Cupertino Homes for Sale

Homes here sell in 35 days at 106.3% of asking. Most buyers find out about new listings 6 hours after they hit the market. Our clients find out in 15 minutes.

0 new today 23 sold recently
$2,984,000Median Price
35Avg DOM
106.3%Sale-to-List
3.0Months Inv.
$1,471Avg $/SqFt
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Cupertino
Live MLS Data |Verified just now |Next update in 14:59 |68 active Source: MLSListings Inc.
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Showing 68 of 68 Sort: Newest First
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10201 Sterling BLVD
NEWOPEN SAT, 1:30PM TO 4:30PM
📷 51
Single Family
10201 Sterling BLVD
Cupertino, CA 95014
$3,988,000
$1,375/sq ft · 1 days on market
Hardwood floorsFireplace
5Beds
4.5Baths
2,899Sq Ft
0.14Acres
Listing courtesy of Compass · MLS# ML82047201
22141 Wallace DR
NEWOPEN SAT, 1PM TO 4PM
📷 62
Single Family
22141 Wallace DR
Cupertino, CA 95014
$2,980,000
$1,946/sq ft · 1 days on market
Hardwood floorsFireplace
3Beds
2Baths
1,531Sq Ft
0.22Acres
Listing courtesy of Giant Realty Inc. · MLS# ML82045903
10525 Barnhart CT
NEWOPEN SAT, 1:30PM TO 4:30PM
📷 33
Single Family
10525 Barnhart CT
Cupertino, CA 95014
$2,599,000
$1,378/sq ft · 2 days on market
Fireplace
4Beds
2Baths
1,885Sq Ft
0.15Acres
Listing courtesy of Compass · MLS# ML82046981
10157 Camberley LN
NEWOPEN SAT, 1:30PM TO 4:30PM
📷 125
Townhome
10157 Camberley LN
Cupertino, CA 95014
$1,950,000
$1,007/sq ft · 2 days on market
PoolEV chargerFireplace
4Beds
2.5Baths
1,936Sq Ft
0.04Acres
Listing courtesy of Intero Real Estate Services · MLS# ML82047034
19349 Phil LN
NEWOPEN SAT, 11AM TO 2PM
📷 47
Single Family
19349 Phil LN
Cupertino, CA 95014
$3,199,888
$1,374/sq ft · 3 days on market
Fireplace
4Beds
3Baths
2,328Sq Ft
0.15Acres
Listing courtesy of KW Bay Area Estates · MLS# ML82046066
20888 Cherryland DR
NEW
📷 14
Single Family
20888 Cherryland DR
Cupertino, CA 95014
$4,980,000
$1,287/sq ft · 3 days on market
Hardwood floorsFireplace
6Beds
5.5Baths
3,867Sq Ft
0.20Acres
Listing courtesy of Aspire Homes · MLS# ML82046797
10112 Adelheid CT
NEWOPEN SAT, 1PM TO 4PM
📷 41
Single Family
10112 Adelheid CT
Cupertino, CA 95014
$2,898,000
$1,452/sq ft · 3 days on market
Fireplace
3Beds
2.5Baths
1,995Sq Ft
0.09Acres
Listing courtesy of KW Bay Area Estates · MLS# ML82046842
20805 Greenleaf DR
NEWOPEN SAT, 1:30PM TO 4:30PM
📷 43
Single Family
20805 Greenleaf DR
Cupertino, CA 95014
$3,480,000
$1,709/sq ft · 3 days on market
PoolFireplace
3Beds
2Baths
2,036Sq Ft
0.23Acres
Listing courtesy of Coldwell Banker Realty · MLS# ML82045976

What happens when the right home lists and you find out 6 hours later?

In Cupertino, 9 new listings hit the MLS this week and the average home sells in 35 days. By the time most search sites update, the window has already narrowed.

Our clients receive new listing alerts within 15 minutes of MLS entry. Not 6 hours. Not the next day.

Get Early Access Alerts - Free, Instant
1087 S Stelling RD
NEW THIS WEEKOPEN SAT, 12PM TO 2PM
📷 22
Single Family
1087 S Stelling RD
Cupertino, CA 95014
$2,498,000
$1,757/sq ft · 7 days on market
Fireplace
3Beds
2Baths
1,421Sq Ft
0.14Acres
Listing courtesy of Intero Real Estate Services · MLS# ML82046458
10893 Northfield SQ📷 73
Townhome
10893 Northfield SQ
Cupertino, CA 95014
$1,188,000
$1,120/sq ft · 9 days on market
Pool
2Beds
2Baths
1,060Sq Ft
0.03Acres
Listing courtesy of Coldwell Banker Realty · MLS# ML82043482
10659 Minette DR📷 34
Single Family
10659 Minette DR
Cupertino, CA 95014
$2,988,800
$1,421/sq ft · 9 days on market
Hardwood floors
5Beds
3Baths
2,103Sq Ft
0.16Acres
Listing courtesy of Compass · MLS# ML82045989
10531 Castine AVE📷 47
Single Family
10531 Castine AVE
Cupertino, CA 95014
$3,698,000
$1,729/sq ft · 9 days on market
Fireplace
4Beds
2.5Baths
2,138Sq Ft
0.18Acres
Listing courtesy of Christie's International Real Estate Sereno · MLS# ML82046022

Most buyers overestimate what Cupertino costs per month.

