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For sale
  • Price cut: $500K (6/8)
    $5,400,000

    535 Highland Ave, Santa Cruz, CA 95060

    8beds
    5,949sqft
    : 
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    Single Family Residence, Residential
    Built in 1886
    3.42 Acres Lot
    $-- Zestimate®
    $908/sqft
    $-- HOA

    What's special

    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.
    129 days
    |
    1,796
    |
    119
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Tim Allen 00891159 831-214-1990,

    Coldwell Banker Realty 831-626-2221

    Source: MLSListings Inc,MLS#: ML82037953MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 8
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Laundry, Library, Office
      Dining room
      • Features: EatinKitchen, FormalDiningRoom
      Family room
      • Features: SeparateFamilyRoom
      Heating
      • Other, Radiant, Wall Furnace
      Cooling
      • None
      Features
      • Flooring: Carpet, Tile, Wood
      • Number of fireplaces: 4
      • Fireplace features: Family Room, Living Room, Primary Bedroom, Other
      Interior area
      • Total structure area: 5,949
      • Total interior livable area: 5,949 sqft

      Property

      Parking
      • Total spaces: 3
      • Parking features: Detached
      • Garage spaces: 3
      Features
      • Has view: Yes
      • View description: Bay, City Lights, Ocean
      • Has water view: Yes
      • Water view: Bay,Ocean
      Lot
      • Size: 3.42 Acres
      Details
      • Parcel number: 00114145000
      • Zoning: Residential
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence, Residential
      Materials
      • Foundation: Concrete Perimeter, Raised, Other
      • Roof: Composition
      Condition
      • New construction: No
      • Year built: 1886

      Utilities & green energy

      • Gas: PublicUtilities
      • Water: Public
      • Utilities for property: Public Utilities, Water Public

      Community & HOA

      Location
      • Region: Santa Cruz

      Financial & listing details

      • Price per square foot: $908/sqft
      • Tax assessed value: $415,720
      • Annual tax amount: $4,864
      • Date on market: 3/10/2026
      • Listing agreement: ExclusiveRightToSell

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $6,843/mo

        Price history

        DateEventPrice
        7/15/2026Listed for sale$5,400,000$908/sqft
        Source: MLSListings Inc #ML82037953 Report a problem
        7/6/2026Contingent$5,400,000$908/sqft
        Source: MLSListings Inc #ML82037953 Report a problem
        6/8/2026Price change$5,400,000-8.5%$908/sqft
        Source: MLSListings Inc #ML82037953 Report a problem
        3/11/2026Listed for sale$5,900,000$992/sqft
        Source: MLSListings Inc #ML82037953 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$4,864 +8.7%$415,720 +2%
        2024$4,476 +1.3%$407,569 +2%
        2023$4,419 +1.2%$399,577 +2%
        2022$4,367 +2.2%$391,742 +2%
        2021$4,273 +0.8%$384,061 +1%
        2020$4,238 +2.1%$380,122 +2%
        2019$4,150 +1.2%$372,669 +2%
        2018$4,100 +1.4%$365,362 +2%
        2017$4,045 +6%$358,199 +2%
        2016$3,815 +2.3%$351,174 +1.5%
        2015$3,731 +1.8%$345,900 +2%
        2014$3,665 $339,124 +49.4%
        2012-- $226,931 +2%
        2011-- $222,482 +0.8%
        2010-- $220,820 -0.2%
        2009-- $221,345 +2%
        2008-- $217,004 +2%
        2007-- $212,749 +2%
        2006-- $208,577 +2%
        2005-- $204,487 +2%
        2004-- $200,478 +1.9%
        2003-- $196,804 +2%
        2002-- $192,945 +2%
        2001-- $189,162 +2%
        2000-- $185,453
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 95060

        Getting around

        34 / 100
        Car-Dependent
        43 / 100
        Some Transit
        73 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating

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