OFF MARKET

Off market sep 2016 for $22M

$35,631,171

Est. refi paymentEst. refi $148,728/mo

•

11,400

sq ft

231 Winding Way, Woodside, CA 94062

About this home

Rare Architectural Gem in Woodside. Designed by Backen, Gillam & Kroeger - among the AD Top 100 - this subtle, luxurious estate sits on a spacious, flat lot in central Woodside. Consisting of four structures: main house, guesthouse, pool house and detached garage. It's distinguished by heritage oaks and soaring redwoods which create a dramatic accent to the simplicity and natural materials of the architecture. Floor to ceiling steel pocket doors provide seamless transition to expansive outdoor spaces including the artfully landscaped backyard and pool. Outdoor spaces include; entry courtyard with water feature and fire bowl, spacious entertaining patio with trellis and pool house with outdoor kitchen and fireplace. Serene and natural surroundings create the backdrop for entertaining and elegant California living. Exceptional attention to quality and detail.

Single-familyProperty Type

2016Year Built

2.8 acresLot Size

$3,126Est. Price/Sq.Ft.

3 car garageParking

Listed by Daryl Zarosi •DRE #01143394 • Kerwin & Associates

Contact: 650-473-1500

Bought with Michael Dreyfus •DRE #01121795 • Golden Gate Sotheby's International Realty

Redfin checked: 2 minutes ago

•Source:MLSListings #ML81596027

Redfin Estimate

$35,631,171

$13.6M since sold in September 2016$290K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 174.1% higher than the average sale price ($13.00M) of 3 comparable homes.

SOLD AUG 7, 2026
$12,000,000
A
6 beds4.5 baths4,805 sq ft
140 Dean Rd, Woodside, CA 94062
SOLD SEP 28, 2026
$11,000,000
B
4 beds4.5 baths4,643 sq ft
27 Valley Rd, Atherton, CA 94027
SOLD APR 20, 2026
$16,000,000
C
5 beds5.5 baths5,564 sq ft
180 Romero Rd, Woodside, CA 94062

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Earn from this home

Sell

$19,952,535

Est. take-home

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Refinance

Est. cash available

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Rent

$10,246/mo

Redfin rental estimate

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Market trends in 94062, CA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

103.5%

+0.1% MoM

Median sale price

$3.3M

$225K MoM

Avg. days on market

16d

1 days MoM

Recently sold homes

12 MoM

New listings for sale

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OPEN SUN, 1:30PM TO 4PM
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2526 Woodland Pl, Emerald Hills, CA 94062
OPEN SAT, 1:30PM TO 4PM
$2,790,000
3 beds2 baths1,950 sq ft
610 Lakeview Way, Emerald Hills, CA 94062
EARLY ACCESS
$3,599,000
5 beds4 baths2,600 sq ft
236 Ferndale Way, Emerald Hills, CA 94062
OPEN SUN, 2PM TO 4PM
$2,750,000
4 beds3 baths3,420 sq ft
160 Redland Rd, Woodside, CA 94062
OPEN SAT, 2PM TO 4PM
$1,599,000
3 beds2 baths1,900 sq ft
164 Filbert Rd, Woodside, CA 94062
OPEN SUN, 2PM TO 4PM
$4,850,000
4 beds2.5 baths3,060 sq ft
775 West California Way, Woodside, CA 94062
EARLY ACCESS
$2,499,999
2 beds2 baths1,913 sq ft
625 Glenloch Way, Emerald Hills, CA 94062
VIDEO TOUR
$4,850,000
3 beds2.5 baths2,340 sq ft
25 Corto Ln, Woodside, CA 94062
$3,500,000
3 beds2.5 baths2,230 sq ft
773 Lakeview Way, Emerald Hills, CA 94062
See all

Provided by Redfin

Sale history for 231 Winding Way

Date

Event

Price

MLSListings #ML81596027

Sep 26, 2016

Sold

$22,000,000

$1,930/sq ft

Sep 22, 2016

Pending

—

Jul 19, 2016

Listed

$24,800,000

$2,175/sq ft

MLSListings #ML81243011

Apr 3, 2014

Sold

$6,200,000

$544/sq ft

Mar 12, 2014

Pending

—

Feb 18, 2014

Pending

—

Sep 26, 2013

Price Changed

$6,500,000

$570/sq ft

Jul 23, 2013

Relisted

—

Jul 16, 2013

Listing Removed

—

Dec 12, 2012

Listed

$7,500,000

$658/sq ft

SDMLS #301896783

Apr 3, 2014

Sold

$6,200,000

$544/sq ft

Dec 12, 2012

Listed

$6,500,000

$570/sq ft

Public Records

Jun 14, 2011

Sold

$4,900,000

$430/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$283,788 (+1.7%)

$9,766,328 + $16,277,217

$26,043,545

2024

$279,178 (+3.5%)

