1,418 Sq. Ft.
$1,999 / Sq. Ft.
1,418
Sq. Ft.
$1,999
per Sq. Ft.

Description

Peaceful Updated Country Living on Nearly 1.5 Acres . Beautifully updated and framed by sun-swept open meadows and majestic trees, this property spans nearly 1.5 acres at the end of a lane. An inviting front porch takes in the tranquil surroundings and sounds of nature. Stepping inside, the ambiance is bright and inviting with refinished hardwood floors, crisp white woodwork, and expansive windows and glass doors. The designer all- white kitchen has Carrara marble counters and stainless steel appliances,...Peaceful Updated Country Living on Nearly 1.5 Acres . Beautifully updated and framed by sun-swept open meadows and majestic trees, this property spans nearly 1.5 acres at the end of a lane. An inviting front porch takes in the tranquil surroundings and sounds of nature. Stepping inside, the ambiance is bright and inviting with refinished hardwood floors, crisp white woodwork, and expansive windows and glass doors. The designer all- white kitchen has Carrara marble counters and stainless steel appliances, including a quality Viking gas range. A separate wing comprises 2 full-size bedrooms and one small bedroom, plus 2 full baths. Perfect for exercise, art, and/or office needs is a detached 2-room studio plus a Nordic-inspired newly added second studio. Tying it all together are many beautiful and versatile outdoor living spaces plus a fully fenced vegetable garden, small orchard, and a chicken coop. Open Houses Sat/Sun 4/11-12 , 1:30pm-4:30pm
  1. Listed by Janis F. Grube • DRE #01365341 • Brokerage DRE #01365341 • Friedenberg Grube Real Estate • 650-346-8690

Property Details for 377 Wayside Road

MLS City Name
Portola Valley
Building Type
Detached
Garage Spaces
2
View
Forest / Woods, Garden / Greenbelt, Neighborhood
Cross Street
PORTOLA ROAD

Open Houses

Saturday, Apr 11th1:30 PM - 4:30 PM
Sunday, Apr 12th1:30 PM - 4:30 PM
LISTING UPDATED: 04/06/2026 02:57 PM

Property Details for 377 Wayside Road

StatusActive
MLS #ML82041743
Days on Compass1
Taxes-
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle-Family Homes / Detached
Year Built1951
Lot Size1.50 AC / 65,238 SF
CountySan Mateo County

Location

Listing Courtesy of Friedenberg Grube Real Estate, Janis F. Grube, DRE #01365341
Add your commute

Building Information for 377 Wayside Road

Stories1Year Built1951Building Size-Lot Size1.50 AC / 65,238 SF

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$16,313 per month

30 year fixed, 6.46% Interest

Principal and Interest

$14,276

Property Taxes

$2,037

HOA Dues

$0

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Property Information for 377 Wayside Road

Features
External Links
Room Information
  • Additional Rooms: Artist Studio, Bonus / Hobby Room, Den / Study / Office, Great Room, Laundry Room, Storage
  • Dining Room: Dining Area
  • Family Room: No Family Room
  • Number of Full Bathrooms: 2
Features
  • Fireplace: Yes
  • Fireplaces: Wood Burning
  • Fireplaces Min: 1
  • Living SqFt: 1418
  • Pool: No
Utilities
  • Cooling: Central AC
  • Heating: Forced Air
  • Sewer Septic: Septic Connected
  • Utilities: Public Utilities
  • Water: Private / Mutual
Carport and Parking
  • Carport Min: 1
Garage
  • Garage and Parking: Attached Garage, Carport, Guest / Visitor Parking, Off-Street Parking, Parking Area, Room for Oversized Vehicle, Uncovered Parking
  • Garage Max: 2
  • Garage Min: 2
Property Details
Homeowners Association
  • HOA Exists: 0
  • HOA Fee: $0
Property Details
  • Area Text: Santa Maria / Russell Area
  • Roof: Shingle, Composition
  • Stories: One Story
  • Subclass: Single Family Home
  • Year Built Source: Assessor
  • Street Number: 377
  • Street Name: Wayside
  • Street Suffix: Road
  • Area ID: 265
Second Unit Information
  • Second Unit Description: 2-room studio
Lot / Property Details
Building Information
  • Number Of Stories: 1
  • Structure SqFt: 1418
  • Structure SqFt Source: Other
  • Age: 75
Development Information
  • Zoning Detail: R10000
Location Information
  • City Limits: Yes
  • Directions: Portola Road to Wayside Road. Wayside narrows. Please drive slow and use provided turnouts and mirror.
  • Incorporated: Yes
  • Parcel Number: 076-380-100
  • County Name: San Mateo
  • City Name: Portola Valley
  • City Postal ID: 49
  • Postal Code: 94028
  • Elementary School District: 933
  • High School District Text: Sequoia Union High
Lot Information
  • Fencing: Fenced Back, Partial Fencing, Split Rail
  • Foundation: Concrete Perimeter and Slab
  • Horse Property: Possible
  • Lot Acres: 1.50
  • Lot Description: Horses Possible
  • Lot Size Area Maximum Units: Square Feet
  • Lot Size Area Minimum Units: Square Feet
  • Lot Size Source: Assessor
  • Yard Grounds: Back Yard, BBQ Area

