Woodside CA 2 Bathroom Real Estate, Homes, Condos for Sale

3 Beds ⋅ 2 Baths ⋅ ML82055302 MLS

Set upon an extraordinary 3.25-acre setting, and just west of Palo Alto sits this charming one-story home which offers a rare sense of seclusion and natural beauty, further enhanced by its adjacency to a protected 6-acre parcel that ensures enduring privacy. The grounds are a true sanctuary, featuring a 40-year-old native garden that blooms nearly year-round, and a spacious rear deck overlooks this serene landscape, creating a seamless connection between indoor comfort and outdoor living. The property is graced with mature fruit trees, including pear, cherry and peach trees that add both charm and seasonal delight. Inside, the living room is a striking centerpiece, featuring a grand stone fireplace with a wood stove insert, complemented by soaring redwood-beam ceilings that add warmth and character to the space. A generously sized family room offers flexibility for relaxation, entertaining, or extended living. Modern convenience meets country tranquility with reliable high-speed internet, making this an ideal retreat without compromise. Surrounded by scenic, horse- and dog-friendly trails and supported by a welcoming, close-knit neighborhood, this is a setting that offers both peaceful escape and a genuine sense of community.

188 Martinez RD, Woodside

Listed by Mercedes Roses, 650-766-3910 from Compass
(If provided) CoList: from

$3,195,000

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

$3,725,000

3 Beds ⋅ 2 Baths ⋅ ML82050810 MLS

Move in today, expand tomorrow. Nearly one-half acre of level land less than one-half mile from the Woodside town center. Fresh paint, refinished hardwood floors, and numerous updates make the home ready to enjoy, while the expansive property presents exceptional opportunities for future expansion or building new. The home has 3 bedrooms, 2 baths, an updated kitchen, living room with fireplace, attached 2-car garage, energy-efficient heat pump for heating and cooling, updated electrical service, and EV charging. Just down the street from renowned Woodside Elementary School (TK-8).

3270 Woodside RD, Woodside

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

$3,950,000

3 Beds ⋅ 2 Baths ⋅ ML82050036 MLS

Set on 1.5 acres at the end of a quiet cul-de-sac in Central Woodside, the property offers a beautifully completely updated estimated 2,105 sq ft retreat in the highly regarded Woodside School District. The refreshed home features wide-plank oak hardwood floors, new dual-pane windows, LED lighting, and a new metal roof with added skylights. The renovated kitchen showcases shaker cabinetry, white marble countertops, a Wolf induction range, Sub-Zero refrigerator, dual Wolf ovens, a deep corner pantry with microwave, and an island with seating, plus a Dutch door to the spacious rear patio. Enjoy a cozy family room with wood-burning fireplace, large-screen TV, and articulating door to outdoor entertaining and dining. The primary suite includes an expansive sleeping area with French doors to the nearby native plant garden and majestic Redwoods, a Mitsubishi split A/C, and an upgraded and spectacular bath with marble counters, freestanding tub, new shower, and improved walk-in closet. Additional highlights: new central forced-air system with Nest controller, Level 2 EV charger, security cameras, new septic system and gated trail access to Teague Preserve.

855 Patrol RD, Woodside

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

$4,300,000

3 Beds ⋅ 2 Baths ⋅ ML82047585 MLS

For Comp Purposes Only

180 Phillip RD, Woodside

Listed by Costantini Team, 650-430-8425 from Compass
(If provided) CoList: from

Sold listing courtesy of Costantini Team from APR

$6,500,000

3 Beds ⋅ 2 Baths ⋅ ML82041776 MLS

This is an idyllic Woodside property on over 1 level acre, where open land, equestrian facilities, and close-in convenience come together just one-half mile from the Town Center and highly acclaimed Woodside School. The expansive, level grounds set the tone complete with a 1 bedroom and 1.5 bath guest house, barn, fenced paddocks, pool, and broad stretches of lawn that capture the true spirit of country living. The home has been beautifully remodeled with a fresh, cohesive design that includes all-new lighting, a fully renovated kitchen, and beautifully updated bathroom. The interiors feel bright, current, and immediately livable, and a remodeled 1 bedroom guest house adds valuable flexibility for extended stays, office use, or possible rental. Beyond what is already in place, the scale and level nature of the property presents outstanding opportunity. Expansion, further personalization, or even the creation of a new estate can all be envisioned here, making this property as compelling for today as it is for the future.

