Price Reduced53$2,595,000
4 bd · 3 ba · 2,278 sqft
3390 Lillian Way, Santa Cruz, CA
Nick Bailey · Bailey Properties · on 4 MLSs
Est. $14,313/mo$673/sqft · 8 days on Realty
5
Beds
4
Baths
3,267
Sqft
1975
Built
Set on 3.3 private, fully fenced & gated acres, 377 Rider Ridge is a soulful Santa Cruz retreat where ocean & redwood views, modern comfort and a true homestead lifestyle come together. The light-filled 4BR main home features soaring ceilings & walls of windows that immerse you in the surrounding landscape. Outside, an established orchard of 80+ fruit trees, vegetable garden, chicken coops, apiary, automated irrigation & winding pathways create an extraordinary connection to the land. Thoughtful improvements include Tesla solar + 3 Powerwalls, dual-zone smart HVAC, upgraded electrical, high-speed internet, extensive drainage, retaining & hillside improvements, expanded parking and significantly increased usable land. A beautifully refreshed 650 SF guest house offers space for guests, extended family or a private office. Additional investment in defensible space, extensive vegetation management & property-wide water access complements the home's location within a recognized Firewise community. Peaceful & private yet connected, with easy access to Santa Cruz, Scotts Valley, the beach & Silicon Valley. A rare opportunity to live closer to nature without giving up modern convenience.
Listing record
Choose a source to show its complete, unblended listing record.
Showing BayEast
BayEast · Listing ML82063720
Courtesy of Compass
Listing agent
Kimberly Ward
(831) 238-7981
bridgeMLS · Listing ML82063720
Courtesy of Compass
Listing agent
Kimberly Ward
(831) 238-7981
The MLS (CLAW) · Listing 82063720ML
Courtesy of Compass
Listing agent
Not provided
(831) 238-7981
California Regional Multiple Listing Service (CRMLS) · Listing ML82063720
Courtesy of Compass
Listing agent
Kimberly Ward
(831) 238-7981
MLSListings · Listing ML82063720
Courtesy of Compass
Listing agent
Kimberly Ward
(831) 238-7981
$439,800
Estimated monthly payment
$14,313/mo
Loan amount $1,759,200. Estimate only — your actual rate and payment depend on credit, location, and lender.
2026 roll
Within 2 miles of this home: 1 restaurant or café and 6 parks and green spaces.
Place data from OpenStreetMap.
Enchanted Valley Snack Shack
Soquel Creek Watershed District Land
Joe's Top of the Hill Memorial Park
Glenwood Basin
Enchanted Valley Community Center
1440 Multiversity Private Trails
Glenwood Open Space Preserve
Price Reduced53$2,595,000
4 bd · 3 ba · 2,278 sqft
3390 Lillian Way, Santa Cruz, CA
Nick Bailey · Bailey Properties · on 4 MLSs
51$2,495,000
5 bd · 3 ba · 3,610 sqft
365 Granite Creek Road, Santa Cruz, CA
Eli Karon · Karon Properties · on 4 MLSs
Price Reduced43$1,600,000
5 bd · 3 ba · 2,342 sqft
450 Vine Hill Road, Santa Cruz, CA
Seb Frey · Compass
The MLS (CLAW)California Regional Multiple Listing Service (CRMLS)This content last refreshed on 2026-10-15 03:01:50 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
School ratings (A+ to F) from HJN community data.
Vine Hill Elementary School
KG-5 · Regular · Scotts Valley Unified School District
549 students · 24.9:1 student–teacher
Baymonte Christian School
PK-8 · Regular
332 students · 13.8:1 student–teacher
Scotts Valley High School
9-12 · Regular · Scotts Valley Unified School District
611 students · 19.3:1 student–teacher
MLSListings