Dudley Ave, Old Saybrook, CT Property Records

Old Saybrook Town property records for 21 addresses on Dudley Ave, Old Saybrook, CT · Last verified July 2026

Dudley Ave Highlights

Properties 65
Median Sale Price $586,000
Deeds and Mortgages on File 37
Median Price per Sqft $364
Owner Occupied 74%
Median Annual Tax Bill $5,715
Median Year Built 1979
Median Ownership Tenure 12 years

Properties on Dudley Ave

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

20 Dudley Ave

3 bd · 2.5 ba · 2,852 sqft · built 2006 · 0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,0602025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

25 Dudley Ave

2 bd · 1 ba · 1,297 sqft · built 1941 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Jun 2011 $5,0022025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

29 Dudley Ave

3 bd · 2 ba · 1,916 sqft · built 1950 · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$67,333Sep 2012 $6,8342025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

30 Dudley Ave

3 bd · 2 ba · 1,617 sqft · built 1942 · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,4922025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

32 Dudley Ave

2 bd · 1 ba · 1,155 sqft · built 1942 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,5382025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

33 Dudley Ave

3 bd · 2 ba · 2,270 sqft · built 1954 · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,5122025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

35 Dudley Ave

2 bd · 1.5 ba · 1,400 sqft · built 1938 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Apr 2019 $5,7322025 Amount on Record Oct 2013 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

36 Dudley Ave

3 bd · 2.5 ba · 1,960 sqft · built 1938 · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$272,500Oct 2013 $8,4892025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

39 Dudley Ave

2 bd · 1.5 ba · 1,176 sqft · built 1938 · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$302,000Dec 2020 $5,7212025 Amount on Record Jun 2017 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

40 Dudley Ave

2 bd · 1 ba · 874 sqft · built 1938 · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,7902025 2 Names on Record AssessorUpdated Jul 2026

41 Dudley Ave

3 bd · 1.5 ba · 1,621 sqft · built 1940 · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$586,000Dec 2024 $5,8092025 Amount on Record May 2003 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

42 Dudley Ave

4 bd · 1.5 ba · 1,116 sqft · built 1930 · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$154,500Mar 2000 $5,0532025 Amount on Record Oct 1992 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

46 Dudley Ave

3 bd · 2.5 ba · 1,647 sqft · built 1942 · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$339,000May 2005 $6,2262025 Amount on Record Jul 2003 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

47 Dudley Ave

2 bd · 1 ba · 1,225 sqft · built 1930 · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,2482025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

49 Dudley Ave

3 bd · 2 ba · 1,512 sqft · built 1940 · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$395,500Aug 2019 $6,1862025 Amount on Record Oct 2015 1 Name on Record AssessorUpdated Jul 2026

50 Dudley Ave

4 bd · 3 ba · 1,924 sqft · built 1958 · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Jan 1989 $6,2952025 Amount on Record — 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

55 Dudley Ave

4 bd · 3 ba · 2,596 sqft · built 1940 · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$157,000Aug 1999 $8,2132025 Amount on Record Dec 1993 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

56 Dudley Ave

3 bd · 1.5 ba · 2,623 sqft · built 1940 · 0.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$126,810Jan 1996 $7,9582025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

59 Dudley Ave

3 bd · 2 ba · 1,642 sqft · built 1940 · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,7692025 1 Name on Record AssessorUpdated Jul 2026

62 Dudley Ave

3 bd · 2 ba · 2,020 sqft · built 1941 · 0.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,1012025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

100 Dudley Ave

45 units · Built 1979 · 1,417 sq ft

Last Sale Median Tax Bill Median Sale    
$625,000Jun 2026 $5,3292025 $625,00045 units    

Wildfire Risk on Dudley Ave

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank above 6% of the US · above 11% of Connecticut
Wildfire LikelihoodLess than 1 in 10,000 per year
ExposureDirect
1 of 1 cells directly exposed · 1 adjoin burnable vegetation

Property Records in Nearby Streets