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388 Albion AVE, 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 3 separate cottages, 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

Listed by Wendi Selig-Aimonetti, 650-465-5602 from Coldwell Banker Realty
(If provided) CoList: from

0 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.

0 Misty Ridge Road (0 Skyline Boulevard), Woodside

Listed by Andrew Lomano, 650-346-0900 from Living Estates Realty
(If provided) CoList: from

136 Bardet RD, 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 RD, Woodside

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: from

118 Hillside DR, 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 DR, Woodside

Listed by Michael Warren, 650-315-0224 from Compass
(If provided) CoList: from

307 Olive Hill LN, 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 LN, Woodside

Listed by Brent & Mary Gullixson, 650-888-0860 from Compass
(If provided) CoList: from

225 Old Ranch RD, Woodside
$2,100,000
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

Listed by Lucy Goldenshteyn, 415-860-5586 from Redfin
(If provided) CoList: from

13660 Skyline BLVD, Woodside
$1,890,000
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

Listed by Don DeFranco, 415-722-7259 from Compass
(If provided) CoList: from

1543 Portola RD, Woodside
$6,995,000
5 Beds ⋅ 4 Baths ⋅ ML82065045 MLS
An extensive remodel completed in 2023 transformed this classic New England Colonial with designer style and a fresh approach to modern living. The remodeling went well beyond new finishes, with the floor plan reconfigured to add a main-level bedroom and full bath for a total of 5 bedrooms and 4 baths. The kitchen and dining area were completely transformed with an open design and commercial-quality appliances, while all new windows, glass doors, and recessed lighting enhance the ambiance and connections to the surrounding three-acre grounds. Significant infrastructure improvements were completed as well, including upgraded electrical, new HVAC, a tankless water heater, earthquake retrofitting, and new irrigation.The setting is equally impressive with mostly level grounds, a 5-stall -1700 square foot barn, with hayloft and tack room, vast stretches of lawn, a newly fenced yard, and expansive brick terraces for outdoor living and entertaining. There is also a separately fenced and newly resurfaced pool featuring a 75-foot lap lane, elevated spa, and new owned solar heating system, plus equestrian facilities that include a 5-stall barn with paddocks. A detached 2-car garage with 2 EV charging outlets adds further convenience. Wonderful location close to Woodside and PV Town Centers

1543 Portola RD, Woodside

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: from

643 W Glen WAY, Woodside
$5,941,116
4 Beds ⋅ 4 Baths ⋅ ML82065037 MLS
Framed by majestic trees w/ sweeping views of Woodside & the Santa Cruz mountains, this remodeled California Mediterranean home brings the outdoors in. A bright foyer w/ custom millwork & Spanish tile stair risers leads to a private office w/ garage access & live-edge sit/stand desk. Upstairs, the formal living room offers 13' ceilings, arched windows & a floor-to-ceiling fireplace. The chefs kitchen features peninsula seating for four, Caesarstone quartz, a pantry, dual refrigerators & ovens, & opens to dining & family rooms w/ custom wood ceilings & mountain vistas. The family room has a wet/coffee bar & opens to a glass-walled sunroom w/ curved dry bar, made for game night. Three main-level bedrooms include an en suite & a shared 4-piece bath, plus a generous laundry room. The top-level primary suite offers mountain views, a sitting area w/ fireplace, a 6-piece bath w/ marble shower & jetted tub, & a walk-in closet. Dimmable lighting, Bluetooth sound, zoned HVAC & a 3-car garage w/ Tesla charger. Outside: fenced rear yard, built-in grill, lit walkways, shade awning & irrigated redwoods. Major remodel 2019-2020, fully permitted, w/ updates through 2026. A move-in-ready Woodside retreat. Close to the Town of Woodside & the 280 freeway. Woodside Elementary & Sequoia High School.

