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Come build your compound in Central Woodside! Within walking distance to the Town Center shops & restaurants and highly acclaimed Woodside Elementary K-8. This exceptional property is nestled on just over 4 acres (175,977sf) offering a rare combination of privacy with lovely views of the western hills. A private oasis, consisting of the main 2 BR/2 BA home approx. 2000sf, and 3 additional residences, which offers a unique opportunity for a builder or developer to generate rental income while plans are designed and construction is underway. There is an original horse barn and corral on the property. Located in one of the worlds most exclusive zip codes, nearby Venture Capital hub Sandhill Road, Stanford University & Silicon Valley. Set amid the natural beauty of Woodside, enjoy all of the renowned hiking, biking and horseback trails that make Woodside such a special place. Easy access to major commuter routes 280, 92 and 101 This is a rare opportunity to create a private estate!

ML82066933 MLS

Come build your compound in Central Woodside! Within walking distance to the Town Center shops & restaurants and highly acclaimed Woodside Elementary K-8. This exceptional property is nestled on just over 4 acres (175,977sf) offering a rare combination of privacy with lovely views of the western hills. A private oasis, consisting of the main 2 BR/2 BA home approx. 2000sf, and 3 additional residences, which offers a unique opportunity for a builder or developer to generate rental income while plans are designed and construction is underway. There is an original horse barn and corral on the property. Located in one of the worlds most exclusive zip codes, nearby Venture Capital hub Sandhill Road, Stanford University & Silicon Valley. Set amid the natural beauty of Woodside, enjoy all of the renowned hiking, biking and horseback trails that make Woodside such a special place. Easy access to major commuter routes 280, 92 and 101 This is a rare opportunity to create a private estate!

388 Albion AVE, Woodside

0 Misty Ridge Road (0 Skyline Boulevard), Woodside

$1,950,000

The end of Misty Ridge Road gives way to open land and mountain air. With 17.46 acres of exceptional undeveloped estate land in Woodside's coveted Skyline corridor, this parcel offers extraordinary privacy, elevation and separation from the outside world, this rare property presents the opportunity to create a truly private single-family estate surrounded by nature and commanding approximately 270-degree panoramic views. Set within the dramatic Santa Cruz Mountains, the property features a substantial natural building area overlooking rolling foothills, with the distant Pacific Ocean visible along the horizon. The lower northeastern portion transitions naturally toward Arroyo Creek, where a mature grove of trees adds privacy and character. Access is provided by a long, approximately 20-foot-wide corridor from Misty Ridge Road, creating the potential for a distinctive private approach to the future residence. Imagine a gated arrival, a secluded drive and an architectural retreat emerging from the landscapedesigned around the contours of the land with expansive glass, sophisticated indoor-outdoor living and uninterrupted views of mountains, nature and the Pacific beyond. A rare opportunity to create a legacy estate in one of the Bay Area's most extraordinary natural settings.

ML82066221 MLS

The end of Misty Ridge Road gives way to open land and mountain air. With 17.46 acres of exceptional undeveloped estate land in Woodside's coveted Skyline corridor, this parcel offers extraordinary privacy, elevation and separation from the outside world, this rare property presents the opportunity to create a truly private single-family estate surrounded by nature and commanding approximately 270-degree panoramic views. Set within the dramatic Santa Cruz Mountains, the property features a substantial natural building area overlooking rolling foothills, with the distant Pacific Ocean visible along the horizon. The lower northeastern portion transitions naturally toward Arroyo Creek, where a mature grove of trees adds privacy and character. Access is provided by a long, approximately 20-foot-wide corridor from Misty Ridge Road, creating the potential for a distinctive private approach to the future residence. Imagine a gated arrival, a secluded drive and an architectural retreat emerging from the landscapedesigned around the contours of the land with expansive glass, sophisticated indoor-outdoor living and uninterrupted views of mountains, nature and the Pacific beyond. A rare opportunity to create a legacy estate in one of the Bay Area's most extraordinary natural settings.

0 Misty Ridge Road (0 Skyline Boulevard), Woodside

$5,495,000

Beautiful country chic style. Completely transformed inside and out, this beautifully reimagined home captures the essence of sophisticated country chic in a remarkably private and peaceful setting. Expanded & extensively renovated with all-new infrastructure, the one-story home showcases exceptional attention to detail, with French oak hardwood floors, custom millwork, and beautifully crafted doors and windows. A beamed and paneled cathedral ceiling lends architectural character to the spacious living room, while an inviting dining area, designer kitchen with Calacatta marble finishes, & separate family room provide comfortable spaces for everyday living & entertaining. Three bedrooms & three baths include two lovely suites, each opening to a private garden setting. The setting is equally enchanting, with exceptional privacy amid expansive, level grounds and lush landscaping that creates a secluded retreat. Two distinct garden areas, each with bluestone terraces and lawn, provide inviting spaces for relaxation & entertaining, all against a backdrop of western hill views. Despite the wonderful sense of seclusion, Woodside town center is less than one-half mile away, with its restaurants, shops, and small-town atmosphere, & the property is within the acclaimed Woodside Elementary.

3 Beds ⋅ 3 Baths ⋅ ML82066217 MLS

Beautiful country chic style. Completely transformed inside and out, this beautifully reimagined home captures the essence of sophisticated country chic in a remarkably private and peaceful setting. Expanded & extensively renovated with all-new infrastructure, the one-story home showcases exceptional attention to detail, with French oak hardwood floors, custom millwork, and beautifully crafted doors and windows. A beamed and paneled cathedral ceiling lends architectural character to the spacious living room, while an inviting dining area, designer kitchen with Calacatta marble finishes, & separate family room provide comfortable spaces for everyday living & entertaining. Three bedrooms & three baths include two lovely suites, each opening to a private garden setting. The setting is equally enchanting, with exceptional privacy amid expansive, level grounds and lush landscaping that creates a secluded retreat. Two distinct garden areas, each with bluestone terraces and lawn, provide inviting spaces for relaxation & entertaining, all against a backdrop of western hill views. Despite the wonderful sense of seclusion, Woodside town center is less than one-half mile away, with its restaurants, shops, and small-town atmosphere, & the property is within the acclaimed Woodside Elementary.

136 Bardet RD, Woodside

$2,995,000

A unique opportunity awaits to restore this significant contemporary estate on approximately 7.1 acres with dramatic San Francisco Bay & East Bay hill views from all three levels. Built in 1991 & spanning more than 7,000 square feet of living space, the home is distinguished by commanding architecture with soaring ceilings, expansive walls of glass, skylights, steel cable-strung railings, & glass-block details. Some rooms currently have no finished flooring, drywall has been removed in select areas, & some doors & windows are in need of repair presenting the opportunity to restore & reimagine the interiors while retaining the home's distinctive architectural framework. Numerous terraces & balconies take full advantage of the Bay views & surrounding wooded setting. Level tiered front grounds, deck, & playground provide additional outdoor space. Reached via private gated road, the parklike setting feels exceptionally secluded & adjoins 942-acre Wunderlich Park with miles of hiking & riding trails, yet Woodside Town Center is just 15 minutes away. Access to acclaimed Woodside Elementary School further enhances this exceptional opportunity to restore a substantial Woodside estate to its full potential.

