20255 Skyline Boulevard
Woodside, CA 94062
3
Bed
3
Bath
2,400Sqft
130,223Sqft(Lot)
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.
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
-
Bedroom Information
Total Bedrooms: 3Bathroom Information
Total Baths: 3 Full Baths: 3 -
Interior Features
Roof: Composition Property Appliances: Dishwasher,Electric Cooktop,Refrigerator -
Cooling Features
None Air ConditioningHeating Source
Radiant Has HeatingFireplace
Has Fireplace: 0
-
Building Information
Year Built: 1963 Roof: Composition
-
Lot Details
Lot Dimensions Source: Vendor Enhanced Lot Size Acres: 2.9895 -
Lot Size Source: Assessor Lot Size Square Feet: 130223
-
Listing Price Information
Original List Price: 2,399,000 Listing Contract Date: 2026-04-08 -
Lease Information
Listing Agreement: Exclusive Right To Sell
-
Tax Information
Parcel Number: 080110100
-
Garage and Parking
Garage Description: UncoveredHomeowners Association
-
Other Property Info
Source Listing Status: Active Source Neighborhood: 699 - Not Defined Directions: From Pagemill Rd., turn right onto Skyline Blvd. Cross Street: Hwy 84 (La Honda Rd) or Page Mill Rd Zoning: RM0000 Source Property Type: Residential Area: 699 - Not Defined Property SubType: Single Family Residence -
Building and Construction
Property Age: 63 Common Walls: No Common Walls Structure Type: Single Family Residence Year Built Source: Assessor Total Square Feet Living: 2400
How much is this property worth?
Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.
Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 389 Moore Road, Woodside, CA, 94062 | $12,995,000 | 7 | 8 | 11,130 | 11,130 SqFt |
| 1142 Moore Road, Woodside, CA, 94062 | $12,988,000 | 6 | 5 | 6,340 | 6,340 SqFt |
| 600 Moore Road, Woodside, CA, 94062 | $14,900,000 | 4 | 4 | 7,155 | 7,155 SqFt |
| 345 Harcross Road, Woodside, CA, 94062 | $4,200,000 | 3 | 3 | 2,793 | 2,793 SqFt |
| 199 Brookwood Road, Woodside, CA, 94062 | $4,195,000 | 4 | 3 | 3,365 | 3,365 SqFt |
| 140 Ridgeway Road, Woodside, CA, 94062 | $5,388,000 | 4 | 3 | 3,520 | 3,520 SqFt |
| 300 Ridgeway Road, Woodside, CA, 94062 | $4,999,950 | 3 | 2 | 3,247 | 3,247 SqFt |
| 12 Summit Road, Woodside, CA, 94062 | $2,250,000 | 4 | 3 | 2,047 | 2,047 SqFt |
| 15 Hidden Valley Lane, Woodside, CA, 94062 | $38,800,000 | 4 | 3 | 5,995 | 5,995 SqFt |
| 140 Dean Road, Woodside, CA, 94062 | $12,500,000 | 6 | 4 | 4,805 | 4,805 SqFt |
Similar Homes To 20255 Skyline Boulevard
Nearby For Sale
Copyright © 2026 by the Multiple Listing Service of the California Regional MLS®. This information is believed to be accurate but is not guaranteed. Subject to verification by all parties. This data is copyrighted and may not be transmitted, retransmitted, copied, framed, repurposed, or altered in any way for any other site, individual and/or purpose without the express written permission of the Multiple Listing Service of the California Regional MLS®. Information Deemed Reliable But Not Guaranteed. Any use of search facilities of data on this site, other than by a consumer looking to purchase real estate, is prohibited.
ByOwner last updated this listing 06/07/2026 @ 23:43
More Cities with for Sale by Owner Homes
- Woodside Homes For Sale By Owner
- Atherton Homes For Sale By Owner
- Redwood City Homes For Sale By Owner
- Menlo Park Homes For Sale By Owner
- San Carlos Homes For Sale By Owner
- Palo Alto Homes For Sale By Owner
- Stanford Homes For Sale By Owner
- Belmont Homes For Sale By Owner
- East Palo Alto Homes For Sale By Owner
- Half Moon Bay Homes For Sale By Owner
- Portola Valley Homes For Sale By Owner
- Foster City Homes For Sale By Owner
- Los Altos Homes For Sale By Owner
- San Mateo Homes For Sale By Owner
- Burlingame Homes For Sale By Owner
- Hillsborough Homes For Sale By Owner
- Mountain View Homes For Sale By Owner
- Los Altos Hills Homes For Sale By Owner
- La Honda Homes For Sale By Owner
- Newark Homes For Sale By Owner
Homes around $2,399,000
Verify Your Email
Please enter the 6-digit verification code
sent to your email address.