Jollyman, Cupertino
Jollyman is one of the Cupertino neighborhoods mapped by the City of Cupertino. See where it sits and what homes sold for over the last 12 months. Part of my Cupertino guide.
Neighborhood Map
Jollyman is shaded on the map. Gray areas are the other Cupertino neighborhoods.
Tap a gray area to open its page. Borders come from the City of Cupertino and are simplified for this map. Ask me which area a specific street falls in.
Homes for Sale in and Around Jollyman
Three current listings, updated automatically from the MLS. Tap a home for photos and details.
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See every home for sale in Cupertino
Listing data from MLSListings Inc. through IDX, shown with each listing broker. Information is deemed reliable but not guaranteed, and listings may be held by brokerages other than Coldwell Banker.
Around Jollyman
Streets, parks and schools that sit inside the Jollyman area shown on the map.
Streets
South Stelling Road, McClellan Road, Bollinger Road, Kirwin Lane, Pepper Tree Lane, Erin Way, Bonny Drive.
Parks and open space
Jollyman Park.
Which public school serves a home depends on district attendance boundaries, which can split a neighborhood and change over time. Confirm the school for a specific address with the district. See the Cupertino guide for the school districts.
Jollyman Home Prices
Closed sales located inside these borders, pulled directly from MLSListings. November 2025 to October 2026.
| Houses sold | 22 |
|---|---|
| Median house price | $3,485,500 |
| Median price per square foot | $1,786 |
| Lowest house sale | $2,490,000 |
| Highest house sale | $5,600,000 |
| Condos and townhomes sold | 4 |
| Median condo and townhome price | $1,185,000 |
How Jollyman compares
Median house sale price by Cupertino neighborhood, November 2025 to October 2026
Jollyman FAQ
How much do homes cost in Jollyman?
Over the last 12 months (November 2025 to October 2026), 22 houses sold in Jollyman at a median price of $3,485,500, or $1,786 per square foot. 4 condos and townhomes sold at a median of $1,185,000.
Where is Jollyman?
Jollyman is one of the neighborhood planning areas the City of Cupertino draws for Cupertino. The MLS does not split Cupertino into smaller areas, so I counted each closed sale by where the home sits on this map. Borders can differ a little from local names. See the Cupertino guide for schools, parks and commute.
What is my Jollyman home worth?
Request a free home valuation and Joseph will send a local estimate based on recent nearby sales. Request a free home valuation.
Where do these numbers come from?
Every figure on this page comes directly from MLSListings, the local multiple listing service, for sales that closed from November 2025 to October 2026.
Sources
Please confirm anything important for a specific address.
- MLSListingsClosed sales located inside the Jollyman borders, matched by map location, November 2025 to October 2026, pulled November 14, 2026
- City of CupertinoNeighborhood borders (neighborhood planning areas), simplified for this map
- OpenStreetMapStreet map, and the streets, parks and schools located in each area
- NicheOverall school grades and grades served, 2027 Niche rankings, pulled November 14, 2026