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Skyline Area Homes for Sale

A neighborhood of Woodside, CA

Browse 10 active home listings in the Skyline Area submarket of Woodside. Pricing, days on market, and inventory cadence inside this neighborhood often move differently than the city as a whole. Live MLS data refreshed up to every 15 minutes from MLSListings Inc.

Timothy's Take on Skyline Area

Neighborhood-level pricing inside Woodside is rarely uniform. The numbers below are pulled live from MLSListings every 15 minutes, so what you see is what is actually trading in Skyline Area right now, not a stale citywide blend.

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Broker · (408) 207-4593
10 active in Skyline Area Updated May 15, 2026
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10Active Listings
$2.02MAvg List Price
$2.35MMedian Price
106 daysAvg DOM
Skyline Area, Woodside California homes for sale
Skyline Area · Woodside, CA
Live MLS Data | May 15, 2026 | 10 active in Skyline Area Source: MLSListings Inc.
10 in Skyline Area Sort: Price: High to Low ▾
1 Reids Roost RD📷 24
Single Family
1 Reids Roost RD
Woodside, CA 94062
$3,688,000
$310/sq ft · 261 days on market
Hardwood floorsFireplace
4Beds
6Baths
11,885Sq Ft
5.03Acres
Listing courtesy of Coldwell Banker Realty · MLS# ML82017325
1100 Old La Honda RD📷 16
Single Family
1100 Old La Honda RD
Woodside, CA 94062
$3,195,000
$1,113/sq ft · 11 days on market
Fireplace
3Beds
3Baths
2,870Sq Ft
9.28Acres
Listing courtesy of Compass · MLS# ML82045702
13370 Skyline BLVD
OPEN SAT, 1PM TO 4PM
📷 43
Single Family
13370 Skyline BLVD
Woodside, CA 94062
$2,888,000
$618/sq ft · 42 days on market
PoolHardwood floorsFireplace
4Beds
4Baths
4,671Sq Ft
0.92Acres
Listing courtesy of A 2 M Real Estate · MLS# ML82041075
20255 Skyline BLVD📷 23
Single Family
20255 Skyline BLVD
Woodside, CA 94062
$2,399,000
$999/sq ft · 37 days on market
EV charger
3Beds
3Baths
2,400Sq Ft
2.99Acres
Listing courtesy of Christie's International Real Estate Sereno · MLS# ML82042155
255 Allen RD
OPEN SAT, 12PM TO 2PM
📷 42
Single Family
255 Allen RD
Woodside, CA 94062
$2,349,000
$851/sq ft · 120 days on market
PoolHardwood floorsEV charger
4Beds
3Baths
2,760Sq Ft
6.61Acres
Listing courtesy of Golden Gate Sotheby's International Realty · MLS# ML82031259
13872 Silver Sky WAY
OPEN SAT, 2PM TO 4PM
📷 78
Single Family
13872 Silver Sky WAY
Woodside, CA 94062
$2,099,000
$786/sq ft · 86 days on market
Hardwood floorsFireplace
3Beds
2.5Baths
2,670Sq Ft
1.07Acres
Listing courtesy of Ocean Element Real Estate · MLS# ML82035391
252 Blakewood WAY📷 62
Single Family
252 Blakewood WAY
Redwood City, CA 94062
$1,799,950
$1,257/sq ft · 32 days on market
Hardwood floorsEV chargerFireplace
3Beds
2Baths
1,431Sq Ft
0.30Acres
Listing courtesy of Park Lane Capital Inc · MLS# ML82040758
14826 Skyline BLVD 3📷 13
Condo
14826 Skyline BLVD 3
Woodside, CA 94062
$699,000
$629/sq ft · 270 days on market
2Beds
1Baths
1,110Sq Ft
-Acres
Listing courtesy of Compass · MLS# ML82018470

Skyline Area Market Snapshot

All Woodside Stats →
10Active Listings
$2.02MAvg List Price
$2.35MMedian List Price
106 daysAvg Days on Market
Source: MLSListings Inc. (active listings only) · Data as of May 15, 2026 PT · View full market stats
"If the right Skyline Area home hit the MLS tomorrow, would you be ready to write a competitive offer, or scrambling to figure out the comps?"

Serious buyers walking into a Skyline Area showing usually have three things in hand: a pre-approval that has been stress-tested for this price tier, a neighborhood-specific comp range, and a clear view of how this submarket of Woodside has been pricing in the last 30 days. The Skyline Area Buyer Brief delivers all three in under 60 seconds.

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Skyline Area Buyer Brief
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How confident are you in your next move in Skyline Area?

Walking into Skyline Area without a neighborhood-specific strategy is how buyers overpay or miss the right home entirely. A 15-minute call with Timothy is free. No pitch, no pressure. You will leave with a clear plan whether you work with us or not.

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From the Desk of Timothy Alston, Broker

What Buyers Should Know About Skyline Area

Skyline Area is one of the distinct submarkets within Woodside. Pricing, days on market, and inventory cadence here can move differently than the city as a whole. The numbers above are pulled live from MLSListings every 15 minutes so you are never reading stale comps. When you are ready to talk strategy on a specific Skyline Area property, or want a precise comp range before you write, call (408) 207-4593.

Explore Skyline Area and Woodside

Nearby Neighborhoods in Woodside

Central Woodside (9) · Woodside Hills (8) · Skywood Area (7) · Woodside Glens (3) · Woodside Heights (2) · Emerald Hills Area (1) · Tunitas Creek (1) · View All Neighborhoods →

Browse Woodside

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Skyline Area Homes by Property Type

Single Family Homes · Townhomes · Condos · Luxury Homes

Skyline Area by Listing Status

Active Listings (10) · New Listings · Recently Sold · Open Houses · Price Reduced

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MLSListings Inc. logo Copyright © 2026 MLSListings Inc. All rights reserved.
The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListings™ MLS system. Real estate listings held by brokerage firms other than Aegis Luxury Real Estate are marked with the Internet Data Exchange icon and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from the MLSListings MLS as of May 15, 2026 PT. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
These statistics are generated using information from the MLSListings Inc. multiple listing service, but have not been verified and are not guaranteed. MLSListings Inc. disclaims any responsibility for the accuracy and reliability of these statistics. This information should not be relied upon for real estate transaction decisions.
Data updated every 15 minutes. Visit www.MLSListings.com for more information.
Information provided is for general informational purposes only. Equal Housing Opportunity. If you are currently working with a real estate agent, this is not intended as a solicitation.
Timothy Alston, Broker, DRE# 01328224, Aegis Luxury Real Estate, 10080 N. Wolfe Rd Ste SW3-200, Cupertino CA 95014. (408) 207-4593.
Last updated: May 15, 2026 PT. Source: MLSListings Inc.