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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.

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

$3,885,000

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.

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

$5,755,000

Stunning 4 Bedroom, 4 Bathroom Home with Sparkling Pool and Tennis Court. Formal Entry. Living Room with Fireplace, Built-ins, and High Ceilings. Formal Dining Room. Chefs Eat-in Kitchen with Walk-in Pantry, Stainless Steel Appliances, and Breakfast Bar. Opens to Family Room with Vaulted Ceilings and Fireplace. Bonus Family/Media Room Features Wine Room, Wet Bar, Projector, Drop Down Screen and Full Bathroom with Steam Shower. Main Level Bedroom, Full Bathroom, and Laundry Room. 4 Spacious Bedrooms. 4 Bathrooms. Primary Suite Retreat Features Walk-in Closet, Radiant Heat, Jacuzzi Tub, Stall Shower, and Private Sun Room. Lovely Landscaped Acre Plus Lot. Sparkling Pool, Hot Tub, Waterfall, and Built-in BBQ. Tennis Court with Storage

4 Beds ⋅ 4 Baths ⋅ ML81998202 MLS

Stunning 4 Bedroom, 4 Bathroom Home with Sparkling Pool and Tennis Court. Formal Entry. Living Room with Fireplace, Built-ins, and High Ceilings. Formal Dining Room. Chefs Eat-in Kitchen with Walk-in Pantry, Stainless Steel Appliances, and Breakfast Bar. Opens to Family Room with Vaulted Ceilings and Fireplace. Bonus Family/Media Room Features Wine Room, Wet Bar, Projector, Drop Down Screen and Full Bathroom with Steam Shower. Main Level Bedroom, Full Bathroom, and Laundry Room. 4 Spacious Bedrooms. 4 Bathrooms. Primary Suite Retreat Features Walk-in Closet, Radiant Heat, Jacuzzi Tub, Stall Shower, and Private Sun Room. Lovely Landscaped Acre Plus Lot. Sparkling Pool, Hot Tub, Waterfall, and Built-in BBQ. Tennis Court with Storage

110 Northridge LN, Woodside

Listed by Keri Nicholas, 650-533-7373 from Parc Agency Corporation
(If provided) CoList: from

Sold listing courtesy of Zack Zhang from MXR

$4,170,000

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.

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

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.

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

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.

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

$2,977,000

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.

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

$4,100,000

Situated at the end of a quiet cul-de-sac, this exquisite Woodside property has been tastefully renovated and boasts stunning views of the Bay and East Bay hills. With dual oversized primary suites (4 bedrooms, 4 full bathrooms total), this home offers ample space for your growing family or those considering multigenerational living. As you step into the proper foyer, you'll be greeted by warm ambiance and stunning views that continue throughout the entire home. The open-plan kitchen is a chef's delight, featuring high-end appliances, integrated gas range, oversized kitchen island, and a walk-in pantry for all your culinary desires. The spacious great room is perfect for entertaining or spreading out, with its vaulted ceilings and massive windows allowing for an abundance of natural light and stunning Woodside views! Both primary suites have been totally remodeled to perfection, featuring luxurious ensuite bathrooms, large walk-in closets, walk-in showers, and a gorgeous free-standing tub. The 1.6 acres of usable land, provides plenty of private outdoor space to enjoy the beautiful California weather. Just a short distance away, you'll find top-rated schools ensuring an excellent education for your children.

4 Beds ⋅ 3 Baths ⋅ ML81994725 MLS

Situated at the end of a quiet cul-de-sac, this exquisite Woodside property has been tastefully renovated and boasts stunning views of the Bay and East Bay hills. With dual oversized primary suites (4 bedrooms, 4 full bathrooms total), this home offers ample space for your growing family or those considering multigenerational living. As you step into the proper foyer, you'll be greeted by warm ambiance and stunning views that continue throughout the entire home. The open-plan kitchen is a chef's delight, featuring high-end appliances, integrated gas range, oversized kitchen island, and a walk-in pantry for all your culinary desires. The spacious great room is perfect for entertaining or spreading out, with its vaulted ceilings and massive windows allowing for an abundance of natural light and stunning Woodside views! Both primary suites have been totally remodeled to perfection, featuring luxurious ensuite bathrooms, large walk-in closets, walk-in showers, and a gorgeous free-standing tub. The 1.6 acres of usable land, provides plenty of private outdoor space to enjoy the beautiful California weather. Just a short distance away, you'll find top-rated schools ensuring an excellent education for your children.

250 Hardwick RD, Woodside

Listed by Brian Brunetti, 831-239-9890 from Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Brian Brunetti from M5044

$1,335,000

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.

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

$4,410,000

Beautiful 4 Bedroom 3 Bathroom Home with Attached 3-Car Garage. Formal Entry. Chef's Kitchen with Center Island, Wine Refrigerator, and Stainless Steel Appliances Opens to Dining Area with Skylights and Vaulted Ceilings. Spacious Family Room with Skylights, Vaulted Ceilings, and Fireplace. Primary Suite Retreat Features Double Sinks, Stall Shower, and Walk-in Closet. 4 Bedrooms. 3 Bathrooms. Inside Laundry Room with Storage and Sink. Separate Office. Interior Features Include High Ceilings, Ample Light, and Stunning Design Finishes Throughout. Lovely Landscaped Yard with Sauna and Patio.

