Jeffrey Dr, Chester, NY Property Records

Orange County and Chester Town property records for 20 addresses on Jeffrey Dr, Chester, NY · Last verified August 2026

Jeffrey Dr Highlights

Properties 20
Median Sale Price $370,000
Deeds and Mortgages on File 19
Median Price per Sqft $176
Owner Occupied 80%
Median Annual Tax Bill $11,890
Median Year Built 1988
Median Ownership Tenure 11 years

Properties on Jeffrey Dr

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

1 Jeffrey Dr

3 bd · 2 ba · 2,190 sqft · built 1982 · 0.873 acres

Last Sale Tax Bill Prior Sale Owner Records
$375,000Oct 2004 $11,9192024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2 Jeffrey Dr

4 bd · 2.5 ba · 2,100 sqft · built 1984 · 0.62 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,000Jun 2021 $10,6852024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

3 Jeffrey Dr

3 bd · 1.5 ba · 1,822 sqft · built 1982 · 0.681 acres

Last Sale Tax Bill Prior Sale Owner Records
$255,000Nov 2015 $9,8012024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5 Jeffrey Dr

3 bd · 2.5 ba · 1,859 sqft · built 1983 · 1.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$375,000Sep 2019 $11,3432024 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

7 Jeffrey Dr

5 bd · 2.5 ba · 2,484 sqft · built 1985 · 0.466 acres

Last Sale Tax Bill Prior Sale Owner Records
$312,500May 2017 $12,6582024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9 Jeffrey Dr

3 bd · 1.5 ba · 1,752 sqft · built 1985 · 0.901 acres

Last Sale Tax Bill Prior Sale Owner Records
$303,450Jan 2011 $9,8302024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

12 Jeffrey Dr

4 bd · 2 ba · 2,405 sqft · built 1985 · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Jul 2019 $11,7042024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

14 Jeffrey Dr

3 bd · 2.5 ba · 2,117 sqft · built 1987 · 0.417 acres

Last Sale Tax Bill Prior Sale Owner Records
$552,000Jun 2024 $12,2802024 Amount on Record Aug 2011 Owner on Record Assessor + 2 DocumentsUpdated May 2026

15 Jeffrey Dr

3 bd · 3 ba · 2,466 sqft · built 1991 · 0.596 acres

Last Sale Tax Bill Prior Sale Owner Records
$357,000Jan 2021 $11,8902024 Amount on Record Sep 2019 Owner on Record Assessor + 2 DocumentsUpdated May 2026

16 Jeffrey Dr

4 bd · 2.5 ba · 2,592 sqft · built 1987 · 0.684 acres

Last Sale Tax Bill Prior Sale Owner Records
$64,500Jun 2003 $12,9372024 Owner on Record Owner Occupied AssessorUpdated May 2026

17 Jeffrey Dr

3 bd · 2.5 ba · 2,464 sqft · built 1993 · 0.493 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000Sep 1995 $12,2832024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

18 Jeffrey Dr

4 bd · 2.5 ba · 2,592 sqft · built 1987 · 0.831 acres

Last Sale Tax Bill Prior Sale Owner Records
$260,000Jan 2001 $12,9952024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

19 Jeffrey Dr

3 bd · 2 ba · 1,908 sqft · built 1993 · 0.52 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,4992024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

21 Jeffrey Dr

4 bd · 2.5 ba · 2,240 sqft · built 1993 · 0.493 acres

Last Sale Tax Bill Prior Sale Owner Records
$560,000Sep 2025 $11,9362024 Amount on Record Aug 2019 2 Owners on Record Assessor + 2 DocumentsUpdated Jul 2026

24 Jeffrey Dr

4 bd · 2 ba · 2,320 sqft · built 1991 · 0.684 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,5122024 Owner on Record Owner Occupied AssessorUpdated May 2026

26 Jeffrey Dr

5 bd · 3 ba · 3,008 sqft · built 1992 · 0.635 acres

Last Sale Tax Bill Prior Sale Owner Records
$182,000Apr 1997 $14,9762024 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

28 Jeffrey Dr

4 bd · 3 ba · 2,320 sqft · built 1993 · 0.546 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Jun 2015 $10,7262024 Amount on Record Feb 1998 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

30 Jeffrey Dr

3 bd · 2 ba · 1,325 sqft · built 1988 · 0.486 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,8532024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

32 Jeffrey Dr

3 bd · 1.5 ba · 1,742 sqft · built 1989 · 0.505 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,000May 1995 $9,9352024 2 Owners on Record AssessorUpdated May 2026

34 Jeffrey Dr

5 bd · 3.5 ba · 2,776 sqft · built 1988 · 0.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$14,2062024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

Property Records in Nearby Streets