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.
Contingent
$409,900
95 Winter Hill Cir, Montgomery, IL 60538
4beds
2,094sqft
Single Family Residence
Built in 1989
-- sqft lot
$404,200 Zestimate®
$196/sqft
$-- HOA
What's special
Cozy fireplaceAbove-ground poolCenter islandLarge beautifully maintained yardInviting floor planBackyard retreatWarm welcoming family room
- 19 days
- 796
- 62
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Judy Sollinger 630-364-6896,
Charles Rutenberg Realty of IL
Source: MRED as distributed by MLS GRID,MLS#: 12733909
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Breakfast Room
Primary bedroom
- Features: Flooring (Carpet), Bathroom (Full)
- Level: Second
- Area: 195 Square Feet
- Dimensions: 15X13
Bedroom 2
- Features: Flooring (Carpet)
- Level: Second
- Area: 168 Square Feet
- Dimensions: 14X12
Bedroom 3
- Features: Flooring (Carpet)
- Level: Second
- Area: 176 Square Feet
- Dimensions: 16X11
Bedroom 4
- Features: Flooring (Carpet)
- Level: Second
- Area: 120 Square Feet
- Dimensions: 12X10
Breakfast room
- Level: Main
- Area: 140 Square Feet
- Dimensions: 14X10
Dining room
- Features: Flooring (Carpet)
- Level: Main
- Area: 169 Square Feet
- Dimensions: 13X13
Family room
- Level: Main
- Area: 228 Square Feet
- Dimensions: 19X12
Kitchen
- Features: Flooring (Hardwood)
- Level: Main
- Area: 132 Square Feet
- Dimensions: 12X11
Living room
- Features: Flooring (Carpet)
- Level: Main
- Area: 208 Square Feet
- Dimensions: 16X13
Heating
- Natural Gas, Forced Air
Cooling
- Central Air
Features
- Basement: Unfinished,Partial
- Number of fireplaces: 1
- Fireplace features: Family Room
Interior area
- Total structure area: 3,069
- Total interior livable area: 2,094 sqft
Property
Parking
- Total spaces: 2
- Parking features: Asphalt, Garage Door Opener, Yes, Garage Owned, Attached, Garage
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Stories: 2
- Patio & porch: Patio
- Pool features: Above Ground
Lot
- Dimensions: 83 x 140 x 67 x 143
Details
- Additional structures: Shed(s)
- Parcel number: 0304102016
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Aluminum Siding, Vinyl Siding, Steel Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1989
Utilities & green energy
- Electric: Circuit Breakers, 200+ Amp Service
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Park, Tennis Court(s), Lake, Curbs, Sidewalks, Street Lights, Street Paved
- Subdivision: Seasons Ridge
HOA
- Services included: None
Location
- Region: Montgomery
Financial & listing details
- Price per square foot: $196/sqft
- Tax assessed value: $342,375
- Annual tax amount: $9,133
- Date on market: 8/15/2026
- Ownership: Fee Simple
Estimated market value
$404,200
$384,000 - $424,000
$3,170/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/3/2026 | Contingent | $409,900$196/sqft |
Source:  MRED as distributed by MLS GRID #12733909 Report a problem | ||
| 8/15/2026 | Listed for sale | $409,900-2.4%$196/sqft |
Source: MRED as distributed by MLS GRID #12733909 Report a problem | ||
| 8/15/2026 | Listing removed | $419,900$201/sqft |
Source: MRED as distributed by MLS GRID #12690348 Report a problem | ||
| 7/27/2026 | Listed for sale | $419,900$201/sqft |
Source: MRED as distributed by MLS GRID #12690348 Report a problem | ||
| 7/25/2026 | Contingent | $419,900$201/sqft |
Source: MRED as distributed by MLS GRID #12690348 Report a problem | ||
| 7/7/2026 | Listed for sale | $419,900+117.6%$201/sqft |
Source: MRED as distributed by MLS GRID #12690348 Report a problem | ||
| 11/16/2000 | Sold | $193,000$92/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $8,367 +3.4% | $114,125 +11% |
| 2023 | $8,088 +6.9% | $102,815 +9% |
| 2022 | $7,565 +1.7% | $94,326 +7% |
| 2021 | $7,438 +5.6% | $88,155 +6% |
| 2020 | $7,042 +6% | $83,165 +7.5% |
| 2019 | $6,645 | $77,347 |
| 2018 | $6,645 -3.6% | $77,347 +6% |
| 2017 | $6,893 +1.7% | $72,969 +3% |
| 2016 | $6,778 -1.1% | $70,843 +3.5% |
| 2015 | $6,851 | $68,447 +3% |
| 2014 | $6,851 | $66,453 -1% |
| 2013 | -- | $67,124 -2% |
| 2012 | -- | $68,515 -7% |
| 2011 | -- | $73,672 -3% |
| 2010 | -- | $75,950 -13.2% |
| 2009 | -- | $87,518 +7.3% |
| 2008 | -- | $81,592 -5.2% |
| 2007 | -- | $86,104 |
| 2006 | $6,305 | $86,104 +6.7% |
| 2005 | -- | $80,697 +6.5% |
| 2004 | $5,615 +10.5% | $75,772 +4.1% |
| 2003 | $5,081 | $72,810 +8.5% |
| 2002 | $5,081 +5.3% | $67,106 +2.9% |
| 2001 | $4,827 +3% | $65,214 +5.5% |
| 2000 | $4,689 | $61,814 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 60538
Nearby schools
Schools provided by the listing agent
- District: 308
Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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