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.