Westside ranks first of 5 ranked Cupertino neighborhoods on overall score, at 4.3 out of 5. Southside is next at 4.0 out of 5. 2 Cupertino neighborhoods score 4 out of 5 or higher overall.
Houseberry scores 5 Cupertino neighborhoods on schools, safety, amenities, price, value and appreciation. Overall scores in Cupertino run from 3.3 to 4.3 out of 5, and 2 score 4 out of 5 or higher. Median home prices range from $2,490,000 in Calvert to $3,487,580 in Northside across 5 priced neighborhoods. Across the five nearest cities the average overall score is 3.8 out of 5, against 3.8 in Cupertino.
Learn more about Cupertino, CA.

Keywords: Hilltop views, Nature trails, Prestigious schools
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. ... See Full Page

Keywords: Neighborhood parks, Well-kept streets, Convenient location
Southside Cupertino offers a comfortable, well-established residential setting with easy access to parks, schools, and shopping. Known for its peaceful streets and neatly maintained homes, the neighborhood is an attractive choice for those who value convenience without sacrificing charm. ... See Full Page

Keywords: Parks & recreation, Walkable amenities, Proximity to tech hubs
Eastside Cupertino blends residential comfort with tech-driven convenience, sitting near Apple’s headquarters and several major retail centers. The neighborhood features a mix of modern townhomes, single-family homes, and apartment complexes, making it a dynamic yet well-kept area. ... See Full Page

(2) City data used
Keywords: Parks & green spaces, Shopping & dining access, Freeway convenience
Northside Cupertino is a well-connected neighborhood known for its proximity to tech campuses, shopping centers, and parks. It offers a mix of single-family homes, apartment complexes, and townhomes, making it an appealing choice for a diverse range of residents. The neighborhood is anchored by large green spaces such as Mary Avenue Dog Park and Garden Gate Elementary School’s fields, providing plenty of outdoor options. ... See Full Page

(2) City data used
Keywords: Convenient location, Apartment living, Walkability
Calvert is a small but well-located neighborhood in Cupertino, offering convenient access to major roads and shopping centers. With Stevens Creek Boulevard bordering the area, residents have quick access to tech offices, retail stores, and a variety of dining options. The neighborhood consists mainly of apartment complexes, making it an affordable alternative compared to Cupertino’s more suburban areas. ... See Full Page
Scores updated August 2026
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Westside has the highest overall score in Cupertino, at 4.3 out of 5. The next highest overall scores in Cupertino are Southside (4.0 out of 5) and Eastside (3.9 out of 5).
Houseberry's highest-scored Cupertino neighborhoods are Westside (4.3 out of 5), Southside (4.0 out of 5) and Eastside (3.9 out of 5), out of 5 ranked on safety, schools, amenities and value.
1 Cupertino neighborhood score 3.5 out of 5 or higher for schools, safety and amenities: Westside. Westside has the highest combined total in Cupertino, at 5.0 out of 5 for schools, 4.0 out of 5 for safety and 3.9 out of 5 for amenities.
Across the top 5 Cupertino neighborhoods by overall score, the median home price is $2,957,310. Prices among those top 5 Cupertino neighborhoods run from $2,490,000 in Calvert to $3,487,580 in Northside.
Southside has the lowest median home price, $2,953,000, among Cupertino neighborhoods scoring 3.8 out of 5 or higher for overall score and priced below the Cupertino median of $2,957,310; Southside scores 4.0 out of 5 for overall score.
Houseberry ranks 5 neighborhoods in Cupertino. 2 Cupertino neighborhoods score 4 out of 5 or higher overall.
Cupertino neighborhoods average 3.8 out of 5 overall. The nearest cities average Saratoga 4.1, Sunnyvale 3.8, Santa Clara 3.5, Los Altos 4.2 and Campbell 3.5.
Saratoga · Sunnyvale · Santa Clara · Los Altos · Campbell