4 Beds ⋅ 3 Baths ⋅ ML81989450 MLS

Beautiful 4 Bedroom 3 Bathroom Home with Attached 3-Car Garage. Formal Entry. Chef's Kitchen with Center Island, Wine Refrigerator, and Stainless Steel Appliances Opens to Dining Area with Skylights and Vaulted Ceilings. Spacious Family Room with Skylights, Vaulted Ceilings, and Fireplace. Primary Suite Retreat Features Double Sinks, Stall Shower, and Walk-in Closet. 4 Bedrooms. 3 Bathrooms. Inside Laundry Room with Storage and Sink. Separate Office. Interior Features Include High Ceilings, Ample Light, and Stunning Design Finishes Throughout. Lovely Landscaped Yard with Sauna and Patio.

185 Harcross RD, Woodside

Listed by Keri Nicholas, 650-533-7373 from Parc Agency Corporation
(If provided) CoList: from

Sold listing courtesy of Julie Hadidi from COMPS

$4,480,000

This fantastic new price makes it possible to create your own dream property on 2 tranquil acres! Conveniently located in true central Woodside with 2 homes, 2 private driveways and so much room to grow. The main house is 3,090 square feet, has 5 bedrooms, and 3 bathrooms. The large living room has huge windows overlooking the expansive lawn and pool area. The primary bedroom upstairs features a walk-in closet, fireplace, and a balcony with a jacuzzi overlooking your 2-acre property. The cottage can be accessed off of the first driveway and has been thoroughly remodeled. There is a lush green pasture, and pathways leading to the pool and patio area. 2 natural gas generators connected to each house. Experience the tranquility of Woodside, just 2 minutes from the town center and renowned horse trails. This is your chance to embrace a relaxed lifestyle in the heart of Woodside!

6 Beds ⋅ 4 Baths ⋅ ML81987106 MLS

This fantastic new price makes it possible to create your own dream property on 2 tranquil acres! Conveniently located in true central Woodside with 2 homes, 2 private driveways and so much room to grow. The main house is 3,090 square feet, has 5 bedrooms, and 3 bathrooms. The large living room has huge windows overlooking the expansive lawn and pool area. The primary bedroom upstairs features a walk-in closet, fireplace, and a balcony with a jacuzzi overlooking your 2-acre property. The cottage can be accessed off of the first driveway and has been thoroughly remodeled. There is a lush green pasture, and pathways leading to the pool and patio area. 2 natural gas generators connected to each house. Experience the tranquility of Woodside, just 2 minutes from the town center and renowned horse trails. This is your chance to embrace a relaxed lifestyle in the heart of Woodside!

8 Oakhill DR, Woodside

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

Sold listing courtesy of Rachel Hardyck from DWELL

$10,500,000

Welcome to Woodside Big View Ranch! This legacy 162+ acre ranch has been in the same family for nearly a century - can now be yours. The large country home has a barn, workshop, lake for swimming and fishing and an unofficial,but well used air strip. The house is appx 4230 sq ft with amazing western views of the ocean.Built in 1983 by the patriarch of the family, it features 4 bedrooms 3 full and 1 half baths. A large, casual kitchen has views of the gardens and a spacious area for a big table. The formal dining room has paneled walls and looks out the back to the lake area and gardens. The living room is huge and takes a minute to believe that this beautiful of a setting is possible. You can feel the memories, the music and the possibilities for entertaining.There is a magnificent center veranda which has clear views of the lake and air strip. It is a remarkable view. There library that also can be used as a bedroom, with access to a full bathroom. Unfinished basement with laundry that has exterior access. One of the best fishing spots in all of Woodside, is the lake on this property. It is also a great swimming lake with a quaint deck for relaxing. Exuding personality and joy, this ranch is right out of an old Western movie - minutes to Sand Hill/Stanford. Williamson Act.

4 Beds ⋅ 4 Baths ⋅ ML81984920 MLS

Welcome to Woodside Big View Ranch! This legacy 162+ acre ranch has been in the same family for nearly a century - can now be yours. The large country home has a barn, workshop, lake for swimming and fishing and an unofficial,but well used air strip. The house is appx 4230 sq ft with amazing western views of the ocean.Built in 1983 by the patriarch of the family, it features 4 bedrooms 3 full and 1 half baths. A large, casual kitchen has views of the gardens and a spacious area for a big table. The formal dining room has paneled walls and looks out the back to the lake area and gardens. The living room is huge and takes a minute to believe that this beautiful of a setting is possible. You can feel the memories, the music and the possibilities for entertaining.There is a magnificent center veranda which has clear views of the lake and air strip. It is a remarkable view. There library that also can be used as a bedroom, with access to a full bathroom. Unfinished basement with laundry that has exterior access. One of the best fishing spots in all of Woodside, is the lake on this property. It is also a great swimming lake with a quaint deck for relaxing. Exuding personality and joy, this ranch is right out of an old Western movie - minutes to Sand Hill/Stanford. Williamson Act.

