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311 Santa Rosa Dr, Los Gatos, California 95032, Los Gatos, 95032 - 5 bed, 4 bath

311 Santa Rosa Dr, Los Gatos, California 95032 home-pic-0
ACTIVE$5,750,000
311 Santa Rosa Dr, Los Gatos, California 95032
5Beds
4Baths
5,810Sqft
55,321Lot
Year Built
1985
Close
-
List price
$5.75M
Original List price
$5.75M
Price/Sqft
$990
HOA
$322
Days on market
-
Sold On
-
MLS number
41117479
Home ConditionFair
Features
Excellent View:
Deck
View-

About this home

We found 3 Cons,6 Pros. Rank: price - $5.75M(95th), sqft - 5810(95th), beds - 5(77th), baths - 4(70th).

Welcome to your own private hillside retreat in Los Gatos! Beyond the secure front gate, you'll find a grand Mediterranean-style estate offering breathtaking views. The livingroom has a fireplace and features expansive windows that frame the stunning scenery. There is a formal dining room with an adjoining wet bar, a family room with a fireplace and an eating area next to the kitchen. The gourmet kitchen has a built in Sub-Zero refrigerator, double Viking ovens, a gas stove top on the large center island and a walk in pantry. The master bedroom features a sitting area, a fireplace and views! The master bathroom has a large walk in closet, double sinks, a tub and a large walk in shower. There is a second kitchen, a bedroom set up as an office and a bonus room off of one of the bedrooms. There are several decks, a three car garage, and plenty of parking inside the security gate. There is a nearby walking trail and all of the wonderful shopping and dining that Los Gatos offers.

Price History

Date
Event
Price
11/14/25
Listing
$5,750,000
01/31/00
Sold
$2,500,000
05/26/95
Sold
$1,200,000
Condition Rating
Fair
Built in 1985, this property is well-maintained and features high-end kitchen appliances (Sub-Zero, Viking). However, the kitchen cabinetry and granite countertops, while in good condition, reflect a traditional style that is likely 15-25 years old. The master bathroom, with its glass block shower wall and specific vanity design, is stylistically dated (likely 20-30 years old), despite being clean and functional. While move-in ready, the property would benefit from cosmetic updates in key areas to align with current luxury standards and trends.
Pros & Cons

Pros

High Available Lot Utilization: The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 55321, living area = 5810.
Prime Location & Exclusivity: Situated as a private hillside retreat in highly desirable Los Gatos, offering a secure gated entrance, proximity to a walking trail, and convenient access to upscale shopping and dining.
Breathtaking Views: The property boasts expansive windows and multiple vantage points that frame stunning, breathtaking views, enhancing its aesthetic appeal and value.
Gourmet Kitchen: Features a high-end gourmet kitchen equipped with a built-in Sub-Zero refrigerator, double Viking ovens, a gas stovetop on a large center island, and a walk-in pantry, ideal for culinary enthusiasts.
Spacious & Versatile Layout: With 5810 sqft, 5 beds, 4 baths, multiple living areas including a formal dining room, family room, a second kitchen, dedicated office space, and a bonus room, the estate offers extensive and flexible living options.
Luxurious Master Suite: The master bedroom is a true retreat, featuring a sitting area, fireplace, and views, complemented by a large walk-in closet, double sinks, a tub, and a spacious walk-in shower in the master bathroom.

Cons

Age of Property: Built in 1985, the property may require updates beyond the mentioned kitchen appliances to fully align with contemporary luxury standards and preferences.
Potential for High Maintenance: A grand Mediterranean-style estate on a large 55,321 sqft lot with several decks suggests significant ongoing maintenance requirements for both the structure and extensive landscaping.
Unspecified Cooling System: The description does not mention a cooling system (e.g., central air conditioning), which could be a drawback for comfort during warmer months in a hillside location.

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