---
listing_id: ML82059150
status: Active
price: 6495888
beds: 4
baths_full: 3
baths_half: 1
sqft_living: 5761
sqft_lot: 145737
lot_acres: 3.345
year_built: 2021
property_type: Residential
property_subtype: Single Family Residence
address: "5 Winding Oaks Dr"
city: Pleasanton
state: CA
zip: 94566
county: "Alameda County"
lat: 37.656
lng: -121.832966
days_on_market: 60
hoa_fee: 
hoa_frequency: 
garage_spaces: 3
list_agent: "Mona Lisa Weise"
list_office: "Compass"
list_agent_phone: "(408) 221-0627"
list_agent_license: 01408750
mls_source: MLSL
modified: 2026-08-27
transaction_type: buy
---

Home | Alameda County | Pleasanton | 94566 | 5 Winding Oaks Dr

5 Winding Oaks Dr, Pleasanton, CA 94566

MLS: ML82059150 | Status: Active | Price: $6,495,888
Beds/Baths: 4 / 3 /1
Property Type: Residential

Quick Facts

Beds Baths Sq Ft Acres Lot Yr Built
4 3 /1 5,761 3.345 2021

Upcoming Open Houses

Date Time Hosted By
Saturday, August 29 1:00 pm - 4:00 pm Mona Lisa Weise
Sunday, August 30 12:30 pm - 3:00 pm Mona Lisa Weise

Remarks

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.

MLS Listing Information

Field Value
MLS # ML82059150
MLS Source MLSListings, Inc.
Days on Site 60

Features

Interior Features

Feature Details
Bedrooms Primary Suite/Retreat, Walk-in Closet
Bathrooms Double Sinks, Primary - Stall Shower(s), Showers over Tubs - 2+, Stall Shower, Tile, Oversized Tub
Kitchen Island, Island with Sink, Pantry
Appliances Garbage Disposal, Hood Over Range, Microwave, Oven - Built-In, Oven - Double, Oven - Self Cleaning, Oven Range - Gas, Refrigerator, Wine Refrigerator, Washer/Dryer
Dining Room Breakfast Bar, Formal Dining Room
Family Room Separate Family Room
Fireplace Family Room, Primary Bedroom
Flooring Hardwood, Other, Tile
Laundry Hookup - Gas Dryer, In Garage, Inside, In Utility Room
Cooling Central Forced Air, Multi-Zone
Heating Central Forced Air

Exterior Features

Feature Details
Roof Tile
Foundation Concrete Perimeter
Pool Heated - Solar, In Ground
Style Mediterranean

Parking, School, and Other Information

Feature Details
Garage/Parking Attached Garage, Off-Site Parking, Other, Garage: 3 Car(s)
Elementary District Pleasanton Unified
High School District Pleasanton Unified
Sewer Public Sewer
Water Public
Zoning .

Contact Information

Mona Lisa Weise
Compass
License #: 01408750
Phone: (408) 221-0627

School Ratings

School data provided by GreatSchools.org

Nearby Schools

School Type Grades Distance Rating
Vintage Hills Elementary School public K-5 1.26 mi 10
Valley View Elementary School public K-5 1.63 mi 8
Emma C. Smith Elementary School public K-5 2.09 mi 10
William Mendenhall Middle School public 6-8 2.23 mi 7
Village High School public 9-12 2.30 mi 2
Pleasanton Adult And Career Education public UG 2.31 mi N/A
The Pleasanton Virtual Academy public K-12 2.34 mi 10
Alisal Elementary School public K-5 2.37 mi 7
Amador Valley High School public 9-12 2.45 mi 10
Pleasanton Middle School public 6-8 2.77 mi 7
Granada High School public 9-12 2.80 mi 9
Joe Michell K-8 School public K-8 2.85 mi 7
Henry P. Mohr Elementary School public K-5 2.88 mi 10
Phoebe Apperson Hearst Elementary School public K-5 2.89 mi 8
Rancho Las Positas Elementary School public K-5 2.97 mi 8
Walnut Grove Elementary School public K-5 3.10 mi 9
Harvest Park Preschool Center public UG 3.11 mi N/A
Harvest Park Middle School public 6-8 3.11 mi 9
Marylin Avenue Elementary School public K-5 3.23 mi 5
Sunset Elementary School public K-5 3.26 mi 9

Nearby Homes

Address Price Beds Baths Sq Ft Status
2751 Crellin Rd $7,499,000 5 5/3 16,849 Active

Disclosures

©2026 MLSListings Inc. All rights reserved. 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 provided is for personal, non-commercial use by the viewer and may not be redistributed without explicit authorization from MLSListings Inc.

Presently MLSListings.com displays Active, Contingent, Pending, and Recently Sold listings. Recently Sold listings are properties which were sold within the last three years. After that period listings are no longer displayed in MLSListings.com. Pending listings are properties under contract and no longer available for sale. Contingent listings are properties where there is an accepted offer, and seller may be seeking back-up offers. Active listings are available for sale.

This listing information is up-to-date as of August 27, 2026. For the most current information, please contact Mona Lisa Weise, (408) 221-0627.