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$3,500,000
4 Beds ⋅ 4 Baths ⋅ ML82006889 MLS
Bring your builder and architect!! First time on the market in 50 years - incredible value, priced to sell. Four beds and 4 baths in original ranch home plus more recent addition and ADU above garage. Beautiful in ground pool. Horses allowable and close to Woodside trails. Almost three acres!!!! Close to all Central Woodside has to offer including highly desirable Woodside elementary school.

380 La Questa WAY, Woodside

Listed by Andrea Ivarsson, 949-933-0219 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Andrea Ivarsson from CBR
$8,849,000
4 Beds ⋅ 5 Baths ⋅ ML82006723 MLS
A stately retreat, this exquisite home offers complete privacy just blocks from Town Center and the acclaimed Woodside School. Set behind electronic gates on more than one acre of level land, the property is a showcase of timeless elegance and modern luxury with resort-like amenities. Sustainable living is effortlessly integrated with 32-panel solar power, four Tesla Power walls for energy independence, Tesla charging in the detached 3-car garage, and thermal solar power for the pool. The expansive rear grounds are designed for resort-style living, featuring a 54-foot pool with a beach entrance with water jet, lap lane, spa, plus infinity wall with waterfalls. A state-of-the-art Kalamazoo Outdoor Gourmet kitchen, with Hybrid Fire Grill fueled by any combination of gas, wood and charcoal, gas-fired pizza oven ready in under 45 minutes to make great Neapolitan pizza, and a gravity feed smoker with room for three whole packer briskets, nine whole rib racks or two large turkeys. A fire pit terrace, bocce court, and level lawn provide endless opportunities for entertaining. Offering the best of Californias indoor-outdoor lifestyle, this exceptional property is a rare find so close to the Town.

3295 Woodside RD, Woodside

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

Sold listing courtesy of Jennifer Alfaro from COMPS
$2,100,000
4 Beds ⋅ 4 Baths ⋅ ML82006263 MLS
Discover the tranquility of Woodside living in this beautifully designed 4-bedroom, 3.5-bath home, nestled on 1.5 private acres with sweeping views of mountains and lush trees. Backing directly onto open space, this home offers unmatched peace and seclusionyet is just minutes from the heart of town. The spacious open floor plan is ideal for modern living, providing seamless flow between the living, dining, and kitchen areas. In addition to the main residence of 2 bed, 2 bath and loft , the property features a charming 2 bed, 1 bath guest unit and a versatile artists studio with half bath, offering two additional income-producing or creative spaces. Located within the award-winning Woodside Elementary School District (K8), this home is perfectly positioned for families seeking top-tier education and a strong sense of community. Enjoy the nearby outdoor treasures such as the scenic trails of Huddart Park, and explore the history of the area at the iconic Woodside Store. Dine at the legendary Bucks Restaurantfamous as the meeting place where many Silicon Valley startups were born. With convenient access to Highway 280, you're just a short drive from both Silicon Valley and San Francisco. Come experience the peaceful charm and timeless appeal of Woodside.

885 Patrol RD, Woodside

Listed by Margot Lockwood, 650-400-2528 from Golden Gate Sotheby's International Realty
(If provided) CoList: Ricky Flores from Golden Gate Sotheby's International Realty

Sold listing courtesy of Brendan Callahan from COMPS
$85,000,000
34 Beds ⋅ 26 Baths ⋅ ML81985961 MLS
The Green Gables Estate, in its entirety, is a 74 acre, spectacular, one of a kind, multi-generation oasis situated within walking distance from the Woodside Town Center. The estate is currently comprised of seven homes and 10 separate lots, featuring significant additional build out potential and may be purchased as a whole or in 6 potential lot combinations (see MLS listings for suggested lot combinations with Albion addresses 329-A, 329-AA, 329-C, 331, 333). The complete estates homes currently include 34 bedrooms, 26 bathrooms across approx. 23,900 existing square feet, with numerous options for expansion and/or redevelopment. The vast landscape includes world class gardens, magnificent vistas of the Western hills, its own large reservoir, three swimming pools, a tennis court and a breathtaking 100-yard Roman pool. Situated in the heart of Silicon Valley at the epicenter of venture capital, technology, and renowned educational institutions, the estates elegant blend of English and Italian design offers a bounty of elegant spaces to host retreats, social events, and cultural gatherings or to simply be a world class refuge from the pressure of the outside world. Green Gables is a truly remarkable estate and welcomes its next owner to the latest chapter of its amazing legacy.