The median home here is $2,984,000. With 20% down at today’s rates, the estimated monthly payment is:

$18,346/mo

Principal & Interest $15,088 · Taxes $3,108 · Insurance $150 · Based on 6.5% rate, 30-year fixed

Find Out Your Number - 5 min, no credit impact
18825 Pendergast AVE
OPEN SAT, 1:30PM TO 4:30PM
📷 33
Single Family
18825 Pendergast AVE
Cupertino, CA 95014
$2,488,888
$1,538/sq ft · 9 days on market
Fireplace
4Beds
2Baths
1,618Sq Ft
0.12Acres
Listing courtesy of Coldwell Banker Realty · MLS# ML82041626
22330 Homestead RD 226
OPEN SAT, 1PM TO 4PM
📷 38
Condo
22330 Homestead RD 226
Cupertino, CA 95014
$960,000
$768/sq ft · 14 days on market
Pool
2Beds
2Baths
1,249Sq Ft
-Acres
Listing courtesy of Realty One Group Infinity · MLS# ML82045578
10284 Ann Arbor CT
OPEN SAT, 1PM TO 4PM
📷 25
Single Family
10284 Ann Arbor CT
Cupertino, CA 95014
$3,375,000
$1,586/sq ft · 14 days on market
Fireplace
4Beds
2.5Baths
2,127Sq Ft
0.17Acres
Listing courtesy of Intero Real Estate Services · MLS# ML82045539
10185 Stonydale DR📷 33
Single Family
10185 Stonydale DR
Cupertino, CA 95014
$4,000,000
$1,510/sq ft · 14 days on market
PoolFireplace
4Beds
3Baths
2,648Sq Ft
0.32Acres
Listing courtesy of Compass · MLS# ML82043195
10939 Northshore SQ📷 50
Townhome
10939 Northshore SQ
Cupertino, CA 95014
$1,198,000
$1,130/sq ft · 14 days on market
PoolFireplace
2Beds
2Baths
1,060Sq Ft
-Acres
Listing courtesy of Keller Williams Thrive · MLS# ML82041817
20582 Murano CIR
OPEN SAT, 2PM TO 4PM
📷 46
Single Family
20582 Murano CIR
Cupertino, CA 95014
$2,288,000
$1,174/sq ft · 15 days on market

Price reduced $112K

Hardwood floorsFireplace
4Beds
4Baths
1,948Sq Ft
0.04Acres
Listing courtesy of S V R E Realty · MLS# ML82044660
21075 Greenleaf DR
OPEN SAT, 1:30PM TO 4:30PM
📷 89
Single Family
21075 Greenleaf DR
Cupertino, CA 95014
$4,280,000
$1,309/sq ft · 16 days on market
Fireplace
5Beds
3Baths
3,268Sq Ft
0.24Acres
Listing courtesy of Gaea Realty · MLS# ML82044311
22920 Stonebridge
OPEN SAT, 1:30PM TO 4:30PM
📷 79
Townhome
22920 Stonebridge
Cupertino, CA 95014
$2,098,000
$952/sq ft · 16 days on market
PoolFireplace
3Beds
2Baths
2,202Sq Ft
0.08Acres
Listing courtesy of Intero Real Estate Services · MLS# ML82045062
10128 E Estates DR
OPEN SAT, 1PM TO 4PM
📷 43
Single Family
10128 E Estates DR
Cupertino, CA 95014
$2,999,999
$1,805/sq ft · 16 days on market
Hardwood floorsFireplace
3Beds
2Baths
1,662Sq Ft
0.17Acres
Listing courtesy of Compass · MLS# ML82045072
1144 Elmsford DR
OPEN SAT, 1PM TO 4PM
📷 41
Single Family
1144 Elmsford DR
Cupertino, CA 95014
$3,600,000
$1,544/sq ft · 17 days on market
Hardwood floorsFireplace
4Beds
3Baths
2,331Sq Ft
0.14Acres
Listing courtesy of Coldwell Banker Realty · MLS# ML82044850
10476 S Stelling RD
OPEN SAT, 2PM TO 4:30PM
📷 63
Single Family
10476 S Stelling RD
Cupertino, CA 95014
$5,288,888
$1,281/sq ft · 21 days on market
7Beds
5.5Baths
4,128Sq Ft
0.20Acres
Listing courtesy of Giant Realty Inc. · MLS# ML82042922
1071 Colony Hills LN
OPEN SAT, 1PM TO 4PM
📷 40
Single Family
1071 Colony Hills LN
Cupertino, CA 95014
$3,999,888
$1,452/sq ft · 22 days on market
Fireplace
5Beds
3Baths
2,753Sq Ft
0.34Acres
Listing courtesy of Real Brokerage Technologies · MLS# ML82044209
20288 Northwest SQ
OPEN SAT, 2PM TO 4PM
📷 29
Townhome
20288 Northwest SQ
Cupertino, CA 95014
$1,198,000
$1,049/sq ft · 23 days on market
PoolFireplace
2Beds
2Baths
1,142Sq Ft
0.03Acres
Listing courtesy of Coldwell Banker Realty · MLS# ML82043992
7509 Orange Blossom DR📷 33
Single Family
7509 Orange Blossom DR
Cupertino, CA 95014
$2,950,000
$1,772/sq ft · 23 days on market
Fireplace
5Beds
3Baths
1,664Sq Ft
0.14Acres
Listing courtesy of Fireside Realty · MLS# ML82044047
19997 Twilight CT
OPEN SAT, 2PM TO 4PM
📷 35
Single Family
19997 Twilight CT
Cupertino, CA 95014
$3,549,888
$1,784/sq ft · 29 days on market
Fireplace
4Beds
2Baths
1,989Sq Ft
0.17Acres
Listing courtesy of Asset Real Estate · MLS# ML82041822
20488 Stevens Creek BLVD 1114
OPEN SAT, 1PM TO 4PM
📷 67
Condo
20488 Stevens Creek BLVD 1114
Cupertino, CA 95014
$799,888
$842/sq ft · 29 days on market
Pool
1Beds
1Baths
949Sq Ft
-Acres
Listing courtesy of Real Estate Experts ERA Powered · MLS# ML82041362
22213 Quinterno CT
OPEN SAT, 1PM TO 4PM
📷 31
Single Family
22213 Quinterno CT
Cupertino, CA 95014
$3,338,000
$1,234/sq ft · 30 days on market

