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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 Type(s):
Single Family
| Last Updated | 7/8/2026 | Year Built | 1993 |
|---|---|---|---|
| Community | 699 - Not Defined | County | Santa Cruz |
SCHOOLS
| Elementary School | Other |
|---|---|
| Jr. High School | Scotts Valley |
| High School | Other |
Additional Details
| AIR | Whole House Fan |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Dishwasher, Gas Cooktop, Gas Oven, Range Hood, Refrigerator, Self Cleaning Oven |
| AREA | 699 - Not Defined |
| HEAT | Heat Pump, Wall Furnace |
| LOT | 0.4 acre(s) |
| LOT DIMENSIONS | 17424 |
| PARKING | Off Street |
| STORIES | 2 |
| STYLE | Traditional |
| VIEW | Yes |
| VIEW DESCRIPTION | Hills, River, Trees/Woods |
| WATER | Well |
Location
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Listed with Miritz & Bailey Real Estate, Inc
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