20550 Buena Monte Drive, San Jose, California 95120, San Jose, 95120 - 6 bed, 4 bath

20550 Buena Monte Drive
San Jose, California 95120
Property Price
SUMMARY
Analysis of 20550 Buena Monte Drive, San Jose, California 95120 is currently available with a list price of $3,998,000. 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 San Jose 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.
While originally built in 1964, the property has clearly undergone an extensive, high-end renovation within the last 5 years. The gourmet kitchen features premium Taj Mahal quartzite and top-tier appliances, complemented by modern floor-to-ceiling windows and updated flooring. The addition of a fully equipped, modern ADU and the significant price appreciation since its 2019 sale confirm that the estate has been brought up to current luxury standards with no deferred maintenance.
PROSSTRENGTHS & OPPORTUNITIES
- High Available Lot Utilization
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 102018, living area = 3120.
- Great Schools
Elementary School: Williams Elementary School (9/10). Middle School: C. T. English Middle School (9/10). High School: Los Gatos High School (10/10).
- Dual-Residence Versatility
The property features two completely separate homes with independent utilities, addresses, and driveways, providing an ideal setup for multi-generational living or high-yield rental income.
CONSRISKS & DEFICIENCIES
- High Maintenance Demands
The expansive 2.3-acre grounds, featuring a producing vineyard, estate-style chicken coop, and multiple outdoor living areas, will require significant ongoing labor and financial investment to maintain.
- Legacy Infrastructure
While extensively updated, the original structure dates back to 1964, which may result in higher insurance costs or the need for future updates to aging core systems compared to a modern build.
About 20550 Buena Monte Drive
Spectacular views from this amazing Almaden Valley Estate on 2.342 acres, all fenced. Two completely separate houses on one lot, each with separate utilities, addresses, and driveways. Main house is 6 bedrooms, 5 bathrooms, including an apartment with kitchenette. Gourmet kitchen is an understatement with high end appliances throughout and stunningly beautiful Taj Mahal quartzite that cover counters and an island so large you must see to believe. Floor to ceiling windows take advantage of the picturesque views of Silicon Valley while delivering abundant natural light. Amenities include 3 car oversized attached garage, outdoor kitchen, multiple decks and patios, gorgeous oak trees, a producing vineyard, and even boasts an estate-style chicken coop. The ADU second home is 2 bedrooms, 2 baths, living room, full size kitchen, and formal dining room. It also features a fully enclosed front yard. The ADU second home can be used for extended family or rented out for additional income. And yes, there is a possibility for a subdivision! This home is more than an entertainers delight, it can accommodate a wedding or fundraiser for your favorite charity. You must really see this house to believe it. You will love it!
Property Details
Public Facts
- Property Type
- Single Family Residence
- Year Built
- 1964
- Lot Size
- 102,018 Sq. Ft.
Interior
- Total Bedrooms
- 6
- Total Bathrooms
- 4 (4 Full, 0 Half)
Exterior & Parking
No exterior & parking available.
Utilities & Misc
- HOA Fee
- $0 / Month
Neighborhood Insights
San Jose Unified Schools
Graystone Elementary School
Grades K-5 • 0.7 mi
Glider Elementary School
Grades K-6 • 1.1 mi
Sakamoto Elementary School
Grades K-6 • 1.2 mi
Sensitive Facilities
No sensitive facilities data found.
Neighborhood Comparison
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 6.0 | 4.0 | 94% |
| Baths | 4.0 | 3.0 | 85% |
| Square foot | 3,120 | 2,192.5 | 83% |
| Lot Size | 102,018 | 8,835 | 96% |
| Price | $4.00M | $2.24M | 94% |
| Price per sq ft | $1.3K | $997 | 94% |
| Built year | 1964 | 1972 | 17% |
| HOA | $0 | $0 | 50% |
| Days on market | 2 | 164 | 2% |
Pricing History
Listed for Sale
Mar 5, 2026
$3,998,000
Initial Listing
Sold
Jul 12, 2019
$1,700,000
Public Record
Sold
Jul 10, 2015
$1,450,000
Public Record














































