Property History for 377 Wayside Road

DateEvent & SourcePriceAppreciation
Apr 6, 2026

Listed (Active)

EBRD #ML82041743

$2,835,000
Apr 6, 2026

Listed (Active)

MLSListings #ML82041743

$2,835,000
May 31, 2019

Sold

EBRD #ML81743057

$1,925,000
May 31, 2019

Sold

MLSListings #ML81743057

$1,925,000
May 28, 2019

Sold (Public Record)

Public Record #646439170

$1,925,000

+4.7% / yr

Apr 24, 2019

Pending

MLSListings #ML81743057

Apr 24, 2019

Pending

EBRD #ML81743057

Mar 18, 2019

Listed (Active)

MLSListings #ML81743057

$1,995,000
Mar 18, 2019

Listed (Active)

EBRD #ML81743057

$1,995,000
Feb 23, 2015

Sold

MLSListings #ML81436790

$1,575,000
Feb 23, 2015

Sold

EBRD #ML81436790

$1,575,000
Jan 29, 2015

Sold (Public Record)

Public Record #489885035

$1,575,000

+2.7% / yr

Jan 23, 2015

Pending

EBRD #ML81436790

Jan 23, 2015

Pending

MLSListings #ML81436790

Oct 10, 2014

Listed (Active)

EBRD #ML81436790

$1,895,000
Oct 10, 2014

Listed (Active)

MLSListings #ML81436790

$1,895,000
Feb 25, 2005

Sold

EBRD #ML80501104

$1,209,000
Feb 25, 2005

Sold

MLSListings #ML80501104

$1,209,000
Feb 25, 2005

Sold

RESFAR #80501104

$1,209,000
Feb 17, 2005

Sold (Public Record)

Public Record #152473493

$1,209,000
Jan 19, 2005

Pending

RESFAR #80501104

Jan 19, 2005

Pending

MLSListings #ML80501104

Jan 19, 2005

Pending

EBRD #ML80501104

Jan 14, 2005

Withdrawn

RESFAR #80428962

Jan 10, 2005

Listed (Active)

RESFAR #80501104

$1,119,000
Jan 10, 2005

Listed (Active)

EBRD #ML80501104

$1,119,000
Jan 10, 2005

Listed (Active)

MLSListings #ML80501104

$1,119,000
Dec 28, 2004

Withdrawn

EBRD #ML80428962

Dec 28, 2004

Withdrawn

MLSListings #ML80428962

Oct 14, 2004

Listed (Active)

EBRD #ML80428962

$1,198,000
Oct 14, 2004

Listed (Active)

RESFAR #80428962

$1,198,000
Oct 14, 2004

Listed (Active)

MLSListings #ML80428962

$1,198,000
Jun 10, 1999

Sold

RESFAR #89919050

$645,000
Jun 10, 1999

Sold

MLSListings #ML89919050

$645,000
Jun 10, 1999

Sold

EBRD #ML89919050

$645,000
May 17, 1999

Pending

MLSListings #ML89919050

May 17, 1999

Pending

EBRD #ML89919050

May 17, 1999

Pending

RESFAR #89919050

May 5, 1999

Listed (Active)

EBRD #ML89919050

$629,000
May 5, 1999

Listed (Active)

RESFAR #89919050

$629,000
May 5, 1999

Listed (Active)

MLSListings #ML89919050

$629,000
DateEvent & SourcePrice
04/06/2026

Listed (Active)

EBRD #ML82041743

$2,835,000
04/06/2026

Listed (Active)

