Highland Oaks is a circa-1957 Los Gatos tract of 46 homes. Every home and recorded sale in it is indexed below.
| Address | Type | Specs | Lot sq ft | Last sale |
|---|---|---|---|---|
| 104 Oakpark Dr | Single family | 4 bd · 4 ba · 1,941 sf · built 1957 | 6,695 | $2.56M · 2025 |
| 219 Oak Wood Way | Single family | 3 bd · 2 ba · 1,154 sf · built 1959 | 6,600 | $2.2M · 2024 |
| 152 Oakmont Way | Single family | 4 bd · 2 ba · 1,694 sf · built 1957 | 8,170 | $2.39M · 2024 |
| 126 Highland Oaks Way | Single family | 4 bd · 2 ba · 1,691 sf · built 1957 | 10,800 | $2.48M · 2023 |
| 136 Oakmont Way | Single family | 5 bd · 3 ba · 2,060 sf · built 1957 | 7,128 | $2.28M · 2023 |
| 245 Highland Oaks Dr | Single family | 3 bd · 2 ba · 1,136 sf · built 1957 | 6,762 | $2.2M · 2022 |
| 147 Highland Oaks Dr | Single family | 3 bd · 2 ba · 1,136 sf · built 1957 | 6,120 | $1.75M · 2021 |
| 249 Oakdale Dr | Single family | 3 bd · 2 ba · 1,154 sf · built 1959 | 7,128 | $1.69M · 2021 |
| 100 Highland Oaks Dr | Single family | 4 bd · 2 ba · 1,232 sf · built 1957 | 7,800 | $1.63M · 2021 |
| 144 Oakmont Way | Single family | 4 bd · 3 ba · 1,730 sf · built 1957 | 8,658 | $1.36M · 2019 |
| 200 Highland Oaks Dr | Single family | 4 bd · 2 ba · 1,232 sf · built 1957 | 11,500 | $1.25M · 2017 |
| 210 Highland Oaks Dr | Single family | 4 bd · 2 ba · 1,232 sf · built 1957 | 6,400 | $1.16M · 2016 |
| Address | Type | Specs | Lot sq ft | Last sale |
|---|---|---|---|---|
| 100 Highland Oaks Dr | Single family | 4 bd · 2 ba · 1,232 sf · built 1957 | 7,800 | $1.63M · 2021 |
| 100 Oakpark Dr | Single family | 4 bd · 2 ba · 1,232 sf · built 1957 | 7,420 | — |
| 101 Highland Oaks Dr | Multi-family | 2,660 sf · built 1962 | 8,330 | $1.4M · 2015 |
| 104 Oakpark Dr | Single family | 4 bd · 4 ba · 1,941 sf · built 1957 | 6,695 | $2.56M · 2025 |
| 108 Oakpark Dr | Single family | 3 bd · 2 ba · 1,136 sf · built 1957 | 6,592 | — |
| 110 Highland Oaks Way | Single family | 3 bd · 2 ba · 1,136 sf · built 1957 | 8,625 | — |
| 115 Highland Oaks Dr | Multi-family | 1,698 sf · built 1962 | 8,514 | $130K · 1997 |
| 116 Oakpark Dr | Single family | 3 bd · 3 ba · 2,176 sf · built 1957 | 7,820 | $444K · 1998 |
| 118 Highland Oaks Way | Single family | 4 bd · 2 ba · 1,232 sf · built 1957 | 7,910 | — |
| 120 Oakpark Dr | Single family | 3 bd · 3 ba · 2,145 sf · built 1959 | 7,772 | — |
| 126 Highland Oaks Way | Single family | 4 bd · 2 ba · 1,691 sf · built 1957 | 10,800 | $2.48M · 2023 |
| 130 Highland Oaks Way | Single family | 4 bd · 4 ba · 2,313 sf · built 1957 | 8,000 | $835K · 2006 |
| 136 Oakmont Way | Single family | 5 bd · 3 ba · 2,060 sf · built 1957 | 7,128 | $2.28M · 2023 |
| 139 Highland Oaks Dr | Single family | 3 bd · 2 ba · 1,136 sf · built 1957 | 5,940 | — |
| 140 Oakmont Way | Single family | 4 bd · 2 ba · 1,694 sf · built 1957 | 8,466 | $1.09M · 2013 |
| 143 Highland Oaks Dr | Single family | 4 bd · 2 ba · 1,232 sf · built 1957 | 5,940 | $857K · 2013 |
