23185 Old Santa Cruz Highway, Los Gatos, CA 95033

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23185 Old Santa Cruz Highway, Los Gatos, CA 95033

(Active)

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Listed by: Michael Riese - Coldwell Banker Realty

Active

est.$2,890,000/month.

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5 beds. 4 baths. 4,427 Sqft.

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Mortgage Broker

Ray Avanzino
Polaris Capital Partners
Ray@polariscappartners.com
(650) 576-6531
NMLS# 288504
Company NMLS# 01391664

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23185 Old Santa Cruz Highway, Los Gatos, CA 95033

$2,890,000

Active

est.$2,890,000/month.

Start My Approval

5 beds 4.5 baths 4,427 Sq.ft.

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Property details for 23185 Old Santa Cruz Highway, Los Gatos, CA 95033

Incredible Value! Set on nearly 8 private acres just 10 minutes from downtown Los Gatos, this distinctive executive estate offers rare space, flexibility, and income potential in a redwood setting. The 4,427± SF main home is complemented by a detached studio with adjacent flex/gym space and a separate one-bedroom cottage with own address...creating a versatile compound ideal for modern living. The main residence features high end finishes, a spacious kitchen, exposed beams, custom woodwork, abundant natural light, and seamless indoor-outdoor living with multiple courtyards, decks, and forest views. Outdoor amenities include a private hot tub pergola and a forest fire pit, creating a peaceful, wellness-oriented environment. The detached 600± SF studio is currently rented and offers flexibility for work, guests, or income. The adjacent gym/flex area provides the potential to reconfigure or expand into a one-bedroom layout over time. A separate 800± SF one-bedroom cottage with a new roof, ready for interior finishes and with its own address has previously been rented and is well suited for multigenerational living or additional income. Enjoy privacy and natural beauty just minutes from Los Gatos and Netflix, with access to Loma Prieta Elementary and Los Gatos schools.

Broker details: Coldwell Banker Realty

Listed by: Michael Riese
Co-listing Broker: Coldwell Banker Realty
Co-listing Agent: Collette D'amico

Property Description

MLS Information

Listing: ML82033957
Listing Last Modified: 2026-03-22

Property Details

Standard Status: Active
MLS Status: Active
Property style: Contemporary
Built in: 1969

Geographic Data

County: Santa Cruz
Directions: Hwy 17 to Summit Rd (East) to Old Santa Cruz (South) - property is approx. 1 mile from OSH, on right hand side. Follow driveway at first sign, staying left and following directional arrows. Second sign and unpaved driveway is to detached, separate cottage

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