4399 Glenwood DR, Scotts Valley, CA 95066

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$1,299,000

bedrooms

bathrooms

square feet

1,930

Acreage

0.4

Open Houses

Mar 28

year built

1993

Full Baths

Half Baths

Find out more

Discover the perfect blend of mountain serenity and everyday convenience at this exceptional dual-residence property on the border of Scotts Valley and Los Gatos in the coveted Santa Cruz Mountains. Surrounded by natural beauty, 4933 Glenwood Drive is a meticulously maintained and thoughtfully updated 3 bedroom, 2 bath home offering +-1400 SF of warm, inviting living space. Set within a fully fenced private oasis, the home combines peaceful seclusion with effortless access to Highway 17, placing Santa Cruz beaches and Silicon Valley employment hubs just minutes away. Privately positioned behind the main residence on its own private right of way, 4401 Glenwood Drive is a charming updated 1 bedroom, 1 bath, +-530 SF second home. Ideal for rental income, multi-generational living or guests, this fully independent unit offers exceptional flexibility and long-term value. The homes share a well and whole house generator, while each residence maintains its own parcel, septic system, and PG&E meters providing both autonomy and convenience. Enjoy tranquil wooded surroundings, open pastures and views of a seasonal creek from this peaceful and versatile property--an opportunity that seamlessly blends lifestyle, location and income potential.

Location
Subdivision	-
County	Santa Cruz
Elementary School	-
Middle School	-
High School	-

Driving directions

Open houses

Mar

Saturday

1PM — 4PM

Mar

Sunday

1PM — 4PM

Find out more

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MLS number: ML82039988

Listing status: Active

Listing agent: Lisa Dailey-goodrich #02155959

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

Last update: Thursday, March 26 2026 at 1:32 p.m. EDT

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