Active Under Contract
Single family home for sale at 95 Winter Hl Cir, Montgomery, IL 60538 | MLS# 12733909 | Listing updated on 2026-09-03
Photo 1 of Single family home for sale at 95 Winter Hl Cir, Montgomery, IL 60538 | MLS# 12733909 | Listing updated on 2026-09-03
Photo 2 of Single family home for sale at 95 Winter Hl Cir, Montgomery, IL 60538 | MLS# 12733909 | Listing updated on 2026-09-03
Photo 3 of Single family home for sale at 95 Winter Hl Cir, Montgomery, IL 60538 | MLS# 12733909 | Listing updated on 2026-09-03
Photo 4 of Single family home for sale at 95 Winter Hl Cir, Montgomery, IL 60538 | MLS# 12733909 | Listing updated on 2026-09-03
40+
Beds Icon

Street View

$409,900

Monthly Est:$2,040

  • Beds Icon4 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,094sqft

95 Winter Hl Cir, Montgomery, IL 60538

$2,040/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1989

  • $-- HOA

  • -- sqft lot

  • $196/sq.ft

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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: September 3, 2026 at 4:36 pm
  • Listing Provided by: Judy Sollinger (630) 364-6896 | Charles Rutenberg Realty of IL (630) 929-1100
  • Source: MRED MLS-IL | MLS#: 12733909 MRED MLS-IL

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Kendall County

  • City

    Montgomery

  • Neighborhood

    --

  • Year Built

    1989

  • HOA Fees

    -

  • Finished Area

    2,094 sqft

  • Lot Size

    -- sqft lot

  • Basement Area

    - sqft

  • MLS Name

    MRED MLS

  • MLS Number

    12733909

  • MLS Status

    Contingent

  • Days on Market

    53

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 3

  • Breakfast Room

    Level: Main

    Area: 140.00 Square Feet

    Dimensions: 14X10

  • Bedroom 2

    Level: Second

    Area: 168.00 Square Feet

    Dimensions: 14X12

  • Bedroom 3

    Level: Second

    Area: 176.00 Square Feet

    Dimensions: 16X11

  • Bedroom 4

    Level: Second

    Area: 120.00 Square Feet

    Dimensions: 12X10

  • Dining Room

    Level: Main

    Area: 169.00 Square Feet

    Dimensions: 13X13

  • Family Room

    Level: Main

    Area: 228.00 Square Feet

    Dimensions: 19X12

  • Kitchen

    Level: Main

    Area: 132.00 Square Feet

    Dimensions: 12X11

  • Living Room

    Level: Main

    Area: 208.00 Square Feet

    Dimensions: 16X13

  • Master Bedroom

    Level: Second

    Area: 195.00 Square Feet

    Dimensions: 15X13

Interior

  • Heating

    Natural Gas, Forced Air

  • Sewer

    Public Sewer

  • Cooling

    Central Air

Construction

  • Year Built

    Year Built: 1989

  • Home type

    Single Family Residence

  • Construction Materials

    Aluminum Siding, Vinyl Siding, Steel Siding

  • Roof

    Asphalt

  • Foundation Details

    Concrete Perimeter

  • Architectural Style

    Traditional

Utilities & Energy

  • Water Source

    Public

  • Electric

    Circuit Breakers, 200+ Amp Service

  • Parking Features

    Asphalt, Garage Door Opener, Yes, Garage Owned, Attached, Garage

  • Basement

    Unfinished, Partial

  • Pool Features

    Above Ground

Other Features

  • Patio And Porch Features

    Patio

  • Subdivision Name

    Seasons Ridge

  • Community Features

    Park, Tennis Court(s), Lake, Curbs, Sidewalks, Street Lights, Street Paved

Price History

DateEventPrice

09/03/2026

Source: #MRD12733909

Contingent (Active Under Contract)

$409,900 -2.38%

$196/sqft

08/15/2026

Source: mls_logoMRED MLS-IL #MRD12690348

Listing Removed

$419,900

$201/sqft

07/27/2026

Source: mls_logoMRED MLS-IL #MRD12690348

Listed for Sale

$419,900

$201/sqft

07/25/2026

Source: mls_logoMRED MLS-IL #MRD12690348

Contingent (Active Under Contract)

$419,900

$201/sqft

Getting Around 95 Winter Hl Cir

Bike Score®

Bike Score

Somewhat Bikeable

45/100

Walk Score®

Walk Score

Car-Dependent

23/100

Data provided by Redfin

Nearby Homes

This representation is based in whole or in part on data supplied by Midwest Real Estate Data, LLC through Oct 07, 2026, 06:00AM. Midwest Real Estate Data, LLC does not guarantee nor is it in any way responsible for its accuracy. Data maintained by Midwest Real Estate Data LLC may not reflect all real estate activity in the market.

Based on information submitted to the MLS GRID as of Oct 07, 2026, 06:00AM. All data is obtained from various sources and has not been, and will not be, verified by broker or MLS GRID. Supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. Some IDX listings have been excluded from this website. Information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID, MRED or Houzeo. The use of the MLS GRID Data may be subject to an end user license agreement. Properties displayed may be listed or sold by various participants in the MLS,

Listings courtesy of MRED as distributed by MLS GRID. ©2026 Midwest Real Estate Data LLC. All Rights Reserved

Advertising Broker: Jorge Romero | Realty One Group Inc.