3362 Woodside RD, Woodside

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

Sold listing courtesy of Michael Warren from APR

$2,150,000

3 Beds ⋅ 2 Baths ⋅ ML82032924 MLS

BEST VALUE IN WOODSIDE!! Nestled under Woodside's heritage oaks, this 1929 Woodside Glens retreat offers a rare blend of vintage character, privacy, and views. The nearly 0.5 acre lot features abundant, verdant scenery and a wrap-around deck to take it all in. The main level boasts a large, open-beam living room anchored by a cozy wood-burning stove, and is surrounded by windows which bring the natural beauty of the Glens inside. The floor plan includes a vintage kitchen, a dining area overlooking the oaks, and two bedrooms -- one featuring its own fireplace. Central air-conditioning provides year-round comfort. Upstairs is a versatile loft with a storage area. The lower level features a large bedroom with a bathroom and shower, an oversize 2-car garage, plus driveway space for 2 additional vehicles. With the large lot, an ADU is possible (buyer to confirm with the town). Located in the district for top-rated Woodside Elementary (K-8) and Woodside High, this home is moments from Woodside Village and offers a convenient commute to the entire Bay Area via Hwy 280. Experience the quintessential Woodside lifestyle in this timeless woodland sanctuary.

235 Hillside DR, Woodside

Listed by Steve Rumberg, 408-981-2383 from Keller Williams Realty-Silicon Valley
(If provided) CoList: from

$3,600,000

3 Beds ⋅ 2 Baths ⋅ ML82038616 MLS

A Private Setting with Sweeping Western Hill Views! Architectural character with a strong connection to the outdoors define this inviting Woodside home set on more than one-third of an acre. Across the front of the home, a dramatic wall of glass rises to a beamed and paneled cathedral ceiling, framing sweeping western hill views and tranquil garden outlooks. Living, dining, and kitchen spaces come together in a generous open area that extends out to a crushed stone patio oriented to the views. Three bedrooms and two baths are arranged for comfort and privacy. The primary suite is positioned just off the foyer and opens directly to the rear yard. Two additional bedrooms are located on the opposite side of the home, including one with an adjoining office or art studio and direct outdoor access. The grounds offer expansive gardens, a level lawn, and a detached studio with flexible use, creating inviting spaces for relaxation, creativity, or entertaining. A close-in setting near the center of town, along with access to highly regarded Woodside Elementary School, completes the appeal of this distinctive property.

665 W Glen WAY, Woodside

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

Sold listing courtesy of DeLeon Team from DLRPA

$800,000

2 Beds ⋅ 2 Baths ⋅ ML82033018 MLS

This property scores high on the unique scale! Just 5 minutes drive from Alice's Restaurant, nestled in a sorrel, fern and redwood gorge, this two bedroom, two bath home is an engineering feat to behold. Outstanding vehicular accessibility as the .87 acre property enjoys a horse-shoe looped driveway off Highway 84 which would be ideal for heavy equipment operators, or motorcycle enthusiasts. There is a large shop and multiple outbuildings. 20 minutes drive to Palo Alto yet a world away; think clubhouse, weekend get-a-way, or create your own Dwell Magazine worthy abode.

121 La Honda RD, Woodside

Listed by Mollie Whipp, 415-741-4012 from Coldwell Banker Realty
(If provided) CoList: Cameron Jeffs from Coldwell Banker Realty

Sold listing courtesy of Dante Razzini from NTERO

$4,200,000

3 Beds ⋅ 2 Baths ⋅ ML82034218 MLS

Set on approximately 1.65 acres in Woodside Hills, this rare single-story property presents an exceptional opportunity to create a custom estate in one of Silicon Valleys most coveted settings. The existing 3-bedroom, 2-bath residence built in 1955, features a classic footprint, swimming pool, and expansive groundsoffering endless potential for renovation, expansion, or a complete reimagining. Surrounded by mature trees and natural beauty, the property delivers privacy, scale, and a premier canvas for builders, developers, or visionaries seeking to craft something truly extraordinary. Whether restoring the homes mid-century character or designing a brand-new architectural statement, this is a rare chance to secure a sizable parcel in a prestigious enclave where world-class estates define the landscape.