Price reduced $50K

Hardwood floorsFireplace
4Beds
3Baths
2,703Sq Ft
0.18Acres
Listing courtesy of Intero Real Estate Services · MLS# ML82043035
20488 Stevens Creek BLVD 1406
OPEN SAT, 1PM TO 4PM
📷 38
Condo
20488 Stevens Creek BLVD 1406
Cupertino, CA 95014
$749,000
$881/sq ft · 31 days on market

Lowest priced home in Cupertino right now

Pool
1Beds
1Baths
850Sq Ft
-Acres
Listing courtesy of Compass · MLS# ML82042322
22670 San Juan RD
OPEN SAT, 1:30PM TO 4:30PM
📷 63
Single Family
22670 San Juan RD
Cupertino, CA 95014
$3,398,000
$1,132/sq ft · 32 days on market
Fireplace
4Beds
2.5Baths
3,000Sq Ft
0.15Acres
Listing courtesy of Intero Real Estate Services · MLS# ML82042767
20558 Kirwin LN📷 8
Single Family
20558 Kirwin LN
Cupertino, CA 95014
$4,250,000
$2,084/sq ft · 35 days on market
Fireplace
4Beds
3Baths
2,039Sq Ft
0.11Acres
Listing courtesy of Compass · MLS# ML82042538
10291 Imperial AVE📷 52
Single Family
10291 Imperial AVE
Cupertino, CA 95014
$5,488,000
$1,360/sq ft · 36 days on market
Hardwood floorsFireplace
6Beds
5.5Baths
4,035Sq Ft
0.23Acres
Listing courtesy of Compass · MLS# ML82040900
19811 Portal PLZ
OPEN SAT, 1:30PM TO 4:30PM
📷 30
Townhome
19811 Portal PLZ
Cupertino, CA 95014
$1,180,000
$1,012/sq ft · 36 days on market
PoolFireplace
2Beds
2.5Baths
1,166Sq Ft
-Acres
Listing courtesy of Keller Williams Thrive · MLS# ML82042218
22835 Poplar Grove SQ
OPEN SAT, 1:30PM TO 4:30PM
📷 104
Townhome
22835 Poplar Grove SQ
Cupertino, CA 95014
$1,850,000
$1,071/sq ft · 37 days on market
PoolHardwood floorsFireplace
3Beds
2.5Baths
1,727Sq Ft
0.04Acres
Listing courtesy of Intero Real Estate Services · MLS# ML82042030
19170 Tilson AVE📷 49
Single Family
19170 Tilson AVE
Cupertino, CA 95014
$2,998,888
$1,334/sq ft · 37 days on market
Fireplace
5Beds
3Baths
2,248Sq Ft
0.15Acres
Listing courtesy of Coldwell Banker Realty · MLS# ML82040841
22415 Rancho Deep Cliff DR
OPEN SAT, 1PM TO 4PM
📷 33
Single Family
22415 Rancho Deep Cliff DR
Cupertino, CA 95014
$2,198,000
$1,108/sq ft · 38 days on market
PoolFireplace
2Beds
2Baths
1,983Sq Ft
0.08Acres
Listing courtesy of The Agency · MLS# ML82041954
10101 Richwood DR📷 19
Single Family
10101 Richwood DR
Cupertino, CA 95014
$2,988,000
$1,976/sq ft · 38 days on market
Fireplace
3Beds
2Baths
1,512Sq Ft
0.21Acres
Listing courtesy of Deleon Realty · MLS# ML82041910
10200 Empire AVE
OPEN SUN, 2PM TO 4PM
📷 43
Single Family
10200 Empire AVE
Cupertino, CA 95014
$3,648,000
$1,514/sq ft · 38 days on market
4Beds
3.5Baths
2,408Sq Ft
0.11Acres
Listing courtesy of Christie's International Real Estate Sereno · MLS# ML82041938
21543 Point Reyes TER
OPEN SUN, 2PM TO 4PM
📷 32
Condo
21543 Point Reyes TER
Cupertino, CA 95014
$1,688,000
$1,176/sq ft · 39 days on market
3Beds
2.5Baths
1,435Sq Ft
0.02Acres
Listing courtesy of KW Advisors · MLS# ML82039926
22645 San Juan RD📷 12
Single Family
22645 San Juan RD
Cupertino, CA 95014
$2,838,000
$810/sq ft · 43 days on market
5Beds
4.5Baths
3,500Sq Ft
0.37Acres
Listing courtesy of Aspire Homes · MLS# ML82041183
10536 S Tantau AVE
OPEN SAT, 2PM TO 4PM
📷 43
Single Family
10536 S Tantau AVE
Cupertino, CA 95014
$4,398,000
$1,684/sq ft · 43 days on market
Hardwood floorsEV charger
6Beds
5Baths
2,611Sq Ft
0.12Acres
Listing courtesy of U16818 Financial Services · MLS# ML82037640
20865 Mcclellan RD📷 6
Single Family
20865 Mcclellan RD
Cupertino, CA 95014
$17,888,520
$9,545/sq ft · 44 days on market