643 W Glen WAY, Woodside

Listed by Ginna Lazar, 650-302-6666 from Lazar Homes
(If provided) CoList: from

Sold listing courtesy of Michael Smith from PCAR
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

Listed by Scott Hayes, 650-245-5044 from Compass
(If provided) CoList: from

25 Still Creek, Woodside
$750,000
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

Listed by Scott Hayes, 650-245-5044 from Compass
(If provided) CoList: from

388 Albion AVE, 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, 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

Listed by Wendi Selig-Aimonetti, 650-465-5602 from Coldwell Banker Realty
(If provided) CoList: from

164 Filbert RD, Woodside
$1,599,000
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

Listed by Kristjan Higdon, 650-303-1216 from eXp Realty of California Inc
(If provided) CoList: from

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

Listed by Alex Lehr, 650-766-5300 from Guide Real Estate
(If provided) CoList: from

25 Corto LN, 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 LN, Woodside

Listed by Judy Citron, 650-400-8424 from Compass
(If provided) CoList: Talia Citron from Compass
63 Ridge CT, 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 CT, Woodside

Listed by Hugh Cornish, 650-619-6461 from Coldwell Banker Realty
(If provided) CoList: from

1100 Mountain Home RD, Woodside
$6,350,000
2 Beds ⋅ 2 Baths ⋅ ML82062379 MLS
This beautifully appointed residence blends warm natural materials with abundant windows and effortless indoor/outdoor living, on one of Woodsides most desired streets/locations. Expansive decks provide multiple areas for dining, entertaining & relaxing while overlooking the Cabernet Sauvignon vineyard. Stunning living room with vaulted wood beam ceilings, wood burning fireplace & wall of glass overlooking the vineyard. Separate family room features recessed lighting & gorgeous built-ins. Kitchen features Miele built in oven, Thermador gas cooktop, dishwasher drawers, & a glass door refrigerator. The serene primary suite features custom built-ins, a window seat, walk-in closet, private deck access w/hot tub & a beautifully detailed bath with dual vanities and freestanding soaking tub.Additional bedroom features a built-in desk and a sliding glass door to the deck. Separate den, office or wine room with wet bar & sliding doors to the back deck.Terraced gardens, level side and rear lawns, and raised beds for vegetables bring forth ultimate usability throughout the grounds.Mature landscaping and a striking outdoor water feature complete this extraordinarily peaceful setting.A rare opportunity to experience the privacy & natural beauty that define Woodside living in an A+ location.

1100 Mountain Home RD, Woodside

Listed by Zach Trailer, 650-906-8008 from Compass
(If provided) CoList: from

Sold listing courtesy of Jennifer Alfaro from COMPS
55 Mission Trail RD, Woodside
$8,000,000
4 Beds ⋅ 6 Baths ⋅ ML82060993 MLS
Privately positioned at the end of a gated country lane, this elegant French Country estate combines sweeping Western Hills and sunset views with the convenience of a prime Central Woodside location. Set on approximately 1.11 acres, the grounds feature expansive terraces, mature landscaping, and inviting spaces for indoor-outdoor living and entertaining. The main residence features four bedrooms, five-and-a-half bathrooms, a dedicated office/library, a main-level primary suite with an adjoining flexible-use room, and a recently updated chefs kitchen with a sunny breakfast area. Patterned oak floors, high ceilings, and abundant natural light create a warm, sophisticated atmosphere throughout. A detached one-bedroom, one-bath guest house with a full kitchen, fireplace, and high ceilings provides an ideal setting for guests, extended stays, or a private workspace. Just moments from Woodside Town Center, Woodside School, Interstate 280, Sand Hill Road, and Stanford University, this exceptional property offers a rare combination of privacy, usable acreage, inspiring views, and close-in convenience.

55 Mission Trail RD, Woodside

Listed by Victoria Yang Surles, 415-818-3603 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Sally Li from CBR
7 Blue Ridge LN, 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 LN, Woodside

Listed by Steve Lessard, 650-704-5308 from Compass
(If provided) CoList: from

232 Highland TER, Woodside
$3,350,000
4 Beds ⋅ 3 Baths ⋅ ML82060102 MLS
Set on approximately one-third acre in a serene Woodside setting, 232 Highland Terrace offers privacy, distinctive architecture, and exceptional indoor/outdoor living. Mature trees frame beautifully landscaped grounds with roses and fruit trees, while expansive patios and decks capture western hill views. The updated residence is rich in character, with wide-plank hardwood floors, a soaring paneled and skylit cathedral ceiling, hand-painted tilework, a distinctive pressed-metal ceiling, and French and Dutch doors opening outdoors. Just off the foyer is an office or playroom with multiple windows and mini-split ceiling HVAC. The primary suite features a steam shower and private deck with recessed spa. An authentic-style Japanese tea house, secluded koi pond, outdoor shower, and detached studio with bath provide flexible spaces for guests, work, wellness, or creative pursuits. Plans for an expansion of the main residence have been submitted to the Town of Woodside and remain active through approximately February 2027, offering the opportunity to further enhance the property. Just minutes from Woodside Town Center and acclaimed Woodside Elementary School, this distinctive property combines privacy, character, flexibility, and convenience.

