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$2,300,000

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

3 Beds ⋅ 2 Baths ⋅ ML81948998 MLS

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

1 Stadler DR, Woodside

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

Sold listing courtesy of RECIP from RCIP

$1,600,000

Open house for Sunday, Nov. 19 canceled due to weather. Open house will b scheduled for weekend after Thanksgiving. Your own private, secluded resort on 11000+ lot in prestigious Woodside. Completely fenced property with secure gate to driveway. Like new home. lovingly rebuilt and renovated by licensed, contractor homeowner. Beautiful, newer kitchen and spa like bath. Bonus room could be third bedroom and includes a 3piece 2nd bathroom in garage. Attic/loft space in garage offers extra flexible space possibilities. Large two car garage with extra 3-4 vehicle parking on driveway. Views of the Redwoods and canyon off the large deck and kitchen. Wide plank, light woods floors and Integrity by Marvin windows throughout. 1500 gallon septic tank.

2 Beds ⋅ 1 Baths ⋅ ML81947067 MLS

Open house for Sunday, Nov. 19 canceled due to weather. Open house will b scheduled for weekend after Thanksgiving. Your own private, secluded resort on 11000+ lot in prestigious Woodside. Completely fenced property with secure gate to driveway. Like new home. lovingly rebuilt and renovated by licensed, contractor homeowner. Beautiful, newer kitchen and spa like bath. Bonus room could be third bedroom and includes a 3piece 2nd bathroom in garage. Attic/loft space in garage offers extra flexible space possibilities. Large two car garage with extra 3-4 vehicle parking on driveway. Views of the Redwoods and canyon off the large deck and kitchen. Wide plank, light woods floors and Integrity by Marvin windows throughout. 1500 gallon septic tank.

126 Filbert RD, Woodside

Listed by Samuel Young, 650-576-5566 from Corcoran Icon Properties
(If provided) CoList: from

Sold listing courtesy of Yvette Stout from ILLU

$2,525,000

Welcome to the Redwood Chalet! This stunning 3330 sq ft country home has 5 bedrooms and 3.5 bathrooms - nestled in a redwood forest on 6+ acres - is completely private and still only 5 miles from 280. The spacious living room with its cathedral ceilings and a wall of windows invites an abundance of natural light, creating a warm and peaceful atmosphere. Open the sliding doors and step out onto the deck, where you can enjoy alfresco dining or simply relax, taking in the tranquil surroundings. On the other side of the deck is the remodeled kitchen - granite countertops and stainless appliances - a true chefs delight. The primary en-suite bedroom, is located on the lower level along with 3 more bedrooms with sliding glass doors to the outdoor patios, and 1 full bath. Laundry and a wine cellar. The en-suite guest quarters are located on the top floor. EV charger and fiber optic internet. Detached 2+ bay garage features a huge extra multi purpose room on the second story room. PV Schools.

5 Beds ⋅ 4 Baths ⋅ ML81944425 MLS

Welcome to the Redwood Chalet! This stunning 3330 sq ft country home has 5 bedrooms and 3.5 bathrooms - nestled in a redwood forest on 6+ acres - is completely private and still only 5 miles from 280. The spacious living room with its cathedral ceilings and a wall of windows invites an abundance of natural light, creating a warm and peaceful atmosphere. Open the sliding doors and step out onto the deck, where you can enjoy alfresco dining or simply relax, taking in the tranquil surroundings. On the other side of the deck is the remodeled kitchen - granite countertops and stainless appliances - a true chefs delight. The primary en-suite bedroom, is located on the lower level along with 3 more bedrooms with sliding glass doors to the outdoor patios, and 1 full bath. Laundry and a wine cellar. The en-suite guest quarters are located on the top floor. EV charger and fiber optic internet. Detached 2+ bay garage features a huge extra multi purpose room on the second story room. PV Schools.

