
Scotts Valley, California 95066
Analysis of 4399 Glenwood Drive, Scotts Valley, California 95066 is currently available with a list price of $1,299,000. The property maintains a Excellent Condition Rating (95/100), indicating excellent structural integrity and modern finishes throughout. This turnkey property requires minimal updates and is ready for immediate occupancy. Located in a high-demand neighborhood within the Scotts Valley Unified School District, this asset is categorized as a low-risk, high-reward acquisition suitable for both Buy-and-Hold Investors and Owner-Occupants willing to undertake light renovation work.
Property is new construction or fully renovated.
While originally built in 1993, the property has undergone significant recent renovations that place it in mint condition. The interior features modern wide-plank hardwood flooring, updated barn doors, and a contemporary kitchen with grey cabinetry and stainless steel appliances. The bathrooms have been fully remodeled with high-end tile work and walk-in showers. With a whole-house generator and meticulously maintained grounds, the home appears to have been updated within the last 5 years, requiring no immediate maintenance.
The property features two independent, updated homes on separate parcels, offering exceptional flexibility for rental income, multi-generational living, or guest accommodations.
Perfectly positioned on the border of Scotts Valley and Los Gatos with easy access to Highway 17, providing a serene mountain retreat within minutes of Silicon Valley and Santa Cruz.
Both residences are meticulously maintained with modern updates, a whole-house generator, and a fully fenced lot, ensuring a turnkey experience with enhanced security and reliability.
Lot size discrepancy between mls listing and other public or private record. mls listing lot size in square feet =17424, other record lot size in square feet = 4225. Living area discrepancy between mls listing and other public or private record. mls listing living area = 1930, other record living area = 1133.
While PG&E meters are separate, the homes share a well and generator, which may require formal maintenance agreements and could complicate future independent management.
The wooded and pasture-filled terrain in the Santa Cruz Mountains typically requires ongoing vegetation management and may result in higher insurance premiums due to fire risk zones.
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, 4933 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.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 0.0 | 0.0 | 50% |
| Baths | 0.0 | 0.0 | 50% |
| Square foot | 1,930 | 2,491 | 50% |
| Lot Size | 17,424 | 14,113.5 | 50% |
| Price | $1.30M | $1.45M | 50% |
| Price per sq ft | $673 | $599 | 50% |
| Built year | 1993 | 1983 | 50% |
| HOA | $0 | $0 | 50% |
| Days on market | 29 | 29 | 0% |
Mar 24, 2026
$1,299,000
Initial Listing
Oct 21, 2015
$725,000
Public Record