Santa Clara County property records for 14 addresses on Chesley Dr, San Jose, CA · Last verified October 2026
| Properties | 14 |
|---|---|
| Median Sale Price | $1,220,000 |
| Deeds and Mortgages on File | 17 |
| Median Price per Sqft | $991 |
| Owner Occupied | 79% |
| Median Annual Tax Bill | $13,032 |
| Median Year Built | 1963 |
| Median Ownership Tenure | 19 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2153 Chesley Dr |
3 bd · 2 ba · 1,256 sqft built 1963 · 0.14 acres | $1,342,000 Aug 2020 | $19,805 2025 | Assessor + 2 Documents Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2165 Chesley Dr |
5 bd · 2.5 ba · 1,557 sqft built 1963 · 0.126 acres | $310,000 Jul 1997 | $8,001 2025 | Assessor + 2 Documents Updated Aug 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2179 Chesley Dr |
3 bd · 2 ba · 1,181 sqft built 1963 · 0.126 acres | $510,000 May 2002 | $11,120 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2191 Chesley Dr |
4 bd · 2 ba · 1,354 sqft built 1963 · 0.126 acres | $290,000 Jul 1991 | $7,994 2025 | Assessor Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2203 Chesley Dr |
3 bd · 2 ba · 1,256 sqft built 1963 · 0.126 acres | $614,000 Aug 2004 | $13,032 2025 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2213 Chesley Dr |
4 bd · 2 ba · 1,354 sqft built 1963 · 0.126 acres | $680,000 Mar 2013 | $12,079 2025 | Assessor + 5 Documents Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2235 Chesley Dr |
5 bd · 2.5 ba · 1,557 sqft built 1963 · 0.126 acres | $680,000 Mar 2012 | $13,028 2025 | Assessor + 2 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2243 Chesley Dr |
3 bd · 2 ba · 1,230 sqft built 1963 · 0.126 acres | $1,815,000 Jul 2026 | $14,328 2025 | Assessor + 3 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2249 Chesley Dr |
4 bd · 2 ba · 1,354 sqft built 1963 · 0.126 acres | $110,500 Jul 1988 | $6,808 2025 | Assessor Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2253 Chesley Dr |
5 bd · 2.5 ba · 1,557 sqft built 1963 · 0.126 acres | $744,000 Oct 2007 | $13,903 2025 | Assessor Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2261 Chesley Dr |
3 bd · 2 ba · 1,256 sqft built 1963 · 0.127 acres | $30,000 Jan 1995 | $5,352 2025 | Assessor Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2269 Chesley Dr |
3 bd · 2 ba · 1,230 sqft built 1963 · 0.131 acres | $1,220,000 Dec 2019 | $18,335 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2281 Chesley Dr |
3 bd · 2 ba · 1,371 sqft built 1963 · 0.133 acres | $1,800,000 Apr 2022 | $25,486 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2293 Chesley Dr |
3 bd · 2 ba · 1,230 sqft built 1963 · 0.149 acres | $360,000 Nov 1999 | $19,082 2025 | Assessor Updated Oct 2026 | Owner on File |