Leonard Rd, Middlebury, CT Property Records

Middlebury Town property records for 18 addresses on Leonard Rd, Middlebury, CT · Last verified August 2026

Leonard Rd Highlights

Properties 18
Median Sale Price $435,000
Deeds and Mortgages on File 27
Median Price per Sqft $178
Owner Occupied 67%
Median Annual Tax Bill $6,075
Median Year Built 1976
Median Ownership Tenure 13 years

Properties on Leonard Rd

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

13 Leonard Rd

2 bd · 1 ba · 1,227 sqft · built 1794 · 4.85 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Nov 1996 $6,0752025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

27 Leonard Rd

2 bd · 1 ba · 915 sqft · built 1930 · 0.739 acres

Last Sale Tax Bill Prior Sale Owner Records
$144,000Feb 2001 $4,4852025 Amount on Record Oct 1999 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

39 Leonard Rd

2 bd · 2 ba · 986 sqft · built 1930 · 1.51 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Jun 2019 $4,3672025 Amount on Record Apr 2000 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

45 Leonard Rd

4 bd · 2.5 ba · 3,024 sqft · built 2005 · 2.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$435,000Nov 2020 $9,5642025 Amount on Record Dec 2007 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

49 Leonard Rd

3 bd · 3.5 ba · 3,143 sqft · built 2006 · 1.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,3752025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

50 Leonard Rd

3 bd · 2.5 ba · 2,650 sqft · built 1948 · 1.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Jul 2002 $9,6912025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

98 Leonard Rd

4 bd · 3.5 ba · 3,357 sqft · built 1941 · 12.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$850,000Apr 2023 $12,0552025 Amount on Record Sep 2006 2 Names on Record Assessor + 3 DocumentsUpdated Aug 2026

166 Leonard Rd

4 bd · 1 ba · 2,075 sqft · built 1828 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$169,000Jan 2006 $4,5562025 Amount on Record Jun 2004 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

276 Leonard Rd

3 bd · 1.5 ba · 1,288 sqft · built 1976 · 2.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$145,000Sep 2013 $4,7742025 —May 2013 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

320 Leonard Rd

3 bd · 2 ba · 1,288 sqft · built 1976 · 2.08 acres

Last Sale Tax Bill Prior Sale Owner Records
$255,000Oct 2007 $4,8422025 Amount on Record Jan 1989 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

344 Leonard Rd

3 bd · 1.5 ba · 1,288 sqft · built 1976 · 1.96 acres

Last Sale Tax Bill Prior Sale Owner Records
$83,000Aug 1992 $5,8542025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

360 Leonard Rd

3 bd · 3 ba · 1,610 sqft · built 1976 · 1.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$420,000Apr 2022 $6,0102025 Amount on Record May 2021 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

370 Leonard Rd

5 bd · 3 ba · 1,816 sqft · built 1976 · 0.93 acres

Last Sale Tax Bill Prior Sale Owner Records
$217,000Aug 2003 $6,7092025 1 Name on Record AssessorUpdated Jul 2026

373 Leonard Rd

3 bd · 3.5 ba · 3,000 sqft · built 2021 · 0.96 acres

Last Sale Tax Bill Prior Sale Owner Records
$534,000Jun 2021 $12,5172025 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

382 Leonard Rd

3 bd · 2.5 ba · 1,288 sqft · built 1976 · 0.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,1402025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

383 Leonard Rd

1.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$895,000Feb 2026 $2,0852025 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

389 Leonard Rd

1.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,0752025 2 Names on Record AssessorUpdated Jul 2026

395 Leonard Rd

3 bd · 3.5 ba · 3,696 sqft · built 2019 · 1.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000May 2026 $14,7612025 1 Name on Record Assessor + 5 DocumentsUpdated Jul 2026

Wildfire Risk on Leonard 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 5,785 per year
ExposureDirect
4 of 7 cells directly exposed · 7 adjoin burnable vegetation

Property Records in Nearby Streets