City Center is the informal name for the area surrounding Main Street Cupertino, Memorial Park, the Civic Center campus, and the residential streets that connect them. It is one of the few parts of Cupertino where residents can walk to restaurants, the public library, community events, and everyday retail without getting in a car — a quality that distinguishes it from most of the city's more traditional suburban neighborhoods. Recent closed sales in the area range from $1.13 million for attached condominiums to $6 million for larger single-family homes, with a median sold price of $3.39 million and an average of just 11 days on market across 14 recent transactions.

Bruce Wagg is a licensed Bay Area real estate agent (DRE #01760054) representing buyers and sellers in Cupertino and throughout the South Bay. Call or text (669) 202-7777.

City Center Cupertino

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10481 N Stelling Road, Cupertino

$5,398,000

10481 N Stelling Road, Cupertino

5 Beds 6 Baths 3,753 SqFt Residential MLS® # ML82053390

Tracy Hsu U16818 Financial ServicesBridge MLS Logo

19997 Twilight Court, Cupertino

$3,448,888

19997 Twilight Court, Cupertino

4 Beds 2 Baths 1,989 SqFt Residential MLS® # ML82051736

Vicky Oberoi Asset Real EstateBridge MLS Logo

10939 Northshore Square, Cupertino

$1,149,000

↓ $49,000

10939 Northshore Square, Cupertino

2 Beds 2 Baths 1,060 SqFt Residential MLS® # ML82041817

Radha Rustagi Keller Williams ThriveBridge MLS Logo

20488 Stevens Creek Boulevard 1607, Cupertino

$1,098,888

↓ $51,000

20488 Stevens Creek Boulevard 1607, Cupertino

2 Beds 2 Baths 1,187 SqFt Residential MLS® # ML82034063

Siobhan O'sullivan CompassBridge MLS Logo

20151 Northwood Drive, Cupertino

$1,098,000

20151 Northwood Drive, Cupertino

3 Beds 2 Baths 1,142 SqFt Residential MLS® # ML82051600

Ali Naimi RedfinBridge MLS Logo

10745 N De Anza Boulevard 215, Cupertino

$1,080,000

10745 N De Anza Boulevard 215, Cupertino

2 Beds 2 Baths 1,169 SqFt Residential MLS® # ML82033923

Nora Ing Real Estate eBroker IncBridge MLS Logo

20052 Northcrest Square, Cupertino

$998,000

20052 Northcrest Square, Cupertino

2 Beds 2 Baths 1,142 SqFt Residential MLS® # ML82039636

Jing Hu Coldwell Banker RealtyBridge MLS Logo

10977 Northseal Square, Cupertino

$998,000

↓ $200,000

10977 Northseal Square, Cupertino

2 Beds 2 Baths 1,060 SqFt Residential MLS® # ML82043942

William Pan Green Valley Realty USABridge MLS Logo

20740 Celeste Circle, Cupertino

$998,000

↓ $27,000

20740 Celeste Circle, Cupertino

2 Beds 2 Baths 1,206 SqFt Residential MLS® # ML82051835

Vasanthi Jayaraman Anthem RealtyBridge MLS Logo

20488 Stevens Creek Boulevard 1114, Cupertino

$778,000

↓ $21,888

20488 Stevens Creek Boulevard 1114, Cupertino

1 Bed 1 Bath 949 SqFt Residential MLS® # ML82041362

Alejandro J. Lopez Real Estate Experts ERA PoweredBridge MLS Logo

20488 Stevens Creek Blvd 2302, Cupertino

$778,000

↓ $21,888

20488 Stevens Creek Blvd 2302, Cupertino

1 Bed 1 Bath 875 SqFt Residential MLS® # 41139279

Patty Ho Solution Real EstateBridge MLS Logo

20666 Celeste Circle, Cupertino

$749,000

↓ $28,777

20666 Celeste Circle, Cupertino

1 Bed 1 Bath 871 SqFt Residential MLS® # ML82034265

Rob Ellis RE/MAX Realty PartnersBridge MLS Logo

Where Is City Center Cupertino?

City Center is not a formally platted neighborhood with fixed boundaries. It generally refers to the walkable core of Cupertino centered on Stevens Creek Boulevard between De Anza Boulevard and Wolfe Road, including Main Street Cupertino, the Civic Center campus, Memorial Park, and the residential streets immediately surrounding them. Key landmarks within walking distance include:

  • Main Street Cupertino (restaurants, cinema, Whole Foods, retail)
  • Memorial Park and the Cupertino Civic Center
  • Cupertino Library
  • De Anza College
  • Apple Park (approximately 1.5–2 miles by car)
  • The Rise and Town Square West development area (former Vallco Mall site)

Interstate 280 and Highway 85 are both within a few minutes' drive, and De Anza Boulevard provides a direct north-south corridor to major employer campuses along the Stevens Creek and Homestead corridors.

Market Snapshot: What Homes Sell for in City Center Cupertino

Based on 14 recent closed sales in the City Center area, the median sold price is $3.39 million with an average price per square foot of approximately $1,705. Most single-family homes sold between $2.97 million and $6 million, with the majority going under contract in under 10 days. Larger homes on Tantau Avenue — some exceeding 3,500 square feet — have sold at $5.5 million and $6 million. Attached condominiums and townhomes at Portal Plaza and along Stevens Creek Boulevard offer lower entry points, with recent sales at $1.13 million and $1.69 million for 2–3 bedroom units.

Housing Types in City Center Cupertino

City Center has more housing variety than most Cupertino neighborhoods. The majority of the residential fabric consists of single-family homes built between the 1950s and 1970s, many of which have been substantially remodeled or rebuilt. Larger custom homes and new construction appear on several streets, particularly along Tantau Avenue. Attached condominiums and townhomes are available at Portal Plaza and in the mixed-use buildings along Stevens Creek Boulevard, providing options at lower price points than detached properties.

City Center vs. Garden Gate

Buyers frequently compare these two central Cupertino locations. Garden Gate is a more defined residential neighborhood with larger lots, consistent single-family housing stock, and strong proximity to Cupertino Union School District elementaries. City Center offers greater walkability, more housing variety, and direct access to Main Street and the Civic Center campus. Garden Gate tends to attract families prioritizing school proximity and neighborhood consistency; City Center appeals more to professionals, downsizers, and relocation buyers who value walkability and community amenities alongside school access. Explore Garden Gate real estate.

Future Development: The Rise and Town Square West

The former Vallco Mall site — approximately one mile from Main Street — is the subject of an approved mixed-use redevelopment plan called The Rise and Town Square West. If built as approved, the project would add significant housing, retail, parks, and office space to central Cupertino. No confirmed construction timeline has been publicly announced. Buyers focused on long-term neighborhood investment often prioritize properties between Main Street and the Vallco site. View homes near The Rise and Town Square West.

Schools

School assignments in City Center depend on the specific property address. Most homes in this area are served by Cupertino Union School District for elementary and middle school (K–8) and Fremont Union High School District for high school. CUSD is one of the highest-performing elementary districts in California. Buyers should verify school boundary assignments directly with the districts before making an offer — boundary lines in central Cupertino do not always follow neighborhood or street patterns.

Frequently Asked Questions

What is City Center Cupertino?

City Center is an informal designation for the walkable core of Cupertino surrounding Main Street, Memorial Park, the Cupertino Library, and the Civic Center campus. It is not a formally platted neighborhood with fixed boundaries, but the term is widely used to describe the area where retail, civic amenities, parks, and residential streets converge near the intersection of Stevens Creek Boulevard and De Anza Boulevard.

What do homes in City Center Cupertino sell for?

Recent closed sales show a median sold price of $3.39 million across 14 transactions, with single-family homes ranging from approximately $2.97 million to $6 million. Attached condominiums at Portal Plaza and along Stevens Creek Boulevard have sold between $1.13 million and $1.69 million. The average price per square foot across recent sales is approximately $1,705, and most detached homes went under contract in under 10 days.

Is City Center Cupertino walkable?

Yes, by Cupertino standards it is one of the most walkable areas in the city. Residents within a few blocks of Main Street can walk to restaurants, Whole Foods, fitness studios, the public library, Memorial Park, and community events. Most residents still own vehicles — Cupertino is a predominantly suburban city — but the density of amenities within walking distance is meaningfully higher here than in surrounding neighborhoods.

How close is City Center Cupertino to Apple Park?

Apple Park's main entrance on Tantau Avenue is approximately 1.5 to 2 miles from the heart of City Center, a 5–10 minute drive depending on traffic. Several streets within City Center — particularly along Tantau Avenue — are within a mile of the campus perimeter. The proximity has made this area a consistent target for Apple employees and other tech professionals relocating to Cupertino.

What school district serves City Center Cupertino?

Most homes in City Center fall within Cupertino Union School District (elementary and middle, K–8) and Fremont Union High School District (high school). Specific school assignments vary by address. Buyers should confirm attendance boundaries with the districts directly before closing, as assignment lines in this part of Cupertino are not always intuitive from a map.

How does City Center compare to Garden Gate Cupertino?

Garden Gate is a more defined residential neighborhood with consistent single-family housing, larger lots, and strong proximity to CUSD elementary schools. City Center offers greater walkability, more housing variety including condominiums and townhomes, and direct access to Main Street and civic amenities. Buyers prioritizing neighborhood consistency and school proximity tend toward Garden Gate; those prioritizing walkability and lifestyle convenience often focus on City Center.

Related Cupertino Resources

Work With a Local Cupertino Real Estate Expert

Bruce Wagg has represented buyers and sellers throughout Cupertino and the South Bay, with working knowledge of school boundaries, neighborhood pricing, and the development activity shaping long-term value in central Cupertino. Learn more about Bruce Wagg.