Highest listed at $17.9M in Cupertino

3Beds
2.5Baths
1,874Sq Ft
1.00Acres
Listing courtesy of Coldwell Banker Realty · MLS# ML82041074
10536 Davison AVE
OPEN SAT, 2PM TO 4PM
📷 29
Single Family
10536 Davison AVE
Cupertino, CA 95014
$3,699,000
$1,377/sq ft · 45 days on market

Price reduced $189K

Fireplace
5Beds
4Baths
2,686Sq Ft
0.17Acres
Listing courtesy of Christie's International Real Estate Sereno · MLS# ML82039127
21063 Red Fir CT
OPEN SAT, 2PM TO 4PM
📷 48
Townhome
21063 Red Fir CT
Cupertino, CA 95014
$899,000
$896/sq ft · 45 days on market

Price reduced $99K

Pool
2Beds
1.5Baths
1,003Sq Ft
0.02Acres
Listing courtesy of KW Bay Area Estates · MLS# ML82040964
20212 Northcove SQ
OPEN SAT, 1PM TO 4PM
📷 70
Townhome
20212 Northcove SQ
Cupertino, CA 95014
$995,000
$938/sq ft · 50 days on market
PoolFireplace
2Beds
2Baths
1,060Sq Ft
-Acres
Listing courtesy of KW Advisors · MLS# ML82038860
22551 Ricardo RD
OPEN SAT, 1PM TO 3PM
📷 61
Single Family
22551 Ricardo RD
Cupertino, CA 95014
$4,825,000
$1,333/sq ft · 50 days on market

Price reduced $63K

Hardwood floorsEV chargerFireplace
5Beds
3.5Baths
3,618Sq Ft
0.28Acres
Listing courtesy of Christie's International Real Estate Sereno · MLS# ML82039106
21072 Red Fir CT📷 25
Townhome
21072 Red Fir CT
Cupertino, CA 95014
$998,888
$995/sq ft · 50 days on market

Price reduced $90K

PoolEV charger
2Beds
1.5Baths
1,003Sq Ft
-Acres
Listing courtesy of Maxreal · MLS# ML82039802
17599 Montebello RD
OPEN SAT, 2PM TO 4PM
📷 83
Single Family
17599 Montebello RD
Cupertino, CA 95014
$4,750,000
$1,656/sq ft · 51 days on market

Largest lot currently listed (9.97 acres)

Hardwood floors
4Beds
3Baths
2,867Sq Ft
9.97Acres
Listing courtesy of Christie's International Real Estate Sereno · MLS# ML82040160
22330 Homestead RD 214
OPEN SAT, 2PM TO 4PM
📷 35
Condo
22330 Homestead RD 214
Cupertino, CA 95014
$998,000
$724/sq ft · 58 days on market

Lowest $/sq ft in 95014 ($725/sq ft)

PoolHardwood floorsFireplace
2Beds
2Baths
1,377Sq Ft
0.02Acres
Listing courtesy of Keller Williams Thrive · MLS# ML82039157
11032 Firethorne DR
OPEN SAT, 1PM TO 4PM
📷 33
Townhome
11032 Firethorne DR
Cupertino, CA 95014
$1,299,000
$937/sq ft · 72 days on market

