99 CIRCLE DR W
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(2)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Oswego Community Unit School District 308
Neighborhood · ZIP 60538These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
99 Circle Dr W measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth less than 82% of homes in Kendall County
- Costs more per square foot than 91% of homes in Kendall County
- Smaller than 93% of homes in Kendall County
- Has a bigger lot than 86% of homes in Montgomery 60538
- Older than 87% of homes in Kendall County
What homes are worth in Montgomery 60538
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 29% of homes in Montgomery 60538.
How it measures up in Montgomery 60538
The dot is this home. The mark in the middle is the typical home in Montgomery 60538.
Pricier than 29% of homes nearby
Pricier than 87% of homes nearby
Bigger than 18% of homes nearby
Bigger than 86% of homes nearby
Newer than 25% of homes nearby
| Measure | This home | Montgomery 60538 | Kendall County |
|---|---|---|---|
| Estimated valuepricier than | $283,502 | 29% of homes | 18% of homes |
| Price per ft²pricier than | $257 | 87% of homes | 91% of homes |
| Living areabigger than | 1,104 ft² | 18% of homes | 7% of homes |
| Lot sizebigger than | 0.27 ac | 86% of homes | 61% of homes |
| Year builtnewer than | 1968 | 25% of homes | 13% of homes |
About 99 Circle Dr W
How much is 99 Circle Dr W, Montgomery, IL worth?
The TopHap Estimate for 99 Circle Dr W, Montgomery, IL is $283,502 as of Sep 24, 2026. The likely range is $271,439 to $295,565. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 99 Circle Dr W, Montgomery, IL last sell?
99 Circle Dr W, Montgomery, IL last sold on Dec 9, 2016 for $188,500, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 99 Circle Dr W, Montgomery, IL?
99 Circle Dr W, Montgomery, IL has 2 bedrooms, 1 bathrooms, 1,104 square feet of living space and a 0.27-acre lot.
When was 99 Circle Dr W, Montgomery, IL built?
99 Circle Dr W, Montgomery, IL was built in 1968, making it 58 years old. The building has 1 story.
What schools serve 99 Circle Dr W, Montgomery, IL?
99 Circle Dr W, Montgomery, IL is assigned to Thompson Junior High School (middle), rated C+; Boulder Hill Elementary School (elementary), rated B-; Oswego High School (high), rated A-. All sit in Oswego Community Unit School District 308. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 99 Circle Dr W, Montgomery, IL compare to other homes in Montgomery 60538?
Among the 9,148 homes in Montgomery 60538, it is worth more than 29% of them ($283,502 against a typical $318,575), its price per square foot is higher than 87% of them ($257 against a typical $199), it is bigger than 18% of them (1,104 ft² against a typical 1,620 ft²), its lot is bigger than 86% of them (0.27 ac against a typical 0.21 ac) and it is newer than 25% of them (1968 against a typical 1998). Measured against all of Kendall County, it is worth more than 18% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
More homes on Circle Dr W
- 12 Circle Dr$213K3 bd · 1 ba · 1,104 ft² · Sold $212K · Aug 2026
- 99 Circle Dr$306K3 bd · 1 ba · 1,044 ft² · Sold $305K · Aug 2026
- 86 Circle Dr$283K3 bd · 1 ba · 1,152 ft² · Sold $280K · Jun 2026
- 149 Circle Dr$298K3 bd · 1 ba · 1,144 ft² · Sold $88K · Jan 2026
- 36 Circle Dr$317K3 bd · 1 ba · 1,390 ft² · Sold $304K · Oct 2025
- 115 Circle Dr$408K4 bd · 3 ba · 1,232 ft² · Sold $385K · Aug 2025
- 16 Circle Dr$338K3 bd · 2 ba · 1,564 ft² · Sold $320K · Jul 2025
- 85 Circle Dr$263K3 bd · 1 ba · 1,404 ft² · Sold $249K · Jul 2025
- 102 Circle Dr$238K3 bd · 1 ba · 1,200 ft² · Sold Jul 2025
- 118 Circle Dr$352K4 bd · 2 ba · 1,494 ft² · Sold $331K · Jul 2025
- 70 Circle Dr$260K3 bd · 1 ba · 972 ft² · Sold $243K · Apr 2025
- 61 Circle Dr$242K3 bd · 1.5 ba · 977 ft² · Sold $225K · Mar 2025
Closest homes
- 4 Barclay Ct$292K90 ft · 3 bd · 2 ba · 1,684 ft² · Sold $290K · Jul 2026
- 101 Circle Dr W$327K99 ft · 3 bd · 1 ba · 1,616 ft² · Sold $67K · Apr 2013
- 6 Barclay Ct$307K167 ft · 3 bd · 1.5 ba · 1,424 ft² · Sold $200K · Jan 2021
- 100 Circle Dr W$309K170 ft · 3 bd · 1 ba · 1,456 ft² · Sold $74K · Nov 1986
- 98 Circle Dr W$342K204 ft · 3 bd · 2 ba · 1,568 ft²
- 3 Fieldcrest Dr$335K199 ft · 3 bd · 2 ba · 1,273 ft² · Sold $310K · Nov 2021
- 95 Circle Dr W$299K186 ft · 1 ba · 1,144 ft²
- 103 Circle Dr W$298K197 ft · 3 bd · 2 ba · 1,156 ft² · Sold Nov 2001
More homes in Montgomery 60538
- 2466 Prescott Dr$466K4 bd · 2.5 ba · 2,668 ft² · Sold $462K · Sep 2026
- 1935 Springhaven Ct$389K3 bd · 1.5 ba · 1,819 ft² · Sold $390K · Sep 2026
- 135 Garden Dr$233K2 bd · 1 ba · 1,142 ft² · Sold $230K · Sep 2026
- 1805 Grandview Pl$270K2 bd · 2.5 ba · 1,434 ft² · Sold $270K · Sep 2026
- 125 Riverside Dr$295K3 bd · 1 ba · 900 ft² · Sold $295K · Sep 2026
- 3355 Big Bend Dr$445K3 bd · 2.5 ba · 2,108 ft² · Sold $438K · Sep 2026
- 1808 Candlelight Cir$301K1,754 ft² · Sold $301K · Sep 2026
- 3245 Millrace Ln$404K4 bd · 2.5 ba · 1,867 ft² · Sold $403K · Sep 2026
- 207 Hartway Ct$356K3 bd · 2.5 ba · 1,360 ft² · Sold $355K · Sep 2026
- 24 Marnel Rd$342K3 bd · 1 ba · 1,880 ft² · Sold $342K · Sep 2026
- 200 Fernwood Rd$360K3 bd · 2 ba · 1,512 ft² · Sold $348K · Sep 2026
- 138 Saugatuck Rd$305K4 bd · 1 ba · 1,512 ft² · Sold $250K · Sep 2026
Assigned schools
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