Woodside CA Real Estate & Homes for Sale

This Woodside Glens property is the perfect blend of chic comfort and country privacy. Tucked away, yet close in, the home is surrounded with the natural beauty of the area with front and rear decks that take advantage of sunrise & sunset. The foyer entrance meets the spacious living room highlighted by clear-heart redwood cathedral ceiling and fireplace, with windowed alcove offering space for dining; hardwood floors continue throughout. The kitchen and bathrooms are beautifully remodeled in bright white with perfectly selected finishes in tile, marble, and granite. A potential 4th bedroom/family room with exterior access, is positioned between 2 bedrooms, custom shelving lines the hallway, and the primary suite opens to a private front deck. The lower level offers bonus/office space, plus extensive room for storage. Perfectly located less than one mile from the Town Center, this updated home on an extra large lot also benefits from access to acclaimed Woodside Elementary School!

Welcome to this completely remodeled & expanded 1-story Traditional style home in desirable Woodside Heights. Enjoy the space & ambiance of Woodside while being in the coveted Las Lomitas School District. This sophisticated home offers a perfect blend of single floor living & comfort while highlighting California's desirable indoor-outdoor living. Home features a 4 bedroom, 4.5 bathrooms with a dedicated office off the primary suite. There is a formal living room, dining room, family room, eat-in kitchen, & laundry room. Grounds feature a heated pool & spa, tennis court, outdoor fire pit, & landscaped gardens. Just some of the special features of the house include 11-foot high tray ceilings in the public rooms, beautiful hardwood floors, & full height windows. Outside, there are copper gutters & downspouts, slate roof, fully landscaped yard. Minutes from hiking & biking trails & the Town of Woodside, Menlo Park & Stanford, with easy access to Highway 280, this home is a must see!

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.

Introducing 130 Lynn Way, Woodside, CA! This single-story estate offers 3 beds, 2.5 baths, 3,120 sqft. It is situated on 1.7 acres and features incredible views, natural light, and hardwood floors. The open floor plan includes a high-end kitchen, a dining area with scenic views, and a cozy primary suite with a fireplace and sunken tub. Outside, enjoy the pool, BBQ area, and full-sized tennis court. With a newer roof, private setting, and meticulous grounds, this timeless estate invites endless possibilities for luxury living. Don't miss the chance to embrace elegance and tranquility in this Woodside gem!

Nestled on a secluded level half-acre in the heart of Woodside lies an enchanting retreat, sure to captivate your senses. Boasting 4 bedrooms and 3.5 bathrooms plus ADU, this impeccable residence offers an open and inviting floor plan, ideal for a comfortable lifestyle. The interior of this stunning home is adorned with an open concept gourmet kitchen, and two primary suites. Outside is an entertainer's paradise, featuring a sparkling pool, expansive lawn, built-in gas firepit, and an outdoor kitchen with a barbecue and refrigerator. Perfect for hosting guests or enjoying a tranquil evening alone, this outdoor oasis will take your breath away. The ADU above the 2.5 car garage is equally as impressive, boasting hardwood, fireplace, kitchen, and bath making it the perfect opportunity for additional living quarters, a home office, or a guest suite. This property comes with additional 23,522 sq ft with street. This magnificent property is a stroll away from the renowned Woodside Elementary.

Custom built, this architectural masterpiece with clean-lined modern style has it all. Sweeping San Francisco Bay and Menlo Country Club golf course views in a 1.5 acre park-like setting, bright & light interiors spanning two levels, a floor plan for indoor/outdoor living, and a design for eco-friendly sustainability. Walnut or travertine spans the radiant-heated floors, Venetian plaster finishes the main-level walls, & European glass doors and windows, with tilt & slide operation, connect to the grounds & views at every turn. The open & flowing floor plan boasts gently vaulted ceilings dotted with LED lighting that accentuates the lofty height of many rooms and is designed for display of fine art. Outside, the magnificent setting of approximately 1.5 acres boasts vast terraces, a pool more than 60 feet long, plus a spa, barbecue kitchen, and full bath. Highly acclaimed Las Lomitas schools and minutes to Menlo Country Club and town center.

Magnificently situated on four parcels bordered by Purisima Creek Redwoods Preserve on three sides, this exquisite 1.6 +/- acre Woodside property offers unsurpassed privacy, serenity, and captivating views of nature's majesty. Entirely reimagined with over $825K of impeccable renovations, dramatic cathedral ceilings, custom stonework, artisan millwork, and a rustic fireplace are accentuated by natural light throughout. Finely appointed with high-end fixtures, appliances, radiant heat, AC, smart home features, Cat 6a networking, and an expansive Ipe wood deck, the main residence and sizable two-room studio with lofted ceilings leave nothing to desire. Truly impressive grounds with an architect-designed rose garden, vegetable garden, multiple patios, lawn, lookout point, and enchanting walking paths that effortlessly lead to Purisima Creek trails for endless exploration. Modern mountain living redefined mere minutes from top-rated Kings Mountain Elementary, HWY 92/84, and conveniences!

Located in Central Woodside, this premier property offers the best of CA living. A renovated designer home, sun-swept pool & spa, plus ADU above the barn-all on 1.92 gated acres. The spacious floor plan has 4 bedrooms, including a luxe primary suite on the main level plus a bedroom, office, & recreation room on the lower level. Plus, an updated 1-bed, 1-bath ADU is privately located above the 4-stall barn, currently a garage & ideal for a car collector. Highlights include beautiful wood floors on both levels, natural light, & multiple French doors to the rear grounds. The kitchen is a chefs dream in Carrara marble w/ adjoining gathering area & extra-large family room. The grounds are equally compelling & extremely private with the pool & spa, a rock waterfall cascading down the hillside, custom playground, level front yard, & a wonderful picnic area. Offering the best of Woodside living, this home is just over 1-mile to the town center & acclaimed Woodside Elementary as well as trails.

This Woodside Glens property is the perfect blend of chic comfort and country privacy. Tucked away, yet close in, the home is surrounded with the natural beauty of the area with front and rear decks that take advantage of sunrise & sunset. The foyer entrance meets the spacious living room highlighted by clear-heart redwood cathedral ceiling and fireplace, with windowed alcove offering space for dining; hardwood floors continue throughout. The kitchen and bathrooms are beautifully remodeled in bright white with perfectly selected finishes in tile, marble, and granite. A potential 4th bedroom/family room with exterior access, is positioned between 2 bedrooms, custom shelving lines the hallway, and the primary suite opens to a private front deck. The lower level offers bonus/office space, plus extensive room for storage. Perfectly located less than one mile from the Town Center, this updated home on an extra large lot also benefits from access to acclaimed Woodside Elementary School!

This exquisite from the ground up full renovation of a single story Mid-Century Modern home boasts 3,000 sq ft of living space - including 5 bedrooms and 3 bathrooms. Situated on an approximately 1 acre lot in the highly sought after exclusive enclave of Woodside Hills, this unique residence offers expansive views of the San Francisco Bay and surrounding hillsides. The open floor plan offers the best in seamless indoor/outdoor living. The completely reconfigured Master Bedroom Suite includes a newly added en-suite bathroom with double sinks, marble tiled shower, and walk-in closet. In the center of the home you will find a chef's kitchen accented with granite and quartz countertops and top-of-the-line Thermador appliances - which opens up to an oversized family room with fireplace and a formal dining room. Yards on all sides of the home have been newly landscaped, with a natural flat green lawn which connects to a magnificent swimming pool enhanced with a blue pebble tech coating & fire pit area - great for both casual and formal entertaining. A separate free standing 3 car garage is located adjacent to the home, with a half-moon driveway with 2 entrances that accommodate multiple vehicles.

Enjoy the relaxing ambiance of this private custom home located in the tranquil 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.

Escape to this peaceful and picturesque property with old-world charm and modern updates. The elevated lot, of approximately 2.41 acres, offers sweeping views of the surrounding natural beauty with shade and sun gardens. The main home boasts newly painted interiors, new carpet, an updated granite kitchen, and numerous skylights that enhance the appeal. There are 4 bedrooms and 3.5 baths, a large lower-level family room that opens to the gardens, plus a separate guest cottage/ADU with 2 bedrooms and 1 bath. Classic white fences border the barn and vintage tennis court, with optional equestrian space if desired, while a pool and cabana stand ready for added recreation and large outdoor gatherings. Whether enjoying today or renovating/building for the future, this location is superb steps from Huddart Park with miles of hiking trails, 2 miles from the town center, and with access to acclaimed Woodside Elementary School. Go to www.265greer.com for more information. Welcome home!