$9,574,832 + $15,958,056

$25,532,888

2023

$269,649 (+2.9%)

$9,387,091 + $15,645,153

$25,032,244

2022

$262,094 (+1.4%)

$9,203,031 + $15,338,386

$24,541,417

2021

$258,459 (+0.9%)

$9,022,580 + $15,037,634

$24,060,214

2020

$256,197 (+1.1%)

$8,845,667 + $14,742,779

$23,588,446

2019

$253,329 (+2.7%)

$8,754,966 + $14,591,610

$23,346,576

2018

$246,628 (+1.4%)

$8,583,300 + $14,305,500

$22,888,800

2017

$243,307 (+149.5%)

$8,250,000 + $13,750,000

$22,000,000

2016

$97,537 (+36.6%)

$8,250,000 + $13,750,000

$22,000,000

2015

$71,417 (+30.2%)

$6,420,315 + $2,328,360

$8,748,675

2012

$54,854 (+1,042.5%)

$5,045,940 + $52,020

$5,097,960

2011

$4,801 (+1.3%)

$4,947,000 + $51,000

$4,998,000

2010

$4,737 (+1.2%)

$90,869 + $327,494

$418,363

2009

$4,683 (+1.7%)

$90,190 + $325,047

$415,237

2008

$4,604

$90,405 + $325,820

$416,225

Tax history for 231 Winding Way

Year

Property tax

Land + Additions

Assessment*

2025

$283,788 (+1.7%)

$9,766,328 + $16,277,217

$26,043,545

2024

$279,178 (+3.5%)

$9,574,832 + $15,958,056

$25,532,888

2023

$269,649 (+2.9%)

$9,387,091 + $15,645,153

$25,032,244

2022

$262,094 (+1.4%)

$9,203,031 + $15,338,386

$24,541,417

2021

$258,459 (+0.9%)

$9,022,580 + $15,037,634

$24,060,214

2020

$256,197 (+1.1%)

$8,845,667 + $14,742,779

$23,588,446

2019

$253,329 (+2.7%)

$8,754,966 + $14,591,610

$23,346,576

2018

$246,628 (+1.4%)

$8,583,300 + $14,305,500

$22,888,800

2017

$243,307 (+149.5%)

$8,250,000 + $13,750,000

$22,000,000

2016

$97,537 (+36.6%)

$8,250,000 + $13,750,000

$22,000,000

2015

$71,417 (+30.2%)

$6,420,315 + $2,328,360

$8,748,675

2012

$54,854 (+1,042.5%)

$5,045,940 + $52,020

$5,097,960

2011

$4,801 (+1.3%)

$4,947,000 + $51,000

$4,998,000

2010

$4,737 (+1.2%)

$90,869 + $327,494

$418,363

2009

$4,683 (+1.7%)

$90,190 + $325,047

$415,237

2008

$4,604

$90,405 + $325,820

$416,225

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Permits

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

2.74 Acres

Year renovated

—

Sq. Ft.

9,041

Year built

2016

Style

Single Family Residential

County

San Mateo County

APN

072221030

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 2, 2026.

May 12, 2023 • Final

Electrical

Install a roof-mounted photovoltaic system on a residential building.

Battery

Electrical

Solar

Dec 14, 2021 • Final

Revision

Relocate the Powerwall and install a second inverter.

Battery

Electrical

Solar

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

Parking Information
Garage (Minimum): 3
Garage (Maximum): 3
Parking Description: Attached Garage, Detached, Electric Car Hookup, Gate/Door Opener, Parking Area
Garage Spaces: 3

Interior

Virtual Tour

Bedroom Information
# of Bedrooms (Minimum): 6
# of Bedrooms (Maximum): 6

Bathroom Information
# of Baths (Full): 4
# of Baths (1/2): 2
Bathroom Description: Double Sinks, Jack & Jill, Marble, Outside Access, Stall Shower, Stone, Tile, Updated Bath(s), Other (See Remarks)

Room Information
Basement (Finished), Formal Entry, Great Room, Guest House, Laundry Room, Library, Mud Room, Storage, Wine Cellar/Storage, Other (See Remarks)
Family Room Description: Separate Family Room
Dining Room Description: Dining Area, Dining Area in Living Room, No Formal Dining Room
Kitchen Description: Built-In BBQ Grill, Countertop (Marble), Dishwasher, Dual Fuel, Exhaust Fan, Freezer, Garbage Disposal, Hood Over Range, Ice Maker, Island with Sink, Microwave, Oven (Double), Oven Range (Built-In, Gas), Pantry, Refrigerator(s)

Interior Features
Laundry: Tub/Sink, Washer/Dryer, Other (See Remarks)
Flooring: Concrete, Hardwood, Stone

Fireplace Information
Has Fireplace
Fireplace Description: Gas-Burning, Gas Starter
Fireplaces (Minimum): 6

