Sycamore Dr, New Windsor, NY Property Records

Orange County, Cornwall Town and New Windsor Town property records for 64 addresses on Sycamore Dr, New Windsor, NY · Last verified August 2026

Sycamore Dr Highlights

Properties 64
Median Sale Price $425,000
Deeds and Mortgages on File 70
Median Price per Sqft $222
Owner Occupied 81%
Median Annual Tax Bill $10,223
Median Year Built 1971
Median Ownership Tenure 8 years

Properties on Sycamore Dr

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

104 Sycamore Dr

3 bd · 2 ba · 960 sqft · built 1951 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,4422024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

111 Sycamore Dr

2 bd · 2 ba · 1,946 sqft · built 1958 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$575,000Apr 2026 $12,0312024 2 Owners on Record Assessor + 2 DocumentsUpdated Aug 2026

112 Sycamore Dr

4 bd · 2.5 ba · 2,388 sqft · built 1981 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$650,000Sep 1997 $12,4692024 Owner on Record Owner Occupied AssessorUpdated May 2026

116 Sycamore Dr

3 bd · 2 ba · 2,978 sqft · built 1986 · 1.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$16,4592024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

121 Sycamore Dr

3 bd · 1 ba · 1,074 sqft · built 1954 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$380,000Jan 2026 $6,8742024 Owner on Record Assessor + 1 DocumentUpdated May 2026

122 Sycamore Dr

3 bd · 2.5 ba · 1,960 sqft · built 1986 · 1.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$357,000May 2020 $11,8762024 Amount on Record Sep 2003 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

125 Sycamore Dr

3 bd · 1 ba · 960 sqft · built 1953 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,2542024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

126 Sycamore Dr

3 bd · 2.5 ba · 2,276 sqft · built 1971 · 1.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$595,000Jul 2025 $13,1122024 Amount on Record Jul 2020 Owner on Record Assessor + 2 DocumentsUpdated May 2026

129 Sycamore Dr

3 bd · 1 ba · 1,482 sqft · built 1956 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Jul 2025 $8,5282024 Amount on Record Jun 2020 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

130 Sycamore Dr

3 bd · 2.5 ba · 2,502 sqft · built 1971 · 2.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$12,8102024 Owner on Record Owner Occupied AssessorUpdated May 2026

134 Sycamore Dr

3 bd · 2.5 ba · 2,131 sqft · built 1973 · 2.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$415,000Jun 2021 $12,2642024 Amount on Record Jan 1998 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

135 Sycamore Dr

3 bd · 1 ba · 1,222 sqft · built 1975 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$272,000Jul 2021 $7,9662024 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

137 Sycamore Dr

3 bd · 2 ba · 1,950 sqft · built 1956 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,9432024 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

138 Sycamore Dr

3 bd · 2.5 ba · 2,146 sqft · built 1972 · 2.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Feb 2023 $12,2342024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

141 Sycamore Dr

3 bd · 1 ba · 1,504 sqft · built 1961 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,4342024 2 Owners on Record AssessorUpdated May 2026

145 Sycamore Dr

0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,5662024 Owner on Record AssessorUpdated May 2026

146 Sycamore Dr

3 bd · 2.5 ba · 2,092 sqft · built 1971 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$355,000Nov 2004 $12,6222024 Amount on Record Oct 2003 2 Owners on Record Owner Occupied AssessorUpdated May 2026

149 Sycamore Dr

3 bd · 2 ba · 2,205 sqft · built 1950 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,0322024 Owner on Record Owner Occupied AssessorUpdated May 2026

150 Sycamore Dr

5 bd · 3.5 ba · 3,318 sqft · built 1970 · 1.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$605,000Jan 2023 $14,5592024 Amount on Record Dec 2014 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

153 Sycamore Dr

3 bd · 2.5 ba · 1,600 sqft · built 1951 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$247,000May 2018 $10,2232024 Amount on Record Oct 2003 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

154 Sycamore Dr

3 bd · 2.5 ba · 2,146 sqft · built 1973 · 1.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,6922024 2 Owners on Record AssessorUpdated May 2026