329 Albion AVE, Woodside

Listed by Helen Miller, 650-400-1317 from Compass
(If provided) CoList: from

Sold listing courtesy of from

$1,768,000
4 Beds ⋅ 2 Baths ⋅ ML81989321 MLS
Imagine a tranquil sanctuary highlighted by the splendor of nature, perfect for hosting gatherings in a lovely outdoor setting. This 4 BD & 2 BA home integrates indoor & outdoor living, boasting generous decks that overlook majestic redwood treeslocated just 20 minutes from Stanford! The living room & kitchen have vaulted ceilings & large picture windows throughout. The kitchen is equipped with premium SST appliances and custom cabinetry. Throughout the home, neutral tones & designer touches create a timeless and tranquil ambiance. The master bedroom serves as a private sanctuary, offering lush mountain views through oversized windows. Each additional bedroom also features large windows, providing peaceful views of the surrounding forest. Enjoy a built-in BBQ station, a private hot tub, and plenty of space for dining and loungingideal for soaking under the stars or enjoying quiet moments in nature's embrace. Conveniently located near Alice's Restaurant, local trails, and parks, midway between SF and San Jose, in the heart of Peninsula. Ormondale TK-3, Corte Madera 4-8, Woodside High School (buyer to verify all schools). This home is truly a Woodside gem!

13499 La Honda RD, Woodside

Listed by Wen Guo RE Group, 650-867-1128 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Paul Sabbagh from ZHB2X
$1,924,911
3 Beds ⋅ 2 Baths ⋅ ML82002229 MLS
Welcome to this charming updated 3-bedroom, 2-bathroom home located in the beautiful city of Woodside. This inviting residence sits on a spacious 15,400 sq ft lot, offering plenty of room to enjoy the outdoors. Inside, the well-appointed updated kitchen features modern amenities including a gas cooktop, dishwasher, microwave, oven range, and refrigerator, making meal preparation a breeze. The dining area, conveniently situated in the living room, creates a cozy atmosphere perfect for entertaining. Updated ADU with additional 3rd bathroom separate entrance. Large barn-like 2 car garage with extra room for storage workshop/office or more. This home is located within the Woodside Elementary School District. Lush and serene grounds with quiet and privacy inside this beautifully done home. Easy access to HWY 280 and downtown Woodside, close proximity to the Filoli Historic House and Garden. Don't miss the opportunity to make this lovely Woodside home your own. Large price reduction..Motivated Sellers!

789 Canada RD, Woodside

Listed by Tammy T-Cole, 650-683-0426 from Compass
(If provided) CoList: from

Sold listing courtesy of Sharad Gupta from LY55V
$4,850,000
5 Beds ⋅ 4 Baths ⋅ ML82004201 MLS
Completely transformed with sophisticated designer style, this home showcases luxury living at every turn, elevated by panoramic views that stretch from the San Francisco Bay & East Bay hills to the western hills. A striking front entrance, reimagined with cable-strung railings & beautiful landscaping, sets the tone for the more contemporary interiors. Located on just over one-half acre, the setting offers exceptional privacy along with expansive outdoor space designed for both relaxation & play, with vast level lawn, custom treehouse & playground, & expansive view-facing decks. A crisp white palette & refinished hardwood floors are complemented by sleek modern lighting & a reimagined kitchen. Multiple fireplaces enhance the ambiance, while vaulted ceilings & skylights infuse the home with natural light. Open-concept floor plan is designed for formal & casual living, including a lower-level family room & separate recreation room with fitness zone & rock climbing wall, plus a full kitchenette, all with direct access to outdoor play & entertaining space. Adding the finishing touch is a close-in location just minutes from town center & within the highly sought-after Woodside Elementary School District.

83 Tum Suden WAY, Woodside

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

Sold listing courtesy of Lynne Mercer, CRS from APR
$14,250,000
6 Beds ⋅ 8 Baths ⋅ ML82004065 MLS
Masterfully Renovated Bay-View Vineyard Estate. This extraordinary estate presents a masterfully executed whole-home renovation, captivating San Francisco Bay views, and resort-style amenities. Encompassing 1.8 acres of fully landscaped grounds, the property also includes a Chardonnay vineyard, two wine cellars, and expansive indoor and outdoor entertaining spaces designed for grand gatherings. The main residence was taken down to the studs with both levels reimagined with the ultimate in designer sophistication. Highlights include bespoke lighting, custom wall coverings, premium fixtures, exquisite finishes, and white oak floors throughout. The main residence has 6 bedrooms, 6 full baths, and 2 half-baths. As part of the renovation, an equally well-appointed 2-bedroom, 1-bath guest house was added along with a pool house with indoor barbecue center and ample space for entertaining.

