19 Preston Rd

3,295 Sq. Ft.
$1,487 / Sq. Ft.
3,295
Sq. Ft.
$1,487
per Sq. Ft.

Description

Surrounded by natures beauty... on 5.4 acres on a private street yet just 3 miles from Sand Hill Road venture capital centers this home offers complete privacy, organic architecture, and spa-like amenities. Oaks and wildflower-strewn meadows create a serene setting deeply connected to the natural landscape with enchanting walking paths. Inside, warm wood finishes, soaring paneled ceilings, and walls of glass establish a tranquil, Zen-like atmosphere that invites the outdoors in at every turn. The...Surrounded by natures beauty... on 5.4 acres on a private street yet just 3 miles from Sand Hill Road venture capital centers this home offers complete privacy, organic architecture, and spa-like amenities. Oaks and wildflower-strewn meadows create a serene setting deeply connected to the natural landscape with enchanting walking paths. Inside, warm wood finishes, soaring paneled ceilings, and walls of glass establish a tranquil, Zen-like atmosphere that invites the outdoors in at every turn. The layout unfolds with multiple stone fireplaces, outdoor access from nearly every room, and refined materials that reflect the homes high-end craftsmanship. A spa-inspired primary suite features an all-marble bath with cedar-lined sauna and sliding glass doors to the outdoor spa. The flexible floor plan includes one bedroom with a fireplace, en suite bath, and private entrance making it ideal for guest quarters or a possible family room. There is also a detached studio and a lower-level wine cellar with outside access. Outdoor living is equally well considered with a spacious deck overlooking the natural landscape. This one-of-a-kind property offers a close-in location just minutes to miles of hiking and biking trails, town centers, and access to excellent Portola Valley schools.

Listing Agent

  1. Erika Demma

    Erika Demma

    Listing Agent

    Compass

    DRE #01230766

    erika.demma@compass.com

    P: (650)-740-2970

Property Details for 19 Preston Road

MLS City Name
WOODSIDE
Building Type
Detached
Garage Spaces
2
Cross Street
Old la Honda roa
LISTING UPDATED: 09/08/2025 11:45 AM

Property Details for 19 Preston Road

StatusSold
MLS #ML82011671
Days on Compass62
Taxes-
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle-Family Homes / Detached
Year Built1949
Lot Size5.40 AC / 235,171 SF
CountySan Mateo County

Location

Listing Courtesy of Compass, Erika Demma, DRE #01230766

Sold By Compass, Kemper Ray, DRE #02150507; Compass, Jennifer Oldham, DRE #01325650

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Building Information for 19 Preston Road

Stories1Year Built1949Building Size-Lot Size5.40 AC / 235,171 SF

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$27,455 per month

30 year fixed, 6.15% Interest

Principal and Interest

$23,882

Property Taxes

$3,573

HOA Dues

$0

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Property Information for 19 Preston Road

Features
External Links
Room Information
  • Additional Rooms: Den / Study / Office, Formal Entry, Great Room, Laundry Room, Mud Room, Storage, Workshop
  • Bathroom: Double Sinks, Full on Ground Floor, Half on Ground Floor, Oversized Tub, Skylight, Updated Bath
  • Bedrooms: Ground Floor Bedroom, More than One Bedroom on Ground Floor, Primary Suite / Retreate - 2+, Walk-in Closet
  • Dining Room: Eat in Kitchen, Formal Dining Room
  • Family Room: Separate Family Room, Other
  • Kitchen: Cooktop - Gas, Garbage Disposal, Island, Refrigerator, Skylight, Other
  • Number of Full Bathrooms: 3
Features
  • Amenities: High Ceiling, Open Beam Ceiling, Skylight, Walk-in Closet, Wet Bar, Other
  • Fireplace: Yes
  • Fireplaces: Family Room, Living Room, Primary Bedroom
  • Fireplaces Min: 3
  • Flooring: Carpet, Hardwood
  • Laundry: In Utility Room, Inside, Washer / Dryer
  • Living SqFt: 3295
  • Pool: No
  • Pool Type: Spa / Hot Tub
Utilities
  • Cooling: Ceiling Fan, Central AC
  • Heating: Gas, Heat Pump
  • Sewer Septic: Existing Septic
  • Utilities: Generator, Public Utilities
  • Water: Private / Mutual
Garage
  • Garage and Parking: Attached Garage, Carport, Room for Oversized Vehicle
  • Garage Max: 2
  • Garage Min: 2
Property Details
Homeowners Association
  • HOA Exists: 0
  • HOA Fee: $0
Property Details
  • Area Text: Skywood Area
  • Roof: Composition, Shingle
  • Stories: One Story
  • Subclass: Single Family Home
  • Year Built Source: Assessor
  • Street Number: 19
  • Street Name: Preston
  • Street Suffix: Road
  • Area ID: 272
Lot / Property Details
Building Information
  • Number Of Stories: 1
  • Structure SqFt: 3295
  • Structure SqFt Source: Other
  • Age: 76
Development Information
  • Zoning Detail: R1003A
Location Information
  • Directions: Portola Road to Old La Honda, make first right onto Preston
  • Parcel Number: 075-134-040
  • County Name: San Mateo
  • City Name: WOODSIDE
  • City Postal ID: 78
  • Postal Code: 94062
  • Elementary School: 664
  • Elementary School District: 933
  • Middle School Text: Corte Madera Elementary
  • High School District Text: Sequoia Union High
  • High School Text: Woodside High
Lot Information
  • Foundation: Raised
  • Horse Property: Possible
  • Lot Acres: 5.40
  • 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, Balcony / Patio, Deck, Sprinklers - Auto, Other

