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  • 535 Highland Avenue

535 Highland Avenue, Santa Cruz, CA 95060

$5,400,000 Approx. USD 8 beds, 6 baths
5,949 sqft

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Photo of Robyn Raskind

Robyn Raskind Properties REALTOR® - Sales Associate 858-229-9131 m
858-759-5718 o
Lic#: 00683543
NRDS ID: 182001666
robynraskind@gmail.com Text Me
Call My Cell
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Lic#: 00683543
NRDS ID: 182001666
robynraskind@gmail.com Rancho Santa Fe - Fairbanks Ranch Office
16236 San Dieguito Rd, Bldg 5, Ste 10
Rancho Santa Fe, CA 92067
Phone: 858-756-3795
Fax: 858-756-9591
 Rancho Santa Fe - Fairbanks Ranch 16236 San Dieguito Rd, Bldg 5, Ste 10
Rancho Santa Fe, CA 92067
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Fax: 858-756-9591
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Listing Agent


Tim Allen | team@timallenproperties.com
Lic#: 00891159
Broker: Courtesy of Coldwell Banker Realty
Phone: 831-214-1990

Agent Remarks

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.

Listing Details

Property type: Single Family Residence (Single Family)
Status: Active Under Contract
MLS# ML82037953
List price is $5,400,000 Reduced by $500,000 on 6/9/2026
Price: $5,400,000
Beds: 8
Baths: 6 (5 full) (1 half)
Family Room,Living Room fireplaces
Built in 1886
5,949 sqft
3.42 acres
Lot size: 3.4200
County: Santa Cruz
Zoning: Residential
Heating/cooling: None
Heating description: Radiant,Wall Furnace
MLS area: 699 - Not Defined

Last Updated: 7/6/2026

 Days On Market (DOM): 116

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This listing belongs to the 699 - Not Defined MLS area

Lat/Long: 36.978654, -122.036412.
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DISCLAIMER: There is NO WARRANTY, expressed or implied, for the accuracy of this information or its applicability to your financial situation. Please consult your financial and/or tax advisor. GET PRE-APPROVED The loan's interest rate will depend upon the specific characteristics of the loan transaction and credit profile up to the time of closing.

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Photo of Robyn Raskind

Robyn Raskind Properties REALTOR® - Sales Associate 858-229-9131 m
858-759-5718 o
Lic#: 00683543
NRDS ID: 182001666
robynraskind@gmail.com Text Me
Call My Cell
Call My Office
Lic#: 00683543
NRDS ID: 182001666
robynraskind@gmail.com
Rancho Santa Fe - Fairbanks Ranch Office
16236 San Dieguito Rd, Bldg 5, Ste 10
Rancho Santa Fe, CA 92067
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