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$649,900 Just Listed
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Property 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!
Full Property Details
Full Property Details for 506 Simsbury Ct
General
- Price: $649,900
- HOA FEE: $77/month
- HOA FEE FREQ.: Quarterly
- Taxes: $14,783 (2025)
- Status: Active
- Type: Single Family
- Source: MRED
- MLS ID: 12701838
Rental Information
- Complex Features: Clubhouse, Park, Pool, Tennis Court(s), Street Paved
Interior
- Basement: Finished, F
- Interior Features: Wet Bar
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Family Room, Gas Log
- Appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
- Basement Baths: Yes
- Bathroom Features: Separate Shower, Double Sink, Soaking Tub
Bedrooms
- Total Bedrooms: 4
Additional Information
- Equipment: Carbon Monoxide Detectors, Ceiling Fan(s), Sump Pump
- Other Features: School Bus Service
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Total Spaces: 3
- Parking Features: Asphalt, Garage Door Opener, Yes, Garage Owned, Attached, Garage
Location
- Area: Oswego
- County: Kendall
- Township: Oswego
- Subdivision: Southbury
- Driving Directions: PLAINFIED RD TO WOOLEY TO COLCHESTER DR TO BLOOMFILED CIRCLE W TO SIMSBURY CT.
School Information
- School District: 308
- Elem School District: 308
- Midd School District: 308
- High School District: 308
- Elementary School: Southbury Elementary School
- Middle School: Traughber Junior High School
- High School: Oswego High School
- Private School: Oswego High School
Community
- Assoc. Fees Include: Insurance, Clubhouse, Pool
- Mgmt. Company: Associa of Chicagoland
Heating & Cooling
- Cooling Type: Central Air Conditioning
- Heating Type: Natural Gas, Forced Air
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Info: Traditional
- Architectural Style: Traditional
- Model: Carly Marie II
- Construction: Vinyl Siding, Brick
- Exterior Const.: Vinyl Siding, Brick
- Basement: Yes
- Basement Desc.: Finished, Full
- Foundation: Concrete Perimeter
- Roof: Asphalt
- Sub-Flooring: Hardwood
- Square Feet: 3,329
- Sq. Ft. Source: Appraiser
- Year Built: 2006
Manufactured Home
- Model: Carly Marie II
Lot Features
- Lot Size (Acres): 0.3573
- Lot Size Range: .25 to .49 Acre
- Lot Dimensions: 165 x 149 x 48 x 149
- Lot Features: Cul-De-Sac
Financial Considerations
- Association Fee: $230
- Assoc Fee Freq.: Quarterly
- Parking Included: Yes
- Assessment Year: 2006
- Tax Amount: $14,783
- Tax Year: 2025
- Pays Sewer: Public Sewer
Disclosures and Reports
- Ownership: Fee Simple with Homeowners Association
- Property ID: 321120023
Listed by Ayers Realty Group
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Schools
Schools serving 506 Simsbury Ct
School District:Oswego Community Unit School District 308
| Name | Grades | Distance |
|---|---|---|
Southbury Elementary School 820 Preston Lane, Oswego, IL 60543 | K-5 | 0.8 mi |
Traughber Jr High School 570 Colchester Drive, Oswego, IL 60543 | 6-8 | 0.2 mi |
Oswego High School 4250 State Route 71, Oswego, IL 60543 | 9-12 | 0.8 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Tax History
Tax History for 506 Simsbury Ct
Year
Property Taxes
Change
Tax Assessment
Change
2024
$14,966
—
$201,571
5%
2024
$14,966
2%
$191,972
11%
2023
$14,622
100%
$172,948
7%
2022
-100%
$161,634
7%
2021
$13,573
5%
$151,060
6%
2020
$12,899
2%
$142,509
3%
2019
$12,659
—
$137,878
6%
2017
$12,691
1%
$129,801
3%
2016
$12,509
-1%
$126,266
-5%
2018
$12,634
4%
$132,397
13%
2015
$12,099
-6%
$116,913
—
2014
$12,821
1%
$116,913
—
2013
$12,665
4%
$116,913
-3%
2012
$12,168
—
$120,529
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 506 Simsbury Ct
506 Simsbury Court, Oswego, IL 60543 (MLS# 12701838) is a Single Family property with 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 506 Simsbury Court is currently listed for $649,900 and was received on July 18, 2026. Want to learn more about 506 Simsbury Court? Do you have questions about finding other Single Family real estate for sale in Oswego? You can browse all Oswego real estate or contact a Coldwell Banker agent to request more information.

