Southside is ranked #2 of 5 neighborhoods in Cupertino with an overall score of 4.0/5. Its standout factors are schools (5.0/5, 1st of 5 in Cupertino) and curb appeal (4.0/5), at a median home price of $2.95M, which Houseberry currently rates as undervalued by about $90,000. The trade-offs are nearby merchants (2.9/5) and safety (3.2/5).
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. Jollyman Park is a central highlight, offering green space, sports fields, and walking trails. The neighborhood is also near Parker Ranch Trailhead, providing hiking opportunities just minutes away. Homes in Southside Cupertino are generally well-kept, with manicured lawns and tree-lined streets adding to the area's curb appeal. With proximity to major roads and shopping centers, daily errands are effortless. The neighborhood’s mix of accessibility and tranquility makes it a well-rounded option for those looking to enjoy Cupertino’s suburban lifestyle.




2.9

4

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| School Name | Type | Grades | Houseberry School Score |
|---|---|---|---|
| Abraham Lincoln Elementary | Primary | K-5 | |
| William Regnart 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.
Southside ranks 2nd of 5 neighborhoods in Cupertino with an overall Houseberry score of 4.0 out of 5. Its strongest factors are schools (5.0/5) and curb appeal (4.0/5). The trade-offs are nearby merchants (2.9/5) and safety (3.2/5).
Southside, Cupertino scores 3.2 out of 5 on Houseberry's Safety Score, ranking 3rd of 5 neighborhoods in Cupertino.
The median home price in Southside, Cupertino is $2.95M, compared with $3.26M for Cupertino as a whole. Houseberry currently rates it undervalued by about $90,000 against comparable neighborhoods.
The median home price in Southside, Cupertino is down about 9.5% over the past 12 months, from $3.26M to $2.95M. The full 12-month history is charted in the Median Price section on this page.
Schools serving Southside, Cupertino include Abraham Lincoln Elementary (5.0/5), William Regnart Elementary, Central Park Elementary (3.4/5), Sam H. Lawson Middle (5.0/5) and John F. Kennedy Middle (5.0/5). 1 more school is listed in the Schools section on this page.
Southside, Cupertino receives 80% of its possible sunshine, the least sunny of Cupertino's 5 neighborhoods. Summer days run 55° to 82°F and winter days 41° to 60°F, August is the warmest month and rainfall averages about 20 inches a year.
Southside, Cupertino scores 2.9 out of 5 for nearby merchants and 4.0 out of 5 for public spaces. Its overall amenities score is 3.8 out of 5, 2nd of 5 in Cupertino.
Southside, Cupertino is associated with Neighborhood parks, Well-kept streets and Convenient location. Its highest-scoring factors are schools (5.0/5) and curb appeal (4.0/5).
Southside ranks 2nd of 5 neighborhoods in Cupertino. It ranks 1st of 5 in Cupertino for schools (5.0/5) and scores lowest on nearby merchants (2.9/5). The next-ranked neighborhoods in Cupertino are Eastside and Northside.
Southside, Cupertino scores lowest on nearby merchants (2.9/5) and safety (3.2/5).









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