York County and Kennebunkport Town property records for 18 addresses on Winter Harbor Rd, Kennebunkport, ME · Last verified October 2026
| Properties | 18 |
|---|---|
| Median Sale Price | $399,000 |
| Deeds and Mortgages on File | 9 |
| Median Price per Sqft | $161 |
| Owner Occupied | 67% |
| Median Annual Tax Bill | $4,217 |
| Median Year Built | 1989 |
| Median Ownership Tenure | 17 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2 Winter Harbor Rd |
5,680 sqft built 1970 · 1.39 acres | Assessor Updated Aug 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3 Winter Harbor Rd |
2 bd · 2 ba · 1,920 sqft built 1980 · 1.01 acres | $200,000 Nov 2011 | $3,061 2025 | Assessor + 1 Document Updated Jun 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
11 Winter Harbor Rd |
4 bd · 2 ba · 2,211 sqft built 1989 · 1.19 acres | $3,972 2025 | Assessor + 1 Document Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
14 Winter Harbor Rd |
3 bd · 3 ba · 2,307 sqft built 1938 · 1.69 acres | $4,873 2025 | Assessor Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21 Winter Harbor Rd |
2 bd · 1.5 ba · 2,243 sqft built 1978 · 1.18 acres | $4,142 2025 | Assessor Updated Aug 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22 Winter Harbor Rd |
3 bd · 3 ba · 2,497 sqft built 2021 · 3.99 acres | $7,013 2025 | Assessor Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
23 Winter Harbor Rd |
3 bd · 3.5 ba · 2,437 sqft built 2008 · 1.16 acres | $472,500 Sep 2008 | $4,478 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
28 Winter Harbor Rd |
4 bd · 2.5 ba · 1,971 sqft built 1983 · 1.49 acres | $4,039 2025 | Assessor Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
29 Winter Harbor Rd |
3 bd · 2.5 ba · 4,320 sqft built 2000 · 2.52 acres | $5,787 2025 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
35 Winter Harbor Rd |
4 bd · 4 ba · 3,261 sqft built 1997 · 0.938 acres | $525,900 Jul 2015 | $6,338 2025 | Assessor + 1 Document Updated Jun 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
36 Winter Harbor Rd |
3 bd · 2 ba · 2,152 sqft built 2016 · 2.61 acres | — Jun 2009 | $4,844 2025 | Assessor + 2 Documents Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
45 Winter Harbor Rd |
2 bd · 1 ba · 1,248 sqft built 1945 · 0.998 acres | $3,437 2025 | Assessor Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
49 Winter Harbor Rd |
3 bd · 2 ba · 1,937 sqft built 1996 · 1.79 acres | — Aug 2007 | $4,306 2025 | Assessor + 1 Document Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
50 Winter Harbor Rd |
4 bd · 2.5 ba · 2,342 sqft built 1983 · 2.99 acres | $399,000 Mar 2013 | $4,217 2025 | Assessor Updated Jun 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
52 Winter Harbor Rd |
3 bd · 1.5 ba · 1,324 sqft built 1998 · 0.978 acres | $3,281 2025 | Assessor + 1 Document Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
53 Winter Harbor Rd |
3 bd · 2.5 ba · 2,874 sqft built 1996 · 1.22 acres | $1,001 Feb 2008 | $5,097 2025 | Assessor + 1 Document Updated Aug 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
64 Winter Harbor Rd |
3 bd · 3 ba · 2,083 sqft built 1950 · 1.22 acres | — Jan 2005 | $3,911 2025 | Assessor Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
66 Winter Harbor Rd |
3 bd · 1 ba · 1,080 sqft built 1950 · 3.73 acres | — Apr 2016 | $2,777 2025 | Assessor + 1 Document Updated Aug 2026 | Owner on File Owner Occupied |