Blog > Homes With a Pool in Cupertino: Prices, Neighborhoods and Homes for Sale (2026)

Homes With a Pool in Cupertino: Prices, Neighborhoods and Homes for Sale (2026)

by Eric & Janelle Boyenga

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Looking for homes with a pool in Cupertino? Of the 416 houses that sold in Cupertino in the two years to October 27, 2026, 42 (10%) were described in their listings as having a pool; across Silicon Valley it’s 13%. Here’s what they sold for, by size, price and neighborhood, and a one-click search of the ones for sale now.

The short answer

  • Median price: $3.43M (all Cupertino houses: $3.35M), 12% less per square foot than the typical Cupertino house.
  • Typical size: 2,334 sq ft, 4 bedrooms.
  • Bidding: 67% sold over asking (all Cupertino houses: 70%).
  • Where they sold most: Linda Vista & Deep Cliff (10), Creston (6) and Regnart (4).

Shopping now?

By bedrooms

Homes with a pool sold in Cupertino in the two years, by bedroom count (groups with at least 3 sales).

BedroomsSalesMedian priceMedian sq ft
27$2.08M2,094
37$2.9M1,745
414$3.84M2,427
5+14$4.08M2,650

By price

How the 42 sales spread across price bands.

Sale priceSalesShare
under $1.5M12%
$1.5M to $2M25%
$2M to $2.5M410%
$2.5M to $3M512%
$3M to $4M1638%
$4M to $5M717%
$5M and up717%

By neighborhood

Our Cupertino neighborhood guides with at least 3 such sales, placed by map position; “share” is of all house sales in the neighborhood.

NeighborhoodSalesShareMedian price
Linda Vista & Deep Cliff1028%$2.27M
Creston643%$4.4M
Regnart416%$4.62M
Scenic Boulevard & Blackberry Farm429%$3.79M
Jollyman37%$3.05M
Oak Valley375%$5.65M
Springarden315%$3.41M

Before you buy

  • Ask for the pool’s age and equipment, and include it in the inspection; resurfacing and new equipment add up.
  • Check the insurance quote early, and the fence and gate rules for pools.
  • A pool takes yard space; if you also want an ADU or a garden, look at the lot size, not just the house.

How we counted

Closed sales of houses (MLS property type “single family home”) with a Cupertino address between October 28, 2024 and October 27, 2026, reported to the MLS and read through the IDX feeds that power our home search, with repeat records from different feeds removed (normalized address plus sale date). A house counts when its listing description says so. Price per square foot uses sales with 400 sq ft or more and is compared with the median for all Cupertino houses. Neighborhoods are our guides’ outlines, placed by each sale’s map position. Past sales aren’t a forecast or the value of any one home.

Go deeper

Homes with a pool across Silicon Valley, every home type in Cupertino, Cupertino neighborhoods compared and the neighborhoods with the most single-story homes, pools and ADUs.

Looking for homes with a pool in Cupertino?

A Property Nerd will tell you which streets have them, what the recent ones sold for, and set up a search that catches new listings the day they hit. Call (408) 373-1660 or (650) 383-8606, or book a strategy call. Commissions are negotiable, and we offer bundled services, so ask us what’s included.

Questions about this post? Ask a Property Nerd.

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