4399 Glenwood DR, Scotts Valley, CA 95066

$1,299,000

bedrooms

bathrooms

square feet

1,930

Acreage

0.4

Open Houses

year built

1993

Full Baths

Half Baths

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Seller paid rate-buydown offered to reduce buyer's interest rate & monthly payment! Discover the perfect blend of mountain serenity & everyday convenience at this exceptional dual-residence property on the border of Scotts Valley & Los Gatos in the coveted Santa Cruz Mountains. Surrounded by natural beauty, 4399 Glenwood Dr. is a meticulously maintained & thoughtfully updated 3 BR/2 BA 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 & Silicon Valley employment hubs just minutes away. Privately positioned behind the main residence on its own private right of way, 4401 Glenwood Dr. is a charming updated 1 BR/1BA, +-530 SF second home. Ideal for rental income, multi-generational living or guests, this fully independent unit offers exceptional flexibility & long-term value. The homes share a well & whole house generator, while each residence maintains its own parcel, septic system, & PG&E meters providing both autonomy & convenience. Enjoy tranquil wooded surroundings, open pastures & views of a seasonal creek from this peaceful and versatile property--an opportunity that seamlessly blends lifestyle, location & income potential.

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

Driving directions

Open houses

None scheduled.

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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: Sunday, May 10 2026 at 6:13 p.m. EDT

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