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$5,400,000
138 Days On Site

535 Highland Avenue
SANTA CRUZ, CA 95060

For Sale|Single Family Residence|Active Under Contract
8
Beds
5.5
Total Baths
5
Full Baths
1
Partial Bath
5,949
SqFt
$908
/SqFt
1886
Built
County:
Santa Cruz
Listed by of Tim Allen of Coldwell Banker Realty (831) 214-1990
Call Now: (408) 868-2620
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(408) 868-2620
535 Highland Avenue535 Highland Avenue535 Highland Avenue535 Highland Avenue
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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.

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Listing Snapshot
Price 
$5,400,000
Days On Site 
138 Days
Bedrooms 
8
Inside Area (SqFt) 
5,949 sqft
Total Baths 
5.5
Full Baths 
5
Partial Baths 
1
Lot Size 
3.42 Acres
Year Built 
1886
MLS® Number 
ML82037953
Status 
Active Under Contract
Property Tax 
N/A
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
5 days agoListing updated with changes from the MLS®
6 days agoStatus changed to Active Under Contract
2 months agoPrice changed to $5,400,000
5 months agoListing first seen on site
General Features
Acres 
3.42
Cross Street 
Park Way
Disclosures 
https://app.disclosures.io/link/535-Highland-Avenue-vg7yz55m
Foundation 
Concrete PerimeterRaisedOther
Garage 
Yes
Garage Spaces 
3
Parking 
Detached
Property Sub Type 
Single Family Residence
SqFt Total 
5949
Water Source 
Public
Zoning 
Residential
Interior Features
Fireplace 
Yes
Fireplace Features 
Family RoomLiving RoomOtherMaster Bedroom
Fireplaces 
4
Flooring 
CarpetTileWood
Heating 
RadiantWall FurnaceOther
Interior 
Eat-in Kitchen
Laundry Features 
Laundry Room
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Exterior Features
Roof 
Composition
View 
BayCity LightsOcean
Waterview 
BayCity LightsOcean
Community Features
School District 
Santa Cruz City Elementary
Schools
School District
Santa Cruz City Elementary
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listed by of Tim Allen of Coldwell Banker Realty (831) 214-1990



The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListings™ MLS system. Real estate listings held by brokerage firms other than eXp Realty are marked with the Internet Data Exchange icon and detailed information about them includes the names of the listing brokers and listing agents. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, MLS Listings, Inc..
Last checked: 2026-07-27 05:35 AM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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