4399 Glenwood, Scotts Valley CA 95066 | $1,174,000

  • 3 bedrooms
  • 2 bathrooms
  • 1,400 Sq Ft
  • 17424 Lot Sq Ft
  • Type: Single Family Residence
  • Stories: 2
  • Year Built: 1993
  • MLS#: ML82053482
  • Community: 699 - Not Defined

Listing provided courtesy of Lisa Dailey-goodrich of Miritz & Bailey Real Estate, Inc. Last updated 2026-09-25 08:07:34.000000. Listing information © 2025 SANDICOR.

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.

More Details

0.4 Acres
2 Stories

David Piper​

Call or Text: 858-525-5007

DRE# 02021985