About 20255 Skyline Boulevard
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.
Features of 20255 Skyline Boulevard
| MLS® # | ML82042155 |
|---|---|
| Price | $2,195,000 |
| Bedrooms | 3 |
| Bathrooms | 3.00 |
| Full Baths | 3 |
| Square Footage | 2,400 |
| Acres | 2.99 |
| Year Built | 1963 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Status | Active |
Community Information
| Address | 20255 Skyline Boulevard |
|---|---|
| Area | 699 - Not Defined |
| City | Woodside |
| County | San Mateo |
| Zip Code | 94062 |
Amenities
| Parking Spaces | 6 |
|---|---|
| Parking | Uncovered |
| Garages | Uncovered |
| View | Bay, City Lights, Pasture |
| Is Waterfront | No |
| Has Pool | No |
Interior
| Appliances | Dishwasher, Electric Cooktop, Refrigerator |
|---|---|
| Heating | Radiant |
| Cooling | None |
| Has Basement | No |
| Fireplace | No |
| # of Stories | 2 |
Exterior
| Lot Description | Horse Property |
|---|---|
| Roof | Composition |
School Information
| District | Other |
|---|
Additional Information
| Date Listed | April 8th, 2026 |
|---|---|
| Days on Market | 159 |
| Zoning | RM0000 |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Agent | Jennifer Paulson |
|---|---|
| Office | Christie's International Real Estate Sereno |