From farmland to suburbia on Chicagoland’s outskirts
Oswego is the southernmost stop on the 46-mile Fox River Trail, just outside the reach of Metra's last BNSF Line stop in Aurora. Though some residents still pass cornfields as they enter their subdivision, the village follows the development trends of its neighboring communities: a walkable downtown on the Fox, longstanding subdivisions and developments just breaking ground. “It’s grown a lot, we have over 30,000 people now and there definitely weren’t that many when I first moved here,” says Erin Hill, a Coldwell Banker Real Estate Group broker who has lived in Oswego for 18 years. “I love the availability of all the different shopping and all the restaurants that have come out here, and everyone is really involved in the community.”
Prairieview Road runs through the heart of South Oswego.
Downtown Oswego is filled with historic charm.
Oswegoland Park District owns & maintains 65 parks and 1292 acres including sports fields.
Shop among the beautiful old buildings on Main Street in Downtown Oswego.
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Midcentury homes downtown, new construction throughout the village
The median home price in Oswego is an even $400,000—about on par with the national median, but higher than neighboring communities like Yorkville and Aurora. Midcentury homes sit close to downtown. Infill, single-family home projects are popping up throughout the rest of the village. “Years ago, you used to see a lot more farms, but now most are being turned into new constructions as we speak,” Hill says. “There was also the new construction boom back in 2006, and there are homes from the ‘70s, ‘80s and 90s. You can find million-dollar properties or properties for $200,000.” Homes in Oswego sell quickly—about half the national average time on the market.
Downtown Oswego is filled with large stately two story victorian homes just steps from downtown.
The streets of Downtown Oswego are lined with mature trees that provide shade from summer heat.
Large brick traditional homes can be found throughout South Oswego.
Colonial styled homes can be found in Northwest Oswego.
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Shopping local in Downtown Oswego or hitting the chains on Route 34 and beyond
Locally owned restaurants, boutiques and offices are topped with apartments on Downtown Oswego’s gridded streets. Most big-box options are located along the Route 34 corridor, with a higher concentration on the east side of the Fox River. "From Route 30 to Route 71 is your main drag,” Hill says. “It’s not downtown, but it’s where you’ll find your Best Buy, Kohls, Target, and chains like Longhorn Steakhouse.” Shopping opportunities also extend northeast to Naperville and other suburbs. “What’s nice about Oswego is that you can hit Orchard Road and shop the Randall Road corridor, or take Ogden Avenue to Route 59 shopping,” Hill says. “Everything's only 20-to-30 minutes away.”
Blaine's Farm & Fleet offers a variety of items, including clothing, auto & farm supplies.
The major roadway intersection of 30 and 34 offers multiple shopping and restaurant options.
Downtown Oswego is a nice place to relax with a friend while shopping on the main street.
North Oswego residents can head Downtown for boutique shops like Mod Stitch Company.
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Fox River recreation and parks throughout “Oswegoland”
“I’ve done quite a bit of kayaking on the Fox River from Hudson Crossing Park downtown,” Hill says. “You can go all the way up to Aurora.” Locals can swap a boat for a bike on the Fox River Trail and travel up to 46 miles north to Algonquin. Northwest Oswego is home to Fox Bend Golf Course—a public, 18-hole greenway—and the Oswegoland Park District manages 66 other parks, natural areas and sports centers throughout the village, along with dance and theater programs for many age groups. Cold Illinois winters may mean indoor programs at the Little White School Museum or Oswego Public Library, or trips to the Prairie Point Community Park ice skating rink.
A resident practices his guitar along the Fox River in Downtown Oswego.
North Oswego residents take a stroll on the Waubonsie Trail through their neighborhood.
Eagle Ridge Disc Golf Course is a local favorite in Northwest Oswego.
South Oswego residents can enjoy an afternoon at the Prairie Point Skatepark.
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Schools in Oswego and Yorkville
Oswego Community Unit School District No. 308 scores an A-minus from Niche and covers most of the village—though the westward outskirts are zoned for Yorkville Community Unit School District No. 115, also rated A-minus. Some kids are close enough to their neighborhood elementary or middle school to walk, though bus transportation is provided throughout both districts. High schools in Oswego and Yorkville offer dual credit opportunities through Waubonsee Community College at its Plano or Aurora campuses.
Fox Chase Elementary School is an above average school in Oswego, according to Niche.
Send your kids to Southbury Public Elementary School of South Oswego.
Traughber Jr High School
Public Middle School of
South Oswego, IL.
Oswego High boasts an impressive overall Niche score of A-minus with diversity and sports.
