For Sale
Price CutPrice Drop: $14K (10/03)
Single family home for sale at 506 Simsbury Ct, Oswego, IL 60543 | MLS# 12701838 | Listing updated on 2026-10-03
Photo 1 of Single family home for sale at 506 Simsbury Ct, Oswego, IL 60543 | MLS# 12701838 | Listing updated on 2026-10-03
Photo 2 of Single family home for sale at 506 Simsbury Ct, Oswego, IL 60543 | MLS# 12701838 | Listing updated on 2026-10-03
Photo 3 of Single family home for sale at 506 Simsbury Ct, Oswego, IL 60543 | MLS# 12701838 | Listing updated on 2026-10-03
Photo 4 of Single family home for sale at 506 Simsbury Ct, Oswego, IL 60543 | MLS# 12701838 | Listing updated on 2026-10-03
50+
Beds Icon

Street View

$625,000

Monthly Est:$3,111

  • Beds Icon4 Beds
  • Beds Icon
    5 Baths
  • Beds Icon3,329sqft

506 Simsbury Ct, Oswego, IL 60543

$3,111/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 2006

  • $76.67/mo HOA

  • 15,563.99 sqft lot

  • $188/sq.ft

Description

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!

  • Houzeo last checked: 11 hours ago
  • Listing updated: October 3, 2026 at 1:01 pm
  • Listing Provided by: Richard Ayers (630) 430-5927 | Ayers Realty Group (630) 430-5927
  • Source: MRED MLS-IL | MLS#: 12701838 MRED MLS-IL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Kendall County

  • City

    Oswego

  • Neighborhood

    --

  • Year Built

    2006

  • HOA Fees

    $76.67/mo

  • Finished Area

    3,329 sqft

  • Lot Size

    15,563.99 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    MRED MLS

  • MLS Number

    12701838

  • MLS Status

    Price Change

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Location

HOA Management

N/A

HOA Fees

$230/ Quarterly

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Pool Pool

Insurance Insurance

Club House Club House

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 5

  • Recreation Room

    Level: Basement

    Area: 264.00 Square Feet

    Dimensions: 22X12

  • Media Room

    Level: Basement

    Area: 391.00 Square Feet

    Dimensions: 23X17

  • Heated Sun Room

    Level: Main

    Area: 120.00 Square Feet

    Dimensions: 12X10

  • Bar/Entertainment

    Level: Basement

    Area: 100.00 Square Feet

    Dimensions: 10X10

  • Kitchen- 2nd

    Level: Basement

    Area: 99.00 Square Feet

    Dimensions: 11X9

  • Office

    Level: Main

    Area: 154.00 Square Feet

    Dimensions: 14X11

  • Bedroom 2

    Level: Second

    Area: 156.00 Square Feet

    Dimensions: 13X12

  • Bedroom 3

    Level: Second

    Area: 156.00 Square Feet

    Dimensions: 13X12

  • Bedroom 4

    Level: Second

    Area: 144.00 Square Feet

    Dimensions: 12X12

  • Dining Room

    Level: Main

    Area: 168.00 Square Feet

    Dimensions: 14X12

  • Family Room

    Level: Main

    Area: 320.00 Square Feet

    Dimensions: 20X16

  • Kitchen

    Level: Main

    Area: 286.00 Square Feet

    Dimensions: 22X13

  • Laundry

    Level: Main

    Area: 90.00 Square Feet

    Dimensions: 15X6

  • Living Room

    Level: Main

    Area: 204.00 Square Feet

    Dimensions: 17X12

  • Master Bedroom

    Level: Second

    Area: 315.00 Square Feet

    Dimensions: 21X15

Interior

  • Sewer

    Public Sewer

  • Heating

    Natural Gas, Forced Air

  • Appliances

    Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer

  • Cooling

    Central Air

  • Interior Features

    Wet Bar

  • Flooring

    Hardwood

Construction

  • Year Built

    Year Built: 2006

  • Home type

    Single Family Residence

  • Roof

    Asphalt

  • Foundation Details

    Concrete Perimeter

  • Architectural Style

    Traditional

  • Construction Materials

    Vinyl Siding, Brick

Utilities & Energy

  • Basement

    Finished, Full

  • Parking Features

    Asphalt, Garage Door Opener, Yes, Garage Owned, Attached, Garage

  • Water Source

    Public

  • Fireplace Features

    Gas Log

  • Laundry Features

    Main Level, Gas Dryer Hookup, In Unit

  • Electric

    Circuit Breakers, 200+ Amp Service

Other Features

  • Lot Features

    Cul De Sac

  • Subdivision Name

    Southbury

  • Community Features

    Clubhouse, Park, Pool, Tennis Court(s), Street Paved

  • Patio And Porch Features

    Patio

Price History

DateEventPrice

10/03/2026

Source: mls_logoMRED MLS-IL #MRD12701838

Price Decreased

$625,000 -2.19%

$188/sqft

09/16/2026

Source: #MRD12701838

Listed for Sale

$639,000

$192/sqft

09/10/2026

Source: mls_logoMRED MLS-IL #MRD12701838

Contingent (Active Under Contract)

$639,000

$192/sqft

09/01/2026

Source: mls_logoMRED MLS-IL #MRD12701838

Price Decreased

$639,000 -0.93%

$192/sqft

08/06/2026

Source: mls_logoMRED MLS-IL #MRD12701838

Price Decreased

$645,000 -0.75%

$194/sqft

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This representation is based in whole or in part on data supplied by Midwest Real Estate Data, LLC through Oct 05, 2026, 03:01PM. Midwest Real Estate Data, LLC does not guarantee nor is it in any way responsible for its accuracy. Data maintained by Midwest Real Estate Data LLC may not reflect all real estate activity in the market.

Based on information submitted to the MLS GRID as of Oct 05, 2026, 03:01PM. All data is obtained from various sources and has not been, and will not be, 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. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. Some IDX listings have been excluded from this website. Information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID, MRED or Houzeo. The use of the MLS GRID Data may be subject to an end user license agreement. Properties displayed may be listed or sold by various participants in the MLS,

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