20255 Skyline Blvd, Woodside, CA, 94062
About This Home
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.
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1963
Materials
- Foundation: Concrete Perimeter and Slab
- Roof: Composition
Type & Style
- Home type: SingleFamily
- Property subType: Single Family Residence,Residential
Interior
Appliances
- Appliances included: Electric Cooktop,Dishwasher,Built In Oven,Refrigerator
- Laundry features: Inside,In Utility Room
Bathroom
- Features: ShowerandTub, ShoweroverTub1, StallShower, UpdatedBaths, FullonGroundFloor
Bedrooms & Bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Dining Room
- Features: DiningAreainLivingRoom
Family Room
- Features: SeparateFamilyRoom
Features
- High Ceilings
Heating & Cooling
- Heating features: Radiant
- Cooling features: None
Interior Area
- Total structure area: 2,400
- Total interior livable area: 2,400 sqft
Kitchen
- Features: Countertop_Tile
Property
Details
- Parcel number: 080110100
- Zoning: RM0000
- Special condition: Standard
- Horse amenities: Fenced,Pasture
Features
- Stories: 2
- Fencing: Horse Fencing
- Has view: Yes
- View description: Bay,City Lights,Pasture
- Has water view: Yes
- Water view: Bay
- Horses can be raised: Yes
Lot
- Lot size: 2.99 Acres
- Features: Gentle Sloping
Parking
- Total spaces: 6
- Parking features: No Garage,Oversized
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Earthquake
- Inland Flooding
- Landslide
- Wildfire
How This Home’s Risks Compare
FEMA Declared Disasters in San Mateo County and California
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $11,099 | $133,188 |
| Home Insurance * | $256 | $3,072 |
| Property Taxes | $2,054 | $24,648 |
| Electricity | $514 | $6,175 |
| Total | $13,923 | $167,076 |
Income You'd Need if You Spent...
California FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-04-08 | Listed for sale | $2,399,000 |
| 2019-11-13 | Sold | $1,875,000 |
| 2019-10-02 | Pending sale | $1,975,000 |
| 2019-09-12 | Price change | $1,975,000 |
| 2019-08-12 | Price change | $2,000,000 |
| 2019-07-29 | Listed for sale | $2,150,000 |
| 2018-05-30 | Sold | $1,875,000 |
| 2012-03-30 | Sold | $1,170,000 |
| 2011-11-03 | Price change | $1,099,000 |
| 2011-06-14 | Price change | $1,199,000 |
| 2011-04-17 | Listed for sale | $1,299,000 |
| 1999-09-15 | Sold | $799,000 |
| 1997-06-05 | Sold | $650,000 |
For Sale by Agent
View on Zillow