4399 Glenwood DR

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Address: 4399 Glenwood Dr, Scotts Valley, CA 95066, USA
California & West + 2-4 Units
Created date: July 28, 2026
Date last updated: September 21, 2026
Price: $1,199,000Investment Analyzer NEW!

Property Description

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.

Key Property Information

Listing Status: Available
Listing Type: Call for offers
Property Types: 2-4 Units
Price: $1,199,000
No. of Units: 2
Year Built: 1993
Lot Size: 1,930.00 Sq ft
Opportunity Zone: No
Price per unit: $599,500
Property Website Click Here
Number of Bedrooms: 4
Number of Bathrooms: 0
Address: 4399 Glenwood DR, Scotts Valley, CA 95066, USA
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