O'Neil Property Group

Search Homes for Sale in Chicago’s Western Suburbs

Save
Ask
Tour
Hide
Share
$625,000
108 Days On Site

506 Simsbury Court
Oswego, IL 60543

For Sale|Single Family Residence|Active Under Contract
4
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
3,329
SqFt
$188
/SqFt
2006
Built
Subdivision:
Southbury
County:
Kendall
Listing Courtesy of MRED as distributed by MLS Grid of Ayers Realty Group
506 Simsbury Court506 Simsbury Court506 Simsbury Court506 Simsbury Court
Save
Ask
Tour
Hide
Share

Mortgage Calculator

Monthly Payment (Est.)

Enter an interest rate to see your estimated monthly payment.
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright Β©2026 Information is deemed reliable but not guaranteed.

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!

Save
Ask
Tour
Hide
Share
Listing Snapshot
PriceΒ 
$625,000
Days On SiteΒ 
108 Days
BedroomsΒ 
4
Inside Area (SqFt)Β 
3,329 sqft
Total BathsΒ 
5
Full BathsΒ 
4
Partial BathsΒ 
1
Lot SizeΒ 
0.3573 Acres
Year BuiltΒ 
2006
MLS NumberΒ 
12701838
StatusΒ 
Active Under Contract
Property TaxΒ 
$14,783
HOA/Condo/Coop FeesΒ 
$76.67 monthly
Sq Ft SourceΒ 
Appraiser
Friends & Family
Recent Activity
3 weeks agoListing updated with changes from the MLS
3 weeks agoStatus changed to Active Under Contract
a month agoPrice changed to $625,000
4 months agoListing first seen on site
General Features
AcresΒ 
0.3573
Attached GarageΒ 
Yes
FoundationΒ 
Concrete Perimeter
GarageΒ 
Yes
Garage SpacesΒ 
3
ParkingΒ 
AsphaltGarage Door OpenerAttachedGarage
Parking SpacesΒ 
3
Property Sub TypeΒ 
Single Family Residence
SewerΒ 
Public Sewer
SqFt BelowΒ 
1735
StyleΒ 
Traditional
Water SourceΒ 
Public
Interior Features
AppliancesΒ 
RangeMicrowaveDishwasherRefrigeratorWasherDryer
BasementΒ 
Sump PumpFinishedFull
CoolingΒ 
Ceiling Fan(s)Central Air
ElectricΒ 
Circuit Breakers200+ Amp Service
FireplaceΒ 
Yes
Fireplace FeaturesΒ 
Family RoomGas Log
FireplacesΒ 
1
FlooringΒ 
Hardwood
HeatingΒ 
Natural GasForced Air
InteriorΒ 
Wet Bar
Laundry FeaturesΒ 
Main LevelGas Dryer HookupIn Unit
Bar/EntertainmentΒ 
Dimensions - 10X10Level - Basement
Bedroom 2Β 
Dimensions - 13X12Level - Second
Bedroom 3Β 
Dimensions - 13X12Level - Second
Bedroom 4Β 
Dimensions - 12X12Level - Second
Dining RoomΒ 
Dimensions - 14X12Level - Main
Family RoomΒ 
Dimensions - 20X16Level - Main
Heated Sun RoomΒ 
Dimensions - 12X10Level - Main
KitchenΒ 
Dimensions - 22X13Level - MainDescription - Eating Area-Breakfast Bar,Eating Area-Table Space,Island
Kitchen- 2ndΒ 
Dimensions - 11X9Level - Basement
LaundryΒ 
Dimensions - 15X6Level - Main
Living RoomΒ 
Dimensions - 17X12Level - Main
Master BedroomΒ 
Dimensions - 21X15Level - Second
Media RoomΒ 
Dimensions - 23X17Level - Basement
OfficeΒ 
Dimensions - 14X11Level - Main
Recreation RoomΒ 
Dimensions - 22X12Level - Basement
Save
Ask
Tour
Hide
Share
Exterior Features
Construction DetailsΒ 
Vinyl SidingBrick
Lot FeaturesΒ 
Cul-De-Sac
Patio And PorchΒ 
Patio
RoofΒ 
Asphalt
Community Features
Association FeeΒ 
$230.0
Association Fee FrequencyΒ 
Quarterly
Community FeaturesΒ 
ClubhouseParkPoolTennis Court(s)
MLS AreaΒ 
Oswego
School DistrictΒ 
Oswego High School
TownshipΒ 
Oswego
Schools
School District
Oswego High School
Elementary School
Southbury Elementary School
Middle School
Traughber Junior High School
High School
Oswego High School
Listing Courtesy of MRED as distributed by MLS Grid of Ayers Realty Group



Based on information submitted to the MLS GRID as of 2026-11-04 12:42 PM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. 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.
Last checked: 2026-11-04 12:42 PM UTC
MRED DMCA Copyright Information Copyright Β© 2026 Midwest Real Estate Data LLC. All rights reserved.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Save
Ask
Tour
Hide
Share