Price reduced $99K

Fireplace
2Beds
2.5Baths
1,385Sq Ft
-Acres
Listing courtesy of KW Elevate · MLS# ML82037099
18980 Newsom AVE📷 15
Single Family
18980 Newsom AVE
Cupertino, CA 95014
$4,480,000
$1,691/sq ft · 72 days on market
Fireplace
5Beds
4.5Baths
2,648Sq Ft
0.13Acres
Listing courtesy of Shè Homes · MLS# ML82037228
19999 Stevens Creek BLVD 209📷 12
Condo
19999 Stevens Creek BLVD 209
Cupertino, CA 95014
$998,000
$960/sq ft · 76 days on market
Fireplace
2Beds
2Baths
1,039Sq Ft
-Acres
Listing courtesy of Coldwell Banker Realty · MLS# ML82036081
18940 Loree AVE📷 25
Single Family
18940 Loree AVE
Cupertino, CA 95014
$2,990,000
$1,851/sq ft · 77 days on market
5Beds
3Baths
1,615Sq Ft
0.15Acres
Listing courtesy of Real Estate eBroker Inc · MLS# ML82036677
10477 Mary AVE📷 31
Townhome
10477 Mary AVE
Cupertino, CA 95014
$999,000
$821/sq ft · 87 days on market

Price reduced $99K

Pool
2Beds
1.5Baths
1,216Sq Ft
-Acres
Listing courtesy of Compass · MLS# ML82035186
15060 Montebello RD
OPEN SUN, 2PM TO 4PM
📷 81
Single Family
15060 Montebello RD
Cupertino, CA 95014
$6,950,000
$1,246/sq ft · 88 days on market

Largest home in Cupertino (5,576 sq ft)

PoolEV chargerFireplace
3Beds
3Baths
5,576Sq Ft
3.60Acres
Listing courtesy of Christie's International Real Estate Sereno · MLS# ML82035093
22081 Caroline DR📷 28
Single Family
22081 Caroline DR
Cupertino, CA 95014
$2,398,000
$1,693/sq ft · 92 days on market

Price reduced $182K

Hardwood floors
3Beds
2Baths
1,416Sq Ft
0.22Acres
Listing courtesy of U16818 Financial Services · MLS# ML82034737
20666 Celeste CIR📷 36
Condo
20666 Celeste CIR
Cupertino, CA 95014
$777,777
$892/sq ft · 95 days on market
PoolFireplace
1Beds
1Baths
871Sq Ft
-Acres
Listing courtesy of RE/MAX Realty Partners · MLS# ML82034265
21468 Krzich PL📷 3
Single Family
21468 Krzich PL
Cupertino, CA 95014
$6,500,000
$1,746/sq ft · 96 days on market
Fireplace
5Beds
4.5Baths
3,721Sq Ft
0.27Acres
Listing courtesy of U16818 Financial Services · MLS# ML82034222
20488 Stevens Creek BLVD 1607📷 24
Condo
20488 Stevens Creek BLVD 1607
Cupertino, CA 95014
$1,098,888
$925/sq ft · 98 days on market

Price reduced $101K

Pool
2Beds
2Baths
1,187Sq Ft
-Acres
Listing courtesy of Compass · MLS# ML82034063
10745 N De Anza BLVD 215📷 18
Condo
10745 N De Anza BLVD 215
Cupertino, CA 95014
$1,080,000
$923/sq ft · 99 days on market
Hardwood floors
2Beds
2Baths
1,169Sq Ft
-Acres
Listing courtesy of Real Estate eBroker Inc · MLS# ML82033923
10621 Madera DR📷 11
Single Family
10621 Madera DR
Cupertino, CA 95014
$3,999,000
$2,450/sq ft · 101 days on market

1 of only 4 homes on 0.5+ acres in Cupertino

3Beds
2Baths
1,632Sq Ft
0.77Acres
Listing courtesy of Abode Real Estate · MLS# ML82033535
7552 Tiptoe LN
OPEN SAT, 1PM TO 4PM
📷 41
Single Family
7552 Tiptoe LN
Cupertino, CA 95014
$3,699,000
$1,687/sq ft · 107 days on market

Price reduced $100K

EV chargerFireplace
4Beds
3Baths
2,192Sq Ft
0.14Acres
Listing courtesy of Bayview Residential Brokerage · MLS# ML82032872
22540 Stevens Creek BLVD📷 61
Single Family
22540 Stevens Creek BLVD
Cupertino, CA 95014
$3,288,888
$1,315/sq ft · 119 days on market
EV chargerFireplace
4Beds
4Baths
2,501Sq Ft
0.05Acres
Listing courtesy of Christie's International Real Estate Sereno · MLS# ML82029449
11052 Canyon Vista DR
OPEN SAT, 1PM TO 4PM
📷 28
Single Family
11052 Canyon Vista DR
Cupertino, CA 95014
$2,298,000
$1,084/sq ft · 122 days on market
PoolFireplace
2Beds
2Baths
2,119Sq Ft
0.09Acres
Listing courtesy of The Agency · MLS# ML82031012
10091 Santa Clara AVE
OPEN SAT, 1PM TO 4:30PM
📷 48
Single Family
10091 Santa Clara AVE
Cupertino, CA 95014
$1,708,888
$1,322/sq ft · 204 days on market

