Skyline Dr, Middlebury, CT Property Records

Middlebury Town property records for 22 addresses on Skyline Dr, Middlebury, CT · Last verified July 2026

Skyline Dr Highlights

Properties 22
Median Sale Price $490,000
Deeds and Mortgages on File 36
Median Price per Sqft $194
Owner Occupied 95%
Median Annual Tax Bill $8,839
Median Year Built 1964
Median Ownership Tenure 12 years

Properties on Skyline Dr

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

4 Skyline Dr

4 bd · 2.5 ba · 2,112 sqft · built 1967 · 1.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,2992025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

28 Skyline Dr

3 bd · 3.5 ba · 3,105 sqft · built 1965 · 2.81 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Apr 2005 $9,9092025 Amount on Record Apr 1995 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

35 Skyline Dr

3 bd · 2.5 ba · 2,035 sqft · built 1964 · 0.789 acres

Last Sale Tax Bill Prior Sale Owner Records
$278,350Nov 2019 $8,5892025 Amount on Record Jun 2003 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

50 Skyline Dr

4 bd · 3.5 ba · 3,619 sqft · built 1979 · 2.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$475,000Aug 2006 $10,9822025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

51 Skyline Dr

5 bd · 2.5 ba · 2,500 sqft · built 1956 · 0.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Jul 2001 $7,7142025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

65 Skyline Dr

4 bd · 2.5 ba · 2,876 sqft · built 1961 · 0.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$76,000Dec 1997 $8,3512025 Amount on Record Sep 1992 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

66 Skyline Dr

6 bd · 4.5 ba · 3,476 sqft · built 1964 · 0.819 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Aug 2013 $9,3042025 Amount on Record May 2000 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

77 Skyline Dr

4 bd · 2.5 ba · 2,372 sqft · built 1968 · 0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$490,000Apr 2022 $7,7332025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

88 Skyline Dr

3 bd · 2.5 ba · 2,018 sqft · built 1958 · 0.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$393,000Jun 2019 $7,5382025 Amount on Record Apr 2014 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

95 Skyline Dr

3 bd · 2.5 ba · 2,002 sqft · built 1982 · 1.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,1222025 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

106 Skyline Dr

4 bd · 3 ba · 2,598 sqft · built 1957 · 1.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,000Feb 2014 $8,2442025 Amount on Record Jul 1993 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

120 Skyline Dr

3 bd · 5 ba · 3,354 sqft · built 2016 · 3.88 acres

Last Sale Tax Bill Prior Sale Owner Records
$45,000Feb 2014 $16,5532025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

125 Skyline Dr

4 bd · 3.5 ba · 3,349 sqft · built 1976 · 0.919 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,6002025 Owner on Record Assessor + 1 DocumentUpdated Jul 2026

138 Skyline Dr

3 bd · 2.5 ba · 2,212 sqft · built 1960 · 3.86 acres

Last Sale Tax Bill Prior Sale Owner Records
$590,000Jun 2025 $10,2992025 Amount on Record Jan 2008 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

143 Skyline Dr

3 bd · 2.5 ba · 2,116 sqft · built 1960 · 0.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Jul 1998 $8,2672025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

156 Skyline Dr

4 bd · 2.5 ba · 2,708 sqft · built 1960 · 2.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$375,000Aug 2014 $8,8392025 Amount on Record Apr 1998 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

165 Skyline Dr

3 bd · 3.5 ba · 2,585 sqft · built 1962 · 0.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$525,000Jun 2022 $6,8102025 Amount on Record Apr 2005 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

170 Skyline Dr

3 bd · 3.5 ba · 2,203 sqft · built 1966 · 2.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$260,000May 2017 $11,7562025 Amount on Record Feb 2017 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

175 Skyline Dr

4 bd · 3 ba · 3,044 sqft · built 1959 · 0.669 acres

Last Sale Tax Bill Prior Sale Owner Records
$485,000Mar 2021 $11,2292025 Amount on Record May 1993 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

186 Skyline Dr

4 bd · 3.5 ba · 3,084 sqft · built 1965 · 3.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$542,000Oct 2017 $14,0582025 Amount on Record Dec 2013 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

195 Skyline Dr

3 bd · 2.5 ba · 1,694 sqft · built 1974 · 0.669 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,5302025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

204 Skyline Dr

4 bd · 2 ba · 1,650 sqft · built 1956 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,8812025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

Property Records in Nearby Streets