535 Highland Avenue, SANTA CRUZ, CA 95060 (MLS # ML82037953)
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Perched atop 3.42 private acres overlooking Monterey Bay and the lights of Santa Cruz, this extraordinary legacy estate offers a rare blend of privacy, scale, and proximity to Silicon Valley. Designed for those who value both connection and retreat, the property presents an exceptional opportunity for multigenerational living, executive respite, or a private family compound. Expansive indoor and outdoor gathering spaces create an ideal setting for entertaining on any scale, from intimate family celebrations to grand events. Sweeping views, open grounds, and thoughtfully designed living areas provide a seamless backdrop for creating lasting memories while enjoying the natural beauty of the Central Coast. The estate's generous footprint offers flexibility for extended family, guests, personal collections, creative pursuits, or executive work-from-home lifestyles. Whether envisioned as a private sanctuary, an entertainer's showcase, or a generational asset to be enjoyed for decades to come, the possibilities are as inspiring as the setting itself. Conveniently located within reach of Silicon Valley's innovation centers while offering a world apart from the demands of everyday life, this is a property that combines luxury, privacy, and lifestyle in a truly exceptional way.
| LAST UPDATED | 6/8/2026 | YEAR BUILT | 1886 |
|---|---|---|---|
| GARAGE SPACES | 3.0 | COUNTY | Santa Cruz |
| STATUS | Active | PROPERTY TYPE(S) | Single Family |
| PRICE HISTORY | |
| Prior to Jun 8, '26 | $5,900,000 |
|---|---|
| Jun 8, '26 - Today | $5,400,000 |
| ADDITIONAL DETAILS | |
| AIR | None |
|---|---|
| FIREPLACE | Yes |
| GARAGE | Yes |
| HEAT | Other, Radiant, Wall Furnace |
| INTERIOR | Eat-in Kitchen |
| LOT | 3.42 acre(s) |
| LOT DIMENSIONS | 148975.20 |
| PARKING | Detached |
| VIEW | Yes |
| VIEW DESCRIPTION | Bay, City Lights, Ocean |
| WATER | Public |
| ZONING | Residential |
The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the MLSListings™ MLS system. All real estate listings in the MLSListings MLS system are marked with the MLSListings Internet Data Exchange icon (a stylized house inside a circle), and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of 6/18/26 10:15 PM PDT. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Copyright 2026 MLSListings Inc. All rights reserved.
This IDX solution is (c) Diverse Solutions 2026.
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