Ossie Rd, Middlebury, VT Property Records

Middlebury Town property records for 44 addresses on Ossie Rd, Middlebury, VT · Last verified October 2026

Ossie Rd Highlights

Properties 44
Median Sale Price $274,000
Deeds and Mortgages on File 38
Median Price per Sqft $229
Owner Occupied 75%
Median Annual Tax Bill $3,299
Median Year Built 1955
Median Ownership Tenure 8 years

Properties on Ossie Rd

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

4 Ossie Rd

0.5 ba · built 1955 · 2.85 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Mar 2023 $3,3792025 2 Owners on Record Assessor + 1 DocumentUpdated Aug 2026

8 Ossie Rd

400 sqft · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,6782025 Owner on Record AssessorUpdated Aug 2026

16 Ossie Rd

2 acres

Last Sale Tax Bill Prior Sale Owner Records
$16,9332025 Owner on Record Assessor + 1 DocumentUpdated Aug 2026

20 Ossie Rd

0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 1996 $5642025 Owner on Record AssessorUpdated Aug 2026

24 Ossie Rd

5,950 sqft · built 1953 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Jan 2016 $7,1952025 Amount on Record Mar 2009 Owner on Record AssessorUpdated Aug 2026

28 Ossie Rd

3 bd · 1 ba · 960 sqft · built 1972 · 0.919 acres

Last Sale Tax Bill Prior Sale Owner Records
$46,000Aug 1999 $3,2992025 —Aug 1999 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

32 Ossie Rd

0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$81,000Jan 2007 $1,8122025 Owner on Record AssessorUpdated Aug 2026

33 Ossie Rd

3.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$4792025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

35 Ossie Rd

3 bd · 1 ba · 1,269 sqft · built 1969 · 1.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,901Oct 2020 $3,5092025 —Jul 2018 Owner on Record Owner Occupied Assessor + 5 DocumentsUpdated Oct 2026

36 Ossie Rd

3 bd · 1 ba · 1,320 sqft · built 1965 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,3832025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

37 Ossie Rd

3 bd · 1.5 ba · 1,392 sqft · built 1967 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$274,000Mar 2021 $3,8902025 Amount on Record Nov 2014 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

38 Ossie Rd

3 bd · 1 ba · 936 sqft · built 1965 · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$183,000Apr 2009 $2,9082025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

39 Ossie Rd

3 bd · 1 ba · 1,040 sqft · built 1966 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,0312025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

40 Ossie Rd

3 bd · 1 ba · 1,120 sqft · built 1963 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$179,700Jun 2017 $3,0892025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

41 Ossie Rd

3 bd · 1 ba · 1,161 sqft · built 1964 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$267,000Dec 2021 $3,1632025 Amount on Record Dec 2014 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

42 Ossie Rd

3 bd · 1 ba · 1,291 sqft · built 1947 · 2.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$205,000Aug 2014 $4,1572025 Amount on Record Feb 2005 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

43 Ossie Rd

3 bd · 1 ba · 1,053 sqft · built 1965 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$97,000Jul 2001 $3,1132025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

44 Ossie Rd

3 bd · 1 ba · 1,040 sqft · built 1963 · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,000Dec 2016 $3,0742025 Amount on Record Nov 2006 Owner on Record Owner Occupied AssessorUpdated Oct 2026

45 Ossie Rd

3 bd · 2 ba · 1,497 sqft · built 1955 · 0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$413,000Aug 2025 $4,3262025 Amount on Record Jun 2021 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

46 Ossie Rd

3 bd · 2.5 ba · 1,694 sqft · built 1957 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$408,000Apr 2026 $4,0722025 Amount on Record Mar 2023 2 Owners on Record Owner Occupied Assessor + 6 DocumentsUpdated Aug 2026

47 Ossie Rd

3 bd · 2 ba · 1,680 sqft · built 2007 · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Aug 2007 $3,1942025 Amount on Record Apr 2003 Owner on Record Owner Occupied AssessorUpdated Aug 2026

