station: 25 minutes
The BNSF to Union Station is one of Chicagoland’s fastest and most reliable train lines.
✈️ Airport Access
O’Hare: 45–55 minutes
Midway: 45–55 minutes
Aurora Municipal Airport: 15 minutes
🧭 Commute Times
I-88 Tech Corridor: 15–20 minutes
Downtown Naperville: 20 minutes
Downtown Aurora: 10–12 minutes
Route 59 Shopping Corridor: 10–15 minutes
Oswego also benefits from reverse commute options for residents working east toward Naperville.
🎭 Arts, Culture & Events in Oswego
Oswego is home to some of the Fox Valley’s most popular annual events and cultural attractions.
🎨 Arts & Culture
Little White School Museum: exhibitions, performances, and local history
Fox River Arts Ramble: village-wide art and gallery tour
Cultural Arts Commission: serves all segments of the community
Oswego Public Library District: workshops, cultural programs, speakers
🎉 Community Events
PrairieFest: one of Kendall County’s largest festivals
Christmas Walk: the holiday season kickoff
Summer Concert Series: at Venue 1012
These events help maintain Oswego’s very strong community identity.
💼 Employment & Economy
Oswego’s economy continues to grow through retail, education, logistics, healthcare, and manufacturing.
🏢 Major Local Employers
Village of Oswego & public services
Kendall County government
Retail employers along Route 34
🚀 Regional Job Access
Oswego is minutes from:
I-88 Tech Corridor (engineering, tech, logistics)
Naperville (finance, healthcare, education)
Aurora (manufacturing, logistics, government)
Route 59 corridor (retail, hospitality, services)
📈 Economy & Growth
Strong development continues in:
Route 34 corridor (restaurants, medical, retail)
Downtown redevelopment (mixed-use, dining, boutique retail)
Route 71 expansion (residential + commercial projects)
Housing demand remains strong thanks to affordability, space, and school quality.
❤️ thinking of selling your OSWEGO home?
Low inventory and steady buyer demand make it an ideal time to list your property. Our digital marketing system combines professional photography and videography, drone footage, 3D virtual tours with floor plans, and paid social media campaigns to showcase your house to a targeted yet broad audience, ensuring you maximize the return on your prized investment.
