Rolling Way, Peekskill, NY Property Records

Westchester County and Peekskill City property records for 59 addresses on Rolling Way, Peekskill, NY · Last verified August 2026

Rolling Way Highlights

Properties 115
Median Sale Price $255,000
Deeds and Mortgages on File 77
Average Living Area 750 sq ft
Owner Occupied 53%
Median Annual Tax Bill $3,965
Average Year Built 1965
Median Ownership Tenure 17 years

Properties on Rolling Way

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

Last Sale Tax Bill Prior Sale Owner Records
$3,4702025 1 Name on Record AssessorUpdated May 2026

1 Rolling Way

15 units

Last Sale Median Tax Bill Median Sale    
$212,500May 2026 $3,9652025 $160,00015 units    

4 Rolling Way

0 acres

Last Sale Tax Bill Prior Sale Owner Records
$133,000Feb 2007 $3,4702025 Amount on Record Dec 2001 1 Name on Record Owner Occupied AssessorUpdated May 2026

4 Rolling Way

15 units · Built 1965 · 750 sq ft

Last Sale Median Tax Bill Median Sale    
$290,000Feb 2026 $3,9652025 $125,00015 units    
Last Sale Tax Bill Prior Sale Owner Records
$130,000Mar 2008 $3,4702025 Amount on Record Feb 2006 1 Name on Record AssessorUpdated May 2026

5 Rolling Way

14 units

Last Sale Median Tax Bill Median Sale    
$255,000Apr 2026 $3,7672025 $155,00014 units    

6 Rolling Way

16 units · Built 1965

Last Sale Median Tax Bill Median Sale    
$279,000Oct 2025 $3,4702025 $160,00016 units    

100 Rolling Way

0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,9112025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

101 Rolling Way

0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,5002025 1 Name on Record Owner Occupied AssessorUpdated May 2026

102 Rolling Way

0.057 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,000Sep 1999 $6,7812025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

103 Rolling Way

0.051 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Oct 2004 $6,5002025 2 Names on Record Owner Occupied AssessorUpdated May 2026

104 Rolling Way

0.057 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,7812025 2 Names on Record Owner Occupied AssessorUpdated May 2026

105 Rolling Way

0.051 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Jan 2016 $6,5002025 2 Names on Record Owner Occupied AssessorUpdated May 2026

106 Rolling Way

0.057 acres

Last Sale Tax Bill Prior Sale Owner Records
$216,500Jan 2009 $6,7812025 1 Name on Record AssessorUpdated May 2026

107 Rolling Way

0.051 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,5002025 1 Name on Record Owner Occupied AssessorUpdated May 2026

108 Rolling Way

0.057 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Sep 2002 $6,7812025 1 Name on Record Assessor + 1 DocumentUpdated May 2026

109 Rolling Way

0.051 acres

Last Sale Tax Bill Prior Sale Owner Records
$206,000Jul 2018 $6,5002025 Amount on Record Feb 2017 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

110 Rolling Way

0.056 acres

Last Sale Tax Bill Prior Sale Owner Records
$240,000May 2018 $6,7812025 Amount on Record Sep 2004 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

111 Rolling Way

0.081 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,000Sep 2024 $6,5002025 Amount on Record Oct 2006 2 Names on Record AssessorUpdated May 2026

112 Rolling Way

0.056 acres

Last Sale Tax Bill Prior Sale Owner Records
$240,000Apr 2009 $6,7812025 Amount on Record Mar 1998 1 Name on Record Owner Occupied AssessorUpdated May 2026

113 Rolling Way

0.078 acres

Last Sale Tax Bill Prior Sale Owner Records
$255,000Jan 2005 $6,5002025 1 Name on Record Owner Occupied AssessorUpdated May 2026

114 Rolling Way

0.056 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Sep 2006 $4,4322025 2 Names on Record Owner Occupied AssessorUpdated May 2026

115 Rolling Way

0.074 acres

Last Sale Tax Bill Prior Sale Owner Records
$142,000Feb 2003 $6,5002025 1 Name on Record AssessorUpdated Jul 2026

116 Rolling Way

0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,8312025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

117 Rolling Way

0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$197,000Aug 2021 $6,5002025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

118 Rolling Way

0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$24,000Feb 2018 $6,7242025 Amount on Record Apr 2008 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

119 Rolling Way

0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,100Jun 2004 $6,6252025 Amount on Record Apr 2002 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

120 Rolling Way

0.072 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,7242025 1 Name on Record Owner Occupied AssessorUpdated May 2026

121 Rolling Way

0.078 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Jul 2023 $6,9052025 Amount on Record May 2015 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

122 Rolling Way

0.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$92,700Dec 2001 $6,7242025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

123 Rolling Way

0.07 acres

Last Sale Tax Bill Prior Sale Owner Records
$305,000Jun 2007 $6,5272025 Amount on Record Mar 2005 1 Name on Record Owner Occupied AssessorUpdated May 2026