Extraordinary contemporary estate on over one acre in Woodside Hills with sweeping panoramic views across the Bay from nearly every room. Enjoy your own gated sanctuary in this unique property featuring a 4 bedroom, 4.5 bath residence plus large media room, office & separate gym/flex space. Boasting soaring ceilings and expansive glass windows, stunning views are framed from every window overlooking your own private and flat 1.15 acre landscaped park setting. The gorgeous open chef's kitchen is ideal for entertaining, with a large center island, custom cabinetry, & high-end appliances. The spacious primary bedroom features a generous walk-in closet, a luxurious en suite bathroom, access to a private balcony with Bay views. All additional bedrooms have en suite bathrooms. The level rear yard overlooks astonishing views from the pool, fire pit, garden, & a pergola-covered terrace. Approximately 5,000 sq.ft. of interior living space are arranged over 2 levels. Attached 3-car garage.

Stately Italian villa sitting on roughly 7.7 acres on one of Woodsides most sought after cul-de-sac locations is now available. Incredible attention to detail and rare, highest end, European finishes makes this home a rare treasure and true sight to behold. Venetian plaster walls, brick barrel ceiling with oak beams, herringbone terra cotta flooring, and 300-year-old terracotta roof tiles imported from Italy to name a few. Majestic park-like grounds offer the ultimate private escape. Resort like amenities include pool, hot tub, tennis court, gym, vast lawns. Have dinner under the stars in your private redwood grove with tranquil creekside setting. Incredible guest house, additional gatehouse. This is one of Woodsides finest. Highly sought after Portola Valley schools.

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, solar panels, security system, landscaped. Perfect for growing families or telecommuters. Don't miss it!

Panoramic views and inspiring design are just the start of what makes this 4,200 sq. ft. Woodside home so exceptional. Enter the breathtaking 5-acre property from a long private driveway toward this grand residence. The elegant two-story entry foyer is an attention-grabber and opens to the formal dining room where large windows frame the stunning view that stretches all the way to the San Mateo bridge. The expansive main level also features a large chef's kitchen, formal dining room, family room, two half baths, and a separate office. Up the open staircase, you'll find four ensuite bedrooms, including a primary suite w/fireplace, sitting area, private balcony, and massive walk-in closet. The 3-car garage, two EV charging outlets, brand new roof, and quality craftsmanship offer modern comfort and convenience. This coveted location is a big draw for families of Woodside Elementary!

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.

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

Just completed, this incredible estate blends the beauty of Woodside with tasteful modern living. Stunning SDG designed 4 bedroom home on 3 levels is set on a very private close - in 10.5 acres. This property has it all and has the potential for more- room for a barn, riding ring, ADUs, etc. The home is no where near the limits on size, surface coverage and ADUs. Wake up to the sunrise and spectacular views. The homes solar and septic systems are scalable (*buyer to verify) and the could potentially be self sustaining and off grid. Hiking and incredible horse trails are literally right out your front door with an entrance to Huddart Park and its trails a couple of blocks away. Easy approx 2.5mi to town and 280. Approx 30 min drive time to both SFO and SJC. Woodside Schools. Truly a retreat in the heart of everything!

This exceptional hilltop residence features dramatic bay views from Mt. Diablo to the coastal mountain range. The Hamptons-inspired shingle home has the ambiance of a resort retreat and the privacy that comes with being adjacent to 5000+ acres of Open Space yet minutes from the heart of Silicon Valley, A giant office suite, complete with lounge, meeting area and private deck is perfect for work from home with high speed internet access supplied by Etheric Networks. A separate library, professional gymnasium, and acres of land to run and play make this a true sanctuary for all ages.. There are 5 bedrooms and 4.5 bathrooms including a stunning master wing with a private master deck. The outdoor spaces include a pool and patio as well as 4000~ square feet of ipe deck, covered porch with fireplace, outdoor kitchen, and lovely native landscaping. Starwood is a gated private road. The end of road privacy is further enhanced by private trail access from your front door to Open Space.

