Penny Rd, Pawling, NY Property Records

Dutchess County, Pawling Town and Dover Town property records for 19 addresses on Penny Rd, Pawling, NY · Last verified October 2026

Penny Rd Highlights

Properties 19
Median Sale Price $187,500
Deeds and Mortgages on File 14
Median Price per Sqft $172
Owner Occupied 42%
Median Annual Tax Bill $11,387
Median Year Built 1987
Median Ownership Tenure 24 years

Properties on Penny Rd

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

3 Penny Rd

576 sqft · 5.86 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,4172025 2 Owners on Record AssessorUpdated May 2026

12 Penny Rd

3 bd · 2.5 ba · 1,682 sqft · built 1978 · 13.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,000May 2000 $12,9672025 2 Owners on Record AssessorUpdated May 2026

34 Penny Rd

3 bd · 2 ba · 1,352 sqft · built 1985 · 2.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$177,500Nov 1994 $8,3022025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

40 Penny Rd

2 bd · 1 ba · 1,170 sqft · built 1945 · 2.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,250Feb 2019 $7,1662025 2 Owners on Record Assessor + 2 DocumentsUpdated May 2026

53 Penny Rd

2 bd · 1 ba · 1,280 sqft · built 1940 · 1.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,9762025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

58 Penny Rd

1 bd · 1 ba · 1,071 sqft · built 1978 · 3.76 acres

Last Sale Tax Bill Prior Sale Owner Records
$187,500Dec 2018 $10,0472025 Amount on Record Dec 2004 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

70 Penny Rd

3 bd · 2.5 ba · 2,484 sqft · built 1993 · 5.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$500,000Nov 2020 $13,0362025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

82 Penny Rd

3 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,0482025 Owner on Record AssessorUpdated May 2026

104 Penny Rd

4.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$9962025 Owner on Record AssessorUpdated May 2026

124 Penny Rd

4 bd · 3 ba · 1,331 sqft · built 1940 · 7.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$230,000Nov 2002 $24,9812025 Owner on Record AssessorUpdated May 2026

233 Penny Rd

3 bd · 2 ba · 2,124 sqft · built 1986 · 2.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$13,1632025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

251 Penny Rd

3 bd · 2 ba · 2,082 sqft · built 1990 · 2.66 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,3872025 Owner on Record AssessorUpdated May 2026

306 Penny Rd

816 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,2522025 Owner on Record AssessorUpdated May 2026

511 Penny Rd

3 bd · 1 ba · 1,136 sqft · built 1987 · 3.66 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,8202025 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

513 Penny Rd

3 bd · 2.5 ba · 3,373 sqft · built 1992 · 3.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,1092025 Owner on Record Owner Occupied AssessorUpdated May 2026

519 Penny Rd

3 bd · 2 ba · 3,034 sqft · built 1994 · 2.71 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,4532025 2 Owners on Record AssessorUpdated May 2026

525 Penny Rd

4 bd · 2.5 ba · 2,935 sqft · built 2000 · 2.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Feb 1996 $15,5262025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

535 Penny Rd

3 bd · 2.5 ba · 2,478 sqft · built 1995 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$45,000Oct 1994 $12,5782025 2 Owners on Record AssessorUpdated May 2026

545 Penny Rd

4 bd · 3.5 ba · 4,302 sqft · built 2005 · 2.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Aug 2002 $17,3482025 2 Owners on Record Assessor + 1 DocumentUpdated May 2026

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