140 Eleanor DR, Woodside

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

Sold listing courtesy of Pamela Culp from COMP32
$12,600,000
4 Beds ⋅ 5 Baths ⋅ ML82003378 MLS
Striking Modern Retreat near Town Center. In the heart of central Woodside, this modern home retains secluded privacywith convenience to shopping & dining just down the road. On a private country lane off the main road, the just over 1-acre setting presents sweeping western hill views from its gentle knoll beyond custom gates. Sophisticated architecturalelements define the home, from Ann Sacks tiles and radiant-heated French oak and marble floors to dazzling designerlighting and Fleetwood doors and windows. The open floor plan balances spacious gathering areas with options for privacyand flexibility plus indoor/outdoor living all around. A dramatic fireplace is shared by the family room with the living anddining room, all oriented to the majestic views. The open kitchen is a hallmark of the design, blending warm wood toneswith French limestone and designer tiles, while an adjacent den/study center offers versatility. There are 4 bedrooms and4.5 baths plus an equally well-appointed 1-bed, 1-bath guest house with full kitchen and laundry, perfect as an ADU orpoolside entertaining. At the center, a sparkling infinity-edge pool is surrounded by level lawn and sun-drenched terraces.A rare combination of modern luxury, a premier location, plus access to Woodside School (K-8).

1491 Canada LN, Woodside

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

Sold listing courtesy of Michael Warren from APR
$2,700,000
3 Beds ⋅ 3 Baths ⋅ ML82003150 MLS
Lakeview Lodge: A Storybook Sanctuary with Iconic Views and a Surprisingly Convenient Location. Every now and then, a property comes along that feels pulled from the pages of a storybook. Lakeview Lodge is one of those rare places, loved and nurtured by its owners for 29 years for the simplest reason: its just that special. Perched above the treetops with sweeping views of Stanfords Jasper Ridge, and originally named for its view of Searsville Lake, this peaceful retreat offers a front-row seat to natures changing beauty. From golden sunrises to dusky twilight, the vistas inspire reflection. Located near the bottom of Old La Honda Rd at Portola Rd, your minutes from Stanford, top schools, commute routes, and dining - seclusion without sacrifice. Nearby Dennis Martin Creek trails offer tranquil walks under the redwoods. The main home features 2BD/2BA, and a private-entry suite below with kitchen, living area, bedroom, and bathideal for guests or a home office. With high-speed internet, you can Zoom by day and stargaze by night. Lakeview Lodge is more than a home, its a soulful escape with a country feel and unbeatable convenience.

171 Old La Honda RD, Woodside

Listed by Kavanaugh Group, 650-850-1046 from Coldwell Banker Realty
(If provided) CoList: Steven Gray from Coldwell Banker Realty

Sold listing courtesy of Alexander Nichols from EXPCA
$5,750,000
4 Beds ⋅ 4 Baths ⋅ ML82002115 MLS
Welcome to a breathtaking estate crafted from heart redwood, where timeless elegance meets modern luxury. The beautifully updated main residence features four spacious bedrooms along with a renovated kitchen and baths, designed for both comfort and style. Two inviting guest houses provide flexible living options, while a third guest unit serves as a bright, inspiring studio/gym. Soak up the sun by the luxurious pool, unwind in the private spa just off the primary suite, or find serenity on one of the many garden patios. Skylights throughout the home flood the interiors with natural light, creating a warm and welcoming ambiance. For outdoor entertainment, enjoy friendly competition on the bocce ball court or stroll through the storybook grounds, complete with sweeping lawns and majestic oaks. Set on fully fenced, gated, and alarm-secured acreage with garage parking for three, this rare retreat offers privacy, beauty, and convenienceall within the acclaimed Portola Valley school district. A truly magical and one-of-a-kind offering.

