Exclusive homes for sale in Woodside

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

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. 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.

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

Incredible Opportunity! Mostly original 3 bedroom/2 bathroom mountain cottage on a large parcel PLUS 3 ADDITIONAL parcels comprising 2 ADDITIONAL home sites (and ADU's) on over 2 beautiful acres. The 4 Assessor Parcel Numbers are: 075-181-100 (24,000 sf), 075-183-010 (18,000 sf), 075-173-110 (30,000 sf) & 075-173-120 (20,000 sf). Senate Bill 9 should assist/improve development options and opportunities. Value is in both the existing home and potential for a total of 3 houses and 3 ADU's. Many options: build out together, live in one as you build others, or keep for future use. Great for extended family or friends. Exclusive Portola Valley and Woodside Schools. The properties have bay views, Cal Water, and a nice mix of trees. Some of the parcels are accessible via Sequoia Way. First time on market in 50 years.

One of the most extraordinary properties on the SF Peninsula on almost 18 acres. The property has endless potential (including zoning for commercial use) and has been used to raise horses, to showcase a car aficionados collection, and to host philanthropic and social events easily up to 200 guests, all the while serving as a comfortable venue for everyday living. 5-floor main residence from the 10+ car garage to a viewing room at the top of one of the turrets. Personal quarters include multiple apartments plus tremendous, dedicated office space. The barn is a matching masterpiece with both buildings hand-crafted by local and international artisans with individual details taking up to a year to complete. Magnificent grounds include a 4-tee golf practice area, RC car track, resort-inspired pool and spa, and direct access to miles and miles of hiking and equestrian trails in bordering Wunderlich Park. Woodside or PV schools. 17 minutes to Woodside town center.

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!

It would be difficult to imagine a more perfect setting. Completely hidden from the road, this 1.06 acre property delivers rare seclusion and breathtaking views. The 3 bed, 3 bath home offers 2090 sq ft of rustic charm - think shades of a Tahoe retreat with a design sensibility lifted from the pages of a Ralph Lauren catalog. Rich hand-crafted wood paneling, an authentic detail, wraps the living room. Patio doors lead to a large deck with expansive vistas. The kitchen is inviting and efficient, equipped with all the tools to create culinary delights. Expansive windows in the dining room offer views to the surrounding hills and provides a flexible use space. A lower level has a private entrance and functions as a separate apartment with bedroom, bath, kitchen, sitting room and views. One of the best features of this home is how it blends with and utilizes its setting. The front of the home offers a large patio complete with fountain surrounded by mature trees and fenced for privacy.

PERMIT READY! EXTREMELY RARE OFFERING! - EXISTING 4-STORY EXQUISITE MASTERPIECE! The BEST forested HOME CAMPUS ideal for Corporate Live/Work/Educate/Entertain! Grand & Awe-Inspiring -blend your own elegant & luxurious dream home w/ your chosen modern corporate component. Own your Private Getaway estate set superbly among majestic California Redwoods. Picturesque & Private, this park-like setting sanctuary perched spectacularly atop Woodside, projects dramatically high entryways, soaring ceilings, a multitude of decks, filtered city views & incredible mountain views from nearly every room! Ahh! moments abound! REMODEL - APPROVED PLANS allow for a total of 7 BR, 8 Full BA, 6 Half BA, & boasting 19,000+/-sf of living space w/ attached (interior) ADU on 5+ acres, above-garage addition, full gym w/ sauna, 20-seat home theater, wine cellar, infinity pool, tennis court & jogging path. (SMC Plan. Dept. approval is recommended for stables, putting green or exterior ADU).

Experience serenity and privacy in this custom home on a 6-acre estate in the secluded mountains of Woodside, CA. Wake up to the sunrise over the breathtaking panoramic views of the Bay from your expansive primary suite. Feel welcomed by high ceilings, fresh mountain air, and abundant natural light throughout the home. Find inspiration in the private office with direct outdoor access. Unleash creativity in the living room, complete with a grand piano and a fireplace that provides warmth on the coldest nights. Host unforgettable events on the wrap-around multi-story deck, served from the chef-designed kitchen. Unwind in the jetted hot tub while watching the stars and twinkling city lights. Ideal for families seeking tranquility, professionals craving inspiration, entertainers, and nature lovers. Parks, open space preserves, restaurants, and the 280 freeway are all within a close drive. Escape Silicon Valley's rush in this one-of-a-kind haven.