6 Beds ⋅ 7 Baths ⋅ ML82066176 MLS

A unique opportunity awaits to restore this significant contemporary estate on approximately 7.1 acres with dramatic San Francisco Bay & East Bay hill views from all three levels. Built in 1991 & spanning more than 7,000 square feet of living space, the home is distinguished by commanding architecture with soaring ceilings, expansive walls of glass, skylights, steel cable-strung railings, & glass-block details. Some rooms currently have no finished flooring, drywall has been removed in select areas, & some doors & windows are in need of repair presenting the opportunity to restore & reimagine the interiors while retaining the home's distinctive architectural framework. Numerous terraces & balconies take full advantage of the Bay views & surrounding wooded setting. Level tiered front grounds, deck, & playground provide additional outdoor space. Reached via private gated road, the parklike setting feels exceptionally secluded & adjoins 942-acre Wunderlich Park with miles of hiking & riding trails, yet Woodside Town Center is just 15 minutes away. Access to acclaimed Woodside Elementary School further enhances this exceptional opportunity to restore a substantial Woodside estate to its full potential.

1190 Bear Gulch RD, Woodside

$4,195,000

Set in Woodside Glens and the K-8 Woodside Elementary School District, about a mile from Town Center, this light-filled ~3,000 sq ft home has six bedrooms, three full baths, and a skylit office. A 2024 addition joined the 1920s home, giving you room for everyone, whether you need kids' bedrooms, home offices, guests, or a gym. Iron-and-glass front doors open to a cathedral entry and a living room with vaulted ceilings and exposed wood beams. The great room includes a white quartz kitchen with a peninsula and Bosch gas range, a sitting area, and glass-walled dining. The main level includes three bedrooms, a bath with a marble-topped vanity, and a closet ready for a second stacked washer/dryer. Upstairs, the skylit primary suite has a loft, walk-in closet, heated bath floors, curbless shower for two, and a balcony for sunsets over the hills. Downstairs, a bonus lounge with a beverage cooler, 65-inch TV, and in-wall audio opens through stacking glass doors to the terrace, alongside two bedrooms, the office, a full bath, and the main laundry room. Relax on the front porch, or entertain on the terrace by the heritage oak, with a pergola and outdoor kitchen. Includes smart lighting, audio, fire sprinklers, RV hookups, and a 50-amp outlet for EV in the garage.

6 Beds ⋅ 3 Baths ⋅ ML82066102 MLS

Set in Woodside Glens and the K-8 Woodside Elementary School District, about a mile from Town Center, this light-filled ~3,000 sq ft home has six bedrooms, three full baths, and a skylit office. A 2024 addition joined the 1920s home, giving you room for everyone, whether you need kids' bedrooms, home offices, guests, or a gym. Iron-and-glass front doors open to a cathedral entry and a living room with vaulted ceilings and exposed wood beams. The great room includes a white quartz kitchen with a peninsula and Bosch gas range, a sitting area, and glass-walled dining. The main level includes three bedrooms, a bath with a marble-topped vanity, and a closet ready for a second stacked washer/dryer. Upstairs, the skylit primary suite has a loft, walk-in closet, heated bath floors, curbless shower for two, and a balcony for sunsets over the hills. Downstairs, a bonus lounge with a beverage cooler, 65-inch TV, and in-wall audio opens through stacking glass doors to the terrace, alongside two bedrooms, the office, a full bath, and the main laundry room. Relax on the front porch, or entertain on the terrace by the heritage oak, with a pergola and outdoor kitchen. Includes smart lighting, audio, fire sprinklers, RV hookups, and a 50-amp outlet for EV in the garage.

118 Hillside DR, Woodside

$29,995,000

This exceptional property spans more than 3 acres with sweeping western hill views and 9,880 square feet of total living space. The main home was completely rebuilt in 2000, and in 2025, an entirely new guest house and entertainment complex was added to the estate. The classically styled main residence features nearly every room opening to the views and includes a state-of-the-art theater and temperature-controlled wine cellar. The newly completed guest house showcases authentic European detail with roof tiles handmade in Provence and Genoise eaves, complemented with modern construction and smart home technology. A new saltwater pool and spa, nearly 60 feet in length, is surrounded by an expansive terrace with sound system, outdoor kitchen, pizza oven, and easy catering access. The south-facing grounds are equally impressive, with a 310-vine Cabernet vineyard, heritage olive trees and oaks, a parterre rose garden, bountiful orchard, and raised vegetable beds. Reflecting timeless European elegance and exceptional craftsmanship, the estate is remarkably private, with far-reaching views enhancing the entire setting and all midway between Silicon Valley and San Francisco.

8 Beds ⋅ 7 Baths ⋅ ML82065658 MLS

This exceptional property spans more than 3 acres with sweeping western hill views and 9,880 square feet of total living space. The main home was completely rebuilt in 2000, and in 2025, an entirely new guest house and entertainment complex was added to the estate. The classically styled main residence features nearly every room opening to the views and includes a state-of-the-art theater and temperature-controlled wine cellar. The newly completed guest house showcases authentic European detail with roof tiles handmade in Provence and Genoise eaves, complemented with modern construction and smart home technology. A new saltwater pool and spa, nearly 60 feet in length, is surrounded by an expansive terrace with sound system, outdoor kitchen, pizza oven, and easy catering access. The south-facing grounds are equally impressive, with a 310-vine Cabernet vineyard, heritage olive trees and oaks, a parterre rose garden, bountiful orchard, and raised vegetable beds. Reflecting timeless European elegance and exceptional craftsmanship, the estate is remarkably private, with far-reaching views enhancing the entire setting and all midway between Silicon Valley and San Francisco.

307 Olive Hill LN, Woodside

$2,100,000

Welcome to this exceptional 3-bedroom, 2.5-bath Woodside home, built in 2004 and tucked away in a private, secure setting on an expansive 31,798 sq. ft. lot. Surrounded by mature trees & lush landscaping, this property offers a peaceful, park-like retreat where timeless character meets modern comfort.The open chefs kitchen features stainless steel appliances and a dining area that flows seamlessly into the spacious living room w/ soaring vaulted ceilings. The thoughtfully designed floor plan includes a family room & an office that can be a bdrm on the main level and three bdrms upstairs, including a luxurious primary suite w/ a walk-in closet, private deck & spa-inspired bathroom w/ jacuzzi bath & steam shower.The spectacular grounds offer a private, wooded setting w/ mature trees, lush landscaping, Hot Tub, gardens & inviting deck. Features wood floors, freshly painted interior, laundry rm, updated baths, attached 2 plus car garage & an expansive driveway w/ ample parking. Enjoy the best of nature & convenience w/ easy access to Hwy 92/280/101 & approx. 20 min to San Mateo or HMB. Prime location near Top Rated schools, parks, hiking & mountain biking trails, including Skeggs Point & Purisima Creek & cycling routes. A rare opportunity to enjoy the beauty of Woodside living.

