$1,199,000
4399 Glenwood Drive
Scotts Valley, CA 95066
3
Beds
2
Baths
1,400
Sq. Ft.
1993
Year Built
Santa Cruz
County
SingleFamilyResidence
Property Type
About this home
FINAL OPEN HOUSE SUNDAY (09/20/2026) before the owner takes the property off the market. TWO HOUSES in rare historic setting overlooking the 1880s Glenwood Train Turnaround & bordering the Glenwood to Wrights rail tunnel! Discover a rare dual-residence opportunity perfectly blending mountain serenity, historic rail heritage & everyday convenience, nestled at the border of Scotts Valley & Los Gatos in the coveted Santa Cruz Mountains. This unique property features 2 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 its 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. Enjoy this versatile property that seamlessly balances premium lifestyle, a prime commuter location & long-term income potential.
Property Details
Architecture
Features & Amenities
Property Features
Community
Tax & Financial
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Mortgage Estimate
$6,382/mo
20% down · 7% APR · 30-yr fixed
Estimate only. Does not include taxes, insurance, or HOA.
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