This gated treasure is situated on a private street on just over 2 acres. Surrounded by nature, this home is a one-of-a-kind retreat. The fountains and koi pond set a stage upon entry that is both calm and comforting. Dramatic large wood beams and a high ceiling welcome you into the main great room. Windows highlight the natural surroundings from almost all of the rooms. The main residence contains 4 bedrooms and 2.5 bathrooms. Adjacent to the garage is a 2-bedroom guest house with a living room and kitchen. There is an additional Studio under the Primary bedroom with a separate entrance. There are multiple structures that all contain living areas. If tranquility and nature are important, this healing retreat is something you must come and experience.

Amazing Western Hill views in the sought after Mountain Home corridor in Central Woodside; this 3.5 acre gated fully fenced estate, offered for the first time in nearly 60 years. Situated at the end of a quiet cul-de-sac, come see this timeless treasure, comprised of a classic two story California Craftsman main home, an adjacent carriage house set up for entertaining, a pool and peaceful pathways through the mostly flat grounds. Ideal for indoor/outdoor entertaining, the main home has large Living and Family rooms with French doors opening out to a spacious entertaining patio framed by mature heritage oaks and world class English Gardens showcasing the spectacular western sunsets. Light-filled kitchen has been recently updated. Upstairs, a spacious primary suite with updated bathroom and home office, near the additional four bedrooms. Unusual privacy and tranquility within close proximity to Town Center shops, restaurants, in close driving distance to Silicon Valley & airports

One of the BEST gated estates in Woodside's most prestigious area. This majestic one-of-a-kind estate features an enchanting private lake, a long scenic winding driveway, 7+ lush acres, EXTENSIVELY REMODELED 5 bd/5.5 ba primary residence with guest house. Approximately 8238 sq ft of total living space, an energy efficient metal roof, dual pane windows/doors, sub zero refrigerator/ freezer, 3 separate heating systems, a gourmet kitchen, gym, bocce ball court, pool, greenhouse, 3 wells, a sand beach to launch boats onto the private lake, a 6-stall remodeled horse stable with railed riding area, rose garden & areas for a future tennis court/a riding arena. It is quintessential of fine living where numerous weddings & fundraisers exceeding 500+ people have been hosted. Secluded yet conveniently located to Stanford, Sand Hill Rd, tech companies, SF & San Jose International Airports. This property represents a RARE opportunity to own one of the most unique properties in all of Woodside.

Just 4 blocks to town and school, this stunning home is surrounded by natures beauty and western hill views at the end of a long, private lane. Custom built 10 years ago, the home showcases extraordinary details at every turn. The awe-inspiring setting is highlighted by western hill views with outdoor kitchen, spa, fire pit, plus vast level lawn and terrace. The main residence is positioned on 4 acres with 4 bedrooms, 5 baths, 2 offices, gym, fully finished lower level, 3 car garage with rooftop veggie garden. Recreational amenities are plentiful with a life-size chessboard, putting green and basketball court, the lower level is devoted to games, media, wine, & fitness. Access to acclaimed Woodside School makes this the ultimate place to call home. There are two 1 acre adjacent lots which could be sold as well to create a 5 or 6 acre property at the end of a quaint lane off of Canada Road. Create your own compound!

This exceptional Woodside Glens gem was comprehensively renovated down to the studs in 2021! Immerse yourself in nature in this pristine 4 bedroom, 2 bath home just a short walk to town and the award-winning Woodside Elementary School! Top quality construction with chic contemporary style, enjoy peaceful country living with a carefully conceived design aimed to maximize light, space and privacy. Wonderful open floor plan features a gourmet chef's kitchen fitted with top of the line Thermador appliances, customized cabinetry, and Mirage wide plank white oak flooring. Main floor features two brs, incl. spacious primary suite and walk-in closet. Downstairs are 2 more brs, multi-use bonus/storage rooms and state of the art home theatre. Multiple decks for al fresco enjoyment and fenced flat grassed yard provide space to play outdoors. Low-traffic street with easy bike, walkability. Street parking for 4 cars and potential for expansion, private parking/garage + up to 1500 sq ft ADU!