3 Beds ⋅ 3 Baths ⋅ ML82065637 MLS

Welcome to this exceptional 3-bedroom, 2.5-bath Woodside home, built in 2004 and tucked away in a private, secure setting on an expansive 31,798 sq. ft. lot. Surrounded by mature trees & lush landscaping, this property offers a peaceful, park-like retreat where timeless character meets modern comfort.The open chefs kitchen features stainless steel appliances and a dining area that flows seamlessly into the spacious living room w/ soaring vaulted ceilings. The thoughtfully designed floor plan includes a family room & an office that can be a bdrm on the main level and three bdrms upstairs, including a luxurious primary suite w/ a walk-in closet, private deck & spa-inspired bathroom w/ jacuzzi bath & steam shower.The spectacular grounds offer a private, wooded setting w/ mature trees, lush landscaping, Hot Tub, gardens & inviting deck. Features wood floors, freshly painted interior, laundry rm, updated baths, attached 2 plus car garage & an expansive driveway w/ ample parking. Enjoy the best of nature & convenience w/ easy access to Hwy 92/280/101 & approx. 20 min to San Mateo or HMB. Prime location near Top Rated schools, parks, hiking & mountain biking trails, including Skeggs Point & Purisima Creek & cycling routes. A rare opportunity to enjoy the beauty of Woodside living.

225 Old Ranch RD, Woodside

$1,890,000

ONE LEVEL LIVING- The Comfort of a Classic. HOME is on Redwood Terrace, off of Skyline. Discover life among the redwoods in this inviting single-level California ranch home, situated on approximately half an acre of level, fenced grounds along Woodside's Scenic Skyline Boulevard. Surrounded by towering redwoods and beautiful natural scenery, this private woodland retreat combines the warmth of solid redwood construction with natural stone accents, vaulted ceilings, skylights, and generous windows that bring the outdoors in. The dramatic living room features exposed beams, wood floors, and a handsome stone fireplace, with views of the woods/garden and flagstone patio. A remodeled kitchen with stainless steel appliances opens to a spacious dining area overlooking the surrounding forest. The thoughtfully designed floor plan includes three bedrooms with generous closets, two full bathrooms, a separate laundry room, ample storage, and an attached two-car garage. Just around the corner from the iconic Mountain House restaurant and nearby hiking trails, the property offers convenient access to the Peninsula, Silicon Valley, and the coast. Possible ADU and expansion potential.

3 Beds ⋅ 2 Baths ⋅ ML82065423 MLS

ONE LEVEL LIVING- The Comfort of a Classic. HOME is on Redwood Terrace, off of Skyline. Discover life among the redwoods in this inviting single-level California ranch home, situated on approximately half an acre of level, fenced grounds along Woodside's Scenic Skyline Boulevard. Surrounded by towering redwoods and beautiful natural scenery, this private woodland retreat combines the warmth of solid redwood construction with natural stone accents, vaulted ceilings, skylights, and generous windows that bring the outdoors in. The dramatic living room features exposed beams, wood floors, and a handsome stone fireplace, with views of the woods/garden and flagstone patio. A remodeled kitchen with stainless steel appliances opens to a spacious dining area overlooking the surrounding forest. The thoughtfully designed floor plan includes three bedrooms with generous closets, two full bathrooms, a separate laundry room, ample storage, and an attached two-car garage. Just around the corner from the iconic Mountain House restaurant and nearby hiking trails, the property offers convenient access to the Peninsula, Silicon Valley, and the coast. Possible ADU and expansion potential.

13660 Skyline BLVD, Woodside

$1,725,000

One-of-a-kind mountain oasis on a spacious, sunny lot! This charming 1930s log cabin cottage getaway features an impeccable newer construction primary suite addition, set on a fenced ~1/3 acre of natural, drought-resistant landscaping surrounded by majestic redwoods. The open kitchen boasts granite counters and a six-burner gas range, flowing seamlessly into light-filled living spaces with high ceilings and radiant heated hardwood and tile floors throughout. Relax or entertain on the expansive south-facing deck with morning and afternoon sun and stunning views. Includes a large detached single-car garage with an EV charger, extra storage, and attic, plus parking for multiple vehicles. Enjoy an ideal location within walking distance to Alices Restaurant, Skywood Trading Post, and endless hiking and biking trails. Excellent proximity for commuting: top-rated Portola Valley Elementary and Middle School, Woodside High School, just 15 minutes to HWY 280 at Sand Hill Rd, and 20 minutes to Stanford University. Easy access to HWY 35 (Skyline Blvd) and HWY 84 (Woodside Rd) connecting to Silicon Valley or the coast. Old-world character meets modern amenities in a welcoming, close-knit community!

3 Beds ⋅ 2 Baths ⋅ ML82064962 MLS

One-of-a-kind mountain oasis on a spacious, sunny lot! This charming 1930s log cabin cottage getaway features an impeccable newer construction primary suite addition, set on a fenced ~1/3 acre of natural, drought-resistant landscaping surrounded by majestic redwoods. The open kitchen boasts granite counters and a six-burner gas range, flowing seamlessly into light-filled living spaces with high ceilings and radiant heated hardwood and tile floors throughout. Relax or entertain on the expansive south-facing deck with morning and afternoon sun and stunning views. Includes a large detached single-car garage with an EV charger, extra storage, and attic, plus parking for multiple vehicles. Enjoy an ideal location within walking distance to Alices Restaurant, Skywood Trading Post, and endless hiking and biking trails. Excellent proximity for commuting: top-rated Portola Valley Elementary and Middle School, Woodside High School, just 15 minutes to HWY 280 at Sand Hill Rd, and 20 minutes to Stanford University. Easy access to HWY 35 (Skyline Blvd) and HWY 84 (Woodside Rd) connecting to Silicon Valley or the coast. Old-world character meets modern amenities in a welcoming, close-knit community!

252 Blakewood WAY, Woodside

$750,000

Soar Above the Ordinary in Exclusive Skywood Acres Nestled in Woodsides prestigious Skywood Acres, this 6.27-acre sanctuary is wrapped in a majestic, towering redwood grove. The property is home to a designer treehouse featured in The Wall Street Journals Mansion Section article, "Tree Houses for Grown-Ups"a striking spark for your own architectural vision high among the canopy. This treasured land has been in one family for nearly 50 years. Complete with power to the site, this peaceful forest setting offers an extraordinary blank canvas ready for your imagination. Buyer to verify all property details, utility connections, and development potential to suit their vision.

ML82064504 MLS

Soar Above the Ordinary in Exclusive Skywood Acres Nestled in Woodsides prestigious Skywood Acres, this 6.27-acre sanctuary is wrapped in a majestic, towering redwood grove. The property is home to a designer treehouse featured in The Wall Street Journals Mansion Section article, "Tree Houses for Grown-Ups"a striking spark for your own architectural vision high among the canopy. This treasured land has been in one family for nearly 50 years. Complete with power to the site, this peaceful forest setting offers an extraordinary blank canvas ready for your imagination. Buyer to verify all property details, utility connections, and development potential to suit their vision.

