5 Bedroom Homes in Cupertino, CA

12 for sale · 23 homes listed · Updated September 25, 2026

18940 loree avenue, Cupertino 95014 $2,999,999 · 5 bd · 3 ba · 1,615 sqft
11837 upland way, Cupertino 95014 $7,750,000 · 5 bd · 6 ba · 4,609 sqft
23666 black oak way, Cupertino 95014 $5,580,000 · 5 bd · 5 ba · 3,786 sqft
21468 krzich place, Cupertino 95014 $6,500,000 · 5 bd · 5 ba · 3,721 sqft
10935 miramonte, Cupertino 95014 $5,750,000 · 5 bd · 5 ba · 4,942 sqft
7509 orange blossom drive, Cupertino 95014 $2,845,000 · 5 bd · 3 ba · 1,664 sqft
22608 poppy drive, Cupertino 95014 $4,798,000 · 5 bd · 5 ba · 3,980 sqft
829 rose blossom drive, Cupertino 95014 $2,988,000 · 5 bd · 3 ba · 2,133 sqft
20658 shelly drive, Cupertino 95014 $3,198,000 · 5 bd · 2 ba · 2,115 sqft
20987 fairwoods court, Cupertino 95014 $4,298,000 · 5 bd · 3 ba · 3,643 sqft
10905 miramonte road, Cupertino 95014 $5,480,000 · 5 bd · 5 ba · 4,333 sqft
11583 upland way, Cupertino 95014 $5,488,000 · 5 bd · 5 ba · 3,852 sqft
19131 loree avenue, Cupertino 95014 Pending $6,295,000 · 5 bd · 6 ba · 4,315 sqft
21570 edward way, Cupertino 95014 Pending $3,979,000 · 5 bd · 3 ba · 2,412 sqft
1634 jamestown drive, Cupertino 95014 Pending $3,299,000 · 5 bd · 3 ba · 2,397 sqft
10201 sterling boulevard, Cupertino 95014 Pending $3,988,000 · 5 bd · 5 ba · 2,899 sqft
10396 south stelling road, Cupertino 95014 Pending $4,148,000 · 5 bd · 4 ba · 3,458 sqft
19618 richwood drive, Cupertino 95014 Active Under Contract $2,998,000 · 5 bd · 3 ba · 2,040 sqft
21468 krzich place, Cupertino 95014 Off market since Jul 2026 $6,500,000 · 5 bd · 5 ba · 3,721 sqft
18980 newsom avenue, Cupertino 95014 Off market since Sep 2026 $4,480,000 · 5 bd · 5 ba · 2,648 sqft
18980 newsom avenue, Cupertino 95014 Off market since Sep 2026 $4,480,000 · 5 bd · 5 ba · 2,648 sqft
7509 orange blossom drive, Cupertino 95014 Off market since Jul 2026 $2,950,000 · 5 bd · 3 ba · 1,664 sqft
7509 orange blossom drive, Cupertino 95014 Off market since Jul 2026 $2,950,000 · 5 bd · 3 ba · 1,664 sqft