- Why Worry Ln, Woodside, CA 94062
Property image
Property image
OFF MARKET

- Why Worry Ln
Woodside, CA 94062

  • 5 Beds
  • 6 Baths
  • 6,205 sqft (on 3.04 acres)

$8,710,600

Trulia Estimate
as of Jul 29, 2026
Est. Refi. Payment $52,205/mo*
Refinance Your Home

$8,710,600

Trulia Estimate
as of Jul 29, 2026
Est. Refi. Payment $52,205/mo*
Refinance Your Home
5 Beds
6 Baths
6,205 sqft
(on 3.04 acres)

Local Information

  • Map ViewExplore the area around - Why Worry Ln.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1990
Lot Size
3.04 acres
Living Area
6,205 sqft
Price/Sqft
$1,404
Parking
Garage

About this House

STUNNING RENOVATION on a Premier Private Lane. Surrounded by 3+ acres of magnificent grounds, this estate property is located on a private lane just one mile from the Woodside town center and acclaimed Woodside School. Fully renovated by acclaimed architect Tim Chappelle of Arcanum Architecture, the home is the epitome of sophisticated, designer style with an open and flowing arrangement for indoor/outdoor living. The spaces are bright and light with retractable walls of glass doors providing a seamless connection to the outdoor venues and pool. European white oak floors, sleek modern cabinetry, and artistic lighting are highlights of the well-defined layout, which includes 4 bedrooms, each with en suite bath; a dedicated office; gym; 2 half-baths; plus an upstairs recreation/media room. Adding to the accommodations is a large 1-bedroom guest house with full kitchen. Plus, behind the scenes, solar powers the entire home. Woodside country living at its best!
  • Why Worry Ln, Woodside, CA 94062 is a 5 bedroom, 7 bathroom, 6,205 sqft single-family home built in 1990. It is currently off market. The Trulia Estimate is $8,710,600, with a rent estimate of $18,016/month.

Home Details for - Why Worry Ln

Interior Features

Heating & Cooling
Heating: Forced Air, Radiant, Electric, SolarAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Types of Rooms: Walk In Closet, Dining Room, OfficeWet Bar
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Year Built
Year Built: 1990
Property Type / Style
Property Type: Single Family Home

Exterior Features

Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Lot Information

Lot Area: 3.04 acres

Price History for - Why Worry Ln

DatePriceEventSource
08/24/2021ListingRemovedMLSListings Inc
07/26/2021$17,900,000Listed For SaleMLSListings Inc #ML81855134

Market trends in Woodside

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
29
7MoM
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Comparable Sales for - Why Worry Ln

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
131 Fox Hollow Rd, Woodside, CA
0.40
Single-Family Home
$30,600,000
11/14/25
4
5
6,390
248 Mountain Home Rd, Woodside, CA
0.66
Single-Family Home
$24,000,000
12/10/25
4
6
6,179
3490 Tripp Rd, Woodside, CA
0.48
Single-Family Home
$16,250,000
02/12/26
5
6.5
5,564
3215 Woodside Rd, Woodside, CA
0.52
Single-Family Home
$8,900,000
04/09/26
4
2.5
3,210
222 Albion Ave, Woodside, CA
0.74
Single-Family Home
$10,500,000
03/23/26
5
5.5
3,485
3323 Woodside Rd, Woodside, CA
0.39
Single-Family Home
$6,495,000
11/24/25
3
2.5
2,378
495 Summit Springs Rd, Woodside, CA
0.70
Single-Family Home
$3,000,000
09/08/25
6
3.5
2,840
211 Winding Way, Woodside, CA
1.06
Single-Family Home
$23,000,000
04/09/26
6
8
7,930
6 Cedar Ln, Woodside, CA
0.84
Single-Family Home
$23,500,000
02/06/26
6
7.5
8,261
1100 Canada Rd, Woodside, CA
1.24
Single-Family Home
$2,216,000
12/10/25
5
4.5
4,250

Nearby homes

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Assigned Schools

These are the assigned schools for - Why Worry Ln.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Woodside

At least 42 Trulia users voted on each feature.