25 Still Creek, Woodside

$14,800,000

Come build your compound in Central Woodside! Within walking distance to the Town Center shops & restaurants and highly acclaimed Woodside Elementary K-8. This exceptional property is nestled on just over 4 acres (175,977sf) offering a rare combination of privacy with lovely views of the western hills. A private oasis, consisting of 3 separate cottages (main house is approx. 2000sf but not verified) offers a unique opportunity for a builder or developer to generate rental income while plans are designed and construction is underway. Located in one of the worlds most exclusive zip codes, nearby Venture Capital hub Sandhill Road, Stanford University & Silicon Valley. Set amid the natural beauty of Woodside, enjoy all of the renowned hiking, biking and horseback trails that make Woodside such a special place. Easy access to major commuter routes 280, 92 and 101 This is a rare opportunity to create a private estate!

2 Beds ⋅ 2 Baths ⋅ ML82064344 MLS

Come build your compound in Central Woodside! Within walking distance to the Town Center shops & restaurants and highly acclaimed Woodside Elementary K-8. This exceptional property is nestled on just over 4 acres (175,977sf) offering a rare combination of privacy with lovely views of the western hills. A private oasis, consisting of 3 separate cottages (main house is approx. 2000sf but not verified) offers a unique opportunity for a builder or developer to generate rental income while plans are designed and construction is underway. Located in one of the worlds most exclusive zip codes, nearby Venture Capital hub Sandhill Road, Stanford University & Silicon Valley. Set amid the natural beauty of Woodside, enjoy all of the renowned hiking, biking and horseback trails that make Woodside such a special place. Easy access to major commuter routes 280, 92 and 101 This is a rare opportunity to create a private estate!

388 Albion AVE, Woodside

$19,950,000

Newly constructed modern residence by Keightley Builders defined by exceptional architecture, abundant natural light, and a private knoll-top setting. 8,275 sf of living space and 1,055 sf garage pair elegant design with a sense of calm in a private, park-like setting. Enter the main floor to walls of glass, a sculptural floating staircase, an inviting living room, a guest bedroom and a great room comprised of a spacious chefs kitchen with adjacent dining and family rooms separated by a striking two-way gas fireplace. Fleetwood sliding doors open to an entertaining deck, pool with spa, Baja shelf and lap lane and a BBQ seating area around gas fed fireplace. Upstairs, privacy and tranquil views define the luxurious primary suite and three additional en-suite bedrooms. The lower level creates a more private dimension for work, wellness and recreation with dedicated rooms for fitness, yoga, a home office, a spacious media room and a temperature controlled wine cellar. Refined aesthetics throughout include wide plank white oak hardwood floors, custom lighting, natural stonework and designer fixtures. A beautifully appointed detached 2 BR guesthouse and adjoining pool house create an independent retreat for family and friends. Come see this spectacular one of a kind estate!

5 Beds ⋅ 7 Baths ⋅ ML82064103 MLS

Newly constructed modern residence by Keightley Builders defined by exceptional architecture, abundant natural light, and a private knoll-top setting. 8,275 sf of living space and 1,055 sf garage pair elegant design with a sense of calm in a private, park-like setting. Enter the main floor to walls of glass, a sculptural floating staircase, an inviting living room, a guest bedroom and a great room comprised of a spacious chefs kitchen with adjacent dining and family rooms separated by a striking two-way gas fireplace. Fleetwood sliding doors open to an entertaining deck, pool with spa, Baja shelf and lap lane and a BBQ seating area around gas fed fireplace. Upstairs, privacy and tranquil views define the luxurious primary suite and three additional en-suite bedrooms. The lower level creates a more private dimension for work, wellness and recreation with dedicated rooms for fitness, yoga, a home office, a spacious media room and a temperature controlled wine cellar. Refined aesthetics throughout include wide plank white oak hardwood floors, custom lighting, natural stonework and designer fixtures. A beautifully appointed detached 2 BR guesthouse and adjoining pool house create an independent retreat for family and friends. Come see this spectacular one of a kind estate!

235 Harcross RD, Woodside

$1,599,000

This enchanting Woodside retreat offers an exceptional blend of privacy, natural beauty, and effortless indoor-outdoor living. Take in the magical, natural setting capturing serene views of the redwood trees, valley, and spectacular sunsets. The thoughtful floor plan and wood throughout, combine timeless character with inviting warmth. On the main level, a formal living room with fireplace flows to the dining area, full bath, with claw foot tub, whiskey bar, and welcoming kitchen and family room, with wood-burning stove. Upstairs, three bedrooms and a bathroom, provide comfort and privacy. Most notable, a light-filled primary suite is a true sanctuary, featuring built-in cabinetry, two walk-in closets, and double doors opening to breathtaking valley and sunset views. Wrap around Ipe decks extend the living space outdoors, offering ideal venues for morning coffee, sunset gatherings, entertaining, or quiet moments beneath the redwoods. Extra storage for firewood, next to detached two-car garage. Near coveted Kings Mountain Elem. School. Rarely does a home offer the combination of seclusion, scenery, lifestyle appeal, with easy access to 92, 280, and 101. Additional two lots, next to the house, included in the sale. This Woodside property is an opportunity not to be missed.

3 Beds ⋅ 2 Baths ⋅ ML82063250 MLS

This enchanting Woodside retreat offers an exceptional blend of privacy, natural beauty, and effortless indoor-outdoor living. Take in the magical, natural setting capturing serene views of the redwood trees, valley, and spectacular sunsets. The thoughtful floor plan and wood throughout, combine timeless character with inviting warmth. On the main level, a formal living room with fireplace flows to the dining area, full bath, with claw foot tub, whiskey bar, and welcoming kitchen and family room, with wood-burning stove. Upstairs, three bedrooms and a bathroom, provide comfort and privacy. Most notable, a light-filled primary suite is a true sanctuary, featuring built-in cabinetry, two walk-in closets, and double doors opening to breathtaking valley and sunset views. Wrap around Ipe decks extend the living space outdoors, offering ideal venues for morning coffee, sunset gatherings, entertaining, or quiet moments beneath the redwoods. Extra storage for firewood, next to detached two-car garage. Near coveted Kings Mountain Elem. School. Rarely does a home offer the combination of seclusion, scenery, lifestyle appeal, with easy access to 92, 280, and 101. Additional two lots, next to the house, included in the sale. This Woodside property is an opportunity not to be missed.

164 Filbert RD, Woodside

$4,850,000

775 West California Way is calling you home! Located in the highly regarded Woodside School District and ideally situated near Woodside Town Center, this meticulously maintained retreat has been loved by the same family for more than 50 years. Set on nearly an acre, this approx. 3,060 sq ft oasis offers 4 bedrooms, 2.5 baths, oversized garage space, abundant storage and an expansive lower-level bonus room with separate entrance. Natural light and gleaming hardwood floors fill the formal living room, dining room and family room. Create memorable meals with a Wolf cooktop, host holiday gatherings, or spend summer days around the beautiful pool. Enjoy the charm of Woodside with local favorites including Roberts Market, Roberts Hardware, Bucks Restaurant, The Village Bakery and The Village Pub nearby. Private yet convenient to San Francisco and Silicon Valley, this is more than a house - it's a place to make memories and call home!