19600 Skyline BLVD, Woodside

Listed by Debora Smith, 650-580-8286 from Sotheby's Intl Rlty
(If provided) CoList: Dana Cappiello from Sotheby's Intl Rlty

Sold listing courtesy of RECIP from RCIP

$5,573,000

Embrace the sweeping views of the Western Hills from this stunning two-story home, perfectly situated on a 1.28-acre lot. The heart of the home is the gourmet chef's kitchen featuring a large center island, double dishwashers, wine fridge, 6 burner gas stove, bar seating, sub-zero fridge & tons of storage. The kitchen seamlessly opens to a spacious family room w/ window seating, a fireplace, soaring vaulted ceilings & access to the backyard. In addition, the main floor boasts 2 ensuite bedrooms, a formal dining room, a beautiful bright living room, cozy den with gorgeous built-ins, & a dedicated full bathroom w/ access to the yard. The rich hardwood floors, wonderful natural light, lots of windows & fabulous indoor/outdoor flow allows this home to cater to many lifestyles. Upstairs, the primary bedroom suite is a true retreat offering a fireplace, sitting area, spa like bathroom and walk-in closet. An additional ensuite bedroom & open office/play area complete the upper level. The expansive & private backyard is ideal for everyday relaxation and entertaining with a large flat area, garden beds, a sparkling pool & a patio featuring an outdoor kitchen. Located within in the excellent Woodside School district, this home offers both luxury and comfort in a serene convenient location.

4 Beds ⋅ 6 Baths ⋅ ML81984912 MLS

Embrace the sweeping views of the Western Hills from this stunning two-story home, perfectly situated on a 1.28-acre lot. The heart of the home is the gourmet chef's kitchen featuring a large center island, double dishwashers, wine fridge, 6 burner gas stove, bar seating, sub-zero fridge & tons of storage. The kitchen seamlessly opens to a spacious family room w/ window seating, a fireplace, soaring vaulted ceilings & access to the backyard. In addition, the main floor boasts 2 ensuite bedrooms, a formal dining room, a beautiful bright living room, cozy den with gorgeous built-ins, & a dedicated full bathroom w/ access to the yard. The rich hardwood floors, wonderful natural light, lots of windows & fabulous indoor/outdoor flow allows this home to cater to many lifestyles. Upstairs, the primary bedroom suite is a true retreat offering a fireplace, sitting area, spa like bathroom and walk-in closet. An additional ensuite bedroom & open office/play area complete the upper level. The expansive & private backyard is ideal for everyday relaxation and entertaining with a large flat area, garden beds, a sparkling pool & a patio featuring an outdoor kitchen. Located within in the excellent Woodside School district, this home offers both luxury and comfort in a serene convenient location.

662 W Glen WAY, Woodside

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

Sold listing courtesy of Kimm Terpening from COMPS

$4,270,000

Located on one of Woodside Hills most sought after streets is this immaculate and well maintained single level home custom built for the original owners in 1969...in perfect harmony with its natural environment. Affording incredible privacy and spectacular, Top of the Hill, Panoramic Bay Views, this residence boasts an all usable .97 acre lot with sweeping lawns, an expansive terrace and resort style outdoor living...perfect for grand entertaining! Enjoy the home now or remodel/expand this property in this exceptional location! 4 Bedrooms including the Primary suite. Gracious Formal Living Room and Dining Room all facing the incredible Bay Views. Updated Kitchen with gas stove top, large pantry and breakfast area. Inviting Family Room adjacent to the Kitchen with built-in shelving, storage cabinetry and sliding door access to the rear terrace. Separate wood paneled Den with bookshelves. Perfectly positioned Sparkling Pool. Mature orchard with Apple, Lemon, Plum, Apricot and Orange trees. Newer Front Landscaping with circular driveway and plenty of guest parking. Morning and Afternoon sun all day...lots of natural light inside the home! Attached, two car garage with storage cabinetry. A prime Woodside Hills address with close proximity to Woodside Plaza & Stanford Shopping Center

4 Beds ⋅ 3 Baths ⋅ ML81980870 MLS

Located on one of Woodside Hills most sought after streets is this immaculate and well maintained single level home custom built for the original owners in 1969...in perfect harmony with its natural environment. Affording incredible privacy and spectacular, Top of the Hill, Panoramic Bay Views, this residence boasts an all usable .97 acre lot with sweeping lawns, an expansive terrace and resort style outdoor living...perfect for grand entertaining! Enjoy the home now or remodel/expand this property in this exceptional location! 4 Bedrooms including the Primary suite. Gracious Formal Living Room and Dining Room all facing the incredible Bay Views. Updated Kitchen with gas stove top, large pantry and breakfast area. Inviting Family Room adjacent to the Kitchen with built-in shelving, storage cabinetry and sliding door access to the rear terrace. Separate wood paneled Den with bookshelves. Perfectly positioned Sparkling Pool. Mature orchard with Apple, Lemon, Plum, Apricot and Orange trees. Newer Front Landscaping with circular driveway and plenty of guest parking. Morning and Afternoon sun all day...lots of natural light inside the home! Attached, two car garage with storage cabinetry. A prime Woodside Hills address with close proximity to Woodside Plaza & Stanford Shopping Center

180 CREST RD, Woodside

Listed by Anthony Galli, 650-219-0495 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of John Nguyen from CJP

$3,150,000

Chic & Luxurious Retreat with Ocean Views. offering an unparalleled living experience, high-end luxury throughout, just 20 minutes to Woodside Village. Set on more than 8.2 acres with vast level areas, the entire home was extensively remodeled just 12 years ago and features a grand entrance via a long cobblestone-lined driveway. The open and flowing interiors showcase oak hardwood floors and a blend of modern / rustic design elements, including vaulted wood-paneled ceilings, paneled walls in some rooms, and contemporary designer light fixtures. Every room overlooks the ocean, accessing decks on each level lined in clear glass for unobstructed views. The home includes 4 spacious bedrooms, with the primary suite on the upper level and a second primary suite plus two additional bedrooms on the lower level revolving around a central lounge. Outside offers expansive decks, an ocean-view spa plus a regulation sand volleyball court for added relaxation and recreation. Nearby are miles of hiking and biking trails at Open Space Preserves plus acclaimed restaurants, such as Alices and Mountain House with a Michelin-star chef, along with a convenience market, deli, and gas station, all enhancing the lifestyle at this luxurious coastal-view retreat.

