420 Bonnie Brae Road & 3980 Bonny Doon RD Santa Cruz CA 95060 MLS #ML82020749

420 Bonnie Brae Road & 3980 Bonny Doon RD
Santa Cruz, CA, 95060
$8,495,000
5 Beds
5 Baths
5,123 SqFt
60.05 Acres
$8,495,000
420 Bonnie Brae Road & 3980 Bonny Doon RD
Santa Cruz, CA, 95060
MLS #ML82020749 image #0
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
699 – Not Defined699notdefinedOtherVineyard

Schools

School District:
Other

Interior

Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
NO
Heating
RA

Exterior

Parking Spots
3
Roof
CMP, SHN

Financial

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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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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

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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.
420 Bonnie Brae Road & 3980 Bonny Doon RD
Santa Cruz, CA
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