365 Pennsylvania Avenue, Los Gatos, California 95030, Los Gatos, 95030 - 0 bed, 0 bath
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Los Gatos, California 95030
This Versatile Residential Income Property is a Strong Value Opportunity, listed at $3,488,000—positioned well below the $3,688,145 Fair Market Value by 5%. This valuation gap offers $200,145 in Instant Equity. Featuring a 3,838 sqft layout with a main house, second-floor quarters, and an ADU, the property maintains a Condition Rating of 3. With Brazilian Cherry floors and a creek-side deck, it is an ideal acquisition for Buy-and-Hold Investors or Owner-Occupants seeking multi-generational flexibility in downtown Los Gatos.
Property is move-in ready.
While built in 1991 (33 years old), the property is exceptionally well-maintained and move-in ready. It features a modern chef's kitchen with stainless steel appliances, updated Brazilian Cherry flooring, dual-pane windows, and functional HVAC (AC). The interior has been freshly painted, and the overall aesthetic suggests renovations within the 5-15 year range, elevating it above the 'Fair' category despite its chronological age.
The unique layout includes a main residence, a separate second-floor unit, and an additional ADU, offering exceptional flexibility for multi-generational living, guest quarters, or rental income potential.
Situated in a highly coveted Los Gatos neighborhood, the property offers excellent walkability to downtown amenities, local trails, and access to top-tier school districts, ensuring long-term value.
The home features premium upgrades such as Brazilian Cherry floors, open-beam ceilings, and a chef's kitchen, complemented by a seamless indoor-outdoor flow to a private creek-side entertainment deck.
Lot size discrepancy between mls listing and other public or private record. mls listing lot size in square feet =11500, other record lot size in square feet = 10440.
Listed as a duplex/residential income property rather than a traditional single-family home, which may complicate financing options for certain buyers or require specific management of the multiple units.
With three separate living structures and an expansive 11,500-square-foot lot bordering a creek, the property likely demands significant ongoing maintenance and landscaping oversight.
An extraordinary opportunity to own in one of the finest downtown Los Gatos locations. Built in 1991 this home's layout supports a variety of living arrangements. The primary living features 3 bedrooms, 2.5 baths w/ 2,679+/- sf. A separate second floor quarters includes 1 bedroom, 1 bath & 1,159+/- sf. An additional ADU of 387+/- sf is across the garden. Enjoy as is OR combine living spaces as desired. The main house highlights a stunning great room w/ open beam ceiling, bright dining & a chef's kitchen w/ SS appliances, a walk-in pantry & center island. French doors open to the rear Epi entertainment deck creating seamless indoor-outdoor creek side living w/ privacy & views. A luxurious primary suite w/ dual walk-in closets, living room, study & powder room complete the main living. Downstairs, you'll find 2 additional bedrooms, family room, office, laundry room & wine cellar/storage areas. Additional highlights: Brazilian Cherry floors, skylights, recessed lighting, dual pane windows, AC & fresh painted interior. The expansive 11,500+/-sf grounds offer excellent space for outdoor entertaining, everyday enjoyment & incredible potential. Great walkability to downtown & trails too. Exceptional LG schools complete the package. Have it all: lifestyle, flexibility & long term value!
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | - | - | 0% |
| Baths | - | - | 0% |
| Square foot | - | - | 0% |
| Lot Size | - | - | 0% |
| Price | - | - | 0% |
| Price per sq ft | - | - | 0% |
| Built year | 1991 | - | 0% |
| HOA | $0 | $0 | 0% |
| Days on market | - | - | 0% |
May 15, 2026
$3,488,000
Initial Listing