4 Beds ⋅ 4 Baths ⋅ ML81978201 MLS

Chic & Luxurious Retreat with Ocean Views. offering an unparalleled living experience, high-end luxury throughout, just 20 minutes to Woodside Village. Set on more than 8.2 acres with vast level areas, the entire home was extensively remodeled just 12 years ago and features a grand entrance via a long cobblestone-lined driveway. The open and flowing interiors showcase oak hardwood floors and a blend of modern / rustic design elements, including vaulted wood-paneled ceilings, paneled walls in some rooms, and contemporary designer light fixtures. Every room overlooks the ocean, accessing decks on each level lined in clear glass for unobstructed views. The home includes 4 spacious bedrooms, with the primary suite on the upper level and a second primary suite plus two additional bedrooms on the lower level revolving around a central lounge. Outside offers expansive decks, an ocean-view spa plus a regulation sand volleyball court for added relaxation and recreation. Nearby are miles of hiking and biking trails at Open Space Preserves plus acclaimed restaurants, such as Alices and Mountain House with a Michelin-star chef, along with a convenience market, deli, and gas station, all enhancing the lifestyle at this luxurious coastal-view retreat.

240 Allen RD, Woodside

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

Sold listing courtesy of Ian Batra from TRJRE

$2,520,000

Stylish retreat nestled on 1.35 acres in the serene Kings Mountain neighborhood of Woodside boasts an idyllic setting surrounded by natural beauty and a convenient location near myriad amenities such as open space trails, acclaimed restaurants & the top-rated Kings Mountain Elementary School. Picture windows and an expansive deck offer breathtaking views of the mountains, valleys, redwoods & Pacific Ocean, while multiple outdoor seating areas and a custom-built pergola are poised for soaking in the enchanting panoply of native plants, trees & colorful blooms. Impeccably renovated with high quality craftsmanship evident throughout, the two-story design features 3 bedrms & 2.5 baths, including a private primary suite with beautifully remodeled spa-like bath. Highlights include an updated open-concept kitchen w/new quartz counter tops & designer light fixtures, view-facing dining room, living room with dramatic stucco-clad fireplace, family room w/direct access to the mostly level backyard, and a charming artist studio/office. High ceilings, multiple skylights, newly refinished oak flooring, brand new siding and a newer roof are just a few of the attributes that make this home so appealing. Within a short drive to Half Moon Bay & downtown Woodside, plus easy access to Hwy 92 & 280.

3 Beds ⋅ 3 Baths ⋅ ML81977802 MLS

Stylish retreat nestled on 1.35 acres in the serene Kings Mountain neighborhood of Woodside boasts an idyllic setting surrounded by natural beauty and a convenient location near myriad amenities such as open space trails, acclaimed restaurants & the top-rated Kings Mountain Elementary School. Picture windows and an expansive deck offer breathtaking views of the mountains, valleys, redwoods & Pacific Ocean, while multiple outdoor seating areas and a custom-built pergola are poised for soaking in the enchanting panoply of native plants, trees & colorful blooms. Impeccably renovated with high quality craftsmanship evident throughout, the two-story design features 3 bedrms & 2.5 baths, including a private primary suite with beautifully remodeled spa-like bath. Highlights include an updated open-concept kitchen w/new quartz counter tops & designer light fixtures, view-facing dining room, living room with dramatic stucco-clad fireplace, family room w/direct access to the mostly level backyard, and a charming artist studio/office. High ceilings, multiple skylights, newly refinished oak flooring, brand new siding and a newer roof are just a few of the attributes that make this home so appealing. Within a short drive to Half Moon Bay & downtown Woodside, plus easy access to Hwy 92 & 280.

108 Ware RD, Woodside

Listed by Deborah Elowson, 650-867-2217 from Compass
(If provided) CoList: from

Sold listing courtesy of Glen Mitchell Group from KWPEN

$4,950,000

Central Woodside Oasis with Resort-Like Amenities. Located in Central Woodside within the esteemed Tripp Road neighborhood, this cherished property presents indoor/outdoor living in a glorious setting on more than one acre. Owned by the same family for 63 years, the home has been beautifully updated over the years with an organic designer style that includes oak and hickory floors, knotty alder cabinetry, and towering paneled wood ceilings. Almost every room opens to the grounds where a resort-inspired setting amid 200-year-old redwood trees unfolds with a sun-swept pool, secluded barn, putting green, and sport court. The home spans one level, with just a few steps between some rooms, and is filled with natural light from walls of glass and numerous skylights. A spacious formal living room & formal dining room are complemented by a fabulous chefs kitchen & open family room, where a secret door leads to the oversized primary suite with ample space for a nursery, office, and/or fitness center. In a separate wing of the home, there are two additional en suite bedrooms plus a fourth bedroom customized for an office. All around is the beauty of the setting in secluded privacy, yet close to town center and Woodside School, plus proximity to renowned scenic hiking and biking trails.

