18516 Skyline Boulevard, Los Gatos, CA

$5,000,000

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2

Beds

2

Baths

2,424

Square feet

About 18516 Skyline Boulevard

Set across approximately 30.9 gently rolling acres at approximately 2,400 feet in elevation within the prestigious Santa Cruz Mountains AVA, Ascona Vineyards is a distinguished wine country estate that seamlessly blends agricultural functionality with timeless architectural elegance. Sweeping vineyard and countryside views frame approximately 16 acres of organically farmed vines planted with a curated collection of premium grape varietals, presenting a rare opportunity for boutique wine production, lifestyle ownership, or long-term legacy investment. **Accepting BackUp offers** At the heart of the estate, the Tuscany Revival farmhouse evokes the warmth and character of a refined European vineyard retreat. Thoughtfully positioned to capture the surrounding natural beauty and tranquil setting, the residence features luxurious finishes, inviting living spaces, and an effortless connection to the landscape. Designed for both private enjoyment and commercial vineyard operations, the property is fully fenced and extensively improved with a professionally designed winery facility, utility and storage buildings, and infrastructure supporting ongoing production and future expansion.

Features of 18516 Skyline Boulevard

MLS® # ML82050479
Price $5,000,000
Bedrooms 2
Bathrooms 2.00
Full Baths 2
Square Footage 2,424
Year Built 1951
Type Residential
Sub-Type Single Family Residence
Status Pending

Community Information

Address 18516 Skyline Boulevard
City Los Gatos
County Santa Clara
State CA
Zip Code 95033

Amenities

Parking Parking Lot
# of Garages 1
Is Waterfront No
Has Pool No

Interior

Interior Features Formal Dining Room
Heating Forced Air
Cooling Central Air
Fireplace No
Fireplaces Wood Burning
# of Stories 1
Stories One Story

Exterior

Lot Description Horses Possible
Foundation Slab

School Information

District Los Gatos-Saratoga Joint Union High

Additional Information

Date Listed June 10th, 2026
Zoning HS-S
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

AgentBilly Caruso
OfficeKW Bay Area Estates

Listing Map

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