Upland Rd, Middlebury, CT Property Records

Middlebury Town property records for 9 addresses on Upland Rd, Middlebury, CT · Last verified July 2026

Upland Rd Highlights

Properties 9
Median Sale Price $255,000
Deeds and Mortgages on File 14
Median Price per Sqft $184
Owner Occupied 78%
Median Annual Tax Bill $6,602
Median Year Built 1955
Median Ownership Tenure 5 years

Properties on Upland Rd

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

5 Upland Rd

3 bd · 2 ba · 1,520 sqft · built 1955 · 0.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$226,000Nov 2003 $8,1072025 Amount on Record Mar 1994 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

6 Upland Rd

2 bd · 1 ba · 951 sqft · built 1952 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,000Jun 2021 $5,6982025 Amount on Record Aug 1998 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

15 Upland Rd

3 bd · 2 ba · 1,612 sqft · built 1946 · 0.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$255,000Jan 2005 $6,6022025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

16 Upland Rd

3 bd · 1 ba · 900 sqft · built 1955 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Mar 2021 $5,0802025 Owner on Record Assessor + 2 DocumentsUpdated Jul 2026

26 Upland Rd

3 bd · 2 ba · 1,388 sqft · built 1959 · 0.469 acres

Last Sale Tax Bill Prior Sale Owner Records
$510,000May 2024 $7,2422025 Amount on Record Oct 2023 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

27 Upland Rd

4 bd · 3.5 ba · 1,817 sqft · built 1976 · 0.31 acres

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

34 Upland Rd

3 bd · 1 ba · 1,064 sqft · built 1955 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$255,000Jan 2017 $5,9972025 Amount on Record Apr 2015 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

39 Upland Rd

4 bd · 3 ba · 1,716 sqft · built 1962 · 0.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,7972025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

44 Upland Rd

3 bd · 1 ba · 1,040 sqft · built 1950 · 0.739 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,2932025 Owner on Record AssessorUpdated Jul 2026

Property Records in Nearby Streets