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Shawn Bengtson

Office Broker - DRE 01236964

  • Office 760-805-7199
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5 Winding Oaks Drive, Pleasanton – $6,495,888

  • 4 Beds
  • 4 Baths
  • 5,761 Sqft
  • 3.35 Acres
  • 4 Beds
  • 4 Baths
  • 5,761 Sqft
  • 3.35 Acres

5 Winding Oaks Drive

Newer Construction-Luxury Single-Story Estate-3.35 Acres-Panoramic Views. A rare gem, this exceptional Mediterranean Modern estate was completed in December 2021. Situated on one of Pleasanton's most exclusive streets, offering breathtaking panoramic valley views, the grand formal entry opens to an expansive great room with soaring ceilings, seamlessly flowing into the chef's kitchen. Designed for everyday entertaining, the kitchen features a large freestanding island, top-of-the-line Thermador appliances, and a striking blend of white quartz and black granite countertops. The formal dining room showcases spectacular views and is complemented by an impressive 800-bottle wine cellar, perfect for collectors and entertainers alike. The thoughtfully designed single-story floor plan also includes a formal living room with a fireplace, a private office, and four spacious bedrooms, including two en-suite bedrooms. The luxurious primary suite serves as a private retreat, offering dual walk-in closets and a spa-inspired bath with dual vanities, a freestanding soaking tub, and an oversized walk-in shower. Step outside to the resort-style backyard, where an expansive pool and spa, fully equipped outdoor kitchen and a fire pit to create the perfect setting for year-round entertaining.

Essential Information

  • MLS® #ML82059150
  • Price$6,495,888
  • Bedrooms4
  • Bathrooms4.00
  • Full Baths3
  • Half Baths1
  • Square Footage5,761
  • Acres3.35
  • Year Built2021
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StyleMediterranean
  • StatusActive

Community Information

  • Address5 Winding Oaks Drive
  • Area699 - Not Defined
  • CityPleasanton
  • CountyAlameda
  • Zip Code94566

Amenities

  • Parking Spaces3
  • ParkingOff Site, Other
  • # of Garages3
  • GaragesOff Site, Other
  • ViewValley
  • Has PoolYes
  • PoolIn Ground, Solar Heat

Interior

  • InteriorTile, Wood
  • HeatingCentral
  • CoolingCentral Air
  • FireplaceYes
  • FireplacesFamily Room
  • # of Stories1

Interior Features

Breakfast Bar, Wine Cellar, Walk-In Closet(s)

Appliances

Double Oven, Disposal, Microwave, Refrigerator, Range Hood, Self Cleaning Oven

Exterior

  • ExteriorStucco
  • Lot DescriptionFlag Lot, Secluded
  • WindowsSkylight(s)
  • RoofTile
  • ConstructionStucco
  • FoundationConcrete Perimeter

School Information

  • DistrictOther

Additional Information

  • Date ListedAugust 27th, 2026
  • Days on Market63
  • Zoning.

Listing Details

  • AgentMona Lisa Weise
  • OfficeCompass
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Mona Lisa Weise, Compass.

Based on information from California Regional Multiple Listing Service, Inc. as of August 30th, 2026 at 7:55pm 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.