Welcome to a wonderful opportunity in Cupertino's highly sought-after Jollyman neighborhood. This spacious single-level residence offers 5 bedrooms, 2 bathrooms, and approximately 2,115 sq. ft. of living space, thoughtfully designed for comfortable living and exceptional flexibility. The inviting floor plan features a welcoming living room, bright kitchen with abundant custom cabinetry and adjoining dining area, a versatile family room, and separate dining room perfect for entertaining. Two bedrooms are currently configured as dedicated den/office spaces, offering ideal flexibility for remote work, home offices, study areas, or additional living needs. With its generous bedroom count and adaptable floor plan, the home is particularly well suited for multigenerational living. Situated on an expansive +/- 7,490 sq. ft. lot, the property provides a wonderful opportunity to enjoy the existing home while envisioning future possibilities. Ideally positioned near Apple Park, major technology campuses, shopping, dining, parks, and acclaimed Cupertino schools, this is a special opportunity to create your own vision in one of Silicon Valleys most desirable communities. ***Open Houses Thurs. 9/17 from 9:30am to 12:30pm, Sat. 9/19 & Sun. 9/20 from 1pm to 4pm***

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Property Details of 20658 Shelly Drive

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Listed by Jackie Jackson of Keller Williams Realty-Silicon Valley

Based on information submitted to CRMLS as of September 20, 2026 10:50 PM UTC . All data is deemed reliable but is not guaranteed accurate by the MLS. All information should be independently reviewed and verified for accuracy. IDX information is provided exclusively for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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