232 Highland TER, Woodside

Listed by Hugh Cornish, 650-619-6461 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Helen Miller from APR
115 Forest View RD, Woodside
$1,950,000
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

Listed by Scott Dancer, 650-888-8199 from Compass
(If provided) CoList: from

411 Glenwood AVE, 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 AVE, Woodside

Listed by Chris Iverson, 650-450-0450 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

255 Allen RD, Woodside
$2,299,000
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

Listed by Scott Hayes, 650-245-5044 from Compass
(If provided) CoList: from

14 Blue Jay WAY, Woodside
$1,650,000
3 Beds ⋅ 3 Baths ⋅ ML82058172 MLS
Contemporary, eclectic, and like living in a treehouse, this home is secluded in the redwoods on 5+ acres just off Skyline with midway convenience to either Highway 92 or Woodside Road. Acclaimed Woodside Elementary School. Miles of hiking trails all around.

14 Blue Jay WAY, Woodside

Listed by Scott Dancer, 650-888-8199 from Compass
(If provided) CoList: from

Sold listing courtesy of Scott Dancer from APR
600 Moore RD, 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 RD, Woodside

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: from

496 Raymundo DR, Woodside
$3,175,000
3 Beds ⋅ 3 Baths ⋅ ML82054634 MLS
Woodside Retreat "Beside The Woods in Woodside" Peaceful end-of-road privacy and a rustic, eclectic retreat once featured in the Almanac, cherished by one family for 50+ years. 4 sunny, wooded acres with sweeping hill and redwood views. Private gate opens directly onto the trails of 900+ acre Huddart Park. Close to town and Woodside schools. This rustic 3600+ ft 3 beds/2.5 bths home is a study in Vintage Tahoe-style craftsmanship. The living room anchors the house with wood and brick walls, an open stone fireplace, and terracotta tile underfoot. Wooden beams carry into the country kitchen with Subzero and stainless appliances, and the dining room flows onto an expansive view deck over the gardens and pool. A home office overlooks the gardens, and a skylit staircase leads down to a gallery hallway with a stained glass window and a private family room/bedroom. The showstopper: a dramatic Great Room "tavern," host to gatherings of 150, with 19' ceils and grand fireplace of original SF cobblestones. Custom bar built from salvaged San Carlos post office and pharmacy. A reclaimed-barn-siding full bath with steam shower. Large billiard room completes the tavern vibe. Decks and brick paths trace the contour of the land to the pool, framed by redwoods on all sides. Sep 2-car garage.

496 Raymundo DR, Woodside

Listed by Don DeFranco, 415-722-7259 from Compass
(If provided) CoList: Grayson Martin from Compass

Sold listing courtesy of James Horn from JHORN
3635 Partition RD, Woodside
$3,610,800
4 Beds ⋅ 2 Baths ⋅ ML82054316 MLS
Nestled on nearly two private acres in a coveted Woodside setting, this Mid-Century Modern home offers a rare blend of rustic charm, natural beauty, & breathtaking panoramic views. Thoughtfully designed to embrace its spectacular surroundings, the four-bedroom, two-bath residence features a sun-drenched living room framed by a dramatic wall of floor-to-ceiling windows that capture sweeping vistas & create an effortless connection to the outdoors. Adjacent to the living room, the open kitchen & dining area also flow seamlessly onto the expansive view deck which is an ideal setting for entertaining, sunset gatherings, or quiet mornings overlooking the horizon. The main level features the primary bedroom & a full bathroom, offering the ease and convenience of single-level living. Downstairs, three additional bedrooms, a full bath, dedicated laundry room, and a spacious bonus family room provides exceptional flexibility for a media lounge, home office, or recreation space. Set on 1.95 acres of serene grounds, the property offers a true sense of privacy and includes a charming barn, adding authentic Woodside character. Lots of possibilities! With access to acclaimed Woodside schools, this special property creates a lifestyle defined by tranquility, scenic beauty, and timeless appeal.