4 Beds ⋅ 4 Baths ⋅ ML81973865 MLS

Central Woodside Oasis with Resort-Like Amenities. Located in Central Woodside within the esteemed Tripp Road neighborhood, this cherished property presents indoor/outdoor living in a glorious setting on more than one acre. Owned by the same family for 63 years, the home has been beautifully updated over the years with an organic designer style that includes oak and hickory floors, knotty alder cabinetry, and towering paneled wood ceilings. Almost every room opens to the grounds where a resort-inspired setting amid 200-year-old redwood trees unfolds with a sun-swept pool, secluded barn, putting green, and sport court. The home spans one level, with just a few steps between some rooms, and is filled with natural light from walls of glass and numerous skylights. A spacious formal living room & formal dining room are complemented by a fabulous chefs kitchen & open family room, where a secret door leads to the oversized primary suite with ample space for a nursery, office, and/or fitness center. In a separate wing of the home, there are two additional en suite bedrooms plus a fourth bedroom customized for an office. All around is the beauty of the setting in secluded privacy, yet close to town center and Woodside School, plus proximity to renowned scenic hiking and biking trails.

430 Summit Springs RD, Woodside

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: Hugh Cornish from Coldwell Banker Realty

Sold listing courtesy of Kimm Terpening from COMPS

$2,000,000

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!

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

$3,478,000

Located in the highly desirable Woodside Heights on a vast 41,000 sq ft lot! Featuring an open concept floor plan, soaring ceilings and an abundance of natural light this 4 bedroom, 3 bathroom, 2,990 sq ft villa sets the stage for gracious living and entertaining! Formal living room, fireplace and custom cabinets with access to the beautiful stone terrace. The large kitchen with dining bar opens to an inviting family room and adjacent spacious dining room. Paces away you have a separate laundry room, perfectly placed space for a home gym and beautiful wine cellar. Rounding out this level is a wonderful library/office and full bathroom. Just upstairs you have a private and spacious primary suite retreat with walk-in closet and spa-like bath! Down the hall, three additional bedrooms share a full hall bathroom. Relax or entertain outside in the elaborate yard with lush mature, landscaping boasting sweeping views and several seating areas. Located just minutes to Town Center, great schools and streamlined commute routes!

4 Beds ⋅ 3 Baths ⋅ ML81969487 MLS

Located in the highly desirable Woodside Heights on a vast 41,000 sq ft lot! Featuring an open concept floor plan, soaring ceilings and an abundance of natural light this 4 bedroom, 3 bathroom, 2,990 sq ft villa sets the stage for gracious living and entertaining! Formal living room, fireplace and custom cabinets with access to the beautiful stone terrace. The large kitchen with dining bar opens to an inviting family room and adjacent spacious dining room. Paces away you have a separate laundry room, perfectly placed space for a home gym and beautiful wine cellar. Rounding out this level is a wonderful library/office and full bathroom. Just upstairs you have a private and spacious primary suite retreat with walk-in closet and spa-like bath! Down the hall, three additional bedrooms share a full hall bathroom. Relax or entertain outside in the elaborate yard with lush mature, landscaping boasting sweeping views and several seating areas. Located just minutes to Town Center, great schools and streamlined commute routes!

880 High RD, Woodside

Listed by John Shroyer, 650-787-2121 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Cynthia Kodweis from APR

$2,125,000

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.

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

$1,935,000

Welcome to tranquil home with an ocean view among the lush Redwood Forest off Skyline Blvd. in Woodside! Located about 15 minutes from HWY92, less than a minute from Kings Mt Road, you'll enjoy winding down on the multi-level deck on a warm afternoon or next to a cozy fire on a cold brisk night. Oak hardwood flooring throughout the main home with vaulted ceilings adding lots of natural light. The kitchen is equipped for a chef with a Wolf gas range, new quartz countertops, stainless steel sink, and goose neck faucet. The main house has 3 Bedrooms and 2.5 Baths encompassing 2,260sf of the 3,180 total including the dining room, 2 office spaces, a laundry room, and walk-in closet. The secondary unit is situated on the bottom floor with its own private deck, separate laundry, and walk-in closet in the primary bedroom. At 920sf there is plenty of space in the ADU; 2 Bedrooms and 1 Bathroom. New quarts counter tops and appliances, stainless steel sink and faucet. Motivated Seller

5 Beds ⋅ 4 Baths ⋅ ML81949920 MLS

Welcome to tranquil home with an ocean view among the lush Redwood Forest off Skyline Blvd. in Woodside! Located about 15 minutes from HWY92, less than a minute from Kings Mt Road, you'll enjoy winding down on the multi-level deck on a warm afternoon or next to a cozy fire on a cold brisk night. Oak hardwood flooring throughout the main home with vaulted ceilings adding lots of natural light. The kitchen is equipped for a chef with a Wolf gas range, new quartz countertops, stainless steel sink, and goose neck faucet. The main house has 3 Bedrooms and 2.5 Baths encompassing 2,260sf of the 3,180 total including the dining room, 2 office spaces, a laundry room, and walk-in closet. The secondary unit is situated on the bottom floor with its own private deck, separate laundry, and walk-in closet in the primary bedroom. At 920sf there is plenty of space in the ADU; 2 Bedrooms and 1 Bathroom. New quarts counter tops and appliances, stainless steel sink and faucet. Motivated Seller

