Santa Clara County property records for 41 addresses on Winterpark Way, San Jose, CA · Last verified October 2026
| Properties | 41 |
|---|---|
| Median Sale Price | $787,500 |
| Deeds and Mortgages on File | 44 |
| Median Price per Sqft | $582 |
| Owner Occupied | 71% |
| Median Annual Tax Bill | $6,928 |
| Median Year Built | 1965 |
| Median Ownership Tenure | 15 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1811 Winterpark Way |
4 bd · 3 ba · 2,059 sqft built 1965 · 0.2 acres | $250,000 Aug 2016 | $12,689 2025 | Assessor + 4 Documents Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1812 Winterpark Way |
5 bd · 4 ba · 1,947 sqft built 1965 · 0.195 acres | $425,000 Mar 2003 | $12,510 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1819 Winterpark Way |
2 bd · 2 ba · 1,094 sqft built 1967 · 0.123 acres | $475,000 Sep 2016 | $6,928 2025 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1820 Winterpark Way |
3 bd · 2 ba · 1,283 sqft built 1965 · 0.123 acres | — Dec 2004 | $2,510 2025 | Assessor Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1827 Winterpark Way |
4 bd · 2 ba · 1,352 sqft built 1965 · 0.114 acres | $580,000 Apr 2019 | $15,040 2025 | Assessor + 7 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1828 Winterpark Way |
4 bd · 2 ba · 1,352 sqft built 1965 · 0.114 acres | $460,000 Mar 2013 | $9,727 2025 | Assessor + 2 Documents Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1835 Winterpark Way |
3 bd · 2 ba · 1,283 sqft built 1965 · 0.114 acres | $3,267 2025 | Assessor + 1 Document Updated Aug 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1836 Winterpark Way |
6 bd · 3 ba · 1,820 sqft built 1965 · 0.114 acres | $267,000 Apr 2009 | $8,870 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1843 Winterpark Way |
3 bd · 2 ba · 1,283 sqft built 1965 · 0.123 acres | $150,000 Nov 1988 | $3,725 2025 | Assessor Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1844 Winterpark Way |
3 bd · 2 ba · 1,283 sqft built 1965 · 0.123 acres | $440,000 Jun 2014 | $8,726 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1851 Winterpark Way |
4 bd · 2 ba · 1,352 sqft built 1965 · 0.114 acres | $670,000 Jul 2017 | $12,230 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1852 Winterpark Way |
4 bd · 2 ba · 1,352 sqft built 1965 · 0.114 acres | $787,500 Jun 2019 | $13,061 2025 | Assessor + 3 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1859 Winterpark Way |
3 bd · 2 ba · 1,283 sqft built 1965 · 0.114 acres | — Dec 2012 | $5,312 2025 | Assessor Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1860 Winterpark Way |
3 bd · 2 ba · 1,283 sqft built 1965 · 0.114 acres | $177,500 Sep 2015 | $5,949 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1867 Winterpark Way |
2 bd · 2 ba · 1,094 sqft built 1967 · 0.123 acres | $3,191 2025 | Assessor Updated Aug 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1868 Winterpark Way |
4 bd · 2 ba · 1,352 sqft built 1965 · 0.123 acres | $6,461 2025 | Assessor Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1875 Winterpark Way |
3 bd · 2 ba · 1,283 sqft built 1965 · 0.114 acres | $226,500 Sep 2004 | $10,194 2025 | Assessor Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1876 Winterpark Way |
4 bd · 2 ba · 1,352 sqft built 1966 · 0.114 acres | $310,000 Jul 2011 | $6,804 2025 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1883 Winterpark Way |
3 bd · 2 ba · 1,283 sqft built 1965 · 0.114 acres | $6,028 2025 | Assessor + 2 Documents Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1884 Winterpark Way |
3 bd · 2 ba · 1,283 sqft built 1965 · 0.114 acres | $170,000 Jun 1994 | $5,521 2025 | Assessor + 2 Documents Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1891 Winterpark Way |
4 bd · 2 ba · 1,352 sqft built 1965 · 0.123 acres | $3,246 2025 | Assessor + 2 Documents Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1892 Winterpark Way |
5 bd · 3 ba · 1,553 sqft built 1966 · 0.123 acres | $925,000 Nov 2022 | $14,136 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1898 Winterpark Way |
4 bd · 2 ba · 1,352 sqft built 1966 · 0.114 acres | $275,000 May 2011 | $6,334 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1899 Winterpark Way |
3 bd · 2 ba · 1,283 sqft built 1965 · 0.114 acres | $2,510 2025 | Assessor Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1906 Winterpark Way |
4 bd · 2 ba · 1,352 sqft built 1966 · 0.114 acres | $2,444 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1907 Winterpark Way |
4 bd · 2 ba · 1,352 sqft built 1965 · 0.114 acres | — Aug 1989 | $4,161 2025 | Assessor Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1914 Winterpark Way |
3 bd · 2 ba · 1,283 sqft built 1966 · 0.123 acres | $403,792 Apr 2014 | $8,824 2025 | Assessor + 1 Document Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1915 Winterpark Way |
2 bd · 2 ba · 1,310 sqft built 1967 · 0.126 acres | $3,898 2025 | Assessor Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1922 Winterpark Way |
4 bd · 2 ba · 1,352 sqft built 1965 · 0.114 acres | $308,000 Dec 2000 | $7,793 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1923 Winterpark Way |
3 bd · 2 ba · 1,283 sqft built 1965 · 0.114 acres | $360,000 May 2008 | $7,876 2025 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1930 Winterpark Way |
3 bd · 2 ba · 1,283 sqft built 1965 · 0.114 acres | $430,000 Sep 2003 | $9,558 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1931 Winterpark Way |
4 bd · 2 ba · 1,352 sqft built 1965 · 0.114 acres | $653,000 Jun 2006 | $13,239 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1938 Winterpark Way |
3 bd · 2 ba · 1,283 sqft built 1965 · 0.121 acres | $111,500 Nov 2011 | $6,922 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1939 Winterpark Way |
4 bd · 2 ba · 1,352 sqft built 1965 · 0.121 acres | $1,030,000 Aug 2021 | $15,257 2025 | Assessor + 2 Documents Updated Aug 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1946 Winterpark Way |
4 bd · 2 ba · 1,352 sqft built 1965 · 0.137 acres | $653,000 Apr 2017 | $11,608 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1947 Winterpark Way |
4 bd · 2 ba · 1,352 sqft built 1965 · 0.121 acres | $249,000 Dec 1995 | $5,974 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1953 Winterpark Way |
3 bd · 2 ba · 1,283 sqft built 1965 · 0.114 acres | — Feb 1995 | $4,029 2025 | Assessor Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1965 Winterpark Way |
3 bd · 2 ba · 1,094 sqft built 1967 · 0.126 acres | $23,500 Oct 2005 | $11,305 2025 | Assessor Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1977 Winterpark Way |
4 bd · 2 ba · 1,352 sqft built 1965 · 0.114 acres | $985,000 Jul 2022 | $14,932 2025 | Assessor + 5 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1989 Winterpark Way |
3 bd · 2 ba · 1,283 sqft built 1965 · 0.114 acres | $265,000 Dec 2010 | $6,170 2025 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1997 Winterpark Way |
4 bd · 2 ba · 1,352 sqft built 1965 · 0.142 acres | $156,000 Aug 2016 | $9,750 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |