Holly Dr, New Windsor, NY Property Records

Orange County and New Windsor Town property records for 18 addresses on Holly Dr, New Windsor, NY · Last verified October 2026

Holly Dr Highlights

Properties 18
Median Sale Price $398,000
Deeds and Mortgages on File 17
Median Price per Sqft $261
Owner Occupied 83%
Median Annual Tax Bill $6,785
Median Year Built 1941
Median Ownership Tenure 20 years

Properties on Holly Dr

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

101 Holly Dr

3 bd · 1.5 ba · 1,724 sqft · built 1940 · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,8722024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

102 Holly Dr

3 bd · 2 ba · 1,356 sqft · built 1941 · 0.185 acres

Last Sale Tax Bill Prior Sale Owner Records
$355,444Dec 2021 $6,0382024 Amount on Record May 2009 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

103 Holly Dr

3 bd · 2 ba · 1,314 sqft · built 1941 · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,5402024 Owner on Record Owner Occupied AssessorUpdated May 2026

104 Holly Dr

2 bd · 1.5 ba · 1,458 sqft · built 1941 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$119,900May 1998 $5,5442024 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

105 Holly Dr

3 bd · 1.5 ba · 1,555 sqft · built 1941 · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Mar 2004 $7,7442024 Amount on Record Jan 2003 Owner on Record Owner Occupied AssessorUpdated Oct 2026

106 Holly Dr

3 bd · 2 ba · 1,568 sqft · built 1941 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$452,000Aug 2025 $6,5172024 Amount on Record May 2011 Owner on Record AssessorUpdated Oct 2026

107 Holly Dr

2 bd · 1 ba · 1,026 sqft · built 1941 · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,2232024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

108 Holly Dr

3 bd · 1.5 ba · 1,730 sqft · built 1947 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$364,000Sep 2006 $8,8682024 Amount on Record Jun 2004 Owner on Record Owner Occupied AssessorUpdated Oct 2026

109 Holly Dr

2 bd · 2 ba · 2,000 sqft · built 1940 · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,7852024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

110 Holly Dr

4 bd · 1.5 ba · 1,627 sqft · built 1941 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Feb 2024 $6,3872024 Amount on Record Jul 2019 2 Owners on Record Assessor + 2 DocumentsUpdated Oct 2026

111 Holly Dr

3 bd · 1.5 ba · 1,227 sqft · built 1936 · 0.353 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,2972024 Owner on Record Owner Occupied AssessorUpdated May 2026

112 Holly Dr

4 bd · 1 ba · 1,752 sqft · built 1941 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Jun 2000 $7,0892024 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Sep 2026

114 Holly Dr

2 bd · 1 ba · 1,296 sqft · built 1941 · 0.482 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,0662024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

115 Holly Dr

4 bd · 2 ba · 2,073 sqft · built 1942 · 0.619 acres

Last Sale Tax Bill Prior Sale Owner Records
$398,000Jan 2021 $8,2132024 Amount on Record Apr 2004 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

116 Holly Dr

3 bd · 1.5 ba · 1,428 sqft · built 1941 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$113,000Sep 1994 $6,0252024 Owner on Record Owner Occupied AssessorUpdated May 2026

117 Holly Dr

3 bd · 1.5 ba · 1,730 sqft · built 1941 · 0.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$485,000Dec 2025 $7,4172024 Amount on Record Jul 2006 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

119 Holly Dr

3 bd · 1.5 ba · 1,928 sqft · built 1941 · 0.508 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Feb 2002 $7,6982024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

121 Holly Dr

3 bd · 1.5 ba · 1,308 sqft · built 1958 · 0.337 acres

Last Sale Tax Bill Prior Sale Owner Records
$249,500Jul 2003 $7,0892024 Owner on Record Owner Occupied AssessorUpdated May 2026

Property Records in Nearby Streets