506 Simsbury Court, Oswego, IL

$625,000

Previous Next

4

Beds

4½

Baths

3,329

Square feet

0.36

Acres

About 506 Simsbury Court

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!

Features of 506 Simsbury Court

MLS® # 12701838
Price $625,000
Bedrooms 4
Bathrooms 4.50
Full Baths 4
Half Baths 1
Square Footage 3,329
Acres 0.36
Year Built 2006
Type Residential
Sub-Type Detached Single
Style Traditional
Status Active

Community Information

Address 506 Simsbury Court
Area Oswego
Subdivision Southbury
City Oswego
County Kendall
State IL
Zip Code 60543

Amenities

Parking Spaces 3
Parking Asphalt, Garage Door Opener, Yes, Garage Owned, Attached, Garage
# of Garages 3
Is Waterfront No
Has Pool No

Interior

Interior Features Wet Bar
Appliances Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer
Heating Natural Gas, Forced Air
Cooling Central Air
Fireplace Yes
# of Fireplaces 1
Fireplaces Gas Log
Stories 2 Stories
Has Basement Yes
Basement Finished, Full

Exterior

Exterior Vinyl Siding, Brick
Lot Description Cul-De-Sac
Roof Asphalt
Foundation Concrete Perimeter

School Information

District 308
Elementary Southbury Elementary School
Middle Traughber Junior High School
High Oswego High School

Additional Information

Days on Market 84
Foreclosure No
Short Sale No
RE / Bank Owned No
HOA Fees 230
HOA Fees Freq. Quarterly

Listing Details

OfficeAyers Realty Group

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?

Midwest Real Estate Data LLC Logo The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Jameson Sotheby’s are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Listings courtesy of NEIRBR Northeast Iowa Regional Board of Realtors as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time.

Based on information submitted to the MLS GRID as of October 11th, 2026 at 1:07am. 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.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under 6 MLS GRID IDX Rules Updated September 16, 2024 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: Jameson Sotheby’s

Some listings have been excluded from this website.

Listing information last updated on October 11th, 2026 at 1:07am CDT.