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.
Listed by Tim Allen
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License #00891159
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Coldwell Banker Realty
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831-214-1990
Last updated June 16, 2026
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Source: MLSListings #ML82037953
Listing Facts
TypeSingle-family
NeighborhoodWestlake
Bedrooms8
Days on Prevu99
Size5,949 sqft
Price per sqft$908
Amenities
Pets Allowed
Parking
Location
Mortgage Calculator
Listing History
06/08/2026
Price Decreased
$5,400,000
03/10/2026
Listed by Coldwell Banker Realty
$5,900,000
Property Details for 535 Highland Avenue
Exterior
Construction
Roof: Composition
Year Built: 1886
Year Built Details: 6
Features
View: Bay, City Lights, Ocean
Measurements
Building Area Total: 5,949
Lot Size Acres: 3.42
Lot Size Area: 148,975
Lot Size Source: Other
Lot Size Square Feet: 148,975
Lot Size Units: Square Feet
Financial
Taxes
Parcel Number: 001-141-45-000
Interior
Features
Fireplace Features: Family Room, Living Room, Primary Bedroom, Other
Fireplaces Total: 4
Flooring: Carpet, Tile, Wood
Measurements
Living Area: 5,949
Rooms
Bathrooms Full: 5
Bathrooms Half: 1
Bedrooms Total: 8
Parking
Parking
Garage Spaces: 3
Garage: Yes
Parking Features: Detached
Schools
High School
High School District: Santa Cruz City Elementary
Utilities
Equipment
Heating: Other, Radiant, Wall Furnace
Utilities: Public Utilities, Water - Public
Water Source: Public
Frequently Asked Questions
How many bedrooms does this single-family home have?
There are 8 bedrooms in this single-family home at 535 Highland Avenue.
Does this single-family home have parking?
Yes, there are 3 parking spaces available for 535 Highland Avenue.
How does 535 Highland Avenue compare to other single-family homes in Westlake?
This single-family home is listed 148% above the average price for single-family homes in Westlake and has been on the market for 59 more days than the typical home in this area.
What is the square footage on this single-family home?
According to the MLS, this listing is 5,949 sqft.
535 Highland Avenue is a 8-bedroom single-family home for sale in Santa Cruz CA 95060. Available on Prevu for 99 days at $5,400,000. This includes a recent price decrease of $500,000. This property features 5,949 square feet of living space, located in Westlake. The median listing price for single-family homes in this area is $2,264,500. The home offers pets allowed and parking. View other single-family home listings in Santa Cruz.
Based on information from MLSListings™️ and/or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by Prevu or the MLS. Information is provided exclusively for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing.
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