Woodside CA Real Estate & Homes for Sale

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.

This is town of Woodside not RWC-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!

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 .DISCLOSURES AT ...https://app.disclosures.io/link/368-Ridge-Road-ulp04l2i

Please call listing agent at 650-398-5384 for open house. Your very own nature retreat is here calling your name. Located on 5.45 acres of lush green land, this home is your ticket unlimited bliss. On arrival you are greeted with a handsome wooden gate opening onto an expansive forecourt, welcoming you back home. Surrounded by nature and crisp, fresh air, your mind and soul begin to relax before you step foot into your home. Composed of five bedrooms, four and half bathrooms, spacious living space and office, and a kitchen fitted to the nines, this home has everything you need plus absolute privacy and a stunning view out to the bay. Come and visit this gem for yourself. It will certainly make you think twice about missing out on this opportunity.

New price! Over $600,000 in improvements with sustainability features including new metal roof with solar panels and a 5-battery backup system. Experience contemporary luxury with captivation San Francisco Bay views in a retreat setting with pool and hilltop yoga/meditation area. This fully renovated home exudes designer sophistication blending wood, natural stone and glass to create an organic ambiance. A 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 such as Dolomite and Italian statuary marble. The open floor plan spans two levels with every room opening to a deck for fresh-air enjoyment. On the main level are 3 bedrooms including the primary suite with Western hill views. The lower level offers 2 additional bedrooms, a spacious family room, full bath, laundry room and access to the garage. Located off a private road on more than 2.5 acres, this location is superb - just 4 minutes from the Woodside town center, renowned Woodside School, and Highway 280 with easy access to Silicon Valley and San Francisco.

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 - yet its only a half mile from Portola Rd. The 3 bed, 3 bath home offers 2090 sq ft of rustic charm 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 equipped with all the tools to create culinary delights. Expansive windows in the dining room offer views of the surrounding hills. The home also offers a community-owned gigabit-speed fiber network. A lower level has a private entrance and functions as a separate apartment with bedroom, bath, kitchen, and sitting room. The front of the home offers a large patio complete with fountain surrounded by mature trees and fenced for privacy.

Central Woodside / Woodside Knolls beauty! 4-bd, 3.5ba, 4,000 sq ft, 1,000+ sq ft ADU, pool & spa, flat backyard with full edible garden and kennels! Huge 3-car garage with workshop. Rebuilt and added onto in 2001-2004 so looks and feels newer! This property will not disappoint!!

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 makes 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.

Introducing the Green Gables Estate, a fifth-generation compound on 74 pristine acres in prestigious Woodside, California. With 7 residences, currently offering 34 bedrooms and 26 bathrooms across 23,900 square feet, with numerous possibilities for expansion and redevelopment. This renowned estate blends English charm with Silicon Valleys distinctive landscape and lifestyle, all located in the epicenter of venture capital, technology, and renowned educational institutions. The vast landscape includes orchards, groves, and rolling hills. The estate also boasts a reservoir, water rights to nearby Kings Mountain, three swimming pools, as well as a breathtaking 100-yard Roman pool, a tennis court, world-class gardens, and unparalleled views of the unblemished California hills and surrounding mountains. Situated at the heart of Silicon Valley and offering a bounty of elegant spaces to host retreats, social events, and cultural gatherings, Green Gables invites its next owner to write a new chapter for its glorious history. This epitome of timeless luxury living lies within this magnificent estate, offering the opportunity to create a new legacy that will continue its rightful place as one of the worlds finest properties.

Introducing the Green Gables Estate, a fifth-generation compound on 74 pristine acres in prestigious Woodside, California. With 7 residences, currently offering 34 bedrooms and 26 bathrooms across 23,900 square feet, with numerous possibilities for expansion and redevelopment. This renowned estate blends English charm with Silicon Valley's distinctive landscape and lifestyle, all located in the epicenter of venture capital, technology, and renowned educational institutions. The vast landscape includes orchards, groves, and rolling hills. The estate also boasts a reservoir, water rights to nearby Kings Mountain, three swimming pools, as well as a breathtaking 100-yard Roman pool, a tennis court, world-class gardens, and unparalleled views of the unblemished California hills and surrounding mountains. Situated at the heart of Silicon Valley and offering a bounty of elegant spaces to host retreats, social events, and cultural gatherings, Green Gables invites its next owner to write a new chapter for its glorious history. This epitome of timeless luxury living lies within this magnificent estate, offering the opportunity to create a new legacy that will continue its rightful place as one of the world's finest properties.

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.

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.

New Price! Country living at its finest! Welcome to The Lake House. This beautiful, 6 bedroom, 8 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 power walls, outside gym, dog run, and custom-built tree house. On the main level, there are 3 en suite 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 fire pit, for outdoor enjoyment as well as an attached 2 car garage and detached 2 car garage. The private lake is an ideal spot for swimming or fishing. Enjoy the privacy and tranquility of country living, with access to an extensive trail system. Only 3.9 miles from 280. PV schools.

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.

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.

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.

PERMIT READY! EXTREMELY RARE OFFERING! - EXISTING 4-STORY EXQUISITE MASTERPIECE! The BEST forested HOME CAMPUS ideal for Family/Executive, 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 2021 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).