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For sale
    • Listed by: Twin Oaks Realty • Stacie Jennings • Contact: 805-490-4243
    Price cut: $380K (8/1)
    $6,215,000

    1005 Cheshire Hills Ct, Thousand Oaks, CA 91361

    6beds
    6,221sqft
    : 
    $47,678/mo
    Get pre-qualified
    Single Family Residence
    Built in 2006
    4.76 Acres Lot
    $5,837,000 Zestimate®
    $999/sqft
    $777/mo HOA

    What's special

    Subzero refrigeratorSurrounded by open spaceHuge center islandBespoke window treatments throughoutBeautiful grand entryDownstairs en-suite bedroomBuilt-ins throughout
    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.
    122 days
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    865
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    41
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    Zillow last checked:

    Listing updated:

    Listed by:

    Stacie Jennings DRE #01353191 805-490-4243,

    Twin Oaks Realty

    Source: CRMLS,MLS#: SR26085986MLS LogoOriginating MLS: California Regional MLS

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 7
      • Full bathrooms: 6
      • 1/2 bathrooms: 1
      • Main level bathrooms: 2
      • Main level bedrooms: 1
      Rooms
      • Room types: Bedroom, Entry/Foyer, Family Room, Foyer, Great Room, Kitchen, Laundry, Library, Living Room, Primary Bathroom, Primary Bedroom, Office, Other, Pantry, Wine Cellar, Workshop, Dining Room
      Primary bedroom
      • Features: Primary Suite
      Bedroom
      • Features: Bedroom on Main Level
      Bathroom
      • Features: Bathroom Exhaust Fan, Bathtub, Dual Sinks, Enclosed Toilet, Full Bath on Main Level, Granite Counters, Separate Shower, Tile Counters, Tub Shower, Vanity
      Kitchen
      • Features: Butler's Pantry, Granite Counters, Kitchen Island, Kitchen/Family Room Combo, Pots & Pan Drawers, Stone Counters, Remodeled, Updated Kitchen, Walk-In Pantry
      Pantry
      • Features: Walk-In Pantry
      Heating
      • Forced Air, Natural Gas
      Cooling
      • Central Air, Electric
      Appliances
      • Included: 6 Burner Stove, Built-In Range, Barbecue, Convection Oven, Double Oven, Dishwasher, Free-Standing Range, Gas Cooktop, Disposal, Gas Oven, Gas Range, Hot Water Circulator, Ice Maker, Microwave, Refrigerator, Range Hood, Self Cleaning Oven, Tankless Water Heater, Vented Exhaust Fan, Water To Refrigerator, Water Heater
      • Laundry: Washer Hookup, Electric Dryer Hookup, Gas Dryer Hookup, Inside, Laundry Room
      Features
      • Breakfast Bar, Built-in Features, Balcony, Ceiling Fan(s), Crown Molding, Cathedral Ceiling(s), Dry Bar, Separate/Formal Dining Room, Eat-in Kitchen, Granite Counters, High Ceilings, Open Floorplan, Pantry, Recessed Lighting, Storage, Tile Counters, Two Story Ceilings, Wired for Data, Bar, Wired for Sound, Bedroom on Main Level
      • Flooring: Carpet, Wood
      • Windows: Double Pane Windows, Drapes, Insulated Windows, Screens, Shutters, Tinted Windows, Wood Frames
      • Has fireplace: Yes
      • Fireplace features: Family Room, Gas, Great Room, Library, Living Room, Primary Bedroom, Outside
      • Common walls with other units/homes: No Common Walls
      Interior area
      • Total interior livable area: 6,221 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 9
      • Parking features: Door-Multi, Direct Access, Driveway Level, Driveway, Garage, Garage Door Opener, Guest, Gated, Porte-Cochere, Private, Garage Faces Rear, One Space, Workshop in Garage
      • Attached garage spaces: 4
      • Uncovered spaces: 5
      Accessibility
      • Accessibility features: Safe Emergency Egress from Home, Parking, Accessible Doors, Accessible Hallway(s)
      Features
      • Levels: Two
      • Stories: 2
      • Entry location: main/1
      • Patio & porch: Rear Porch, Concrete, Covered, Front Porch, Open, Patio, Stone, Wrap Around
      • Exterior features: Barbecue, Lighting, Rain Gutters
      • Has private pool: Yes
      • Pool features: Fenced, Gunite, Gas Heat, Heated, In Ground, Permits, Private, Waterfall
      • Has spa: Yes
      • Spa features: Gunite, Heated, In Ground, Private
      • Has view: Yes
      • View description: Hills, Mountain(s), Pool
      Lot
      • Size: 4.76 Acres
      • Features: 2-5 Units/Acre, Cul-De-Sac, Drip Irrigation/Bubblers, Front Yard, Garden, Sprinklers In Rear, Sprinklers In Front, Lawn, Landscaped, Sprinklers Timer, Sprinklers On Side, Sprinkler System, Street Level, Yard
      Details
      • Additional structures: Second Garage, Guest House Detached, Guest House, Shed(s)
      • Parcel number: 6640083055
      • Special conditions: Standard
      • Horse amenities: Riding Trail

