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.
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
See this Listing
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
Subdivisions in Santa Cruz
Market Summary
Current real estate data for Single Family in Santa Cruz as of Jun 11, 2026
135
Single Family Listed
92
Avg DOM
1,081
Avg $ / SqFt
$2,186,849
Avg List Price
Property Summary
- 535 Highland AV Santa Cruz CA is a Single Family for sale in Santa Cruz, CA, 95060. It is listed for $5,400,000 and features 8 beds, 6 baths, and has approximately 5,949 square feet of living space, and was originally constructed in 1886. The current price per square foot is $908. The average price per square foot for Single Family listings in Santa Cruz is $1,081. The average listing price for Single Family in Santa Cruz is $2,186,849.
Similar Listings Nearby
535 Highland AV
Santa Cruz, CA