135 Harcross RD, Woodside

Listed by David Kelsey, 650-388-2086 from Compass
(If provided) CoList: from

Sold listing courtesy of Jasmine Lee from CBR

$2,925,000

3 Beds ⋅ 2 Baths ⋅ ML82032025 MLS

Discover a blend of charm and modern living in this beautifully updated Woodside home, nestled beneath a canopy of majestic oak trees. Originally built as a summer cottage in 1927, this 3-bedroom, 2-bathroom residence has been thoughtfully expanded and renovated while preserving its vintage character. The heart of the home features a recently remodeled kitchen designed for both everyday living and entertaining. Natural light pours through skylights and a large sliding door that opens to a private patio, seamlessly connecting indoor and outdoor spaces. The dining room showcases a wall of windows framing views of the lush yard and filtered sunlight through the surrounding oaks. A private primary retreat, completed in 2017 with foundation and seismic retrofitting, offers a peaceful sanctuary with luxurious appointments and imported stone floors. A standout feature is the fully equipped guest house with its own kitchen and full bathroom, perfect for extended family, guests, a home office, or rental income potential. Located in the desirable Woodside Glens neighborhood, this home offers exceptional proximity to downtown Woodside and Woodside Elementary School. Roberts Market, charming cafés, and local favorites are just a short stroll away.

240 Glenwood AVE, Woodside

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

Sold listing courtesy of John Shroyer from TODAY

$2,718,000

3 Beds ⋅ 2 Baths ⋅ ML82026774 MLS

Set on a rare 3-parcel, 0.43-acre lot, this one-of-a-kind Woodside property blends timeless character with modern updates in one of the areas most coveted neighborhoods. Surrounded by mature oaks and breathtaking foothill views, it offers the perfect balance of privacy, nature, and conveniencejust minutes from scenic trails, open space preserves, major freeways, and vibrant downtown Woodside. Originally built in the 1920s, the home exudes classic charm while showcasing thoughtful renovations, including a beautifully updated kitchen, fresh interior paint, and a versatile lower-level guest or bonus suite. Vaulted wood-beamed ceilings add warmth and character to the main living areas, complemented by a formal dining room and multiple flex-use rooms that can serve as offices, guest quarters, or creative spaces. On the first floor, you'll find a full bathroom, bonus living or guest area, plus a bonus room ideal for storage, a home workshop, or future expansion. With over 2,400 sq. ft. of living space, this flexible layout offers endless potential for customization and growth. Offering an exceptional opportunity, this property is perfect for builders, investors, or those dreaming of creating their own Woodside retreat.

112 Highland TER, Woodside

Listed by Sammi Moser-Wingo, 408-857-2026 from The Agency
(If provided) CoList: Donald Moser from The Agency

Sold listing courtesy of Lilly Tamayo from NTERO

$1,650,000

3 Beds ⋅ 2 Baths ⋅ ML82024935 MLS

Handcrafted California adobe-style home nestled among towering redwoods with sweeping Bay views. Built in the mid-century era, this residence blends timeless craftsmanship with natural tranquility. Exposed beam ceilings, brick and adobe walls, and terracotta tile floors create warmth and authentic character throughout. The open living and dining areas feature expansive windows and French doors that frame panoramic vistas and open to patios for seamless indoor-outdoor living. The original kitchen showcases artisan tile counters and solid wood cabinetry with easy flow to the main living areaideal for entertaining or everyday comfort. The spacious primary suite enjoys stunning Bay views and direct patio accessperfect for morning coffee or evening sunsets. Set on a private, fenced lot just minutes from downtown Woodside, this property offers architectural integrity, peaceful surroundings, and exceptional potential to update or expand while preserving its handcrafted charm.

205 Grandview DR, Woodside

Listed by Stephanie Nash, 650-995-3820 from Compass
(If provided) CoList: from

Sold listing courtesy of Lucy Goldenshteyn from RDFIN

$2,390,000

2 Beds ⋅ 2 Baths ⋅ ML82024519 MLS

Peaceful Woodside Retreat with Sweeping Bay Views Welcome to 168 Sunrise Drive, a serene retreat in the heart of Skywood Acres where you'll enjoy breathtaking panoramic views of the Bay, stretching from San Carlos to San Jose. Set on a spacious 53,577Â± sq. ft. lot, this home offers both privacy and connection to nature. A long driveway leads you to the inviting residence, surrounded by mature landscaping, lush foliage and the quiet beauty of Woodside's countryside. Inside, the home features 2 bedrooms, 2 baths, and a versatile bonus room perfect as an office, studio, or guest space. Vaulted ceilings and floor-to-ceiling windows fill the open living areas with sunlight, creating a warm, inviting space with stunning views from nearly every room. Step outside to a sunny deck and sparkling pool, the perfect place to relax, entertain, or take in the peaceful surroundings. Experience the best of Woodside living - privacy, natural beauty, and views that truly take your breath away. Just minutes from Menlo Park, Palo Alto, and top schools, it offers the rare blend of privacy, prestige and convenience.

168 Sunrise DR, Woodside

Listed by Deanna Reudy, 650-759-2986 from Compass
(If provided) CoList: from

Sold listing courtesy of Sam Habib from C21MM

$3,125,000

3 Beds ⋅ 2 Baths ⋅ ML82019083 MLS

A rare and private 15+ acre estate blending equestrian excellence, vineyard living, and natural beauty. Perfect for riders, vintners, or those seeking peaceful country living. The Barn Pros barn includes 4 matted stalls with Euro fronts, individual runs, a heated wash rack with hot/cold water, tack room, and enclosed feed/hay storage. Above, a spacious apartment with 2 sleeping areas, tall ceilings, and sweeping viewsideal for guests, caretakers, or rental income. Equestrian features include 2 fenced pastures with matted double run-ins, a paddock with a single matted shed, ~95x198 Olympia Footing arena (fenced with sand/rubber footing), and a ~60 round pen. The vintage 3BR, 1.5BA farmhouse offers rustic charm, storage, a cellar, and a relaxing front porch with serene views. A newer guest house (separately addressed) features 1BR + office/bonus roomideal for family, guests, or rental. Enjoy ~1 acre of Pinot Noir vines, fully fenced and producing excellent estate wineperfect for personal use or boutique winemaking. Mid Pen has plans to add a lot and access to the La Honda Open Space Perserve, that is right across the street. This is more than a propertyits a lifestyle sanctuary just ~20 mins to Hwy 280 and 30 mins to Half Moon Bay.

11120 La Honda RD, Woodside

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

Sold listing courtesy of David Cline from CBR

$2,037,000

4 Beds ⋅ 2 Baths ⋅ ML82008982 MLS

Perched on a peaceful mountain with breathtaking views of the Pacific Ocean, this updated 4-bedroom, 2-bath home offers the perfect blend of privacy and convenience. Just minutes from Half Moon Bay and San Mateo, this gated property is tucked within the cozy Kings Mountain community and designed for flexible living. With two spacious living rooms, two kitchens, and a bonus room, the home has excellent potential for separate living spaces; ideal for multigenerational living or guest quarters. The main kitchen features sleek Bosch appliances and modern finishes, while large windows throughout the primary living space capture breathtaking ocean vistas. Enjoy outdoor entertaining and evening sunsets on the deck, soak in the hot tub under the stars, and embrace the quiet, coastal mountain lifestyle. Whether you're looking for a serene full-time residence or a versatile retreat with income potential, this home offers comfort, flexibility, and unmatched views in a truly special setting. Just steps from Purisima Creek Redwoods Open Space Preserve and minutes to local favorites like The Mountain House and Alice's Restaurant, this home offers nature, charm, and versatility in one stunning package.

12960 Skyline BLVD, Woodside

Listed by David Skokan, 650-200-7420 from RE/MAX Gold Redwood Shores.
(If provided) CoList: from

Sold listing courtesy of Emily Baratzadeh from CBR

$1,875,000

3 Beds ⋅ 2 Baths ⋅ ML82008056 MLS

Morning light pours through redwoods onto white oak floors at this 3BR/2BA retreat on 2.44 private acres. Updated kitchen and marble baths blend comfort and style. A bright barn office and workshop offer flexible use easily converted for equestrian needs with an existing corral. A fenced dog run adds convenience. Enjoy sunrises on the expansive deck or quiet moments on a meditation deck tucked in a redwood fairy ring. Just 10 minutes to Roberts Market, 15 to Stanford, and close to Facebook (20 min), Google (25 min), and Apple (25 min). Top Portola Valley schools and Woodside High.

350 Grandview DR, Woodside

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

Sold listing courtesy of Jennifer Pollock from COMPS

$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

$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

$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

$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

$1,263,688

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

$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

$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

$685,000

3 Beds ⋅ 2 Baths ⋅ ML81987587 MLS

Price Improvement! Bring your vision, contractor and agent and make us an offer! Picture yourself, immersed in nature, living amongst the redwoods and fruit trees in your own fully fenced, secluded compound. Hidden from the road allowing you the ultimate in privacy. Enjoy the fragrance of fresh air and the Coastal breeze. Sink into soulful bliss and surround yourself in the beauty of nature while enjoying your morning beverage or your telecommute on the sun filled deck. The large great room with stone fireplace is the perfect space to entertain, an additional fireplace in the primary bedroom. Bonus room downstairs. No freeways here, far enough away from the hustle and bustle of the Silicon Valley, yet a short drive to Highways 92 and 280. With a little TLC, this lovely, private and secluded, quiet home would transform into a true gem. Sitting on over a half an acre, this is a real opportunity for the buyer who wants to keep the history and nostalgia of the area while creating a beautiful sanctuary to call their own. Live here or make this your vacation home away from home, moderate drive from the East Bay or San Francisco. Forget Tahoe, live Woodside!

200 Star Hill RD, Woodside

Listed by Linda Crose-Andersen, 650-417-1545 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jazmine Ransom from REEXPERTS

$1,450,000

3 Beds ⋅ 2 Baths ⋅ ML81984955 MLS

Abundant skylights throughout this charming woodsy cabin fill the home with sunlight and create a peaceful, inviting retreat just moments away from the bustle of Silicon Valley. The newly remodeled kitchen offers crisp white counters, cabinets, and a contemporary tile backsplash plus a mudroom laundry area with updated appliances. There are natural hardwood floors and vaulted ceilings in the living room, kitchen, and bedrooms. A large bedroom, full bathroom, kitchenette, and family room on the lower level could be used as a guest suite or ADU with separate entrance. Upgrades include new electrical panel, AC, back-up generator, cast iron wood stoves, and outdoor pizza oven. Multiple fruit trees, a small meadow, and a seasonal creek grace the backyard and are lightly shaded by elegant redwood trees. This one-of-a-kind home is served by Portola Valley's highly acclaimed elementary and middle schools, and is a short stroll to Alices Restaurant, Four Corners, and stunning trails for hiking or biking. Come see all that 223 Blakewood has to offer!

223 Blakewood WAY, Woodside

Listed by Carrie Davis, 650-269-4768 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP

$2,000,000

4 Beds ⋅ 2 Baths ⋅ ML81972926 MLS

THIS IS YOUR CHANCE TO REMODEL TO YOUR SPECIFICATIONS OR REBUILD THE HOME OF YOUR DREAMS! SITUATED ON A FLAT, 13,144 SQ. FT. LOT, AND NESTLED ON A CUL-DE-SAC STREET, OPPORTUNITIES LIKE THIS DO NOT COME AROUND OFTEN! THE MAIN HOUSE FEATURES 4 BEDROOMS AND 2 BATHROOMS, AN ABUNDANCE OF STORAGE & CLOSET SPACE, AND AN OPEN-CONCEPT LIVING ROOM/DINING ROOM/KITCHEN FLOOR PLAN. WITH VAULTED CEILINGS AND LOTS OF NATURAL LIGHT THROUGHOUT, THIS HOME FEELS LARGER THAN IT IS. EXTERIOR HIGHLIGHTS INCLUDE DUAL DRIVEWAYS, TWO SEPARATE STORAGE/WORKSHOPS AT THE REAR OF THE PROPERTY, AND MATURE TREES FOR PRIVACY AND SHADE. WOODSIDE IS KNOWN FOR ITS TRANQUIL LIFESTYLE, AWARD-WINNING SCHOOLS, AND EASY ACCESS TO 280, DO NOT LET THIS CHANCE TO FINALLY LIVE CLOSE TO EVERYTHING BUT FAR FROM IT ALL PASS YOU BY!