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape Cod
      • Property subtype: Single Family Residence
      Materials
      • Cement Siding, Stone Veneer
      • Foundation: Slab
      • Roof: Concrete
      Condition
      • Additions/Alterations
      • New construction: No
      • Year built: 2006

      Utilities & green energy

      • Electric: Electricity - On Property, 220 Volts in Garage, 220 Volts in Laundry, 220 Volts For Spa, Photovoltaics Seller Owned, 220 Volts in Workshop
      • Sewer: Sewer Tap Paid
      • Water: Public
      • Utilities for property: Cable Available, Cable Connected, Electricity Available, Electricity Connected, Natural Gas Available, Natural Gas Connected, Phone Available, Sewer Available, Sewer Connected, Underground Utilities, Water Available, Water Connected
      Green energy
      • Energy generation: Solar

      Community & HOA

      Community
      • Features: Biking, Curbs, Hiking, Horse Trails, Mountainous, Preserve/Public Land, Storm Drain(s), Street Lights, Suburban, Sidewalks, Gated
      • Security: Prewired, Security System, Closed Circuit Camera(s), Carbon Monoxide Detector(s), Fire Detection System, Fire Sprinkler System, Security Gate, Gated Community, Key Card Entry, Smoke Detector(s)
      • Subdivision: Hidden Valley Estates (750)
      HOA
      • Has HOA: Yes
      • Amenities included: Controlled Access, Maintenance Grounds, Management
      • HOA fee: $777 monthly
      • HOA name: Hidden Valley Estates
      • HOA phone: 805-413-1170
      Location
      • Region: Thousand Oaks

      Financial & listing details

      • Price per square foot: $999/sqft
      • Tax assessed value: $3,505,387
      • Date on market: 4/21/2026
      • Cumulative days on market: 122 days
      • Listing terms: Cash,Cash to New Loan,Conventional
      • Inclusions: washer & dryer
      • Road surface type: Paved

        Estimated market value

        $5,837,000

        $5.55M - $6.13M

        $17,723/mo

        Price history

        DateEventPrice
        8/1/2026Price change$6,215,000-5.8%$999/sqft
        Source: CRMLS #SR26085986 Report a problem
        6/2/2026Price change$6,595,000-5.7%$1,060/sqft
        Source: CRMLS #SR26085986 Report a problem
        4/21/2026Listed for sale$6,995,000+152.1%$1,124/sqft
        Source: CRMLS #SR26085986 Report a problem
        9/22/2017Sold$2,775,000-4%$446/sqft
        Source: CSMAOR #217010139 Report a problem
        8/24/2017Pending sale$2,890,000$465/sqft
        Source: Oak Summit Real Estate, Inc. #217010139 Report a problem
        8/8/2017Listed for sale$2,890,000-3.5%$465/sqft
        Source: Oak Summit Real Estate, Inc. #217001642 Report a problem
        6/22/2017Listing removed$2,995,000$481/sqft
        Source: The MLS #217001642VC Report a problem
        6/21/2017Listed for sale$2,995,000+15.7%$481/sqft
        Source: The MLS #217001642VC Report a problem
        12/29/2014Sold$2,587,500-2.4%$416/sqft
        Source: CSMAOR #214020644 Report a problem
        10/31/2014Pending sale$2,650,000$426/sqft
        Source: Keller Williams - Westlake Village #214020644 Report a problem
        5/31/2014Listed for sale$2,650,000-1%$426/sqft
        Source: Keller Williams - Westlake Village #214020644 Report a problem
        4/12/2006Sold$2,675,500$430/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2026-- $3,505,387 +2%
        2025$37,791 +4.8%$3,436,654 +2%
        2024$36,065 $3,369,269 +2%
        2023$36,065 +2.1%$3,303,205 +2%
        2022$35,310 +2%$3,238,437 +2%
        2021$34,605 +1.6%$3,174,939 +1%
        2020$34,049 +10.2%$3,142,386 +9.4%
        2019$30,893 +3.6%$2,872,000 +3.5%
        2018$29,807 +3.9%$2,775,000 +3.6%
        2017$28,688 +1%$2,679,497 +2%
        2016$28,390 +1.8%$2,626,958 +1.5%
        2015$27,881 +10.4%$2,587,500 +11.1%
        2014$25,251 $2,329,000 +9.6%
        2013-- $2,125,000 -21.7%
        2012-- $2,714,000 +10.7%
        2011-- $2,452,000 -11.5%
        2009-- $2,771,000 -5.5%
        2007-- $2,932,988 +438.9%
        2006-- $544,268 +271.8%
        2005-- $146,381 +70.2%
        2003-- $86,024
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 91361

        Getting around

        2 / 100
        Car-Dependent
        0 / 100
        No Nearby Transit

        Nearby schools

        GreatSchools rating

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