Fremont Older Open Space Preserve

Stevens Creek Reservoir is an artificial lake located in the foothills of the Santa Cruz Mountains near Cupertino, California. A 1,063-acre (430 ha) county park surrounds the reservoir and provides limited fishing ("catch and release"), picnicking, hiking, and horseback riding activities. Although swimming is not allowed, non-power boating (such as a kayak) is allowed for certain parts of the year. No powered boats or jet skis are allowed. All vessels must be inspected for invasive Quagga mussels prior to launch.The California Office of Environmental Health Hazard Assessment has issued a safe eating advisory for any fish caught in Stevens Creek Reservoir due to elevated levels of mercury.

John F. Kennedy Middle School is a public middle school in Cupertino, California, United States, feeding nearby Monta Vista High School. It is part of the Cupertino Union School District, which serves approximately 13,500 students, covering 20 nationalities and 45 languages. It was ranked by US News as the #13 best California Middle School and second best school in the Cupertino Union School District. Kennedy Middle School was a National Blue Ribbon School awardee in 1993 and a California Distinguished School in 2013. It is also known for its exceptional high standards and test scores. As of the 2023-2024 school year, Kennedy has 930 enrolled students.

Miller-Melone Ranch is a historic American Craftsman ranch-style homestead, located in Saratoga, California. The ranch house was designed and built by architect Frank Delos Wolfe in 1911 for Charles Miller and his wife Lillian Fern Melone. It is the last remaining prune ranch home in the Sarartoga area. The Miller-Melone Ranch was listed on the National Register of Historic Places on April 1, 1993.

The Mountain Winery, formerly the Paul Masson Mountain Winery, is a winery in Saratoga, California, United States, North America. It was founded by Paul Masson, a pioneer of the California wine industry. The winery became famous for its slogan, voiced by Orson Welles in television commercials: "We will sell no wine before its time." The winery is a California Historical Landmark (#733) and is listed on the National Register of Historic Places.

Monta Vista High School is a four-year public high school located in the Silicon Valley city of Cupertino, California, US. Part of the Fremont Union High School District, the school serves most of the suburban residential and industrial technology enriched area of western Cupertino. In 2016, Monta Vista was ranked by Newsweek as the 18th best high school in the United States.

McClellan Ranch Preserve is a public preserve located in the Monta Vista neighborhood of Cupertino that still retains its rural ranch look. It used to be a horse ranch owed by the McClellan family in the 1930s, and still preserves the original ranch house, a working milk barn and livestock barn, and a replica blacksmiths shop, along with a natural reserve in the middle of the park. A famous birding hot spot, the ranch park also houses the headquarters of the Santa Clara Valley Audubon Society and a nature museum and environmental education center.The preserve received its current name in 2012, when the City of Cupertino renamed what was then McClellan Ranch Park, in order to respect the land's original designation as a preserve.The McClellan Ranch maintains a sedate and scenic trail along the meandering Stevens Creek, which flows from the park to Blackberry Farm. The Master Gardeners program of the Santa Clara County also conducts vegetable trials on the Community Farm situated on the ranch.

The Picchetti Winery, also known as the Picchetti Ranch, is a winery located at 13100 Montebello Rd., Cupertino, California in the Picchetti Ranch Open Space Preserve. The Picchetti brothers, Secondo and Vincenzo, for whom the ranch was named, were among the earliest settlers to plant grapes on this ridge, which they named "Monte Bello" or "beautiful mountain." This ridge was later to become one of Santa Clara County's important vineyard areas.The complex is composed of seven buildings built between 1880 and 1920, which retain their original design details. Vincenzo and Secondo Picchetti settled on Montebello ridge in 1877 and purchased an initial 160 acres (65 ha) for $1,500. The ranch expanded to 500 acres (200 ha) by 1904. The first house on the property was built around 1882, followed by a larger residence in 1886. Both homes, plus the stone winery, were in the Picchetti family until 1976. The first grapes planted were Zinfandel, Carignane and Petite Sirah. At first, the brothers only sold the grapes to local wineries, but in 1896 they decided to make their own wine, becoming one of the early wineries in California (California Bonded Winery number 148). Instrumental in establishing the Montebello School in 1892, Vincenzo served on the first school board and supplied a room for a teacher at his ranch. Vineyards were the life blood of the town of Cupertino's early economy, although grape parasites destroyed many of the vines in the region in the 1890s. Upon Vincenzo's death in 1904, sons Antone and John ran the winery and ranch. The front porch of the main house was once screened in and acted as an aviary. Later John had numerous aviaries built - one of those aviaries still stands in front of the homestead house.Commercial wine production ceased in 1963 due to a lack of profitability, and much of the land was sold to the Midpeninsula Regional Open Space District. The Santa Clara County Historical Heritage Commission provided funding for the restoration of the winery building. The land produced wine from 1982 to 1998 as Sunrise Winery. In 1998, Leslie Pantling took over the winery and production has resumed to the tune of about 9,000 cases per year under the "Leslie's Estate" label. Today, the Picchetti ranch and winery on Montebello Road remain as evidence of a thriving viticulture industry in early Cupertino.

Measurex was an American company based in Cupertino, California. It was one of the first companies to develop computer control systems for industry, primarily the paper-making industry. The development of the control systems included the development of control software, and development of scanning sensors to measure different properties of paper. The company was acquired by Honeywell in March 1997, at a price tag of almost $600 million. At the acquisition, Measurex had 2,250 employees in 30 countries and revenue of $254 million.

De Anza College is a public community college in Cupertino, California. De Anza College is part of the Foothill-De Anza Community College District, which also administers Foothill College in nearby Los Altos Hills, California. The college is named after the Spanish explorer Juan Bautista de Anza.

Monta Vista is an upper-income residential neighborhood in western Cupertino, California, the 11th wealthiest city with a population over 50,000 in the United States. "Monta Vista" means "mountain view" in Portuguese and is very similar to "Monte Vista," which means "mountain view" in Spanish. However, it is not affiliated with the nearby city of Mountain View. Orchards and vineyards used to cover Monta Vista. After the 1940s, Monta Vista became the first housing tract in the Cupertino area. Residential homes then quickly replaced the orchards and vineyards. When Cupertino decided to incorporate in 1955, Monta Vista decided at the last moment not to join the effort, remaining an unincorporated part of Santa Clara County. Over the years, Cupertino annexed pieces of Monta Vista as it was redeveloped lot by lot. By the late 1990s, only scattered pockets of unincorporated land were left in Monta Vista. Cupertino finally annexed the rest of the neighborhood in 2004.Starting in the 1990s, settlement by Asian American families accelerated; currently, a large proportion of the neighborhood is Asian American. Many of Monta Vista's residents work in Silicon Valley's high-tech computer industries. Monta Vista homes are mainly detached single-family ranch-style houses ranging from 1200 to 2,800 square feet (260 m2). The community also has some neighborhoods with much larger custom built houses ranging from 3000–6,000 square feet (560 m2) of living space area. The neighborhood is very sought-after due to its desirable location, low crime rate, and its academically high-performing schools, including Monta Vista High School and Kennedy Middle School. Monta Vista High School was ranked by Newsweek as one of the 100 top academically performing public high schools in the United States.Attractions in Monta Vista include the Fremont Older Open Space Preserve, Monte Bello Open Space Preserve, Picchetti Ranch Open Space Preserve (next to Picchetti Brothers Winery), Blackberry Farm, Deep Cliff Golf Course, Cupertino Hills Swim and Racquet Club, Linda Vista Park, Varian Park, Monta Vista Park and Stevens Creek Reservoir. McClellan Ranch Park, located just west of Monta Vista High School, is a nature preserve and historical park formerly owned by the McClellan family. Along with John T. Doyle, this family was one of the first residents of the area. This site also preserves the original ranch, milk barns and livestock barns with animals raised by resident volunteers.

Saratoga High School is a grade 9–12, public high school located in Saratoga, California. It is ranked No. 1 Best College Prep Public High School in California.

Le Petit Trianon is a historic mansion on the grounds of De Anza College at 21250 Stevens Creek Blvd. in Cupertino, California. The building now serves as the California History Center.