Back 5 Winding Oaks Dr
Active

5 Winding Oaks Dr

Pleasanton CA 94566

4
4
3
5761 sq. ft.
145738 sq. ft.
Single-Family
Currently for sale - view listing

Overview

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!

Features

4 bedrooms
4 bathrooms
3 carspaces
3 garage spaces
5761 sq. ft. floor area
145738 sq. ft. lot size
Single-Family

Property history for 5 Winding Oaks Dr

2022
Sold
$5,980,000
09 Feb 2022 by David Costello, of Compass
2018
Sold
$1,120,000
27 Dec 2018 by Mike Carey

Happy sellers in Pleasanton

80%
80% of sellers in Pleasanton reported that their sale price either exceeded or met their price expectations.

Pleasanton stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 3 reviews in Pleasanton over the last 12 months.

Local market activity for 4 bedroom single-family properties in Pleasanton

In the last 12 months, 137 four-bedroom single-family properties similar to 5 Winding Oaks Dr, have been sold.

This represents a 24% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

© 2026 RateMyAgent