124 Rolling Way

0.063 acres

Last Sale Tax Bill Prior Sale Owner Records
$85,000May 2000 $6,7242025 1 Name on Record Owner Occupied AssessorUpdated May 2026

125 Rolling Way

0.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$260,000Oct 2019 $6,5272025 Amount on Record Jan 2019 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

126 Rolling Way

0.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,7242025 2 Names on Record Owner Occupied AssessorUpdated May 2026

127 Rolling Way

0.061 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,000Nov 1997 $6,5272025 Amount on Record Dec 1995 1 Name on Record AssessorUpdated May 2026

128 Rolling Way

0.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,7242025 2 Names on Record Owner Occupied AssessorUpdated May 2026

129 Rolling Way

0.059 acres

Last Sale Tax Bill Prior Sale Owner Records
$288,000Dec 2006 $6,8232025 Amount on Record Feb 1996 2 Names on Record Owner Occupied AssessorUpdated May 2026

130 Rolling Way

0.077 acres

Last Sale Tax Bill Prior Sale Owner Records
$210,000Jan 2016 $6,7242025 Amount on Record Jul 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

131 Rolling Way

0.057 acres

Last Sale Tax Bill Prior Sale Owner Records
$197,000Sep 2019 $6,5272025 Amount on Record Jul 2004 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

132 Rolling Way

0.075 acres

Last Sale Tax Bill Prior Sale Owner Records
$314,500Aug 2007 $6,9212025 Amount on Record Dec 2000 1 Name on Record Owner Occupied AssessorUpdated May 2026

133 Rolling Way

0.053 acres

Last Sale Tax Bill Prior Sale Owner Records
$255,000Apr 2020 $6,5272025 Amount on Record Jun 2012 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

134 Rolling Way

0.056 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000May 2015 $6,7242025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

135 Rolling Way

0.051 acres

Last Sale Tax Bill Prior Sale Owner Records
$290,000Oct 2020 $6,5272025 Amount on Record Aug 2014 1 Name on Record Assessor + 1 DocumentUpdated May 2026

136 Rolling Way

0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,7242025 2 Names on Record Owner Occupied AssessorUpdated May 2026

137 Rolling Way

0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$153,500Apr 2002 $6,7242025 1 Name on Record Owner Occupied AssessorUpdated May 2026

138 Rolling Way

0.055 acres

Last Sale Tax Bill Prior Sale Owner Records
$157,900Mar 2002 $6,7242025 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

140 Rolling Way

0.055 acres

Last Sale Tax Bill Prior Sale Owner Records
$312,700Aug 2006 $6,9212025 1 Name on Record Owner Occupied AssessorUpdated May 2026

142 Rolling Way

0.052 acres

Last Sale Tax Bill Prior Sale Owner Records
$135,000May 2017 $6,7242025 Amount on Record Jun 2003 1 Name on Record Owner Occupied AssessorUpdated May 2026

144 Rolling Way

0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$139,900Jan 2005 $6,7242025 2 Names on Record Owner Occupied AssessorUpdated May 2026

146 Rolling Way

0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$949,000Oct 2012 $6,7242025 Amount on Record Jun 2012 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

148 Rolling Way

0.049 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,7242025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

150 Rolling Way

0.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Nov 2017 $6,7242025 Amount on Record Apr 2017 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

152 Rolling Way

0.053 acres

Last Sale Tax Bill Prior Sale Owner Records
$230,400Oct 2008 $6,7242025 Amount on Record Nov 2006 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

154 Rolling Way

0.057 acres

Last Sale Tax Bill Prior Sale Owner Records
$345,000Jan 2022 $6,7242025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

156 Rolling Way

2.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,500Apr 2010 $6,7242025 2 Names on Record Owner Occupied AssessorUpdated May 2026

158 Rolling Way

0.064 acres

Last Sale Tax Bill Prior Sale Owner Records
$270,000Apr 2005 $6,7242025 2 Names on Record Owner Occupied AssessorUpdated May 2026

160 Rolling Way

0.068 acres

Last Sale Tax Bill Prior Sale Owner Records
$270,000Apr 2020 $6,7242025 Amount on Record Feb 2004 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

162 Rolling Way

0.071 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,7242025 2 Names on Record Owner Occupied AssessorUpdated May 2026

164 Rolling Way

0.134 acres

Last Sale Tax Bill Prior Sale Owner Records
$259,000Sep 2018 $6,7242025 Amount on Record Jun 2017 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

Wildfire Risk on Rolling Way

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

Wildfire Risk to HomesLow
this street's cells rank at the 20th percentile of exposed land nationally · 55th in New York
Wildfire LikelihoodLow — about 1 in 10,000 per year
ExposureDirect
1 of 3 cells directly exposed · 3 adjoin burnable vegetation

Property Records in Nearby Streets