5 PALM CIRCLE RD, Woodside

Listed by Maxine & Michelle Dumas, 650-591-8000 from Dumas & Company
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP

$1,801,000

3 Beds ⋅ 2 Baths ⋅ ML81970530 MLS

This private and serene home sits on almost one acre with dramatic views. Approximately 1913 square feet, the single level open floor plan is bright and flowing with vaulted ceilings, hardwood floors and large windows looking to the stunning natural views across the canyon. Living and dining areas open to private decks and yard. Beautifully remodeled and expanded in 2011 with permit, the house has 2 bedrooms and 2 bathrooms with large office also used as a bedroom and an additional office/den. High-end and very functional cabinetry and built-ins. Walk-in pantry and loads of storage. The garage has been converted to workshop/storage. Located in the sought after Skylonda neighborhood and served by the Woodside and Portola Valley Schools it is an easy commute to the heart of the Peninsula.

160 Chapman RD, Woodside

Listed by Karin Bird, 650-207-0940 from Compass
(If provided) CoList: from

Sold listing courtesy of Wayne Rivas from AGNC

$2,125,000

3 Beds ⋅ 2 Baths ⋅ ML81968736 MLS

Relax and restore yourself at this charming one-of-a-kind updated log-cabin retreat that sits on over an acre of Woodside redwoods and still gets plenty of sun! Built in 1934, this location for decades has held weddings, outdoor concerts, retreats & family gatherings. It also has a trail that leads into the 6100+ acre La Honda Creek Open Space Preserve. You can walk over to Alice's Restaurant and enjoy some local musicians or enjoy a relaxing evening on the 4 deck areas attached to the main house and feel 'away from it all'. The property is a 2-story, 3-bedroom, 2-bath craftsman cabin home that opens to the great room with ample seating and a stove fireplace. The upstairs has both the vaulted master bedroom as well as an ample 2nd bedroom that accommodates two queen beds comfortably. The new extension has the dining area, and a vaulted updated kitchen with all amenities and giant windows that will leave you staring out at the redwoods right in front of you. Downstairs has been updated and has a second full bathroom, a very large family room and the 3rd bedroom, with double doors that open up onto its own private patio area. There is an abundance of outdoor seating and eating areas to enjoy as well. Detached studio/cottage - has been rented before for additional income.

191 Blakewood Way, Woodside

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

Sold listing courtesy of Suzanne Scott from COMPS

$1,610,000

3 Beds ⋅ 2 Baths ⋅ CC41060289 MLS

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

108 Swett Rd, Woodside

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

Sold listing courtesy of Mike Bohnert from CBR

$2,110,000

3 Beds ⋅ 2 Baths ⋅ ML81962826 MLS

Welcome to this stunning Woodside residence, where modern elegance meets timeless charm. Built in 2010, this home combines stone, wood, and striking red accents to create a captivating exterior. Circular driveway beckons you towards the welcoming entryway. Step inside to discover a light-filled haven boasting 3 bedrooms and 2 baths. The airy sunroom immediately off the entry sets the tone for the bright and inviting atmosphere found throughout. Spacious kitchen, you'll be greeted by high ceilings and a magnificent chef's island complete with a gas cooktop and warming drawer - perfect for culinary enthusiasts. The sunlit eating area features custom built-in buffet cabinets offering ample storage for all your needs. The living room is a sanctuary of comfort, Nestled within is a cozy wood-burning stove. Step outside onto the deck or patio, where you can bask in the serene ambiance of the outdoors amidst mature shade trees. This outdoor space provides endless possibilities for entertaining. Retreat to the master bedroom, complete with its own ensuite bathroom and outdoor access via a light-filled French door. Whether relaxing indoors or enjoying the tranquility of the outdoor spaces, this Woodside gem offers the perfect blend of modern luxury and natural beauty.

