Redwood City CA Real Estate & Homes for Sale

Nestled in the prestigious Woodside Hills, 61 Oak Haven Way is a private estate offering a rare blend of serenity, architectural volume, and thoughtful modern upgrades. Surrounded by majestic oaks on a beautifully landscaped 1.175-acre lot, the home is approached via a long paver driveway that offers privacy and presence. Fully remodeled in 2000 and tastefully updated since, the house includes wide-plank hardwood floors, updated fixtures, and a custom outdoor BBQ and entertaining area, ideal for indoor-outdoor California living. Inside, vaulted ceilings, skylights, and walls of glass fill the home with natural light. Three fireplaces and extensive built-ins add comfort and function. The expansive primary suite offers a fireplace, walk-in closet, private office nook, and a spa-like bath with a sunken jetted tub and cascading waterfall feature. The lower level includes a second en suite bedroom, two additional bedrooms and bathrooms, and ample storage. A three-car garage and generous circular driveway provide plenty of parking. Private and serene, yet only minutes to Sand Hill Road, Stanford, and downtown Woodside, Menlo Park, and Palo Alto this unique home blends nature, space, and easy access in one of Silicon Valley's most desirable enclaves.

Stunning from the ground up, this fully rebuilt Redwood City home blends modern luxury with timeless comfort. Every detail has been re-engineered for lasting quality, including all-new copper plumbing, new electrical throughout, a new HVAC system with heating + AC, and a waterproofed slab foundation for peace of mind. Inside, the home features premium Riobel and Toto plumbing fixtures, modern designer lighting, and a beautifully renovated kitchen anchored by a Viking stove/range and sleek LG appliances. The open floor plan welcomes natural light and creates an easy flow from living space to bedrooms to yard. Outside, the generous lot offers ample parking with space for oversized vehicles such as boats or RVs, plus room to entertain and enjoy low-maintenance outdoor living. Situated in the highly sought-after Roy Cloud School district and moments from parks, downtown Redwood City, and major commute routes, this turnkey residence delivers refined style, quality craftsmanship, and the rare benefit of a complete structural and aesthetic modernization. Move-in ready and built to last.

From busy mornings to quiet evenings, this lovingly maintained home offers a warm, sun-lit setting for everyday living, right across from top-rated Roy Cloud School. Gleaming hardwood floors set the tone as you step inside, leading to an inviting living room with a cozy fireplace and large windows that fill the space with natural light. The nearby dining area is ideal for both everyday meals and special gatherings. The reimagined kitchen blends beauty and function with gorgeous honey-wheat cabinetry, quartz countertops and new stainless steel appliances, opening to a cozy family room and the outdoors beyond. Outside, the low-maintenance garden, originally award-winning in design, offers a peaceful, storybook retreat that's easy to enjoy year-round. Down the hall, two well-proportioned bedrooms share an updated bath, while the primary suite provides a comfortable escape with a walk-in closet and ensuite bath. A two-car attached garage offers abundant storage and includes a new washer and dryer. Close to shops, restaurants, parks and hiking, top notch recreation at nearby PCC, Elks Club and Canada College Athletic Center. Convenient access to HWY 280 connects you effortlessly to Stanford, Sand Hill Road, and major employment centers - it's an ideal place to put down roots!

Discover privacy and resort-style living on this tree-lined, fully fenced oversized lot with a solar-heated pool and spa. A covered brick patio connects effortlessly to the living spaces, perfect for indoor/outdoor entertaining. The light-filled living room offers garden views and a gas fireplace. The spacious chefs kitchen features granite counters, newer LG stainless appliances, pot filler, prep sink, built-in desk, and eat-at counter, plus a separate dining area. Gleaming hardwood floors, brand-new bedroom carpeting, generously sized bedrooms with garden outlooks, and upgraded dual-paned windows throughout. The primary bedroom includes a bonus walk-in closet; the second bedroom opens to the serene garden. Additional highlights include tiled bathrooms, A/C, a two-car garage with storage, washer/dryer, and outdoor living features such as a storage shed, garden station, and grapevines. Close to Clifford School (K8), parks, tech employers, and commuter routes to SF and SJ.

Perched on a scenic hillside with breathtaking Bay views, this home is both a work of art and a testament to craftsmanship. Built in 2020, it comes with a 3BR/4BA main home and a 1BR/1BA ADU featuring its own private entrance. Inspired by European architecture, particularly Antoni Gaudis expressive forms, the design reveals sculptural walls, vaulted ceilings, and skylights that fill every space with light. 5-panel NanaWall doors extend the great room onto a view deck, while a vaulted lounge with lantern chandeliers balances grandeur with intimacy. The chefs kitchen showcases Thermador appliances, porcelain finishes, and custom cabinetry beside a cozy breakfast nook. The primary suite is a serene retreat with a sculptural fireplace, private terrace, and spa-like bath featuring heated floors, a soaking tub, and glass shower. Crafted with quality at every turn, engineered oak floors, Alder Knotty doors, Anderson windows, solid-core interiors, and fire-resistant materials crowned by a lifetime roof, the home offers artistry that endures. Outdoor living includes a warm sunroom, a lush backyard with 30+ kinds of fruit trees, stamped-concrete drive with RV/boat parking, a 2-car garage, and a storage shed. Minutes from freeways and top schools Roy Cloud Elementary and Woodside High.