14732 Skyline BLVD, Woodside

Listed by Angela Burnett, 650-743-4950 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Allen Nazari from PKLNC

$5,875,000

Contemporary luxury with breathtaking San Francisco Bay views in Central Woodside. Extensively renovated open concept design on two levels, including modern kitchen, white oak floors, new metal roof, and designer baths. Tesla solar power, 5 battery backups, EV charging, and synthetic lawn. Every room opens to a deck for Bay or western hill views or just the natural beauty of the surrounding grounds. Elevated and private pool plus meditation/yoga area with sweeping views. Separately fenced farm with large barn and space for animals or garden. Direct access to hiking and equestrian trails at Wunderlich County Park. Excellent Woodside Elementary School (K-8). Recent upgrades over 500K of improvements including new standing seam metal roof, solar system & storage, HVAC systems, structural upgrades, plumbing, home A/V systems. Every detail updated and ready to be enjoyed!

5 Beds ⋅ 3 Baths ⋅ ML81966535 MLS

Contemporary luxury with breathtaking San Francisco Bay views in Central Woodside. Extensively renovated open concept design on two levels, including modern kitchen, white oak floors, new metal roof, and designer baths. Tesla solar power, 5 battery backups, EV charging, and synthetic lawn. Every room opens to a deck for Bay or western hill views or just the natural beauty of the surrounding grounds. Elevated and private pool plus meditation/yoga area with sweeping views. Separately fenced farm with large barn and space for animals or garden. Direct access to hiking and equestrian trails at Wunderlich County Park. Excellent Woodside Elementary School (K-8). Recent upgrades over 500K of improvements including new standing seam metal roof, solar system & storage, HVAC systems, structural upgrades, plumbing, home A/V systems. Every detail updated and ready to be enjoyed!

15 Oakhill DR, Woodside

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

Sold listing courtesy of Rachel Zhang from COMPS

$5,200,000

Rare new-build contemporary in Woodside! Designed by Steve Simpson/SDG Architecture and built by Milne Design and Build, both know for attention to detail, this spectacular dream home provides your own private sanctuary. Its total livable area of 3,875 sf, is comprised of a two story 4 BR / 4.5 BA Main Home (approx 3,175 sf) with an artful blend of wood finishes, large windows and dark steel beams. Its main level open floor plan has a large chefs kitchen connected to a light-filled living room and dining area and also features a separate office which can double as the fourth bedroom. A lower level boasts three additional bedrooms, including a large primary suite, walk-in closet, soaking tub, shower and dual sinks and a spacious laundry room. The main home also has a coveted attached two-car garage (approx 465 sf) along with several additional off street parking areas. An adjacent detached two level 1 BR/1BA Guest House (approx 700 sf) has a full kitchen and guest suite, lower bedroom and covered exercise patio, providing perfect optionality for a remote office, hosting visitors or indoor/outdoor exercising. The property is situated on a less traveled one way street within walking distance to Town Center shops, restaurants and the acclaimed Woodside School (pre-K to 8th)

5 Beds ⋅ 6 Baths ⋅ ML81966423 MLS

Rare new-build contemporary in Woodside! Designed by Steve Simpson/SDG Architecture and built by Milne Design and Build, both know for attention to detail, this spectacular dream home provides your own private sanctuary. Its total livable area of 3,875 sf, is comprised of a two story 4 BR / 4.5 BA Main Home (approx 3,175 sf) with an artful blend of wood finishes, large windows and dark steel beams. Its main level open floor plan has a large chefs kitchen connected to a light-filled living room and dining area and also features a separate office which can double as the fourth bedroom. A lower level boasts three additional bedrooms, including a large primary suite, walk-in closet, soaking tub, shower and dual sinks and a spacious laundry room. The main home also has a coveted attached two-car garage (approx 465 sf) along with several additional off street parking areas. An adjacent detached two level 1 BR/1BA Guest House (approx 700 sf) has a full kitchen and guest suite, lower bedroom and covered exercise patio, providing perfect optionality for a remote office, hosting visitors or indoor/outdoor exercising. The property is situated on a less traveled one way street within walking distance to Town Center shops, restaurants and the acclaimed Woodside School (pre-K to 8th)

327 Hillside DR, Woodside

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

Sold listing courtesy of Helen Miller from APR

$1,688,000

Experience country living just 30 minutes from the heart of Silicon Valley. Nestled in California's majestic Redwood Forest, this horse-zoned property blends natural beauty and equestrian potential. Set on a 2-acre lot with a HUGE open grass field, this home offers ample space for just about every lifestyle. Surrounded by lush greenery and open skies, it's a perfect retreat for those seeking a serene, private lifestyle. The expansive grounds provide endless possibilities for gardening, recreation, or creating your own outdoor oasis. Despite its secluded feel, youre close to top-rated schools and the 280 freeway, ensuring easy access to everything you need. The property is fenced, gated, and obscured by trees. The well-designed home features a fully equipped kitchen, spacious living room, high ceilings, and a welcoming family room, ideal for daily living and entertaining. Inside, cozy bedrooms offer a perfect haven after a long day. Tall windows and glass doors flood the floor plan with natural light. A bonus room under the house is perfect as a gym, recreation room, or playroom. Outside, a huge patio and wraparound deck overlook the expansive lot. Come live the life you deserve in this peaceful retreat.

2 Beds ⋅ 3 Baths ⋅ ML81966261 MLS

Experience country living just 30 minutes from the heart of Silicon Valley. Nestled in California's majestic Redwood Forest, this horse-zoned property blends natural beauty and equestrian potential. Set on a 2-acre lot with a HUGE open grass field, this home offers ample space for just about every lifestyle. Surrounded by lush greenery and open skies, it's a perfect retreat for those seeking a serene, private lifestyle. The expansive grounds provide endless possibilities for gardening, recreation, or creating your own outdoor oasis. Despite its secluded feel, youre close to top-rated schools and the 280 freeway, ensuring easy access to everything you need. The property is fenced, gated, and obscured by trees. The well-designed home features a fully equipped kitchen, spacious living room, high ceilings, and a welcoming family room, ideal for daily living and entertaining. Inside, cozy bedrooms offer a perfect haven after a long day. Tall windows and glass doors flood the floor plan with natural light. A bonus room under the house is perfect as a gym, recreation room, or playroom. Outside, a huge patio and wraparound deck overlook the expansive lot. Come live the life you deserve in this peaceful retreat.

161 Ware RD, Woodside

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Michael Pierce from PPGRP

$1,285,000

2 Beds ⋅ 1 Baths ⋅ ML81965709 MLS

13714 Skyline BLVD, Woodside

Listed by Joakim Bye, 650-284-2080 from Element Real Estate Group
(If provided) CoList: from

Sold listing courtesy of Joakim Bye from HAUG

$2,400,000

Contemporary with clean lines and total privacy, secluded in the redwoods on 5.6 acres just off Skyline with midway convenience to either Highway 92 or Woodside Road. Absolute privacy and most recently used as a professional recording studio. 3 beds plus an office or reading room with flexible use. Living room open to adjacent step up dining room just off the formal entry. Spacious kitchen with gas cooktop in the island, a large oven with microwave above, side by side refrigerator/freezer and nearby laundry room. The kitchen, informal dining, and family room are open to walls of glass overlooking the forest with access to the patio deck. Large primary suite with custom closet system and modern sleek bathroom. Significant backup generator in the event of power outages. Acclaimed Woodside Elementary School. Miles of hiking trails all around.

3 Beds ⋅ 3 Baths ⋅ ML81964411 MLS

Contemporary with clean lines and total privacy, secluded in the redwoods on 5.6 acres just off Skyline with midway convenience to either Highway 92 or Woodside Road. Absolute privacy and most recently used as a professional recording studio. 3 beds plus an office or reading room with flexible use. Living room open to adjacent step up dining room just off the formal entry. Spacious kitchen with gas cooktop in the island, a large oven with microwave above, side by side refrigerator/freezer and nearby laundry room. The kitchen, informal dining, and family room are open to walls of glass overlooking the forest with access to the patio deck. Large primary suite with custom closet system and modern sleek bathroom. Significant backup generator in the event of power outages. Acclaimed Woodside Elementary School. Miles of hiking trails all around.

4 Blue Jay WAY, Woodside

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

Sold listing courtesy of Russell Vavuris from TODAY

$2,915,000

Expanded by home owner to 2,479sq feet. This beautiful mission style, four bedroom smart home was built for both luxurious entertainment and family fun. From the imported knotty alder doors to the 50 speaker home entertainment system, attention has been given to each detail. A residence door separates the front house from the bedrooms for privacy. Enter through the double door to an open kitchen and dining which area leads into a sitting room and large office. The full guest bath features an exquisite Orinoco granite slab shower while the living room centers around the gorgeous wood burning fireplace. Behind the residence door are three bedrooms, two baths, a nursery/multi-use room and a dog run. The master bath boasts exotic Tanzanian Onyx stone slabs and an oversized Moen spa shower. The kids' bath has Alaskan white granite and an extra long jet tub. Nestled up against the Santa Cruz mountains just above Silicon Valley, with easy access to San Francisco, San Jose and Palo Alto, Woodside boasts California's top elementary school with 11 students per teacher.

4 Beds ⋅ 3 Baths ⋅ ML81960256 MLS

Expanded by home owner to 2,479sq feet. This beautiful mission style, four bedroom smart home was built for both luxurious entertainment and family fun. From the imported knotty alder doors to the 50 speaker home entertainment system, attention has been given to each detail. A residence door separates the front house from the bedrooms for privacy. Enter through the double door to an open kitchen and dining which area leads into a sitting room and large office. The full guest bath features an exquisite Orinoco granite slab shower while the living room centers around the gorgeous wood burning fireplace. Behind the residence door are three bedrooms, two baths, a nursery/multi-use room and a dog run. The master bath boasts exotic Tanzanian Onyx stone slabs and an oversized Moen spa shower. The kids' bath has Alaskan white granite and an extra long jet tub. Nestled up against the Santa Cruz mountains just above Silicon Valley, with easy access to San Francisco, San Jose and Palo Alto, Woodside boasts California's top elementary school with 11 students per teacher.

