Home | Santa Cruz County | Scotts Valley | 95066 | 4399 Glenwood Dr
MLS: ML82037469 | Status: Active | Price: $1,299,000
Beds/Baths: 3 / 2
Property Type: Residential
| Beds | Baths | Sq Ft | Acres Lot | Yr Built |
|---|---|---|---|---|
| 3 | 2 | 1,400 | 0.4 | 1993 |
| Date | Time | Hosted By |
|---|---|---|
| Saturday, April 4 | 1:00 pm - 4:00 pm | Lisa Dailey-goodrich |
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, 4399 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.
| Field | Value |
|---|---|
| MLS # | ML82037469 |
| MLS Source | MLSListings, Inc. |
| Days on Site | 26 |
| Feature | Details |
|---|---|
| Bedrooms | Ground Floor Bedroom, Primary Bedroom on Ground Floor |
| Bathrooms | Primary - Stall Shower(s), Shower over Tub - 1, Tile, Updated Bath(s), Full on Ground Floor |
| Appliances | Cooktop - Gas, Dishwasher, Hood Over Range, Oven - Gas, Oven - Self Cleaning, Refrigerator, Washer/Dryer |
| Dining Room | Dining Area |
| Family Room | No Family Room |
| Flooring | Carpet, Wood |
| Cooling | Other, Whole House Fan |
| Heating | Wall Furnace |
| Feature | Details |
|---|---|
| Roof | Composition, Rolled/Hot Mop, Shingle |
| Foundation | Concrete Perimeter |
| Style | Traditional |
| Feature | Details |
|---|---|
| Garage/Parking | Off-Street Parking, Garage: 0 Car(s) |
| Elementary District | Scotts Valley Unified |
| High School District | Scotts Valley Unified |
| Sewer | Septic Tank |
| Water | Well |
| Zoning | RA |
Lisa Dailey-goodrich
Miritz & Bailey Real Estate, Inc
License #: 02155959
Phone: (831) 325-6320
School data provided by GreatSchools.org
| School | Type | Grades | Distance | Rating |
|---|---|---|---|---|
| C. T. English Middle School | public | 6-8 | 2.54 mi | 9 |
| Loma Prieta Elementary School | public | K-5 | 2.54 mi | 8 |
| Scotts Valley High School | public | 9-12 | 2.84 mi | 8 |
| Vine Hill Elementary School | public | K-5 | 3.02 mi | 7 |
| Lexington Elementary School | public | K-5 | 4.81 mi | 8 |
| Scotts Valley Middle School | public | 6-8 | 4.96 mi | 7 |
| Address | Price | Beds | Baths | Sq Ft | Status |
|---|---|---|---|---|---|
| 17060 Lon Rd | $1,499,999 | 4 | 2/1 | 2,114 | Active |
| 489 Northridge Dr | $1,499,000 | 3 | 2/1 | 2,401 | Active |
| 17121 Laurel Rd | $1,200,000 | 4 | 3 | 2,960 | Active |
| 14161 Old Japanese Rd | $1,399,000 | 3 | 2/1 | 2,300 | Active |
©2026 MLSListings Inc. All rights reserved. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Information provided is for personal, non-commercial use by the viewer and may not be redistributed without explicit authorization from MLSListings Inc.
Presently MLSListings.com displays Active, Contingent, Pending, and Recently Sold listings. Recently Sold listings are properties which were sold within the last three years. After that period listings are no longer displayed in MLSListings.com. Pending listings are properties under contract and no longer available for sale. Contingent listings are properties where there is an accepted offer, and seller may be seeking back-up offers. Active listings are available for sale.
This listing information is up-to-date as of March 31, 2026. For the most current information, please contact Lisa Dailey-goodrich, (831) 325-6320.