Dutchess County and Pine Plains Town property records for 8 addresses on Pioneer Dr, Pine Plains, NY · Last verified October 2026
| Properties | 8 |
|---|---|
| Median Sale Price | $264,500 |
| Deeds and Mortgages on File | 7 |
| Median Price per Sqft | $123 |
| Owner Occupied | 88% |
| Median Annual Tax Bill | $4,637 |
| Median Year Built | 1987 |
| Median Ownership Tenure | 9 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
15 Pioneer Dr |
3 bd · 2 ba · 1,837 sqft built 1987 · 0.55 acres | $3,384 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
27 Pioneer Dr |
3 bd · 2 ba · 1,540 sqft built 1985 · 0.61 acres | $190,000 Jul 2017 | $5,735 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
30 Pioneer Dr |
3 bd · 1.5 ba · 1,453 sqft built 1988 · 0.65 acres | $4,514 2025 | Assessor Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
31 Pioneer Dr |
896 sqft built 1981 · 0.61 acres | $82,000 Jan 2002 | $1,659 2025 | Assessor Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
34 Pioneer Dr |
3 bd · 1.5 ba · 1,374 sqft built 1987 · 0.53 acres | $264,500 Jan 2021 | $4,637 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
35 Pioneer Dr |
4 bd · 2.5 ba · 2,856 sqft built 1987 · 1.23 acres | $315,000 Jul 2009 | $4,774 2025 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
38 Pioneer Dr |
2 bd · 1 ba · 864 sqft built 1985 · 0.569 acres | $282,000 Jun 2024 | $4,154 2025 | Assessor + 3 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
43 Pioneer Dr |
4 bd · 3 ba · 2,199 sqft built 1989 · 1.33 acres | $157,500 Aug 2000 | $9,057 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |