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$1,768,000

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!

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

$14,250,000

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

6 Beds ⋅ 8 Baths ⋅ ML82004065 MLS

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

140 Eleanor DR, Woodside

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

Sold listing courtesy of Pamela Culp from COMP32

$12,600,000

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

4 Beds ⋅ 5 Baths ⋅ ML82003378 MLS

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

1491 Canada LN, Woodside

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

Sold listing courtesy of Michael Warren from APR

$4,200,000

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

4 Beds ⋅ 3 Baths ⋅ ML82000241 MLS

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

252 Raymundo DR, Woodside

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

Sold listing courtesy of Michael Warren from APR

$3,885,000

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

$15,750,000

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

6 Beds ⋅ 7 Baths ⋅ ML81992668 MLS

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

961 High RD, Woodside

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

Sold listing courtesy of Steve Lessard from APR

$6,710,000

This charming home is tucked away on a private cul-de-sac,within the prestigious gated community of Buck Estates. Built in 2001, this home exudes the artistic allure of Carmel, w/unique architectural details throughout. Boasting a spacious office (or additional bedroom) and 1 bd/1 ba guest house w/granite kitchen and large entertaining area. Newly refinished mahogany floors in the main living areas of the main house with multiple French doors to professionally landscaped yard. Open-concept kitchen connects the family room w/gas fireplace and soaring wood-beamed cathedral ceilings. The kitchen offers 2 Bosch dishwashers, built-in Miele coffee system, wine refrigerator, and breakfast bar. Luxurious primary suite on main level has cozy seating area w/fireplace, French doors to private terrace, spa-like bath w/heated floors, dual shower heads, and soaking tub. Both the main house and guest house have 2-car garages, 4 total spaces. Expansive yard w/multiple terraces, Jacuzzi, saltwater pool, and beautiful lanai w/custom bluestone patio among a vibrant mix of fruit trees and florals. Infrared heaters, stone fireplace w/seating hearth, and ceiling fan, make it the perfect space for year-round enjoyment. Great access to commuter routes, Menlo Country Club, Stanford, Menlo Park, and more.

5 Beds ⋅ 5 Baths ⋅ ML81989774 MLS ⋅ Buck Estate Home Owners Assoc BLDG.

This charming home is tucked away on a private cul-de-sac,within the prestigious gated community of Buck Estates. Built in 2001, this home exudes the artistic allure of Carmel, w/unique architectural details throughout. Boasting a spacious office (or additional bedroom) and 1 bd/1 ba guest house w/granite kitchen and large entertaining area. Newly refinished mahogany floors in the main living areas of the main house with multiple French doors to professionally landscaped yard. Open-concept kitchen connects the family room w/gas fireplace and soaring wood-beamed cathedral ceilings. The kitchen offers 2 Bosch dishwashers, built-in Miele coffee system, wine refrigerator, and breakfast bar. Luxurious primary suite on main level has cozy seating area w/fireplace, French doors to private terrace, spa-like bath w/heated floors, dual shower heads, and soaking tub. Both the main house and guest house have 2-car garages, 4 total spaces. Expansive yard w/multiple terraces, Jacuzzi, saltwater pool, and beautiful lanai w/custom bluestone patio among a vibrant mix of fruit trees and florals. Infrared heaters, stone fireplace w/seating hearth, and ceiling fan, make it the perfect space for year-round enjoyment. Great access to commuter routes, Menlo Country Club, Stanford, Menlo Park, and more.

50 Buck CT, Woodside

Listed by Bogard-Tanigami Team, 650-924-8365 from The Agency
(If provided) CoList: from

Sold listing courtesy of Michelle Englert from COMP

$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

$5,999,000

On the corner of "Wall Street West" Sand Hill Road ( Venture Capital firms ) 3 level acres Prime Central Woodside with a very nice single level Ranch home and accessory structures. Pinot and Merlot wine vineyards which can be easily removed for a larger yard. Very convenient location near central town and commuting. Excellent Schools. Surrounded by larger estates of much higher value.

