40 CAYMAN DR
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
40 Cayman Dr 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 66% of homes in Kendall County
- Costs more per square foot than 85% of homes in Kendall County
- Smaller than 80% of homes in Kendall County
- Has a bigger lot than 96% of homes in Montgomery 60538
- Older than 82% 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 55% 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 55% of homes nearby
Pricier than 78% of homes nearby
Bigger than 36% of homes nearby
Bigger than 96% of homes nearby
Newer than 36% of homes nearby
| Measure | This home | Montgomery 60538 | Kendall County |
|---|---|---|---|
| Estimated valuepricier than | $333,796 | 55% of homes | 34% of homes |
| Price per ft²pricier than | $238 | 78% of homes | 85% of homes |
| Living areabigger than | 1,400 ft² | 36% of homes | 20% of homes |
| Lot sizebigger than | 0.4 ac | 96% of homes | 82% of homes |
| Year builtnewer than | 1974 | 36% of homes | 18% of homes |
About 40 Cayman Dr
How much is 40 Cayman Dr, Montgomery, IL worth?
The TopHap Estimate for 40 Cayman Dr, Montgomery, IL is $333,796 as of Sep 24, 2026. The likely range is $300,590 to $367,002. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 40 Cayman Dr, Montgomery, IL last sell?
40 Cayman Dr, Montgomery, IL last sold on Jul 13, 2026 for $331,000, according to the county's recorded deed.
How big is 40 Cayman Dr, Montgomery, IL?
40 Cayman Dr, Montgomery, IL has 3 bedrooms, 1 bathrooms, 1,400 square feet of living space and a 0.40-acre lot.
When was 40 Cayman Dr, Montgomery, IL built?
40 Cayman Dr, Montgomery, IL was built in 1974, making it 52 years old. The building has 1 story.
What schools serve 40 Cayman Dr, Montgomery, IL?
40 Cayman Dr, Montgomery, IL is assigned to Boulder Hill Elementary School (elementary), rated C-; Thompson Junior High School (middle), rated C; Oswego High School (high), rated B-. All sit in Oswego Community Unit School District 308. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 40 Cayman Dr, Montgomery, IL compare to other homes in Montgomery 60538?
Among the 9,148 homes in Montgomery 60538, it is worth more than 55% of them ($333,796 against a typical $318,726), its price per square foot is higher than 78% of them ($238 against a typical $200), it is bigger than 36% of them (1,400 ft² against a typical 1,621 ft²), its lot is bigger than 96% of them (0.4 ac against a typical 0.21 ac) and it is newer than 36% of them (1974 against a typical 1998). Measured against all of Kendall County, it is worth more than 34% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 40 Cayman Dr, Montgomery, IL?
The 2025 property tax bill for 40 Cayman Dr, Montgomery, IL was $2,867. The county assessed it at $105,760.
More homes on Cayman Dr
- 18 Cayman Dr$366K3 bd · 1.5 ba · 1,092 ft² · Sold $363K · Jul 2026
- 39 Cayman Dr$357K3 bd · 2 ba · 1,700 ft² · Sold $345K · Jan 2026
- 24 Cayman Dr$379K5 bd · 1 ba · 1,432 ft² · Sold $360K · Sep 2025
- 35 Cayman Dr$352K3 bd · 2 ba · 1,602 ft² · Sold Apr 2024
- 22 Cayman Dr$358K3 bd · 1 ba · 1,556 ft² · Sold $300K · Feb 2023
- 7 Cayman Dr$293K3 bd · 2 ba · 1,156 ft² · Sold $240K · Aug 2022
- 38 Cayman Dr$417K4 bd · 2 ba · 1,976 ft² · Sold $290K · Jan 2021
- 8 Cayman Dr$279K3 bd · 1 ba · 1,156 ft² · Sold $139K · Dec 2020
- 36 Cayman Dr$358K3 bd · 2 ba · 1,622 ft² · Sold $200K · Aug 2018
- 26 Cayman Dr$323K3 bd · 2 ba · 1,144 ft² · Sold $195K · Jul 2017
- 6 Cayman Dr$321K3 bd · 2 ba · 1,056 ft² · Sold $180K · Oct 2016
- 9 Cayman Dr$363K3 bd · 2 ba · 1,868 ft² · Sold $165K · Apr 2016
Closest homes
- 38 Cayman Dr$417K91 ft · 4 bd · 2.5 ba · 1,976 ft² · Sold $290K · Jan 2021
- 117 Circle Dr E$300K96 ft · 3 bd · 1.5 ba · 1,224 ft² · Sold $155K · Jul 2001
- 69 Old Post Rd$408K195 ft · 4 bd · 2.5 ba · 2,307 ft² · Sold $220K · Oct 2013
- 41 Cayman Dr$263K215 ft · 3 bd · 2 ba · 1,736 ft² · Sold $97K · Sep 2015
- 36 Cayman Dr$358K174 ft · 3 bd · 2 ba · 1,622 ft² · Sold $200K · Aug 2018
- 123 Circle Dr E$379K215 ft · 3 bd · 2 ba · 1,860 ft² · Sold $128K · Sep 1988
- 39 Cayman Dr$357K229 ft · 3 bd · 2 ba · 1,700 ft² · Sold $345K · Jan 2026
- 43 Cayman Dr$305K234 ft · 3 bd · 3 ba · 1,480 ft² · Sold $72K · Mar 1986
More homes in Montgomery 60538
- 61 Eastfield Rd$300K4 bd · 1 ba · 1,176 ft² · Sold $305K · Oct 2026
- 525 S Main St$323K3 bd · 1 ba · 1,108 ft² · Sold $315K · Oct 2026
- 2464 Mayfield Ct$268K2 bd · 1.5 ba · 1,508 ft² · Sold $197K · Oct 2026
- 2828 Rebecca Ct$210K2 bd · 1.5 ba · 934 ft² · Sold $233K · Oct 2026
- 68 Marnel Rd$327K3 bd · 1.5 ba · 768 ft² · Sold $340K · Oct 2026
- 42 Circle Dr W$315K3 bd · 1.5 ba · 1,384 ft² · Sold $323K · Oct 2026
- 1901 Lakeside Dr$370K2 bd · 2 ba · 1,544 ft² · Sold $360K · Oct 2026
- 3404 Helene Rieder Dr$303K3 bd · 2.5 ba · 1,759 ft² · Sold $303K · Oct 2026
- 2421 Columbia Ln$390K3 bd · 2.5 ba · 2,780 ft² · Sold $400K · Oct 2026
- 2182 Kyla Ct$388K3 bd · 2 ba · 1,633 ft² · Sold $383K · Oct 2026
- 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
Assigned schools
Explore the area
See this home in context
Open 40 Cayman Dr on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map