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.
For sale
Price cut: $204K (7/9)
$2,195,000
20255 Skyline Blvd, Woodside, CA 94062
3beds
2,400sqft
Single Family Residence, Residential
Built in 1963
2.99 Acres Lot
$2,126,600 Zestimate®
$915/sqft
$-- HOA
What's special
- 149 days
- 1,537
- 91
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#: ML82042155
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
$2,126,600
$2.02M - $2.23M
$7,453/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/9/2026 | Price change | $2,195,000-8.5%$915/sqft |
Source:  MLSListings Inc #ML82042155 Report a problem | ||
| 4/8/2026 | Listed for sale | $2,399,000+27.9%$1,000/sqft |
Source: MLSListings Inc #ML82042155 Report a problem | ||
| 11/13/2019 | Sold | $1,875,000-5.1%$781/sqft |
Source:  MLSListings Inc #ML81762361 Report a problem | ||
| 10/2/2019 | Pending sale | $1,975,000$823/sqft |
Source: Coldwell Banker Residential Brokerage - Portola Valley #81762361 Report a problem | ||
| 9/12/2019 | Price change | $1,975,000-1.3%$823/sqft |
Source: Coldwell Banker Residential Brokerage - Portola Valley #81762361 Report a problem | ||
| 8/12/2019 | Price change | $2,000,000-7%$833/sqft |
Source: Coldwell Banker Residential Brokerage - Portola Valley #81762361 Report a problem | ||
| 7/29/2019 | Listed for sale | $2,150,000+14.7%$896/sqft |
Source: Coldwell Banker Residential Brokerage #ML81762361 Report a problem | ||
| 5/30/2018 | Sold | $1,875,000+60.3%$781/sqft |
Source: Public Record Report a problem | ||
| 3/30/2012 | Sold | $1,170,000+6.5%$488/sqft |
Source: Public Record Report a problem | ||
| 11/3/2011 | Price change | $1,099,000-8.3%$458/sqft |
Source: Coldwell Banker Residential Brokerage - Woodside #81146025 Report a problem | ||
| 6/14/2011 | Price change | $1,199,000-7.7%$500/sqft |
Source: Coldwell Banker Residential Brokerage - Menlo Park-Santa Cruz Ave. #81116805 Report a problem | ||
| 4/17/2011 | Listed for sale | $1,299,000+62.6%$541/sqft |
Source: Coldwell Banker Residential Brokerage - Menlo Park-Santa Cruz Ave. #81116805 Report a problem | ||
| 9/15/1999 | Sold | $799,000+22.9%$333/sqft |
Source: Public Record Report a problem | ||
| 6/5/1997 | Sold | $650,000$271/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax 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.Climate risks
Neighborhood: 94062
Nearby schools
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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