535 Highland Avenue, Santa Cruz, CA 95060
Retreat-Like Legacy Estate with Panoramic Monterey Bay Views
$5,400,000

 

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.

 

Highlights:

  • 3.42-acre private hilltop setting
  • Panoramic views of Monterey Bay and Santa Cruz
  • Ideal for multigenerational living or family compound use
  • Executive retreat with convenient Silicon Valley access
  • Expansive indoor and outdoor entertaining spaces
  • Exceptional privacy and natural surroundings
  • Flexible spaces for collectors, creatives, and remote professionals
  • Close proximity to vibrant downtown Santa Cruz, beaches, municipal wharf and the Santa Cruz Boardwalk
  • Rare opportunity to own a true legacy estate

 

A place to gather, retreat, and create a lasting family legacy.

 

2.5% Buyers Brokerage Compensation  |  Brokerage Compensation not binding unless confirmed by separate agreement among applicable parties. 

 

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8
beds

6
baths

5,949 Sq.Ft. LIVING AREA

3.42 Acres lot

Features & Amenities

Interior

  • total bedrooms8
  • Total bathrooms6
  • full bathrooms5
  • half bathroom1
  • Flooring Douglas fir floors, carpet, tile

Area & Lot

  • Status Coming Soon
  • Living Area5,949 Sq.Ft.
  • Lot Area3.42 Acres
  • TypeResidential
  • YEAR BUILT1886
  • NeighborhoodSanta Cruz
  • Architecture StylesVictorian
  • View DescriptionOcean
  • School DistrictSanta Cruz

Exterior

  • Garage Space3
  • roofComposition
  • HEAT TYPEBoiler and radiator system, wall furnaces
  • other exterior FeaturesPool, park-like grounds, gated entry, deck, balcony, ocean-view patio

Financial

  • Sales Price$5,400,000
  • Buyer Agency Compensation 2.5%
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Santa Cruz

Santa Cruz has a myriad of activities to entice visitors, from the historic Santa Cruz Beach Boardwalk, redwood forests, sandy beaches and sea lions.

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Retreat-Like Legacy Estate with Panoramic Monterey Bay Views
Retreat-Like Legacy Estate with Panoramic Monterey Bay Views

Villa Fair View is a Santa Cruz landmark where Victorian grandeur, storied history, and sweeping ocean views come together.

– Tim Allen
Retreat-Like Legacy Estate with Panoramic Monterey Bay Views
Tim Allen

Tim Allen

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With many decades of combined knowledge, the Tim Allen Properties team looks forward to providing you with a real estate experience that is second to none. Please feel free to explore our website, and contact Tim or any one of the team members with any questions you may have.