535 Highland Avenue
Santa Cruz, CA 95060
8
Bed
5
Bath
5,949Sqft
148,975.20Sqft(Lot)
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, perso
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total Bedrooms: 8Bathroom Information
Total Baths: 6 Full Baths: 5 Half Baths: 1 -
Interior Features
Roof: Composition Fireplace: Family Room,Living Room Flooring: Carpet,Tile,Wood -
Cooling Features
None Air ConditioningHeating Source
Radiant,Wall Furnace Has HeatingFireplace
Fireplace Features: Family Room,Living Room Has Fireplace: 1
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Building Information
Year Built: 1886 Roof: Composition -
Foundation
Concrete Perimeter
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Lot Details
Lot Dimensions Source: Vendor Enhanced Lot Size Acres: 3.42 -
Lot Size Source: Other Lot Size Square Feet: 148975.2
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Listing Price Information
Original List Price: 5,400,000 Listing Contract Date: 2026-03-10 -
Lease Information
Listing Agreement: Exclusive Right To Sell
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Tax Information
Parcel Number: 00114145000
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Other Property Info
Source Listing Status: Active Source Neighborhood: 699 - Not Defined Directions: Cross Street: Park Way Zoning: Residential Source Property Type: Residential Area: 699 - Not Defined Property SubType: Single Family Residence -
Building and Construction
Property Age: 140 Common Walls: No Common Walls Structure Type: Single Family Residence Year Built Source: Other Total Square Feet Living: 5949
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| Laurel Street, Santa Cruz, CA, 95060 | $1,500,000 | 3 | 2 | 2,036 | 2,036 SqFt |
| 116 Monterey Street, Santa Cruz, CA, 95060 | $4,588,000 | 4 | 4 | 2,586 | 2,586 SqFt |
| 260 Humbug Lane, Santa Cruz, CA, 95060 | $2,540,000 | 3 | 2 | 3,422 | 3,422 SqFt |
| 220 Miracle Lane, Santa Cruz, CA, 95060 | $1,775,000 | 3 | 2 | 2,941 | 2,941 SqFt |
| 155 Rabbits Run Road, Santa Cruz, CA, 95060 | $1,550,000 | 4 | 3 | 3,004 | 3,004 SqFt |
| 404 Esmeralda Drive, Santa Cruz, CA, 95060 | $1,890,000 | 3 | 2 | 2,361 | 2,361 SqFt |
| 46 Beulah Drive, Santa Cruz, CA, 95060 | $889,000 | 2 | 1 | 920 | 920 SqFt |
| 111 Misty Court, Santa Cruz, CA, 95060 | $1,799,000 | 4 | 3 | 3,352 | 3,352 SqFt |
| 1239 La Madrona Drive, Santa Cruz, CA, 95060 | $1,599,000 | 4 | 4 | 3,206 | 3,206 SqFt |
| Sutphen Street, Santa Cruz, CA, 95060 | $924,900 | 3 | 2 | 1,147 | 1,147 SqFt |
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ByOwner last updated this listing 06/17/2026 @ 20:07
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