4 Beds ⋅ 4 Baths ⋅ ML81986876 MLS

On the corner of "Wall Street West" Sand Hill Road ( Venture Capital firms ) 3 level acres Prime Central Woodside with a very nice single level Ranch home and accessory structures. Pinot and Merlot wine vineyards which can be easily removed for a larger yard. Very convenient location near central town and commuting. Excellent Schools. Surrounded by larger estates of much higher value.

675 Manzanita WAY, Woodside

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

Sold listing courtesy of Joe Piazza from CBR

$685,000

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!

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

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!

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

$6,820,000

Serenity Hill Haven, a once-in-a-lifetime opportunity to own a stunning estate in the coveted Woodside Hills. A 6,200 sq.ft., 5-bedroom, 5.5-bathroom estate, perched on 2.180 acres & engulfs breathtaking Panoramic Bay Views. A sophisticated LR, highlighted by a fireplace & large windows that invite natural light, large walkout w/water feature & spectacular views. Separate DR & chef's eat-in kitchen, complete w/a center island & high-end Thermador appliances. The kitchen opens into a spacious FR w/another fireplace. The main level of Serenity Hill Haven boasts a luxurious Jr. suite, a convenient PR, & a separate office. The primary suite retreat features its own fireplace, walk-in closet, & a spa-like bath w/oversized tub & a separate shower. In addition there are 3 more spacious jr. suites & 5.5 bathrooms, ensuring ample space & privacy for all. The estate also includes a family/recreation room, a sauna, laundry room & lots of closet/storage space. The beautifully landscaped over 2-acre grounds include walking paths, a rear great lawn, & a large natural pond. The property features a wrap-around driveway leading to a 3-car garage w/cabinetry. Experience luxury living with stunning views & unparalleled amenities in this magnificent Woodside Hills estate.

5 Beds ⋅ 6 Baths ⋅ ML81983105 MLS

Serenity Hill Haven, a once-in-a-lifetime opportunity to own a stunning estate in the coveted Woodside Hills. A 6,200 sq.ft., 5-bedroom, 5.5-bathroom estate, perched on 2.180 acres & engulfs breathtaking Panoramic Bay Views. A sophisticated LR, highlighted by a fireplace & large windows that invite natural light, large walkout w/water feature & spectacular views. Separate DR & chef's eat-in kitchen, complete w/a center island & high-end Thermador appliances. The kitchen opens into a spacious FR w/another fireplace. The main level of Serenity Hill Haven boasts a luxurious Jr. suite, a convenient PR, & a separate office. The primary suite retreat features its own fireplace, walk-in closet, & a spa-like bath w/oversized tub & a separate shower. In addition there are 3 more spacious jr. suites & 5.5 bathrooms, ensuring ample space & privacy for all. The estate also includes a family/recreation room, a sauna, laundry room & lots of closet/storage space. The beautifully landscaped over 2-acre grounds include walking paths, a rear great lawn, & a large natural pond. The property features a wrap-around driveway leading to a 3-car garage w/cabinetry. Experience luxury living with stunning views & unparalleled amenities in this magnificent Woodside Hills estate.

7 Oak Haven WAY, Woodside

Listed by Alan Canas, 415-298-8940 from Engel & Völkers
(If provided) CoList: from

Sold listing courtesy of Susanne Bohl from RDFIN

$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

$1,757,500

Nestled in a serene redwood grove in the hills above Woodside, this 4-bedroom, 2.5-bath home offers a tranquil retreat with modern convenience. Set on a spacious mostly level 1/2-acre, this property blends the beauty of nature with sophisticated living. The open concept living area features vaulted ceilings, large windows, & a cozy fireplace, filling the space with natural light and framing breathtaking views of the towering redwoods. The kitchen boasts stainless steel appliances with granite countertops. The primary suite offers a private sanctuary with two story cathedral windows looking out onto the private back yard. Adjacent to it is an enclosed downstairs porch with a built-in hot tub with 3 additional bedrooms providing ample space for guests, or a home office. Outside, the half-acre lot offers endless opportunities for relaxation & recreation, with pathways, fruit trees a garden area and plenty of space to create your vision. Located just a short drive from the city, this home provides the perfect balance of seclusion and convenience, offering a unique lifestyle for those who value nature and privacy without sacrificing proximity to urban amenities. A rare find in the Bay Area, this home invites you to experience the perfect blend of rustic charm and modern luxury.

4 Beds ⋅ 3 Baths ⋅ ML81979968 MLS

Nestled in a serene redwood grove in the hills above Woodside, this 4-bedroom, 2.5-bath home offers a tranquil retreat with modern convenience. Set on a spacious mostly level 1/2-acre, this property blends the beauty of nature with sophisticated living. The open concept living area features vaulted ceilings, large windows, & a cozy fireplace, filling the space with natural light and framing breathtaking views of the towering redwoods. The kitchen boasts stainless steel appliances with granite countertops. The primary suite offers a private sanctuary with two story cathedral windows looking out onto the private back yard. Adjacent to it is an enclosed downstairs porch with a built-in hot tub with 3 additional bedrooms providing ample space for guests, or a home office. Outside, the half-acre lot offers endless opportunities for relaxation & recreation, with pathways, fruit trees a garden area and plenty of space to create your vision. Located just a short drive from the city, this home provides the perfect balance of seclusion and convenience, offering a unique lifestyle for those who value nature and privacy without sacrificing proximity to urban amenities. A rare find in the Bay Area, this home invites you to experience the perfect blend of rustic charm and modern luxury.

8 Big Tree WAY, Woodside

Listed by Brian Dakin, 650-483-5760 from Compass
(If provided) CoList: from

Sold listing courtesy of Norman Fung from COMP

$2,500,000

This spacious ranch home offers exceptional living on a beautiful lot with a gentle slope and a serene koi pond with a waterfall. The two-car garage, located at the back, has potential for conversion into an ADU. The home features four bedrooms, with one closet converted into an office and another into a hobby room. Nearly every room has outdoor access, enhancing indoor-outdoor living. The master bedroom includes a skylight and private garden access, with a master bath featuring double sinks, a jetted tub, a garden view, and a steam shower. Two additional bathrooms have convenient stall showers. Hardwood floors add elegance, while new carpeting in the living and dining rooms adds coziness. The large kitchen and family area, with two full-size refrigerators and a wine refrigerator, offers ample space for cooking and entertaining, with easy access to the side patio, front, and garage. Situated on a quiet cul-de-sac, just half a mile north of the 84 & Skyline intersection, this home combines comfort and nature, providing a peaceful and private environment. This is in a micro climate called the Banana Belt. (good weather)

4 Beds ⋅ 3 Baths ⋅ ML81975433 MLS

This spacious ranch home offers exceptional living on a beautiful lot with a gentle slope and a serene koi pond with a waterfall. The two-car garage, located at the back, has potential for conversion into an ADU. The home features four bedrooms, with one closet converted into an office and another into a hobby room. Nearly every room has outdoor access, enhancing indoor-outdoor living. The master bedroom includes a skylight and private garden access, with a master bath featuring double sinks, a jetted tub, a garden view, and a steam shower. Two additional bathrooms have convenient stall showers. Hardwood floors add elegance, while new carpeting in the living and dining rooms adds coziness. The large kitchen and family area, with two full-size refrigerators and a wine refrigerator, offers ample space for cooking and entertaining, with easy access to the side patio, front, and garage. Situated on a quiet cul-de-sac, just half a mile north of the 84 & Skyline intersection, this home combines comfort and nature, providing a peaceful and private environment. This is in a micro climate called the Banana Belt. (good weather)

25 Morse LN, Woodside

Listed by Nancy Palmer, 650-492-0200 from The Agency
(If provided) CoList: from

Sold listing courtesy of Rita Tang from YT62N

$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

$5,000,000

This home has it all with close-in Woodside Glens convenience, entirely rebuilt luxury, and a glorious setting with over one-third acre of level grounds and Western hill views. Authentic Craftsman style is exemplified by peaked rooflines and a series of classic tapered columns that wrap around the inviting covered porch. Designed for seamless indoor/outdoor living, the setting is remarkable, featuring fully usable grounds for leisure, sports, and wellness in complete privacy. Rebuilt from the ground up in 2011, this two-story home exudes classic elegance with hardwood and travertine floors, refined millwork, and an expansive great room alongside a formal living room. Personal accommodations include 4 bedrooms, an office, plus 3.5 baths. On the main level, two bedrooms share a bath, while the primary and secondary suites are located upstairs. Bathrooms are beautifully appointed, each with fixed rain and hand-held sprays, and the primary suite includes the added luxury of heated floors. Additional highlights encompass owned solar panels, a rare attached 3-car garage, and potential for a pool and Accessory Dwelling Unit. The home's proximity to the town center and acclaimed Woodside School completes the picture.

4 Beds ⋅ 4 Baths ⋅ ML81973117 MLS

This home has it all with close-in Woodside Glens convenience, entirely rebuilt luxury, and a glorious setting with over one-third acre of level grounds and Western hill views. Authentic Craftsman style is exemplified by peaked rooflines and a series of classic tapered columns that wrap around the inviting covered porch. Designed for seamless indoor/outdoor living, the setting is remarkable, featuring fully usable grounds for leisure, sports, and wellness in complete privacy. Rebuilt from the ground up in 2011, this two-story home exudes classic elegance with hardwood and travertine floors, refined millwork, and an expansive great room alongside a formal living room. Personal accommodations include 4 bedrooms, an office, plus 3.5 baths. On the main level, two bedrooms share a bath, while the primary and secondary suites are located upstairs. Bathrooms are beautifully appointed, each with fixed rain and hand-held sprays, and the primary suite includes the added luxury of heated floors. Additional highlights encompass owned solar panels, a rare attached 3-car garage, and potential for a pool and Accessory Dwelling Unit. The home's proximity to the town center and acclaimed Woodside School completes the picture.

115 Highland TER, Woodside

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

Sold listing courtesy of Deborah Kehrberg from APR

$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

$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

$5,800,000

An exquisite modern farmhouse in Woodside, where luxury, comfort & functionality blend seamlessly amongst the verdant setting. Bordering Open Space & spanning over 3,800 sq ft & 1.5 acres, this stunning estate offers an unparalleled retreat with breathtaking views & top-notch amenities. Every bedroom is a private sanctuary with ensuite bathroom. The primary suite is a true oasis featuring a fireplace, custom walk-in closet & a spa-like bathroom with a BainUltra freestanding tub & walk-in shower. The gourmet kitchen is equipped with a Viking Tuscany range, marble countertops & chef favorites such as a built-in espresso machine, pot filler, microwave drawer, wine fridge & pantry. A statement temperature-controlled wine room, conveniently located off the kitchen, is perfect for wine enthusiasts. Elegant elements throughout include floor-to-ceiling windows throughout, trim & wall detailing, electric linen blinds, built-in Sonos system & designer fixtures. The 6+ car garage with a workshop & soaring ceilings is a dream come true for car aficionados. Outdoor serenity is epitomized by the center courtyard adorned with a koi pond & cascading waterfall. The surrounding low-maintenance landscaping & garden beds further enhance the natural beauty. Woodside Elementary.

4 Beds ⋅ 6 Baths ⋅ ML81966880 MLS

An exquisite modern farmhouse in Woodside, where luxury, comfort & functionality blend seamlessly amongst the verdant setting. Bordering Open Space & spanning over 3,800 sq ft & 1.5 acres, this stunning estate offers an unparalleled retreat with breathtaking views & top-notch amenities. Every bedroom is a private sanctuary with ensuite bathroom. The primary suite is a true oasis featuring a fireplace, custom walk-in closet & a spa-like bathroom with a BainUltra freestanding tub & walk-in shower. The gourmet kitchen is equipped with a Viking Tuscany range, marble countertops & chef favorites such as a built-in espresso machine, pot filler, microwave drawer, wine fridge & pantry. A statement temperature-controlled wine room, conveniently located off the kitchen, is perfect for wine enthusiasts. Elegant elements throughout include floor-to-ceiling windows throughout, trim & wall detailing, electric linen blinds, built-in Sonos system & designer fixtures. The 6+ car garage with a workshop & soaring ceilings is a dream come true for car aficionados. Outdoor serenity is epitomized by the center courtyard adorned with a koi pond & cascading waterfall. The surrounding low-maintenance landscaping & garden beds further enhance the natural beauty. Woodside Elementary.

595 Summit Springs RD, Woodside

Listed by Bob Johnston, 650-400-5039 from Coldwell Banker Realty
(If provided) CoList: Francesca Lampert from Coldwell Banker Realty

Sold listing courtesy of Marc Roos from SGP

$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

$1,610,000

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!

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

$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

$3,998,000

This reimagined Woodside residence effortlessly blends organic living with modern luxury, all while enjoying marvelous western hill views on an expansive nearly 17,000 sq ft lot. The striking steel & glass entry welcomes you into a luminous, architecturally elegant space. The open-concept living area features a telescoping door that seamlessly connects the indoors with the spacious Batu wood deck overlooking the expansive backyard, creating an atmosphere for relaxation & entertaining. The chefs kitchen boasts matte porcelain countertops & backsplash, modern mixed oak & charcoal cabinets, along with convenient amenities such as a pot filler, large center island & two dishwashers, perfect for hosting gatherings with ease. Unwind in the primary suite, complete with a spacious walk-in closet, a spa-like bathroom featuring a custom oak vanity & glass slider leading to the deck- a true oasis. Additional amenities include a dedicated laundry room & pantry, updated systems including AC + an EV charger & an attached carport for convenient parking. A semi-attached ADU offers flexibility with a kitchenette, full bathroom & W/D hookups. This meticulously remodeled home offers the perfect combination of sophistication, comfort & functionality. Top rated Woodside Elementary mere moments away.

4 Beds ⋅ 4 Baths ⋅ ML81963414 MLS

This reimagined Woodside residence effortlessly blends organic living with modern luxury, all while enjoying marvelous western hill views on an expansive nearly 17,000 sq ft lot. The striking steel & glass entry welcomes you into a luminous, architecturally elegant space. The open-concept living area features a telescoping door that seamlessly connects the indoors with the spacious Batu wood deck overlooking the expansive backyard, creating an atmosphere for relaxation & entertaining. The chefs kitchen boasts matte porcelain countertops & backsplash, modern mixed oak & charcoal cabinets, along with convenient amenities such as a pot filler, large center island & two dishwashers, perfect for hosting gatherings with ease. Unwind in the primary suite, complete with a spacious walk-in closet, a spa-like bathroom featuring a custom oak vanity & glass slider leading to the deck- a true oasis. Additional amenities include a dedicated laundry room & pantry, updated systems including AC + an EV charger & an attached carport for convenient parking. A semi-attached ADU offers flexibility with a kitchenette, full bathroom & W/D hookups. This meticulously remodeled home offers the perfect combination of sophistication, comfort & functionality. Top rated Woodside Elementary mere moments away.

810 W California WAY, Woodside

Listed by Bob Johnston, 650-400-5039 from Coldwell Banker Realty
(If provided) CoList: Christienne Hadley from Coldwell Banker Realty

Sold listing courtesy of Mary Sanbrook from SIGNP

$7,800,000

Location, location! This lush jewel estate is located along central Woodside's most exclusive Mountain Home Road corridor. A rarely available opportunity to own a 1.25 flat acre property in the heart of the town's most prestigious neighborhood, discover an effortless blend of fine craftsmanship with luxurious elements and a touch of Hollywood style: 4(+1) brs, 4.5 ba plus an array of multi-functional spaces: a main-level suite easily converts to lounge/5th bedroom, the primary suite is enhanced by a private library/office/ walk-in closet, nursery or 2nd bedroom. Venture to the wine cellar with its own tasting room through a potential home theatre. An entertainer's dream for elegant al fresco afternoons by the pool and easy indoor/outdoor living, and the expansive grassed yard is framed for utmost privacy by pristine mature landscaping, a romantic rose garden, olive and fruit orchards. A short walk to town and the Woodside Elementary School, this garden estate balances peaceful seclusion with close proximity to all commuter routes and less than 20 minute drive to SFO Airport.

4 Beds ⋅ 5 Baths ⋅ ML81958693 MLS

Location, location! This lush jewel estate is located along central Woodside's most exclusive Mountain Home Road corridor. A rarely available opportunity to own a 1.25 flat acre property in the heart of the town's most prestigious neighborhood, discover an effortless blend of fine craftsmanship with luxurious elements and a touch of Hollywood style: 4(+1) brs, 4.5 ba plus an array of multi-functional spaces: a main-level suite easily converts to lounge/5th bedroom, the primary suite is enhanced by a private library/office/ walk-in closet, nursery or 2nd bedroom. Venture to the wine cellar with its own tasting room through a potential home theatre. An entertainer's dream for elegant al fresco afternoons by the pool and easy indoor/outdoor living, and the expansive grassed yard is framed for utmost privacy by pristine mature landscaping, a romantic rose garden, olive and fruit orchards. A short walk to town and the Woodside Elementary School, this garden estate balances peaceful seclusion with close proximity to all commuter routes and less than 20 minute drive to SFO Airport.

290 Winding WAY, Woodside

Listed by Linda Hymes, 415-377-6061 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Josh Rubin from COMPS

$5,200,000

Welcome to Woodside Whisper, a fully gated property stands as an epitome of refined luxury & tranquil living.This distinguished single-family home spans across 4050 square feet of meticulously crafted living space on a 1 acre parcel. Boasting 4 spacious beds & 4.5 baths, this residence offers ample room for both relaxation & entertainment. Upon entering, guests are greeted by an inviting formal entrance characterized by abundant natural light & tasteful finishes. The gourmet kitchen, equipped w/high-end appliances & custom cabinetry, serves as the heart of the home, inspiring culinary creativity & gatherings. The primary suite exudes sophistication & serenity, featuring a luxurious en-suite bath w/huge walk-in closet. Additional bedrooms offer comfort & privacy, each thoughtfully appointed to ensure restful nights & rejuvenating mornings. Get your game on at the on-site sports court, perfect for basketball, pickleball, or tennis. Post-match, plunge into the saltwater pool or jacuzzi, or detox in the outdoor sauna it's wellness on your doorstep. The outdoor space is a dreamy landscape for enjoying the Californian sunshine. Chill on the vast patios, gather around the fire pit under the stars, or wander through the lush gardens it's all about serene outdoor living.

4 Beds ⋅ 6 Baths ⋅ ML81960173 MLS

Welcome to Woodside Whisper, a fully gated property stands as an epitome of refined luxury & tranquil living.This distinguished single-family home spans across 4050 square feet of meticulously crafted living space on a 1 acre parcel. Boasting 4 spacious beds & 4.5 baths, this residence offers ample room for both relaxation & entertainment. Upon entering, guests are greeted by an inviting formal entrance characterized by abundant natural light & tasteful finishes. The gourmet kitchen, equipped w/high-end appliances & custom cabinetry, serves as the heart of the home, inspiring culinary creativity & gatherings. The primary suite exudes sophistication & serenity, featuring a luxurious en-suite bath w/huge walk-in closet. Additional bedrooms offer comfort & privacy, each thoughtfully appointed to ensure restful nights & rejuvenating mornings. Get your game on at the on-site sports court, perfect for basketball, pickleball, or tennis. Post-match, plunge into the saltwater pool or jacuzzi, or detox in the outdoor sauna it's wellness on your doorstep. The outdoor space is a dreamy landscape for enjoying the Californian sunshine. Chill on the vast patios, gather around the fire pit under the stars, or wander through the lush gardens it's all about serene outdoor living.

165 Woodside DR, Woodside

Listed by Alan Canas, 415-298-8940 from Engel & Voelkers San Francisco
(If provided) CoList: from

Sold listing courtesy of Syed Baqar from MXR

$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