Kennebec County and Winslow Town property records for 21 addresses on Whippoorwill Dr, Winslow, ME · Last verified October 2026
| Properties | 21 |
|---|---|
| Median Sale Price | $325,000 |
| Deeds and Mortgages on File | 23 |
| Median Price per Sqft | $215 |
| Owner Occupied | 71% |
| Median Annual Tax Bill | $4,666 |
| Median Year Built | 2007 |
| Median Ownership Tenure | 7 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1 Whippoorwill Dr |
2 bd · 2 ba · 1,508 sqft built 2006 · 8.85 acres | $285,000 Sep 2021 | $4,623 2025 | Assessor + 2 Documents Updated Jun 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2 Whippoorwill Dr |
2 bd · 2 ba · 1,508 sqft built 2007 | $62,500 Aug 2022 | $4,623 2025 | Assessor + 2 Documents Updated Jun 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3 Whippoorwill Dr |
2 bd · 2 ba · 1,508 sqft built 2006 | $200,000 Feb 2019 | $4,666 2025 | Assessor + 1 Document Updated Jun 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4 Whippoorwill Dr |
2 bd · 2 ba · 1,508 sqft built 2007 | $355,000 May 2026 | $4,672 2025 | Assessor + 2 Documents Updated Jun 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5 Whippoorwill Dr |
2 bd · 2 ba · 1,508 sqft built 2006 | $818,500 Jul 2026 | $4,724 2025 | Assessor + 2 Documents Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
6 Whippoorwill Dr |
2 bd · 2 ba · 1,508 sqft built 2009 | $131,300 Dec 2014 | $4,715 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
7 Whippoorwill Dr |
2 bd · 2 ba · 1,508 sqft built 2007 | $4,623 2025 | Assessor Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
8 Whippoorwill Dr |
2 bd · 2 ba · 1,508 sqft built 2009 | — Nov 2009 | $4,654 2025 | Assessor + 1 Document Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
9 Whippoorwill Dr |
2 bd · 2 ba · 1,508 sqft built 2006 | — Jun 2017 | $4,623 2025 | Assessor + 1 Document Updated Jun 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
10 Whippoorwill Dr |
2 bd · 2 ba · 1,508 sqft built 2010 | $189,610 Dec 2010 | $4,666 2025 | Assessor Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
11 Whippoorwill Dr |
2 bd · 2.5 ba · 1,508 sqft built 2007 | $4,860 2025 | Assessor Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
12 Whippoorwill Dr |
2 bd · 2 ba · 1,508 sqft built 2010 | $184,000 Oct 2017 | $4,794 2025 | Assessor + 1 Document Updated Jun 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
13 Whippoorwill Dr |
2 bd · 2 ba · 1,508 sqft built 2007 | — Jul 2019 | $4,663 2025 | Assessor + 2 Documents Updated Jun 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
14 Whippoorwill Dr |
2 bd · 2 ba · 1,508 sqft built 2010 | $325,000 Jan 2024 | $4,691 2025 | Assessor + 5 Documents Updated Jun 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
15 Whippoorwill Dr |
2 bd · 2 ba · 1,508 sqft built 2007 | — Aug 2007 | $4,623 2025 | Assessor + 1 Document Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
16 Whippoorwill Dr |
2 bd · 2 ba · 1,508 sqft built 2010 | $350,000 Aug 2024 | $4,783 2025 | Assessor + 1 Document Updated Jun 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
17 Whippoorwill Dr |
2 bd · 2 ba · 1,508 sqft built 2007 | $81,300 Feb 2007 | $4,773 2025 | Assessor + 1 Document Updated Jun 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
18 Whippoorwill Dr |
2 bd · 2 ba · 1,508 sqft built 2011 | $4,777 2025 | Assessor Updated Aug 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
19 Whippoorwill Dr |
2 bd · 2 ba · 1,508 sqft built 2007 | $300,000 May 2024 | $4,593 2025 | Assessor Updated Jun 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
20 Whippoorwill Dr |
2 bd · 2 ba · 1,508 sqft built 2011 | $180,000 Jan 2012 | $4,669 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22 Whippoorwill Dr |
1 bd · 1 ba · 1,080 sqft built 2013 | $3,450 2025 | Assessor Updated Aug 2026 | Owner on File Owner Occupied |