4 Palm Circle RD, Woodside

Listed by Mariana Pappalardo, 650-670-7888 from Compass
(If provided) CoList: from

Sold listing courtesy of Lihong Zhong from GNVR

$5,500,000

3 acres in a superb close-in location with a wonderful combination of mid-century aesthetics and country amenities. Sleek and expanded main home has tile and hardwood floors, grand main living room, formal dining room, and eat-in kitchen with high-end Wolf and Sub-Zero appliances. 3 bedroom suites on the main level including primary suite with private office, plus lower-level suite with outside entrance and 2-bedroom, 1-bath Accessory Dwelling Unit with full kitchen and private garage. Pool, poolside recreation room, changing room with bath, large barn, solar-powered electricity, and beautiful serene grounds. Less than one mile from acclaimed Woodside School (K-8) and from trailhead access to 974-acre Huddart Park with miles of horse and walking trails.

4 Beds ⋅ 5 Baths ⋅ ML81959261 MLS

3 acres in a superb close-in location with a wonderful combination of mid-century aesthetics and country amenities. Sleek and expanded main home has tile and hardwood floors, grand main living room, formal dining room, and eat-in kitchen with high-end Wolf and Sub-Zero appliances. 3 bedroom suites on the main level including primary suite with private office, plus lower-level suite with outside entrance and 2-bedroom, 1-bath Accessory Dwelling Unit with full kitchen and private garage. Pool, poolside recreation room, changing room with bath, large barn, solar-powered electricity, and beautiful serene grounds. Less than one mile from acclaimed Woodside School (K-8) and from trailhead access to 974-acre Huddart Park with miles of horse and walking trails.

259 Kings Mountain RD, Woodside

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

Sold listing courtesy of Dana Cappiello from SIR

$6,600,000

Wonderful sun-filled home on 1+ acre with STUNNING Western Hill VIEWS just blocks from downtown Woodside!! Within the serene embrace of a Cabernet vineyard, this enchanting Santa Barbara style home offers a unique blend of elegance and tranquility. Spanning just over one acre with western hill views, the home is predominantly arranged on one level with a spacious primary suite and office area comprising the upper level. French doors open at every turn to three separate courtyards, including a central one with sparkling pool. Natural wood ceilings in herringbone pattern are a focal point, and Spanish tile floors inside and out exemplify the Santa Barbara style. The natural beauty of the surroundings and the expansive vineyard wrap around the home creating a coveted setting that is classic Woodside. Highly acclaimed Woodside School.

4 Beds ⋅ 4 Baths ⋅ ML81957859 MLS

Wonderful sun-filled home on 1+ acre with STUNNING Western Hill VIEWS just blocks from downtown Woodside!! Within the serene embrace of a Cabernet vineyard, this enchanting Santa Barbara style home offers a unique blend of elegance and tranquility. Spanning just over one acre with western hill views, the home is predominantly arranged on one level with a spacious primary suite and office area comprising the upper level. French doors open at every turn to three separate courtyards, including a central one with sparkling pool. Natural wood ceilings in herringbone pattern are a focal point, and Spanish tile floors inside and out exemplify the Santa Barbara style. The natural beauty of the surroundings and the expansive vineyard wrap around the home creating a coveted setting that is classic Woodside. Highly acclaimed Woodside School.

211 La Questa WAY, Woodside

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

Sold listing courtesy of Billy McNair from CBR

$6,850,000

NEW LUXURIOUS HOME IN PRIME WOODSIDE LOCATION! This amazing modern home with ADU combines casual comfort with high end finishes. Gourmet kitchen with custom cabinets, stainless steel appliances and huge center island.. Family room with gas fireplace and huge multi slide doors leading to park-like backyard. Two spacious first floor bedrooms each with their own full baths. Upstairs primary suite with large walk-in closet and private exterior deck. Primary bath with soaking tub, double vanities and walk-in shower. Two additional generous size upstairs bedrooms. Bath with shower over tub. Laundry room with additional storage. European wide plank oak flooring and recessed lighting throughout. Central forced air heat and air conditioning. Wired for sound and security. Detached accessory dwelling unit with one bedroom and one full bath plus laundry. Oversize two car garage wired for electric car. Level 22,833 sq ft lot with pool, hot tub, built-in barbeque and fireplace. Short drive to Stanford University, Silicon Valley tech centers, bustling downtown Redwood City and the town of Woodside. Close to parks, shopping and transportation.

5 Beds ⋅ 5 Baths ⋅ ML81954687 MLS

NEW LUXURIOUS HOME IN PRIME WOODSIDE LOCATION! This amazing modern home with ADU combines casual comfort with high end finishes. Gourmet kitchen with custom cabinets, stainless steel appliances and huge center island.. Family room with gas fireplace and huge multi slide doors leading to park-like backyard. Two spacious first floor bedrooms each with their own full baths. Upstairs primary suite with large walk-in closet and private exterior deck. Primary bath with soaking tub, double vanities and walk-in shower. Two additional generous size upstairs bedrooms. Bath with shower over tub. Laundry room with additional storage. European wide plank oak flooring and recessed lighting throughout. Central forced air heat and air conditioning. Wired for sound and security. Detached accessory dwelling unit with one bedroom and one full bath plus laundry. Oversize two car garage wired for electric car. Level 22,833 sq ft lot with pool, hot tub, built-in barbeque and fireplace. Short drive to Stanford University, Silicon Valley tech centers, bustling downtown Redwood City and the town of Woodside. Close to parks, shopping and transportation.

2160 Greenways DR, Woodside

Listed by Gregory Garcia, 650-771-0656 from Sequoia Realty Services
(If provided) CoList: from

Sold listing courtesy of Janise Taylor from PARCA