Listed 65 days ago · June 28, 2026 | MLS# ML82052124
$1,180/sqft +50% vs Pleasanton avg
What this means: Priced above the Pleasanton per-sqft average. Compare to recent sales below for context.
Est. $42,623/moP&I $35,279 · Tax $7,082 · Insurance $262 · HOA $0Assumes 20% down ($1,359,800) at 6.75% · Contact Timothy for a lender referralAegis Luxury Real Estate is a licensed California real estate brokerage (DRE# 01328224) and is not a mortgage lender, mortgage broker, or loan originator. The figures shown are estimates for general reference only and do not constitute a loan offer, pre-approval, pre-qualification, or commitment to lend. Estimates use the applicable county average property tax rate of 1.25% of home price annually. Actual rates, payments, taxes, and insurance vary by lender and borrower qualifications. Contact Timothy for a referral to one of our preferred lending partners.
Active listing in Pleasanton, Alameda County. Convenient access to schools, parks, and Bay Area employment centers.
🏠
4 Bed / 4 Bath / 5,761 sqft on 145,738 sqft Lot
Spec sheet at a glance. See full details below for interior, exterior, and lot features.
💰
Listed at $6.8M vs City Average $1.9M
$1,180/sqft compared to Pleasanton avg $787/sqft (+50.0%).
Best fit forActive BuyersPleasanton SearchersMove-Up / Move-In
About This Home
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!
MLS ID #ML82052124, Mona Lisa Weise. Listing provided by Compass · MLSListings Inc.
Interested in 5 Winding Oaks DR?
Get a personalized analysis with comp data, offer strategy, and neighborhood context.
Property Details
Property Type
Single Family Residence
Year Built
2021
Bedrooms
4
Bathrooms
3 Full, 1 Half
Living Area
5,761 sqft
Lot Size
145,738 sqft
Garage
3 Spaces
Price/sqft
$1,180
County
Alameda
MLS Number
ML82052124
Status
Active
Stories
N/A
HOA
None
Interior Features
CentralForcedAir
Exterior & Lot
Tile Roof3-Car Garage3.35 AcresPool
Location
This HomeActive ListingNew (3 days or less)Price ReducedOpen HouseSold
5 Winding Oaks DR, Pleasanton, CA 94566 · Alameda County
Market Context
Price Positioning
$Price context: Listed at $1,180/sqft vs Pleasanton avg $787/sqft (+50.0% above).
$Sale-to-list: Pleasanton homes selling at 98.6% of asking.
⏲Velocity: City avg 35 days. This home: 65 days.
🏠Inventory:11 4-bedroom homes currently available in Pleasanton.
Source: MLSListings Inc. Timothy Alston, Broker, DRE# 01328224.
Want to know what this home will actually sell for? Get a data-backed offer range based on recent comparable sales.
Buyers and sellers researching Pleasanton_1 in Pleasanton will find 5 Winding Oaks DR to be a strong reference point. Listed at $6,799,000, this 4-bed, 4-bath home sits in a market where comparable properties average $787 per square foot. Homes in Pleasanton (94566) are currently averaging 35 days on market.
4-Bedroom Homes for Sale in Pleasanton 94566
Browse 4-bedroom single-family home listings in the Pleasanton_1 area of Pleasanton. Properties in 94566 are currently averaging $787 per square foot with 35 days on market.
What to Expect When Buying in Pleasanton_1
The Pleasanton_1 market in Pleasanton features a mix of single-family home properties ranging from starter homes to luxury estates. Current inventory levels suggest moderate conditions for buyers in this area.
Listed at $6,799,000 ($1,180/sqft). Pleasanton avg is $787/sqft, placing this +50.0% above. Comparable recent sales help frame the value.
Listed 65 days (as of June 28, 2026). Pleasanton average is 35 days.
Est. $42,623/mo with 20% down ($1,359,800) at 6.75%. Includes principal & interest ($35,279), property tax ($7,082), and insurance ($262). HOA: None. Aegis Luxury Real Estate is a licensed California real estate brokerage (DRE# 01328224) and is not a mortgage lender, mortgage broker, or loan originator. The figures shown are estimates for general reference only and do not constitute a loan offer, pre-approval, pre-qualification, or commitment to lend. Estimates use the applicable county average property tax rate of 1.25% of home price annually. Actual rates, payments, taxes, and insurance vary by lender and borrower qualifications. Contact Timothy for a referral to one of our preferred lending partners.
There are 27 active listings in Pleasanton (11 are 4-bedroom). At $6,799,000 this is positioned against the city average of $1,864,286. Similar homes have sold at 98.6% of asking.
4-bedroom homes in Pleasanton (94566) are currently averaging $787 per square foot. Market activity shows homes spending an average of 35 days on market in this area.
5 Winding Oaks DR in Pleasanton is currently listed at $6,799,000. This 4-bedroom, 4-bathroom single-family home is located in the Pleasanton_1 area.
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 Aegis Luxury Real Estate are marked with the Internet Data Exchange icon (a stylized house) and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from the MLSListings MLS as of Sep 1, 2026 2:30 AM PT. 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.
These statistics are generated using information from the MLSListings Inc. multiple listing service, but have not been verified and are not guaranteed. MLSListings Inc. disclaims any responsibility for the accuracy and reliability of these statistics. This information should not be relied upon for real estate transaction decisions.
Data updated every 15 minutes. Visit www.MLSListings.com for more information.
Information provided is for general informational purposes only. Equal Housing Opportunity. If you are currently working with a real estate agent, this is not intended as a solicitation.
Timothy Alston, Broker, DRE# 01328224, Aegis Luxury Real Estate, 10080 N. Wolfe Rd Ste SW3-200, Cupertino CA 95014. (408) 207-4593.
Last updated: Sep 1, 2026 2:30 AM PT | Source: MLSListings Inc.
All content on this page is the property of Aegis Luxury Real Estate (DRE# 01328224). Automated scraping, downloading, or republication is strictly prohibited.
By sharing, you consent to Aegis Luxury Real Estate contacting you and your friend regarding this listing. We respect your privacy. Privacy Policy · Terms of Service
Schedule a Tour
Request a private showing of 5 Winding Oaks DR, Pleasanton.
ASAPEarliest
Scheduling is free. By proceeding, you consent to be contacted by Aegis Luxury Real Estate at the number and email provided. Privacy Policy
OPEN SUN, 2PM TO 4PM
OPEN MON, 1PM TO 4PM
OPEN SUN, 1PM TO 3PM
