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$6,799,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 5,761 Sq. Ft.
  • 3 Car Garage
  • Updated 1 day ago
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Newer construction! Located 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. Breathtaking Views!

Full Property Details for 5 Winding Oaks Dr

General

  • Price: $6,799,000
  • Status: Active
  • Type: Single Family
  • Source: RE_Infolink
  • MLS ID: ML82052124
  • Updated: 7/1/2026
  • Added to Site: 4 day(s) ago

Interior

  • Rooms/Areas: Formal Entry, Laundry Room, Office Area, Wine Cellar / Storage
  • Interior Features: High Ceiling , Vaulted Ceiling , Walk-In Closet, Wet Bar
  • Fireplace(s): Family Room, Primary Bedroom
  • Flooring: Hardwood, Laminate, Tile, Other

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Bathroom Features: Double Sinks, Oversized Tub, Primary - Stall Shower(s), Showers over Tubs (2 or More), Stall Shower, Tile

Bedrooms

  • Total Bedrooms: 4
  • Bedroom Features: Primary Suite / Retreat, Walk-In Closet

Other Rooms

  • Family Room: Separate Family Room
  • Kitchen: Garbage Disposal, Hood over Range, Island, Island with Sink, Microwave, Built-In Oven, Double Oven, Self-Cleaning Oven, Gas Oven/Range, Pantry, Refrigerator, Wine Refrigerator
  • Laundry: Electricity Hookup (220V), Gas Hookup, In Garage, In Utility Room, Inside, Washer / Dryer

Additional Information

  • Pool: Yes
  • Pool Description: Solar-Heated, Pool - In Ground
  • Extras: Not Applicable

Parking

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

Location

  • Area: Pleasanton
  • County: Alameda
  • Cross Streets: Thiesen

Heating & Cooling

  • Cooling Type: Central AC, Multi-Zone
  • Heating Type: Central Air (Forced Air)

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Public Utilities

Structural Information

  • Architectural Style: Mediterranean
  • Construction: Detached, Stucco
  • Foundation: Concrete Perimeter
  • Roof: Tile
  • Square Feet: 5,761
  • Year Built: 2021

Lot Features

  • Property View: Valley
  • Lot Size (Acres): 3.35
  • Minimum Lot Size: 145738
  • Lot Size (Sq. Ft.): 145,738
  • Grounds/Landscape: Back Yard, BBQ Area, Fenced, Firepit
  • Zoning: .residential
  • Lot Description: Flag-Shaped Lot, Private / Secluded
  • Fencing (Description): Fenced Back

Green Features

  • Energy Efficient: Energy Star Appliances, Skylight, Solar-Heated Pool, Solar Power, Tankless Water Heater

Listed by Compass, Mona Lisa Weise

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Listing agent

— 5 Winding Oaks Dr —

  • Mona Lisa Weise

    Compass

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 5 Winding Oaks Dr

School District:Pleasanton Unified School District
NameGradesDistance
Vintage Hills Elementary School
1125 Concord Street, Pleasanton, CA 94566
K-51.2 mi
Harvest Park Preschool Center
4900 Valley Avenue, Pleasanton, CA 94566
PK-3.1 mi
Pleasanton Middle School
5001 Case Avenue, Pleasanton, CA 94566
6-82.9 mi
Amador Valley High School
1155 Santa Rita Road, Pleasanton, CA 94566
9-122.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5 Winding Oaks Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/28/2026
Listed
$6,799,000
156.61%
MLS
10/20/2022
Sold
$2,649,500
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5 Winding Oaks Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$70,264
-4%
$6,000,000
-4%
2024
$72,835
10%
$6,221,592
11%
2023
$66,233
77%
$5,609,600
71%
2022
$37,373
89%
$3,273,610
88%
2021
$19,808
53%
$1,742,227
53%
2020
$12,936
-1%
$1,142,400
2%
2019
$13,096
11%
$1,120,000
11%
2018
$11,842
3%
$1,013,045
2%
2017
$11,538
8%
$993,188
2%
2016
$10,652
2%
$973,717
2%
2015
$10,452
-2%
$959,100
2%
2014
$10,642
-2%
$940,317
—
2013
$10,826
—
$936,076
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 5 Winding Oaks Dr

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NMLS#: 1598647

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Listed by Compass, Mona Lisa Weise

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5 Winding Oaks Dr, Pleasanton, CA 94566 (MLS# ML82052124) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 5 Winding Oaks Dr is currently listed for $6,799,000 and was received on June 28, 2026. Want to learn more about 5 Winding Oaks Dr? Do you have questions about finding other Single Family real estate for sale in Pleasanton? You can browse all Pleasanton real estate or contact a Coldwell Banker agent to request more information.

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