Nestled on a sprawling 4.76 acres in the prestigious gated community of Hidden Valley Estates this property offers the ultimate best in privacy and luxury. Located in the most private location in the neighborhood down a long driveway and surrounded by open space. Interior highlights of this meticulously maintained and upgraded home include a beautiful grand entry, built-ins throughout, hardwood floors in most of the house, custom lighting, and bespoke window treatments throughout. There is a large family room with a fireplace that opens to a gourmet remodeled kitchen with granite countertops, a huge center island, a Viking 6-burner gas range and double oven, Subzero refrigerator, Thermador dishwasher, a butler's pantry with a Viking wine refrigerator and a large walk-in pantry. Also, located on the first level is a downstairs en-suite bedroom, spacious laundry room, library/office with a fireplace and built-in bookshelves with a ladder, formal living room w/ a fireplace and a view of the courtyard with a glistening fountain & an impressive formal dining room. Upstairs is the luxurious primary en-suite complete with a fireplace, sitting area, walk-in closets and a balcony to enjoy the serene mountain views. There are 3 more spacious en-suite bedrooms, 2 of which were recently expanded, complete the upstairs. Outside is the perfect entertaining area with a spacious covered patio w/ a fireplace, built-in heaters, built-in barbeque and Green Egg, a sink & ice maker, a newer sparkling pool w/ a fun waterslide, waterfall, and spa. In addition, there is a recently added guest house and a 3000-bottle subterranean wine cellar. There is still more yard to enjoy with lots of open grassy area and hillside perhaps for a sports court, vineyard, orchard, the possibilities are endless. All this plus a 4-car garage, owned solar panels, and a whole house generator. This home is conveniently located close to amazing restaurants, shopping, award-winning schools, and Sherwood, yet it feels like a peaceful & tranquil retreat. Truly, a one-of-a-kind property.

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Property Details of 1005 Cheshire Hills Court

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Listed by Stacie Jennings of Twin Oaks Realty (805-490-4243)

Based on information submitted to CRMLS as of May 15, 2026 1:14 AM EDT . All data is deemed reliable but is not guaranteed accurate by the MLS. All information should be independently reviewed and verified for accuracy. IDX information is provided exclusively for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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