Woodside CA Real Estate & Homes for Sale

This beautiful estate is nestled on nearly an acre in the prestigious enclave of Woodside, California. The captivating property at 108 Sweat Rd. offers unparalleled tranquility and privacy in a majestic setting. This property features a two-story home with 3 bedrooms and 2 full bathrooms. There is abundant potential to transform this residence into your dream home. Located in close proximity to the vibrant tech hubs of Silicon Valley and 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!

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.

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.

Welcome to your dream home at 250 Hardwick Rd in Woodside. Situated at the end of a quiet cul-de-sac, this exquisite property just completed a high-end, studs-out renovation and boasts stunning views of the Bay and East Bay hills. With dual oversized primary suites (4 bedrooms, 4 full bathrooms total), this home offers ample space for your growing family or those considering multigenerational living. As you step into the proper foyer, you'll be greeted by warm ambiance and stunning views that continue throughout the entire home. The open-plan kitchen is a chef's delight, featuring high-end appliances, integrated gas range, oversized kitchen island, and a walk-in pantry for all your culinary needs. The spacious family room is perfect for entertaining guests, with its vaulted ceilings and massive windows allowing for an abundance of natural light and stunning Woodside views! Both primary suites have been totally remodeled to perfection, featuring luxurious ensuite bathrooms, large walk-in closets, walk-in showers, and a gorgeous free-standing tub. The 1.6 acres of usable land, provides plenty of private outdoor space to enjoy the beautiful California weather. Just a short distance away, you'll find top-rated schools ensuring an excellent education for your children.

Majestic home set on 1.96 acre lot boasting with mature redwood trees, beautiful lush grounds with stunning views! Quaint entry porch & front door invites you into the spacious living room with cozy brick fireplace. Separate dining area, chefs kitchen with gas range and breakfast bar. Updated baths, recessed lighting, gorgeous hardwood flooring, dual-paned windows, 2 side storage sheds, large walkin basement accsessible from back yard under deck. Perfectly located in Central Woodside; this home is minutes to town center for convenient shopping, dining and the acclaimed Woodside School. Easy access to hiking trails, biking and horse back riding. Expansive deck to entertain guest while enjoying breathtaking views.

The allure of nature seamlessly intertwines with architectural brilliance at this exclusive vineyard estate on one of Woodsides most esteemed streets. Spanning over 4.399 acres, with the possibility of purchasing the adjacent lot of 3 acres for a total of 7.4 level acres, the entrance sets the tone of what lies within with an organic setting that begins with a serene lily pond and interconnected waterways with architecture by Atelier Ugo Sap of San Francisco and built by Van Acker Construction whose detail work is undeniable. The grand formal living room an antique mantelpiece adorn the wood burning fireplace and formal dining room grace the home for large gatherings. Dedicated office with fireplace, impressive open kitchen, breakfast and family room. Two levels with elevator, 6 bedrooms including luxurious primary suite, 6 full baths, and 2 half-baths including two main-level bedroom suites. Rustic-designed 1 bed/1 bath pool house with luxurious spa and kitchen. Additional structure for flexible use as gym, office or guest house with kitchenette and bath. Sparkling pool and magnificent grounds. Approximately 11,650 total square feet including 3-car garage. Cultivating wine, jam, honey and olive oil from the property. Acclaimed Woodside Elementary School and convenient location.

Perfectly and privately situated on nearly 9 sun-filled acres of land, options abound at this very special property: remodel the charming home or build new to create your own dream vision. The choice is yours. The land enjoys breathtaking 180 degree views of the Western Hills and there is a pool, spa, guest house and vast gardens. There is also a 1.2 mile hiking/biking trail encircling the property for a no-excuses healthy lifestyle right out the front door. Explore the endless possibilities. Approximately 9 acres (389,760 square feet; buyer to verify) Existing circa 1930 home with 4 bedrooms and 3 baths plus a one bedroom guest/pool house. Exceptional privacy and rural beauty Western hill views ~1 mile to Woodside town center. Woodside Elementary (K-8) School

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 as well suited for ball play as larger events, all 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.

