$1,299,000

4399 Glenwood Drive, Scotts Valley, CA 95066

4 beds
1,930 sqft

Duplex
Built in 1993
0.4acre lot
—— car garage
$673/sqft
Listed 9 days ago

Property Description

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.

Listing Status:: Active
Date Added:: March 24, 2026
Data Last Updated:: April 2, 2026 at 1:09PM
Listing Office:: Miritz & Bailey Real Estate, Inc : 831-588-4528
Listing Agent:: Lisa Dailey-goodrich : 831-325-6320
MLS ID:: ML82039988

A/C: Other
Heating: Wall Furnace
Eco/Green Feature: Low Flow Toilet

General: Back Yard

School District: Scotts Valley Unified
County: Santa Cruz

Zoning: RA09306104000
View: HillsView
Fencing: Fenced

This listing courtesy of Lisa Dailey-goodrich , Miritz & Bailey Real Estate, Inc

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Vine Hill Elementary School

151 Vine Hill School Rd, Scotts Valley, CA, 95066

Grades KG-5

3.03 miles away

Scotts Valley Middle School

8 Bean Creek Rd, Scotts Valley, CA, 95066

Grades 6-8

4.96 miles away

Scotts Valley High School

555 Glenwood Dr, Scotts Valley, CA, 95066

Grades 9-12

2.86 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.