Santa Clara County property records for 20 addresses on Chessington Dr, San Jose, CA · Last verified October 2026
| Properties | 20 |
|---|---|
| Median Sale Price | $1,150,000 |
| Deeds and Mortgages on File | 28 |
| Median Price per Sqft | $599 |
| Owner Occupied | 85% |
| Median Annual Tax Bill | $10,709 |
| Median Year Built | 1990 |
| Median Ownership Tenure | 24 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1264 Chessington Dr |
4 bd · 3 ba · 1,918 sqft built 1990 · 0.087 acres | $351,000 Dec 1997 | $8,643 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1268 Chessington Dr |
4 bd · 2.5 ba · 1,578 sqft built 1990 · 0.087 acres | $275,000 Apr 1994 | $7,418 2025 | Assessor + 2 Documents Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1272 Chessington Dr |
4 bd · 3 ba · 1,918 sqft built 1990 · 0.087 acres | $1,150,000 Mar 2017 | $18,917 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1276 Chessington Dr |
3 bd · 2.5 ba · 1,393 sqft built 1989 · 0.087 acres | $590,000 May 2004 | $12,015 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1280 Chessington Dr |
4 bd · 3 ba · 1,918 sqft built 1990 · 0.087 acres | $570,000 Dec 2002 | $11,850 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1284 Chessington Dr |
4 bd · 2.5 ba · 1,578 sqft built 1990 · 0.087 acres | $545,000 Mar 2002 | $11,596 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1288 Chessington Dr |
4 bd · 3 ba · 1,918 sqft built 1990 · 0.087 acres | $662,000 Dec 2008 | $12,185 2025 | Assessor + 1 Document Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1292 Chessington Dr |
4 bd · 2.5 ba · 1,578 sqft built 1990 · 0.087 acres | $700,000 Apr 2005 | $13,798 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1296 Chessington Dr |
4 bd · 3 ba · 1,918 sqft built 1990 · 0.087 acres | $1,310,000 Feb 2019 | $19,837 2025 | Assessor + 4 Documents Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1300 Chessington Dr |
3 bd · 2.5 ba · 1,393 sqft built 1989 · 0.087 acres | — Mar 2003 | $8,026 2025 | Assessor Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1304 Chessington Dr |
4 bd · 3 ba · 1,918 sqft built 1990 · 0.087 acres | — Nov 1989 | $9,904 2025 | Assessor Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1307 Chessington Dr |
4 bd · 3 ba · 1,918 sqft built 1990 · 0.087 acres | $350,000 Dec 1997 | $8,536 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1308 Chessington Dr |
4 bd · 2.5 ba · 1,578 sqft built 1990 · 0.087 acres | $37,000 Jun 1999 | $10,019 2025 | Assessor + 1 Document Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1311 Chessington Dr |
4 bd · 2.5 ba · 1,578 sqft built 1990 · 0.087 acres | $298,000 Jan 1997 | $7,709 2025 | Assessor + 1 Document Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1312 Chessington Dr |
4 bd · 3 ba · 1,918 sqft built 1990 · 0.087 acres | — Jun 2020 | $9,320 2025 | Assessor + 3 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1315 Chessington Dr |
4 bd · 3 ba · 1,918 sqft built 1990 · 0.087 acres | $388,500 Jun 1998 | $9,300 2025 | Assessor + 1 Document Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1316 Chessington Dr |
4 bd · 2.5 ba · 1,578 sqft built 1990 · 0.087 acres | $1,340,000 Feb 2020 | $19,802 2025 | Assessor + 5 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1319 Chessington Dr |
3 bd · 2.5 ba · 1,393 sqft built 1989 · 0.087 acres | $1,150,000 Oct 2017 | $17,851 2025 | Assessor + 5 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1320 Chessington Dr |
4 bd · 2.5 ba · 1,578 sqft built 1990 · 0.087 acres | $266,500 Sep 1995 | $7,087 2025 | Assessor Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1323 Chessington Dr |
4 bd · 3 ba · 1,918 sqft built 1990 · 0.087 acres | $430,000 Jun 1999 | $10,709 2025 | Assessor Updated Oct 2026 | Owner on File |