5746 Chesbro Avenue, San Jose, California 95123, San Jose, 95123 - 0 bed, 0 bath
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San Jose, California 95123
This Residential Income Duplex represents a High-Potential Investment Opportunity, listed at $1,499,000—positioned well above the $1,315,068 Fair Market Value by -13%. While the price reflects a premium, the property offers significant stability with long-term tenants and a Condition Rating of 4. Featuring a versatile 3-bed/2-bath and 2-bed/1-bath configuration with private yards and attached garages, this asset is ideal for Buy-and-Hold Investors or Owner-Occupants looking to leverage the "house hack" strategy in a prime Silicon Valley location.
Property is moderate renovation needed.
Built in 1972 (54 years old), the property is well-maintained but dated. While one unit features upgraded countertops and hardwood, the presence of popcorn ceilings and window AC units indicates older systems and a need for cosmetic modernization to meet current market standards.
The property features a desirable 3-bedroom/2-bathroom and 2-bedroom/1-bathroom layout, providing excellent flexibility for owner-users to live in one unit while renting the other, or for investors to maximize rental income.
Both units are equipped with highly sought-after features including private yards, attached garages, and in-unit laundry, which significantly enhances tenant retention and marketability.
With long-term tenants currently on month-to-month leases, a new owner has the immediate flexibility to either occupy a unit or adjust rents to reflect current Silicon Valley market rates.
Constructed in 1972, the property may soon require capital expenditures for major systems or structural updates that typically arise in buildings of this vintage.
While the assigned high school is highly rated, the closest elementary school has a lower rating of 3, which may limit the property's appeal to families prioritizing top-tier primary education.
Well-maintained duplex located on a quiet residential street in a desirable San Jose neighborhood. The property features two spacious units consisting of one 3 bed/2 bath and one 2 bed/1 bath layout. Both units offer private yards, attached garages, and in-unit laundry. The approximately 2,030 SF building sits on a 6,400 SF lot and has been carefully maintained by long-term month-to-month tenants. One unit features upgraded countertops and hardwood flooring. A clean, low-maintenance asset ideal for both investors and owner-users. Conveniently located near shopping, dining, commuter routes, and major Silicon Valley employers.
No exterior & parking available.
Grades K-6 • 0.7 mi
Grades K-5 • 0.8 mi
Grades K-6 • 1.2 mi
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 0.0 | 0.0 | 50% |
| Baths | 0.0 | 0.0 | 50% |
| Square foot | 2,030 | 2,110 | 33% |
| Lot Size | 6,400 | 6,400 | 50% |
| Price | $1.50M | $1.50M | 50% |
| Price per sq ft | $738 | $701 | 67% |
| Built year | 1972 | 1972 | 50% |
| HOA | $0 | $0 | 50% |
| Days on market | 19 | 141 | 33% |
May 26, 2026
$1,499,000
Initial Listing
Feb 14, 2018
$1,192,500
Public Record
Mar 30, 2016
$1,060,000
Public Record
Aug 18, 2005
$635,000
Public Record