4 Beds ⋅ 3 Baths ⋅ ML82063093 MLS

775 West California Way is calling you home! Located in the highly regarded Woodside School District and ideally situated near Woodside Town Center, this meticulously maintained retreat has been loved by the same family for more than 50 years. Set on nearly an acre, this approx. 3,060 sq ft oasis offers 4 bedrooms, 2.5 baths, oversized garage space, abundant storage and an expansive lower-level bonus room with separate entrance. Natural light and gleaming hardwood floors fill the formal living room, dining room and family room. Create memorable meals with a Wolf cooktop, host holiday gatherings, or spend summer days around the beautiful pool. Enjoy the charm of Woodside with local favorites including Roberts Market, Roberts Hardware, Bucks Restaurant, The Village Bakery and The Village Pub nearby. Private yet convenient to San Francisco and Silicon Valley, this is more than a house - it's a place to make memories and call home!

775 W California WAY, Woodside

$4,850,000

Rarely available flat lot and ideally located close to Woodside Town Center, this inviting single-level ranch-style home combines timeless appeal with exceptional flexibility and private outdoor living. A welcoming front porch and newly refreshed interiors. The spacious living and dining room combination is anchored by a gas fireplace, creating an inviting setting for both everyday living and entertaining. The bright kitchen features white-painted cabinetry, granite countertops, a tumbled stone backsplash, and stainless-steel appliances, including dual ovens and a Bosch refrigerator. A skylight brings in abundant natural light, while a walk-in pantry provides excellent storage. The adjoining breakfast area opens directly to the rear grounds, where the stone patio, low stone detailed seating walls, and expansive level lawn create a private, sun-filled setting for outdoor enjoyment. Three bedrooms are located together, including the primary suite with views of the backyard, while two additional rooms and half bath in a separate wing offer tremendous versatility for a dedicated office, gym, recreation room, or other lifestyle needs. Just minutes from Roberts Market, Woodside Town Center, and Highway 280, the home also enjoys access to acclaimed Woodside Elementary School.

3 Beds ⋅ 3 Baths ⋅ ML82062831 MLS

Rarely available flat lot and ideally located close to Woodside Town Center, this inviting single-level ranch-style home combines timeless appeal with exceptional flexibility and private outdoor living. A welcoming front porch and newly refreshed interiors. The spacious living and dining room combination is anchored by a gas fireplace, creating an inviting setting for both everyday living and entertaining. The bright kitchen features white-painted cabinetry, granite countertops, a tumbled stone backsplash, and stainless-steel appliances, including dual ovens and a Bosch refrigerator. A skylight brings in abundant natural light, while a walk-in pantry provides excellent storage. The adjoining breakfast area opens directly to the rear grounds, where the stone patio, low stone detailed seating walls, and expansive level lawn create a private, sun-filled setting for outdoor enjoyment. Three bedrooms are located together, including the primary suite with views of the backyard, while two additional rooms and half bath in a separate wing offer tremendous versatility for a dedicated office, gym, recreation room, or other lifestyle needs. Just minutes from Roberts Market, Woodside Town Center, and Highway 280, the home also enjoys access to acclaimed Woodside Elementary School.

25 Corto LN, Woodside

$3,489,000

Beautifully updated interiors & striking architectural character define this exceptional home in the Glens newly built in 2007. Tucked away at the end of a peaceful cul-de-sac just one mile from the Woodside town shopping & acclaimed restaurants as well as the highly rated TK-8 Woodside Elementary school. Framed by custom Corten-style fencing, terraced gardens, & underground utilities rarely found in this neighborhood, the property presents an added sense of privacy & refinement. Freshly painted interiors & hardwood floors introduce warm, inviting spaces filled with natural light. Original architectural details are complemented by contemporary finishes, custom cabinetry, granite surfaces, & expansive windows & sliding glass doors opening to the outdoor living areas. Cathedral ceilings enhance the open-concept design, creating wonderful scale for everyday living & entertaining. Flexible floor plan, spacious primary suite with fireplace, customized walk-in closet, & newly finished bath. There is also expansion & ADU potential (subject to Town approval & applicable development standards). Fully fenced front & rear yard offer expansive areas for entertaining & relaxation with a level rear lawn, expansive deck, paver stone terrace, & large spa, all in a tranquil park-like setting.

4 Beds ⋅ 3 Baths ⋅ ML82062642 MLS

Beautifully updated interiors & striking architectural character define this exceptional home in the Glens newly built in 2007. Tucked away at the end of a peaceful cul-de-sac just one mile from the Woodside town shopping & acclaimed restaurants as well as the highly rated TK-8 Woodside Elementary school. Framed by custom Corten-style fencing, terraced gardens, & underground utilities rarely found in this neighborhood, the property presents an added sense of privacy & refinement. Freshly painted interiors & hardwood floors introduce warm, inviting spaces filled with natural light. Original architectural details are complemented by contemporary finishes, custom cabinetry, granite surfaces, & expansive windows & sliding glass doors opening to the outdoor living areas. Cathedral ceilings enhance the open-concept design, creating wonderful scale for everyday living & entertaining. Flexible floor plan, spacious primary suite with fireplace, customized walk-in closet, & newly finished bath. There is also expansion & ADU potential (subject to Town approval & applicable development standards). Fully fenced front & rear yard offer expansive areas for entertaining & relaxation with a level rear lawn, expansive deck, paver stone terrace, & large spa, all in a tranquil park-like setting.

63 Ridge CT, Woodside

$65,000,000

Completed in 2023 on Woodside's most premier central corridor, a Cul De Sac off Mountain Home Road. This 3 acre Tuscan inspired estate property is a masterpiece of design that blends the finest materials from around the globe. Breathtaking displays of quartzite evoke artful elegance, while floors of marble and French oak exude timeless sophistication. Every detail is crafted with precision- French oak cabinetry, ceilings, and trim, coupled with Venetian plastered walls in the grand public rooms, softly illuminated by chandeliers from Spain. Designed to perfection for today's lifestyle, the great room serves as the heart of the home, offering a magnificent kitchen with a seamless flow to the loggia and vast private grounds. Five bedroom suites, including both main and upper level primary suites, provide ultimate flexibility and privacy. The guest house mirrors the main residence's impeccable standards, complete with a full kitchen, bedroom, two baths, and sauna. The estate's grandeur extends outdoors with a wrap around loggia with fireplace, 60 foot pool and spa with canopy jets, fully fenced tennis court, expansive lawns and meadows. Located in one of the country's most exclusive Silicon Valley zip codes, nearby Venture Capital hub Sandhill Road, Stanford Univ. & Silicon Valley.

