Woodside Homes with View of City Lights

Welcome to Woodside, California – a hidden gem nestled in the heart of San Mateo County. Known for its stunning natural beauty, Woodside boasts a unique blend of rural charm and upscale living, making it one of the most sought-after communities in the Bay Area. With its lush greenery, rolling hills, and expansive open spaces, Woodside offers an idyllic escape from the hustle and bustle of city life, while still being conveniently located just a short drive from San Francisco and Silicon Valley.

One of the most enchanting features of Woodside is its breathtaking homes that offer spectacular views of the city lights. Imagine sipping your morning coffee on a sun-drenched terrace, surrounded by the tranquil sounds of nature, while gazing out at the twinkling lights of the Bay Area below. These residences, often perched on scenic hillsides, provide a perfect vantage point for residents to enjoy the captivating sunsets and the vibrant cityscape as it comes alive at night.

In addition to its picturesque views, Woodside is rich in outdoor recreational opportunities. With miles of hiking and biking trails, including the famous Huddart Park and the expansive Wunderlich Park, residents can immerse themselves in the beauty of the great outdoors. The community is also home to top-rated schools, charming boutiques, and delightful dining options, making it an ideal place for families and individuals alike.

Whether you're looking for a serene retreat or a vibrant community to call home, Woodside offers an unparalleled lifestyle that truly captures the essence of California living. Come explore the enchanting homes with views of city lights and discover why Woodside is the perfect place to create lasting memories.

Newest Woodside Homes with View of City Lights

$12,995,000

7 Beds ⋅ 9 Baths ⋅ ML82045810 MLS

Lowest price per square foot @ $956 in Woodside, Atherton or Portola Valley. Spectacular Monterey colonial home on 6+ private acres. Long gated driveway & large motor court the estate shows tremendous original character and beauty. Improvements include a stunning primary bath, a complete new roof & gutters & Exterior paint 2025. 3 expansive levels with grand public rooms, large eat-in kitchen, English Pub bar, recreation/media room and fitness room with sauna, wine room for approx. 1,000 bottles. Seven large bedrooms, including two primary suites, a full two bedroom attached apartment, a separate 1 bedroom guest house privately located on the grounds with a separate 2 car garage and parking. Additionally, attached 4 car garage, large swim pool, tennis court and Stable for 5 horses & riding arena, Hay storage, wash rack, multiple areas for trailers & RV parking. Beautiful Western & Southern hills views. Award winning Las Lomitas Elementary Schools K-8. Nearby to town center, easy commute routes to SF or Silicon Valley. Main house 13,590 sf per county records, 5,560 sf main level , 4,300 sf 2nd level, 3,730 sf lower level includes home theater, wine room, workout/ sauna. Not including guest house, extra 2 car garage, shop & Horse stable. Corral & stable have a separate driveway.

389 Moore RD, Woodside

Listed by Steve Lessard, 650-704-5308 from Compass
(If provided) CoList: from

$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 Fine Group Real Estate 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.