Westside is ranked #1 of 5 neighborhoods in Cupertino with an overall score of 4.3/5. Its standout factors are schools (5.0/5, 2nd of 5 in Cupertino) and curb appeal (4.5/5), at a median home price of $3.3M, which Houseberry currently rates as undervalued by about $64,000. The trade-off is nearby merchants (1.7/5).
Westside Cupertino is a scenic, residential enclave nestled against the foothills, offering a blend of nature, prestige, and convenience. Known for its proximity to hiking trails, open spaces, and top-tier schools, this neighborhood is a desirable spot for those seeking a quiet, well-connected environment. The area benefits from its access to Fremont Older Open Space Preserve, where residents can enjoy extensive trails and sweeping valley views. The nearby Stevens Creek County Park provides even more opportunities for outdoor activities, including hiking, picnicking, and water recreation. Residential streets here are lined with spacious, well-maintained homes, many boasting lush landscaping and stunning mountain backdrops. Westside Cupertino is also known for its excellent schools, adding to its appeal for families. The neighborhood’s location near De Anza College, Whole Foods Market, and various Cupertino dining and shopping options makes daily life convenient while maintaining a peaceful, residential feel.




1.7

4.5

4.5





| School Name | Type | Grades | Houseberry School Score |
|---|---|---|---|
| Abraham Lincoln Elementary | Primary | K-5 | |
| William Regnart Elementary | Primary | K-5 | |
| Stevens Creek Elementary | Primary | K-5 | |
| Central Park Elementary | Primary | K-5 | |
| Sam H. Lawson Middle | Middle | 6-8 | |
| John F. Kennedy Middle | Middle | 6-8 | |
| Monta Vista High | High | 9-12 |
Click links for school listing
info at GreatSchools.org
Houseberry School Score Data
from CA Dept. of Education
Houseberry recommends using these scores as only a starting point, and conducting your own investigation into what schools fit best for your preferences. School boundaries are not guaranteed and may change. It is important to contact the appropriate school district to confirm enrollment eligibility before making any decision to move to a neighborhood.
Westside ranks 1st of 5 neighborhoods in Cupertino with an overall Houseberry score of 4.3 out of 5. Its strongest factors are schools (5.0/5) and curb appeal (4.5/5). The trade-off is nearby merchants (1.7/5).
Westside, Cupertino scores 4.0 out of 5 on Houseberry's Safety Score, ranking 1st of 5 neighborhoods in Cupertino.
The median home price in Westside, Cupertino is $3.3M, compared with $3.26M for Cupertino as a whole. Houseberry currently rates it undervalued by about $64,000 against comparable neighborhoods.
The median home price in Westside, Cupertino is down about 3.5% over the past 12 months, from $3.42M to $3.3M. The full 12-month history is charted in the Median Price section on this page.
Schools serving Westside, Cupertino include Abraham Lincoln Elementary (5.0/5), William Regnart Elementary, Stevens Creek Elementary (4.8/5), Central Park Elementary (3.4/5) and Sam H. Lawson Middle (5.0/5). 2 more schools are listed in the Schools section on this page.
Westside, Cupertino receives 80% of its possible sunshine, 4th of 5 in Cupertino. Summer days run 54° to 83°F and winter days 41° to 60°F, August is the warmest month and rainfall averages about 20 inches a year.
Westside, Cupertino scores 1.7 out of 5 for nearby merchants and 4.5 out of 5 for public spaces. Its overall amenities score is 3.9 out of 5, 1st of 5 in Cupertino.
Westside, Cupertino is associated with Hilltop views, Nature trails and Prestigious schools. Its highest-scoring factors are schools (5.0/5) and curb appeal (4.5/5).
Westside ranks 1st of 5 neighborhoods in Cupertino. It ranks 2nd of 5 in Cupertino for schools (5.0/5) and scores lowest on nearby merchants (1.7/5). The next-ranked neighborhoods in Cupertino are Southside and Eastside.
Westside, Cupertino scores lowest on nearby merchants (1.7/5).








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