600 Old La Honda RD, Woodside

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

Sold listing courtesy of Todd Zebb from CAMPI

$2,325,000

Single-family mountain home is situated in Skylonda neighborhood on approx. 1.7 acres surrounded by magnificent redwoods providing an unparalleled sense of peace and tranquility. With 3 bedrooms, 2.5 bathrooms, an attached 2- car garage, your home is perfectly designed for indoor/outdoor living with opportunity to enjoy fresh mountain air and natural beauty. The living room's large windows frame the breathtaking views of surrounding nature and a cozy fireplace adds warmth to chilly mountain evenings. The well equipped kitchen opens to the large entertainment deck. The upper level has vaulted ceilings and multiple skylights filling the space with natural light. The primary bedroom is a true sanctuary with a stunning wall of glass opening to a balcony. Large private deck overlooking magnificent redwoods creates a sense of seclusion making you feel miles away from the hustle and bustle of the Valley. Possible subdivision or SB-9 split creating 2 homes & 2 ADU's buyer to verify.

3 Beds ⋅ 3 Baths ⋅ ML81944165 MLS

Single-family mountain home is situated in Skylonda neighborhood on approx. 1.7 acres surrounded by magnificent redwoods providing an unparalleled sense of peace and tranquility. With 3 bedrooms, 2.5 bathrooms, an attached 2- car garage, your home is perfectly designed for indoor/outdoor living with opportunity to enjoy fresh mountain air and natural beauty. The living room's large windows frame the breathtaking views of surrounding nature and a cozy fireplace adds warmth to chilly mountain evenings. The well equipped kitchen opens to the large entertainment deck. The upper level has vaulted ceilings and multiple skylights filling the space with natural light. The primary bedroom is a true sanctuary with a stunning wall of glass opening to a balcony. Large private deck overlooking magnificent redwoods creates a sense of seclusion making you feel miles away from the hustle and bustle of the Valley. Possible subdivision or SB-9 split creating 2 homes & 2 ADU's buyer to verify.

5 Morse LN, Woodside

Listed by Anne King, 650-208-2626 from Keller Williams Palo Alto
(If provided) CoList: from

Sold listing courtesy of Jade Ng from APR

$2,800,000

Location, location, location! 156 Bardet is just a short stroll to Roberts Market, local restaurants and highly acclaimed Woodside School, plus it offers immediate access to hiking trails and popular biking routes. The mostly original 1949 constructed home provides a wonderful canvas as a charming single level home. Walls of windows fill the living room with sunlight and create a cozy atmosphere within the white washed paneling and hardwood floors. Or capitalize on the almost half acre lot to create your dream home. The property is currently served by septic but connection to City sewer has been paid and is ready for approval. There is much to love about the potential in this centrally located Woodside home.

3 Beds ⋅ 1 Baths ⋅ ML81928210 MLS

Location, location, location! 156 Bardet is just a short stroll to Roberts Market, local restaurants and highly acclaimed Woodside School, plus it offers immediate access to hiking trails and popular biking routes. The mostly original 1949 constructed home provides a wonderful canvas as a charming single level home. Walls of windows fill the living room with sunlight and create a cozy atmosphere within the white washed paneling and hardwood floors. Or capitalize on the almost half acre lot to create your dream home. The property is currently served by septic but connection to City sewer has been paid and is ready for approval. There is much to love about the potential in this centrally located Woodside home.

156 Bardet RD, Woodside

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

Sold listing courtesy of Craig Pellegrini from RDFIN

$2,800,000

Located in the heart of the Woodside Glens, this stunning three-bedroom, three full bath home has been extensively remodeled to perfection! The ambiance is classic and timeless with an abundance of natural light and hardwood floors throughout. Upon entering you're greeted by a bright and open floor plan, high wood-beamed ceilings, a spacious living room, and a natural stone fireplace. While retaining the architectural feel of the original 1928 build, this home has been beautifully remodeled with luxury and modern finishes.The primary suite has tranquil rear yard views, a beautiful ensuite bath, and glass doors leading to the oversized deck. The newly remodeled kitchen boasts quartz countertops, Thermador appliances, ceramic tile, and an eye-catching plaster hood over the range. The large backyard showcases a park-like setting and is a recreational haven unto itself, complete with an additional detached dwelling for an office or studio. Less than a mile to downtown Woodside!

3 Beds ⋅ 3 Baths ⋅ ML81943595 MLS

Located in the heart of the Woodside Glens, this stunning three-bedroom, three full bath home has been extensively remodeled to perfection! The ambiance is classic and timeless with an abundance of natural light and hardwood floors throughout. Upon entering you're greeted by a bright and open floor plan, high wood-beamed ceilings, a spacious living room, and a natural stone fireplace. While retaining the architectural feel of the original 1928 build, this home has been beautifully remodeled with luxury and modern finishes.The primary suite has tranquil rear yard views, a beautiful ensuite bath, and glass doors leading to the oversized deck. The newly remodeled kitchen boasts quartz countertops, Thermador appliances, ceramic tile, and an eye-catching plaster hood over the range. The large backyard showcases a park-like setting and is a recreational haven unto itself, complete with an additional detached dwelling for an office or studio. Less than a mile to downtown Woodside!

103 Hillside DR, Woodside

Listed by Deanna Reudy, 650-759-2986 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Kavanaugh Group from CBR

$8,850,000

Custom rebuilt Hidden Valley / Farm Rd estate will not disappoint! On just over 3.25-acres, this 5,253 sq ft estate home was taken down to the studs, remodeled, expanded and structurally retrofitted over the years. The main residence has a spacious office loft and 4 bedrooms, including a main-level primary suite with 2 couture closet rooms and sumptuous marble bath. The large, detached building with executive office and overhead studio guest house, each with bath and kitchenette. Spacious terrace, pool, and vast stretches of lawn intertwined with walking paths encircling the entire property. Also suitable for up to 6 horses. This magical Woodside area is just minutes to 280, Sand Hill Road, Stanford University, and excellent Portola Valley schools. Luxurious livability, acreage, privacy, and every amenity needed for today.

5 Beds ⋅ 4 Baths ⋅ ML81939228 MLS

Custom rebuilt Hidden Valley / Farm Rd estate will not disappoint! On just over 3.25-acres, this 5,253 sq ft estate home was taken down to the studs, remodeled, expanded and structurally retrofitted over the years. The main residence has a spacious office loft and 4 bedrooms, including a main-level primary suite with 2 couture closet rooms and sumptuous marble bath. The large, detached building with executive office and overhead studio guest house, each with bath and kitchenette. Spacious terrace, pool, and vast stretches of lawn intertwined with walking paths encircling the entire property. Also suitable for up to 6 horses. This magical Woodside area is just minutes to 280, Sand Hill Road, Stanford University, and excellent Portola Valley schools. Luxurious livability, acreage, privacy, and every amenity needed for today.

165 Farm RD, Woodside

Listed by Sean Foley, 650-207-6005 from Compass
(If provided) CoList: from

Sold listing courtesy of Derek Timm from DTIMM

$2,950,000

Presiding over a glorious 1.36 +/- acre parcel with panoramic vistas, this quintessential Woodside Hills property provides an exciting opportunity to remodel and expand the existing 3 bed/2.5 bath residence, or design and build a sophisticated new estate in one of the most desired communities on the Peninsula. Rising gently from the street, the property climbs to a virtually flat building pad, allowing for privacy and the ability to maximize the sweeping bay, bridge, and hill views. The home is primely positioned to take advantage of the lots topography and is imbued with a sense of scale and volume, from the exposed beam vaulted ceiling and wall of windows in the living room, to the large bathrooms and closets in the two primary suites. While the neighborhood maintains a rural and genteel ambiance, the property enjoys proximity to downtown Menlo Park and Redwood City, acclaimed public and private schools, and commute routes to major employers. Realize your dream here!