3635 Partition RD, Woodside

Listed by Jennifer Alfaro, 650-888-8338 from Compass
(If provided) CoList: Kimm Terpening from Compass

Sold listing courtesy of Grayson Martin from COMPS
245 Heacox RD, Woodside
$2,750,000
7 Beds ⋅ 6 Baths ⋅ ML82039818 MLS
A rare opportunity to own an expansive estate with breathtaking panoramic views, exceptional square footage, and incredible potential in a private hillside setting. From the moment you arrive, the home commands attention with its grand entry and impressive scale. Inside, soaring ceilings, dramatic open spaces, and walls of windows flood the home with natural light while showcasing sweeping valley views. The main level is built for both everyday living and entertaining, featuring a spacious living room, multiple gathering areas, and seamless access to a wraparound deckperfect for true indoor-outdoor living. The kitchen offers a large island, ample cabinetry, and a functional layout ready to be elevated into a stunning chefs space. Generous bedrooms and flexible living areas include a primary suite with scenic windows, dual vanities, and a soaking tub, creating a peaceful retreat with beautiful natural surroundings. The lower level offers an expansive bonus/game room with bar area and endless possibilities for entertaining, recreation, or extended living. A dedicated wine cellar adds a rare and desirable touch. Expansive decking and usable outdoor space complete this exceptional offering, blending privacy, scale, and opportunity in a truly unique setting.

245 Heacox RD, Woodside

Listed by Aaron Derbacher, 408-828-8114 from KW Bay Area Estates
(If provided) CoList: Benjamin Frieden from KW Bay Area Estates

Sold listing courtesy of Adam Touni from COMPS
12180 Skyline BLVD, Woodside
$2,300,000
3 Beds ⋅ 1 Baths ⋅ ML82053963 MLS
Welcome to your own private retreat where modern comfort meets the beauty of nature. Set on a picturesque property surrounded by towering trees and breathtaking valley and ocean views, this beautifully updated home offers the perfect blend of tranquility and style. Inside, you'll find light-filled living spaces and quality finishes throughout. Large windows frame the natural landscape, creating a seamless connection between indoors and out. Step outside to discover thoughtfully designed grounds featuring lush landscaping, expansive lawns, inviting patios, and multiple areas for entertaining or relaxing. Wander along a charming walking path that winds through the property to a secret garden, an enchanting sanctuary with mature trees, unique sculptures, and peaceful spaces to unwind. Whether enjoying morning coffee overlooking the hills, hosting gatherings under the stars, or exploring your own private woodland retreat, every corner of this property offers something special. A detached garage provides room for vehicles, hobbies, or future expansion. This is more than a home it's a lifestyle where privacy, nature, and refined living come together in perfect harmony. Just minutes from Highways 92 and 280, for an easy commute to Silicon Valley, SFO, San Francisco, and the Peninsula.

12180 Skyline BLVD, Woodside

Listed by Karen C Hoffmann, 650-400-7409 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Wei-Pei Cherng from EXPN
136 Jane DR, Woodside
$4,000,000
4 Beds ⋅ 3 Baths ⋅ ML82053870 MLS
Central Woodside Opportunity on 1.11 Acres. Just over one mile from Woodside town center this 1.11-acre property presents an increasingly rare opportunity in a desirable Central Woodside setting. A seasonal creek at the rear of the property and stunning western hill views that may be further enhanced create a beautiful natural environment that reflects the scenic character for which Woodside is renowned. A secondary access point from Hillside Drive to the barn further enhances the property's flexibility and future potential. The mid-century ranch-style home has been recently refreshed with new paint inside and out, refinished hardwood floors, new carpet, and refreshed landscaping. Comfortable living spaces, flexible lower-level quarters with a bonus kitchen, and a detached two-stall barn with expansive upper-level space provide immediate enjoyment while offering numerous possibilities for the future. The true appeal extends beyond the home itself. Generous acreage, a close-in location, access to acclaimed Woodside Elementary School, and surrounding estate properties create an exceptional setting for renovation, expansion, or the creation of a significant new residence all while immediately enjoying the freshly updated home.

136 Jane DR, Woodside

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: from

Sold listing courtesy of Jackie Walker from SGP

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