Dutchess County and Dover Town property records for 29 addresses on Woodside Dr, Dover Plains, NY · Last verified October 2026
| Properties | 29 |
|---|---|
| Median Sale Price | $215,000 |
| Deeds and Mortgages on File | 19 |
| Median Price per Sqft | $138 |
| Owner Occupied | 93% |
| Median Annual Tax Bill | $5,860 |
| Median Year Built | 1978 |
| Median Ownership Tenure | 11 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
6 Woodside Dr |
3 bd · 1.5 ba · 2,016 sqft built 1986 · 1.36 acres | $215,000 Sep 2016 | $6,605 2025 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
12 Woodside Dr |
3 bd · 1.5 ba · 1,056 sqft built 1986 · 0.919 acres | $4,473 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
17 Woodside Dr |
2 bd · 1.5 ba · 1,040 sqft built 1966 · 0.83 acres | $4,166 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
18 Woodside Dr |
3 bd · 3 ba · 1,996 sqft built 1962 · 1.55 acres | $220,000 Jul 2015 | $7,208 2025 | Assessor + 2 Documents Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
23 Woodside Dr |
2 bd · 1 ba · 1,552 sqft built 1978 · 0.55 acres | $130,000 Mar 2009 | $3,781 2025 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
26 Woodside Dr |
3 bd · 2 ba · 1,912 sqft built 1989 · 1.5 acres | $7,327 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
27 Woodside Dr |
3 bd · 1 ba · 1,131 sqft built 1976 · 0.839 acres | $199,810 Mar 2010 | $5,349 2025 | Assessor + 2 Documents Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
35 Woodside Dr |
2 bd · 1 ba · 1,080 sqft built 1970 · 0.65 acres | $109,400 Dec 2015 | $4,520 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
36 Woodside Dr |
5 bd · 1.5 ba · 1,560 sqft built 1970 · 0.95 acres | $144,130 Jul 1994 | $6,688 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
41 Woodside Dr |
3 bd · 1.5 ba · 1,008 sqft built 1999 · 0.619 acres | $120,000 May 2000 | $3,503 2025 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
47 Woodside Dr |
3 bd · 1 ba · 1,616 sqft built 1962 · 0.45 acres | $5,119 2025 | Assessor Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
51 Woodside Dr |
3 bd · 2 ba · 1,332 sqft built 1972 · 2.1 acres | $375,000 Mar 2022 | $6,820 2025 | Assessor + 2 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
52 Woodside Dr |
3 bd · 2 ba · 960 sqft built 1965 · 0.889 acres | $108,000 Jul 1999 | $4,999 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
53 Woodside Dr |
2 bd · 1.5 ba · 1,384 sqft built 1965 · 0.939 acres | $260,000 Nov 2005 | $6,021 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
61 Woodside Dr |
3 bd · 1 ba · 1,152 sqft built 1967 · 0.689 acres | $3,545 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
67 Woodside Dr |
3 bd · 2.5 ba · 1,100 sqft built 1971 · 0.839 acres | $210,000 Nov 2015 | $5,860 2025 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
71 Woodside Dr |
2 bd · 1 ba · 1,280 sqft built 1972 · 1.2 acres | $3,221 2025 | Assessor + 1 Document Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
76 Woodside Dr |
3 bd · 2 ba · 1,436 sqft built 1962 · 0.819 acres | $205,000 Jun 2015 | $5,136 2025 | Assessor Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
77 Woodside Dr |
3 bd · 1 ba · 1,104 sqft built 1969 · 0.76 acres | $104,000 Jan 2020 | $6,059 2025 | Assessor + 1 Document Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
85 Woodside Dr |
3 bd · 2 ba · 1,300 sqft built 1985 · 1 acre | $8,021 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
86 Woodside Dr |
3 bd · 2 ba · 1,920 sqft built 1983 · 1 acre | $265,000 Dec 2018 | $7,193 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
92 Woodside Dr |
3 bd · 1.5 ba · 1,200 sqft built 1985 · 1 acre | $6,353 2025 | Assessor Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
93 Woodside Dr |
3 bd · 2 ba · 1,508 sqft built 1985 · 1.1 acres | $250,000 Sep 2018 | $6,925 2025 | Assessor + 3 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
100 Woodside Dr |
3 bd · 1 ba · 1,152 sqft built 1983 · 1 acre | $4,169 2025 | Assessor Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
101 Woodside Dr |
3 bd · 2 ba · 2,432 sqft built 1983 · 1 acre | $4,684 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
106 Woodside Dr |
3 bd · 1 ba · 1,128 sqft built 1985 · 1 acre | $5,491 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
107 Woodside Dr |
3 bd · 1.5 ba · 1,388 sqft built 1985 · 1 acre | $127,000 Jun 1994 | $6,976 2025 | Assessor Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
111 Woodside Dr |
4 bd · 3.5 ba · 2,222 sqft built 1986 · 1 acre | $160,000 Nov 2020 | $6,925 2025 | Assessor + 2 Documents Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
112 Woodside Dr |
3 bd · 2 ba · 1,648 sqft built 1985 · 1 acre | $167,000 Feb 2013 | $6,054 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |