Westport Town property records for 31 addresses on Highland Rd, Westport, CT · Last verified October 2026
| Properties | 31 |
|---|---|
| Median Sale Price | $1,475,000 |
| Deeds and Mortgages on File | 49 |
| Median Price per Sqft | $480 |
| Owner Occupied | 100% |
| Median Annual Tax Bill | $11,069 |
| Median Year Built | 1956 |
| Median Ownership Tenure | 20 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1 Highland Rd |
3 bd · 2.5 ba · 1,422 sqft built 1957 · 1 acre | $575,000 Sep 2013 | $8,574 2025 | Assessor + 2 Documents Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4 Highland Rd |
4 bd · 2.5 ba · 2,556 sqft built 1965 · 2.06 acres | $1,475,000 Jul 2026 | $10,737 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5 Highland Rd |
4 bd · 4 ba · 3,919 sqft built 1951 · 1.01 acres | $1,475,000 Dec 2004 | $16,506 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
6 Highland Rd |
4 bd · 2.5 ba · 1,656 sqft built 1956 · 1.03 acres | $8,960 2025 | Assessor + 1 Document Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
7 Highland Rd |
3 bd · 3.5 ba · 1,656 sqft built 1956 · 1 acre | $445,000 Nov 1999 | $9,287 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
8 Highland Rd |
3 bd · 2 ba · 1,648 sqft built 1950 · 1.03 acres | $317,000 Oct 1994 | $7,658 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
9 Highland Rd |
4 bd · 3.5 ba · 3,283 sqft built 1951 · 1 acre | $1,100,000 Jun 2023 | $10,618 2025 | Assessor + 3 Documents Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
10 Highland Rd |
3 bd · 2.5 ba · 1,727 sqft built 1956 · 1.03 acres | $250,000 May 2000 | $9,249 2025 | Assessor + 2 Documents Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
11 Highland Rd |
3 bd · 4.5 ba · 3,185 sqft built 1951 · 1 acre | $460,000 Dec 1999 | $10,471 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
12 Highland Rd |
5 bd · 2.5 ba · 3,639 sqft built 1956 · 1.03 acres | $848,000 Aug 2019 | $11,712 2025 | Assessor + 2 Documents Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
13 Highland Rd |
3 bd · 3 ba · 2,170 sqft built 1950 · 1 acre | $1,671,000 Jun 2026 | $9,089 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
14 Highland Rd |
5 bd · 3 ba · 3,142 sqft built 1957 · 1.03 acres | $797,000 Aug 2013 | $10,450 2025 | Assessor + 2 Documents Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
15 Highland Rd |
4 bd · 3 ba · 2,784 sqft built 1952 · 1.03 acres | $400,000 Aug 1995 | $9,519 2025 | Assessor + 2 Documents Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
16 Highland Rd |
2 bd · 2.5 ba · 1,868 sqft built 1952 · 1.03 acres | $602,000 May 2014 | $8,168 2025 | Assessor + 1 Document Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
18 Highland Rd |
3 bd · 2.5 ba · 1,872 sqft built 1968 · 1.03 acres | $900,000 Jan 2023 | $8,089 2025 | Assessor + 1 Document Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
19 Highland Rd |
4 bd · 2.5 ba · 2,496 sqft built 1977 · 1.25 acres | $325,000 Dec 1992 | $7,546 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
20 Highland Rd |
4 bd · 3.5 ba · 2,507 sqft built 1960 · 1 acre | $1,090,000 Oct 2017 | $12,714 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
24 Highland Rd |
3 bd · 2.5 ba · 2,808 sqft built 1956 · 1.08 acres | $1,200,000 Aug 2022 | $11,342 2025 | Assessor + 1 Document Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
25 Highland Rd |
3 bd · 3 ba · 2,548 sqft built 1959 · 1 acre | $657,400 Jul 2002 | $10,369 2025 | Assessor + 1 Document Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
26 Highland Rd |
5 bd · 5 ba · 5,377 sqft built 2021 · 1 acre | $2,500,000 Feb 2022 | $28,166 2025 | Assessor + 3 Documents Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
28 Highland Rd |
5 bd · 3.5 ba · 3,198 sqft built 1954 · 1 acre | $265,500 Jul 1993 | $13,326 2025 | Assessor + 1 Document Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
29 Highland Rd |
5 bd · 6 ba · 6,021 sqft built 2004 · 1.06 acres | $2,425,000 Mar 2006 | $23,322 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
30 Highland Rd |
4 bd · 3.5 ba · 2,480 sqft built 1955 · 1 acre | $12,387 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
32 Highland Rd |
6 bd · 6.5 ba · 5,332 sqft built 2022 · 1.06 acres | $3,100,000 Jul 2024 | $34,444 2025 | Assessor + 6 Documents Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
33 Highland Rd |
4 bd · 4.5 ba · 2,650 sqft built 1955 · 2.2 acres | $600,000 Aug 1991 | $16,357 2025 | Assessor + 1 Document Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
34 Highland Rd |
4 bd · 3 ba · 1,649 sqft built 1955 · 1.16 acres | $410,000 Jun 1992 | $11,069 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
37 Highland Rd |
5 bd · 6.5 ba · 5,147 sqft built 2005 · 1 acre | $805,000 Jun 2005 | $24,752 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
38 Highland Rd |
5 bd · 6 ba · 6,650 sqft built 2004 · 1.16 acres | $2,500,000 Jun 2006 | $29,591 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
39 Highland Rd |
4 bd · 3 ba · 2,947 sqft built 1952 · 1.18 acres | $535,000 Jul 2000 | $13,781 2025 | Assessor + 4 Documents Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
40 Highland Rd |
5 bd · 6.5 ba · 4,212 sqft built 2019 · 1.46 acres | $2,292,575 Aug 2019 | $25,301 2025 | Assessor + 3 Documents Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
41 Highland Rd |
4 bd · 3 ba · 3,187 sqft built 1952 · 1.35 acres | $1,075,000 Feb 2021 | $15,162 2025 | Assessor + 3 Documents Updated Jul 2026 | Owner on File Owner Occupied |