350 Highland Avenue, Santa Cruz, California 95060, Santa Cruz, 95060 - 4 bed, 3 bath
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350 Highland Avenue
Santa Cruz, California 95060
ACTIVE
CONDITION: FAIR
4Beds
3Baths
2,886Sq Ft
20,386Lot Size
Property Price
LIST PRICE$2,750,000
EST. MARKET VALUE
$2,750,000
SUMMARY
This Single Family Residence represents a High-Potential Investment Opportunity, listed at a List Price of $2,750,000, which aligns with its $2,750,000 Fair Market Value. While the home maintains a Condition Rating of 4, its expansive 20,386 sqft lot and panoramic Monterey Bay views provide a rare foundation for value-add modernization. Featuring resort-style amenities like a pool, spa, and wine cellar, this property is an ideal acquisition for Buy-and-Hold Investors or Owner-Occupants looking to customize a premier Upper Westside estate.
Estimated Market Value
$2,750,000
Based on Realkey algorithm analyzing recent comparable sales in Santa Cruz.
Comparable Sales Map
Comparables within 1 miles sold in recently
Map unavailable.
| Address | Sold Price | Beds | Baths | Sq Ft | $/Sqft | Distance |
|---|---|---|---|---|---|---|
★ 350 Highland Avenue Subject | $2,750,000* List Price | 4 | 3 | 2,886 | $953 | - |
A 103 Green Street Active | $2,225,000 List Price | 6 | 6 | 2,997 | $742 | 0.3 mi |
* Subject property listed price vs sold prices of comps.
Condition Analysis
See Full ReportOVERALL CONDITION SCORE
Fair
TeardownExcellent
Property is moderate renovation needed.
Built in 1973 (51 years old), the property is functional but significantly dated. The kitchen features oak cabinetry, tile countertops, and fluorescent box lighting consistent with a 30+ year old renovation. While the home is well-maintained and includes updated systems like air conditioning and a security system, the interior aesthetics—including wood paneling and older bathroom styles—require modernization to meet current market expectations.
PROSSTRENGTHS & OPPORTUNITIES
- High Available Lot Utilization
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 20386, living area = 2886.
- Panoramic Ocean Views
The property offers breathtaking, unobstructed views of Monterey Bay, the Santa Cruz skyline, and the coastline extending to Moss Landing, showcased through floor-to-ceiling walls of windows.
- Prime Upper Westside Location
Situated in a highly sought-after neighborhood, the home provides exceptional proximity to UCSC, downtown Santa Cruz, world-class surfing, and Pogonip hiking and biking trails.
CONSRISKS & DEFICIENCIES
- MLS Listing Discrepancy
Living area discrepancy between mls listing and other public or private record. mls listing living area = 2886, other record living area = 2186. Bedroom count discrepancy between mls listing and other public or private record. mls listing bedroom count = 4, other record bedroom count = 3.
- Extended Days on Market
The property has been active for 100 days and has already undergone a price reduction, which may signal a disconnect between the initial asking price and current buyer demand.
- Dated Architectural Elements
Built in 1973, the home's unique 'grotto kitchen' and specific layout choices may require significant capital investment to modernize and align with contemporary luxury standards.
About 350 Highland Avenue
Price adjusted to reflect exceptional value in one of the Upper Westsides most soughtafter neighborhoods. Ocean View Santa Cruz, breathtaking views of the Santa Cruz skyline, and expansive panoramic unobstructed Monterey Bay full ocean view extending to Moss Landing, Monterey, and beyond. Enjoy the Giant Dipper, sailboat races, and colorful scenes of Santa Cruz. A gated entrance driveway, lined with custom exterior lighting, makes a striking statement. This iconic home boasts a great room filled with abundant natural light, floor-to-ceiling walls of windows, sliding glass doors, and high ceilings. Discover the grotto kitchen with an island gas cooktop and formal dining room. The spiral staircase leads to 4 rooms and 2 full bathrooms. A double-sided fireplace is the focal point of the cinema/play or billiard room, 1/2 bath, bar service room, and exclusive wine cellar. The sliding glass double doors lead to the pool, hot tub, sauna, and patio. BBQ entertain or relax while soaking in the ocean view. 2 car garage, pool house, garden, shed, security system, air conditioning, electric gate. Walkway bridge to downtown, shops, restaurants, Holy Cross School, Pognic Open Space hiking and biking trails, UCSC 3 min, Surfing 8 min, downtown 4 min, Urgent care 4 min, access Highway #1,17.
Property Details
Public Facts
- Property Type
- Single Family Residence
- Year Built
- 1973
- Lot Size
- 20,386 Sq. Ft.
Interior
- Total Bedrooms
- 4
- Total Bathrooms
- 3 (3 Full, 0 Half)
Exterior & Parking
No exterior & parking available.
Utilities & Misc
- HOA Fee
- $0 / Month
Neighborhood Insights
Sensitive Facilities
No sensitive facilities data found.
Neighborhood Comparison
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 4.0 | 3.0 |
| Baths | 3.0 | 2.3 |
| Square foot | 2,886 | 1,697.986 |
| Lot Size | 20,386 | 6,864.608 |
| Price | $2.75M | $1.63M |
| Price per sq ft | $953 | $940 |
| Built year | 1973 | 1973 |
| HOA | $0 | $352 |
| Days on market | 139 | 38 |
Pricing History
Listed for Sale
Jul 22, 2026
$2,750,000
$2,845,000
-3% Price Drop
Initial Listing
Price Change
Apr 23, 2026
$2,845,000
Initial Listing