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Lesmore M. Barker

lesmore@lesmorebarker.com +1(415) 549-1299

$ 5,400,000

Est. payment -/mo

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Active

535 Highland Avenue Santa Cruz, CA 95060

8 Beds

5.5 Baths

5,949 SqFt

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 5,949 sqft

Price per Sqft $907

MLS Listing ID ML82037953

Bedrooms 8

Full Baths 5

Half Baths 1

HOA Y/N No

Year Built 1886

Lot Size 3.420 Acres

Acres 3.42

Property Sub-Type Single Family Residence

Property Description

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.

Location

State CA

County Santa Cruz

Zoning Resi

Interior

Interior Features Family Room, Formal Dining Room, Library, Storage

Heating Other, Radiant

Cooling None

Flooring Tile, Wood

Fireplaces Number 4

Fireplaces Type Family Room, Living Room, Other

Fireplace Yes

Exterior

Garage Spaces 3.0

View Y/N true

View Bay, City Lights

Private Pool true

Building

Foundation Other, Raised

Water Public

New Construction No

Schools

School District Not Listed

Others

Tax ID 00114145000

Virtual Tour https://my.matterport.com/show/?m=rfqzfMAjUga&mls=1

© 2026 BEAR, CCAR, bridgeMLS. This information is deemed reliable but not verified or guaranteed. This information is being provided by the Bay East MLS or Contra Costa MLS or bridgeMLS. The listings presented here may or may not be listed by the Broker/Agent operating this website.

Listed by Tim Allen • Coldwell Banker Realty

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Phone

+1(415) 549-1299

lesmore@lesmorebarker.com

Address

California, 94607, USA