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Jennifer Hamilton, DRE#01800791, Owner/Broker
REALTOR®, CRP, GRP, Director of Relocation
(805) 543-2172 ext. 30

20658 Shelly Drive, Cupertino, CA 95014

$3,198,000
  • 20658 Shelly Drive, Cupertino, CA 95014 Main Photo

44 Photos

New to the Market Active
BEDS5 BATHS2 full SQUARE FEET2,115 MLS#ML82061441
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLOther

Listing Courtesy of: Keller Williams Realty-Silicon Valley
Agency Phone: (408) 626-9800
Associate Name: Jackie Jackson
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Listing Shown by: Farrell Smyth, Inc.
Associate Name: Jennifer Hamilton, DRE#01800791, Owner/Broker


Property Description

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***

20658 Shelly Drive | MLS# ML82061441

This single family home located at 20658 Shelly Drive, Cupertino, CA 95014 is currently listed for sale with an asking price of $3,198,000. This property was built in 1963 and has 5 bedrooms and 2 full baths with 2115 sq. ft. Shelly Drive is located within the Other school district. Search Cupertino real estate on jenniferhamilton.farrellsmyth.com today.

Property Features

Property Type: Residential - Single Family
Cooling: CentralAir
Garage: 2 car attached
Heating: Central
Home Style: Ranch, Traditional
Lot Size: 0.17 Acres
Roof Type: Composition
Stories: 1.0
Year Built: 1963

Amenities

WalkInClosets

Feature Descriptions

Appliances: Dishwasher, Microwave, Refrigerator, VentedExhaustFan
Days on Site: 1
Fencing: Wood
Fireplace: WoodBurning
Flooring: Laminate, Tile, Wood
Laundry: InGarage
Parcel#: 35915005
Sewer: PublicSewer
Special View Info: Neighborhood
Water: Public
Window: BayWindows, GardenWindows

Local Schools

High School: Monta Vista
Middle School: Other
Elementary School: Abraham Lincoln
School District: Other

Listed By / Shown By

Listed By

Agency Name: Keller Williams Realty-Silicon Valley
Agent Name: Jackie Jackson
Agency Phone: (408) 626-9800

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Estimate Your Payment

Estimated Payment

$ 8,050.11 per month $7,117.36 Principal & Interest $0.00 Property Tax (data not provided by mls) $932.75 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/18/2026. The listing information on this page last changed on 09/18/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 09/18/2026 12:31:20 AM EST) or CRMLS (last updated Fri 09/18/2026 12:15:39 AM EST). Real estate listings held by brokerage firms other than Farrell Smyth, Inc. may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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