8 Blakewood WAY, Woodside

Listed by Allen Nazari, 650-313-7619 from Park Lane Capital Inc
(If provided) CoList: from

Sold listing courtesy of Dana Cappiello from SIR

$2,755,000

4 Beds ⋅ 2 Baths ⋅ ML81962145 MLS

Majestic home set on 1.96 acre lot boasting with mature redwood trees, beautiful lush grounds with stunning views! Quaint entry porch & front door invites you into the spacious living room with cozy brick fireplace. Separate dining area, chefs kitchen with gas range and breakfast bar. Updated baths, recessed lighting, gorgeous hardwood flooring, dual-paned windows, 2 side storage sheds, large walkin basement accsessible from back yard under deck. Perfectly located in Central Woodside; this home is minutes to town center for convenient shopping, dining and the acclaimed Woodside School. Easy access to hiking trails, biking and horse back riding. Expansive deck to entertain guest while enjoying breathtaking views.

555 Summit Springs RD, Woodside

Listed by Diane Martin, 650-400-3555 from Keller Williams Palo Alto
(If provided) CoList: John W. King from Keller Williams Palo Alto

Sold listing courtesy of Denise Crosetti Schaul from DCBR

$2,200,000

4 Beds ⋅ 2 Baths ⋅ ML81958417 MLS

Enjoy the relaxing ambiance of this custom home located in the redwoods above Woodside. This beautiful residence and its' surrounding garden is a perfect place for tranquility. Tastefully updated, home rests on .88 acres. Natural illumination from large windows & skylights flood the home in beautiful light. An open concept main level floor plan creates gathering areas that connect seamlessly to the chef-inspired kitchen featuring a suite of stainless appliances including a 48" Thermador range. Harwood floors run throughout the 2 level home & high, open beam ceilings accentuate this outstanding residence. There is an en-suite bedroom on the main floor, 3 additional bedrooms on the 2nd floor along with a stunning bath. A spacious family room, separate mudroom, laundry & surrounding decks are all additional features of this hi end home that is surrounded by a beautiful garden. Charming separate Artist studio, large decks, basement, storage sheds too. Seller is the Agent .DISCLOSURES AT ...https://app.disclosures.io/link/368-Ridge-Road-ulp04l2i

368 Ridge RD, Woodside

Listed by Valerie Trenter, 650-888-6930 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Bonnie Romo from 01TWNO01

$2,675,000

2 Beds ⋅ 2 Baths ⋅ ML81953706 MLS

This was a private sale. This listing is for Comp Purposes only.

506 Eastview WAY, Woodside

Listed by Mark Palermo, 650-218-6400 from Compass
(If provided) CoList: from

Sold listing courtesy of Mark Palermo from APR

$1,550,000

3 Beds ⋅ 2 Baths ⋅ ML81953064 MLS

Inviting Ranch home sitting on approx. 2.49 acre parcel. As you head up the private drive and emerge over the rise your are instantly struck by the inviting site of the home where it sits pleasingly amidst the natural setting. The land is truly special with open sunny meadows, fenced garden and a unique private experience. The home of approx. 1569 sq.ft. 3 beds, 2 baths, office, laundry room. Inviting country kitchen open to the living area. Very lg. master suite with woodstove, open beam ceilings is a peaceful retreat. Covered front porch & several levels of decks provide ample & diverse areas for outdoor living. The large room off the detached 2 car garage is ideal for many uses: Office, workshop, exercise room. Additional 2 car tandem carport. Solar with whole house battery back-up. Recent upgrades include: Metal seam roof on house, bamboo floors in living area and 2 bedrooms, induction cook-top, water heater, washing machine. easy access to 280.