Property History for 19 Preston Road

DateEvent & SourcePriceAppreciation
Sep 8, 2025

Sold

EBRD #ML82011671

$4,900,000
Sep 8, 2025

Sold

MLSListings #ML82011671

$4,900,000
Aug 28, 2025

Sold (Public Record)

Public Record #1912430260

$4,900,000
Aug 20, 2025

Pending

MLSListings #ML82011671

Aug 20, 2025

Pending

EBRD #ML82011671

Aug 20, 2025

Contingent - Show

MLSListings #ML82011671

Jun 19, 2025

Price Change

EBRD #ML82011671

$4,995,000
Jun 19, 2025

Price Change

MLSListings #ML82011671

$4,995,000
Jun 19, 2025

Price Change

EBRD #ML82011671

$5,295,000
Jun 19, 2025

Price Change

MLSListings #ML82011671

$5,295,000
Jun 19, 2025

Withdrawn

EBRD #ML82006453

Jun 19, 2025

Listed (Active)

EBRD #ML82011671

$4,995,000
Jun 19, 2025

Withdrawn

MLSListings #ML82006453

$5,295,000
Jun 19, 2025

Listed (Active)

MLSListings #ML82011671

$4,995,000
May 12, 2025

Listed (Active)

EBRD #ML82006453

$5,295,000
May 12, 2025

Listed (Active)

MLSListings #ML82006453

$5,295,000
Jul 20, 2001

Sold

MLSListings #ML80120156

$2,650,000
Jul 20, 2001

Sold

RESFAR #80120156

$2,650,000
Jul 20, 2001

Sold

EBRD #ML80120156

$2,650,000
Jul 6, 2001

Pending

RESFAR #80120156

Jul 6, 2001

Pending

EBRD #ML80120156

Jul 6, 2001

Pending

MLSListings #ML80120156

Apr 13, 2001

Listed (Active)

EBRD #ML80120156

$2,950,000
Apr 13, 2001

Listed (Active)

MLSListings #ML80120156

$2,950,000
Apr 13, 2001

Listed (Active)

RESFAR #80120156

$2,950,000
DateEvent & SourcePrice
09/08/2025

Sold

EBRD #ML82011671

$4,900,000
09/08/2025

Sold

MLSListings #ML82011671

$4,900,000
08/28/2025

Sold (Public Record)

Public Record #1912430260

$4,900,000
08/20/2025

Pending

MLSListings #ML82011671

08/20/2025

Pending

EBRD #ML82011671

08/20/2025

Contingent - Show

MLSListings #ML82011671

06/19/2025

Price Change

EBRD #ML82011671

$4,995,000
06/19/2025

Price Change

MLSListings #ML82011671

$4,995,000
06/19/2025

Price Change

EBRD #ML82011671

$5,295,000
06/19/2025

Price Change

MLSListings #ML82011671

$5,295,000
06/19/2025

Withdrawn

EBRD #ML82006453

06/19/2025

Listed (Active)

EBRD #ML82011671

$4,995,000
06/19/2025

Withdrawn

MLSListings #ML82006453

$5,295,000
06/19/2025

Listed (Active)

MLSListings #ML82011671

$4,995,000
05/12/2025

Listed (Active)

EBRD #ML82006453

$5,295,000
05/12/2025

Listed (Active)

MLSListings #ML82006453

$5,295,000
07/20/2001

Sold

MLSListings #ML80120156

$2,650,000
07/20/2001

Sold

RESFAR #80120156

$2,650,000
07/20/2001

Sold

EBRD #ML80120156

$2,650,000
07/06/2001

Pending

RESFAR #80120156

07/06/2001

Pending

EBRD #ML80120156

07/06/2001

Pending

MLSListings #ML80120156

04/13/2001

Listed (Active)

EBRD #ML80120156

$2,950,000
04/13/2001

Listed (Active)

MLSListings #ML80120156

$2,950,000
04/13/2001

Listed (Active)

RESFAR #80120156

$2,950,000

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

Public Records for 19 Preston Road

Taxable ValueLand$3,693,264Additions$252,483Total$3,945,747
Tax Record2024$42,874 ($3,573 / month)
Home Facts
Beds3Total Finished SqFt2,690 SqFtAbove Grade Finished SqFt2,690 SqFtStories1Lot Size235,171 SqFtStyleSingle Family ResidenceYear Built1949Year Renovated1972ZoningR1003ACountySAN MATEOAPN075-134-040

Schools near 19 Preston 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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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 Compass, Erika Demma, DRE #01230766

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.