4399 Glenwood DR, Scotts Valley, CA 95066

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$1,199,000

bedrooms

bathrooms

square feet

1,930

Acreage

0.4

Open Houses

year built

1993

Full Baths

Half Baths

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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.

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Open houses

None scheduled.

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MLS number: ML82054170

Listing status: Active

Listing agent: Lisa Dailey-goodrich #02155959

Listing broker: Miritz & Bailey Real Estate, Inc. (831) 588-4528

Last update: Wednesday, July 29 2026 at 11:55 a.m. EDT

Kotohomes National