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For sale
    • Price cut: $204K (7/9)
    $2,195,000

    20255 Skyline Blvd, Woodside, CA 94062

    3beds
    2,400sqft
    : 
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    Single Family Residence, Residential
    Built in 1963
    2.99 Acres Lot
    $2,121,900 Zestimate®
    $915/sqft
    $-- HOA

    What's special

    Spanning approximately 2.92 usable acres of gently rolling meadows with picture-postcard views, this classic horse property offers miles-away tranquility just 20 minutes from Highway 280. A palatial driveway leads to a two-story, 3-bedroom, 3-bath, open-plan residence with walls of windows capturing the rolling hill and city-light views. Almost every room has glass doors to the long, view balcony. Lawn and mini orchard. A separate charming barn captures the Old West Woodside feel with a wood-beamed ceiling, full-sized bar, and French doors to a veranda with flowering vines. Just a mile to the Thomas Fogarty Winery and 8 minutes to Alice's Restaurant.
    103 days
    |
    1,756
    |
    132
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Jennifer Paulson 01221390 650-996-7147,

    Christie's International Real Estate Sereno 650-947-2900

    Source: MLSListings Inc,MLS#: ML82042155MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      Bathroom
      • Features: ShowerandTub, ShoweroverTub1, StallShower, UpdatedBaths, FullonGroundFloor
      Dining room
      • Features: DiningAreainLivingRoom
      Family room
      • Features: SeparateFamilyRoom
      Kitchen
      • Features: Countertop_Tile
      Heating
      • Radiant
      Cooling
      • None
      Appliances
      • Included: Electric Cooktop, Dishwasher, Built In Oven, Refrigerator
      • Laundry: Inside, In Utility Room
      Features
      • High Ceilings
      Interior area
      • Total structure area: 2,400
      • Total interior livable area: 2,400 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 6
      • Parking features: No Garage, Oversized
      Features
      • Stories: 2
      • Fencing: Horse Fencing
      • Has view: Yes
      • View description: Bay, City Lights, Pasture
      • Has water view: Yes
      • Water view: Bay
      Lot
      • Size: 2.99 Acres
      • Features: Gentle Sloping
      Details
      • Additional structures: Barn
      • Parcel number: 080110100
      • Zoning: RM0000
      • Special conditions: Standard
      • Horses can be raised: Yes
      • Horse amenities: Fenced, Pasture

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence, Residential
      Materials
      • Foundation: Concrete Perimeter and Slab
      • Roof: Composition
      Condition
      • New construction: No
      • Year built: 1963

      Utilities & green energy

      • Gas: PropaneOnSite
      • Sewer: Septic Tank
      • Utilities for property: Propane

      Community & HOA

      Location
      • Region: Woodside

      Financial & listing details

      • Price per square foot: $915/sqft
      • Tax assessed value: $2,050,580
      • Annual tax amount: $22,953
      • Date on market: 4/8/2026
      • Listing agreement: ExclusiveRightToSell
      • Listing terms: CashorConventionalLoan

        Estimated market value

        $2,121,900

        $2.02M - $2.23M

        $7,982/mo

        Price history

        DateEventPrice
        7/9/2026Price change$2,195,000-8.5%$915/sqft
        Source: MLSListings Inc #ML82042155 Report a problem
        4/8/2026Listed for sale$2,399,000+27.9%$1,000/sqft
        Source: MLSListings Inc #ML82042155 Report a problem
        11/13/2019Sold$1,875,000-5.1%$781/sqft
        Source: MLSListings Inc #ML81762361 Report a problem
        10/2/2019Pending sale$1,975,000$823/sqft
        Source: Coldwell Banker Residential Brokerage - Portola Valley #81762361 Report a problem
        9/12/2019Price change$1,975,000-1.3%$823/sqft
        Source: Coldwell Banker Residential Brokerage - Portola Valley #81762361 Report a problem
        8/12/2019Price change$2,000,000-7%$833/sqft
        Source: Coldwell Banker Residential Brokerage - Portola Valley #81762361 Report a problem
        7/29/2019Listed for sale$2,150,000+14.7%$896/sqft
        Source: Coldwell Banker Residential Brokerage #ML81762361 Report a problem
        5/30/2018Sold$1,875,000+60.3%$781/sqft
        Source: Public Record Report a problem
        3/30/2012Sold$1,170,000+6.5%$488/sqft
        Source: Public Record Report a problem
        11/3/2011Price change$1,099,000-8.3%$458/sqft
        Source: Coldwell Banker Residential Brokerage - Woodside #81146025 Report a problem
        6/14/2011Price change$1,199,000-7.7%$500/sqft
        Source: Coldwell Banker Residential Brokerage - Menlo Park-Santa Cruz Ave. #81116805 Report a problem
        4/17/2011Listed for sale$1,299,000+62.6%$541/sqft
        Source: Coldwell Banker Residential Brokerage - Menlo Park-Santa Cruz Ave. #81116805 Report a problem
        9/15/1999Sold$799,000+22.9%$333/sqft
        Source: Public Record Report a problem
        6/5/1997Sold$650,000$271/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$22,953 +1.4%$2,050,580 +2%
        2024$22,635 +6.9%$2,010,374 +2%
        2023$21,165 +1.6%$1,970,956 +2%
        2022$20,839 +1.7%$1,932,311 +2%
        2021$20,493 +1.3%$1,894,424 +1%
        2020$20,223 -2.9%$1,875,000 -2%
        2019$20,821 +49.5%$1,912,500 +48.1%
        2018$13,929 +2.5%$1,291,568 +2%
        2017$13,589 +0.1%$1,266,244 +2%
        2016$13,578 +5.1%$1,241,416 +1.5%
        2015$12,918 $1,222,770 +2%
        2014$12,918 $1,198,818 +0.5%
        2013-- $1,193,400 +22.1%
        2012-- $977,695
        2011-- $977,695 +2.8%
        2010-- $951,362 -0.2%
        2009-- $953,624 +2%
        2008-- $934,927 +2%
        2007-- $916,596 +2%
        2006-- $898,625
        2005-- $898,625 +4%
        2004-- $863,732 +1.9%
        2003-- $847,903 +2%
        2002-- $831,279 +2%
        2001-- $814,980 +2%
        2000-- $799,000
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 94062

        Getting around

        0 / 100
        Car-Dependent
        8 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: LaHondaPescaderoUnified

        Source: MLSListings Inc. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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