4399 Glenwood Drive, Scotts Valley, CA 95066 (MLS # ML82037469)
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Discover the perfect blend of mountain serenity and everyday convenience at this exceptional dual-residence property on the border of Scotts Valley and Los Gatos in the coveted Santa Cruz Mountains. Surrounded by natural beauty, 4399 Glenwood Drive is a meticulously maintained and thoughtfully updated 3 bedroom, 2 bath home offering +-1400 SF of warm, inviting living space. Set within a fully fenced private oasis, the home combines peaceful seclusion with effortless access to Highway 17, placing Santa Cruz beaches and Silicon Valley employment hubs just minutes away. Privately positioned behind the main residence on its own private right of way, 4401 Glenwood Drive is a charming updated 1 bedroom, 1 bath, +-530 SF second home. Ideal for rental income, multi-generational living or guests, this fully independent unit offers exceptional flexibility and long-term value. The homes share a well and whole house generator, while each residence maintains its own parcel, septic system, and PG&E meters providing both autonomy and convenience. Enjoy tranquil wooded surroundings, open pastures and views of a seasonal creek from this peaceful and versatile property--an opportunity that seamlessly blends lifestyle, location and income potential.
| LAST UPDATED | 3/6/2026 | 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 | Wall Furnace |
| INTERIOR | Master Downstairs, Vaulted Ceiling(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 3/6/26 6:19 PM PST. 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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