Woodside Glens is a historic, tree-lined neighborhood nestled at the base of the Santa Cruz Mountains in Woodside, CA. Known for its tight-knit community, walkable streets, and charming cottages, this neighborhood offers a rare blend of small-town atmosphere and Silicon Valley access. Located just minutes from Central Woodside, Skywood Acres, and Sand Hill Road, Woodside Glens is ideal for buyers seeking both character and convenience.
Surrounded by redwoods and open space, it’s a quiet residential pocket with a warm, neighborly feel, offering a lifestyle that feels both grounded and connected.
Homes in Woodside Glens include an eclectic mix of vintage cottages, tastefully expanded ranch homes, and newer custom builds that respect the neighborhood’s natural surroundings. Properties are typically modest in size but rich in character, often featuring gardens, stone patios, and architectural details that reflect Woodside’s rural roots.
Streets like Hillcrest Drive, Glenside Drive, and Miramontes Road are shaded by towering trees and bordered by creeks and greenbelts, creating a cozy woodland atmosphere just steps from town.
One of Woodside Glens’ most unique benefits is its proximity to Downtown Woodside, which is just a short stroll or bike ride away. Residents can easily access Roberts Market, local cafés, Woodside Library, and favorite dining spots like The Village Bakery and Buck’s of Woodside. Nearby trailheads at Huddart Park and the Woodside Trail System offer direct connections to nature.
Just minutes from Interstate 280, Stanford University, and Portola Valley, the neighborhood offers a seamless blend of seclusion and accessibility.
Woodside Glens real estate offers a rare opportunity to own a character-filled home in a walkable location with community charm. Homes here are in constant demand due to the neighborhood’s scale, setting, and access to amenities. Properties often sell quickly and may attract multiple offers, especially those that blend original charm with modern upgrades.
Working with a Woodside real estate expert who knows the nuances of this neighborhood is key. The Dana Carmel Group provides tailored guidance and exceptional service to both buyers and sellers in this tightly held community.
Woodside Glens is served by the Woodside Elementary School District and Sequoia Union High School District, including Woodside High School. The community has a strong neighbor-to-neighbor culture, with local events, holiday gatherings, and a shared pride in maintaining the area’s charm and livability.
Whether you're walking to brunch, hiking in the redwoods, or hosting neighbors on your garden patio, living in Woodside Glens offers a lifestyle that’s rooted in connection and convenience.
881 people live in Woodside Glens | Woodside, where the median age is 33 and the average individual income is $91,177. Data provided by the U.S. Census Bureau.
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There's plenty to do around Woodside Glens | Woodside, including shopping, dining, nightlife, parks, and more. Data provided by Walk Score and Yelp.
Explore popular things to do in the area, including Elisabetta Gaiani Personal Trainer, DieselFish, and Remedy Spa by Snjezana.
| Name | Category | Distance | Reviews |
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| Active | 4.16 miles | 11 reviews | 5/5 stars | |
| Active | 4.45 miles | 6 reviews | 5/5 stars | |
| Beauty | 3.83 miles | 6 reviews | 5/5 stars | |
| Beauty | 4.18 miles | 6 reviews | 5/5 stars | |
| Beauty | 3.53 miles | 6 reviews | 5/5 stars | |
| Beauty | 4.19 miles | 57 reviews | 5/5 stars | |
| Beauty | 3.91 miles | 7 reviews | 5/5 stars | |
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Woodside Glens | Woodside has 236 households, with an average household size of 4. Data provided by the U.S. Census Bureau. Here’s what the people living in Woodside Glens | Woodside do for work — and how long it takes them to get there. Data provided by the U.S. Census Bureau. 881 people call Woodside Glens | Woodside home. The population density is 1,400.78 and the largest age group is Data provided by the U.S. Census Bureau.
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From inspections to financing, contingencies can protect your interests, but they also impact your strategy in this competitive market.
Dana Carmel
From schools and neighborhoods to investment potential, here's what luxury buyers prioritize in two of Silicon Valley’s most desirable communities.
Dana CarmelDana's extensive hands-on experience in business, marketing, and construction, led her into the world of real estate. Dana uses her strong project management and organizational skills to bring excellent service and a competitive edge to her clients.
