$8,495,000
420 Bonnie Brae Road & 3980 Bonny Doon RD
Santa Cruz, CA, 95060
Situated on 60 private acres of picturesque, usable land, this exceptional gated estate spans three parcels with four separate entrances, offering a unique combination of luxury, sustainability, and boundless potential. The 4,700 SqFt modern Craftsman-style home includes 5 bedrooms and 3.5 baths, an open-concept living area, a gourmet kitchen, soaring ceilings, and much more. Perfect for entertaining, the expansive outdoor spaces consist of a pristine pool, 423 SqFt cabana/ADU, outdoor kitchen, stone fireplace, hot tub, and a lush lawn. The award-winning 20-acre Pinot Noir vineyard with 4 distinct clones provides the option to continue farming, lease the land, or build your own winery. Equestrian amenities include a 6-stall barn with a wash area, tack room and bathroom, 4 paddocks, a pasture, and a 25,000 SqFt sport arena with all-weather footing. A private astronomical observatory allows for stargazing and imaging opportunities. The whole-home automatic commercial generator, solar panels with battery storage, and 2 wells with a 65k-gallon water storage system allow for a self-sufficient lifestyle. Located near Santa Cruz’s world-class beaches, hiking and mountain biking trails, shopping, and dining, this estate provides a wonderful balance of privacy and convenience.
Property Details
Price:
$8,495,000
MLS #:
ML82020749
Status:
Active
Beds:
5
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
699notdefined
Listed Date:
Dec 14, 2025
Finished Sq Ft:
5,123
Lot Size:
2,615,908 sqft / 60.05 acres (approx)
Year Built:
2008
Schools
School District:
Other
Interior
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
NO
Heating
RA
Exterior
Parking Spots
3
Roof
CMP, SHN
Financial
Get Out There, A Simply Outgoing Approach to Life. James Outland Jr. is one of those rare people who simply has an outgoing approach to life. No matter the activity… from dune buggy riding to skydiving to motorcycling to riding the local Pismo Beach waves… James Outland Jr. approaches life with a “just get out there and do it” kind of attitude. A zest for Life. James’ zest for life is obviously apparent in his many exciting hobbies. In his spare time, he loves riding dune buggies or hi…
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Map
Current real estate data for Single Family in Santa Cruz as of Feb 13, 2026
126
Single Family Listed
77
Avg DOM
950
Avg $ / SqFt
$1,857,851
Avg List Price
Community
- Address420 Bonnie Brae Road & 3980 Bonny Doon RD Santa Cruz CA
- CitySanta Cruz
- CountySanta Cruz
- Zip Code95060
Similar Listings Nearby
Property Summary
- 420 Bonnie Brae Road & 3980 Bonny Doon RD Santa Cruz CA is a Single Family for sale in Santa Cruz, CA, 95060. It is listed for $8,495,000 and features 5 beds, 5 baths, and has approximately 5,123 square feet of living space, and was originally constructed in 2008. The current price per square foot is $1,658. The average price per square foot for Single Family listings in Santa Cruz is $950. The average listing price for Single Family in Santa Cruz is $1,857,851. To schedule a showing of MLS#ml82020749 at 420 Bonnie Brae Road & 3980 Bonny Doon RD in Santa Cruz, CA, contact your James Outland agent at 8057482262.
Courtesy of Coldwell Banker Realty. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the California Regional Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than James Outland include the name of the listing broker. Neither the listing company nor James Outland shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. California Regional Multiple Listing Service. All rights reserved. 420 Bonnie Brae Road & 3980 Bonny Doon RD
Santa Cruz, CA























































