Winter Hill Cir, Montgomery, IL Property Records

Kendall County property records for 32 addresses on Winter Hill Cir, Montgomery, IL · Last verified October 2026

Winter Hill Cir Highlights

Properties 32
Median Sale Price $394,000
Deeds and Mortgages on File 33
Median Price per Sqft $143
Owner Occupied 94%
Median Annual Tax Bill $9,354
Median Year Built 1990
Median Ownership Tenure 13 years

Properties on Winter Hill Cir

Address Details Last Sale Tax Bill Records Owner

60 Winter Hill Cir

4 bd · 2.5 ba · 2,413 sqft built 1990 · 0.321 acres $350,000 Jul 2023 $9,354 2024 Assessor + 1 Document Updated Aug 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

62 Winter Hill Cir

2.5 ba · 2,561 sqft built 1993 · 0.263 acres $50,000 Apr 1993 $9,825 2024 Assessor Updated Jun 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

63 Winter Hill Cir

4 bd · 2.5 ba · 2,544 sqft built 1993 · 0.27 acres $235,000 May 2004 $9,843 2024 Assessor Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

64 Winter Hill Cir

4 bd · 2.5 ba · 2,695 sqft built 1989 · 0.288 acres $280,000 Apr 2012 $10,109 2024 Assessor + 1 Document Updated Aug 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

65 Winter Hill Cir

2.5 ba · 2,168 sqft built 1999 · 0.269 acres $175,000 Jun 1990 $9,563 2024 Assessor + 1 Document Updated Jun 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

66 Winter Hill Cir

4 bd · 2.5 ba · 2,283 sqft built 1988 · 0.357 acres $286,000 Apr 2020 $9,344 2024 Assessor + 2 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

67 Winter Hill Cir

4 bd · 2.5 ba · 2,356 sqft built 1992 · 0.257 acres $200,000 Oct 2013 $9,160 2024 Assessor + 2 Documents Updated Aug 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

68 Winter Hill Cir

4 bd · 2.5 ba · 2,676 sqft built 1989 · 0.531 acres $200,500 Jun 1989 $9,368 2024 Assessor + 2 Documents Updated Jun 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

71 Winter Hill Cir

4 bd · 2.5 ba · 2,187 sqft built 1992 · 0.244 acres $260,000 Jan 2018 $9,113 2024 Assessor + 2 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

72 Winter Hill Cir

4 bd · 2.5 ba · 2,848 sqft built 1990 · 0.338 acres $237,500 Oct 2013 $11,062 2024 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

73 Winter Hill Cir

2.5 ba · 2,509 sqft built 1990 · 0.236 acres $230,000 Nov 2014 $9,712 2024 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

74 Winter Hill Cir

2.5 ba · 2,100 sqft built 1993 · 0.318 acres $240,000 Jun 2016 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

75 Winter Hill Cir

2.5 ba · 2,248 sqft built 1989 · 0.243 acres $436,000 Apr 2026 $8,854 2024 Assessor + 2 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

76 Winter Hill Cir

4 bd · 2.5 ba · 2,280 sqft built 1992 · 0.273 acres $203,000 Jun 1999 $9,263 2024 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

77 Winter Hill Cir

4 bd · 2.5 ba · 2,040 sqft built 1992 · 0.244 acres $240,000 May 2007 $8,857 2024 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

78 Winter Hill Cir

2.5 ba · 2,366 sqft built 1990 · 0.267 acres $197,500 Nov 1990 $9,230 2024 Assessor Updated Jun 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

79 Winter Hill Cir

4 bd · 2.5 ba · 2,178 sqft built 1990 · 0.244 acres $283,000 Dec 2007 $9,323 2024 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

80 Winter Hill Cir

4 bd · 2.5 ba · 2,819 sqft built 1989 · 0.297 acres $238,000 Jan 2018 $10,707 2024 Assessor + 1 Document Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

82 Winter Hill Cir

5 bd · 2.5 ba · 2,785 sqft built 1988 · 0.37 acres $400,000 Jul 2022 $10,296 2024 Assessor + 2 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

83 Winter Hill Cir

2.5 ba · 2,206 sqft built 1990 · 0.244 acres $315,000 Sep 2021 $8,833 2024 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

85 Winter Hill Cir

4 bd · 2.5 ba · 2,725 sqft built 1989 · 0.242 acres $196,500 Sep 1990 $9,877 2024 Assessor Updated Jun 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

87 Winter Hill Cir

2.5 ba · 2,066 sqft built 1990 · 0.244 acres $264,000 Aug 2005 $8,491 2024 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

88 Winter Hill Cir

4 bd · 2.5 ba · 2,117 sqft built 1992 · 0.274 acres $226,500 May 2001 $8,925 2024 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

89 Winter Hill Cir

2.5 ba · 2,460 sqft built 1991 · 0.244 acres $205,000 Apr 2013 $8,447 2024 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

90 Winter Hill Cir

2.5 ba · 2,720 sqft built 1990 · 0.251 acres $280,000 Apr 2018 $10,297 2024 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

91 Winter Hill Cir

2.5 ba · 2,778 sqft built 1994 · 0.231 acres $394,000 Feb 2024 $10,576 2024 Assessor + 2 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

92 Winter Hill Cir

3 bd · 2.5 ba · 1,873 sqft built 1991 · 0.247 acres $219,000 Jun 2001 $5,055 2024 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

93 Winter Hill Cir

4 bd · 2.5 ba · 2,665 sqft built 1995 · 0.245 acres $180,000 Dec 2017 $9,895 2024 Assessor + 2 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

94 Winter Hill Cir

2.5 ba · 2,309 sqft built 1995 · 0.262 acres $427,580 Dec 2018 $9,145 2024 Assessor + 3 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

95 Winter Hill Cir

4 bd · 2.5 ba · 2,094 sqft built 1989 · 0.245 acres $193,000 Nov 2000 $8,366 2024 Assessor + 1 Document Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

96 Winter Hill Cir

4 bd · 2.5 ba · 3,107 sqft built 1989 · 0.295 acres $322,500 Oct 2007 $10,513 2024 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

97 Winter Hill Cir

4 bd · 2.5 ba · 2,592 sqft built 1992 · 0.348 acres $222,000 Feb 1999 $10,061 2024 Assessor Updated Oct 2026 2 Owners on File Owner Occupied

Property Records in Nearby Streets