3 Beds ⋅ 3 Baths ⋅ ML81941152 MLS

Presiding over a glorious 1.36 +/- acre parcel with panoramic vistas, this quintessential Woodside Hills property provides an exciting opportunity to remodel and expand the existing 3 bed/2.5 bath residence, or design and build a sophisticated new estate in one of the most desired communities on the Peninsula. Rising gently from the street, the property climbs to a virtually flat building pad, allowing for privacy and the ability to maximize the sweeping bay, bridge, and hill views. The home is primely positioned to take advantage of the lots topography and is imbued with a sense of scale and volume, from the exposed beam vaulted ceiling and wall of windows in the living room, to the large bathrooms and closets in the two primary suites. While the neighborhood maintains a rural and genteel ambiance, the property enjoys proximity to downtown Menlo Park and Redwood City, acclaimed public and private schools, and commute routes to major employers. Realize your dream here!

510 Woodside DR, Woodside

Listed by Carol,Nicole & James, 650-740-7954 from Compass
(If provided) CoList: from

Sold listing courtesy of Yu Chih Chiang from CNRI

$2,195,000

Nestled on 2.6 gentle sloping acres w/meadows & big sky view! This beautiful architecturally stunning home with contemporary features like walls of windows and soaring exposed beam ceilings faces west and the pacific ocean in the distance. Lots of sunlight fills not only the home but the 2.6 acres are a delight and very usable. Solar makes this another reason to keep this home at the top of your "must see" houses while looking. The open floor plan is defined by soaring exposed beam ceilings, walls of glass & gleaming hardwood floors. Bottom floor boasts a home office, wine/tech rm and another living room and full bath. Also 1440 Sf finished barn/work with 240V wiring, 3 horse stalls & room for multiple cars... bring your passion... this is the place!

3 Beds ⋅ 3 Baths ⋅ ML81939802 MLS

Nestled on 2.6 gentle sloping acres w/meadows & big sky view! This beautiful architecturally stunning home with contemporary features like walls of windows and soaring exposed beam ceilings faces west and the pacific ocean in the distance. Lots of sunlight fills not only the home but the 2.6 acres are a delight and very usable. Solar makes this another reason to keep this home at the top of your "must see" houses while looking. The open floor plan is defined by soaring exposed beam ceilings, walls of glass & gleaming hardwood floors. Bottom floor boasts a home office, wine/tech rm and another living room and full bath. Also 1440 Sf finished barn/work with 240V wiring, 3 horse stalls & room for multiple cars... bring your passion... this is the place!

5 Quail CT, Woodside

Listed by Katy Harrison, 831-818-9050 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Ginna Lazar from LHG

$2,300,000

Stunning Country retreat on approximately 1.35 acres just down the street from the renowned Alice's Restaurant, and Skywood Trading Post & Deli. Set beyond dual privacy gates, and with abundant off-street parking, this home offers a harmonious blend of comfort & elegance taking full advantage of the natural beauty. Fine hardwood floors throughout are complemented by beamed & paneled ceilings, nowhere more dramatic than in the spacious living room with fireplace, wood stove, and entire wall of glass opening to the rear grounds. An adjoining room is perfect for an office, and a formal dining room. The kitchen is bright & light in an all-white palette with vaulted sky-lit ceiling. There are 3 large bedrooms and 2.5 baths, one bedroom with full wall of custom cabinetry and integrated office space. The home's allure is heightened by the sun-swept level rear grounds, where an oversized spa, soothing water features, and a lily pond create an oasis for relaxation.

3 Beds ⋅ 3 Baths ⋅ ML81937507 MLS

Stunning Country retreat on approximately 1.35 acres just down the street from the renowned Alice's Restaurant, and Skywood Trading Post & Deli. Set beyond dual privacy gates, and with abundant off-street parking, this home offers a harmonious blend of comfort & elegance taking full advantage of the natural beauty. Fine hardwood floors throughout are complemented by beamed & paneled ceilings, nowhere more dramatic than in the spacious living room with fireplace, wood stove, and entire wall of glass opening to the rear grounds. An adjoining room is perfect for an office, and a formal dining room. The kitchen is bright & light in an all-white palette with vaulted sky-lit ceiling. There are 3 large bedrooms and 2.5 baths, one bedroom with full wall of custom cabinetry and integrated office space. The home's allure is heightened by the sun-swept level rear grounds, where an oversized spa, soothing water features, and a lily pond create an oasis for relaxation.

1600 La Honda RD, Woodside

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

Sold listing courtesy of Scott Sweeney from DWELL

$2,750,000

Discover an enchanting 5-bedroom, 4 and 1/2 bath retreat on 5+ acres of pristine Redwood forest, boasting Bay views yet only ~12 min to downtown Woodside. Adjacent to Wunderlich Park and El Corte Madera Open space, this gem also features coveted Woodside schools. The main floor Master suite features a private entrance to an outdoor hot tub that overlooks the Bay. The expansive floor-to-ceiling windows flood the interior with light. Entertain in style with a gourmet kitchen and host unforgettable gatherings in the adjacent dining area, which opens to the ~2200 sq ft outdoor deck, perfect for al fresco dining. The upper level houses three well-appointed bedrooms, ideal for family or guests. Unwind in the versatile game room or indulge in the sophisticated wine cellar, a haven for enthusiasts. Outside, revel in the private spa area, offering the ultimate relaxation amidst the Redwood tranquility. With 5 acres to explore, enjoy endless outdoor activities and bask in nature's embrace.

5 Beds ⋅ 5 Baths ⋅ ML81937466 MLS

Discover an enchanting 5-bedroom, 4 and 1/2 bath retreat on 5+ acres of pristine Redwood forest, boasting Bay views yet only ~12 min to downtown Woodside. Adjacent to Wunderlich Park and El Corte Madera Open space, this gem also features coveted Woodside schools. The main floor Master suite features a private entrance to an outdoor hot tub that overlooks the Bay. The expansive floor-to-ceiling windows flood the interior with light. Entertain in style with a gourmet kitchen and host unforgettable gatherings in the adjacent dining area, which opens to the ~2200 sq ft outdoor deck, perfect for al fresco dining. The upper level houses three well-appointed bedrooms, ideal for family or guests. Unwind in the versatile game room or indulge in the sophisticated wine cellar, a haven for enthusiasts. Outside, revel in the private spa area, offering the ultimate relaxation amidst the Redwood tranquility. With 5 acres to explore, enjoy endless outdoor activities and bask in nature's embrace.

16075 Skyline BLVD, Woodside

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

Sold listing courtesy of Kelley Benetti from CBR

$5,000,000

Welcome to this wonderful, gated, Woodside Estate. Situated on a 3.38 acre parcel at the end of a private lane, exemplifying Country living at its best. This custom-built home features massive rustic beams, unique millwork, high ceilings, and wide plank hardwood floors. The oversized great room/kitchen and living rooms encourage large gatherings. The bedroom wing consists of 3 en-suites, a bar area, powder & laundry rooms. Adjacent to the kitchen, there's an office, walk-in pantry, mud room, and spacious pet grooming parlor. The private yards are accented by tall redwoods, majestic oaks, beautiful rose gardens, raised potting beds and views of the western hills. A free form pool with rock surround and waterfall, and a quaint guest cottage with a 4th loft bedroom, round out the rear yard. Luxurious country living yet close to Woodside Elementary, Roberts Market, hiking, & cycling. Truly a tranquil, serene, and private place to live, work and play.