157 Sycamore Dr

3 bd · 3 ba · 2,176 sqft · built 2012 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000May 2013 $14,2862024 Amount on Record Aug 2012 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

160 Sycamore Dr

3 bd · 2.5 ba · 2,508 sqft · built 1989 · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$255,000Feb 2017 $12,5262024 Amount on Record May 2016 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

161 Sycamore Dr

3 bd · 3 ba · 2,137 sqft · built 2013 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$320Aug 2016 $13,3562024 Amount on Record May 2013 2 Owners on Record Owner Occupied AssessorUpdated May 2026

164 Sycamore Dr

3 bd · 1 ba · 1,668 sqft · built 1945 · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,9962024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

168 Sycamore Dr

4 bd · 2 ba · 2,483 sqft · built 1925 · 0.78 acres

Last Sale Tax Bill Prior Sale Owner Records
$435,000Sep 2023 $10,5932024 Amount on Record Jul 2017 2 Owners on Record Assessor + 5 DocumentsUpdated May 2026

174 Sycamore Dr

3 bd · 1.5 ba · 1,932 sqft · built 2003 · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$276,000Feb 2019 $12,2792024 Amount on Record May 2003 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

176 Sycamore Dr

3 bd · 1.5 ba · 1,430 sqft · built 1960 · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,7722024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

180 Sycamore Dr

2 bd · 1 ba · 864 sqft · built 1951 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,1432024 Owner on Record Owner Occupied AssessorUpdated May 2026

184 Sycamore Dr

3 bd · 3 ba · 1,344 sqft · built 1999 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$243,800Sep 2013 $10,8842024 Amount on Record Apr 1997 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

188 Sycamore Dr

2 bd · 1 ba · 2,047 sqft · built 1975 · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,2242024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

194 Sycamore Dr

3 bd · 1.5 ba · 1,386 sqft · built 1975 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$136,500Jul 2000 $9,2022024 Amount on Record Jul 1994 2 Owners on Record Owner Occupied AssessorUpdated May 2026

195 Sycamore Dr

8 bd · 6 ba · 4,208 sqft · built 2015 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$568,000Jul 2022 $13,9612024 Amount on Record Sep 2015 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

196 Sycamore Dr

3 bd · 1.5 ba · 1,520 sqft · built 1975 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$124,000Aug 1996 $9,4712024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

199 Sycamore Dr

2 bd · 1 ba · 916 sqft · built 1951 · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$295,000Jul 2022 $7,8072024 Amount on Record Jan 2015 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

200 Sycamore Dr

3 bd · 1 ba · 1,706 sqft · built 1975 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$126,500Oct 1998 $9,4192024 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

203 Sycamore Dr

3 bd · 1 ba · 996 sqft · built 1961 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,9192024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

204 Sycamore Dr

3 bd · 2 ba · 1,170 sqft · built 1986 · 0.369 acres

Last Sale Tax Bill Prior Sale Owner Records
$240,000Dec 2007 $9,0582024 Amount on Record Jun 2002 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

207 Sycamore Dr

0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,3962024 2 Owners on Record AssessorUpdated May 2026

208 Sycamore Dr

4 bd · 1.5 ba · 1,716 sqft · built 1980 · 0.439 acres

Last Sale Tax Bill Prior Sale Owner Records
$549,999Dec 2025 $11,4122024 Amount on Record Oct 2005 Owner on Record Assessor + 1 DocumentUpdated May 2026

211 Sycamore Dr

3 bd · 1.5 ba · 2,290 sqft · built 1960 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,500Oct 1999 $10,6622024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

212 Sycamore Dr

3 bd · 2.5 ba · 1,602 sqft · built 1960 · 0.489 acres

Last Sale Tax Bill Prior Sale Owner Records
$335,000Dec 2022 $8,9322024 Amount on Record Jan 2017 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

215 Sycamore Dr

3 bd · 3.5 ba · 2,044 sqft · built 1998 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$520,000Oct 2025 $11,1692024 Amount on Record Oct 2020 2 Owners on Record Assessor + 3 DocumentsUpdated Jul 2026

