W Main St, Pawling, NY Property Records

Dutchess County and Pawling Town property records for 37 addresses on W Main St, Pawling, NY · Last verified October 2026

W Main St Highlights

Properties 37
Median Sale Price $440,000
Deeds and Mortgages on File 41
Median Price per Sqft $179
Owner Occupied 41%
Median Annual Tax Bill $9,985
Median Year Built 1930
Median Ownership Tenure 9 years

Properties on W Main St

Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.

3 W Main St

8,164 sqft · built 1920 · 0.88 acres

Last Sale Tax Bill Prior Sale Owner Records
$22,4762025 2 Owners on File AssessorUpdated May 2026

8 W Main St

2,024 sqft · built 1954 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$14,2772025 Owner on File AssessorUpdated May 2026

11 W Main St

7,348 sqft · built 1950 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$925,000Jan 2024 $47,1002025 Owner on File Assessor + 2 DocumentsUpdated Sep 2026

12 W Main St

5 bd · 2.5 ba · 4,800 sqft · built 1910 · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Jul 2016 $9,5142025 Amount on File May 2016 Owner on File Assessor + 1 DocumentUpdated Oct 2026

16 W Main St, #18

2 bd · 1.5 ba · 6,336 sqft · built 1870 · 0.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,000Oct 2017 $19,5852025 Amount on File Jan 2001 Owner on File Assessor + 1 DocumentUpdated Oct 2026

21 W Main St

3,636 sqft · built 1960 · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$465,000Sep 2022 $14,9272025 Owner on File Assessor + 2 DocumentsUpdated May 2026

23 W Main St

5 bd · 3 ba · 2,010 sqft · built 1890 · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,9802025 Owner on File AssessorUpdated May 2026

31 W Main St

3 bd · 1 ba · 1,644 sqft · built 1910 · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$145,000Jan 2009 $2,7062025 Owner on File Owner Occupied AssessorUpdated Sep 2026

35 W Main St

3 bd · 2 ba · 2,592 sqft · built 1945 · 2.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$110,000Jan 2024 $6,9622025 Amount on File Jun 2023 Owner on File Assessor + 2 DocumentsUpdated Oct 2026

39 W Main St

0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$360,000Jan 2020 $6,4452025 Owner on File AssessorUpdated May 2026

47 W Main St

5 bd · 3.5 ba · 2,376 sqft · built 1880 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000Jun 2013 $14,0282025 Amount on File — 2 Owners on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

48 W Main St

4 bd · 3 ba · 3,152 sqft · built 1885 · 0.539 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Sep 2024 $10,1892025 Amount on File Jul 2024 Owner on File Assessor + 2 DocumentsUpdated Oct 2026

53 W Main St

3 bd · 2.5 ba · 1,745 sqft · built 1927 · 0.669 acres

Last Sale Tax Bill Prior Sale Owner Records
$360,000Jan 2024 $17,8492025 Amount on File Jan 2010 Owner on File Assessor + 2 DocumentsUpdated Sep 2026

55 W Main St

3 bd · 1.5 ba · 1,144 sqft · built 1982 · 1.06 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2017 $19,2382025 Amount on File Sep 2015 Owner on File Assessor + 1 DocumentUpdated Sep 2026

56 W Main St

4 bd · 1 ba · 2,400 sqft · built 1911 · 0.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Feb 2007 $7,7342025 2 Owners on File Owner Occupied AssessorUpdated Oct 2026

57 W Main St

12.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$12,9672025 2 Owners on File AssessorUpdated May 2026

59 W Main St

3 bd · 2 ba · 1,785 sqft · built 1990 · 1.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,6342025 Owner on File Owner Occupied AssessorUpdated May 2026

62 W Main St

3 bd · 2.5 ba · 2,111 sqft · built 1870 · 1.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$335,000Dec 2016 $13,8692025 Amount on File Jul 2016 2 Owners on File Assessor + 1 DocumentUpdated Oct 2026

65 W Main St

4 bd · 1.5 ba · 1,792 sqft · built 1912 · 1.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$440,000Dec 2003 $9,8452025 2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated May 2026

66 W Main St, #68

4 bd · 2 ba · 2,496 sqft · built 1920 · 1.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$700,000Oct 2025 $11,6092025 Amount on File Feb 2024 Owner on File Assessor + 3 DocumentsUpdated Oct 2026

71 W Main St

4 bd · 1 ba · 2,227 sqft · built 1930 · 0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,4062025 2 Owners on File Owner Occupied Assessor + 4 DocumentsUpdated May 2026

73 W Main St

2 bd · 2 ba · 1,152 sqft · built 1940 · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,000Mar 2017 $9,9852025 Owner on File Assessor + 1 DocumentUpdated May 2026

76 W Main St

3 bd · 1 ba · 1,152 sqft · built 1992 · 0.65 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,1372025 2 Owners on File Owner Occupied AssessorUpdated May 2026

79 W Main St

3 bd · 2 ba · 2,254 sqft · built 1931 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$615,000Apr 2026 $9,9642025 2 Owners on File Assessor + 2 DocumentsUpdated Jul 2026

80 W Main St

3 bd · 2 ba · 1,740 sqft · built 1952 · 0.469 acres

Last Sale Tax Bill Prior Sale Owner Records
$440,000Sep 2023 $8,6992025 Amount on File Jul 2022 2 Owners on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

85 W Main St

3 bd · 3 ba · 2,912 sqft · built 1940 · 3.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$280,000Aug 2017 $16,1082025 Amount on File Mar 2001 Owner on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

86 W Main St

7 bd · 5.5 ba · 4,959 sqft · built 1930 · 1.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Jun 2015 $20,2492025 Owner on File AssessorUpdated Oct 2026

94 W Main St

4 bd · 2 ba · 1,947 sqft · built 1940 · 1.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,4012025 2 Owners on File Owner Occupied Assessor + 3 DocumentsUpdated May 2026

100 W Main St

4 bd · 1.5 ba · 2,058 sqft · built 1967 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,000Mar 2021 $8,2232025 Amount on File Oct 2008 Owner on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

104 W Main St

3 bd · 3 ba · 1,872 sqft · built 1923 · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,000Jun 2000 $13,3752025 Amount on File Oct 1996 Owner on File Owner Occupied AssessorUpdated Oct 2026

105 W Main St

6 bd · 6.5 ba · 4,059 sqft · built 1860 · 0.769 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Dec 2020 $21,3972025 Amount on File Sep 2016 2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

110 W Main St

4 bd · 1 ba · 1,781 sqft · built 1950 · 0.71 acres

Last Sale Tax Bill Prior Sale Owner Records
$335,000Jun 2005 $6,8732025 Owner on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

118 W Main St

3 bd · 1.5 ba · 1,960 sqft · built 1955 · 0.489 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Jun 2002 $7,5392025 Owner on File Owner Occupied Assessor + 1 DocumentUpdated May 2026

119 W Main St

2.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$6442025 Owner on File AssessorUpdated May 2026

120 W Main St

4.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,0562025 Owner on File AssessorUpdated May 2026

124 W Main St

3 bd · 1 ba · 1,080 sqft · built 1928 · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Apr 2024 $6,2382025 Amount on File Feb 2022 Owner on File Assessor + 3 DocumentsUpdated Oct 2026

126 W Main St, #128

2 bd · 1 ba · 1,688 sqft · built 1928 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,4332025 2 Owners on File Assessor + 1 DocumentUpdated May 2026

Property Records in Nearby Streets