4399 Glenwood Drive, Scotts Valley, CA 95066

• 4 beds
• 1,930 sqft

Property Description

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.

Listing Status:

Active

Date Added:

July 14, 2026

Data Last Updated:

August 27, 2026 at 6:06AM

Listing Office:

Miritz & Bailey Real Estate, Inc : 831-588-4528

Listing Agent:

Lisa Dailey-goodrich : 831-325-6320

MLS ID:

ML82054170

Interior

• Flooring: LaminateTile
• A/C: Other
• Heating: Wall Furnace
• Eco/Green Feature: Low Flow Toilet

Exterior

• General: Back Yard

Location

• School District: Scotts Valley Unified
• County: Santa Cruz

Lot

• Zoning: RA09306104000
• View: HillsView
• Fencing: Fenced