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.
Single-familyProperty Type
1949Year Built
5.4 acresLot Size
$1,613Est. Price/Sq.Ft.
2 car garageParking
Listed by Erika Demma•DRE #01230766• Compass
Contact: 650-740-2970
Bought with Kemper Ray•DRE #02150507• Compass
Bought with Jennifer Siem- Oldham•DRE #01325650• Compass
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML82011671
Sep 8, 2025
Sold
$4,900,000
$1,487/sq ft
Sep 8, 2025
Sold
$4,900,000
$1,487/sq ft
Sep 2, 2025
Pending
—
Aug 20, 2025
Pending
—
Aug 20, 2025
Contingent
—
Jun 19, 2025
Listed
$4,995,000
$1,516/sq ft
Jun 19, 2025
Listed
$4,995,000
$1,516/sq ft
+25
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.
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML82006453
Jun 19, 2025
Listing Removed
—
May 12, 2025
Listed
*
Public Records
Jul 20, 2001
Sold
$2,650,000
$804/sq ft
MLSListings #ML80120156
Jul 20, 2001
Listing Removed
—
Jul 20, 2001
Sold
$2,650,000
$804/sq ft
Jul 6, 2001
Sold
$2,650,000
$804/sq ft
Apr 13, 2001
Listed
$2,950,000
$895/sq ft
Apr 13, 2001
Listed
$2,950,000
$895/sq ft
Public Records
Jun 28, 1985
Sold
$768,000
$233/sq ft
Public Records
Dec 17, 1981
Sold
$440,500
$134/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$43,346 (+1.1%)
$4,250,000 + $650,000
$4,900,000
2024
$42,874 (+1.5%)
$3,693,264 + $252,483
$3,945,747
2023
$42,248 (+2.8%)
$3,620,848 + $247,534
$3,868,382
2022
$41,083 (+1.3%)
$3,549,851 + $242,681
$3,792,532
2021
$40,546 (+0.3%)
$3,480,247 + $237,923
$3,718,170
2020
$40,408 (+1.1%)
$3,412,007 + $233,259
$3,645,266
2019
$39,978 (+5.2%)
$3,377,022 + $230,868
$3,607,890
2018
$38,006 (+1.2%)
$3,310,806 + $226,342
$3,537,148
2017
$37,561 (+1.8%)
$3,182,245 + $217,555
$3,399,800
2016
$36,904 (+0.7%)
$3,182,245 + $217,555
$3,399,800
2015
$36,654 (+2.5%)
$3,119,849 + $213,290
$3,333,139
2014
$35,764 (+2.9%)
$3,012,791 + $205,973
$3,218,764
2012
$34,739 (+1.8%)
$2,999,175 + $205,044
$3,204,219
2011
$34,124 (+1.7%)
$2,940,368 + $201,024
$3,141,392
2010
$33,567 (+0.5%)
$2,882,714 + $197,083
$3,079,797
2009
$33,386 (+2.6%)
$2,861,170 + $195,611
$3,056,781
2008
$32,546
$2,867,968 + $196,076
$3,064,044
Tax history for 19 Preston Rd
Year
Property tax
Land + Additions
Assessment*
2025
$43,346 (+1.1%)
$4,250,000 + $650,000
$4,900,000
2024
$42,874 (+1.5%)
$3,693,264 + $252,483
$3,945,747
2023
$42,248 (+2.8%)
$3,620,848 + $247,534
$3,868,382
2022
$41,083 (+1.3%)
$3,549,851 + $242,681
$3,792,532
2021
$40,546 (+0.3%)
$3,480,247 + $237,923
$3,718,170
2020
$40,408 (+1.1%)
$3,412,007 + $233,259
$3,645,266
2019
$39,978 (+5.2%)
$3,377,022 + $230,868
$3,607,890
2018
$38,006 (+1.2%)
$3,310,806 + $226,342
$3,537,148
2017
$37,561 (+1.8%)
$3,182,245 + $217,555
$3,399,800
2016
$36,904 (+0.7%)
$3,182,245 + $217,555
$3,399,800
2015
$36,654 (+2.5%)
$3,119,849 + $213,290
$3,333,139
2014
$35,764 (+2.9%)
$3,012,791 + $205,973
$3,218,764
2012
$34,739 (+1.8%)
$2,999,175 + $205,044
$3,204,219
2011
$34,124 (+1.7%)
$2,940,368 + $201,024
$3,141,392
2010
$33,567 (+0.5%)
$2,882,714 + $197,083
$3,079,797
2009
$33,386 (+2.6%)
$2,861,170 + $195,611
$3,056,781
2008
$32,546
$2,867,968 + $196,076
$3,064,044
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Permits
Beds
3
Baths
2
Stories
1
Lot width
—
Lot depth
—
Lot size
5.4 Acres
Year renovated
1972
Sq. Ft.
2,690
Year built
1949
Style
Single Family Residential
County
San Mateo County
APN
075134040
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 2, 2026.
May 31, 2024 • Final
Reroof
Tear off existing wood shingles.
Roofing
Dec 19, 2022 • Final
Encroachment
Trench and place conduit for utility work.
Grading
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Parking
Parking Information
Garage (Minimum): 2
Garage (Maximum): 2
Parking Description: Attached Garage, Carport, Room for Oversized Vehicle
Garage Spaces: 2
Interior
Virtual Tour
Bedroom Information
# of Bedrooms (Minimum): 4
# of Bedrooms (Maximum): 4
Bedrooms: Ground Floor Bedroom, More than One Bedroom on Ground Floor, 2+ Primary Suites/Retreats, Walk-In Closet
Bathroom Information
# of Baths (Full): 3
Bathroom Description: Double Sinks, Full on Ground Floor, Half on Ground Floor, Oversized Tub, Skylight, Updated Bath(s)