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$4,750,000

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,

4 Beds ⋅ 5 Baths ⋅ BE41140473 MLS

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,

140 Sheridan Way, Woodside

Listed by Ella Naylor, (650) 520-9864 from Compass
(If provided) CoList: Daniel Boot from Compass

$450,000

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.

BE41106236 MLS

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

Listed by Mike Continillo, (925) 519-0794 from Villa Propertes
(If provided) CoList: from

$750,000

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.

BE41106235 MLS

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

Listed by Mike Continillo, (925) 519-0794 from Villa Propertes
(If provided) CoList: from

$1,610,000

This beautiful estate is nestled on nearly a 1.50 acre lot and is surrounded by beautiful redwood trees. This amazing, two-story mountain home offers unparalleled tranquility & privacy in a majestic setting. This rustic retreat boasts handcrafted wood features throughout the home, from the gorgeous detailing of the cabinetry in the loft, to the decorative pieces around the fireplace, to the beautiful wood beams adorning the ceilings. The first level features the kitchen that seamlessly flows into the dining room, a spacious and cozy living room, 2 bedrooms & 1 bathroom. The second level features a large, open loft, the primary bedroom suite & bathroom & two outdoor decks. While this home captivates so much history & exuberates timeless beauty, there is abundant potential to add in your own touches & transform this residence into your dream home. This property also offers a second dwelling unit with its own septic tank. The second dwelling is an unpermitted 2 bedroom, 2 bath unit with its own outdoor deck. Located in close proximity to the tech hubs of Silicon Valley, Stanford & the serene beauty of the Pacific coastline, this is an opportunity not to be missed. Don't let this chance slip away to own a slice of paradise in one of the most coveted neighborhoods in the area!

3 Beds ⋅ 2 Baths ⋅ CC41060289 MLS

This beautiful estate is nestled on nearly a 1.50 acre lot and is surrounded by beautiful redwood trees. This amazing, two-story mountain home offers unparalleled tranquility & privacy in a majestic setting. This rustic retreat boasts handcrafted wood features throughout the home, from the gorgeous detailing of the cabinetry in the loft, to the decorative pieces around the fireplace, to the beautiful wood beams adorning the ceilings. The first level features the kitchen that seamlessly flows into the dining room, a spacious and cozy living room, 2 bedrooms & 1 bathroom. The second level features a large, open loft, the primary bedroom suite & bathroom & two outdoor decks. While this home captivates so much history & exuberates timeless beauty, there is abundant potential to add in your own touches & transform this residence into your dream home. This property also offers a second dwelling unit with its own septic tank. The second dwelling is an unpermitted 2 bedroom, 2 bath unit with its own outdoor deck. Located in close proximity to the tech hubs of Silicon Valley, Stanford & the serene beauty of the Pacific coastline, this is an opportunity not to be missed. Don't let this chance slip away to own a slice of paradise in one of the most coveted neighborhoods in the area!

108 Swett Rd, Woodside

Listed by Tiffany Sutton, (925) 854-8079 from Compass
(If provided) CoList: from

Sold listing courtesy of Mike Bohnert from CBR