PRICED TO SELL! 2 LEGAL HOUSES FOR THE PRICE OF ONE! Conveniently located at the border of Scotts Valley & Los Gatos in the Santa Cruz mountains. 4399 Glenwood Drive is a a well maintained & updated 3BR/2BA, +-1400 SF house nestled in a privately fenced oasis off Glenwood Drive with easy access to Highway 17, Santa Cruz & Silicon Valley. 4401 Glenwood Drive is a charming updated 1BR/1BA, +-530 SF legal detached second dwelling, tucked away on it's own private right of way behind the main house. Houses share the well & whole house generator. Each house has it's own parcel, septic system & electric (PG&E). Soak in the tranquil wooded, hills, pastures & seasonal creek views from this amazing & versatile property with owner occupied mortgage relief (second rental unit) or amazing established rental investment potential. ** Owner is a licensed RE Agent & Certified RE Appraiser. Main house is legally a 2BR/2BA house w/family room. Owner added a closet & door to create primary 1st floor BR. Square footage reported for main house per prior appraisal (public tax records indicate 1133 SF). Appraisal SF includes a 104SF partially enclosed porch conversion to den (completed by licensed contract w/out the benefit of permits). Motivated owner would like to close before end of 2024.