Skyline Area Homes with Bay View

Welcome to the Skyline Area in Woodside, California—a hidden gem nestled in the heart of San Mateo County. Known for its breathtaking vistas and serene ambiance, this enchanting neighborhood offers a perfect blend of natural beauty and suburban charm. Residents here enjoy the luxury of living amidst towering redwoods and lush greenery, with the added allure of stunning Bay views that stretch as far as the eye can see.

The Skyline Area is characterized by its spacious homes, many of which boast expansive decks and large windows designed to capture the picturesque scenery. Imagine waking up to the soft glow of sunrise illuminating the Bay, or winding down your day with a glass of wine while watching the sunset paint the sky in vibrant hues. These homes are not just residences; they are sanctuaries that foster a lifestyle of tranquility and connection with nature.

In addition to the breathtaking views, the Skyline Area is conveniently located near a plethora of outdoor activities. With numerous hiking trails, parks, and nearby preserves, adventure awaits just outside your doorstep. The community is also known for its excellent schools and a friendly, welcoming atmosphere that makes it easy to forge lasting connections with neighbors.

Whether you’re seeking a family home or a peaceful retreat, the Skyline Area in Woodside offers an unparalleled living experience. Embrace the beauty of California living, where every day feels like a vacation, and the majestic Bay is your backdrop. Come explore the possibilities that await you in this captivating neighborhood!

Newest Skyline Area Homes with Bay View

$2,870,000

7 Beds ⋅ 6 Baths ⋅ ML82039818 MLS

A rare opportunity to own an expansive estate with breathtaking panoramic views, exceptional square footage, and incredible potential in a private hillside setting. From the moment you arrive, the home commands attention with its grand entry and impressive scale. Inside, soaring ceilings, dramatic open spaces, and walls of windows flood the home with natural light while showcasing sweeping valley views. The main level is built for both everyday living and entertaining, featuring a spacious living room, multiple gathering areas, and seamless access to a wraparound deckperfect for true indoor-outdoor living. The kitchen offers a large island, ample cabinetry, and a functional layout ready to be elevated into a stunning chefs space. Generous bedrooms and flexible living areas include a primary suite with scenic windows, dual vanities, and a soaking tub, creating a peaceful retreat with beautiful natural surroundings. The lower level offers an expansive bonus/game room with bar area and endless possibilities for entertaining, recreation, or extended living. A dedicated wine cellar adds a rare and desirable touch. Expansive decking and usable outdoor space complete this exceptional offering, blending privacy, scale, and opportunity in a truly unique setting.

245 Heacox RD, Woodside

Listed by Aaron Derbacher, 408-828-8114 from KW Bay Area Estates
(If provided) CoList: Benjamin Frieden from KW Bay Area Estates

$2,195,000

3 Beds ⋅ 3 Baths ⋅ ML82042155 MLS

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.

20255 Skyline BLVD, Woodside

Listed by Jennifer Paulson, 650-996-7147 from Christie's International Real Estate Sereno
(If provided) CoList: from

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The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Intero Real Estate Services are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . 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.