10700 La Honda RD, Woodside

Listed by Karin Bird, 650-207-0940 from Compass
(If provided) CoList: Scott Hayes from Compass

Sold listing courtesy of Heidi Frank from CBR

$2,300,000

3 Beds ⋅ 2 Baths ⋅ ML81948998 MLS

Welcome to your dream retreat in the prestigious Skywood area of Woodside. This sunlit, charming home offers a tranquil escape with breathtaking views of Hoover Tower and the Bay from its expansive back deck. The residence features 3 bedrooms and 2 baths. The open floor plan seamlessly connects the dining area to the living room, where a cozy fireplace awaits. Step into the flex space; envision it as a large family room or your private sanctuary with a vaulted ceiling, providing a versatile layout. Enjoy the serenity of your surroundings. The back deck becomes your personal oasis, offering an ideal spot to unwind and take in the panoramic views. This space is designed for the ultimate in indoor-outdoor living. This home boasts modern amenities, including solar panels, a generator for added security, a solar water heating system, and a whole house water filtration system. Embrace sustainability and efficiency. Conveniently located approximately 15 minutes from Highway 280, Roberts Market, and top-rated schools. Commuting is a breeze, allowing you to connect with Silicon Valley and beyond. Experience the best of both worlds - the tranquility of Skywood and the accessibility to urban conveniences. This residence is more than a home; it's a lifestyle. Make it yours!

1 Stadler DR, Woodside

Listed by Nadr Essabhoy, 650-248-5898 from Compass
(If provided) CoList: Rick Howard-Smith from Compass

Sold listing courtesy of RECIP from RCIP

$2,000,000

3 Beds ⋅ 2 Baths ⋅ ML81937133 MLS

Your own piece of paradise awaits you. Close to the Woodside Village and highly acclaimed Woodside Elementary School K-8. Nestled among oak trees, this Woodside Glens home is tucked away on nearly half an acre overlooking a seasonal creek at the end of a quiet cul-de-sac with access to the Joan Olson Natural Preserve and trails. This move-in ready sunny home features abundant natural light and forest views from every room. The main level has three bedrooms and two bathrooms. The lower level includes rooms for an office, fitness/play space, and laundry. Highlights include hardwood floors, an updated kitchen with stainless steel appliances, dedicated off-street parking, and sunny spaces for flower/vegetable gardens. Enjoy the relaxed California indoor-outdoor lifestyle with a spacious deck off the main living area, with views of the property's seasonal creek and trail. This magical woodland retreat is conveniently located for commutes to SF and Silicon Valley, with 280 just minutes away.

160 Otis AVE, Woodside

Listed by Erika Demma, 650-888-6558 from Compass
(If provided) CoList: Deborah Kehrberg from Compass

Sold listing courtesy of Michael Warren from COMPS

$2,850,000

3 Beds ⋅ 2 Baths ⋅ ML81934979 MLS

Serene, very private and very quiet 3+/- acre property, only 5 minutes to Woodside town center surrounded by oaks, redwood and manzanita trees. Set on a knoll the property borders Huddart Park and watershed property and features the highly desirable beautiful western hill views. The 3-bedroom, 2-bath (current 3rd bedroom used as office), inviting home has rustic tones with an abundance of natural light. Large primary bedroom with walk in closet and recently updated en-suite bathroom. Light and bright, well laid out kitchen and updated second bathroom. Multiple outdoor dining and seating areas to enjoy this peaceful natural setting and views, fruit trees and several flat areas for potential other applications. 2 covered horse stalls with runouts, tack room, sand arena/turnout area, larger main barn/workshop, outdoor shower. Barn is aprox. 20'x34' Easy trail access into Huddart Park, Woodside Elementary School, close access to 280 and Sand Hill. Truly must be seen to appreciate.

486 Raymundo DR, Woodside

Listed by Chris Anderson, 650-207-7105 from Compass
(If provided) CoList: from

Sold listing courtesy of Roshan Izadi from APR

$1,275,000

2 Beds ⋅ 2 Baths ⋅ ML81933855 MLS

Must See! Views are incredible! Magnificent Redwood Trees in your own Back yard! Home is located in the Phleger Estate Area. You are in the forest, yet approximately 7 miles from Interstate 280 and Hwy 92. 2 lots together for a combined 3/4 of an acre. Plenty of room for parking, outdoor living spaces and the ability to make your home even larger. Currently configured with 2 bedrooms and 2 baths.

13503 Skyline BLVD, Woodside

Listed by James Light, 650-341-8193 from Bay Area Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Rebecca Navarro from KWPA

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