O'Neil Property Group
Kendall County’s largest community, on the Fox River between Yorkville and Aurora. Established subdivisions, active new construction, and quicker access to the Metra and I-88 than almost anywhere else in the county.
Oswego is the community I point buyers toward when they want Kendall County pricing but don’t want to give up proximity to Aurora, Naperville, or the train. It’s the largest town in the county at about 35,000 people, and it earns that position: more retail, more restaurants, and more housing variety than anywhere else on this side of the Fox River.
The village sits on the Fox River roughly 45 miles southwest of the Loop, directly between Yorkville and Aurora. Downtown Oswego has quietly become a destination in its own right. Hudson Crossing Park anchors the riverfront with a kayak launch and event lawn, Venue 1012 hosts outdoor concerts all summer, and Main Street holds an independent lineup—Oswego Brewing Co., 113 Main, Neat Kitchen + Bar—that keeps getting stronger.
The growth story mirrors the rest of the county, just a decade ahead of it. Oswego grew from about 13,000 people in 2000 to more than 30,000 by 2010, and the subdivisions built in that wave—Churchill Club, Hunt Club, Fox Chase, Blackberry Knolls, Ogden Falls—are now the established resale core of the market. Meanwhile, builders are back: D.R. Horton is selling at Sonoma Trails from the low $400s and M/I Homes is building Piper Glen, including ranch plans at Somerset at Piper Glen. A $400K budget here buys a modern 3- to 4-bed single with a two-car garage. That same budget in Naperville buys a townhome.
Settled in 1833 and incorporated in 1852, Oswego actually served as the Kendall County seat from 1845 to 1859 before the courthouse moved back to Yorkville. The historic core survived the growth years intact, which is why downtown still feels like a river town rather than a strip mall with a sign.
US 34 and US 30 cross here, with Routes 25, 31, 71, and 126 filling out the grid. Orchard Road puts you on I-88 in about 15 minutes. There’s no Metra station in town—an extension has been studied for years without a funded timeline—but the Aurora Transportation Center is about 15 minutes away and the Route 59 station about 20, both on the BNSF line that reaches Union Station in roughly an hour, faster on expresses. For anyone working in Naperville or along the I-88 corridor, the drive runs 20 to 30 minutes. Hybrid schedules have made this trade-off an easy one for most of my buyers.
What we’re seeing on the ground across Oswego neighborhoods as of summer 2026.
Oswego’s median sale price is running near $385K, with the typical home value around $426K—up 2.8% over the past year. Townhomes and condos generally trade between $250K and $350K. Compare Yorkville at ~$380K or Naperville north of $525K.
Well-priced homes are still going pending in about 11 days. But listings that miss on price are sitting noticeably longer than a year ago, so pricing strategy matters more in Oswego right now than it has in several years.
D.R. Horton is building two-story singles at Sonoma Trails from the low $400s (1,561–3,044 sq ft). M/I Homes has Piper Glen from the mid $400s, plus ranch plans at Somerset at Piper Glen, and Southbury continues to build out.
Inventory is up meaningfully from last summer—roughly 370 active listings versus a much tighter market a year ago. Buyers have real selection again, especially above $550K. Sellers win with sharp pricing and strong presentation.
The steadiest pipeline is move-up buyers from Aurora and Montgomery plus relocations out of DuPage and Cook counties. Hybrid work made the commute math work; Oswego’s retail and restaurant base sealed it.
Oswego’s effective property tax rate runs about 2.54%, with a median annual bill near $8,800. The village has trimmed its portion of the rate several years running. Some newer subdivisions carry Special Service Area (SSA) fees—always verify the full bill on any specific property in Kendall County.
Every subdivision in Oswego has its own feel. Scroll through the ones our buyers ask about most.
One of Oswego’s signature communities. Clubhouse, pool, fitness center, and an on-site elementary school. A mix of singles and townhomes built through the 2000s. Resale demand here stays consistent year-round.
Explore Churchill Club →Larger singles on the west side with Hunt Club Elementary inside the neighborhood. Mostly 3- to 5-bed homes from the mid-2000s with three-car garages common. One of the first places I show move-up buyers.
Explore Hunt Club →Established 1990s neighborhood on the north side with its own elementary school and real tree cover—something newer subdivisions can’t offer. Close to Route 25 and a short hop to downtown and the river.
See Fox Chase Listings →A large M/I Homes community on the south side with Southbury Elementary on site. Resale singles and townhomes plus remaining new construction. Good range of price points inside one neighborhood.
Explore Southbury →M/I Homes’ active community, from the mid $400s. Two-story plans up to 3,300+ sq ft, walking paths, ponds, and a park. Somerset at Piper Glen adds ranch floor plans—rare in new construction at this price.
See New Construction →A custom-home enclave of 184 residences along Waubonsie Creek, known for its working waterwheel entrance and larger lots. Low-turnover streets and one-of-a-kind builds.
Explore Mill Race Creek →An established 2000s community off Route 30 with a mix of housing styles wrapped around ponds and walking paths.
Explore Farmington Lakes →D.R. Horton’s Tradition Series community with seven two-story plans from 1,561 to 3,044 sq ft, starting around $404K. Planned pool, park, and trail amenities, with quick access to Routes 34, 30, and 59.
See New Construction →Every active listing in Oswego, pulled directly from the MLS. Use the filters to narrow by price, beds, or property type.
