Chestnut St, Rhinebeck, NY Property Records

Dutchess County and Rhinebeck Town property records for 54 addresses on Chestnut St, Rhinebeck, NY · Last verified October 2026

Chestnut St Highlights

Properties 54
Median Sale Price $1,225,000
Deeds and Mortgages on File 44
Median Price per Sqft $471
Owner Occupied 63%
Median Annual Tax Bill $13,127
Median Year Built 1900
Median Ownership Tenure 13 years

Properties on Chestnut St

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

5 Chestnut St

2 bd · 1 ba · 1,958 sqft · built 1953 · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Oct 2013 $6,3892025 Owner on Record AssessorUpdated May 2026

6 Chestnut St

4 bd · 1.5 ba · 1,900 sqft · built 1930 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$14,5162025 Owner on Record AssessorUpdated May 2026

8 Chestnut St, #10

4 bd · 5 ba · 4,110 sqft · built 1900 · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,750,000Jul 2025 $20,4282025 2 Owners on Record Assessor + 2 DocumentsUpdated Sep 2026

9 Chestnut St

3 bd · 1.5 ba · 1,228 sqft · built 1900 · 0.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$620,000Jul 2019 $13,5892025 Amount on Record Oct 2013 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

11 Chestnut St

3 bd · 2 ba · 1,920 sqft · built 1900 · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,9322025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

12 Chestnut St

2 bd · 2 ba · 2,343 sqft · built 1940 · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,225,000Sep 2025 $14,7992025 Amount on Record Nov 2019 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

15 Chestnut St

4 bd · 4.5 ba · 3,344 sqft · built 1880 · 0.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$26,5622025 2 Owners on Record AssessorUpdated May 2026

16 Chestnut St

3 bd · 1.5 ba · 2,671 sqft · built 1845 · 0.369 acres

Last Sale Tax Bill Prior Sale Owner Records
$16,1252025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

17 Chestnut St

4 bd · 2 ba · 3,622 sqft · built 1880 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$26,6832025 2 Owners on Record AssessorUpdated May 2026

18 Chestnut St

3 bd · 1.5 ba · 2,434 sqft · built 1937 · 0.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$635,000Jan 2012 $15,1172025 Amount on Record Aug 2005 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

19 Chestnut St

5 bd · 3.5 ba · 6,222 sqft · built 1860 · 1.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,995,000May 2022 $48,0192025 Amount on Record Apr 1998 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

20 Chestnut St

4 bd · 3 ba · 3,008 sqft · built 1890 · 0.68 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,417,500Feb 2024 $23,0592025 2 Owners on Record Assessor + 2 DocumentsUpdated May 2026

21 Chestnut St

5 bd · 3.5 ba · 3,999 sqft · built 1900 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,600,000Dec 2018 $39,9002025 Amount on Record Jan 2008 2 Owners on Record Assessor + 2 DocumentsUpdated Sep 2026

22 Chestnut St

3 bd · 1.5 ba · 3,808 sqft · built 1920 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$465,000Sep 2010 $19,4672025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

23 Chestnut St

3 bd · 1.5 ba · 2,523 sqft · built 1900 · 1.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$910,000Mar 2008 $14,8772025 Amount on Record May 2006 Owner on Record Owner Occupied AssessorUpdated Oct 2026

24 Chestnut St

3 bd · 1.5 ba · 1,789 sqft · built 1900 · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$15,2582025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

26 Chestnut St

3 bd · 1.5 ba · 2,000 sqft · built 1900 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Aug 1998 $10,0792025 Owner on Record Owner Occupied AssessorUpdated May 2026

27 Chestnut St

4 bd · 2.5 ba · 4,086 sqft · built 1923 · 1.66 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,250,000Jan 2011 $28,0862025 Amount on Record Dec 1999 Owner on Record Owner Occupied AssessorUpdated Oct 2026

28 Chestnut St, #30

7 bd · 5.5 ba · 3,825 sqft · built 1895 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$769,000Dec 2016 $43,0612025 Amount on Record Apr 2005 2 Owners on Record AssessorUpdated Sep 2026

31 Chestnut St

4 bd · 2.5 ba · 3,380 sqft · built 1870 · 0.769 acres

Last Sale Tax Bill Prior Sale Owner Records
$23,9432025 Owner on Record Owner Occupied AssessorUpdated Sep 2026

32 Chestnut St

3 bd · 2.5 ba · 1,954 sqft · built 1912 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$157,000Feb 1995 $14,5352025 Owner on Record Owner Occupied AssessorUpdated May 2026

34 Chestnut St

3 bd · 1.5 ba · 1,752 sqft · built 1900 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$534,500May 2010 $12,1072025 Amount on Record Mar 2001 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

35 Chestnut St

2 bd · 1.5 ba · 1,679 sqft · built 1947 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$505,000Jul 2020 $11,5022025 Amount on Record Oct 2006 Owner on Record Assessor + 2 DocumentsUpdated Oct 2026

36 Chestnut St

3 bd · 2.5 ba · 2,473 sqft · built 1905 · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$13,7712025 Owner on Record Owner Occupied AssessorUpdated May 2026

37 Chestnut St

2 bd · 2 ba · 2,600 sqft · built 1850 · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$13,1272025 Owner on Record AssessorUpdated May 2026