5 Beds ⋅ 6 Baths ⋅ ML82032838 MLS

Completed in 2023 on Woodside's most premier central corridor, a Cul De Sac off Mountain Home Road. This 3 acre Tuscan inspired estate property is a masterpiece of design that blends the finest materials from around the globe. Breathtaking displays of quartzite evoke artful elegance, while floors of marble and French oak exude timeless sophistication. Every detail is crafted with precision- French oak cabinetry, ceilings, and trim, coupled with Venetian plastered walls in the grand public rooms, softly illuminated by chandeliers from Spain. Designed to perfection for today's lifestyle, the great room serves as the heart of the home, offering a magnificent kitchen with a seamless flow to the loggia and vast private grounds. Five bedroom suites, including both main and upper level primary suites, provide ultimate flexibility and privacy. The guest house mirrors the main residence's impeccable standards, complete with a full kitchen, bedroom, two baths, and sauna. The estate's grandeur extends outdoors with a wrap around loggia with fireplace, 60 foot pool and spa with canopy jets, fully fenced tennis court, expansive lawns and meadows. Located in one of the country's most exclusive Silicon Valley zip codes, nearby Venture Capital hub Sandhill Road, Stanford Univ. & Silicon Valley.

7 Blue Ridge LN, Woodside

$1,950,000

Skyline corridor on nearly one-half acre with spectacular unobstructed ocean views and easy access to both the Peninsula and the coast. The two-story floor plan features vaulted beamed ceilings, angled transom windows, and abundant natural light. The main level has a spacious living room with fireplace, dining area opening to the view deck, an updated eat-in kitchen, plus the primary suite, two additional bedrooms, and a bath. The lower level includes a large family room with fireplace and wet bar, full bath, laundry room, and access to the 2-car garage. Detached bonus studio with wet bar and bath provides flexible space for guests, office, or hobbies. Expansive wraparound deck with ocean views plus covered and open patios extend the living space outdoors. Just one-half mile from a trailhead to Purisima Creek Redwoods Preserve with miles of hiking and equestrian trails, 5 miles to Highways 92 and 8 miles to Highway 84 for access throughout the Peninsula and to the coast. Excellent Kings Mountain Elementary School.

3 Beds ⋅ 3 Baths ⋅ ML82059245 MLS

Skyline corridor on nearly one-half acre with spectacular unobstructed ocean views and easy access to both the Peninsula and the coast. The two-story floor plan features vaulted beamed ceilings, angled transom windows, and abundant natural light. The main level has a spacious living room with fireplace, dining area opening to the view deck, an updated eat-in kitchen, plus the primary suite, two additional bedrooms, and a bath. The lower level includes a large family room with fireplace and wet bar, full bath, laundry room, and access to the 2-car garage. Detached bonus studio with wet bar and bath provides flexible space for guests, office, or hobbies. Expansive wraparound deck with ocean views plus covered and open patios extend the living space outdoors. Just one-half mile from a trailhead to Purisima Creek Redwoods Preserve with miles of hiking and equestrian trails, 5 miles to Highways 92 and 8 miles to Highway 84 for access throughout the Peninsula and to the coast. Excellent Kings Mountain Elementary School.

115 Forest View RD, Woodside

$3,389,000

There is a particular quiet at 411 Glenwood Avenue. Stand on the main level and look through walls of glass. The first thing you notice is the treetops. The second is what you do not see: neighbors. The Oak canopy and the open expanse of the Joan Olson Preserve fill the windows instead. Friends who visit call it the Treehouse. Built in 1959, the home keeps its mid-century bones: mahogany paneling, a brick fireplace, and warm cork and hardwood floors. The kitchen opens to the great room, with stone counters and a gas cooktop. Walls of glass open onto a broad deck for slow dinners, the preserve as backdrop. Upstairs, the bedrooms share that same treetop view. Downstairs adds real flexibility: an open room with a slider to a flat, green yard, suited to an office or playroom, an en suite bedroom with its own patio, plus laundry and storage. Cross the street and you are on a trailhead into the preserve, a shortcut into downtown Woodside on foot, coffee in hand, oaks the whole way. Downtown, with the Village Bakery, Buck's, and Highway 280, is minutes out. The home sits within the highly rated Woodside Elementary School District, TK - 8. 411 Glenwood does not ask you to choose between nature and convenience. It offers both, as the best Woodside properties do.

3 Beds ⋅ 2 Baths ⋅ ML82059026 MLS

There is a particular quiet at 411 Glenwood Avenue. Stand on the main level and look through walls of glass. The first thing you notice is the treetops. The second is what you do not see: neighbors. The Oak canopy and the open expanse of the Joan Olson Preserve fill the windows instead. Friends who visit call it the Treehouse. Built in 1959, the home keeps its mid-century bones: mahogany paneling, a brick fireplace, and warm cork and hardwood floors. The kitchen opens to the great room, with stone counters and a gas cooktop. Walls of glass open onto a broad deck for slow dinners, the preserve as backdrop. Upstairs, the bedrooms share that same treetop view. Downstairs adds real flexibility: an open room with a slider to a flat, green yard, suited to an office or playroom, an en suite bedroom with its own patio, plus laundry and storage. Cross the street and you are on a trailhead into the preserve, a shortcut into downtown Woodside on foot, coffee in hand, oaks the whole way. Downtown, with the Village Bakery, Buck's, and Highway 280, is minutes out. The home sits within the highly rated Woodside Elementary School District, TK - 8. 411 Glenwood does not ask you to choose between nature and convenience. It offers both, as the best Woodside properties do.

411 Glenwood AVE, Woodside

$2,299,000

Panoramic Views, Absolute Privacy Perched high above the valley on over six acres, this rare 4-bedroom, 3-bath mountain sanctuary pairs total seclusion with sweeping, unobstructed views stretching clear across the Bayfrom vibrant sunrises over the water to shimmering city lights at night. Inside, three thoughtfully designed levels of living space are anchored by soaring ceilings, expansive glass, and two cozy wood-burning fireplaces. The main floor centers around a functional kitchen with a central island and walk-in pantry, opening directly to a multi-level wraparound deck designed for effortless indoor-outdoor living and scenic dining. The layout includes a primary suite positioned to capture morning light, complete with an oversized bath and walk-in closet. Three additional bedrooms feature a built-in loft, a walk-in closet, and a ground-floor room with private outdoor entry ideal for a peaceful home office. Sprawling level lawn areas, mature trees, and a hot tub set for stargazing complete the grounds. Extras include an attached 2-car garage, large utility room, ample parking, Jackery backup battery, and a Tesla EV charger. Located minutes from trailheads, preserves, central Woodside, and I-280-a high-elevation retreat moments from Silicon Valley.

4 Beds ⋅ 3 Baths ⋅ ML82058136 MLS

Panoramic Views, Absolute Privacy Perched high above the valley on over six acres, this rare 4-bedroom, 3-bath mountain sanctuary pairs total seclusion with sweeping, unobstructed views stretching clear across the Bayfrom vibrant sunrises over the water to shimmering city lights at night. Inside, three thoughtfully designed levels of living space are anchored by soaring ceilings, expansive glass, and two cozy wood-burning fireplaces. The main floor centers around a functional kitchen with a central island and walk-in pantry, opening directly to a multi-level wraparound deck designed for effortless indoor-outdoor living and scenic dining. The layout includes a primary suite positioned to capture morning light, complete with an oversized bath and walk-in closet. Three additional bedrooms feature a built-in loft, a walk-in closet, and a ground-floor room with private outdoor entry ideal for a peaceful home office. Sprawling level lawn areas, mature trees, and a hot tub set for stargazing complete the grounds. Extras include an attached 2-car garage, large utility room, ample parking, Jackery backup battery, and a Tesla EV charger. Located minutes from trailheads, preserves, central Woodside, and I-280-a high-elevation retreat moments from Silicon Valley.