Price reduced $189K

Hardwood floorsFireplace
2Beds
1.5Baths
1,292Sq Ft
0.06Acres
Listing courtesy of DPL Real Estate · MLS# ML82025661
21685 Olive AVE
OPEN SAT, 1PM TO 4:30PM
📷 26
Single Family
21685 Olive AVE
Cupertino, CA 95014
$2,098,000
$2,066/sq ft · 267 days on market

Price reduced $490K

3Beds
1Baths
1,015Sq Ft
0.12Acres
Listing courtesy of DPL Real Estate · MLS# ML82018806
20882 Cherryland DR📷 12
Single Family
20882 Cherryland DR
Cupertino, CA 95014
$5,390,000
$1,509/sq ft · 358 days on market
Hardwood floorsFireplace
7Beds
5.5Baths
3,570Sq Ft
0.17Acres
Listing courtesy of Aspire Homes · MLS# ML82007958

Showing 16 of 68 active listings

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About Cupertino, California

If you've been searching Cupertino homes for sale, you already know what makes this market different. Schools drive demand. Apple's footprint shapes the buyer pool. And the homes that fit families targeting the top-rated attendance areas rarely sit through their first weekend on the market.

Most buyers land on a page like this looking for a single number - the median, the average days on market, what they should offer. Those numbers matter. But they are not what decides whether you end up in the home and the school assignment you actually want.

The real question is whether you understand the Cupertino real estate market well enough - including how attendance area boundaries shape pricing - to act with confidence when the right home appears. Below you'll find the data, the patterns, and the local perspective that give you a clearer picture before you write your first offer.

Geography & Position in Silicon Valley

Cupertino sits in the western Santa Clara Valley at the foot of the Santa Cruz Mountains, bordered by Sunnyvale and Saratoga to the north and south and by San Jose to the east. The city covers approximately 11.3 square miles and is home to about 60,000 residents. Highway 280 runs along the city's northern edge and Highway 85 cuts through the city, providing direct freeway access to every major Silicon Valley employer. The location is one of the reasons Cupertino homes for sale continue to attract buyers from Apple and the surrounding tech ecosystem - many residents commute to work in under fifteen minutes.

History & Town Identity

Cupertino was incorporated in 1955, transforming over the following decades from an agricultural valley dominated by orchards into the global headquarters of Apple Inc. and one of the most school-driven housing markets in the United States. The city's identity is shaped by two forces - the technology sector that anchors its employment base, and the Cupertino Union and Fremont Union school districts that anchor its housing demand. That combination is why Cupertino CA homes consistently command among the highest premiums per square foot in Santa Clara County, and why those premiums vary sharply by attendance area.

Housing Stock

The housing stock in Cupertino spans 1950s and 1960s ranch homes through 1970s and 1980s tract subdivisions, with significant remodels and tear-down rebuilds concentrated in the most school-desirable attendance zones. Lot sizes typically run 6,000 to 9,000 square feet, with larger parcels in the Monta Vista and Inspiration Heights areas. A meaningful share of inventory has been gut-renovated or fully rebuilt over the past two decades, which means buyers need to evaluate condition carefully - two homes on the same street can transact at very different price points based on the depth of recent updating.

Demographics

The median household income in Cupertino is approximately $200,000, and the resident base is heavily concentrated in technology - software engineering, hardware engineering, and supporting professional services. The community has a notably high proportion of households with school-age children, which directly shapes housing demand and pricing. Cash offers are extremely common, particularly in the most school-desirable neighborhoods, and competition from international buyer pools adds another layer to the demand picture that doesn't exist in most of the surrounding cities.

Outdoor & Daily Life

Cupertino offers a daily life that balances suburban convenience with strong access to outdoor recreation. Rancho San Antonio Open Space Preserve sits on the city's western edge with hiking trails climbing into the Santa Cruz Mountains. Stevens Creek County Park provides additional trail access and a reservoir minutes from town. Memorial Park anchors the city center with playgrounds, gardens, and event space. The Apple Park visitor center and the surrounding Main Street Cupertino district add commercial and dining nodes. For families searching Cupertino homes for sale, the trade-off is real - you give up some of the walkability of Los Gatos or Palo Alto for stronger school assignments and tighter freeway access.

Schools & Family Decisions

Schools are the primary driver of home purchases in Cupertino. The city is served by the Cupertino Union School District (elementary and middle) and the Fremont Union High School District (high school). Both districts consistently rank among the top in California, and within those districts certain attendance areas - particularly those feeding into Lynbrook, Monta Vista, and Cupertino High - see exceptional demand premiums. Families relocating to Silicon Valley frequently target Cupertino specifically for the school assignments, which directly shapes pricing within attendance zones to a degree few other cities experience.

School Boundary Disclaimer: School assignments are determined by Cupertino Union School District and Fremont Union High School District. Boundaries change, and they change with material consequences for property values. We do not represent that any specific property is zoned for any specific school. Contact the districts directly to verify current attendance areas for any address you are considering. Cupertino Union: (408) 252-1600. Fremont Union: (408) 522-2200.