3 Beds ⋅ 5 Baths ⋅ ML81936454 MLS

Welcome to this wonderful, gated, Woodside Estate. Situated on a 3.38 acre parcel at the end of a private lane, exemplifying Country living at its best. This custom-built home features massive rustic beams, unique millwork, high ceilings, and wide plank hardwood floors. The oversized great room/kitchen and living rooms encourage large gatherings. The bedroom wing consists of 3 en-suites, a bar area, powder & laundry rooms. Adjacent to the kitchen, there's an office, walk-in pantry, mud room, and spacious pet grooming parlor. The private yards are accented by tall redwoods, majestic oaks, beautiful rose gardens, raised potting beds and views of the western hills. A free form pool with rock surround and waterfall, and a quaint guest cottage with a 4th loft bedroom, round out the rear yard. Luxurious country living yet close to Woodside Elementary, Roberts Market, hiking, & cycling. Truly a tranquil, serene, and private place to live, work and play.

170 Josselyn LN, Woodside

Listed by Peter Vece, 650-619-2799 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Jim Minkey from TODAY

$4,490,000

This beautiful approximate 3000sq ft. Woodside Hills home offers stunning scenic views of the SF Bay Area. Enjoy 4th of July fireworks from the private patio and deck with built-in BBQ. Custom planter boxes and fruit trees adorn the 1.3 acre property. Cozy great room with fireplace, updated kitchen with quartz countertops, formal dining and living rooms. Master bedroom with remodeled bathroom and cedar-lined closet. Spacious laundry room with bonus area. 3-car garage with bonus room. Peaceful waterfall, art studio or extra storage. Convenient location, 17 solar panels, security system, landscaped. Perfect for growing families or telecommuters. Don't miss it!

4 Beds ⋅ 3 Baths ⋅ ML81932636 MLS

This beautiful approximate 3000sq ft. Woodside Hills home offers stunning scenic views of the SF Bay Area. Enjoy 4th of July fireworks from the private patio and deck with built-in BBQ. Custom planter boxes and fruit trees adorn the 1.3 acre property. Cozy great room with fireplace, updated kitchen with quartz countertops, formal dining and living rooms. Master bedroom with remodeled bathroom and cedar-lined closet. Spacious laundry room with bonus area. 3-car garage with bonus room. Peaceful waterfall, art studio or extra storage. Convenient location, 17 solar panels, security system, landscaped. Perfect for growing families or telecommuters. Don't miss it!

190 Brookwood RD, Woodside

Listed by Loren Dakin, 650-714-8662 from Parc Agency Corporation
(If provided) CoList: from

Sold listing courtesy of Gary Campi from CAMPI

$13,000,000

New Price! Spectacular views of Western Hills from this light-filled 5BR/4.5BA approx 6,420 sq ft Central Woodside home on approx 3.27 fully usable acres close to Woodside Town Center shops, restaurants, freeway access and in the acclaimed Woodside School District. Efficient, mainly one level, floor plan w/large primary suite and separate living & family rooms & eat-in kitchen lead to outside deck overlooking large rear lawn and pool with adjacent spa. Separate approx 285 sq ft detached office with nearby chipping and putting green and attached potting shed to accommodate the grounds wonderful gardens; Detached 4-stall stable with tack room and hay storage, separate turnouts, large riding ring and surrounding corral. Come see this amazing estate in the heart of it all!

5 Beds ⋅ 5 Baths ⋅ ML81930413 MLS

New Price! Spectacular views of Western Hills from this light-filled 5BR/4.5BA approx 6,420 sq ft Central Woodside home on approx 3.27 fully usable acres close to Woodside Town Center shops, restaurants, freeway access and in the acclaimed Woodside School District. Efficient, mainly one level, floor plan w/large primary suite and separate living & family rooms & eat-in kitchen lead to outside deck overlooking large rear lawn and pool with adjacent spa. Separate approx 285 sq ft detached office with nearby chipping and putting green and attached potting shed to accommodate the grounds wonderful gardens; Detached 4-stall stable with tack room and hay storage, separate turnouts, large riding ring and surrounding corral. Come see this amazing estate in the heart of it all!