Oswego Community Unit School District 308 is the largest district in Kendall County, operating 22 schools—an early learning center, 14 elementary schools, 5 junior highs, and 2 high schools—serving roughly 17,000 students across Oswego and parts of neighboring communities.
Home of the Panthers, near downtown on Route 71. Comprehensive academic, athletic, arts, and career-technical programs.
Home of the Wolves, on the east side. The district’s second comprehensive high school, opened in 2004 as the community grew.
One of five district junior highs, located in central Oswego. Athletics, band, and academic teams.
Serves neighborhoods on Oswego’s west side. Feeds into both district high schools depending on boundary.
Located inside the Hunt Club subdivision—walkable for families in the neighborhood.
Serves the Fox Chase neighborhood and nearby streets on the north side.
On-site within the Southbury community on Oswego’s south side.
Note: SD 308 boundaries cross municipal lines—the district also serves parts of Aurora, Montgomery, Plainfield, Joliet, and Yorkville, and a few Oswego addresses fall in neighboring districts. Buyers should verify the school assignment for any specific address. Our team can help clarify. Visit SD 308 →
Downtown’s riverfront anchor. Kayak and canoe access on the Fabulous Fox Water Trail, an event lawn, and river views a short walk from Main Street. Violet Patch Park adds another quiet stretch of riverbank just south of downtown.
The Oswegoland Park District maintains more than 60 parks across 1,100+ acres. Saw Wee Kee Park is a regional draw for mountain biking and trail running, and the local trail network ties into the broader Fox River system.
Oswego’s outdoor amphitheater runs a full summer calendar of concerts, movie nights, and community events. It’s the kind of amenity most towns this size don’t have, and it gets real use.
Downtown holds its own: 113 Main for elevated American, Oswego Brewing Co. for local beer, Neat Kitchen + Bar, Hell’s BBQ, La Marimba, and Riverside Pizza & Pub. Coffee at The Village Grind or Oak + Bean. The Route 34 corridor covers everything else.
Wine on the Fox kicks off festival season each May at Hudson Crossing. PrairieFest, one of the area’s biggest summer festivals, follows in June. The Christmas Walk and seasonal farmers markets round out the calendar.
Fox Bend Golf Course, the park district’s 18-hole public course, sits right in town. Keller’s Farmstand covers apple picking and fall pumpkins, and Altitude Trampoline Park handles rainy days. Yorkville’s Raging Waves waterpark is 15 minutes away.
Most of my Oswego buyers come from Aurora, Naperville, or DuPage County. The pitch: Kendall County pricing without giving up the conveniences—the retail corridor on Route 34, a legitimate downtown, and the shortest drive in the county to the Metra and I-88. It’s the “have both” option, and buyers who need to be near Aurora or Naperville jobs figure that out quickly.
Housing drives the math. The typical Oswego home runs about $426K—meaningfully below Naperville and most of DuPage for comparable size and age. Groceries, dining, and daily expenses track the rest of the western suburbs. The savings show up in the mortgage payment.
The effective rate is about 2.54% with a median bill near $8,800. The village has cut its portion of the levy several years in a row. One Oswego-specific note: several newer subdivisions carry Special Service Area assessments on top of the base bill. We flag these on every showing sheet—always verify the total tax bill on a specific property.
Everything day-to-day is already here: big-box retail and groceries on Route 34, healthcare close by at Rush Copley in Aurora, and a downtown that keeps adding reasons to walk it. For a night out beyond town, Aurora and Naperville are 15 to 25 minutes. New construction means parts of town will keep evolving for years.
Our office is at 201 E Veterans Parkway in Yorkville, ten minutes from downtown Oswego. We live and work here. Our agents know which Oswego subdivisions carry SSA fees, which builders finish on schedule, and which streets back to open space versus future development.
We track pricing, inventory, and new construction activity across every Oswego subdivision—Churchill Club to Sonoma Trails. That detail turns into sharper pricing for sellers and smarter offers for buyers. National brokerages covering 50 zip codes can’t match it.
We work directly with builders at Sonoma Trails, Piper Glen, and across Kendall County. Our team guides you through the builder process and negotiates incentives on your behalf, at no additional cost to you.
Professional photography, strategic pricing, targeted marketing, contract negotiation, and closing coordination. With Oswego inventory up this year, those first 48 hours online matter more than ever. We make sure you’re ready for them.
Oswego’s rental demand is steady, driven by the Aurora employment corridor and household growth. We provide rental demand analysis, cash flow projections, and access to on-market and off-market opportunities across Kendall County.
Our Google reviews tell the story: responsive communication, local expertise, and results. We earn referrals by delivering a level of service that national platforms and discount brokerages can’t match.
Real results from real clients. Here’s what buyers and sellers say about working with our team.
The process of selling our home with Ryan was as seamless as one could hope for! He was so professional and supportive throughout the entire process.
Working with O’Neil Property Group was hands-down one of the best decisions I’ve made as a first-time investor. Kealan and his team guided me through every step.
Kealan was great to work with and made selling our house easy. We would definitely call O’Neil Property Group again!
Wow what a great experience. Kealan and his team sold my house very quickly and had multiple offers.
Loved working with Kealan to buy our home in Yorkville. Very knowledgeable and got us our dream home in a tough market. Highly recommend.
Kealan executed a perfect home sale and home purchase strategy to meet our expectations. We reached sales price, purchase price, and timing goals.
Whether you’re buying, selling, or just exploring, our Kendall County team is ready to help you make the right move.