Heating & Cooling Information
Cooling: Central Forced Air, Multi-Zone
Heating: Central Forced Air, Electric, Heat Pump, Heating (2+ Units), Heating (2+ Zones)

Exterior

Exterior Features
View: Forest/Woods, Mountains
Fencing: Complete Perimeter, Fenced, Mixed Height/Type, Split Rail, Wood, Other (See Remarks)
Roof: Metal
Yard/Grounds: Backyard, Balcony/Patio, Barbecue Area, Courtyard, Drought Tolerant Plants, Fenced, Fire Pit, Outdoor Fireplace, Outdoor Kitchen

Building Information
Style: Barn Type, Farm House, Luxury, Traditional
Subclass: Single Family Home
Building Type: Detached
Construction Status: Completed, New Construction
Construction Type: Wood Frame
Concrete Perimeter, Foundation Moisture Barrier, Post & Beam, Quake Bracing, Raised, Reinforced Concrete, Sealed Crawlspace

Pool Information
Has Pool
Pool Description: Cover, Gunite, Heated, In-Ground, Lap, Pool/Spa Combo, Spa/Hot Tub, Sweep, Other (See Remarks)

Property Features
Amenities: High Ceiling, Open Beam Ceiling, Security Gate, Skylight(s), Vaulted Ceiling, Video/Audio System, Walk-In Closet, Wet Bar, Other
Communication: Audio/Video Prewired, Cable TV, DSL, Networked, Other (See Remarks)
Living Sq. Ft.: 11,400
Security Features: Closed Circuit Monitoring (24-hour), Controlled/Secured Access, Fire System (Sprinkler), Panic Alarm, Security Alarm, Security Fence, Video/Audio System

Property Information
Horse Property: Possible
Property Primary ID: 413594

Lot Information
Lot Acres: 2.8
Lot Description: Corners Marked, Farm Animals (Permitted), Flag Lot, Grade (Level), Regular
Lot Size Area Minimum Units: Sq. Ft.
Lot Size Area Maximum Units: Sq. Ft.
Lot Size Source: Other (See Remarks)
Zoning: R1003A

Financial

Tax/Assessment Information
City Transfer Tax: No

Utilities

Utility Information
Energy Features: Ceiling Insulation, Double Pane Windows, Energy Star Appliances, Energy Star HVAC, Energy Star Lighting, Low Flow Shower, Low Flow Toilet, Skylight(s), Tankless Water Heater, Thermostat Controller, Whole House Fan, Other (See Remarks)
Sewer Septic: Existing Septic
Utilities: Public Utilities

Water Information
Water: Public

Location

Multi-Unit Information
# of Stories: 2

School Information
Elementary School: Woodside Elementary
Elementary School District: Woodside Elementary
High School: Woodside High
High School District: Sequoia Union High

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 9,041
Stories: 2.0
Lot Size: 2.74 acres
Style: Single Family Residential
Year Built: 2016
Year Renovated: —
County: San Mateo County
APN: 072221030

Home facts updated by county records on Sep 2, 2026

Other

Miscellaneous Information
Incorporated: No

Around this home

Schools

Woodside Elementary School

Public K-8 • Assigned • 1.0mi

10/10

Woodside High School

Public 9-12 • Assigned • 2.3mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

2/10 Heat Factor

7 days above 97° expected this year, 13 days in 30 years

1/10 Wind Factor

Minimal risk of severe winds over next 30 years

7/10 Air Factor

12 unhealthy days expected this year, 12 days in 30 years

Provided by First Street

Historical weather

Woodside, CA • 94062

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 10.7 hours in June and 5 hours in December, placing it above the U.S. average for solar exposure.

10.7 hrs

5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$33.85M – $40.98M

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Home values near 231 Winding Way

Data from public records.

Address	Redfin Estimate
211 Winding Way, Woodside, CA 6 Beds \| 7 Baths \| 7930 Sq. Ft.	$25,426,483
233 Winding Way, Woodside, CA 4 Beds \| 5 Baths \| 10438 Sq. Ft.	$21,262,739

Address	Redfin Estimate
205 Winding Way, Woodside, CA 4 Beds \| 4 Baths \| 1640 Sq. Ft.	$16,791,659
250 Winding Way, Woodside, CA 4 Beds \| 4 Baths \| 6500 Sq. Ft.	$16,302,121

Address	Redfin Estimate
225 Winding Way, Woodside, CA 5 Beds \| 6.5 Baths \| 8265 Sq. Ft.	$26,809,892
290 Winding Way, Woodside, CA 4 Beds \| 4.5 Baths \| 4830 Sq. Ft.	$11,352,341

Property information provided by MLSListings when last listed in 2016. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 94062, CA

Sale history for 231 Winding Way

Tax history for 231 Winding Way

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 94062

Home values near 231 Winding Way

More real estate resources