258 Kings Mountain RD, Woodside

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

Sold listing courtesy of David Bergman, CRS from NTERO

$33,500,000

Majestic Mediterranean and equestrian estate on secluded 8.7 acres in central Woodside. 4 bedroom/4.5 bath in main 6300 sq ft + residence includes expansive great room overlooking grounds with with additional study/5th bedroom option. Primary bedroom includes luxurious bath, two large walk in closets, and private rooftop deck with view of the grounds and western hills. Charming courtyard takes you to 3 studio guest apartments, detached office, gym and pathway to additional office/guest house. Breathtaking grounds feature stone terrace off the great room with outdoor fireplace, pool, spa, tennis court, historic 10 stall barn, paddock and riding arena all surrounded by natural grasses, expansive lawn, apple orchard, and stunning oak and redwood trees. This creekside setting allows for the ultimate in privacy and serenity just minutes to Town, Woodside Schools, and all the amenities of Silicon Valley living.

4 Beds ⋅ 5 Baths ⋅ ML81893802 MLS

Majestic Mediterranean and equestrian estate on secluded 8.7 acres in central Woodside. 4 bedroom/4.5 bath in main 6300 sq ft + residence includes expansive great room overlooking grounds with with additional study/5th bedroom option. Primary bedroom includes luxurious bath, two large walk in closets, and private rooftop deck with view of the grounds and western hills. Charming courtyard takes you to 3 studio guest apartments, detached office, gym and pathway to additional office/guest house. Breathtaking grounds feature stone terrace off the great room with outdoor fireplace, pool, spa, tennis court, historic 10 stall barn, paddock and riding arena all surrounded by natural grasses, expansive lawn, apple orchard, and stunning oak and redwood trees. This creekside setting allows for the ultimate in privacy and serenity just minutes to Town, Woodside Schools, and all the amenities of Silicon Valley living.

100 Why Worry LN, Woodside

Listed by Shena Hurley, 650-575-0991 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Alex Michas from OBOKWOAK

$2,500,000

This exceptional home is situated on approx. 3/4 +acre, sunny usable lot and designed for indoor/outdoor living. Established natural landscape infuses the home through soaring windows, many skylights and French doors. The effect leaves one feeling far away from the hustle and bustle while just minutes from the Peninsula. Ideal for family living and entertaining. The gourmet kitchen is the heart of the home with an abundance of cabinets, extra-large center island, AGA stove and sun-filled eating nook. Open floor plan seamlessly connects the kitchen to living room on one side and cozy family room on the other. The large master suite found upstairs is a restful oasis with French doors and a private deck looking to the beautiful setting, spacious walk-in closet, and dreamy master bath with tub and sep. custom shower. Outdoor living at its finest with expanses of decks and garden sitting areas graced by majestic redwoods and established landscaping. Desirable Woodside/PV schools

4 Beds ⋅ 4 Baths ⋅ ML81924350 MLS

This exceptional home is situated on approx. 3/4 +acre, sunny usable lot and designed for indoor/outdoor living. Established natural landscape infuses the home through soaring windows, many skylights and French doors. The effect leaves one feeling far away from the hustle and bustle while just minutes from the Peninsula. Ideal for family living and entertaining. The gourmet kitchen is the heart of the home with an abundance of cabinets, extra-large center island, AGA stove and sun-filled eating nook. Open floor plan seamlessly connects the kitchen to living room on one side and cozy family room on the other. The large master suite found upstairs is a restful oasis with French doors and a private deck looking to the beautiful setting, spacious walk-in closet, and dreamy master bath with tub and sep. custom shower. Outdoor living at its finest with expanses of decks and garden sitting areas graced by majestic redwoods and established landscaping. Desirable Woodside/PV schools

36 Skyline DR, Woodside

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

Sold listing courtesy of Christopher Eckert from KWPEN