Date
Details
Price
Change
Source
3/04/2026
Listed
$419,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
OPEN & AIRY! Fresh space, natural light, and an open layout designed for gathering, this well loved, 4-bedroom, 2 1/2-bath home with basement and heated 3 car garage offers plenty of room to live and grow. From the covered front porch to the tiled entry, guests will feel a warm welcome once inside. Highlights include an oversized family room with a beamed vaulted ceiling anchored by a bold brick fireplace surrounded by a wall of sunshine to brighten the day. The open design flows into the spacious eat-in kitchen featuring beautiful hardwood floors, granite countertops, tiled backsplash, a center island with breakfast bar, pantry and generous table space overlooking the backyard. The main level also offers a bayed living room and dedicated dining room both with crown molding - perfect for hosting holidays, celebrations, or everyday moments. The main level laundry with storage includes the washer & dryer. Upstairs, the owner's suite shines with a stunning modern luxury spa bathroom (2022) featuring a large glass tiled shower and vanity tower with double bowl sinks creating a true retreat for relaxation. Three additional generous sized bedrooms provide flexibility for family, guests, or home office needs. The main bath features a newer skylight and new sink. The ready-to-finish basement with cement crawl gives excellent storage and future living space potential. Step outside to enjoy the extended maintenance-free TREX deck (2024) and open yard - just waiting for warm weather gatherings and summer evenings. The included air compressor and heated 3/car garage provide lots of space for a car enthusiast. A NEW roof, vinyl siding, skylights, gutters & downspouts (2023), landscaping (2024), refreshed hardwood floors (2025), windows (2016), & water heater (2022) provide added value to this well cared for home. Step into Spring and start your new home chapter!
Full Property Details
Full Property Details for 75 Winter Hill Cir
General
- Price: $419,900
- Taxes: $8,854 (2024)
- Status: Active
- Type: Single Family
- Source: MRED
- MLS ID: 12583817
- Updated: Today (3/4/2026)
- Added to Site: Today
Rental Information
- Complex Features: Park, Curbs, Sidewalks, Street Lights, Street Paved
Interior
- Basement: Unfinished
- Interior Features: Vaulted Ceiling(s)
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Family Room, Wood-Burning, Attached Fireplace Doors/Screen, Gas Log, Gas Starter
- Appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Water Softener Owned
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Additional Information
- Equipment: Water Softener (Owned), Carbon Monoxide Detectors, Ceiling Fan(s), Sump Pump, Radon Mitigation System
- Other Features: School Bus Service
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Total Spaces: 3
- Parking Features: Concrete, Garage Door Opener, Heated Garage, Yes, Garage Owned, Attached, Garage
Location
- Area: Montgomery
- County: Kendall
- Township: Oswego
- Subdivision: Seasons Ridge
- Driving Directions: Douglas Rd to Seasons Ridge Blvd West to Briarcliff Rd South to Winter Hill Circle North to home. OR.... Route 30 to Briarcliff Rd North to Winter Hill Circle North to home.
School Information
- School District: 308
- Elem School District: 308
- Midd School District: 308
- High School District: 308
- Elementary School: Boulder Hill Elementary School
- Middle School: Thompson Junior High School
- High School: Oswego High School
- Private School: Oswego High School
Community
- Assoc. Fees Include: None
Heating & Cooling
- Cooling Type: Central Air Conditioning
- Heating Type: Natural Gas, Forced Air
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Construction: Vinyl Siding, Brick
- Exterior Const.: Vinyl Siding, Brick
- Basement: Yes
- Basement Desc.: Unfinished, Crawl Space, Partial
- Foundation: Concrete Perimeter
- Roof: Asphalt
- Windows: Skylight(s)
- Sub-Flooring: Hardwood
- Square Feet: 2,248
- Sq. Ft. Source: Assessor
- Year Built: 1989
Lot Features
- Lot Size (Acres): 0.25
- Lot Size Range: .25 to .49 Acre
- Lot Dimensions: 95.31 x 140 x 56.11 x 140
Financial Considerations
- Parking Included: Yes
- Assessment Year: 1989
- Tax Amount: $8,854.08
- Tax Year: 2024
- Pays Sewer: Public Sewer
Disclosures and Reports
- Ownership: Fee Simple
- Property ID: 304102007
Listed by Keller Williams Innovate - Aurora
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— 75 Winter Hill Cir —
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NMLS#: 1598647
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Schools
Schools serving 75 Winter Hill Cir
School District:Oswego Community Unit School District 308
| Name | Grades | Distance |
|---|---|---|
Boulder Hill Elementary School 163 Boulder Hill Pass, Montgomery, IL 60538 | K-5 | 0.9 mi |
Thompson Jr High School 440 Boulder Hill Pass, Oswego, IL 60543 | 6-8 | 1.8 mi |
Oswego High School 4250 State Route 71, Oswego, IL 60543 | 9-12 | 2.7 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 75 Winter Hill Cir
Tax History
Tax History for 75 Winter Hill Cir
Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,854
3%
$118,018
11%
2023
$8,584
100%
$106,323
9%
2022
-100%
$97,544
7%
2021
$7,728
6%
$91,163
6%
2020
$7,319
-4%
$86,003
4%
2019
$7,607
-1%
$82,821
6%
2017
$7,653
2%
$78,133
3%
2016
$7,535
-5%
$75,857
-8%
2018
$7,933
4%
$82,821
13%
2015
$7,626
-2%
$73,291
3%
2014
$7,812
—
$71,156
-1%
2013
$7,798
4%
$71,874
-3%
2012
$7,490
—
$74,097
—
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 75 Winter Hill Cir
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75 Winter Hill Circle, Montgomery, IL 60538 (MLS# 12583817) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 75 Winter Hill Circle is currently listed for $419,900 and was received on March 04, 2026. Want to learn more about 75 Winter Hill Circle? Do you have questions about finding other Single Family real estate for sale in Montgomery? You can browse all Montgomery real estate or contact a Coldwell Banker agent to request more information.