Nestled in a Child-friendly cul-de-sac within the top-ranked Woodside Elementary School District, this home was recently rebuilt as a high-end smart home loaded with advanced technology and solid wood accents in a blend of Spanish Colonial and Mediterranean styles. Designed for entertaining, it features a built-in, 50 speaker, whole-house sound and theater system, CAT-8/7 ethernet for high speed gaming and computing, skylights in every room, a Bocce ball court, horseshoe pit, soccer field, dog run and much, much more! Enjoy views of the coastal range and sunset. Thoughtfully designed from the sub-carpet radiant heat to the custom natural wood fireplace, this home effortlessly combines the allure of modern Silicon Valley with the cozy indulgence of a luxurious retreat. This elegant and spacious Woodside family home truly has it all!

Experience contemporary luxury with awe-inspiring San Francisco Bay views in a retreat setting with pool and hilltop yoga/meditation area. This fully renovated home exudes designer sophistication from a whole-home renovation blending wood, natural stone, and glass to create an organic ambiance. Sustainability shines behind the scenes with newly added solar power, 5 backup batteries and synthetic front lawn plus a dedicated farm area for crops or animals. The interior boasts European white oak floors, ultra-smooth walls, and premium finishes like Dolomite and Italian statuary marble. The open floor plan spans two levels with every room, even the primary suite's closet and bathroom, opening to a deck for fresh-air enjoyment and captivating Bay or western hill views. Located off a private road on more than 2.5 acres, this homes location is superb just 4 minutes from the town center, renowned Woodside School, and Highway 280 with access to Silicon Valley and San Francisco.

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

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.

Set on 3.4 acres in central Woodside bordering the 75-acre Fleishhacker Estate Conservancy this home was designed by renowned architect Goodwin Steinberg. Organic appointments that include copper chandeliers by Albert Guibara, stained glass windows by Hermann Lirk, and walls in clear vertical grain cedar and stone. Exceptional spaces for entertaining plus two separate offices for remote work. 4 bedrooms include a luxurious main-level primary suite + lower level w/3-bedrooms, including an en suite, central play area, large storage area or potential fitness room, & wine cellar. Upgraded 400 amp service including Tesla charger. Beautifully landscaped grounds, originally designed by Thomas Church, with enchanting gardens, inviting courtyards, open meadows, and a wraparound deck overlooking the sun-drenched pool. A private nature trail winds around the inside perimeter of the fenced property. Just over a mile from the Town Center. Highly-regarded Woodside School (K-8).

Extraordinary residence on 5.32 acres with opulence and European inspiration at every turn. Impeccably crafted by renowned builder Markay Johnson in 2014 on a private gated lane with gated driveway and sweeping views of San Francisco Bay. Lavish beauty throughout the home with hand-selected marble from Milan, elaborate millwork, Doric columns, intricate carvings, and gilded details. All-marble staircase with hand-forged railings leads to the upper level with formal living room, formal dining room, tremendous kitchen, family room, office, plus grand primary suite with 2 full baths. 3 luxurious bedroom suites plus large office and conference center make up the ground level. Breathtaking views from every room on both levels. Elevator in the main residence. 1-bedroom pool house and studio guest house, each with bath and full kitchen. Sparkling pool and spa plus fireplace terrace for idyllic entertaining in complete privacy.

Prime Central Woodside, 3 level acres. Appointment only. Please do not disturb owner or tenant.

Big price reduction by $250,000! Woodside Hills home has always been connected to PUBLIC SEWER SYSTEM-not on septic system), Endless Potential for updating or perfect the way it is! 2,820 sq. ft. MOL, building plans show a recreation room downstairs. Home w/high ceilings, big rooms, 3 massive fireplaces, downslope lot w/view of hills, peaceful/secluded. Big 3 car garage + workshop, downstairs, recreation room staged as 2nd family room, possible 4th BR, or office, big laundry room + bathroom, could be in-law suite for guests or home schooling, what's your pleasure? Entry level boasts big living room, dining room, kitchen/family kitchen, w/grand fire place, 2 baths & Powder Rm & 3 Bedrooms, Original Owner. Roof is 12 years old MOL, Decks provide views of the hills, front wrap around patio could be changed to lawn, pavers, garden or play area. This property has been lovingly maintained and now ready for your TLC. Surrounded by more expensive Pride of Ownership Homes. A must see!

