4399 Glenwood Drive

• Sat Jul 11, 1:00 pm - 4:00 pm

  Please bring your clients by to see this amazing dual-residence property.

• Sun Jul 12, 1:00 pm - 4:00 pm

  Please bring your clients by to see this amazing dual-residence property.

Discover a rare dual-residence opportunity perfectly blending mountain serenity with everyday convenience nestled at the border of Scotts Valley & Los Gatos in the coveted Santa Cruz Mountains, This unique property features two 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 it's 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. While the residences share a private well & whole-house backup generator, they provide complete independence with separate parcels, individual septic systems, & dedicated PG&E meters. Enjoy this versatile property that seamlessly balances premium lifestyle, a prime commuter location, & long-term income potential.

Days on Market

0 days

Current Status

Active

Original Price

$1,199,000

List Price

$1,199,000

On Market Date

Jul 8, 2026

Property Type

Single Family Home

Area

41 - Scotts Valley North

Zip Code

95066

MLS ID

ML82053482

APN

093-061-04-000

Year Built

1993

Stories in Building

2

Possession

COE

Data Source

MLSL

Origin MLS System

MLSListings, Inc.

Bed

3

Bath

2

Shower over Tub - 1, Tile, Updated Bath, Full on Ground Floor, Primary - Stall Shower(s)

Parking

5

Off-Street Parking, Uncovered Parking

SQ FT

1,400

SQ FT Source

Unavailable

Lot SQ FT

17,424.0

Lot Acres

0.4 Acres

Kitchen

Dishwasher, Cooktop - Gas, Hood Over Range, Oven - Self Cleaning, Countertop - Quartz, Refrigerator, Oven - Gas

Cooling

Other, Whole House / Attic Fan

Dining Room

Dining Area

Disclosures

NHDS Report

Family Room

No Family Room

Flooring

Carpet, Laminate, Tile, Wood

Foundation

Concrete Perimeter

Heating

Heat Pump, Wall Furnace

Laundry

Washer / Dryer

Views

Hills, River / Stream, Forest / Woods

Possession

COE

Architectural Style

Traditional

Fee

Unavailable

MLS and other Information regarding properties for sale as shown in Theo have been obtained from various sources such as sellers, public records, agents and other third parties. This information may relate to the condition of the property, permitted or unpermitted uses, zoning, square footage, lot size/acreage or other matters affecting value or desirability. Unless otherwise indicated in writing, neither brokers, agents nor Theo have verified, or will verify, such information. If any such information is important to buyer in determining whether to buy, the price to pay or intended use of the property, buyer is urged to conduct their own investigation with qualified professionals, satisfy themselves with respect to that information, and to rely solely on the results of that investigation.

School data provided by GreatSchools. School service boundaries are intended to be used as reference only. To verify enrollment eligibility for a property, contact the school directly.