Date
Details
Price
Change
Source
8/15/2026
Listed
$409,900
—
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
Welcome to this exceptional 4-bedroom, 2.5-bath home in the highly sought-after Seasons Ridge community, located in the award-winning Oswego School District! Offering the perfect blend of comfort, space and functionality, this move-in ready home is designed for today's lifestyle. The inviting floor plan features a spacious living room, a formal dining room and a warm, welcoming family room with a cozy fireplace - perfect for relaxing evenings or gathering with family and friends. The well-appointed kitchen boasts beautiful hardwood floors, a center island, ample cabinetry and a bright breakfast area overlooking the backyard. Need more space? The unfinished basement is ready for your personal touch, offering endless possibilities for a recreation room, home theater, fitness area or additional living space. Step outside to your own backyard retreat. Enjoy summer days on the patio, cool off in the above-ground pool and take advantage of the large beautifully maintained yard with plenty of room for outdoor entertainment, play or gardening. Lovingly cared for and well maintained, this home truly has it all - space, style and an unbeatable location close to parks, shopping, dining and everything Montgomery and Oswego have to offer. Whether you are hosting holiday gatherings, enjoying summer days by the pool or simply relaxing by the fireplace, this is a place you'll be proud to call home.
Full Property Details
Full Property Details for 95 Winter Hill Cir
General
- Price: $409,900
- Taxes: $9,133 (2024)
- Status: Active
- Type: Single Family
- Source: MRED
- MLS ID: 12733909
- Updated: 8/15/2026
- Added to Site: 3 day(s) ago
Rental Information
- Complex Features: Park, Tennis Court(s), Lake, Curbs, Sidewalks, Street Lights, Street Paved
Interior
- Basement: Unfinished
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Family Room
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Additional Information
- Other Features: School Bus Service
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Total Spaces: 2
- Parking Features: Asphalt, Garage Door Opener, Yes, Garage Owned, Attached, Garage
Location
- Area: Montgomery
- County: Kendall
- Township: Oswego
- Subdivision: Seasons Ridge
- Driving Directions: Route 25 to Riverbend Road east to Briarcliff Road, left on Briarcliff to Winter Hill Circle left to home. OR... Douglas Road to Seasons Ridge Blvd, west to Briarcliff Road, left to Winter Hill Circle, right to home.
School Information
- School District: 308
- Elem School District: 308
- Midd School District: 308
- High School District: 308
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
- Architectural Info: Traditional
- Architectural Style: Traditional
- Construction: Aluminum Siding, Vinyl Siding, Steel Siding
- Exterior Const.: Aluminum Siding, Vinyl Siding, Steel Siding
- Basement: Yes
- Basement Desc.: Unfinished, Partial
- Foundation: Concrete Perimeter
- Roof: Asphalt
- Square Feet: 2,094
- Sq. Ft. Source: Assessor
- Year Built: 1989
Additional Structures
- Other Structures: Shed(s)
Lot Features
- Lot Size Range: .25 to .49 Acre
- Lot Dimensions: 83 x 140 x 67 x 143
Financial Considerations
- Parking Included: Yes
- Assessment Year: 1989
- Tax Amount: $9,133.26
- Tax Year: 2024
- Pays Sewer: Public Sewer
Disclosures and Reports
- Ownership: Fee Simple
- Property ID: 304102016
Listed by Charles Rutenberg Realty of IL
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Listing agent
— 95 Winter Hill Cir —
Charles Rutenberg Realty of IL
NMLS#: 1598647
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Schools
Schools serving 95 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 | 1.7 mi |
Oswego High School 4250 State Route 71, Oswego, IL 60543 | 9-12 | 2.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 95 Winter Hill Cir
Tax History
Tax History for 95 Winter Hill Cir
Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,367
—
$117,549
3%
2024
$8,367
3%
$114,125
11%
2023
$8,088
100%
$102,815
9%
2022
-100%
$94,326
7%
2021
$7,438
6%
$88,155
6%
2020
$7,042
11%
$83,165
8%
2019
$6,372
-4%
$77,347
—
2018
$6,645
-4%
$77,347
6%
2017
$6,893
2%
$72,969
3%
2016
$6,778
-1%
$70,843
4%
2015
$6,851
-2%
$68,447
3%
2014
$7,009
—
$66,453
-1%
2013
$6,999
4%
$67,124
-3%
2012
$6,731
—
$69,200
—
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 95 Winter Hill Cir
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- Active
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- 2Total Baths
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95 Winter Hill Circle, Montgomery, IL 60538 (MLS# 12733909) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 95 Winter Hill Circle is currently listed for $409,900 and was received on August 15, 2026. Want to learn more about 95 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.