1477 Portola RD, Woodside

Listed by Kristin Cashin, 650-387-2603 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Ankur Luthra from CATAPULT
$6,400,000
5 Beds ⋅ 4 Baths ⋅ ML82001319 MLS
An extended driveway meanders through more than 1.3 acres of Woodside grounds, leading to this spacious and inviting home offering nearly 4,200 SF of space. Bright and airy interiors, adorned with maple floors and intricate millwork, have been thoughtfully updated over the years with modern living in mind, providing ideal spaces for entertaining or quiet evenings at home. Expansive formal rooms, cozy fireplaces, a chefs kitchen, and five bedrooms, including two with en suite bathrooms, create a comfortable and functional layout. Designed for seamless indoor/outdoor living, the all-encompassing grounds feature a pool, outdoor kitchen, drought-friendly synthetic grass, and gorgeous views. Additional highlights include air conditioning, a 2-car garage with an attached workroom, and a prime location near the Atherton border. Youll enjoy convenient access to downtown Menlo Park, Menlo Country Club, the iconic Woodside Pub, Bucks, and top schools (buyer to verify eligibility).

2290 Stockbridge AVE, Woodside

Listed by DeLeon Team, 650-900-7000 from Deleon Realty
(If provided) CoList: from

Sold listing courtesy of Costantini Team from APR
$13,500,000
5 Beds ⋅ 6 Baths ⋅ ML82001314 MLS
Panoramic Western Hills views set the stage for this stunning Central Woodside estate, nestled on approximately 3.2 flat, fully usable acres just moments from downtown shops, dining, and top-rated Woodside Elementary. Designed for both comfort and function, the primarily single-level layout includes a spacious primary suite, multiple living areas, and a bright eat-in kitchen opening to a large deck overlooking a sprawling lawn, pool, and spa. Work or unwind in the detached office near a private chipping and putting green, while the beautifully crafted barn features a 4-stall stable, tack room, hay storage, riding ring, and fenced turnouts surrounded by peaceful pastures. This estate is brimming with amenities: a rose garden, fountains, sports court, horseshoe area, hidden redwood trails, and vibrant landscaping throughout. The expansive ~2,700 sq ft basement offers incredible storage, along with a wine cellar. Separate guest quarters complete with a second kitchen and private entrance. A rare combination of luxury, land, and locationthis is Central Woodside living at its finest.

258 Kings Mountain RD, Woodside

Listed by David Bergman, 650-948-1100 from Intero Real Estate Services
(If provided) CoList: Angela Bergman from Intero Real Estate Services

Sold listing courtesy of Nicholas French from SGP
$3,250,000
3 Beds ⋅ 2 Baths ⋅ ML82001305 MLS
Embrace Nature 5.19 Acre Gated Magical Woodside Retreat. Contemporary style, huge windows, soaring ceilings that reach to amazing heights, pyramid copper roofs, 10 gig network intra-structure, and skylights. Unique style/constructionset in the magical setting of a majestic Redwood grove, surrounded by Silicon Valley Views. 3 bed, 2 bath home of ~2,850 sf. The open plan has a kitchen with custom cabinets, luxury appliances, all wrapped by windows. Alfresco dining is just steps away, a tranquil oasis & just one of several venues for entertaining. Separate dining, family and living rooms. Huge primary suite with sitting area & office. Oversized 2-car garage & large workshop/art studio. Extras: Beautiful finishes, radiant heat, Ring doorbell, Advantage lighting system, excellent storage, Boise sound system, hidden panel to finished basement/laundry, whole house vac system, Tesla EV charging, Rumford fireplace, steam shower & much more. Excellent Schools. Just 6 miles from Hwy 280 & Menlo Park. This is just a hint of the treasures this property holds, schedule an appt. with Peter today.

9 Summit RD, Woodside

Listed by Peter Cowperthwaite, 650-207-4101 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Dana Cappiello from SIR
$4,200,000
4 Beds ⋅ 3 Baths ⋅ ML82000241 MLS
Best Value in Woodside! 3 SUNNY acres- all usable. Spacious and expansive, the classically simple and refreshed one-level home is designed for effortless indoor/outdoor living. Highlights include a dramatic great room, extra-large kitchen, 4 bedrooms, and seamless access to the pool and enchanting outdoor living spaces. Enhancing the appeal is a separate guest cottage or ADU, equestrian facilities with direct trail access to 973-acre Huddart Park, plus access to acclaimed Woodside Schools. 3 sunny acres, all usable and ready for planting/farming and/or horses Spacious, refurbished one-level home with a design for indoor/outdoor living ( approx 3340 square feet) 4 bedrooms and 3 baths; approximately 3,340 square feet Guest cottage or ADU with full kitchen, bath, and large deck( approx 640 square feet) 3-car garage with workshop ( approx 970 square feet) Pool plus expansive entertaining patios and decks ( approx storage rooms 215 sq ft, dressing rm 90 sq ft,) Equestrian facilities with two barns ( approx 1175 and 190 sq ft) riding arena ( approx 50x100), and fully fenced horse pastures Woodside Elementary (K-8) School (total structure approximate square feet 6620)