255 Allen RD, Woodside

$14,900,000

A rare, fully realized legacy compound offering the soul of a European retreat in the heart of Woodside. Hidden within 3.2 acres of curated gardens and ancient oaks, this meticulously renovated sanctuary blends old-world artistry, artisan tile, and beamed ceilings with the peace of mind of enterprise-grade infrastructure. The grounds are a private resort masterpiece designed for serene living, anchored by a rare clay tennis court, a waterfall grotto, a pool and spa, a pitch-and-putt green, and a bocce court. The main residence features four refined suites, a professional grade kitchen, a magnificent wine cellar,and a private executive office. Multi-generational living is perfected with a 2-bedroom family cottage, a 1-bedroom guest house, and a detached fitness center with sauna and Tonal strength training equipment.Beyond the charm, the estate offers total autonomy with redundant internet access, a backup generator, and advanced surveillance. This is the ultimate turnkey acquisition: an impossible-to-replicate blend of character and modern high-performance living, perfectly positioned minutes away from Silicon Valleys entrepreneurial eco-systems most iconic hubs.

7 Beds ⋅ 9 Baths ⋅ ML82057953 MLS

A rare, fully realized legacy compound offering the soul of a European retreat in the heart of Woodside. Hidden within 3.2 acres of curated gardens and ancient oaks, this meticulously renovated sanctuary blends old-world artistry, artisan tile, and beamed ceilings with the peace of mind of enterprise-grade infrastructure. The grounds are a private resort masterpiece designed for serene living, anchored by a rare clay tennis court, a waterfall grotto, a pool and spa, a pitch-and-putt green, and a bocce court. The main residence features four refined suites, a professional grade kitchen, a magnificent wine cellar,and a private executive office. Multi-generational living is perfected with a 2-bedroom family cottage, a 1-bedroom guest house, and a detached fitness center with sauna and Tonal strength training equipment.Beyond the charm, the estate offers total autonomy with redundant internet access, a backup generator, and advanced surveillance. This is the ultimate turnkey acquisition: an impossible-to-replicate blend of character and modern high-performance living, perfectly positioned minutes away from Silicon Valleys entrepreneurial eco-systems most iconic hubs.

600 Moore RD, Woodside

$4,588,000

Nestled among majestic oak trees on nearly 1.2 acres in Woodside Hills, this home is set well back from the street via a long paver driveway. Spanning 4,150 SF, the interiors feature wide-plank hardwood floors, soaring ceilings, and refined finishes that create a light-filled, airy atmosphere in harmony with its natural surroundings. Expansive formal rooms are complemented by multiple fireplaces, a well-appointed kitchen, and a walk-out family room that opens to the outdoors. The four-bedroom layout includes a primary suite with a spa-inspired bathroom designed for comfort and retreat. Outdoor living is equally compelling, with a generous deck and patio featuring an outdoor kitchen, all framed by a verdant, oak-studded backdrop that emphasizes the home's connection to nature. A three-car garage completes the property, while the setting balances privacy with convenience, just minutes to downtown Redwood City, nearby nature preserves and trailheads, and easy access to Highway 280.

4 Beds ⋅ 4 Baths ⋅ ML82050181 MLS

Nestled among majestic oak trees on nearly 1.2 acres in Woodside Hills, this home is set well back from the street via a long paver driveway. Spanning 4,150 SF, the interiors feature wide-plank hardwood floors, soaring ceilings, and refined finishes that create a light-filled, airy atmosphere in harmony with its natural surroundings. Expansive formal rooms are complemented by multiple fireplaces, a well-appointed kitchen, and a walk-out family room that opens to the outdoors. The four-bedroom layout includes a primary suite with a spa-inspired bathroom designed for comfort and retreat. Outdoor living is equally compelling, with a generous deck and patio featuring an outdoor kitchen, all framed by a verdant, oak-studded backdrop that emphasizes the home's connection to nature. A three-car garage completes the property, while the setting balances privacy with convenience, just minutes to downtown Redwood City, nearby nature preserves and trailheads, and easy access to Highway 280.

61 Oak Haven WAY, Woodside

$750,000

*6.02 acres of land ready to develop *Secluded, quiet: mature redwoods, huge oaks, ocean view *flat parking turnaround meets county permit requirements *continuous paved road from Hwy 35 *PG&E electricity at street *cellphone signal *water well exceeds requirements *perc test for septic meets requirements *Surveyed topographic map available *Open space, preserve trails nearby Gorgeous, unique acreage in the redwoods off Skyline Blvd (Hwy 35): Kings Mountain area, north of Alices Restaurant on SF Peninsula. Close to Redwood City, Woodside. Big trees, ocean views, quiet and private. Paved road, PG&E wired electricity, cellphone signal. Ready for full-time living, remote work, or retirement. Water well exceeds production requirements: perc test approved for septic. Current owner has an initial design, calculations and drawings. Close to extensive trails, parks and open spaces, King's Mountain school. Unique opportunity, with lots of the leg work done, submit your plans to the county and go.

ML82048576 MLS

*6.02 acres of land ready to develop *Secluded, quiet: mature redwoods, huge oaks, ocean view *flat parking turnaround meets county permit requirements *continuous paved road from Hwy 35 *PG&E electricity at street *cellphone signal *water well exceeds requirements *perc test for septic meets requirements *Surveyed topographic map available *Open space, preserve trails nearby Gorgeous, unique acreage in the redwoods off Skyline Blvd (Hwy 35): Kings Mountain area, north of Alices Restaurant on SF Peninsula. Close to Redwood City, Woodside. Big trees, ocean views, quiet and private. Paved road, PG&E wired electricity, cellphone signal. Ready for full-time living, remote work, or retirement. Water well exceeds production requirements: perc test approved for septic. Current owner has an initial design, calculations and drawings. Close to extensive trails, parks and open spaces, King's Mountain school. Unique opportunity, with lots of the leg work done, submit your plans to the county and go.

0000 Native Sons RD, Woodside

$35,000,000

This extraordinary Woodside estate spans 6.4 level acres w/sun-swept vineyards & western hill views. The compound comprises multiple architecturally significant buildings, including the main residence, guest house, a multi-room wellness studio w/wine cellar & 6-car garages and one with an adjacent room. Designed for exceptional privacy & self-sufficiency, the property features a 35kW photovoltaic solar system, a 125kW whole-house backup generator, A comprehensive, enterprise-grade infrastructure includes a network w/fiber connectivity linking each building to the main racks, supported by a firewall, 26 ethernet switches, & 15 Wi-Fi access points. A whole-house audio system & Lutron-app controlled light further elevate the living experience. The grounds are equally compelling, with a tennis court, sport court, & approximately 2 acres of Pinot Noir grafted aged vines. A whimsical designed 3-tree playhouse & fort adds a rare & enchanting element to the landscape. The result is a true sanctuary--where architectural beauty, advanced infrastructure and natural surroundings converge in one of Silicon Valley's most exceptional settings.