Cupertino Market Analysis

The current state of the Cupertino market is shaped more by attendance area than by any other single factor. Inventory in the most school-desirable zones remains tight, with sale-to-list ratios consistently above asking and offer counts that often run into double digits on well-presented homes. Inventory in less school-premium parts of the city moves more reasonably, though still firmly in seller-favorable conditions.

For buyers, this means winning offers in Cupertino real estate require an unusually deep understanding of which attendance areas justify which premiums. The wrong attendance area at the right price is still the wrong purchase if your priority is school assignment. The right area at a premium price often makes financial sense over a multi-year holding period - but only if you understand the trade-offs going in.

For sellers, the implication is that positioning relative to the local attendance area benchmark matters as much as the home itself. A well-priced, well-presented home in a top attendance zone often sees double-digit offer counts. The same home a few blocks outside a premium boundary sees materially different demand. Pricing strategy has to reflect this reality rather than averaging across the city.

MetricCurrentvs Last Year
Median List Price$2,984,000+23.6%
Average Sale Price$3,083,687+14.1%
Average Days on Market35-2.8 days
Sale-to-List Ratio106.3%-0.8%
Active Listings68+94.3%
Months of Inventory3.0+275.0%
Average Price per SqFt$1,471+3.4%
Closed Sales (Last Month)23-46.5%

Source: MLSListings Inc. Data refreshed every 15 minutes.

Your neighbors are selling. Should you?

In Cupertino, 23 homes sold last month at a median of $2,984,000. Sale-to-list ratio: 106.3%. Sellers are getting above asking.

For Buyers

You know how a lot of people get stressed when buying in a school-driven market like this - they can't tell which homes are actually in the attendance area they want, they worry about overpaying for the school premium, and they're terrified of buying just outside a boundary that could shift before their kids start school. What we do is help buyers in Cupertino homes for sale searches verify attendance area realities before they tour, structure offers that are competitive without overpaying for the wrong block, and move through closing with the school context confirmed.

Cupertino rewards prepared buyers more than nearly any market in the South Bay because the school premium gradient is so steep. The buyers who do well here share three traits. They confirm attendance areas with the districts directly - not from listing copy. They understand which neighborhoods have remodel-heavy inventory versus original-condition stock, and how to evaluate the difference. And they know their walk-away number for each attendance zone separately, because the bidding behavior varies by zone. None of that is intuitive. All of it is learnable. The buyers who close on the home they wanted are almost never the ones who started touring without doing the attendance area homework first.

For Sellers

You know how a lot of homeowners feel stressed about selling in Cupertino - they're not sure how to price relative to the attendance area benchmark, they worry the appraisal won't support the offer in a competitive bid environment, and they have no clear sense of how to handle the volume of offers their home may attract. What we do is help sellers in Cupertino CA homes position the property for the highest realistic price within the right benchmark, manage the appraisal process so the deal holds together, and structure the offer review so multiple-offer chaos becomes a controlled, advantageous process.

The biggest opportunity sellers miss in Cupertino is treating the city as a single market when it functions as a collection of attendance-zone sub-markets. Pricing relative to the wrong benchmark - averaging across zones rather than positioning within a zone - leaves money on the table or scares off the natural buyer pool. Professional staging matters here, but accurate pre-listing positioning matters more. Pre-listing inspections, attendance-area-aware comp analysis, and a coordinated multiple-offer strategy can shift final sale prices materially. In a market where the typical Cupertino home transacts at among the highest prices per square foot in the region, even modest improvements in positioning translate to meaningful additional value at close.

Cupertino Neighborhoods

Cupertino is not a single market. The city breaks into distinct sub-areas, each with its own attendance area exposure, lot character, and buyer mix.

Monta Vista - Cupertino's most school-premium area - offers larger lots, mature trees, and feeder access to Lynbrook High and Monta Vista High depending on exact address. Premiums here can be substantial relative to the city average.

Inspiration Heights sits in the western foothills with larger parcels, view properties, and hillside access. Less density, more privacy, and a different buyer profile than the central flatlands.

Rancho Rinconada on the eastern edge typically offers more accessible price points within Cupertino's overall market, with attendance areas that vary block by block - careful verification is essential here.

The Garden Gate / Faria area is another high-school-premium zone, with homes typically transacting at meaningful premiums for the attendance area access.

The Vallco / Main Street corridor includes newer condominium and townhome inventory near the city's commercial center, often the entry point for first-time buyers and downsizers in Cupertino.

The South Cupertino areas bordering San Jose and Saratoga blend into adjacent attendance areas and require zone-by-zone evaluation rather than city-level assumptions.

"Cupertino is the only city in Santa Clara County where I've seen identical homes - same square footage, same vintage, same lot - transact at materially different prices because of which side of an attendance line they sat on. Buyers who understand that walk in with realistic expectations. Buyers who don't end up surprised, frustrated, and out of the running for what they actually wanted."