48 Ossie Rd

2 bd · 1 ba · 980 sqft · built 1950 · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 1997 $2,7012025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

50 Ossie Rd

2 bd · 2 ba · 1,116 sqft · built 1950 · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Sep 2013 $2,6002025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

51 Ossie Rd

1 bd · 1.5 ba · 2,088 sqft · built 1949 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$216,600Oct 2021 $3,7592025 Amount on Record May 2020 Owner on Record Assessor + 2 DocumentsUpdated Aug 2026

52 Ossie Rd

2,640 sqft · 1.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000May 2009 $2,2302025 —May 2004 Owner on Record AssessorUpdated Aug 2026

54 Ossie Rd

3 bd · 1 ba · 1,468 sqft · built 1943 · 0.519 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,000Jan 2024 $3,5092025 Amount on Record Jun 2005 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

55 Ossie Rd

2 bd · 2 ba · 924 sqft · built 2000 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$240,000Oct 2025 $1,9852025 Amount on Record Sep 2013 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

56 Ossie Rd

3 bd · 1 ba · 984 sqft · built 1950 · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Aug 2019 $2,7442025 Amount on Record Apr 2005 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

58 Ossie Rd

3 bd · 1 ba · 1,292 sqft · built 1951 · 0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$241,400May 2009 $3,5782025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

59 Ossie Rd

4 bd · 1 ba · 1,512 sqft · built 1966 · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$216,000Dec 2019 $3,8352025 Amount on Record Apr 2014 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

60 Ossie Rd

2 bd · 1 ba · 808 sqft · built 1977 · 0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,000Mar 2008 $2,8722025 Amount on Record Jun 2005 Owner on Record Owner Occupied AssessorUpdated Aug 2026

62 Ossie Rd

3 bd · 2 ba · 2,004 sqft · built 1930 · 0.93 acres

Last Sale Tax Bill Prior Sale Owner Records
$76,000Aug 1994 $4,2522025 Owner on Record Owner Occupied AssessorUpdated Oct 2026

64 Ossie Rd

5 bd · 2 ba · 2,724 sqft · built 1860 · 2.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,3062025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

70 Ossie Rd

4 bd · 2 ba · 1,808 sqft · built 1948 · 1.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,2142025 2 Owners on Record AssessorUpdated Aug 2026

71 Ossie Rd

3 bd · 2 ba · 2,392 sqft · built 1850 · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,0062025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

72 Ossie Rd

3 bd · 1 ba · 1,440 sqft · built 1930 · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000May 2020 $2,8112025 Amount on Record Jun 2000 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

74 Ossie Rd

3 bd · 1 ba · 1,032 sqft · built 1984 · 0.88 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,6722025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

76 Ossie Rd

2 bd · 1 ba · 1,132 sqft · built 1963 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,8282025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

78 Ossie Rd

0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$223,500Nov 2022 $3,2482025 Amount on Record Apr 2011 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

82 Ossie Rd

3 bd · 1.5 ba · 1,330 sqft · built 1935 · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$280,000Apr 2026 $3,4572025 Amount on Record Aug 2005 2 Owners on Record Assessor + 1 DocumentUpdated Aug 2026

84 Ossie Rd

0.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,1272025 2 Owners on Record AssessorUpdated Aug 2026

86 Ossie Rd

3 bd · 2 ba · 1,536 sqft · built 1933 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$410,000Feb 2026 $3,8152025 Amount on Record Oct 2021 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

88 Ossie Rd

4 bd · 2 ba · 1,928 sqft · built 1950 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2018 $3,9142025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

90 Ossie Rd

5 bd · 2 ba · 2,286 sqft · built 1923 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,000Aug 2019 $4,1342025 Amount on Record Jan 2000 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

Property Records in Nearby Streets