38 Chestnut St

3 bd · 2.5 ba · 2,134 sqft · built 1880 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$470,000Nov 2008 $13,8212025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

39 Chestnut St

4 bd · 2.5 ba · 3,442 sqft · built 1991 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,000Sep 1994 $19,4102025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

40 Chestnut St

2 bd · 1.5 ba · 880 sqft · built 1880 · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$282,000Nov 2011 $8,9802025 Amount on Record Aug 2005 Owner on Record Owner Occupied AssessorUpdated Oct 2026

41 Chestnut St

5 bd · 2.5 ba · 2,542 sqft · built 1900 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$255,000Jul 1998 $14,0712025 Owner on Record Owner Occupied AssessorUpdated May 2026

42 Chestnut St

2 bd · 1 ba · 1,203 sqft · built 1850 · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Jun 2004 $9,8092025 Owner on Record AssessorUpdated May 2026

43 Chestnut St

3 bd · 2 ba · 1,904 sqft · built 1940 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,8852025 Owner on Record AssessorUpdated May 2026

44 Chestnut St

3 bd · 1.5 ba · 1,586 sqft · built 1850 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Nov 2016 $12,2562025 2 Owners on Record AssessorUpdated May 2026

45 Chestnut St

0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,6962025 Owner on Record AssessorUpdated May 2026

47 Chestnut St

4 bd · 2 ba · 2,250 sqft · built 1900 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Jan 2001 $9,8372025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

49 Chestnut St

3 bd · 2 ba · 2,518 sqft · built 1900 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$17,5732025 Owner on Record Owner Occupied AssessorUpdated May 2026

50 Chestnut St

4 bd · 3 ba · 3,062 sqft · built 1900 · 0.489 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,0242025 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

51 Chestnut St

3 bd · 1 ba · 1,344 sqft · built 1912 · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,4992025 Owner on Record Assessor + 1 DocumentUpdated May 2026

55 Chestnut St

1.75 ba · 4,926 sqft · built 1900 · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$700,000May 2025 $12,0502025 Amount on Record Dec 2018 Owner on Record Assessor + 2 DocumentsUpdated Oct 2026

57 Chestnut St

3 bd · 2.5 ba · 1,758 sqft · built 1870 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$470,000Nov 2016 $11,4142025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

59 Chestnut St

4 bd · 1.5 ba · 2,524 sqft · built 1870 · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$480,000Apr 2016 $12,4002025 Owner on Record Owner Occupied AssessorUpdated Oct 2026

60 Chestnut St

3 bd · 2.5 ba · 1,757 sqft · built 1860 · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,500,000Sep 2025 $11,6852025 Amount on Record Oct 2012 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

61 Chestnut St

3 bd · 1.5 ba · 3,126 sqft · built 1925 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$380,000Mar 2010 $31,4922025 Amount on Record Jul 2004 2 Owners on Record Owner Occupied AssessorUpdated Sep 2026

62 Chestnut St, #64

4 bd · 3 ba · 1,820 sqft · built 1860 · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,9712025 Owner on Record AssessorUpdated May 2026

63 Chestnut St

3 bd · 3.5 ba · 2,917 sqft · built 2021 · 0.66 acres

Last Sale Tax Bill Prior Sale Owner Records
$18,2882025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

65 Chestnut St

2 bd · 1.5 ba · 1,075 sqft · built 1957 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$55,000Jul 2004 $9,2192025 Amount on Record Jun 1999 Owner on Record Owner Occupied AssessorUpdated May 2026

66 Chestnut St

4 bd · 2 ba · 1,894 sqft · built 1900 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,5252025 Owner on Record Assessor + 1 DocumentUpdated Sep 2026

68 Chestnut St

3 bd · 2 ba · 2,000 sqft · built 1900 · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$800,000Sep 2023 $12,6012025 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

69 Chestnut St

3 bd · 1 ba · 1,404 sqft · built 1970 · 0.369 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,0702025 Owner on Record Owner Occupied AssessorUpdated May 2026

70 Chestnut St

4 bd · 2 ba · 1,708 sqft · built 1978 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$422,000Dec 2010 $8,5572025 Amount on Record Sep 1999 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

71 Chestnut St

3 bd · 2 ba · 1,744 sqft · built 1977 · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$152,000Feb 2016 $7,7692025 Owner on Record AssessorUpdated Oct 2026

72 Chestnut St

2 bd · 2 ba · 960 sqft · built 1983 · 0.369 acres

Last Sale Tax Bill Prior Sale Owner Records
$114,000Nov 1998 $6,1862025 Amount on Record May 1995 Owner on Record Owner Occupied AssessorUpdated Oct 2026

73 Chestnut St

3 bd · 2.5 ba · 2,186 sqft · built 1970 · 0.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$498,000Feb 2021 $10,2092025 Amount on Record Jul 2010 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

74 Chestnut St

3 bd · 2 ba · 1,628 sqft · built 1974 · 0.369 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,5192025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

76 Chestnut St

4 bd · 2 ba · 3,346 sqft · built 1975 · 0.369 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,6592025 Owner on Record Owner Occupied AssessorUpdated May 2026

Property Records in Nearby Streets