- Timothy Alston, Broker, DRE# 01328224
Timothy Alston, Broker
Timothy Alston
Broker · DRE# 01328224 · Aegis Luxury Real Estate

"When I started helping buyers in Cupertino, the median home was a fraction of what it is today. Today it is $2,984,000. The buyers who did best were never the ones with the biggest budget. They were the ones who had the clearest picture of the market before they started writing offers."

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Questions Buyers Ask

Is Cupertino a buyer's or seller's market right now?

Cupertino has held seller's-market conditions consistently, with the strongest competition concentrated in the most school-premium attendance zones. Inventory trends below three months of supply citywide, and well-priced homes in top attendance areas frequently see double-digit offer counts. Conditions vary meaningfully by zone - the most current data is reflected in the live MLS market panel above.

What budget do I need to buy a home in Cupertino?

Budget depends heavily on attendance area in Cupertino - more so than almost any other Santa Clara County city. Townhomes and condominiums near the Vallco / Main Street corridor sit at one price point; single-family homes in non-premium zones at higher tiers; and homes within Monta Vista, Inspiration Heights, or Faria attendance areas at premiums that can be substantial. Beyond list price, plan for property taxes, potential HOA dues, and the typically higher insurance costs of any Bay Area home. A pre-tour strategy call clarifies which segment fits your situation before you start touring.

How fast do homes sell in Cupertino?

Days on market trend short citywide and especially short in premium attendance zones, where well-presented homes frequently transact within the first two weeks of listing - often with double-digit offer counts. Homes outside premium attendance zones still move quickly relative to broader Santa Clara County averages. The current average is shown in the market data panel.

Which Cupertino neighborhoods should I focus on?

Most family-driven buyers in Cupertino target attendance areas first and neighborhoods second - Monta Vista, Faria, Garden Gate, and select pockets within Rancho Rinconada are common starting points. The "best" neighborhood depends entirely on which schools your household prioritizes and which budget tier you're working within. A 15-minute conversation usually narrows it faster than weeks of independent research.

What schools serve Cupertino?

Cupertino is served primarily by Cupertino Union School District (elementary and middle) and Fremont Union High School District (high school). Both rank among the top in California, with notable variation between attendance areas. School assignments are determined by district boundaries - not by listing claims or by neighborhood name - and boundaries change, sometimes with material consequences for property values. Contact Cupertino Union at (408) 252-1600 or Fremont Union at (408) 522-2200 to verify current attendance areas for any specific address.

What do I need before making an offer in Cupertino?

Four things. First, your pre-approval needs to be current and your funds liquid - Cupertino sellers scrutinize buyer strength carefully and cash-equivalent positioning matters. Second, you need attendance area confirmation directly from the district before you commit, not from listing copy. Third, you need a comp analysis that accounts for attendance zone differences rather than averaging citywide. Fourth, you need a clear strategy on contingencies - waivers are common in this market, but the right structure varies by deal. A pre-offer strategy call covers all four before you commit to a number.

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Market Snapshot

$2,984,000Median Price+14.1% vs Last Year
35Avg DOM-2.8 days vs Last Year
68Active Listings+94.3% vs Last Year
106.3%Sale-to-List-0.8% vs Last Year
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Timothy Alston, Broker
Timothy Alston
Broker · DRE# 01328224

"The buyers who did best were never the ones with the biggest budget. They were the ones who had the clearest picture."

Call (408) 207-4593 Email Timothy
For homeowners

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Schools in Cupertino

Aegis School Excellence Index

10

Montclaire Elementary

Cupertino Union SD · K-5

10

Joaquin Miller Middle

Cupertino Union SD · 6-8

10

Cupertino High School

Fremont Union High SD · 9-12

School information is provided for general reference only. Contact individual school districts directly for enrollment, boundary, and program information. Aegis Luxury Real Estate does not guarantee school assignments or boundaries.

Serving districts: Cupertino Union SD (K-8), Fremont Union High SD (9-12)

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MLSListings Copyright © 2026 MLSListings Inc. All rights reserved.

The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListings™ MLS system. Real estate listings held by brokerage firms other than Aegis Luxury Real Estate are marked with the Internet Data Exchange icon and detailed information about them includes the names of the listing brokers and listing agents.

Based on information from the MLSListings MLS as of May 15, 2026 07:45 AM PT. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

These statistics are generated using information from the MLSListings Inc. multiple listing service, but have not been verified and are not guaranteed. MLSListings Inc. disclaims any responsibility for the accuracy and reliability of these statistics. This information should not be relied upon for real estate transaction decisions.

Data updated every 15 minutes. Visit www.MLSListings.com for more information.

Information provided is for general informational purposes only. Equal Housing Opportunity. If you are currently working with a real estate agent, this is not intended as a solicitation.

Timothy Alston, Broker, DRE# 01328224, Aegis Luxury Real Estate, 10080 N. Wolfe Rd Ste SW3-200, Cupertino CA 95014. (408) 207-4593.

Last updated: May 15, 2026 07:45 AM PT. Closed-sale statistics through April 2026. Current-month data updates daily as transactions close. Source: MLSListings Inc.