Woodside Hills Real Estate

Woodside Hills Real Estate

Welcome to Woodside Hills, a hidden gem nestled in the heart of California that perfectly marries natural beauty with modern living. This picturesque subdivision offers a serene escape from the hustle and bustle of city life while still providing easy access to urban amenities.

Woodside Hills is renowned for its stunning landscapes, featuring rolling hills, lush greenery, and breathtaking views that change with the seasons. Residents enjoy a close-knit community atmosphere, where friendly neighbors and a sense of belonging are part of everyday life. The well-maintained streets and charming homes reflect a commitment to quality and aesthetics, making this subdivision a desirable place to call home.

Families will appreciate the top-rated schools nearby, ensuring that children receive an excellent education in a supportive environment. For outdoor enthusiasts, Woodside Hills boasts numerous parks and recreational areas, perfect for hiking, biking, or simply enjoying a picnic in the sun. The nearby nature trails provide opportunities for exploration and connection with the beautiful California landscape.

Conveniently located, Woodside Hills offers easy access to major highways, making commutes to neighboring cities a breeze. Whether you're looking for vibrant dining options, shopping venues, or cultural experiences, everything you need is just a short drive away.

In Woodside Hills, you’ll find a unique blend of tranquility and convenience, making it an ideal choice for families, retirees, and everyone in between. Come discover the charm and warmth of this beautiful subdivision—your dream home awaits!

Newest Listings in Woodside Hills

$4,750,000
4 Beds ⋅ 5 Baths ⋅ 41140473 MLS ⋅ Active Status
Tucked at the end of a peaceful cul-de-sac in Woodside Hills, this beautifully reimagined single-level retreat pairs timeless ranch design with an unbeatable connection to nature. Panoramic views stretch across Hoover Tower, Moffett Field, the Dish, and Mount Hamilton — a backdrop that changes with the light throughout the day. Set on a full acre with a creekside property line, the grounds feel like a private nature escape. Deer and songbirds pass through regularly, while four terraced garden beds await your green thumb. Outdoor living is at the heart of this property, with a spacious private deck, a bocce ball court, horseshoes, a swing set, and even a chicken coop — space to entertain, play, and unwind in equal measure. A large paved driveway offers ample parking for hosting guests with ease. Inside, the open floor plan is anchored by a custom kitchen featuring a large center island, stainless steel appliances, and timeless leathered granite countertops, prized for their easy maintenance, complete with a pantry for extra storage — all flowing seamlessly into the home's entertaining spaces. The thoughtfully remodeled layout (2013) also offers true separation between private and social areas. Two en-suite bedrooms and a Jack-and-Jill bath provide flexibility for family or guests, and each of the three full bathrooms is finished with heated marble tile flooring — a quiet luxury that elevates the everyday. Finishes throughout were curated with a timeless sensibility that will feel just as fresh for years to come. This is indoor-outdoor living at its finest — a rare offering in one of the Peninsula's most sought-after enclaves.

140 Sheridan Way, Woodside
$450,000
41106236 MLS ⋅ Active Status
Tucked into the tranquil forested hills of Woodside, this serene 5.64-acre parcel offers an immersive escape into nature. Surrounded by mature trees, quiet trails, and peaceful open space, the property is perfect for those seeking solitude, fresh air, and natural beauty—just minutes from the 280 freeway and an easy route to Silicon Valley. Enjoy hiking, biking, or simply relaxing beneath the canopy in a setting that feels miles away from it all. This property is ideal for buyers who value privacy, recreation, and a deep connection to the outdoors. Adjacent 13.72-acre parcel also available (APN 075-220-280) offering a rare opportunity to acquire over 19 acres of pristine forest land in one of the Bay Area’s most desirable rural communities.

LOT27 Old La Honda Rd, Woodside
$750,000
41106235 MLS ⋅ Active Status
Tucked away in the serene hills of Woodside, this extraordinary 13.72-acre parcel offers a rare opportunity to immerse yourself in the natural beauty of a mature forest. Surrounded by towering trees, meandering trails, and peaceful wildlife, it’s a private haven for those seeking quiet reflection, outdoor adventure, or a personal retreat. Enjoy the feeling of complete seclusion while still being minutes from the 280 freeway, offering easy access to Silicon Valley and beyond. Whether you're hiking, biking, or simply unwinding under the canopy of trees, this land provides an unmatched connection to nature. A truly special slice of Woodside—offering space, solitude, and endless potential for those who value privacy and the forest lifestyle. Adjacent 5.68 Acre lot (APN 075-220-290) also currently for sale. Offering a rare opportunity to acquire over 19 acres of pristine forest land in one of the Bay Area’s most desirable rural communities.

Lot26 Old La Honda Rd, Woodside
$3,598,888
5 Beds ⋅ 5 Baths ⋅ 41077541 MLS ⋅ Coming Soon Status
Discover this luxurious home, multi-level, self-contained retreat designed for entertaining & refined living. The chef’s kitchen has dual sinks, a center island, a 6-ring gas cooktop, & a pantry, making meal prep a breeze. Spacious living room, featuring a fireplace & dual sliding doors, opens to a deck with captivating views, perfect for gatherings & a library for quiet afternoons. Enjoy a formal dining room for special occasions & relax in the cozy common room with its fireplace. This versatile home offers a dedicated exercise room, a ground-floor recreation room with a wet bar, & a private study, ideal for work-from-home needs. A cellar to rack your favorite wines with an area for tasting, & the main bedroom provides a serene retreat with a private fireplace and deck. Completing the home is a secure electric driveway gate and an attached three-car garage for convenience and storage. Thoughtfully designed, this property offers the space & amenities for a truly exceptional lifestyle!"

245 Heacox Rd, Woodside
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Based on information from California Regional Multiple Listing Service, Inc. as of . This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.