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388 Albion Avenue, Woodside
$14,800,000
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 Avenue, Woodside

Listing courtesy of Wendi Selig-Aimonetti from Coldwell Banker Realty. 650-465-5602

Misty Ridge Road (0 Skyline Boulevard), Woodside
$1,950,000
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.

Misty Ridge Road (0 Skyline Boulevard), Woodside

Listing courtesy of Andrew Lomano from Living Estates Realty. 650-346-0900

136 Bardet Road, Woodside
$5,495,000
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 Road, Woodside

Listing courtesy of Erika Demma from Compass. 650-740-2970

1190 Bear Gulch Road, Woodside
$2,995,000
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 Road, Woodside

Listing courtesy of Hugh Cornish from Coldwell Banker Realty. 650-619-6461

118 Hillside Drive, Woodside
$4,195,000
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 Drive, Woodside

Listing courtesy of Michael Warren from Compass. 650-315-0224

307 Olive Hill Lane, Woodside
$29,995,000
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 Lane, Woodside

Listing courtesy of from Compass. 650-888-0860

252 Blakewood Way, Woodside
$1,725,000
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

Listing courtesy of Scott Hayes from Compass. 650-245-5044

388 Albion Avenue, Woodside
$14,800,000
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 Avenue, Woodside

Listing courtesy of Wendi Selig-Aimonetti from Coldwell Banker Realty. 650-465-5602

235 Harcross Road, Woodside
$19,950,000
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 Road, Woodside

Listing courtesy of Helen Miller from Compass. 650-400-1317

775 W California Way, Woodside
$4,850,000
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

Listing courtesy of Alex Lehr from Guide Real Estate. 650-766-5300

25 Corto Lane, Woodside
$4,850,000
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 Lane, Woodside

Listing courtesy of Judy Citron from Compass. 650-400-8424

63 Ridge Court, Woodside
$3,489,000
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 Court, Woodside

Listing courtesy of Hugh Cornish from Coldwell Banker Realty. 650-619-6461

7 Blue Ridge Lane, Woodside
$65,000,000
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 Lane, Woodside

Listing courtesy of Steve Lessard from Compass. 650-704-5308

411 Glenwood Avenue, Woodside
$3,389,000
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 Avenue, Woodside

Listing courtesy of Chris Iverson from Golden Gate Sotheby's International Realty. 650-450-0450

600 Moore Road, Woodside
$14,900,000
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 Road, Woodside

Listing courtesy of Erika Demma from Compass. 650-740-2970

140 Sheridan Way, Woodside
$4,395,000
4 Beds ⋅ 5 Baths ⋅ 41140473 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, 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

Listing courtesy of Ella Naylor from Compass. 650-520-9864

61 Oak Haven Way, Woodside
$4,588,000
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

Listing courtesy of from Deleon Realty. 650-543-8500

15 Hidden Valley Lane, Woodside
$35,000,000
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 Lane, Woodside

Listing courtesy of from Compass. 650-888-0860

309 Olive Hill Lane, Woodside
$9,995,000
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 Lane, Woodside

Listing courtesy of from Compass. 650-888-0860

Bay East © 2026. CCAR © 2026. BridgeMLS © 2026. Information Deemed Reliable But Not Guaranteed. This information is being provided by the Bay East MLS, or CCAR MLS, or bridgeMLS. The listings presented here may or may not be listed by the Broker/Agent operating this website. This information is intended for the personal use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on:

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