216 Sycamore Dr

3 bd · 1.5 ba · 1,876 sqft · built 1972 · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$93,700May 2009 $9,0652024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

219 Sycamore Dr

4 bd · 1.5 ba · 1,964 sqft · built 1970 · 0.689 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,5962024 Owner on Record Owner Occupied AssessorUpdated May 2026

220 Sycamore Dr

4 bd · 2 ba · 2,312 sqft · built 1975 · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,000Sep 2016 $9,5962024 Amount on Record Feb 1995 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

223 Sycamore Dr

3 bd · 1.5 ba · 2,074 sqft · built 1971 · 0.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,5302024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

224 Sycamore Dr

3 bd · 2.5 ba · 2,188 sqft · built 1970 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,000Jan 2021 $9,6092024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

303 Sycamore Dr

3 bd · 1.5 ba · 1,760 sqft · built 1967 · 1.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$110,000Apr 1999 $9,0892024 Amount on Record May 1998 2 Owners on Record Owner Occupied AssessorUpdated May 2026

306 Sycamore Dr

3 bd · 1.5 ba · 1,436 sqft · built 1960 · 0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,2562024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

310 Sycamore Dr

3 bd · 1 ba · 1,462 sqft · built 1970 · 0.509 acres

Last Sale Tax Bill Prior Sale Owner Records
$212,500Sep 2017 $8,0212024 Amount on Record Jul 2001 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

311 Sycamore Dr

4 bd · 3 ba · 1,388 sqft · built 1986 · 2.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,000Aug 2019 $10,1352024 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

314 Sycamore Dr

3 bd · 1.5 ba · 1,764 sqft · built 1970 · 0.511 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,6532024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

315 Sycamore Dr

4 bd · 3 ba · 1,388 sqft · built 1986 · 1.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,6182024 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

317 Sycamore Dr

3 bd · 2.5 ba · 1,970 sqft · built 1997 · 0.519 acres

Last Sale Tax Bill Prior Sale Owner Records
$35,000Oct 1997 $11,7042024 Owner on Record Owner Occupied AssessorUpdated May 2026

318 Sycamore Dr

3 bd · 1.5 ba · 1,519 sqft · built 1970 · 0.573 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,3342024 Owner on Record Owner Occupied AssessorUpdated May 2026

323 Sycamore Dr

4 bd · 2.5 ba · 2,512 sqft · built 1986 · 0.689 acres

Last Sale Tax Bill Prior Sale Owner Records
$685,000Jan 2026 $12,0532024 Amount on Record Jun 2007 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

324 Sycamore Dr

3 bd · 1 ba · 1,918 sqft · built 1970 · 0.688 acres

Last Sale Tax Bill Prior Sale Owner Records
$152,000Aug 1994 $9,8082024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

328 Sycamore Dr

3 bd · 2.5 ba · 2,208 sqft · built 1978 · 0.459 acres

Last Sale Tax Bill Prior Sale Owner Records
$395,000Feb 2022 $7,6072024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

331 Sycamore Dr

3 bd · 1.5 ba · 1,904 sqft · built 1983 · 0.68 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,000Sep 2012 $8,2842024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

332 Sycamore Dr

4 bd · 2.5 ba · 2,060 sqft · built 1973 · 0.459 acres

Last Sale Tax Bill Prior Sale Owner Records
$269,000Apr 2018 $8,5662024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

336 Sycamore Dr

2 bd · 1 ba · 884 sqft · built 1969 · 0.445 acres

Last Sale Tax Bill Prior Sale Owner Records
$164,697May 2003 $7,1712024 Owner on Record Assessor + 1 DocumentUpdated May 2026

342 Sycamore Dr

4 bd · 3 ba · 3,640 sqft · built 2017 · 0.459 acres

Last Sale Tax Bill Prior Sale Owner Records
$396,000Mar 2017 $12,1582024 Amount on Record Aug 2015 2 Owners on Record Assessor + 2 DocumentsUpdated May 2026

350 Sycamore Dr

3 bd · 1.5 ba · 1,768 sqft · built 1969 · 0.303 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,2172024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

Property Records in Nearby Streets