- 4 Beds
- 1,930 Sqft
- .4 Acres
- 7 DOM
4399 Glenwood Drive
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.
Essential Information
- MLS® #ML82054170
- Price$1,199,000
- Bedrooms4
- Bathrooms0.00
- Square Footage1,930
- Acres0.40
- Year Built1993
- TypeResidential Income
- Sub-TypeDuplex
- StyleTraditional
- StatusActive
Community Information
- Address4399 Glenwood Drive
- Area699 - Not Defined
- CityScotts Valley
- CountySanta Cruz
- Zip Code95066
Amenities
- Parking Spaces5
- ParkingOff Street, Uncovered
- GaragesOff Street, Uncovered
- ViewHills, River, Trees/Woods
Interior
- InteriorCarpet, Laminate, Tile
- Interior FeaturesLoft
- HeatingWall Furnace
- CoolingWhole House Fan
- # of Stories2
Appliances
Dishwasher, Gas Cooktop, Gas Oven, Refrigerator, Range Hood, Self Cleaning Oven
Exterior
- RoofComposition, Shingle
- FoundationConcrete Perimeter
School Information
- DistrictOther
- ElementaryOther
- MiddleScotts Valley
- HighOther
Additional Information
- Date ListedJuly 14th, 2026
- Days on Market7
- ZoningRA
Listing Details
- AgentLisa Dailey-goodrich
Office
Miritz & Bailey Real Estate, Inc
Lisa Dailey-goodrich, Miritz & Bailey Real Estate, Inc.
Based on information from California Regional Multiple Listing Service, Inc. as of July 21st, 2026 at 9:26pm PDT. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.