252 Raymundo DR, Woodside

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

Sold listing courtesy of Michael Warren from APR
$3,885,000
4 Beds ⋅ 3 Baths ⋅ ML81998758 MLS
Luxuriously remodeled interiors with an open-concept design, and a glorious setting on nearly one-half acre with sweeping western hill views. Elevated above the street, and fully solar-powered, the property is oriented to capture the picturesque views and colorful sunsets and every room opens to the outdoors. The two-story home exudes classic elegance with fine hardwood floors, beamed and paneled vaulted ceilings, and beautiful Carrara marble finishes. The floor plan is open and flowing with a formal living room, family room, spacious dining area, and stunning kitchen all flowing from one to the other. Personal accommodations include 4 bedrooms and 3 baths, highlighted by a main-level primary suite with a private patio and two additional bedrooms. A lower-level bedroom with an adjacent bath is ideal for guests or office use. The attached two-car garage has been converted into a finished recreation room but could easily return to its original use. Expansive grounds wrap around the property with view patios and decks and ample space for play and gardening. Adding the finishing touch is the homes proximity to Woodside town center and award-winning Woodside Elementary School.

643 Woodside WAY, Woodside

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

Sold listing courtesy of Helen Miller from APR
$1,935,000
3 Beds ⋅ 2 Baths ⋅ ML81998176 MLS
Secluded retreat in the redwoods on 6.1 acres just off Skyline with midway convenience to either Highway 92 or Woodside Road. Absolute privacy and perfect for a main residence or second home for weekend retreats. Gorgeous hardwood floors, dramatic great room with angular wall of windows, sliding glass doors to front and rear decks, and freestanding wood stove. Numerous skylights throughout. Well-equipped kitchen with adjoining flexible use room for wine, small office, or storage. Two main-level bedrooms, one with direct access to a dual-entry bath plus upstairs primary suite with loft-style bedroom and large bath with oversized tiled shower for 2. Additional finished room with outside access offers flexible space for office, fitness, or studio. Separate laundry area, detached 3-car garage, plus storage shed. Acclaimed Woodside Elementary School. Miles of hiking/biking trails all around.

101 Laughing Cow RD, Woodside

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

Sold listing courtesy of Scott Dancer from APR
$4,170,000
4 Beds ⋅ 4 Baths ⋅ ML81997614 MLS
Welcome to 277 Grandview Drive, a contemporary Craftsman style haven in Woodside, CA offering privacy near Silicon Valley. The 4-bed, 4-bath main house with 2 offices spans 4920 sq ft on a 10+ acre lot. A 996 sq ft guest house, with an additional 1 bedroom and 1 bath, adds versatility (currently used as a music studio). The gated entrance reveals a welcoming design which includes an 8.4 kW solar system with battery backup. Inside, discover radiant heating, a chef's kitchen and two living rooms with surround sound. Outside, a fireplace, porch and deck offer relaxation and entertainment spaces, not to mention ultimate privacy. Adjacent to Thornewood Open Space, and built in 2008, this residence seamlessly combines modern amenities with eco-conscious features. Explore the harmonious blend of modern living and natural beauty.

277 Grandview DR, Woodside

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

Sold listing courtesy of Eddie Oberoi from NTERO
$2,450,000
3 Beds ⋅ 2 Baths ⋅ ML81996224 MLS
Welcome to this stunning 3-bedroom, 2-bathroom home located in the beautiful Woodside Glens! The Living Room, which features expansive windows and a large skylight brings the beautiful surroundings indoors, is a true standout in this very comfortable and stylish home. Far from the average Silicon Valley Ranch Style home, this home envelopes you in natural surroundings while just being minutes away from the many conveniences and attractions of the area. Many recent upgrades such as a 5.6KW Solar PV System, High Efficiency Heat Pump systems for both Hot Water and comfortable Heating & Cooling, Renovated Kitchen and Bathrooms, Dual Pane Windows, thoughtful lighting and durable flooring create a move-in ready home that you will be both excited and proud to call yours. Large common areas, privacy, and ensuite bedrooms on both floors create a very flexible and useful floorplan. The grounds are inviting with a small greenhouse, a seasonal creek and blossoms abounding - Very special indeed! A spacious utility room, a two car garage featuring TWO Level 2 EV car chargers, plus a carport round out the features. Near Stanford University, the superb Roberts Market, as well as major Silicon Valley employers and excellent recreational opportunities for hiking, cycling or equestrians.