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A car-dependent community with nearby Metra connections
U.S. Route 34 is the village’s main east-west thoroughfare, intersecting with Illinois Routes 25, 31 and 71 for greater Fox Valley access. “There's a lot of people who commute to Chicago that live in Oswego,” Hill says. “You’re not too far from I-88 or the train stations.” Metra’s BNSF Line services the closest stations in Aurora and Naperville 7 days a week.
Crime rates in Oswego
According to the Oswego Police Department, the village's crime rate increased by less than 2 percent in 2023. The report cites an uptick in nonviolent property offenses like retail thefts and burglaries. Oswego’s overall crime rate remains well below state and national figures.
From the Oswego Country Market to carnival fare in the summertime
“PrairieFest is the biggest main event in the summertime, usually around Father's Day,” Hill says. The four-day celebration sets up camp in South Oswego with carnival rides and games, a 5k race and a closing parade featuring floats from familiar local businesses. More live music has been wafting through Oswego since Venue 1012 finished construction in 2021. The 4,000-capacity amphitheater hosts free shows on Thursdays and bigger acts throughout the year. “There’s also the summer farmers market downtown, various movies in the park and Oswego Beats and Eats with live music and vendors,” Hill says.
A father and son purchase a pound of fresh fish at the Oswego Country Market.
Popular carnival rides such as "Freak Out" can be found throughout the Fall Carnival.
Residents love bringing their dogs to the annual Fox Fall Fest.
Plenty of holiday wreaths can be found at the annual Holiday Craft Fair in South Oswego.
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Written By
Emma Downes
Video By
Francisco de la Vera
Interested in learning more about homes in this area?
Reach out to
Jerry Moody,
an experienced agent in this area.
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On average, homes in Oswego, IL sell after 21 days on the market compared to the national average of 52 days. The median sale price for homes in Oswego, IL over the last 12 months is $405,000, up 5% from the median home sale price over the previous 12 months.
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Kristine HendersonColdwell Banker Real Estate Group
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Welcome home! Your search this year is finally over. This like-new home built in 2014 is ready to move into. It is located in the very sought after Oaks at Churchill Club and exhibits eloquence on a corner lot. You will be greeted with high ceilings and a contemporary style chandelier that reflects nothing but exuberance. Enter in the grand foyer to a living room on the right and a dining area on
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Welcome to 623 Lincoln Station Dr., Oswego - Pristine 2-bed, 2.5-bath townhouse with 1,760 sq. ft. Open-concept main floor with bright living room, modern kitchen with stainless steel appliances, and breakfast bar. Two spacious bedrooms with private baths, the primary with a walk-in closet. Features loft, top-floor laundry, 2-car garage, and private patio. Quiet community, minutes from downtown,
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The Village of Oswego's energetic waterfront downtown harkens back to the area's history as a central transportation hub. Local organizations work to events that create a sense of togetherness and encourage a second wave of economic success. "Downtown is so charming," says Bridget Bittman, Village of Oswego Communications Manager. "Not only do we have long-standing businesses, but new businesses have also found their place here. Downtown is also pedestrian-focused. We're working hard to make sure our residents and visitors have plenty of parking and can safely walk to boutiques, eateries and entertainment venues."
Annual events bring the downtown stretch to life, one of the most anticipated by locals being the Wine on the Fox Fest. Since 2006, this celebration has taken over the first weekend in May and provides live music, local vendors, wine and beer tastings and much more. Other celebrations like the Downtown Bunny Hop and Shop Small Saturdays encourage support for local businesses, while yoga and dance classes in the park give folks a chance to connect with their community on a more regular basis. Meanwhile, Oswego Public Library hosts enriching events for tots and adults.
Downtown Oswego's culinary scene headquarters at the juncture between Washington Street and South Madison Street. "Our restaurants are welcoming, homey places," says Bittman. "It almost feels like you're having coffee in your own backyard. There's one place where, if you go around noon, you may see someone have a breakfast plate, or someone else reading and sipping a glass of wine." Bittman refers to Oak + Bean, a modern yet rustic spot that pairs breakfast and lunch with a distinguished wine menu. When the weather is nice, the garage door lifts for the ultimate indoor/outdoor experience. From Village Grind Coffee & Tea's vintage flair to Mod Stitch Clothing's carefully selected threads, the downtown area offers a range of moods for locals and visitors alike—and for the essentials, residents can head to their neighborhood Jewel-Osco.
A drive along Main Street reveals bungalows, farmhouses and homes with sturdy brick and stone details. Residences share their well-maintained lawns with mature trees and flowering shrubs, which adorn the homes' exteriors and walkways. Meanwhile, approaching constructions of New Traditional homes in subdivisions like Hudson Pointe offer downtown access with a bit more seclusion. Detached home prices start around $200,000 and reach up to $560,000 for the newest additions.
