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$1,199,000

4399 Glenwood Drive, Scotts Valley, CA 95066

9% below the Scotts Valley median of $1.3M (40 active listings)

33% of Scotts Valley listings have cut their price · half have been listed 43+ days

3beds
2baths
1,400sqft
$856/sqft

About this home

TWO HOUSES! 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.

Property details

Property type
Single Family
Year built
1993
Listed
22 days ago
MLS #
82053482
Listed by
Lisa Dailey-goodrich · Miritz & Bailey Real Estate, Inc
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Location

Approximate location based on the listing address.

Copyright 2026 MLSListings Inc. Based on information from MLSListings MLS as of 7/29/2026. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. MLS Listing #82053482. Listing courtesy of Miritz & Bailey Real Estate, Inc.