Location, location! A special opportunity just off Woodside's most exclusive corridor, this remodeled gated property exudes prestige and privacy. A gem of an estate nestled on 1.25 flat acres, discover an effortless blend of fine craftsmanship with luxurious elements designed for today's lifestyle: 5 brs and 4.5 ba plus an array of multi-functional spaces: a main-level suite easily converts to a pool lounge, the primary suite is enhanced by a private library/office space and second br that could be another closet or nursery. An entertainer's dream, beyond the gourmet kitchen and dining room is a spacious deck for al fresco dining. Venture to the wine cellar with its own tasting room through a potential home theatre. Next to the pool/spa, a large grassed yard is framed by pristine landscaping, romantic rose garden and fruit orchard. Located just off Mountain Home Rd in the WES district, this garden estate balances peaceful seclusion with close proximity to town and all commuter routes.

Through the private driveway at 11 Southgate Drive, something extraordinary awaits. Youre greeted by hand crafted iron gates which open to an expansive front courtyard, meticulously landscaped grounds, and an astounding, Ernest Coxhead designed 5,790-square foot Spanish Colonial home. The classic estate, built in 1929 as the original owners summer retreat, combines timeless design and luxury in a private, California setting with unmatched views of the Woodside hills, the sparkling Bay Area and beyond. Inside, youll find dramatic architecture, spacious living & entertaining areas, and distinct treatments throughout, with four bedrooms and bathrooms for family and guests. Outside, inspired by nearby historic Filoli gardens, youll enjoy the unique trees, plants, and flowers, as well as the resort-like backyard with large pool and entertainment areas. This is an extremely rare opportunity to enjoy the lifestyle of a more refined era all in the heart of world-renowned Silicon Valley. A world away, yet close to everything.

Step into a designer's dream home with awe-inspiring views! Experience the artful use of color and light that truly captivates. The spacious multi-level custom decking perfectly frames the stunning vistas, making this home an absolute gem.

Beautifully staged with new upgrades! You won't want to miss this Woodside paradise! Escape to 2.41 acres offering sweeping views of the surrounding natural beauty with manicured gardens. The main home boasts newly painted interiors, new carpet and an updated kitchen with skylights that enhance the appeal. A large deck off the kitchen offers a perfect place for entertaining with views of the gardens. There are 4 bedrooms and 3.5 baths, a large lower level family room and entertainment area, plus a 2 bedroom 1 bath guest cottage. Classic white fences border the stalls and what could be an arena for horses if desired, and there is a tennis court on the lower level of the property. There is a pool and cabana ready for additional recreation and additional outdoor activities. Whether enjoying today or renovating for the future, this location is superb just steps from Huddart Park, 2 miles from Town Center with access to Woodside Elementary School. Welcome Home!

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

Originally owned by socialite Adelaide Kirkbride, Canardia is a majestic 7+ acre Woodside equestrian estate. This special home has been extensively remodeled and reimagined to fit today's contemporary lifestyle. The main home features abundant light, high ceilings, energy efficient metal roof, dual pane windows and doors, hardwood flooring, remodeled bathrooms, and a gourmet chef's kitchen that features a huge center island, sub zero refrigerator, and 2 La Cornue stoves. This entertainer's paradise has hosted many gatherings, charities, fundraisers and weddings on its bountiful grounds with over 500 guests at a time. Other features of the property include a long scenic winding driveway, private lake with sand beach, a 6 stall remodeled stable, an outdoor kitchen, pool, pool house, multiple fountains, 3 wells, fire pits, a bocce ball court, a rose garden and a large grassy area. Only a short drive to Sand Hill Road, 280 and everything that San Francisco and Silicon Valley have to offer.

Welcome to The Lake House! This beautiful, 6 bedroom, 7 bathroom house sits on 4.2 acres with valley views, a private lake along with a private redwood grove. Step into this amazing contemporary country home featuring abundant light, energy efficient metal roof with solar panels supporting tesla powerwalls, outside gym, dog run, and custom-built tree house. On the main level, there are 3 ensuite bedrooms and a separate office, along with living/dining room, eat in kitchen and family room. The lower level offers 3 more bedrooms with a large family/playroom supported by a secondary kitchen area. There are over 4000 sq ft of terraces, with firepit, for outdoor enjoyment as well as an attached 2 car garage and a separate second, 2 car garage. The private lake provides an ideal spot for swimming, fishing, or just relaxing in the sun. Enjoy the privacy and tranquility of country living, with access to an extensive trail system, and still be able to quickly access the flats - only 3.9 miles from 280. PV schools.