Exceptional half acre+ with bay views in sought after Emerald Hills custom home built with meticulous attention to detail. Local artisan designed stone and ironwork. Outstanding floor plan with a focus on indoor-outdoor living the home seamlessly extending from the family room to a mostly covered, tiled deck with a fireplace, lounge, dining area and well-equipped outdoor kitchen offering a serene and inviting space for everyday living. Vaulted ceilings including living room with fireplace, formal dining room with fireplace, sun room and main floor bedroom suite. Granite chefs kitchen with views, breakfast room with outdoor patio, plus adjacent family room with fireplace. Upstairs luxurious primary suite with fireplace, vaulted ceiling, views and sitting room, plus two additional bedrooms and adjoining lounge or office. Lower-level flexible-use room for office, 2-car garage PLUS 735 square feet studio including half bath-possible ADU conversion. Approximately 5,173 square feet of conditioned space plus 2-car garage. Mostly float lot with vast lawn, huge entertaining spaces, privacy and views. Excellent Roy Cloud School, views and vast lawn, mostly flat land. One-of-a-kind enchanting home resting on gentle knoll-a must see.

Updated and renovated, this home is ideally located opposite the picturesque Kite Hill permanent open space, on a double lot of approximately 0.41 acres. Introducing the home is a spacious great room that encompasses a living room, with modern stone gas fireplace, and a step-down seating area with an impressive wall-to-wall window view of the rock and cactus garden. Adjacent to this is a formal dining room and newly remodeled kitchen with quartz counters and all new stainless steel appliances. There are 4 bedrooms and 2 baths plus a detached bonus room ideal for today's remote office, or for a game room or fitness center. Outside, are sun-drenched spaces, a stunning rock and cactus garden complete with pathways and a seating area, plus a private rear garden with large deck for entertaining around the sparkling pool. Adding the finishing touch is this homes access to the highly regarded Woodside School (K-8) and proximity to the Woodside Village.

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

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.

Circular driveway leads to this luxuriously appointed home atop a gentle knoll. Views encompass a glorious sunrise, Windy Hill, Huddart Park. Level backyard, in-ground pool, fabulous outside entertaining patio w/ built-in BBQ, pizza oven & refrigerator. The classic lines and timeless architecture welcome you to the formal entry w/ Chestnut floors in the spacious LR with high ceilings, impressive gas FP and mantle, formal DR. Chef's dream- Granite counters, wine refrigerator, 2 dishwashers, sub-zero refrigerator, trash compactor, microwave, 6 burner gas Dacor, double ovens, stainless steel dual sinks + a vegetable sink. BB + eating area. FR boasts a gas FP, window seat, ceiling fan, built-in book shelves. Relax in the library. There are 2 en-suite bedrooms down the hall, + a convenient half bath & full laundry facilities. Ascend the elegant staircase to the primary bedroom featuring double door entry, gas fireplace, sitting areas, black out shades, outside European roller shades, ceiling fan. Primary bath is replete with dual sinks, steam shower, jetted tub, water closet & verandah. Office upstairs w/ a window seat + the 4th en-suite bedroom. 2 AC & 2 Furnaces-solar enabled whole house battery back-up system rated 25KWH-Woodside Elementary

Luxury estate home and 2 bedroom guest house infused with elegance. Located on 3 acres with complete privacy, and close-in convenience, this exceptional property epitomizes modern living. The elegant sophistication of the interiors rivals luxury resorts with an extensive use of natural stones that transform walls into works of art. Book-matched precision is showcased on fireplaces, countertops, and shower walls. Grand entertaining spaces are designed for hosting gatherings large or small, served by a fabulous all-white kitchen, temperature-controlled wine storage, and numerous terraces for outdoor enjoyment. The home spans 3 levels with 4 spacious bedrooms, each with its own en suite bath, plus there are 2 versatile offices, a fitness center, and a home theatre. Additionally, a detached guest house provides 2 bedroom suites for visitors. The outdoor areas, complete with vineyard, are designed with health and wellness in mind, featuring a pool, spa, tennis court, and a path that wraps around the property for walking or jogging. Adding the finishing touch is the homes access to acclaimed Woodside Elementary School just minutes away.

Welcome to your Woodside sanctuary! Create your own compound with 2 homes on 2 acres. This ranch-style gem offers a 3,090 square foot main house with a large private driveway, 5 bedrooms, and 3 bathrooms. The primary bedroom upstairs features a walk-in closet, fireplace, and a balcony with a jacuzzi overlooking your 2-acre property. Additionally, there's a 1 bed/1 bath cottage with a 2nd private driveway, lush green pasture, and pathways leading to the pool and patio area. 2 natural gas generators connected to each house. Experience the tranquility of Woodside, just 2 minutes from the town center and renowned horse trails. This is your chance to embrace a relaxed lifestyle in the heart of Woodside!