Panoramic Western Hills views set the stage for this stunning Central Woodside estate, nestled on approximately 3.2 flat, fully usable acres just moments from downtown shops, dining, and top-rated Woodside Elementary. Designed for both comfort and function, the primarily single-level layout includes a spacious primary suite, multiple living areas, and a bright eat-in kitchen opening to a large deck overlooking a sprawling lawn, pool, and spa. Work or unwind in the detached office near a private chipping and putting green, while the beautifully crafted barn features a 4-stall stable, tack room, hay storage, riding ring, and fenced turnouts surrounded by peaceful pastures. This estate is brimming with amenities: a rose garden, fountains, sports court, horseshoe area, hidden redwood trails, and vibrant landscaping throughout. The expansive ~2,700 sq ft basement offers incredible storage, along with a wine cellar. Separate guest quarters complete with a second kitchen and private entrance. A rare combination of luxury, land, and locationthis is Central Woodside living at its finest.
Single-familyProperty Type
1925Year Built
3.23 acresLot Size
$2,773Est. Price/Sq.Ft.
2 car garageParking
Listed by David Bergman•DRE #01223189• Intero Real Estate Services
Listed by Angela Bergman•DRE #01722597• Intero Real Estate Services
Bought with Nicholas French•DRE #01350085• Christie's International Real Estate Sereno
New Price! Spectacular views of Western Hills from this light-filled 5BR/4.5BA approx 6,420 sq ft Central Woodside home on approx 3.27 fully usable acres close to Woodside Town Center shops, restaurants, freeway access and in the acclaimed Woodside School District. Efficient, mainly one level, floor plan w/ large primary suite and separate living & family rooms & eat-in kitchen lead to outside deck overlooking large rear lawn and pool with adjacent spa. Separate approx 285 sq ft detached office with nearby chipping and putting green and attached potting shed to accommodate the grounds wonderful gardens; Detached 4-stall stable with tack room and hay storage, separate turnouts, large riding ring and surrounding corral. Come see this amazing estate in the heart of it all!
Public Records
Sep 16, 1974
Sold
$190,000
$31/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$151,291 (+2.5%)
$12,087,000 + $1,683,000
$13,770,000
2025
$147,572 (+1.7%)
$12,087,000 + $1,683,000
$13,770,000
2024
$145,175 (+2,667.8%)
$11,730,000 + $1,530,000
$13,260,000
2023
$5,245 (+3.0%)
$11,500,000 + $1,500,000
$13,000,000
2022
$5,094 (+1.6%)
$111,892 + $338,454
$450,346
2021
$5,014 (+1.1%)
$109,699 + $331,818
$441,517
2020
$4,960 (+1.2%)
$107,549 + $325,312
$432,861
2019
$4,904 (+2.8%)
$106,447 + $321,977
$428,424
2018
$4,770 (+1.5%)
$104,360 + $315,664
$420,024
2017
$4,699 (+1.6%)
$100,308 + $303,407
$403,715
2016
$4,625 (+1.0%)
$100,308 + $303,407
$403,715
2015
$4,580 (+2.1%)
$98,342 + $297,458
$395,800
2014
$4,484 (+4.2%)
$94,968 + $287,251
$382,219
2012
$4,305 (+1.9%)
$94,539 + $285,953
$380,492
2011
$4,226 (+1.4%)
$92,686 + $280,347
$373,033
2010
$4,169 (+1.3%)
$90,869 + $274,850
$365,719
2009
$4,117 (+1.7%)
$90,190 + $272,796
$362,986
2008
$4,048
$90,405 + $273,445
$363,850
Tax history for 258 Kings Mountain Rd
Year
Property tax
Land + Additions
Assessment*
2026
$151,291 (+2.5%)
$12,087,000 + $1,683,000
$13,770,000
2025
$147,572 (+1.7%)
$12,087,000 + $1,683,000
$13,770,000
2024
$145,175 (+2,667.8%)
$11,730,000 + $1,530,000
$13,260,000
2023
$5,245 (+3.0%)
$11,500,000 + $1,500,000
$13,000,000
2022
$5,094 (+1.6%)
$111,892 + $338,454
$450,346
2021
$5,014 (+1.1%)
$109,699 + $331,818
$441,517
2020
$4,960 (+1.2%)
$107,549 + $325,312
$432,861
2019
$4,904 (+2.8%)
$106,447 + $321,977
$428,424
2018
$4,770 (+1.5%)
$104,360 + $315,664
$420,024
2017
$4,699 (+1.6%)
$100,308 + $303,407
$403,715
2016
$4,625 (+1.0%)
$100,308 + $303,407
$403,715
2015
$4,580 (+2.1%)
$98,342 + $297,458
$395,800
2014
$4,484 (+4.2%)
$94,968 + $287,251
$382,219
2012
$4,305 (+1.9%)
$94,539 + $285,953
$380,492
2011
$4,226 (+1.4%)
$92,686 + $280,347
$373,033
2010
$4,169 (+1.3%)
$90,869 + $274,850
$365,719
2009
$4,117 (+1.7%)
$90,190 + $272,796
$362,986
2008
$4,048
$90,405 + $273,445
$363,850
*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
5
Baths
4.5
Stories
1
Lot width
—
Lot depth
—
Lot size
3.23 Acres
Year renovated
1955
Sq. Ft.
5,690
Year built
1925
Style
Single Family Residential
County
San Mateo County
APN
072120040
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Nov 11, 2026.
Feb 5, 2018 • Final
Reroof
Tear off the existing composition and wood shingle roof and install a new roof.
Roofing
Oct 14, 1997 • Final
Remodel repair
Perform alterations to an existing single-family home, including work on a bathroom.
Addition
Bathroom
Kitchen
Remodel
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.