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5 Winding Oaks DrivePleasanton, CA 94566

For Sale

$6,799,000

Smart Buyer Rebate $67,990

Newer construction! A rare gem this exceptional property is a must see. Situated on one of Pleasanton's most exclusive streets, this newly built Mediterranean Modern estate, completed in December 2021. This property rests atop a 3.35 acre oak studded lot with sweeping panoramic views of the valley. The formal entry opens to an expansive family room with soaring ceilings, seamlessly connecting to the chef's kitchen, which features a freestanding island, top of the line Thermador appliances, and a striking combination of white quartz and black granite countertops. A grand formal dining room showcases an impressive view of the valley an 800-bottle wine closet, ideal for collectors and entertainers. Down the main hallway are the formal living room with fireplace, a private office, and four bedrooms, including two ensuites. The magnificent primary suite offers two separate walk-in closets, and a spa inspired bathroom with dual vanities, a free-standing soaking tub, and an oversized walk-in shower. The resort style backyard includes an expansive pool with spa and a fully equipped outdoor kitchen and firepit perfect for year-round indoor-outdoor living. Newer construction 3.35-acre lot Single-story floor plan Panoramic views Custom luxury finishes Breathtaking Views!

Listed by Mona Lisa Weise

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Compass

·

4082210627

Last updated August 23, 2026

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Source: MLSL #ML82052124

Listing Facts

  • TypeSingle-family
  • NeighborhoodEast Vineyard Avenue
  • Bedrooms4
  • Bathrooms3.5
  • Days on Prevu125
  • Size5,761 sqft
  • Price per sqft$1,180

Amenities

  • Air Conditioning
  • Swimming Pool

Location

Mortgage Calculator

Listing History

10/06/2026
Status changed to Active
$6,799,000
08/27/2026
Status changed to Canceled
$6,799,000
06/28/2026
Listed by Compass
$6,799,000
  1. 10/06/2026$6,799,000
    Status changed to Active
  2. 08/27/2026$6,799,000
    Status changed to Canceled
  3. 06/28/2026$6,799,000
    Listed by Compass

Property Details for 5 Winding Oaks Drive

Exterior

Construction

  • Roof: Tile
  • Stories: 1
  • Stories Total: 1
  • Year Built: 2021
  • Architectural Style: Mediterranean
  • Construction Materials: Stucco
  • Exterior Features: Fire Pit

Features

  • Fencing: Fenced, Back Yard
  • Pool Features: Heated, Solar Heat, In Ground
  • View: Valley

Measurements

  • Building Area Total: 5,761
  • Lot Features: Flag Lot, Views, Private, Back Yard
  • Lot Size Acres: 3.35
  • Lot Size Area: 145,738
  • Lot Size Source: Other
  • Lot Size Units: Square Feet

Financial

Taxes

  • Parcel Number: 946-4611-006

Interior

Features

  • Appliances: Disposal, Microwave, Refrigerator, Wine Refrigerator, Range Hood, Double Oven, Self Cleaning Oven, Gas Range, Washer/Dryer
  • Fireplace Features: Family Room, Master Bedroom
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Hardwood, Laminate, Tile, Other
  • Interior Features: Breakfast Bar, Vaulted Ceiling(s), Wet Bar, Pantry, Walk-In Closet(s), High Ceilings, Double Vanity, Kitchen Island

Measurements

  • Living Area: 5,761

Rooms

  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bedrooms Total: 4

Other

Location

  • City Region: Pleasanton

Parking

Parking

  • Attached Garage: Yes
  • Garage Spaces: 3
  • Garage: Yes
  • Parking Features: Attached, Other, Off Site

Schools

Elementary School

  • Elementary School District: Pleasanton Unified

High School

  • High School District: Pleasanton Unified

Utilities

Equipment

  • Cooling: Central Air, Zoned
  • Has Cooling: Yes
  • Electric: 220 Volts In Laundry
  • Heating: Forced Air, Central
  • Has Heating: Yes
  • Laundry Features: Laundry Room, In Garage, Inside, Gas Dryer Hookup
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 3.5 bathrooms in this single-family home at 5 Winding Oaks Drive.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 5 Winding Oaks Drive.

How does 5 Winding Oaks Drive compare to other single-family homes in East Vineyard Avenue?

This single-family home is listed 0% below the average price for single-family homes in East Vineyard Avenue and has been on the market for 0 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 5,761 sqft.

5 Winding Oaks Drive is a 4-bedroom, 3.5-bath single-family home for sale in PLEASANTON CA 94566. Available on Prevu for 125 days at $6,799,000. This home features 5,761 square feet of living space, located in Pleasanton. The median listing price for single-family homes in this area is $6,799,000. Property amenities include air conditioning and swimming pool. View other single-family home listings in Pleasanton.

The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListings™️ MLS system. Real estate listings held by brokerage firms other than Prevu Real Estate are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents. Based on information from the MLSListings MLS as of 10/09/2026. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Data Services by Constellation Data Labs. IDX display powered by Prevu Real Estate. Copyright 2026 MLSListings Inc. All rights reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.