Active Under Contract
Single family home for sale at 5 Winding Oaks Dr, Pleasanton, CA 94566 | MLS# ML82059150 | Listing updated on 2026-10-08
Photo 1 of Single family home for sale at 5 Winding Oaks Dr, Pleasanton, CA 94566 | MLS# ML82059150 | Listing updated on 2026-10-08
Photo 2 of Single family home for sale at 5 Winding Oaks Dr, Pleasanton, CA 94566 | MLS# ML82059150 | Listing updated on 2026-10-08
Photo 3 of Single family home for sale at 5 Winding Oaks Dr, Pleasanton, CA 94566 | MLS# ML82059150 | Listing updated on 2026-10-08
Photo 4 of Single family home for sale at 5 Winding Oaks Dr, Pleasanton, CA 94566 | MLS# ML82059150 | Listing updated on 2026-10-08
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Listed by: Mona Lisa Weise (408) 221-0627 DRE #01408750 | Compass (415) 660-9955

$6,495,888

Monthly Est:$32,332

  • Beds Icon4 Beds
  • Beds Icon
    4 Baths
  • Beds Icon5,761sqft

5 Winding Oaks Dr, Pleasanton, CA 94566

$32,332/moEst:

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  • Single Family Residence

  • Built in 2021

  • $-- HOA

  • 3.35 acres lot

  • $1,128/sq.ft

Description

Gated Estate community! 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 private 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 includes a formal living room with a fireplace, a private office, and four spacious bedrooms, including two en-suite bedrooms. The 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 a setting for year-round entertaining.

  • Houzeo last checked: 13 minutes ago
  • Listing updated: October 8, 2026 at 7:38 pm
  • Source: California Regional MLS-CA | MLS#: ML82059150 California Regional MLS-CA

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    1

  • County

    Alameda County

  • City

    Pleasanton

  • Neighborhood

    --

  • Year Built

    2021

  • HOA Fees

    -

  • Finished Area

    5,761 sqft

  • Lot Size

    3.35 acres lot

  • Basement Area

    - sqft

  • MLS Name

    California Regional MLS

  • MLS Number

    ML82059150

  • MLS Status

    ActiveUnderContract

  • Days on Market

    42

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 4

Interior

  • Sewer

    Public Sewer

  • Interior Features

    Breakfast Bar, Wine Cellar, Walk In Closets

  • Window Features

    Skylights

  • Flooring

    Tile, Wood

  • Cooling

    Central Air

  • Heating

    Central

  • Appliances

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

Construction

  • Year Built

    Year Built: 2021

  • Home type

    Single Family Residence

  • Foundation Details

    Concrete Perimeter

  • Architectural Style

    Mediterranean

  • Roof

    Tile

  • Construction Materials

    Stucco

Utilities & Energy

  • Fireplace Features

    Family Room

  • Pool Features

    In Ground, Solar Heat

  • Parking Features

    Off Site, Other

  • Water Source

    Public

  • Laundry Features

    Gas Dryer Hookup, In Garage

Other Features

  • Lot Features

    Flag Lot, Secluded

Price History

DateEventPrice

10/07/2026

Source: mls_logoCalifornia Regional MLS-CA #ML82059150

Contingent (Active Under Contract)

$6,495,888

$1,128/sqft

08/26/2026

Source: mls_logoCalifornia Regional MLS-CA #ML82059150

Listed for Sale

$6,495,888 -4.46%

$1,128/sqft

06/24/2026

Source: mls_logoCalifornia Regional MLS-CA #ML82052124

Off Market

$6,799,000

$1,180/sqft

06/24/2026

Source: mls_logoCalifornia Regional MLS-CA #ML82052124

Listed for Sale

$6,799,000

$1,180/sqft

Nearby Homes

Based on information from California Regional Multiple Listing Service, Inc. as of Oct 09, 2026, 03:30AM and /or other sources. 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. Information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. © 2026 California Regional Multiple Listing Service. All Rights Reserved.

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