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Ad #7956406
MLS #ML82050479
Listing photo

Set across approximately 30.9 gently rolling acres at

18516 Skyline BLVD, Los Gatos, CA 95033
$5,000,000
2Beds
2Baths
2,424Sqft
20Acres

About this property

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. 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.

Property Features

2 Beds
2 Baths
2,424 Sqft
Built in 1951
20 Acres
Tile Roof
Has Fireplace
Forced Air

Additional Photos

Additional listing photo 1
Additional listing photo 2
Additional listing photo 3
Additional listing photo 4

Contact Information

Billy Caruso

Keller Williams Los Gatos Estates

408-304-4872

Location

Map
Listing Agent: Billy Caruso (License #: 02224726) 408-304-4872
Broker: Keller Williams Los Gatos Estates 408-560-9000 Listing Site
Copyright © 2026 MLS Listings, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BeachHouse.com
Printed Aug 11, 2026

Photo Gallery

Set across approximately 30.9 gently rolling acres at - photo 1
Set across approximately 30.9 gently rolling acres at - photo 2
Set across approximately 30.9 gently rolling acres at - photo 3
Set across approximately 30.9 gently rolling acres at - photo 4
Set across approximately 30.9 gently rolling acres at - photo 5
Set across approximately 30.9 gently rolling acres at - photo 6
Set across approximately 30.9 gently rolling acres at - photo 7
Set across approximately 30.9 gently rolling acres at - photo 8
Set across approximately 30.9 gently rolling acres at - photo 9
Set across approximately 30.9 gently rolling acres at - photo 10
Set across approximately 30.9 gently rolling acres at - photo 11
Set across approximately 30.9 gently rolling acres at - photo 12
Set across approximately 30.9 gently rolling acres at - photo 13
Set across approximately 30.9 gently rolling acres at - photo 14
Set across approximately 30.9 gently rolling acres at - photo 15
Set across approximately 30.9 gently rolling acres at - photo 16
Set across approximately 30.9 gently rolling acres at - photo 17
Set across approximately 30.9 gently rolling acres at - photo 18
Set across approximately 30.9 gently rolling acres at - photo 19
Set across approximately 30.9 gently rolling acres at - photo 20
Set across approximately 30.9 gently rolling acres at - photo 21
Set across approximately 30.9 gently rolling acres at - photo 22

$5,000,000

2
Beds
2
Baths
2,424
Sqft

18516 Skyline BLVD, Los Gatos, CA 95033

By contacting this agent you agree to these Terms and Conditions.
Home California Los Gatos
Set across approximately 30.9 gently rolling acres at - photo 1
Set across approximately 30.9 gently rolling acres at - photo 2
Set across approximately 30.9 gently rolling acres at - photo 3
Set across approximately 30.9 gently rolling acres at - photo 4
Set across approximately 30.9 gently rolling acres at - photo 5
MLS# ML82050479
Home Active Under Contract

Set across approximately 30.9 gently rolling acres at

$5,000,000

18516 Skyline BLVD, Los Gatos, CA 95033

2
Beds
2
Baths
2,424
Sqft
20
Acres
$5,000,000
18516 Skyline BLVD, Los Gatos, CA 95033
2 Beds
2 Baths
2,424 Sqft
20 Acres
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. 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.
48 days
on BeachHouse.com
39
views
0
saves

Property Details

HOME DETAILS

2 Beds
2 Baths
2,424 Sqft
Built in 1951
20 Acres

EXTERIOR

Tile Roof

INTERIOR

Has Fireplace
Forced Air
See More Details

Location

Map
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Ad Statistics

Ad Number
7956406
Viewed
39 times
Listing Status
Active Under Contract
Added
Jun 24, 2026
Last Refreshed
Jul 03, 2026 06:17:28 PM

Listing Information

Data Source
MLS Listings, Inc.
Source Property ID
ML82050479
Listing Agent: Billy Caruso (License #: 02224726) 408-304-4872
Broker: Keller Williams Los Gatos Estates 408-560-9000 Listing Site
Copyright © 2026 MLS Listings, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

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By proceeding, you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), its affiliates, and other real estate professionals that may not be associated with Dream Home Network, to contact you using the contact details you provided, via email, phone call, and text (SMS), including using automated dialing technology and prerecorded and artificial voice, for marketing or advertising purposes, including contacting you about your inquiry and other home-related matters. You understand that your consent to the foregoing is not a condition of any purchase. Message and data rates may apply. This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what you are looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at csv@dreamhomenetwork.com.
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SEARCH STATES
Alabama Alaska California Connecticut Delaware Florida Georgia Hawaii Louisiana Maine Maryland Mississippi New Hampshire New Jersey New York North Carolina Oregon Pennsylvania Rhode Island South Carolina Texas Virginia Washington
SERVICES
Buy Buy Advertise
COMPANY
Testimonials About Us Office Locations
SUPPORT
Help Contact Us
ADDITIONAL MARKETS
LakeHouse.com MountainHomes.com GolfHomes.com BarrierFreeHome.com
SUBSCRIBE
Receive notifications for new listings
Subscribe
X Facebook Instagram YouTube

Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 BeachHouse.com
Part of Dream Home Network, Inc.
Last updated on 2026.08.11
Terms & Policy