  • 95 % Say it's dog friendly

  • 91 % Say car is needed

  • 88 % Say parking is easy

  • 82 % Say there's wildlife

  • 79 % Say people would walk alone at night

  • 77 % Say there's holiday spirit

  • 76 % Say yards are well-kept

  • 74 % Say it's quiet

  • 63 % Say neighbors are friendly

  • 61 % Say there are community events

  • 52 % Say they plan to stay for at least 5 years

  • 49 % Say kids play outside

  • 48 % Say it's walkable to restaurants

  • 47 % Say it's walkable to grocery stores

  • 33 % Say there are sidewalks

  • 17 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Rena Bahjat
    "I enjoy the art fair on king’s mountain and the activities at the volunteer fire department like movie nights and exercise and wellness activities. I enjoy the hiking and biking trails and the peaceful surroundings "
    0
    Flag
  • Bethesolution4life
    "Extremely safe for kids. Welcoming environment for kids. Fun activities and amazing schools. Neighbor look out for eacotier as well. "
    0
    Flag
  • Bethesolution4life
    "The classic and super car culture is really incredible here. Like one big family. There are so many beautiful hiking and biking trails. As well as incredible schools. Great neighborhood events and fire wise program. Horse friendly area with great properties and boarding. Imagine a view over Silicon Valley. Perched up amongst the redwood and oak trees. Beautiful ocean views. With a 5-15 minute drive to highway 280. All the amenities and none of the noise. "
    0
    Flag
  • Yqfsswxf25
    "Friendly and safe where all are welcomed. Community feeling and giving. Firewise approved. 2 close by fire depts. lots of good food close by. Great schools and great activities. "
    0
    Flag
  • Kai-yu Feng
    "There are not too many sidewalks in Woodside. But it’s really safe, the schools are great, highly recommended "
    0
    Flag
  • Tokate
    "There is a great bus pick up/drop off system to the local public schools in Woodside Heights. There is a great community within the public school district."
    0
    Flag
  • Vicki Fleming
    "We live in the mountains so it’s 20 minutes to the nearest store. But a beautiful drive. We see the ocean and the Bay Area."
    0
    Flag
  • Jessieweaver5
    "Group chat, potlucks and trick or treating in nearby Big Tree neighborhood. People are generally friendly."
    0
    Flag
  • Tokate
    "We have a wonderful neighborhood association that holds seasonal events. It is quiet and rural and yet conveniently located to shopping and schools, with a school bus that provides transportation to all the neighborhood children through middle school."
    1
    Flag
  • Ingrid H.
    "We live only 26 miles from San Fransisco along the Mountian range between SF and Santa Cruz. We can see the ocean on one side and the bay on the other side. We call our Mountian community “Kings Mountian”. The community is surrounded by open space so basically it’s a paradise. The community offers dinners, art, movies, and community information."
    7
    Flag
  • Jessicaehope
    "Trees everywhere; unique culture which is a mix of long time residents and internet multi-millionaires; great school which is a hub of the community."
    1
    Flag
  • Jessicaehope
    "There are lots of other dog owners, so they would meet people right away. The dogs would be very happy because there is lots of interesting wildlife to smell and watch. However we have a family of coyotes in Woodside Hills who are quite brazen, and some dog owners worry about their dogs’ safety. Also in the rest of Woodside there is always the threat of mountain lions and/or rattlesnakes."
    1
    Flag
  • Tibe.santo
    "Lots of nice walks for your dog, in the woods, in open spaces or near roads. Also, lots of people have dogs here and they support and help each other "
    0
    Flag
  • Scott S.
    "this is a safe family neighborhood. The elementary school is excellent, but the high school is not as good. There is very good proximity to Silicon Valley and Stanford. "
    0
    Flag
  • Scott
    "Woodside is a rural upscale community adjacent to Silicon Valley, Stanford, and close to San Francisco. There might be as many horses as people, and lots of open space. It is a beautiful place."
    0
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  • Scott S.
    "Small town rural feel right next to Silicon Valley and Stanford, with the beauty of the Santa Cruz Mountains minutes away. And while there are plenty of rich and famous people here, its not a place where people are trying to show off"
    0
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  • Jessicaehope
    "It’s a little secret hidden in the hills between Redwood City & Woodside, With Redwood City schools, Woodside oak trees and coyotes, and kindly neighbors."
    0
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  • Jessicaehope
    "It has amazing views while being very convenient to the freeway and downtown Redwood City. There are lots of trees and the houses feel private and tucked away."
    0
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  • nguyenvd
    "Surround with thousands of big, huge redwood trees"
    0
    Flag
  • phworldinc
    "Great schools, parks, and local town"
    0
    Flag
  • Saleme
    "Woodside is one the most amazing places to live in the world, and this neighborhood is wonderful. Close to SF, Palo Alto and the rest of the valley, this area has nice places to walk, explore and experience. The schools are superb and as a child I enjoyed the adventures I could have as a kid. While there are many homes in Woodside that are gated, the Glens provides a warm atmosphere where neighbors become friends. "
    0
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Homes for sale near - Why Worry Ln

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Off Market Homes Near - Why Worry Ln

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