21685 Olive Avenue, Cupertino, California 95014, Cupertino, 95014 - 3 bed, 1 bath
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Cupertino, California 95014
This Single Family Residence represents a Strong Value Opportunity, listed at $1,998,000—positioned slightly above the $1,977,992 Fair Market Value. While the home maintains a Condition Rating of 4, its location within the elite Monta Vista High and John F. Kennedy Middle school districts provides exceptional long-term stability. The deep lot offers significant potential for an ADU or expansion, addressing the current 1,015 sqft limitation. This property is an ideal acquisition for Buy-and-Hold Investors or Owner-Occupants seeking to build equity through strategic modernization in a premier Cupertino neighborhood.
Property is moderate renovation needed.
Built in 1944, this home is well-maintained but dated. While it features newer stainless steel appliances and clean flooring, the oak kitchen cabinets and bathroom tile work appear to be over 20 years old. The presence of a wall heater indicates older mechanical systems rather than modern central HVAC. It is move-in ready but requires cosmetic and system updates to meet modern standards.
Middle School: John F. Kennedy Middle School (9/10). High School: Monta Vista High School (10/10).
The property is zoned for top-tier Cupertino schools, including Monta Vista High (Rating 10) and John F. Kennedy Middle (Rating 9), which are major drivers for long-term property value and desirability.
The deep lot and open backyard layout provide an excellent opportunity for future home expansions or the construction of an Accessory Dwelling Unit (ADU), offering significant upside for investors or growing families.
With three bedrooms but only one bathroom, the current configuration may be a drawback for modern families and likely necessitates a future renovation to add a second bath.
At just 1,015 square feet, the interior living space is relatively small for the price point, which may feel restrictive for buyers looking for more generous indoor proportions.
Move in and enjoy this well maintained single-story home on a deep lot and quiet street with Abraham Lincoln Elementary, John F. Kennedy Middle and Monta Vista High. All 3 bedrooms are spacious. Inviting casual dining and living room off the kitchen. Desirable single-story layout. Gleaming floors. Oversized driveway. Large, gorgeous trees near property boundary perimeter. Peaceful & low maintenance backyard. Wonderfully open backyard for future home expansions or ADU. Easy access to Blackberry Farm, Mcclellan Ranch Preserve, all 3 spectacular Cupertino schools and shops. Neighborhood roads to many technology company campuses. Spectacular commute location with easy access to Highways 280 & 85. Award-winning Cupertino schools: Monta Vista High, John F. Kennedy Middle & Abraham Lincoln Elementary.
No exterior & parking available.
Grades K-5 • 0.3 mi
Grades K-5 • 0.8 mi
Grades 6-8 • 0.5 mi
No sensitive facilities data found.
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 3.0 | 4.0 |
| Baths | 1.0 | 3.0 |
| Square foot | 1,015 | 2,288 |
| Lot Size | 5,335 | 6,830 |
| Price | $2.00M | $3.54M |
| Price per sq ft | $2.0K | $1.6K |
| Built year | 1944 | 1958 |
| HOA | $0 | $0 |
| Days on market | 30 | 31 |
Jun 22, 2026
$1,998,000
Initial Listing