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.
AGENT: Tim Allen LISTING BROKERAGE: Coldwell Banker Realty
Courtesy of Coldwell Banker Realty. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the California Regional Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than The Agency RE include the name of the listing broker. Neither the listing company nor The Agency RE shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. California Regional Multiple Listing Service. All rights reserved. 535 Highland AV
Santa Cruz, CA
Property Details
Price:
$5,400,000
MLS #:
ML82037953
Status:
Active
Beds:
8
Baths:
6
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
699notdefined
Listed Date:
Mar 10, 2026
Finished Sq Ft:
5,949
Lot Size:
148,975 sqft / 3.42 acres (approx)
Year Built:
1886
699 – Not Defined699notdefinedOtherOcean
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Schools
School District:
Other
Interior
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
NO
Flooring
TILE, WOOD, CARP
Heating
RA, WL
Exterior
Common Walls
NCW
Garage Spaces
3
Parking Spots
3
Parking Total
3
Roof
CMP
View
BA, CI, OC
Financial
Map
Community
- Address535 Highland AV Santa Cruz CA
- CitySanta Cruz
- CountySanta Cruz
- Zip Code95060
