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.
  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
LISTING UPDATED: 04/18/2026 11:24 AM

Property Details for 377 Wayside Road

StatusPending ( Do Not Show )
MLS #ML82041743
Days on Compass11
Taxes-
HOA Fees-
Condo/Co-op Fees-
Property 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
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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
  • Kitchen: Countertop - Marble, Oven Range, Refrigerator
  • Number of Full Bathrooms: 2
Features
  • Fireplace: Yes
  • Fireplaces: Wood Burning
  • Fireplaces Min: 1
  • Flooring: Tile, Wood
  • 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 17, 2026

Pending

EBRD #ML82041743

Apr 17, 2026

Pending

MLSListings #ML82041743

Apr 6, 2026

Listed (Active)

EBRD #ML82041743

$2,835,000
DateEvent & SourcePrice
04/17/2026

Pending

EBRD #ML82041743

04/17/2026

Pending

MLSListings #ML82041743

04/06/2026

Listed (Active)

EBRD #ML82041743

$2,835,000

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.

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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.