Pending
Sale Pending at 18516 Skyline Blvd, Los Gatos, CA 95033 | MLS# ML82050479 | Listing updated on 2026-10-05
Photo 1 of Sale Pending at 18516 Skyline Blvd, Los Gatos, CA 95033 | MLS# ML82050479 | Listing updated on 2026-10-05
Photo 2 of Sale Pending at 18516 Skyline Blvd, Los Gatos, CA 95033 | MLS# ML82050479 | Listing updated on 2026-10-05
Photo 3 of Sale Pending at 18516 Skyline Blvd, Los Gatos, CA 95033 | MLS# ML82050479 | Listing updated on 2026-10-05
Photo 4 of Sale Pending at 18516 Skyline Blvd, Los Gatos, CA 95033 | MLS# ML82050479 | Listing updated on 2026-10-05
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Listed by: Billy Caruso (408) 304-4872 DRE #02224726, Danielle Davenport DRE #00954910 | KW Bay Area Estates (408) 560-9000

$5,000,000

Monthly Est:$24,887

  • Beds Icon2 Beds
  • Beds Icon
    2 Baths
  • Beds Icon2,424sqft

18516 Skyline Blvd, Los Gatos, CA 95033

$24,887/moEst:

Get Pre-Approved

  • Farm

  • Built in 1951

  • $-- HOA

  • 20 acres lot

  • $2,063/sq.ft

Description

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.

  • Houzeo last checked: 10 hours ago
  • Listing updated: October 5, 2026 at 7:20 pm
  • Source: California Regional MLS-CA | MLS#: ML82050479 California Regional MLS-CA

Property Details

  • Status

    Pending

  • Type

    Land

  • No. of Stories

    1

  • County

    Santa Clara County

  • City

    Los Gatos

  • Neighborhood

    --

  • Year Built

    1951

  • HOA Fees

    -

  • Finished Area

    2,424 sqft

  • Lot Size

    20 acres lot

  • Basement Area

    - sqft

  • MLS Name

    California Regional MLS

  • MLS Number

    ML82050479

  • MLS Status

    Pending

  • Days on Market

    126

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 2

    Bathrooms: 2

Interior

  • Sewer

    Septic Tank

  • Cooling

    Central Air

  • Heating

    Forced Air

Construction

  • Year Built

    Year Built: 1951

  • Home type

    Farm

  • Foundation Details

    Slab

  • Roof

    Tile

Utilities & Energy

  • Water Source

    Agricultural Well, Well

  • Fireplace Features

    Wood Burning

Price History

DateEventPrice

08/18/2026

Source: mls_logoCalifornia Regional MLS-CA #ML82050479

Pending

$5,000,000

$2,063/sqft

06/23/2026

Source: mls_logoCalifornia Regional MLS-CA #ML82050479

Contingent (Active Under Contract)

$5,000,000

$2,063/sqft

06/10/2026

Source: mls_logoCalifornia Regional MLS-CA #ML82050479

Listed for Sale

$5,000,000

$2,063/sqft

Getting Around 18516 Skyline Blvd

Bike Score®

Bike Score

Somewhat Bikeable

2/100

Walk Score®

Walk Score

Car-Dependent

0/100

Data provided by Redfin

Nearby Homes

Based on information from California Regional Multiple Listing Service, Inc. as of Oct 14, 2026, 03:00PM and /or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. © 2026 California Regional Multiple Listing Service. All Rights Reserved.

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