Students start strong at Southbury Elementary School, which Niche rates an A-minus. Secondary students enroll at Traughber Jr. High School, which earns a B, before graduating to Oswego High School, which earns another A-minus. The high school prides itself on its diverse sports options, including co-ed fishing, swimming and diving, and extracurriculars from Mandarin Club to Yoga Club.
Towering stone pillars welcome visitors to Hudson Crossing Park, founded along the banks of the Fox River in 1835. Folks stroll around the park's paved pedestrian paths, which are illuminated at night by vintage lampposts. The Egret sculpture garden adds an air of sophistication, while the expansive mulched play area and sandbox provide a fun day of play. Access to the river offers catch-and-release fishing and canoeing opportunities.
Though far enough from downtown Chicago to not have its own Metra station, Oswego residents can park at the Aurora train station for their ride to work. The BNSF Railway takes locals 41 miles to Chicago Union Station in a little over an hour. Meanwhile, Oswego's proximity to main routes like Walter Peyton Memorial Highway means an easy 5.5-mile ride to RUSH Copley Medical Center and a 12-mile drive to Naperville. It's a 43-mile journey on Interstate 88 to reach Chicago O'hare International Airport.
Northwest Oswego is a collection of subdivisions and residential streets ending in cul-de-sacs. Downtown Oswego is just across the Fox River from the community, offering a quaint downtown with new businesses frequently opening up. “We have a really active downtown with a winery and a yoga studio,” says broker Carolyn Alzueta with Charles Rutenburg Realty and lifelong Oswego resident. “Things like that that make you feel like you’re in a trendy, cool place.” Oswego has grown in popularity in past years, and the growing population is bringing new businesses and a vibrant culture with it that the current community welcomes. “It still has a rural feel. There are still cornfields around, but you’re still two minutes from downtown,” Alzueta says. “I saw it grow from a tiny farm town to the really fun and vibrant community that it is today.”
With downtown just across the river, residents can access Oswego’s restaurants and shops. On nice days, 113 Main lifts its garage doors to let in the fresh air and create indoor-outdoor seating. La Marimba serves Mexican food and has a great atmosphere. “It has an outdoor patio in the back with a water feature and fire features,” Alzueta says. “You can sit and have a margarita, listen to the water from the fountain and feel the fire.” In the mornings, people stop in Village Grind Coffee and Tea Co. for a cup of joe or pie. “Our downtown has a place called Bella-gia. It’s a really cute clothing boutique, but it’s also where all the girls go for their prom and homecoming shopping,” Alzueta says. Located along Orchard Road, Jewel-Osco is on the same side of the river as Northwest Oswego. For more grocery options, Gerry Centennial Plaza features a Meijer, Target and Walmart Supercenter just 4 miles away along Walter Payton Memorial Highway.
Oswego offers events and festivals throughout the year to bring the community together. “One of the biggest attractions is Venue 1012,” says Bridget Bittman, communications manager for the Village of Oswego. “There are free concerts and movies on Thursday evenings throughout the summer. It’s a great place to meet up with friends and listen to live music. We’ve had many bands play there, including the Tom Petty tribute band.” In the summer, people can shop local produce at the weekend farmer’s market. Wine on the Fox is the annual wine tasting festival hosted in Hudson Crossing Park with live music and local vendors supporting the tasting. On the first weekend in December, the Holiday Christmas Walk brings the holiday spirit to Oswego with a lighted parade and an inflatable sledding hill.
With Oswego still growing, many of the neighborhoods in Northwest Oswego are still young, featuring New Traditional homes built in the early 2000s. People looking for a more traditional look can also find some Colonial Revivals scattered throughout this side of town. “You see kids playing outside in the streets and cul-de-sacs and people riding their bikes,” Alzueta says. Young trees line the sidewalks, offering a pop of green in the summer and vibrant reds in the fall. Homes typically list between $350,000 and $500,000, depending on the house size and development.
With a B-plus from Niche, Fox Chase Elementary School sits at the heart of Northwest Oswego. Traughber Junior High School earns a B from Niche. At Oswego High School, students can join countless sports, from football and baseball to bowling and badminton. Niche grants the school an A-minus.
With downtown Oswego just 1.3 miles down Washington Street, residents have everything they need within minutes of their homes. However, commuters working in Chicago can take I-88 the 49 miles to downtown. The Interstate is 8 miles north, closer to Aurora. When traveling outside Chicagoland, Chicago Midway International Airport is the closest airport, about 41 miles away along I-55. Along with the grocery stores, the nearest hospital is also along Walter Payton Memorial Highway, with RUSH Copley Medical Center 6.8 miles from Northwest Oswego.
