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Shawn Bengtson

Office Broker - DRE 01236964

  • Office 760-805-7199
Questions?

3308 Crosspointe Court, Simi Valley – $1,985,000

  • 5 Beds
  • 5 Baths
  • 4,752 Sqft
  • .54 Acres
  • 5 Beds
  • 5 Baths
  • 4,752 Sqft
  • .54 Acres

3308 Crosspointe Court

Welcome to Castlewood at Big Sky, one of the area’s most coveted communities—where wide-open spaces, dramatic mountain scenery, and serene natural beauty create a truly special place to call home. Backed by the stunning presence of Whiteface Mountain, this peaceful enclave offers the perfect blend of privacy, luxury, and Southern California indoor-outdoor living. Tucked away at the end of a quiet cul-de-sac and up a long private driveway, located next to open space, this exceptional property showcases breathtaking mountain and valley views, 5 spacious bedrooms, 4.5 baths, and an entertainer’s backyard that rivals a private resort. From the moment you arrive through the gated courtyard entry, you’ll appreciate the thoughtful layout—Inside, an expansive and light-filled floor plan unfolds. The formal living room, anchored by a cozy fireplace, opens to a charming courtyard with a tranquil fountain—setting the tone for relaxed elegance. A warm and inviting family room features its own fireplace, built-in entertainment center, and views of the sparkling pool beyond. Perfect for hosting, the elegant formal dining room flows seamlessly into the sun-drenched gourmet kitchen, complete with granite countertops, abundant cabinetry, a center island with sink, walk-in pantry, and a full suite of stainless steel appliances—truly a chef’s dream. The main level also includes a bedroom with a private bath, a laundry room, and a convenient powder room for guests. Up the grand staircase, the luxurious primary suite awaits—your personal retreat. This expansive haven includes a fireplace, sitting area, oversized walk-in closet with built-ins and pull down attic access with an abundance of storage area, and an additional ~250 sq ft bonus space ideal for an office, nursery, or fitness room. The spa-like primary bath completes the experience. Two additional ensuite bedrooms, a versatile loft, and a bonus room overlooking open space offer endless flexibility for today’s lifestyles. And then… the showstopper backyard. This is Southern California living at its finest: a resort-style pool and spa with rock waterfall grotto, swaying palm trees, BBQ island, lush lawn for play, and even a putting green—all beautifully set against a natural backdrop. Solar? Yes—owned with back-up batteries. There is also ample parking with a 2 car garage and a one-car garage with an attached room ideal for a hobby room or storage. Residents of Big Sky enjoy miles of walking and hiking trails.

Essential Information

  • MLS® #SR26021430
  • Price$1,985,000
  • Bedrooms5
  • Bathrooms5.00
  • Full Baths4
  • Half Baths1
  • Square Footage4,752
  • Acres0.54
  • Year Built2006
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StatusActive

Community Information

  • Address3308 Crosspointe Court
  • AreaSVC - Central Simi
  • SubdivisionCastlewood in Big Sky
  • CitySimi Valley
  • CountyVentura
  • Zip Code93065

Amenities

  • AmenitiesTrail(s)
  • Parking Spaces3
  • # of Garages3
  • ViewHills, Mountain(s), Valley
  • Has PoolYes
  • PoolPrivate

Parking

Door-Multi, Direct Access, Garage, Garage Door Opener

Garages

Door-Multi, Direct Access, Garage, Garage Door Opener

Interior

  • HeatingCentral
  • CoolingCentral Air
  • FireplaceYes
  • # of Stories2
  • StoriesTwo

Interior Features

Bedroom on Main Level, Walk-In Closet(s)

Appliances

Double Oven, Dishwasher, Gas Cooktop, Disposal, Microwave, Refrigerator, Trash Compactor

Fireplaces

Family Room, Living Room, Primary Bedroom

Exterior

  • Lot DescriptionZeroToOneUnitAcre

School Information

  • DistrictSimi Valley Unified

Additional Information

  • Date ListedFebruary 5th, 2026
  • Days on Market35
  • HOA Fees260
  • HOA Fees Freq.Monthly

Listing Details

  • AgentJordan Ott
  • OfficePinnacle Estate Properties
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Price Change History for 3308 Crosspointe Court, Simi Valley, (MLS® #SR26021430)

Date Details Change
Price Reduced from $2,150,000 to $1,985,000 $165,000 (7.67%)

Jordan Ott, Pinnacle Estate Properties.

Based on information from California Regional Multiple Listing Service, Inc. as of March 17th, 2026 at 1:25am PDT. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.