23185 Old Santa Cruz Highway, Los Gatos, CA 95033

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23185 Old Santa Cruz Highway, Los Gatos, CA 95033

(Active Under Contract)

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Listed by: Michael Riese - Coldwell Banker Realty

Active Under Contract

est.$2,498,000/month.

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5 beds. 4 baths. 4,427 Sqft.

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This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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

$2,498,000

Active Under Contract

est.$2,498,000/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

Fully remodeled and expanded in early 2000s with modern systems and design, set on nearly 8 private acres just minutes from downtown Los Gatos, this rare multi-structure estate offers an exceptional combination of scale, flexibility, privacy, and long-term value. The property includes a 4,427+/- SF main residence plus a separate ground-floor studio with attached bath not included in the reported square footage, creating additional flexibility for guest quarters, office, gym, media room, or creative space. A detached studio/flex building and separate cottage further expand the possibilities for multigenerational living, retreat use, or future income potential. Surrounded by mature redwoods and natural beauty, the home features soaring ceilings, exposed Douglas fir beams, hardwood floors, expansive windows, and multiple indoor-outdoor living spaces designed to embrace the setting. The land itself is a defining feature with usable areas, meandering paths and gardens, peaceful clearings, and exceptional privacy while remaining approximately 10 minutes to downtown Los Gatos and moments to Hwy 17. Served by sought-after Los Gatos High and Loma Prieta schools. A compelling opportunity for buyers seeking space, versatility, and lifestyle in one of the regions most desirable settings.

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: ML82042183
Listing Last Modified: 2026-07-12

Property Details

Standard Status: Active Under Contract
MLS Status: Contingent
Property style: Contemporary
Built in: 1969
Lot size area: 345518 Square Feet

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

Features