Northwest Oswego has plenty of parks within the community, but residents can also hop over the river to downtown’s parks. Wormley Heritage Park offers 15 acres of athletic facilities, from baseball fields and volleyball courts to a roller hockey court. Kids can also play on either of the two playgrounds here. On the other side of the Fox River, people can walk through the statue garden at Hudson Crossing Park. Anglers can cast a reel into the river and boaters can use the kayak launch here to get onto the water. The park also has a trailhead for the Fox River Trail, where bikers and walkers can enjoy the river views.
On the south side of Fox River and Illinois Route 71, South Oswego is a collection of young subdivisions dotted with community and neighborhood parks. South Oswego residents have the luxury of living just a few miles from downtown Oswego while enjoying quiet residential streets and being within walking distance of neighborhood amenities. The subdivisions themselves are fairly new, mainly dating back to the late 90s and early 2000s, but many are still in development to accommodate more people moving to Oswego. “We have new residents who are steadily moving here, but we also have residents who have lived here their entire lives and are dedicated to the community and enjoy what Oswego has to offer,” says Bridget Bittman, Communications Manager for the Village of Oswego.
South Oswego residents have their choice of community parks and residential neighborhood parks when they want to get outside. Prairie Point Community Park sits at the center of the neighborhood, spanning 64 acres with several open fields used by local soccer and football youth programs. In the summer, kids can cool off at the splash pad, but the winter offers sledding and ice skating here. The park also features a Pantry Garden, where the community grows produce and donates it to local families in need around Oswego. Lakeview and Prairieview Parks are two neighborhood parks centered around Bartlett Prairie and Wetland. People can explore the 34 acres of natural scenery or fish on the lake. Prairieview Park has a basketball court and a playground for the kids.
Southbury Elementary School is one of the schools that serves the younger South Oswego students, and it earns an A-minus from Niche. Traughber Junior High School receives a B from Niche. With an A-minus from Niche, Oswego High School offers several sports for students to join, from football and basketball to badminton and bowling.
Across South Oswego’s different subdivisions, New Traditional houses are most common, with a smattering of Colonial Revivals present along the wide streets. With the subdivisions mainly dating back to the late 90s, the trees are still fairly young but will still add a pop of color in the fall. Residents take pride in their front yards, with light landscaping and maintained lawns. Many subdivisions offer neighborhood pools, while others, like Oak Creek, also include tennis courts and a clubhouse. Residents can reach amenities via the sidewalks that run along both sides of the streets throughout South Oswego. Homes here range between $450,000 and $650,000, depending on the community and house size.
The Village of Oswego hosts events throughout the year for the community, with some even taking place in South Oswego. The annual Independence Day Fireworks take place in Prairie Point Park, where people gather on the fields to watch the display of lights. In downtown Oswego, Wine on the Fox calls all aspiring sommeliers to taste over 100 local wines along the Fox River each May. In early December, Main and Jackson Streets transform into a winter wonderland for the Holiday Christmas Walk. Visitors can watch the lighted parade and the tree lighting ceremony, sled down the inflatable hill or listen to local choirs. Shops will feature holiday displays and stay open late so people can get in some holiday shopping.
Because South Oswego is mainly subdivisions, people will have to travel outside of the community to dine out, but there are some options along Route 71. Asadoras Argentinas Burgers brings Argentinean flavors to American favorites with their fusion burgers. On the other side of the highway, Danelli’s Italian Restaurant and Pizzeria serves classic pizzas. Downtown, Tap House Grill offers pub food like wings and sliders. For weekly groceries, the closest Jewel-Osco is just 3.4 miles from South Oswego, found on the other side of the river. Along Walter Payton Memorial Highway, Gerry Centennial Plaza is 4.2 miles away and features a Meijer, Aldi, Target and Walmart Supercenter.
While residents can walk to their subdivision’s amenities, many people living in South Oswego will need a car to get downtown and other amenities. Grove Road and Prairieview Drive connect the community to downtown Oswego, just 2.2 miles away. Illinois Route 71 becomes Walter Payton Memorial Highway as people move east, lined with chains and shopping destinations. People can also find the closest hospital along the highway—RUSH Copley Medical Center, about 7 miles away. Commuters will be about 46 miles from downtown Chicago, with I-55 just east of Oswego. Aurora is just 8 miles north and has the closest train station. When traveling outside of Illinois, Chicago Midway International Airport is also accessible along I-55 and is about 39 miles away.
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