23020 Old Santa Cruz Highway, Los Gatos, California 95033, Los Gatos, - bed, bath

home-pic
ACTIVE$7,995,000
23020 Old Santa Cruz Highway, Los Gatos, California 95033
5Beds
6Baths
7,454Sqft
1,279,357Lot
Year Built
1986
Close
-
List price
$8M
Original List price
$8M
Price/Sqft
-
HOA
-
Days on market
-
Sold On
-
MLS number
ML82015557
Home ConditionGood
Features
Good View: Bay, Mountain(s), Ocean, Trees/Woods
Deck
Pool
Spa
Patio
ViewBay, Mountain(s), Ocean, Trees/Woods

About this home

One-of-a-kind luxury estate set on ~30 acres with sunny pastures, redwood forest, & distant bay views. Impressive colonial style home with grand entry hall, formal living & dining rooms, family room, billiards room/library, wine tasting room with wine cellar, sumptuous primary suite with loft, 3rd floor recreation room & unfinished attic space, planned as home theater, has plumbing for half bath. All bedrooms have ensuite baths, 5th bed with wet bar over att. 3 car garage, and huge laundry room (potential 2nd kitchen). Detached guest house/legal ADU with own address: 3 beds/2.5 baths, sun room, private patio. Outdoor kitchen/living area with stone fireplace, European style pond with waterfall, beach entry & deck. Fenced gardens with custom pergola, mature orchard, bocce court. Fiberglass dome observatory with telescope, floodlit all-weather sports court, 60'x36' MD Barnmaster barn (inc. car lift, houses sellers' car collection), barn door raised for RV. Level/gently sloped fenced pastures, ample space to add a riding arena. Private trails through the redwood forest. Potential equestrian use, winery, organic farm, retreat/sanctuary. New roof, 22.5W solar system, auto generators for both houses. Only 1.5miles from Hwy 17, 8 miles/10-12 mins to downtown Los Gatos

Price History

Date
Event
Price
07/31/25
Listing
$7,995,000
Neighborhood Comparison

 SubjectAverage HomeNeighbourhood Ranking (45 Listings)
Beds53
85%
Baths62
96%
Square foot7,4542,155
98%
Lot Size1,279,35784,245
98%
Price$8M$1.34M
98%
Price per square foot$1,073$690.5
91%
Built year19869875988
83%
HOA
Days on market96186
7%
Condition Rating
Good

Built in 1986, this property is over 20 years old, but the description explicitly states 'New roof, 22.5W solar system, auto generators for both houses,' indicating significant recent updates to major systems. The images reveal a well-maintained interior with high-quality finishes, including granite countertops and stainless steel appliances in the main kitchen, and a more modern aesthetic in the guest house kitchen and bathrooms. While the main house's kitchen and some bathrooms feature a traditional style that might not be considered 'newly built' or 'fully renovated recently' in terms of contemporary design trends, they are clearly in excellent condition with no visible wear and tear. The overall property, including the extensive outdoor amenities, appears meticulously maintained and move-in ready, aligning with the 'good' criteria of being well-maintained with minimal wear and tear and functional systems within their expected lifespan, with some updated components.
Pros & Cons

Pros

Expansive & Versatile Estate: Set on approximately 30 acres with sunny pastures and redwood forest, this property offers exceptional privacy, natural beauty, and significant potential for equestrian use, a winery, organic farm, or a private retreat.
Comprehensive Luxury Amenities: The main residence features grand entry, formal living/dining, family room, billiards room/library, wine tasting room with cellar, a sumptuous primary suite with loft, and all bedrooms with ensuite baths, catering to a high-end lifestyle.
Legal Detached Guest House (ADU): A separate, legal Accessory Dwelling Unit (ADU) with 3 beds/2.5 baths, sunroom, and private patio provides excellent flexibility for multi-generational living, staff accommodation, or potential rental income.
Exceptional Outdoor Facilities: The estate boasts an impressive array of outdoor features including an outdoor kitchen, European-style pond, bocce court, floodlit sports court, fiberglass dome observatory with telescope, and a large MD Barnmaster barn with a car lift.
Modern Infrastructure & Sustainability: Recent significant upgrades such as a new roof, a 22.5W solar system, and automatic generators for both houses enhance efficiency, reduce operating costs, and ensure reliability.

Cons

High Maintenance & Operating Costs: The extensive acreage and numerous specialized amenities (e.g., barn, sports court, pond, observatory) will likely incur substantial ongoing maintenance, utility, and property tax expenses.
Niche Market Appeal: The highly unique and specialized features of the property may appeal to a more specific, affluent buyer demographic, potentially leading to a longer marketing period.
Age & Unfinished Spaces: Built in 1986, some interior elements may require modernization to meet contemporary luxury standards, and the attic space, though plumbed, remains unfinished, representing an additional project for the buyer.

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