150 Otis AVE, Woodside

Listed by Dave Keefe Team, 650-887-3721 from Action Properties Inc
(If provided) CoList: from

Sold listing courtesy of Daniel Assadi from COMPS
$1,250,000
3 Beds ⋅ 3 Baths ⋅ ML81995667 MLS
Tucked among towering redwoods, this enchanting log cabin-style home offers a serene retreat in the heart of Woodside's verdant nature. Spread across two levels, this enchanting property features three bedrooms and 3.5 baths. Skylights bathe the interior with natural light, while rich wood floors and a grand stone fireplace create a warm and inviting ambiance. Step out onto the beautiful deck with forest views, establishing a cozy and private retreat. Comprising 3 parcels (075-092-040, 075-092-050, 075-092-060), this 1+ acre property slopes gently down to a tranquil creek. The great outdoors beckons with multiple usable areas, perfect for relaxation or entertaining. And with numerous open space trailheads accessible off Skyline Boulevard, you'll have plenty of opportunities to explore natures beauty. Conveniently located near Alices Restaurant, its just a 13-minute drive to Highway 280, 20 minutes to Stanford University or the San Mateo coast. Dont forget the excellent Portola Valley Schools. Experience the allure of mountain living with the convenience of Silicon Valley and coastal access just moments away.

139 Redland RD, Woodside

Listed by Francesca Lampert, 650-776-1581 from Coldwell Banker Realty
(If provided) CoList: James Milton from Coldwell Banker Realty

Sold listing courtesy of Bob Johnston from CBR
$1,263,688
3 Beds ⋅ 2 Baths ⋅ ML81995213 MLS
Located just steps from the famous Alices Restaurant, this charming cabin is a true retreat set amongst majestic redwoods on over half an acre. Offering a flexible floor plan with three bedrooms, two bathrooms, a very spacious living/dining room combination, and a kitchen with updated appliances. Walls and floors of rich wood carry throughout the home and are highlighted by expansive windows and high ceilings. The living room features a focal-point stone fireplace and sits beneath vaulted ceilings with handsome wood trusses. The dining room sits adjacent to the living room for easy entertaining with access to the deck. The kitchen is placed in the heart of the home with a center island topped in butcher block, tile countertops, a wood-burning stove, and a casual dining area. The primary bedroom has a wall of built-in storage plus two large closets, a sky-lit en suite bath with abundant storage, and sliding glass doors to the deck and spa. The secondary bedroom has a large skylight, a convenient sink, and a lofted area for even more living space. Outside, a vast deck surrounded by a majestic grove of redwoods has plenty of space to relax, and wraps around to a sunken spa off the primary bedroom. A cozy sanctuary, just a few miles away from the hustle and bustle of Silicon Valley.

227 Blakewood WAY, Woodside

Listed by Allison Howard-Smith, 650-334-5664 from Intero Real Estate Services
(If provided) CoList: Troyer Group from Intero Real Estate Services

Sold listing courtesy of Monica Newman from NTERO
$2,450,000
4 Beds ⋅ 2 Baths ⋅ ML81995189 MLS
Price reduced! Come see this wonderfully updated 4 BR/2 BA charming home in Central Woodside located in a private setting within walking distance to Town Center shops, restaurants and acclaimed Woodside School (pre-K to 8th). The home is situated on a quiet cul-de-sac in the Woodside Glens neighborhood which now features new safe walking paths throughout and is steps away from the extensive open space trail system leading to nearby Kite Hill; Entry level floor plan is designed for entertaining and includes an upgraded kitchen with new Bosch appliances and custom cabinetry, adjacent living & dining rooms, gas-burning fireplace; 2 upper bedrooms double as family room or office; Dutch door leading to 1,090 sf of sunny rear decks; The additional level features recently upgraded primary suite with sliding door to the lower deck and stairway to the fully fenced rear yard with recently installed turf and nearby seasonal creek; a fourth bedroom and laundry room are also on the lower level; the current owner made full upgrades to the kitchen and primary suite and they added a new HVAC system, a new water heater, hardwood flooring throughout lower level, and completed a major foundation upgrade, along with an extensive driveway improvement to provide parking for four cars

