New Haven City property records for 25 addresses on Highland St, New Haven, CT · Last verified October 2026
| Properties | 25 |
|---|---|
| Median Sale Price | $439,900 |
| Deeds and Mortgages on File | 23 |
| Median Price per Sqft | $136 |
| Owner Occupied | 68% |
| Median Annual Tax Bill | $10,054 |
| Median Year Built | 1915 |
| Median Ownership Tenure | 21 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21 Highland St |
8 bd · 5 ba · 6,075 sqft built 1920 · 0.493 acres | $1,700,000 May 2009 | $51,398 2026 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22 Highland St |
5 bd · 2.5 ba · 2,741 sqft built 1900 · 0.089 acres | $147,500 Jun 1985 | $18,107 2026 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
24 Highland St |
4 bd · 3.5 ba · 2,796 sqft built 1903 · 0.119 acres | $735,000 Jun 2019 | $20,362 2026 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
31 Highland St |
6 bd · 4.5 ba · 5,332 sqft built 1917 · 0.58 acres | $525,000 Sep 1989 | $41,350 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
32 Highland St |
4 bd · 3.5 ba · 2,900 sqft built 1927 · 0.421 acres | $530,000 Aug 1999 | $26,068 2026 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
35 Highland St |
6 bd · 4 ba · 4,094 sqft built 1915 · 0.58 acres | $1,500,000 Jan 2021 | $30,502 2026 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
44 Highland St |
5 bd · 4 ba · 4,260 sqft built 1906 · 0.47 acres | $399,000 Jul 1988 | $25,073 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
55 Highland St |
5 bd · 7.5 ba · 7,763 sqft built 1900 · 0.474 acres | $890,000 Jan 2002 | $61,939 2026 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
150 Highland St |
5,811 sqft built 1920 · 0.171 acres | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
211 Highland St |
6 bd · 3.5 ba · 3,556 sqft built 1923 · 0.419 acres | $376,000 Nov 2020 | $11,553 2026 | Assessor + 2 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
215 Highland St |
4 bd · 2.5 ba · 2,413 sqft built 1937 · 0.23 acres | $38,000 May 1976 | $8,610 2026 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
221 Highland St |
6 bd · 3 ba · 1,963 sqft built 1939 · 0.23 acres | $95,000 May 1994 | $8,353 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
227 Highland St |
3 bd · 1.5 ba · 2,200 sqft built 1930 · 0.269 acres | $199,000 Jul 1988 | $8,859 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
233 Highland St |
4 bd · 1 ba · 2,200 sqft built 1931 · 0.339 acres | $407,000 Dec 2022 | $8,185 2026 | Assessor + 2 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
245 Highland St |
6 bd · 3 ba · 3,682 sqft built 1920 · 0.28 acres | $5,595 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
249 Highland St |
6 bd · 3 ba · 3,674 sqft built 1900 · 0.23 acres | $296,000 Jan 2005 | $10,079 2026 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
253 Highland St |
0.13 acres | $1,992 2026 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
257 Highland St |
9 bd · 3 ba · 3,735 sqft built 1900 · 0.15 acres | $35,000 Jan 1997 | $10,054 2026 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
258 Highland St |
6 bd · 3 ba · 3,360 sqft built 1900 · 0.119 acres | $439,900 Sep 2024 | $9,077 2026 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
262 Highland St |
6 bd · 3 ba · 3,360 sqft built 1900 · 0.119 acres | $457,500 Jul 2024 | $7,105 2026 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
266 Highland St |
3 bd · 3 ba · 1,144 sqft built 1954 · 0.16 acres | $280,000 Sep 2024 | $6,319 2026 | Assessor + 3 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
279 Highland St |
9 bd · 3 ba · 4,032 sqft built 1900 · 0.11 acres | $365,000 Apr 2023 | $10,476 2026 | Assessor + 4 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
283 Highland St |
9 bd · 3 ba · 4,032 sqft built 1900 · 0.11 acres | $165,000 Oct 2004 | $7,838 2026 | Assessor Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
284 Highland St |
0.039 acres | $84 2026 | Assessor Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
287 Highland St |
9 bd · 3 ba · 4,032 sqft built 1900 · 0.119 acres | $445,000 Oct 2023 | $7,998 2026 | Assessor + 3 Documents Updated Oct 2026 | Owner on File Owner Occupied |