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20255 Skyline Boulevard Woodside, CA $ 2,195,000
20255 Skyline Boulevard
$ 2,195,000
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20255 Skyline Boulevard

Woodside, CA, 94062
$ 2,195,000
Bedrooms3 Baths3.0 Sq 2,400

Monthly Estimate*

$ 15,160

​

Single Family Home for sale in Woodside, CA

for $2,195,000 with 3 bedrooms and 3 full baths. This 2,400 square foot home was built in 1963 on a lot size of 2.9895.

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.

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Single Family Pending

Price

$ 2,195,000

Bedrooms

3

Full Bath

3

Property Type

Single Family

Taxes

$ 0

Style

Detached

Lot Size

2.9895

Year Built

1963

Town/City

Woodside

County/Region

San Mateo

MLS | Web ID

ML82042155

Features
General
Living Area 2400
Heating Radiant
Cooling None
Roof Composition Shingles
Appliances Dishwasher Electric Range Oven
Zoning RM00
Garage Spaces 0
Year Built 1963
View Bay City Lights Pasture
Stories Count 2
Levels Two Story
Property Subtype Detached
County San Mateo
Property Type Residential
HOA false
Garage Y/N false
Full Baths 3
Status Pending
Directions From Pagemill Rd. turn right onto Skyline Blvd.
City Woodside
High School District La Honda-Pescadero Unified
MLS Area Listing
Lot Size Square Feet 130223
Standard Status Pending
Elementary School District La Honda-Pescadero Unified
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Interior
Interior Amenities Family Room Storage
Air Conditioning Y/N false
Heating Y/N true
Fireplace Y/N false
Total Bedrooms 3
Kitchen Features Tile Counters Dishwasher Electric Range/Cooktop Oven Built-in
Total Baths 3
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Exterior
Lot Features Horses Possible
Lot Size Area 2.9895
Building Area Total 2400
Lot Size Acres 2.9895
ADU Y/N true
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* Excluded Features
List By
Jennifer Paulson

Listing Agent

Christie's International Real Estate Sereno

Broker

jen@sereno.com

Email

Affordability Calculator

$15,160
Per Month
100%
0%
0%
Monthly Principal & Interest
$15,160
Monthly Property Taxes
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Monthly Home Insurance
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Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4399476 Elementary School
0 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
7/9/2026$2,195,000 -8.50% Price Down
4/9/2026$2,399,000 Listed Price

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20255 Skyline Boulevard, Woodside, CA, 94062 is a Single Family Home for sale at $2,195,000 with 2,400 sqft and a lot size of 2.9895. 20255 Skyline Boulevard has 3 bedrooms, 3.0 baths, and was built in 1963. The property's zip code is 94062 which is in Woodside, CA