Westport Town property records for 18 addresses on Sterling Dr, Westport, CT · Last verified October 2026
| Properties | 18 |
|---|---|
| Median Sale Price | $1,850,000 |
| Deeds and Mortgages on File | 29 |
| Median Price per Sqft | $950 |
| Owner Occupied | 89% |
| Median Annual Tax Bill | $19,511 |
| Median Year Built | 1954 |
| Median Ownership Tenure | 8 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2 Sterling Dr |
4 bd · 3 ba · 2,168 sqft built 1920 · 0.219 acres | $2,200,000 May 2025 | $14,692 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3 Sterling Dr |
4 bd · 3.5 ba · 2,329 sqft built 1912 · 0.2 acres | $1,850,000 Jul 2023 | $16,489 2025 | Assessor + 3 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4 Sterling Dr |
3 bd · 3 ba · 2,669 sqft built 1920 · 0.28 acres | $1,685,000 Sep 2013 | $19,609 2025 | Assessor + 2 Documents Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5 Sterling Dr |
3 bd · 4 ba · 1,977 sqft built 1947 · 0.18 acres | $1,025,000 Nov 2019 | $14,309 2025 | Assessor + 1 Document Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
7 Sterling Dr |
4 bd · 4 ba · 1,996 sqft built 1919 · 0.1 acres | $585,000 Jul 2020 | $15,441 2025 | Assessor + 3 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
8 Sterling Dr |
3 bd · 3.5 ba · 1,675 sqft built 1925 · 0.11 acres | $1,295,000 May 2006 | $14,145 2025 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
9 Sterling Dr |
4 bd · 3 ba · 2,976 sqft built 2023 · 0.11 acres | $820,000 Aug 2020 | $23,383 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
10 Sterling Dr |
4 bd · 2 ba · 2,124 sqft built 1954 · 0.11 acres | $1,600,000 Aug 2006 | $17,104 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
11 Sterling Dr |
3 bd · 3 ba · 3,642 sqft built 1928 · 0.219 acres | $1,375,000 Jun 2005 | $23,879 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
12 Sterling Dr |
4 bd · 3.5 ba · 1,900 sqft built 2019 · 0.11 acres | $3,725,000 Sep 2024 | $34,335 2025 | Assessor + 2 Documents Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
15 Sterling Dr |
3 bd · 3.5 ba · 2,208 sqft built 1956 · 0.11 acres | $1,550,000 Dec 2014 | $17,947 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
19 Sterling Dr |
4 bd · 5.5 ba · 2,555 sqft built 2012 · 0.11 acres | $2,300,000 Apr 2013 | $30,499 2025 | Assessor + 3 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21 Sterling Dr |
3 bd · 3.5 ba · 1,860 sqft built 1924 · 0.11 acres | $1,400,000 Jun 2014 | $19,509 2025 | Assessor + 3 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22 Sterling Dr |
3 bd · 2 ba · 1,788 sqft built 1955 · 0.11 acres | $1,700,000 May 2022 | $17,280 2025 | Assessor + 1 Document Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
23 Sterling Dr |
6 bd · 5.5 ba · 3,989 sqft built 2018 · 0.289 acres | $1,475,000 Aug 2011 | $44,698 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
24 Sterling Dr |
5 bd · 5.5 ba · 3,819 sqft built 2014 · 0.339 acres | $6,000,000 Jul 2022 | $33,107 2025 | Assessor + 3 Documents Updated Jul 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
25 Sterling Dr |
4 bd · 3.5 ba · 2,258 sqft built 2002 · 0.169 acres | $3,250,000 Jul 2018 | $40,217 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
26 Sterling Dr |
4 bd · 3 ba · 2,235 sqft built 1947 · 0.18 acres | $1,425,000 Apr 2007 | $19,511 2025 | Assessor + 1 Document Updated Aug 2026 | Owner on File Owner Occupied |