Cayman Dr, Montgomery, IL Property Records

Kendall County property records for 29 addresses on Cayman Dr, Montgomery, IL · Last verified August 2026

Cayman Dr Highlights

Properties 29
Median Sale Price $331,000
Deeds and Mortgages on File 40
Median Price per Sqft $207
Owner Occupied 86%
Median Annual Tax Bill $6,449
Median Year Built 1970
Median Ownership Tenure 11 years

Properties on Cayman Dr

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

4 Cayman Dr

2 bd · 1 ba · 1,146 sqft · built 1966 · 0.234 acres

Last Sale Tax Bill Prior Sale Owner Records
$133,000Feb 2003 $6,2922024 Amount on Record Aug 2000 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

6 Cayman Dr

3 bd · 1.5 ba · 1,056 sqft · built 1968 · 0.321 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,000Oct 2016 $6,0172024 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

7 Cayman Dr

3 bd · 1.5 ba · 1,156 sqft · built 1970 · 0.233 acres

Last Sale Tax Bill Prior Sale Owner Records
$240,000Aug 2022 $6,1422024 Amount on Record Aug 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

8 Cayman Dr

3 bd · 1 ba · 1,156 sqft · built 1968 · 0.272 acres

Last Sale Tax Bill Prior Sale Owner Records
$139,000Dec 2020 $5,9082024 —Dec 2020 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

9 Cayman Dr

3 bd · 2 ba · 1,868 sqft · built 1970 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,000Apr 2016 $8,0472024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

10 Cayman Dr

3 bd · 1 ba · 1,144 sqft · built 1968 · 0.264 acres

Last Sale Tax Bill Prior Sale Owner Records
$79,500Sep 1986 $5,9542024 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

13 Cayman Dr

3 bd · 2 ba · 1,590 sqft · built 1970 · 0.333 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,000Jun 1988 $6,3002024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

14 Cayman Dr

3 bd · 2 ba · 1,500 sqft · built 1970 · 0.321 acres

Last Sale Tax Bill Prior Sale Owner Records
$202,000Aug 2015 $7,2032024 Amount on Record Aug 1989 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

15 Cayman Dr

3 bd · 1.5 ba · 1,460 sqft · built 1970 · 0.214 acres

Last Sale Tax Bill Prior Sale Owner Records
$161,000Nov 2014 $6,8682024 Amount on Record Apr 1995 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Jun 2026

16 Cayman Dr

3 bd · 1 ba · 1,911 sqft · built 1971 · 0.265 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Oct 2014 $8,0252024 Amount on Record Sep 1990 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

17 Cayman Dr

3 bd · 1.5 ba · 1,960 sqft · built 1970 · 0.227 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,8832024 1 Name on Record AssessorUpdated Jun 2026

18 Cayman Dr

3 bd · 1.5 ba · 1,092 sqft · built 1971 · 0.299 acres

Last Sale Tax Bill Prior Sale Owner Records
$362,500Jul 2026 $6,7812025 —Oct 2022 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

19 Cayman Dr

3 bd · 1 ba · 1,056 sqft · built 1970 · 0.238 acres

Last Sale Tax Bill Prior Sale Owner Records
$36,500Sep 1973 $5,7022024 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

20 Cayman Dr

4 bd · 2.5 ba · 2,142 sqft · built 1970 · 0.362 acres

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2012 $8,2042024 Amount on Record Jun 2006 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

21 Cayman Dr

3 bd · 1.5 ba · 1,140 sqft · built 1970 · 0.299 acres

Last Sale Tax Bill Prior Sale Owner Records
$135,000Dec 2009 $6,6992024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

22 Cayman Dr

3 bd · 1 ba · 1,556 sqft · built 1970 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Feb 2023 $7,3312024 Amount on Record Mar 2017 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

24 Cayman Dr

5 bd · 1 ba · 1,432 sqft · built 1970 · 0.358 acres

Last Sale Tax Bill Prior Sale Owner Records
$360,000Sep 2025 $7,0362024 Amount on Record Oct 2020 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

26 Cayman Dr

3 bd · 2 ba · 1,144 sqft · built 1970 · 0.385 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000Jul 2017 $6,4492024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

27 Cayman Dr

3 bd · 1.5 ba · 1,568 sqft · built 1970 · 0.212 acres

Last Sale Tax Bill Prior Sale Owner Records
$205,000Oct 2005 $6,3652024 Amount on Record Feb 1985 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

29 Cayman Dr

3 bd · 1 ba · 1,056 sqft · built 1970 · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$40,500Sep 1997 $5,6182024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

34 Cayman Dr

3 bd · 2 ba · 1,470 sqft · built 1974 · 0.446 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,3552024 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

35 Cayman Dr

3 bd · 2 ba · 1,602 sqft · built 1974 · 0.398 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,3382024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

36 Cayman Dr

3 bd · 2 ba · 1,622 sqft · built 1974 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Aug 2018 $7,9112024 —Mar 1998 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

37 Cayman Dr

3 bd · 2 ba · 1,800 sqft · built 1974 · 0.309 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,000Apr 2002 $3,7862024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

38 Cayman Dr

4 bd · 2.5 ba · 1,976 sqft · built 1974 · 0.372 acres

Last Sale Tax Bill Prior Sale Owner Records
$290,000Jan 2021 $8,8212024 Amount on Record Sep 2018 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated Jun 2026

39 Cayman Dr

3 bd · 2 ba · 1,700 sqft · built 1974 · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
$345,000Jan 2026 $7,4462024 Amount on Record Jul 2020 1 Name on Record Assessor + 4 DocumentsUpdated Jun 2026

40 Cayman Dr

3 bd · 1 ba · 1,400 sqft · built 1974 · 0.403 acres

Last Sale Tax Bill Prior Sale Owner Records
$331,000Jul 2026 $2,8672025 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

41 Cayman Dr

3 bd · 2 ba · 1,736 sqft · built 1973 · 0.236 acres

Last Sale Tax Bill Prior Sale Owner Records
$96,500Sep 2015 $6,7432024 Amount on Record May 2014 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

43 Cayman Dr

3 bd · 2.5 ba · 1,480 sqft · built 1974 · 0.301 acres

Last Sale Tax Bill Prior Sale Owner Records
$72,000Mar 1986 $5,1332024 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

Wildfire Risk on Cayman Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskNot rated
no burnable land in reach
Wildfire LikelihoodNegligible
ExposureNone
beyond ember reach

Property Records in Nearby Streets