MLSListings #ML82041743

$2,835,000
05/31/2019

Sold

EBRD #ML81743057

$1,925,000
05/31/2019

Sold

MLSListings #ML81743057

$1,925,000
05/28/2019

Sold (Public Record)

Public Record #646439170

$1,925,000

+4.7% / yr

04/24/2019

Pending

MLSListings #ML81743057

04/24/2019

Pending

EBRD #ML81743057

03/18/2019

Listed (Active)

MLSListings #ML81743057

$1,995,000
03/18/2019

Listed (Active)

EBRD #ML81743057

$1,995,000
02/23/2015

Sold

MLSListings #ML81436790

$1,575,000
02/23/2015

Sold

EBRD #ML81436790

$1,575,000
01/29/2015

Sold (Public Record)

Public Record #489885035

$1,575,000

+2.7% / yr

01/23/2015

Pending

EBRD #ML81436790

01/23/2015

Pending

MLSListings #ML81436790

10/10/2014

Listed (Active)

EBRD #ML81436790

$1,895,000
10/10/2014

Listed (Active)

MLSListings #ML81436790

$1,895,000
02/25/2005

Sold

EBRD #ML80501104

$1,209,000
02/25/2005

Sold

MLSListings #ML80501104

$1,209,000
02/25/2005

Sold

RESFAR #80501104

$1,209,000
02/17/2005

Sold (Public Record)

Public Record #152473493

$1,209,000
01/19/2005

Pending

RESFAR #80501104

01/19/2005

Pending

MLSListings #ML80501104

01/19/2005

Pending

EBRD #ML80501104

01/14/2005

Withdrawn

RESFAR #80428962

01/10/2005

Listed (Active)

RESFAR #80501104

$1,119,000
01/10/2005

Listed (Active)

EBRD #ML80501104

$1,119,000
01/10/2005

Listed (Active)

MLSListings #ML80501104

$1,119,000
12/28/2004

Withdrawn

EBRD #ML80428962

12/28/2004

Withdrawn

MLSListings #ML80428962

10/14/2004

Listed (Active)

EBRD #ML80428962

$1,198,000
10/14/2004

Listed (Active)

RESFAR #80428962

$1,198,000
10/14/2004

Listed (Active)

MLSListings #ML80428962

$1,198,000
06/10/1999

Sold

RESFAR #89919050

$645,000
06/10/1999

Sold

MLSListings #ML89919050

$645,000
06/10/1999

Sold

EBRD #ML89919050

$645,000
05/17/1999

Pending

MLSListings #ML89919050

05/17/1999

Pending

EBRD #ML89919050

05/17/1999

Pending

RESFAR #89919050

05/05/1999

Listed (Active)

EBRD #ML89919050

$629,000
05/05/1999

Listed (Active)

RESFAR #89919050

$629,000
05/05/1999

Listed (Active)

MLSListings #ML89919050

$629,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 377 Wayside Road

Taxable ValueLand$1,589,612Additions$557,756Total$2,147,368
Tax Record2024$24,440 ($2,037 / month)
Home Facts
Beds2Total Finished SqFt1,260 SqFtAbove Grade Finished SqFt1,260 SqFtStories1Lot Size65,238 SqFtStyleSingle Family ResidenceYear Built1951Year Renovated1960ZoningR10000CountySAN MATEOAPN076-380-100

Schools near 377 Wayside Road

This home is within Portola Valley Elementary School District.
Rating
School
Type
Grades
Distance
Public - K to 3
Public - 4 to 8
Public - 9 to 12
Charter - 9 to 12
Rating
School
Distance
Ormondale Elementary School
PublicK to 3

Corte Madera School
Public4 to 8

Woodside High School
Public9 to 12

Everest Public High
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

377 Wayside Road is a single family home for sale in Portola Valley, CA 94028. This property was listed for sale on April 6, 2026 by Friedenberg Grube Real Estate, it's currently listed at $2,835,000. It has been on the market for a total of 1 days and was last sold on May 31, 2019. This listing's school districts are Portola Valley Elementary School District, Sequoia Union High School District. Nearby schools include Ormondale Elementary School, Corte Madera School and Woodside High School. 377 Wayside Road is a 3-bed, 2-bath, 1,418 sqft single family home built in 1951.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Friedenberg Grube Real Estate, Janis F. Grube, DRE #01365341

Based on information from one of the following Multiple Listing Services: San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.