136 Otis AVE, Woodside

Listed by Helen Miller, 650-400-1317 from Compass
(If provided) CoList: from

Sold listing courtesy of Debbie Burness from SHGM18
$2,977,000
3 Beds ⋅ 4 Baths ⋅ ML81995178 MLS
Contemporary luxury with breathtaking western hill views from a close-in location with access to acclaimed Woodside Elementary School (K-8). Whole-home renovation in 2020 to 2022 with open concept design and three levels comprising 3 bedroom suites, dedicated office, 3.5 designer appointed baths, and spacious kitchen. Maple floors on the main level, towering vaulted all-wood ceilings, entire walls of glass presenting the views, plus front balcony. Vast level rear yard for play and entertaining with large deck, synthetic lawns, and gardening area. Fire-resistant Hardie plank siding (newly painted), composite roof and Azek decks, and triple-pane windows. Gated driveway to attached and finished 2-car garage with EV charging. Amazing customized storage throughout, including potential wine cellar and in garage, which can double as a home gym.

625 W Glen WAY, Woodside

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

Sold listing courtesy of Robert Luecke from SHOPI
$15,750,000
6 Beds ⋅ 7 Baths ⋅ ML81992668 MLS
Completely Renovated inside and out! This architectural Jewel with Dazzling Views! Originally imagined by the visionary architect Gardner Dailey in 1934, this exceptional estate is a testament to his architectural brilliance updated with a complete comprehensive renovation. The classic style of a country manor is presented, creating a visual symphony from the slate tile roof to the leaded glass windows and exceptional gardens. The views offered are nothing short of dazzling, encompassing verdant views of the bordering Menlo Country Club golf course, the sweeping panorama of San Francisco Bay, and the majestic silhouette of the East Bay hills. Set within a gated sanctuary of 1.5 acres, the home is adjacent to a 2.8 acre lot available for separate acquisition, enhancing the promise of exclusivity or with potential for further development. The palatial home spans more than 10,000 square feet of grace and sophistication. The journey into the home begins with a unique entrance a pedestrian gate beyond the gated driveway opens into a vast front courtyard with a magnificent heritage oak tree, lawns and patios, and pool, creating an enchanting space for grand celebrations or private relaxation. This is a once-in-a-lifetime property! Gorgeous Gardner Daley Home.

961 High RD, Woodside

Listed by Erika Demma, 650-704-7928 from Compass
(If provided) CoList: The Dreyfus Group from Golden Gate Sotheby's International Realty

Sold listing courtesy of Steve Lessard from APR
$1,775,000
3 Beds ⋅ 3 Baths ⋅ ML81993016 MLS
Welcome to 55 Bigtree, a charming retreat nestled among the towering redwoods of Woodside. This historic cabin has been beautifully remodeled and expanded, blending rustic charm with modern comfort. The original structure has been thoughtfully updated with a spacious addition, giving you more room to relax while keeping its timeless character intact. The heart of the home is the stunning great room, featuring soaring ceilings, tons of natural light, and amazing views of the surrounding redwoods. The new kitchen is a dream for any cook, with top-of-the-line appliances, custom cabinetry, and a large center island perfect for meal prep or gathering with friends. Right next to it, the cozy family room is an ideal spot to unwind, with easy access to outdoor living spaces. Step outside and take in the peaceful setting, complete with a partial bay view that adds even more charm to this woodland escape. Sitting on nearly half an acre, theres plenty of space to garden, entertain, or simply soak in the beauty of nature. Plus, you get the benefit of top-rated Portola Valley schools! If youve been looking for a tranquil retreat with modern amenities, this is your chance to call it home. Don't miss out!

55 Big Tree RD, Woodside

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

Sold listing courtesy of Wayne Rivas from AGNC
$3,850,000
4 Beds ⋅ 2 Baths ⋅ ML81992626 MLS
Updated and renovated, this home is ideally located opposite the picturesque Kite Hill permanent open space. Introducing the home is a spacious great room that encompasses a living room, with modern stone gas fireplace, and a step-down seating area with an impressive wall-to-wall window view of the rock and cactus garden. Adjacent to this is a formal dining room and newly remodeled kitchen with quartz counters and all new stainless steel appliances. There are 4 bedrooms and 2 baths plus a detached bonus room ideal for today's remote office, or for a game room or fitness center. Outside, are sun-drenched spaces, a stunning rock and cactus garden complete with pathways and a seating area, plus a private rear garden with large deck for entertaining around the sparkling pool. Adding the finishing touch is this homes access to the highly regarded Woodside School (K-8) and proximity to the Woodside Village.

