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4399 Glenwood Drive, 
Scotts Valley, CA 95066

$1,199,000

4

Beds

2

Baths

1,930

Sq Ft

Multi-Family

Virtual Tour

Active

Listed by

Lisa Dailey-Goodrich

Miritz & Bailey Real Estate, Inc

lisadaileygoodrich@gmail.com

Last updated:

July 27, 2026, 10:53 PM

MLS#

ML82054170

Source:

Bay East CCAR bridgeMLS

About This Home

4399 Glenwood Drive

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.

Home Facts

Multi-Family

2 Baths

4 Bedrooms

Built in 1993

Price Summary

1,199,000

$621 per Sq. Ft.

MLS #:

ML82054170

Last Updated:

July 27, 2026, 10:53 PM

Added:

13 day(s) ago

Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

2

Interior

Living Area:

1,930 Sq. Ft.

Structure

Structure

Architectural Style:

Duplex

Building Area:

1,930 Sq. Ft.

Year Built:

1993

Lot

Lot Size (Sq. Ft):

17,424

Finances & Disclosures

Finances

Price:

$1,199,000

Price per Sq. Ft:

$621 per Sq. Ft.

MLS Logo
Bay East 2026. CCAR 2026 bridgeMLS 2026. Information Deemed Reliable But Not Guaranteed. This information is being provided by the Bay East MLS, or CCAR MLS, or bridgeMLS. The listings presented here may or may not be listed by the Broker/Agent operating this website. This information is intended for the personal use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated at July 27, 2026

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.