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$305,000 Contingent
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Property Description
Welcome home to this well-maintained 3-bedroom ranch in Boulder Hill, where pride of ownership shines throughout. Outstanding curb appeal, mature landscaping, and thoughtful updates make this home stand out from the moment you arrive. The backyard is an entertainer's dream, featuring a recently installed TimberTech deck with privacy wall that adds over 450 square feet of outdoor living space, all overlooking the fenced yard and beautiful landscaping. Inside, the freshly painted living room offers a bright and inviting gathering space highlighted by a large bay window that fills the home with natural light. The kitchen features newer appliances, abundant countertop space, a peninsula with bar seating, and a dedicated dining area. Large kitchen windows provide peaceful views of the backyard and gardens. Major updates have already been completed, including a roof that's just 3 years old, newer HVAC system, and exterior paint completed last year. Newer concrete driveway is 2 cars wide! Backyard shed provides additional storage. Conveniently located just one block from the elementary school! Only blocks away the Civic Center, community pool, parks, shopping, dining, and everyday conveniences. Lovingly maintained by the same owner for the past 30 years, this home offers exceptional value and peace of mind with many of the major improvements already done.
Full Property Details
Full Property Details for 99 Circle Dr E
General
- Price: $305,000
- Taxes: $5,119 (2025)
- Status: Contingent
- Type: Single Family
- Source: MRED
- MLS ID: 12687374
Rental Information
- Complex Features: Park, Pool, Sidewalks, Street Paved
Interior
- Basement: None
- Interior Features: 1st-Floor Bedroom, 1st-Floor Bath
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Living Room, Wood-Burning
- Appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Stainless Steel Appliance(s)
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Additional Information
- Equipment: Carbon Monoxide Detectors, Ceiling Fan(s)
Exterior
- Exterior Features: Fire Pit
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 1
- Total Spaces: 1
- Parking Features: Concrete, Side Driveway, Garage Door Opener, Yes, Garage Owned, Attached, Garage
Location
- Area: Montgomery
- County: Kendall
- Township: Oswego
- Driving Directions: Route 30 to Briarcliff to Bereman to Circle Dr
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
- Architectural Info: Ranch
- Architectural Style: Ranch
- Model: ranch
- Construction: Wood Siding
- Exterior Const.: Wood Siding
- Basement Desc.: None
- Foundation: Concrete Perimeter
- Roof: Asphalt
- Windows: Screens
- Square Feet: 1,044
- Sq. Ft. Source: Assessor
- Year Built: 1958
- Built Before 1978: Yes
- Remodeled/Updated: 2025
Manufactured Home
- Model: ranch
Additional Structures
- Other Structures: Shed(s)
Lot Features
- Lot Size (Acres): 0.24
- Lot Size Range: Less than .25 Acre
- Lot Dimensions: 82 x 125
- Fence: Yes
- Lot Features: Mature Trees, Level
- Fencing (Description): Fenced
Financial Considerations
- Parking Included: Yes
- Assessment Year: 1958
- Tax Amount: $5,119.86
- Tax Year: 2025
- Pays Sewer: Public Sewer
Disclosures and Reports
- Ownership: Fee Simple
- Property ID: 304354016
Listed by john greene, Realtor
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Schools
Schools serving 99 Circle Dr E
School District:Oswego Community Unit School District 308
| Name | Grades | Distance |
|---|---|---|
Long Beach Elementary School 67 Long Beach Road, Montgomery, IL 60538 | K-5 | 0.4 mi |
Plank Junior High School 510 Secretariat Lane, Oswego, IL 60543 | 6-8 | 2.3 mi |
Oswego East High School 1525 Harvey Road, Oswego, IL 60543 | 9-12 | 2.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Tax History
Tax History for 99 Circle Dr E
Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,915
—
$74,897
10%
2024
$4,915
2%
$68,088
10%
2023
$4,818
100%
$61,898
9%
2022
-100%
$56,788
7%
2021
$4,334
4%
$53,073
4%
2020
$4,187
5%
$51,032
6%
2019
$3,987
14%
$48,208
19%
2017
$3,488
9%
$40,543
9%
2016
$3,197
-14%
$37,195
-15%
2018
$3,739
22%
$43,989
28%
2015
$3,058
-1%
$34,440
4%
2014
$3,090
-5%
$33,116
-5%
2013
$3,248
-3%
$34,858
-8%
2012
$3,360
—
$38,096
—
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 99 Circle Dr E
99 Circle Drive E, Montgomery, IL 60538 (MLS# 12687374) is a Single Family property with 3 bedrooms and 1 full bathroom. 99 Circle Drive E is currently listed for $305,000 and was received on June 24, 2026. Want to learn more about 99 Circle Drive E? 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.

