21686 Olive Avenue, Cupertino, California 95014, Cupertino, 95014 - 2 bed, 3 bath

21686 Olive Avenue
Cupertino, California 95014
Property Price
SUMMARY
Analysis of 21686 Olive Avenue, Cupertino, California 95014 is currently available with a list price of $1,798,000. The property maintains a Excellent Condition Rating (95/100), indicating excellent structural integrity and modern finishes throughout. This turnkey property requires minimal updates and is ready for immediate occupancy. Located in a high-demand neighborhood within the Cupertino Unified School District, this asset is categorized as a low-risk, high-reward acquisition suitable for both Buy-and-Hold Investors and Owner-Occupants willing to undertake light renovation work.
Condition Analysis
OVERALL CONDITION SCORE
Property is new construction or fully renovated.
Although built in 1985, the property has undergone extensive recent renovations within the last 5 years. It features new wood-like plank flooring throughout, a gourmet kitchen with modern shaker cabinetry, granite countertops, and stainless steel appliances. The bathrooms have been updated, including a luxury primary ensuite with a double vanity. Major systems are modernized with central heating/AC, copper piping, and dual-pane windows, meeting current quality standards with no deferred maintenance.
PROSSTRENGTHS & OPPORTUNITIES
- Great Schools
Middle School: John F. Kennedy Middle School (9/10). High School: Monta Vista High School (10/10).
- Elite School District
The property is zoned for top-tier Cupertino schools, including Monta Vista High (Rating 10) and Kennedy Middle (Rating 9), which are major drivers for property value and long-term appreciation.
- Modernized Interior & Layout
The home features high-end updates including a gourmet kitchen with shaker cabinetry and granite countertops, vaulted ceilings, and a flexible floor plan that lives like a single-family residence.
CONSRISKS & DEFICIENCIES
- Monthly Association Fees
The $575 monthly association fee represents a significant recurring carrying cost that may impact the purchasing power of buyers compared to a traditional detached home.
- Attached Housing Limitations
Despite its single-family feel, the property is a duet/townhouse with a shared wall and neighbor, which may deter buyers seeking total autonomy and maximum privacy.
About 21686 Olive Avenue
Single Family Style Living Awaits in This Cupertino Duet Home! Rare duet home with only one shared neighbor. A spacious floor plan offers 1473sf with 2 Bedrooms + a 3rd Large Room. An attached 2-car garage and a huge, park-like backyard with expansive lawn and large patio create an ideal setting for entertaining, play, or quiet outdoor living. Inside, this home shines with new gleaming wood-like plank floors and a gourmet kitchen featuring shaker cabinetry, granite countertops, and stainless steel appliances. The Luxury Primary Bedroom features vaulted ceilings and an ensuite bathroom with a double sink vanity. Central heating/AC, copper piping, dual pane windows. Just a few blocks to Cupertino's top-rated Lincoln Elementary, Kennedy Middle, and Monta Vista High. Just a few blocks to dining, coffee, Swim & Racquet Club, Golf Course, Memorial Park, De Anza College. Nestled at the back of a quaint community for exceptional peace and seclusion, enjoy the privacy this neighborhood has to offer, and yet the ultimate in conveniences nearby. Close to Silicon Valley Employers including Apple, Google, LinkedIn, Meta, Nvidia, and more. Endless grocery and shopping, including Whole Foods, Trader Joe's, Sprouts, Target & Main Street. This home truly lives like a single-family. Welcome home!
Property Details
Public Facts
- Property Type
- Townhouse
- Year Built
- 1985
- Lot Size
- 2,048 Sq. Ft.
Interior
- Total Bedrooms
- 2
- Total Bathrooms
- 3 (3 Full, 0 Half)
Exterior & Parking
No exterior & parking available.
Utilities & Misc
- HOA Fee
- $575.0 / Month
Neighborhood Insights
Cupertino Unified Schools
Abraham Lincoln Elementary School
Grades K-5 • 0.2 mi
Stevens Creek Elementary School
Grades K-5 • 0.8 mi
John F. Kennedy Middle School
Grades 6-8 • 0.4 mi
Sensitive Facilities
No sensitive facilities data found.
Neighborhood Comparison
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 2.0 | 2.5 | 50% |
| Baths | 3.0 | 2.0 | 63% |
| Square foot | 1,473 | 1,516.5 | 50% |
| Lot Size | 2,048 | 1,724.5 | 75% |
| Price | $1.80M | $1.50M | 63% |
| Price per sq ft | $1.2K | $980 | 75% |
| Built year | 1985 | 1974 | 75% |
| HOA | $575.0 | $620 | 50% |
| Days on market | 17 | 157 | 13% |
Pricing History
Listed for Sale
Feb 18, 2026
$1,798,000
Initial Listing
Sold
Jan 4, 2006
$723,000
Public Record
Sold
Jan 9, 1995
$270,000
Public Record





































