6 Beds ⋅ 9 Baths ⋅ ML82045742 MLS

This extraordinary Woodside estate spans 6.4 level acres w/sun-swept vineyards & western hill views. The compound comprises multiple architecturally significant buildings, including the main residence, guest house, a multi-room wellness studio w/wine cellar & 6-car garages and one with an adjacent room. Designed for exceptional privacy & self-sufficiency, the property features a 35kW photovoltaic solar system, a 125kW whole-house backup generator, A comprehensive, enterprise-grade infrastructure includes a network w/fiber connectivity linking each building to the main racks, supported by a firewall, 26 ethernet switches, & 15 Wi-Fi access points. A whole-house audio system & Lutron-app controlled light further elevate the living experience. The grounds are equally compelling, with a tennis court, sport court, & approximately 2 acres of Pinot Noir grafted aged vines. A whimsical designed 3-tree playhouse & fort adds a rare & enchanting element to the landscape. The result is a true sanctuary--where architectural beauty, advanced infrastructure and natural surroundings converge in one of Silicon Valley's most exceptional settings.

15 Hidden Valley LN, Woodside

$9,995,000

Discover an exceptional opportunity to create a dream home or reimagine the existing Neoclassical residence on one of central Woodsides most desirable streets. Spanning just over 3.4 acres, this expansive property showcases rare Bay views. There is an existing planning study for guidance in future opportunities. Positioned at the end of a private lane, the setting reflects the essence of Woodside country living, with lush perimeter trees and vast open land that offer a serene and private natural environment. The gated property includes an existing one-level home, a pool, and an original tennis court. Just one mile from Woodside Town Center and acclaimed Woodside Elementary School, and only minutes to Stanford University, Sand Hill Road venture capital firms, and the heart of Silicon Valley, this location offers both seclusion and convenience.

2 Beds ⋅ 4 Baths ⋅ ML82039836 MLS

Discover an exceptional opportunity to create a dream home or reimagine the existing Neoclassical residence on one of central Woodsides most desirable streets. Spanning just over 3.4 acres, this expansive property showcases rare Bay views. There is an existing planning study for guidance in future opportunities. Positioned at the end of a private lane, the setting reflects the essence of Woodside country living, with lush perimeter trees and vast open land that offer a serene and private natural environment. The gated property includes an existing one-level home, a pool, and an original tennis court. Just one mile from Woodside Town Center and acclaimed Woodside Elementary School, and only minutes to Stanford University, Sand Hill Road venture capital firms, and the heart of Silicon Valley, this location offers both seclusion and convenience.

309 Olive Hill LN, Woodside

$895,000

Hidden at the end of a quiet country lane beneath a magnificent canopy of redwoods lies one of Kings Mountain's rarest opportunities, 3.63 private acres where nature, privacy, and possibility come together. Tucked away on picturesque Native Sons Road, this extraordinary property offers a peaceful woodland setting with an existing cottage and valuable infrastructure already in place, including a newer foundation, updated well, septic system, and pump. The home is served by electrical utility service, private well, septic, and delivered propane. Surrounded by towering redwoods and just moments from El Corte de Madera Open Space Preserve, this special property offers a rare opportunity to restore, thoughtfully expand, or create a personal retreat over time. The unfinished lower level presents exciting potential for additional living or bonus space, subject to buyer verification and applicable approvals. Whether envisioned as a weekend escape, artist's studio, writer's retreat, or future custom residence, this is a place where the pace slows, nature takes center stage, and imagination can flourish. A truly uncommon opportunity to own a private slice of Kings Mountain just minutes from the Peninsula's vibrant communities.

1 Beds ⋅ 1 Baths ⋅ ML82038622 MLS

Hidden at the end of a quiet country lane beneath a magnificent canopy of redwoods lies one of Kings Mountain's rarest opportunities, 3.63 private acres where nature, privacy, and possibility come together. Tucked away on picturesque Native Sons Road, this extraordinary property offers a peaceful woodland setting with an existing cottage and valuable infrastructure already in place, including a newer foundation, updated well, septic system, and pump. The home is served by electrical utility service, private well, septic, and delivered propane. Surrounded by towering redwoods and just moments from El Corte de Madera Open Space Preserve, this special property offers a rare opportunity to restore, thoughtfully expand, or create a personal retreat over time. The unfinished lower level presents exciting potential for additional living or bonus space, subject to buyer verification and applicable approvals. Whether envisioned as a weekend escape, artist's studio, writer's retreat, or future custom residence, this is a place where the pace slows, nature takes center stage, and imagination can flourish. A truly uncommon opportunity to own a private slice of Kings Mountain just minutes from the Peninsula's vibrant communities.

155 Native Sons RD, Woodside

$599,000

Build your dream home on this exceptional 1.2+ acre lot in the prestigious town of Woodside. Surrounded by open space and scenic parks, the property offers direct access to miles of trails perfect for hiking, biking, and horseback riding embracing the true Woodside lifestyle. Ideally located near Interstate 280, youll enjoy convenient access north to San Francisco and south to Silicon Valley, all while returning home to a peaceful, private setting. Just minutes from Woodside Town Center, Roberts Market, and award-winning Woodside Elementary School, this is a rare opportunity to create a custom estate in one of the Peninsulas most sought-after communities.

ML82036894 MLS

Build your dream home on this exceptional 1.2+ acre lot in the prestigious town of Woodside. Surrounded by open space and scenic parks, the property offers direct access to miles of trails perfect for hiking, biking, and horseback riding embracing the true Woodside lifestyle. Ideally located near Interstate 280, youll enjoy convenient access north to San Francisco and south to Silicon Valley, all while returning home to a peaceful, private setting. Just minutes from Woodside Town Center, Roberts Market, and award-winning Woodside Elementary School, this is a rare opportunity to create a custom estate in one of the Peninsulas most sought-after communities.

559 Patrol RD, Woodside

$500,000

Lovely flat development spot near a seasonal creek. Excellent opportunity to build on this oak-studded parcel. 4000 ft2 home deemed possible by Lea and Braze engineers; price includes feasibility study, survey, and septic perc test results. This land could be a great location for your estate home or quiet get-away. One mile from Thomas Fogarty Winery. Plenty of room for horses, animals and/or hobby farm, you'll find that you are well-situated to access the hiking and riding trails that abound in the open space near this property. Seller has 2 lots for sale (0-220 and 0-250 Heacox) and the actual address is not yet determined. Electric pole on site. You add septic and well for water, which is plentiful here.

ML82033277 MLS

Lovely flat development spot near a seasonal creek. Excellent opportunity to build on this oak-studded parcel. 4000 ft2 home deemed possible by Lea and Braze engineers; price includes feasibility study, survey, and septic perc test results. This land could be a great location for your estate home or quiet get-away. One mile from Thomas Fogarty Winery. Plenty of room for horses, animals and/or hobby farm, you'll find that you are well-situated to access the hiking and riding trails that abound in the open space near this property. Seller has 2 lots for sale (0-220 and 0-250 Heacox) and the actual address is not yet determined. Electric pole on site. You add septic and well for water, which is plentiful here.

0-250 Heacox, Woodside

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