| 144 Oakmont Way | Single family | 4 bd · 3 ba · 1,730 sf · built 1957 | 8,658 | $1.36M · 2019 |
| 147 Highland Oaks Dr | Single family | 3 bd · 2 ba · 1,136 sf · built 1957 | 6,120 | $1.75M · 2021 |
| 148 Oakmont Way | Single family | 6 bd · 4 ba · 2,297 sf · built 1957 | 9,408 | $675K · 2011 |
| 151 Highland Oaks Dr | Single family | 4 bd · 2 ba · 1,232 sf · built 1957 | 6,960 | — |
| 152 Oakmont Way | Single family | 4 bd · 2 ba · 1,694 sf · built 1957 | 8,170 | $2.39M · 2024 |
| 160 Highland Oaks Dr | Single family | 3 bd · 2 ba · 1,672 sf · built 1957 | 9,035 | $314K · 1996 |
| 167 Highland Oaks Dr | Single family | 4 bd · 3 ba · 2,356 sf · built 1957 | 9,525 | $1.13M · 2014 |
| 200 Highland Oaks Dr | Single family | 4 bd · 2 ba · 1,232 sf · built 1957 | 11,500 | $1.25M · 2017 |
| 203 Oak Wood Way | Single family | 3 bd · 2 ba · 1,781 sf · built 1959 | 8,190 | $405K · 1998 |
| 207 Oak Wood Way | Single family | 3 bd · 2 ba · 1,224 sf · built 1960 | 6,600 | $738K · 2011 |
| 210 Highland Oaks Dr | Single family | 4 bd · 2 ba · 1,232 sf · built 1957 | 6,400 | $1.16M · 2016 |
| 211 Oak Wood Way | Single family | 3 bd · 3 ba · 1,685 sf · built 1959 | 8,500 | $842K · 2008 |
| 215 Oak Wood Way | Single family | 3 bd · 2 ba · 1,154 sf · built 1959 | 7,488 | — |
| 217 Oak Wood Way | Single family | 4 bd · 3 ba · 2,098 sf · built 1959 | 7,500 | $1.25M · 2007 |
| 219 Oak Wood Way | Single family | 3 bd · 2 ba · 1,154 sf · built 1959 | 6,600 | $2.2M · 2024 |
| 221 Oak Wood Way | Single family | 5 bd · 5 ba · 4,244 sf · built 2021 | 7,000 | $773K · 2012 |
| 224 Highland Oaks Dr | Single family | 4 bd · 2 ba · 1,232 sf · built 1957 | 6,500 | — |
| 228 Highland Oaks Dr | Single family | 3 bd · 2 ba · 1,136 sf · built 1957 | 6,500 | — |
| 232 Highland Oaks Dr | Single family | 3 bd · 2 ba · 1,136 sf · built 1957 | 6,643 | — |
| 236 Highland Oaks Dr | Single family | 4 bd · 3 ba · 1,620 sf · built 1957 | 7,957 | $356K · 1999 |
| 244 Highland Oaks Dr | Single family | 3 bd · 1 ba · 1,251 sf · built 1960 | 7,480 | $500K · 2000 |
| 245 Highland Oaks Dr | Single family | 3 bd · 2 ba · 1,136 sf · built 1957 | 6,762 | $2.2M · 2022 |
| 248 Highland Oaks Dr | Single family | 4 bd · 2 ba · 1,232 sf · built 1957 | 8,850 | $595K · 2002 |
| 249 Oakdale Dr | Single family | 3 bd · 2 ba · 1,154 sf · built 1959 | 7,128 | $1.69M · 2021 |
| 253 Garden Ln | Single family | 4 bd · 2 ba · 1,781 sf · built 1976 | 10,148 | $870K · 2010 |
| 256 Garden Ln | Single family | 4 bd · 2 ba · 1,232 sf · built 1957 | 8,778 | $595K · 2002 |
| 260 Garden Ln | Single family | 5 bd · 3 ba · 1,778 sf · built 1957 | 6,417 | $1.25M · 2014 |
| 264 Garden Ln | Single family | 3 bd · 2 ba · 1,136 sf · built 1957 | 7,930 | $650K · 2010 |
| 268 Garden Ln | Single family | 4 bd · 2 ba · 1,232 sf · built 1957 | 6,798 | — |
| 15475 Los Gatos Blvd | Property | 4,648 sf · built 1978 | 57,934 | — |
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