Dutchess County, Dover Town and Amenia Town property records for 21 addresses on Benson Hill Rd, Dover Plains, NY · Last verified October 2026
| Properties | 21 |
|---|---|
| Median Sale Price | $199,000 |
| Deeds and Mortgages on File | 15 |
| Median Price per Sqft | $121 |
| Owner Occupied | 71% |
| Median Annual Tax Bill | $5,403 |
| Median Year Built | 1982 |
| Median Ownership Tenure | 10 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2 Benson Hill Rd |
3 bd · 1.5 ba · 1,152 sqft built 1990 · 0.089 acres | $199,000 Jan 2006 | $3,414 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
15 Benson Hill Rd |
3 bd · 1.5 ba · 1,620 sqft built 1926 · 0.639 acres | $5,403 2025 | Assessor Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
19 Benson Hill Rd |
4 bd · 2 ba · 2,232 sqft built 1900 · 2 acres | $80,000 Nov 2016 | $4,732 2025 | Assessor Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
39 Benson Hill Rd |
4 bd · 2.5 ba · 792 sqft built 1958 · 1.4 acres | $3,844 2025 | Assessor Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
75 Benson Hill Rd |
3 bd · 2.5 ba · 3,824 sqft built 1987 · 7.1 acres | $466,000 Nov 2024 | $8,469 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
117, #120 Benson Hill Rd |
9 bd · 3 ba · 4,257 sqft built 1900 · 146 acres | $10,050 2025 | Assessor + 1 Document Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
154 Benson Hill Rd |
4 bd · 2.5 ba · 3,158 sqft built 1982 · 4.06 acres | $8,656 2025 | Assessor Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
198 Benson Hill Rd |
4 bd · 2.5 ba · 1,656 sqft built 1987 · 1.06 acres | $409,000 Sep 2025 | $5,923 2025 | Assessor + 3 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
199 Benson Hill Rd |
6 bd · 2.5 ba · 3,690 sqft built 1930 · 1 acre | $60,000 Feb 2007 | $5,204 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
224 Benson Hill Rd |
3 bd · 3 ba · 1,352 sqft built 1994 · 1 acre | $5,790 2025 | Assessor + 2 Documents Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
225 Benson Hill Rd |
3 bd · 1 ba · 1,536 sqft built 1952 · 141 acres | $274 2025 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
233 Benson Hill Rd |
273 sqft built 1982 · 1.76 acres | $1,181 2025 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
245 Benson Hill Rd |
4 bd · 4 ba · 2,822 sqft built 1990 · 1 acre | $170,000 Jun 2000 | $6,723 2025 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
253 Benson Hill Rd |
3 bd · 1 ba · 992 sqft built 1959 · 0.319 acres | $205,000 Jan 2021 | $4,299 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
259 Benson Hill Rd |
3 bd · 2 ba · 1,456 sqft built 1989 · 1 acre | $5,210 2025 | Assessor + 1 Document Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
277 Benson Hill Rd |
23.8 acres | — May 1999 | $567 2025 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
287 Benson Hill Rd |
3 bd · 2 ba · 2,112 sqft built 1998 · 1 acre | $42,000 Aug 1998 | $6,431 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
288 Benson Hill Rd |
2 bd · 2 ba · 1,232 sqft built 2003 · 4.03 acres | $78,933 Oct 2024 | $6,673 2025 | Assessor + 3 Documents Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
300 Benson Hill Rd |
3 bd · 2 ba · 1,698 sqft built 1967 · 0.639 acres | $55,000 Jul 2020 | $6,406 2025 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
310 Benson Hill Rd |
3 bd · 1 ba · 1,572 sqft built 1960 · 0.639 acres | $5,472 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
320 Benson Hill Rd |
4 bd · 1.5 ba · 1,200 sqft built 1961 · 2 acres | $5,286 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File Owner Occupied |