4399 Glenwood Drive, Scotts Valley, CA 95066 (MLS # ML82053482)
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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.
| LAST UPDATED | 7/8/2026 | YEAR BUILT | 1993 |
|---|---|---|---|
| COUNTY | Santa Cruz | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| Elementary School | Vine Hill Elementary |
|---|---|
| Jr. High School | Scotts Valley Middle |
| High School | Scotts Valley High |
| ADDITIONAL DETAILS | |
| AIR | Attic Fan, Other |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Dishwasher, Gas Cooktop, Gas Oven, Range Hood, Refrigerator, Self Cleaning Oven, Washer/Dryer |
| CONSTRUCTION | Frame |
| EXTERIOR | Balcony, Storage |
| HEAT | Heat Pump, Wall Furnace |
| INTERIOR | High Ceilings, Master Downstairs, Vaulted Ceiling(s), Walk-In Closet(s) |
| LOT | 0.4 acre(s) |
| LOT DESCRIPTION | Back Yard |
| LOT DIMENSIONS | 17424.00 |
| PARKING | Off Street |
| POOL DESCRIPTION | None |
| STORIES | 2 |
| STYLE | Traditional |
| UTILITIES | Propane, Cable Available |
| VIEW | Yes |
| VIEW DESCRIPTION | Hills, Forest, River |
| WATER | Well |
| ZONING | RA |
The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the MLSListings™ MLS system. All real estate listings in the MLSListings MLS system are marked with the MLSListings Internet Data Exchange icon (a stylized house inside a circle), and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of 7/9/26 5:05 PM PDT. 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. Properties may or may not be listed by the office/agent presenting the information.
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This IDX solution is (c) Diverse Solutions 2026.
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