75 Winter Hill Circle, Montgomery, IL 60538 - Photo 1

1/1

$436,000

Sold
Closed
Single Family
4 Beds
2 Full Baths
1 Partial Bath
2,248 Sq. Ft.
3 Car Garage

1/1

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

Sold For: $436,000
Taxes: $8,854 (2024)
Status: Closed
Type: Single Family
Source: MRED
MLS ID: 12583817
Added to Site: 48 day(s) ago

Interior

Interior Features: Vaulted Ceiling(s)
Fireplace: Yes
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
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
Midd 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

Water: Public

Structural Information

Construction: Vinyl Siding, Brick
Exterior Const.: Vinyl Siding, Brick
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

Disclosures and Reports

Ownership: Fee Simple
Property ID: 304102007

Listed by Keller Williams Innovate - Aurora
Sold by RE/MAX Excels

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— 75 Winter Hill Cir —

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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 ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 75 Winter Hill Cir

Date

Details

Price

Change

Source

4/02/2026

Sold

$436,000

3.83%

MLS

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.

Price Reduced

-$5,100 (-1.48%)

$339,900

[Address not provided] Aurora, IL 60506

Single Family
Coming Soon
Updated 12 days ago

4
Beds
3
Total Baths
2,154
Sq. Ft.

Listed by The Jesses Cobb Team (630) 369-9000

429 Cottrell Ln, Aurora, IL 60506 - Photo 1

Just Listed

$469,103

429 Cottrell Ln Aurora, IL 60506

Single Family
Active
Updated 20 hours ago

3
Beds
2
Total Baths
1,979
Sq. Ft.

470 Watercress Dr, Aurora, IL 60504 - Photo 1

Just Listed

$539,000

Open House

470 Watercress Dr Aurora, IL 60504

Townhouse
Active
Updated 18 hours ago

3
Beds
3
Total Baths
2,464
Sq. Ft.

2595 Ginger Woods Dr, Aurora, IL 60502 - Photo 1

Just Listed

$699,000

2595 Ginger Woods Dr Aurora, IL 60502

Single Family
Active
Updated 4 days ago

4
Beds
4
Total Baths
3,302
Sq. Ft.

810 Four Seasons Blvd, Aurora, IL 60504 - Photo 1

Price Reduced

-$5,000 (-1.56%)

$314,900

810 Four Seasons Blvd Aurora, IL 60504

Townhouse
Active
Updated 7 days ago

3
Beds
3
Total Baths
1,800
Sq. Ft.

616 Seneca Dr, Aurora, IL 60506 - Photo 1

Price Reduced

-$5,000 (-1.22%)

$405,000

616 Seneca Dr Aurora, IL 60506

Single Family
Active
Updated 9 days ago

4
Beds
3
Total Baths
2,848
Sq. Ft.

3327 Fulshear Cir, Aurora, IL 60503 - Photo 1

$460,000

Open House

3327 Fulshear Cir Aurora, IL 60503

Single Family
Active

2
Beds
2
Total Baths
1,502
Sq. Ft.

1121 Symphony Dr, Aurora, IL 60504 - Photo 1

Just Listed

$259,000

1121 Symphony Dr Aurora, IL 60504

Single Family
Active
Updated 8 days ago

3
Beds
2
Total Baths
1,328
Sq. Ft.

92 Red Fox Run, Montgomery, IL 60538 - Photo 1

Sold

$417,000

92 Red Fox Run Montgomery, IL 60538

Single Family
Closed

4
Beds
3
Total Baths
2,667
Sq. Ft.

133 Autumn Ridge Dr, Montgomery, IL 60538 - Photo 1

Sold

$405,000

133 Autumn Ridge Dr Montgomery, IL 60538

Single Family
Closed

4
Beds
3
Total Baths
1,620
Sq. Ft.

140 Autumn Ridge Dr, Montgomery, IL 60538 - Photo 1

Sold

$415,000

140 Autumn Ridge Dr Montgomery, IL 60538

Single Family
Closed

4
Beds
4
Total Baths
2,257
Sq. Ft.

157 Sherman Ave, Montgomery, IL 60538 - Photo 1

Sold

$375,000

157 Sherman Ave Montgomery, IL 60538

Multi-Family
Closed

5
Total Beds

75 Winter Hill Circle, Montgomery, IL 60538 (MLS# 12583817) is a Single Family property that was sold at $436,000 on April 02, 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.

75 Winter Hill Cir Montgomery, IL 60538