Tucked at the end of a quiet cul-de-sac in Oswego’s Southbury subdivision, this brick front two story has the kind of layout that makes everyday life easy and entertaining even easier! Steep gables, stone accents, and a soaring arched entry give it real curb appeal and the three car garage and mature landscaping tell you the rest before you reach the front door. Inside, the two story foyer opens up with a grand double staircase and wrought iron spindles. Separate formal living and dining rooms surround the foyer. Straight ahead is the space everyone gravitates toward. The two story family room is the showstopper. Tall windows flood it with light on both sides of a floor to ceiling brick fireplace with a raised hearth and rich wood mantel, and the ceiling climbs high enough to make the whole first floor feel generous. The family room flows right into the kitchen and what a kitchen it is! Granite counters, stainless appliances including a built in wall oven and separate gas cooktop, and warm wood cabinetry topped with crown molding. A large angled island seats a crowd, the raised breakfast bar gives you a second landing spot, hardwood floors run underfoot, and updated lantern pendants add a current touch. Adjacent is a bright bay windowed eating area that overlooks the backyard with a door leading straight out to the large covered porch. Rounding out the first floor: a dedicated office, first floor laundry, and a powder room for guests. Upstairs, four bedrooms include a spacious primary suite with vaulted ceiling, a wall of windows, and a walk in closet. The private bath offers a corner whirlpool tub, separate glass shower, and a long vanity. Two bedrooms share a Jack and Jill bath, and a third full in-suite bath means mornings run smoother for everyone! Then there is the basement, where this house truly separates itself. Fully finished and genuinely enormous, it was built for people who like to host. A dedicated media area anchors one end with a large, framed screen built into the wall. A custom wet bar with seating for four, bar sink, and lighted display cabinets sits at the center of the action. Add a full second kitchen with electric range, a game area with room for ping pong and a basketball arcade, a separate lounge, and another full bath! Movie night, game day, graduation parties, holidays with the whole extended family. This is the house everyone ends up at! The backyard is where this home earns its keep – at over 1/3 of an acre! A covered porch with ceiling fan and recessed lighting create a true outdoor room, comfortable from the first warm evening in April through football season. Beyond it, a second brick paver patio opens up with space for a full dining set, grill station, and fire pit, so you can host two groups at once. And instead of a fence, you look out over wide open green space framed by mature evergreens and shade trees. Cul-de-sac in front, open space behind, and privacy most subdivision lots simply cannot offer! The big ticket items are handled. Newer HVAC and newer water heater mean you can move in and simply enjoy the home on Day 1. Location is the part that is hard to replicate. The elementary school sits right inside the subdivision, close enough to walk, and the pool and clubhouse complex is an easy stroll from your front door. All in District 308 schools and minutes from shopping, dining, and commuter routes. At 3,329 sq ft above grade plus another 1735 sq ft in that finished basement, homes in Southbury with this much space, this layout, and a cul-de-sac lot do not come along often! Come see it before it is gone!
Property Details
Price:
$625,000
MLS #:
MRD12701838
Status:
Active
Beds:
4
Baths:
5
Type:
Single Family
Subdivision:
Southbury
Neighborhood:
oswego
Listed Date:
Jul 18, 2026
Finished Sq Ft:
3,329
Year Built:
2006
See this Listing
Schools
School District:
308
Elementary School:
Southbury Elementary School
Middle School:
Traughber Junior High School
High School:
Oswego High School
Interior
Appliances
Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
1735
Cooling
Central Air
Fireplaces Total
1
Flooring
Hardwood
Heating
Natural Gas, Forced Air
Interior Features
Wet Bar
Laundry Features
Main Level, Gas Dryer Hookup, In Unit
Exterior
Architectural Style
Traditional
Community Features
Clubhouse, Park, Pool, Tennis Court(s), Street Paved
Construction Materials
Vinyl Siding, Brick
Garage Spaces
3
Lot Features
Cul-De-Sac
Parking Features
Asphalt, Garage Door Opener, Yes, Garage Owned, Attached, Garage
Parking Spots
3
Parking Total
3
Patio And Porch Features
Patio
Roof
Asphalt
Financial
HOA Fee
$230
HOA Fee Frequency
Quarterly
HOA Includes
Insurance, Clubhouse, Pool
Tax Year
2025
Taxes
$14,783
Map
Community
- Address506 Simsbury Court Oswego IL
- SubdivisionSouthbury
- CityOswego
- CountyKendall
- Zip Code60543
Market Summary
Current real estate data for Single Family in Oswego as of Oct 05, 2026
251
Single Family Listed
57
Avg DOM
227
Avg $ / SqFt
$521,901
Avg List Price
Property Summary
- Located in the Southbury subdivision, 506 Simsbury Court Oswego IL is a Single Family for sale in Oswego, IL, 60543. It is listed for $625,000 and features 4 beds, 5 baths, and has approximately 3,329 square feet of living space, and was originally constructed in 2006. The current price per square foot is $188. The average price per square foot for Single Family listings in Oswego is $227. The average listing price for Single Family in Oswego is $521,901.
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506 Simsbury Court
Oswego, IL


