
Scotts Valley, California 95066
Analysis of 4399 Glenwood Drive, Scotts Valley, California 95066 is currently available with a list price of $1,199,000. The property maintains a Good Condition Rating (78/100), reflecting solid structural condition with well-maintained systems. The property presents an attractive opportunity for buyers seeking a move-in ready home. Located in a high-demand neighborhood within the Scotts Valley 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.
Property is move-in ready.
Although built in 1993, the property is meticulously maintained and features significant updates. Interior images show modern wood-look flooring, contemporary shiplap wall treatments, and vaulted ceilings. The addition of a whole-house backup generator and updated independent systems for both units indicates high-quality maintenance and move-in ready status.
The property features two fully independent, updated homes on separate parcels, offering a rare opportunity for significant rental income, guest housing, or multi-generational living.
Situated near the border of Scotts Valley and Los Gatos with easy access to Highway 17, the home perfectly balances mountain serenity with a convenient commute to Silicon Valley and Santa Cruz.
Both residences are meticulously maintained with modern updates, separate PG&E meters, individual septic systems, and a shared whole-house backup generator for added reliability.
Lot size discrepancy between mls listing and other public or private record. mls listing lot size in square feet =17424, other record lot size in square feet = 4225. Living area discrepancy between mls listing and other public or private record. mls listing living area = 1930, other record living area = 1133.
The residences share a single private well, which may require a formal maintenance agreement and could pose challenges regarding long-term water management between the two units.
With a total of 1,930 square feet split between two dwellings, the individual living areas—particularly the 530-square-foot secondary unit—are relatively small, which may limit appeal for larger households.
Discover a rare dual-residence opportunity perfectly blending mountain serenity with everyday convenience nestled at the border of Scotts Valley & Los Gatos in the coveted Santa Cruz Mountains, This unique property features two fully independent homes surrounded by tranquil wooded views, open pastures & a seasonal creek. 4399 Glenwood Dr is a meticulously maintained & updated 3BR/2BA sanctuary offering +-1400 SF of warm living space. The home sits within a fully fenced, private oasis combining peaceful seclusion with effortless access to Highway 17, Santa Cruz beaches & Silicon Valley employment hubs. 4401 Glenwood Dr is tucked privately behind the main house on it's own private right of way. This updated 1BR/1BA, +-530 SF home serves as an ideal source for rental income, multi-generational living, or guest accommodations. While the residences share a private well & whole-house backup generator, they provide complete independence with separate parcels, individual septic systems, & dedicated PG&E meters. Enjoy this versatile property that seamlessly balances premium lifestyle, a prime commuter location, & long-term income potential.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 0.0 | 0.0 |
| Baths | 0.0 | 0.0 |
| Square foot | 1,930 | - |
| Lot Size | 17,424 | - |
| Price | $1.20M | $1.60M |
| Price per sq ft | $621 | $524 |
| Built year | 1993 | 0 |
| HOA | $0 | $0 |
| Days on market | 8 | 0 |
Jul 14, 2026
$1,199,000
Initial Listing
Oct 21, 2015
$725,000
Public Record