16219 Highland Drive, San Jose, California 95127, San Jose, 95127 - 3 bed, 4 bath
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San Jose, California 95127
This property presents a High-Potential Investment Opportunity with a List Price of $1,999,000—positioned above the $1,689,136 Fair Market Value. While the price reflects a premium, the property offers significant utility through its 10,454 sqft lot and unique layout with private entrances for every room. Featuring a Condition Rating of 4, the home requires modernization to reach its full potential. The panoramic canyon views and proximity to Alum Rock Park provide strong long-term appeal for Buy-and-Hold Investors or Owner-Occupants seeking multi-generational living solutions.
Comparables within 1 miles sold in recently
| Address | Sold Price | Beds | Baths | Sq Ft | $/Sqft | Distance |
|---|---|---|---|---|---|---|
★ 16219 Highland Drive Subject | $1,700,000* List Price | 3 | 4 | 2,085 | $764 | - |
A 138 Mountain View Avenue Sold | $1,300,000 | 3 | 2 | 1,780 | $730 | 0.9 mi |
B 10955 Edgemont Drive Sold | $1,372,000 | 2 | 3 | 1,760 | $780 | 0.3 mi |
C 4135 Golf Drive Pending | $1,239,000 List Price | 3 | 2 | 2,039 | $608 | 0.5 mi |
* Subject property listed price vs sold prices of comps.
Property is moderate renovation needed.
Built in 1946, the property appears well-maintained but significantly dated. The interior features older laminate flooring, peach-toned paint, and a recessed ceiling style indicative of a renovation from 20+ years ago. While functional and livable, the exterior brickwork and siding show signs of age, and the listing's focus on 'investment potential' suggests it requires modernization to meet current market standards.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 10454, living area = 2085.
The unique architectural design featuring private entrances for every room offers exceptional flexibility for multi-generational living or generating significant rental income.
Situated just steps from the iconic Alum Rock Park, the property provides immediate access to premier hiking trails and outdoor recreation in a sought-after San Jose neighborhood.
Bedroom count discrepancy between mls listing and other public or private record. mls listing bedroom count = 3, other record bedroom count = 2.
Built in 1946, the property may require significant capital investment to update aging mechanical, electrical, or plumbing systems to modern standards.
The configuration optimized for private room access may compromise the cohesive interior flow typically expected in a luxury single-family residence at this price point.
Welcome to your ultimate investment or entertainers dream, just steps from the iconic Alum Rock Park! This versatile property is designed for maximum flexibility, with every room featuring its own private entranceperfect for hosting guests or generating multiple rental incomes. Enjoy a spacious private backyard, ideal for gatherings and outdoor living, along with ample parking for all your needs. Dont miss this rare opportunity to own a property that blends lifestyle, income potential, and location!
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 3.0 | 4.0 |
| Baths | 4.0 | 2.0 |
| Square foot | 2,085 | 1,683.5 |
| Lot Size | 10,454 | 6,300 |
| Price | $1.70M | $1.70M |
| Price per sq ft | $815 | $1000 |
| Built year | 1946 | 1966 |
| HOA | $0 | $160 |
| Days on market | 45 | 35 |
Jun 13, 2026
$1,700,000
$1,999,000
-15% Price Drop
Initial Listing
Jun 8, 2026
$1,999,000
Initial Listing
Dec 11, 2000
$375,000
Public Record