
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.
Built in 1993 but meticulously maintained and updated. The kitchen features modern stainless steel appliances and updated cabinetry, and the interior shows newer flooring and fresh paint. Systems are well-managed with a whole-house backup generator and separate utility meters, making both residences move-in ready.
The property features two fully independent homes on separate parcels, providing exceptional flexibility for rental income, multi-generational living, or guest accommodations.
Ideally situated on the border of Scotts Valley and Los Gatos, the home offers effortless access to Highway 17, connecting residents to Silicon Valley hubs and Santa Cruz beaches.
Both residences are meticulously maintained and updated, featuring a private fenced oasis, whole-house backup generator, and serene wooded views.
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.
Despite separate parcels and meters, the homes share a private well and backup generator, which may require formal maintenance agreements and shared utility management.
With a combined total of approximately 1,930 square feet across two units, the individual living areas may feel constrained for buyers seeking larger interior footprints.
TWO HOUSES in rare historic setting overlooking the 1880s Glenwood Train Turnaround & bordering the Glenwood to Wrights rail tunnel! Discover a rare dual-residence opportunity perfectly blending mountain serenity, historic rail heritage & everyday convenience, nestled at the border of Scotts Valley & Los Gatos in the coveted Santa Cruz Mountains. This unique property features 2 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.
Jul 14, 2026
$1,199,000
Initial Listing
Oct 21, 2015
$725,000
Public Record