CnC Realty
1 / 22

$5,000,000

18516 Skyline Boulevard

Los Gatos, CA 95033

Under Contract

2

Beds

2

Baths

2,424

Sq. Ft.

1951

Year Built

Santa Clara

County

Farm

Property Type

About this home

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.

Listed by Billy Caruso · DRE #02224726 · KW Bay Area Estates
MLS #1174063292
ListedJun 10, 2026

Property Details

Architecture

Stories1
StyleN/A
Total UnitsN/A
RoofTile
Garage Spaces1
PoolN/A
SpaN/A

Features & Amenities

Interior FeaturesN/A
Exterior FeaturesN/A
FlooringN/A
CoolingCentral Air
HeatingForced Air
FireplaceWood Burning
LaundryN/A
Parking FeaturesN/A
Parking Total1
Patio & PorchN/A
Entry LevelN/A
Entry LocationN/A
Common WallsN/A

Property Features

Lot Size20.00 ac
Lot FeaturesN/A
ViewN/A
DirectionsCross Street: Black Rd

Community

Area699 - Not Defined
School DistrictOther

Tax & Financial

TermsN/A
Land LeaseN/A
HOA NameN/A
HOA FeeN/A

Request a Tour

Mortgage Estimate

$26,612/mo

20% down · 7% APR · 30-yr fixed

Estimate only. Does not include taxes, insurance, or HOA.

CRMLSLast updated: October 21, 2026 at 5:00 PM

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