160 Alta Mesa RD, Woodside

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

Sold listing courtesy of Afsoon Shahrdar from TODAY
$125,000
BE41083418 MLS
Private lot in prime Redwood Park area of Woodside offers an extraordinary opportunity to build the home of your dreams! Its a perfect rustic hideaway! Private, yet not secluded setting close to 84 and easy access to 280 & 92. Don't miss the opportunity if you love nature and a quiet neighborhood! Prospective buyers are encouraged to do their own due diligence & investigations for building suitability and development with the County of San Mateo. Actual legal description to property is APN: 067-167-070 & 067-167-280. Two parcels merged in 1983.

229 Huckleberry Trl, Woodside

Listed by Jon Ahern, (925) 838-9999 from Coldwell Banker Realty
(If provided) CoList: Camille Ahern from Coldwell Banker Realty

Sold listing courtesy of Lauren Wolff from CCCOLD19
$1,335,000
3 Beds ⋅ 2 Baths ⋅ ML81991484 MLS
Mountain Retreat with Valley Views, Ultimate Privacy, and Open-Concept Living! This 3-bedroom, 2-bath home offers the best of both worldsclose enough for a quick Silicon Valley commute, yet it feels like a secluded mountain escape. The open-concept design connects the kitchen, dining, and living spaces, creating an airy flow perfect for relaxing and entertaining. Enjoy stunning valley views from the kitchen, living room, upstairs bedroom, and spacious decks. The largest bedroom, with a private entrance, offers ADU potentialideal for a guest suite, rental, or a teens private space.The sun-drenched backyard features mature oaks, fruit trees, berry bushes, a greenhouse, and irrigated planting beds. The front yard, with a redwood ring and native plants, enhances the peaceful retreat feel. Inside, the home boasts updated bathrooms, wood floors upstairs, and heated tiles in the downstairs bedroom and bath. Skylights and double-pane windows fill the home with light, while fresh paint and newer decks make it move-in ready. Walking distance to Skywood Trading Post and Alices Restaurant, this home has a small-town vibe. With top-rated Portola Valley schools and nearby trails, and only 25 minutes from the beach, its a perfect blend of nature and convenience.

12 Skylonda DR, Woodside

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

Sold listing courtesy of Kelsey Takaha from COMPS
$210,000
ML81990722 MLS
Opportunity to build and live in the prestigious rural community of Kings Mountain. Lots of stunning Redwoods. Water is available via the local water district. Septic will be needed. Parcel includes Ap #'s 067-222-080 & 067-222-100 for a total of approx 5.5 acres. Property extends from Swett Rd to Tunitas Creek Rd.

0 Swett RD, Woodside

Listed by David Cline, 650-619-3369 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Chris Iverson from GGSIR
$4,635,645
4 Beds ⋅ 5 Baths ⋅ ML81988046 MLS
Stunning turnkey contemporary, minutes from the village & Woodside Elementary. Gorgeous custom home was re-built & expanded in 2015 & upgraded/enlarged again in 2022, with a brand new attached ADU, sparing no detail nor expense. 4 CAR GARAGE plus additional parking! Vaulted ceilings, oversized windows & doors, views and patio/yard access throughout--- this home epitomizes California indoor/outdoor living in a beautiful, natural treed setting. Features include: Dramatic vaulted ceiling Living Room/ Dining Room combo w/ Fireplace* Chef's Kitchen with island* Huge Family Room with wall of built-ins and garden access* ADU Guest Suite w/living area, kitchenette, FP & Murphy Bed *Separate Laundry Room* 2 - 1/2 baths* 4 Car Garage--2 car Attached Garage PLUS 2 car Detached Garage w/ separate driveway* SOLAR with 2 TESLA Powerwall Back-up Batteries*. Outside: Large flat Patios & Yard off both Living & Family Rooms* Incredible Outdoor Kitchen with built-in BBQ, 2 burner Gas Stove, Refrigerator, Sink, long slab Stone Buffet* Hot tub. *Outstanding Woodside Elementary School !

900 Midglen WAY, Woodside

Listed by Liz Daschbach, 650-207-0781 from Compass
(If provided) CoList: from

Sold listing courtesy of The Sharp Group from KWPEN

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