- 4 Beds
- 1,930 Sqft
- .4 Acres
- 49 DOM
4399 Glenwood Drive
Seller paid rate-buydown offered to reduce buyer's interest rate & monthly payment! Discover the perfect blend of mountain serenity & everyday convenience at this exceptional dual-residence property on the border of Scotts Valley & Los Gatos in the coveted Santa Cruz Mountains. Surrounded by natural beauty, 4399 Glenwood Dr. is a meticulously maintained & thoughtfully updated 3 BR/2 BA 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 & Silicon Valley employment hubs just minutes away. Privately positioned behind the main residence on its own private right of way, 4401 Glenwood Dr. is a charming updated 1 BR/1BA, +-530 SF second home. Ideal for rental income, multi-generational living or guests, this fully independent unit offers exceptional flexibility & long-term value. The homes share a well & whole house generator, while each residence maintains its own parcel, septic system, & PG&E meters providing both autonomy & convenience. Enjoy tranquil wooded surroundings, open pastures & views of a seasonal creek from this peaceful and versatile property--an opportunity that seamlessly blends lifestyle, location & income potential.
Essential Information
- MLS® #ML82039988
- Price$1,299,000
- Bedrooms4
- Bathrooms0.00
- Square Footage1,930
- Acres0.40
- Year Built1993
- TypeResidential Income
- Sub-TypeDuplex
- StyleTraditional
- StatusActive
Community Information
- Address4399 Glenwood Drive
- CityScotts Valley
- CountySanta Cruz
- Zip Code95066
Amenities
- Parking Spaces5
- ParkingOff Street, Uncovered
- GaragesOff Street, Uncovered
- ViewHills, River, Trees/Woods
Interior
- InteriorCarpet
- 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 ListedMarch 24th, 2026
- Days on Market49
- 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 May 12th, 2026 at 8:45am 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.