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***
Property Details
Price:
$3,198,000
MLS #:
ML82061441
Status:
Active
Beds:
5
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
699notdefined
Listed Date:
Sep 16, 2026
Finished Sq Ft:
2,115
Lot Size:
7,490 sqft / 0.17 acres (approx)
Year Built:
1963
See this Listing
Schools
School District:
Other
Elementary School:
Abraham Lincoln
Middle School:
Other
High School:
Monta Vista
Interior
Appliances
DW, MW, RF, VEF
Bathrooms
2 Full Bathrooms
Cooling
CA
Flooring
TILE, LAM, WOOD
Heating
CF
Laundry Features
IG
Exterior
Architectural Style
RAN, TRD
Attached Garage YN
1
Common Walls
NCW
Fencing
WD
Garage Spaces
2
Parking Spots
2
Parking Total
2
Roof
CMP
View
NE
Window Features
BW, GW
Financial
Map
Community
- Address20658 Shelly DR Cupertino CA
- CityCupertino
- CountySanta Clara
- Zip Code95014
Market Summary
Current real estate data for Single Family in Cupertino as of Sep 18, 2026
62
Single Family Listed
56
Avg DOM
1,416
Avg $ / SqFt
$3,539,842
Avg List Price
Property Summary
- 20658 Shelly DR Cupertino CA is a Single Family for sale in Cupertino, CA, 95014. It is listed for $3,198,000 and features 5 beds, 2 baths, and has approximately 2,115 square feet of living space, and was originally constructed in 1963. The current price per square foot is $1,512. The average price per square foot for Single Family listings in Cupertino is $1,416. The average listing price for Single Family in Cupertino is $3,539,842.
Similar Listings Nearby
20658 Shelly DR
Cupertino, CA


