4399 Glenwood Drive

Property Overview

TWO HOUSES in rare historic setting overlooking the 1880s Glenwood Train Turnaround & bordering the Glenwood to Wrights rail tunnel! Discover a rare dual-residence opportunity perfectly blending mountain serenity, historic rail heritage & everyday convenience, nestled at the border of Scotts Valley & Los Gatos in the coveted Santa Cruz Mountains. This unique property features 2 fully independent homes surrounded by tranquil wooded views, open pastures & a seasonal creek. 4399 Glenwood Dr is a meticulously maintained & updated 3BR/2BA sanctuary offering 1400 SF of warm living space. The home sits within a fully fenced, private oasis combining peaceful seclusion with effortless access to Highway 17, Santa Cruz beaches & Silicon Valley employment hubs. 4401 Glenwood Dr is tucked privately behind the main house on its own private right of way. This updated 1BR/1BA, 530 SF home serves as an ideal source for rental income, multi-generational living, or guest accommodations. Enjoy this versatile property that seamlessly balances premium lifestyle, a prime commuter location & long-term income potential.

Home Details

Property type: Residential Income - Duplex
Year built: 1993
Living area: 1,930 sq ft
Lot size: 17,424 sq ft
Parking: 5 spaces
Stories: 2
Days on market: 72
MLS status: Active
Architectural style: Traditional
Zoning: RA

Features & Amenities

Interior

Loft

Appliances

Dishwasher
Gas Cooktop
Gas Oven
Refrigerator
Range Hood
Self Cleaning Oven

Parking

Off Street
Uncovered

Community, Schools & Utilities

Community

View: Hills,River,TreesWoods
Annual property tax: $11,242

Schools

School district: Other
Elementary school: Other
Middle school: Scotts Valley
High school: Other

Utilities

Heating: WallFurnace
Cooling: WholeHouseFan
Water: Well

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Location & Neighborhood

Scotts Valley, CA 95066

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Frequently Asked Questions About 4399 Glenwood Drive

Property type: Residential Income

The current asking price is $1,174,000. Pricing is subject to change and may vary based on market conditions, negotiations, and property updates. Contact our team to verify current pricing.

Yes. Use the Book Visit action or contact form to request an in-person or virtual tour of 4399 Glenwood Drive. Our team will confirm availability and timing.

This property offers approximately 1,930 square feet of living space. It was built in 1993. Review the listing details and disclosures, then independently verify material features before making a decision.

The property is in Scotts Valley, California. Review the map, visit at relevant times of day, and verify schools, commute routes, services, noise, hazards, and local rules for the exact address.

Financing depends on the buyer, lender, property type, condition, appraisal, insurance, and association documents. A qualified lender can confirm available programs and costs for this Scotts Valley property.

The MLS currently reports the property as Active. It has been listed for 72 days. Status can change, so verify availability before relying on it.