RealKey
‪(213) 433-7766‬

21685 Olive Avenue, Cupertino, California 95014, Cupertino, 95014 - 3 bed, 1 bath

21685 Olive Avenue, Cupertino, California 95014 home-pic-0
ACTIVE$2,398,000
21685 Olive Avenue, Cupertino, California 95014
3Beds
1Bath
1,015Sqft
5,335Lot
Year Built
1944
Close
-
List price
$2.4M
Original List price
$2.59M
Price/Sqft
$2,363
HOA
-
Days on market
-
Sold On
-
MLS number
ML82018806
Home ConditionFair
Features
View-

About this home

Possibly Over-Priced:The estimated price is 6% below the list price. We found 3 Cons,6 Pros. Rank: price - $2.40M(6th), sqft - 1015(2th), beds - 3(29th), baths - 1(4th).

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.

Nearby schools

8/10
Abraham Lincoln Elementary School
Public,•K-5•0.3mi
8/10
Stevens Creek Elementary School
Public,•K-5•0.8mi
9/10
John F. Kennedy Middle School
Public,•6-8•0.5mi
10/10
Monta Vista High School
Public,•9-12•0.3mi

Price History

Date
Event
Price
11/21/25
Price Change
$2,398,000-4.0%
10/11/25
Price Change
$2,498,000-3.5%
08/21/25
Listing
$2,588,000
Condition Rating
Fair
The property, built in 1944, is described as 'well maintained' with 'gleaming floors,' indicating good upkeep. However, the kitchen features dated light wood cabinets, white laminate countertops, and an older white gas range, though it has a newer stainless steel dishwasher and refrigerator. The single bathroom is also significantly outdated with white painted cabinets and a basic integrated sink/countertop. Both the kitchen and bathroom flooring are older vinyl/linoleum. While functional and clean, these key areas require substantial updates to meet modern standards and styles. The overall condition aligns with a home that has been maintained but has not undergone extensive renovation in the last 20-40 years, showing its age in critical areas.
Pros & Cons

Pros

Great Schools: Middle School: John F. Kennedy Middle School (9/10). High School: Monta Vista High School (10/10).
Exceptional School District: Located within the highly-rated Cupertino Union School District, offering access to award-winning Monta Vista High (10/10), John F. Kennedy Middle (9/10), and Abraham Lincoln Elementary (8/10) schools.
Prime Cupertino Location & Commute: Excellent location with easy access to Highways 280 & 85, proximity to major technology company campuses, and convenient access to local amenities like Blackberry Farm and McClellan Ranch Preserve.
ADU & Expansion Potential: The deep and open backyard provides significant potential for future home expansions or the addition of an Accessory Dwelling Unit (ADU), offering value-add opportunities.
Well-Maintained Single-Story Home: A desirable single-story layout described as 'well maintained' with 'gleaming floors,' suggesting move-in readiness and broad appeal for various demographics.
Quiet Street & Private Backyard: Situated on a quiet street with a peaceful, low-maintenance backyard featuring large, gorgeous perimeter trees, offering privacy and a serene living environment.

Cons

Limited Bathroom Count: The property features only one bathroom for three bedrooms, which may be a significant functional limitation for families or multiple occupants.
Small Square Footage for Price Point: With 1015 sqft, the living space is relatively small for a 3-bedroom home in Cupertino, especially considering the high list price of $2.398 million, potentially limiting buyer interest.
Age of Property & Potential Updates: Built in 1944, despite being well-maintained, the age of the home suggests potential for outdated systems (e.g., electrical, plumbing, HVAC) or a need for significant modern updates to meet contemporary buyer expectations, which could incur additional costs.

Best solution for experienced home buyers!

Data-driven home buying experience with our licensed real estate agents and cutting-edge AI

Browse Properties by State Browse housing market trends by state