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$2,835,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,418 Sq. Ft.
  • 2 Car Garage
  • Updated 15 hours ago

Next open house:

Open House: 1:30 PM - 4:30 PM

Saturday 4/11 1:30 PM - 4:30 PM

377 Wayside Rd,Portola Valley, CA 94028

377 Wayside RdPortola ValleyCA94028

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Join us at 377 Wayside Rd on:

  • Open House: 1:30 PM - 4:30 PM

    Sunday 4/12 1:30 PM - 4:30 PM

    377 Wayside Rd,Portola Valley, CA 94028
    377 Wayside RdPortola ValleyCA94028
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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

Full Property Details for 377 Wayside Rd

General

  • Price: $2,835,000
  • Status: Active
  • Type: Single Family
  • Source: RE_Infolink
  • MLS ID: ML82041743
  • Updated: 4/9/2026
  • Added to Site: 3 day(s) ago

Interior

  • Rooms/Areas: Artist Studio, Bonus / Hobby Room, Den / Study / Office, Great Room, Laundry Room, Storage
  • Fireplace(s): Wood-Burning
  • Flooring: Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Family Room: No Family Room
  • Kitchen: Marble Countertop, Oven/Range, Refrigerator
  • Guest Quarters: 2-room studio, 404

Additional Information

  • Extras: Not Applicable

Parking

  • Garage Spaces: 2
  • Parking Features: Attached Garage, Carport , Guest/Visitor Parking, Off-Street Parking, Parking Area, Room for Oversized Vehicle, Uncovered Parking

Location

  • Area: Santa Maria / Russell Area
  • County: San Mateo
  • Cross Streets: PORTOLA ROAD

Heating & Cooling

  • Cooling Type: Central AC
  • Heating Type: Forced Air

Utilities

  • Sewer: Septic System Connected
  • Water: Private / Mutual
  • Utility Description: Public Utilities

Structural Information

  • Construction: Detached
  • Foundation: Concrete Perimeter and Slab
  • Roof: Shingle, Composition
  • Square Feet: 1,418
  • Year Built: 1951

Lot Features

  • Property View: Forest / Woods, Garden / Greenbelt, Neighborhood
  • Lot Size (Acres): 1.4977
  • Minimum Lot Size: 65238
  • Lot Size (Sq. Ft.): 65,238
  • Grounds/Landscape: Back Yard, BBQ Area
  • Zoning: R10000
  • Fencing (Description): Fenced Back, Partial Fencing, Split Rail

Listed by Friedenberg Grube Real Estate, Janis F. Grube

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Listing agent

— 377 Wayside Rd —

  • Janis F. Grube

    Friedenberg Grube Real Estate

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 377 Wayside Rd

School Districts:Portola Valley Elementary School District, Sequoia Union High School District
NameGradesDistance
Ormondale Elementary School
200 Shawnee Pass, Portola Valley, CA 94028
K-31.3 mi
Corte Madera School
4575 Alpine Road, Portola Valley, CA 94028
4-81.8 mi
Woodside High School
199 Churchill Avenue, Woodside, CA 94062
9-124.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 377 Wayside Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/06/2026
Listed
$2,835,000
47.27%
MLS
5/30/2019
Sold
$1,925,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 377 Wayside Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$24,698
1%
$2,147,368
2%
2024
$24,440
1%
$2,105,264
2%
2023
$24,099
3%
$2,063,986
2%
2022
$23,465
1%
$2,023,517
2%
2021
$23,172
—
$1,983,841
1%
2020
$23,147
14%
$1,963,500
16%
2019
$20,373
5%
$1,696,887
2%
2018
$19,429
1%
$1,663,616
2%
2017
$19,215
2%
$1,630,997
2%
2016
$18,894
10%
$1,599,018
12%
2015
$17,218
2%
$1,433,412
2%
2014
$16,830
1%
$1,405,335
—
2013
$16,654
—
$1,398,985
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Friedenberg Grube Real Estate, Janis F. Grube

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377 Wayside Rd, Portola Valley, CA 94028 (MLS# ML82041743) is a Single Family property with 3 bedrooms and 2 full bathrooms. 377 Wayside Rd is currently listed for $2,835,000 and was received on April 06, 2026. Want to learn more about 377 Wayside Rd? Do you have questions about finding other Single Family real estate for sale in Portola Valley? You can browse all Portola Valley real estate or contact a Coldwell Banker agent to request more information.

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