Upper Whittemore Rd, Middlebury, CT Property Records

Middlebury Town property records for 22 addresses on Upper Whittemore Rd, Middlebury, CT · Last verified July 2026

Upper Whittemore Rd Highlights

Properties 22
Median Sale Price $735,500
Deeds and Mortgages on File 19
Median Price per Sqft $231
Owner Occupied 68%
Median Annual Tax Bill $11,987
Median Year Built 1957
Median Ownership Tenure 18 years

Properties on Upper Whittemore Rd

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

11 Upper Whittemore Rd

3 bd · 1 ba · 1,120 sqft · built 1957 · 1.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000May 2025 $6,3872025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

24 Upper Whittemore Rd

4 bd · 1.5 ba · 1,318 sqft · built 1948 · 1.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,0312025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

31 Upper Whittemore Rd

3 bd · 1.5 ba · 1,340 sqft · built 1967 · 1.68 acres

Last Sale Tax Bill Prior Sale Owner Records
$309,900Nov 2021 $8,0842025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

40 Upper Whittemore Rd

4 bd · 3 ba · 3,088 sqft · built 1900 · 9.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Aug 1993 $11,2812025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

51 Upper Whittemore Rd

2 bd · 2 ba · 1,032 sqft · built 1961 · 1.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Feb 2007 $6,7252025 Amount on Record Oct 2003 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

72 Upper Whittemore Rd

4 bd · 1.5 ba · 1,704 sqft · built 1949 · 2.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,000Oct 2004 $7,3892025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

75 Upper Whittemore Rd

3 bd · 2.5 ba · 1,735 sqft · built 1979 · 3.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$205,000May 1998 $10,5012025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

94 Upper Whittemore Rd

3 bd · 2 ba · 2,024 sqft · built 1944 · 1.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$555,000Jul 2025 $8,5042025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

105 Upper Whittemore Rd

3 bd · 3.5 ba · 3,132 sqft · built 1979 · 2.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,6632025 1 Name on Record AssessorUpdated Jul 2026

121 Upper Whittemore Rd

4 bd · 4.5 ba · 5,646 sqft · built 1913 · 5 acres

Last Sale Tax Bill Prior Sale Owner Records
$900,000Nov 2017 $28,7772025 Amount on Record May 2011 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

130 Upper Whittemore Rd

3 bd · 3.5 ba · 3,792 sqft · built 1957 · 1.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$735,500Jul 2022 $11,9872025 Amount on Record Jun 2000 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

140 Upper Whittemore Rd

4 bd · 4 ba · 5,638 sqft · built 2004 · 8.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$161,259Mar 2002 $21,9872025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

160 Upper Whittemore Rd

4 bd · 3.5 ba · 4,405 sqft · built 2002 · 6.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$761,369Mar 2017 $18,5272025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

167 Upper Whittemore Rd

3 bd · 1.5 ba · 1,636 sqft · built 1955 · 1.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$383,000Sep 2007 $9,2132025 Amount on Record Mar 2001 2 Names on Record Owner Occupied AssessorUpdated Jul 2026
Last Sale Tax Bill Prior Sale Owner Records
$280,000Apr 2008 $4,9402025 Amount on Record Jan 2007 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

215 Upper Whittemore Rd

4 bd · 2.5 ba · 4,349 sqft · built 1999 · 4.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$525,000May 2019 $14,9882025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

245 Upper Whittemore Rd

3 bd · 2.5 ba · 2,990 sqft · built 2005 · 3.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$875,000Jun 2026 $14,6082025 Amount on Record Mar 2004 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

250 Upper Whittemore Rd

6 bd · 6 ba · 7,858 sqft · built 2011 · 7.51 acres

Last Sale Tax Bill Prior Sale Owner Records
$490,000Jun 2008 $55,6322025 1 Name on Record AssessorUpdated Jul 2026

300 Upper Whittemore Rd

2 bd · 2.5 ba · 3,065 sqft · built 1920 · 3.66 acres

Last Sale Tax Bill Prior Sale Owner Records
$15,7362025 2 Names on Record AssessorUpdated Jul 2026

305 Upper Whittemore Rd

4 bd · 4.5 ba · 4,555 sqft · built 1951 · 6.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$351,600Sep 1995 $19,9152025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

378 Upper Whittemore Rd

4 bd · 3 ba · 3,928 sqft · built 1910 · 2.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$950,000Mar 2014 $21,6552025 —Dec 2013 1 Name on Record AssessorUpdated Jul 2026

444 Upper Whittemore Rd

6 bd · 7 ba · 10,266 sqft · built 1906 · 3.95 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,012,500Mar 2005 $37,2262025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

Wildfire Risk on Upper Whittemore Rd

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

Wildfire RiskLow
this street's cells rank above 20% of the US · above 55% of Connecticut
Wildfire LikelihoodAbout 1 in 5,442 per year
ExposureDirect
8 of 8 cells directly exposed · 8 adjoin burnable vegetation

Property Records in Nearby Streets