Tucked away off the street behind a private gated driveway, this exquisite 3 bedroom, 3.5 bath main residence offers over 4,500 sq ft of luxurious living space, including a versatile 1,082 sq ft finished lower level. Situated on an expansive 34,187 sq ft lot, the property is a true oasis with resort-style amenities and timeless architectural details including handcrafted wrought iron fixtures, custom woodwork, and natural stone accents. The main level boasts a chefs kitchen with a spacious center island, walk-in pantry, and top-of-the-line appliances, seamlessly connecting to the informal dining area with fireplace and the welcoming living room. A formal dining room with bay window, an additional seating area, and entry level half bath enhance the homes versatility. French doors open to the backyard featuring a sparkling pool, lounging patio, mature landscaping, and curated hardscape. The upstairs primary suite retreat offers soaring beam ceilings, a private balcony, and a spa-like bath. Two additional en-suite bedrooms and a thoughtfully designed laundry room complete the upper level. Detached three-car garage along with a 3 bedroom, 3 bath, 2,240 sqft ADU. Located moments away from the downtown San Carlos and Redwood City, parks, hiking, shopping and streamlined commute routes.

Completed in 2021 following a 5-year design and construction process, this extraordinary residence showcases the work of renowned professionals in architecture, interior design, and landscape architecture. Located on a gated corner lot of approximately 0.9 acres surrounded by award-winning heritage oaks, the home has been featured in Luxe and California Homes magazines and honored with awards. Every inch reflects a masterful level of craftsmanship and a meticulous eye for detail. Interiors reveal a refined yet livable luxury, where traditional elements are balanced with a modern aesthetic across three beautifully curated levels. Signature materials, custom finishes, and seamless indoor/outdoor connections define the living experience. With 5 bedrooms, 5 full baths, and 3 half-baths, the home offers exceptional accommodations for a variety of lifestyle needs. A true architectural statement in the heart of Woodside, designed to endure and impress for generations to come.

An exceptional Woodside estate set on approximately 6.6 acres, this private 4-bed, 3-bath residence offers a rare opportunity to experience refined living surrounded by nature. Encompassing approximately 2,760 sq ft, the home is thoughtfully designed to capture captivating views of the surrounding mountains & clear across the Bay while providing a serene retreat just moments from local amenities. Soaring ceilings, expansive living spaces create a sense of volume & elegance, complemented by two fireplaces adding warmth & character throughout the home. Generously sized bedrooms offer comfort & privacy, while large windows invite an abundance of natural light. The kitchen serves as a central gathering space, featuring an island, pantry & seamless connection to the main living areas. Indoor-outdoor flow leads to a spacious deck & hot tub, perfect for relaxing & set against a backdrop of tranquil, open land. The grounds offer remarkable privacy & scale w/space to explore & unwind. Additional features include a recently installed Jackery generator, Tesla EV charger, attached 2-car garage & abundant on-site parking. This is a rare offering for the discerning buyer seeking an elegant refuge where peace, privacy & convenience coexist in one of the Peninsulas most prestigious settings.

OPEN HOUSE SAT. 1/17 & SUN. 1/18 2-4PM. SET ON A ONE-ACRE PARCEL IN DESIRABLE WOODSIDE, THIS 4-BEDROOM, 3-BATHROOM HORSE PROPERTY OFFERS EXCEPTIONAL SPACE, PRIVACY, AND OPPORTUNITY. SUN-FILLED INTERIORS SHOWCASE GLEAMING HARDWOOD FLOORS AND A FLEXIBLE FLOOR PLAN THATS IDEAL FOR EVERYDAY LIVING. THE EXPANSIVE DECK SITS OFF THE MAIN LIVING AREAS AND OFFERS INDOOR/OUTDOOR ENTERTAINING VERSATILITY. THE LUSH GROUNDS INVITE ENDLESS POSSIBILITIESEQUESTRIAN USE, GARDEN OASIS, EXPANSION, OR CUSTOM ESTATE VISIONMAKING THIS AN IDEAL CANVAS FOR BUYERS SEEKING TO CREATE SOMETHING TRULY SPECIAL. AN OVERSIZED GARAGE PROVIDES AMPLE ROOM FOR VEHICLES, STORAGE, OR WORKSHOP NEEDS, AND AN UNFINISHED LOWER-LEVEL AREA OFFERS EVEN MORE ROOM FOR STORAGE. WHETHER ENJOYED AS-IS OR REIMAGINED, THIS PROPERTY PRESENTS POTENTIAL GALORE IN ONE OF THE PENINSULAS MOST SOUGHT-AFTER COMMUNITIES, WITH EASY ACCESS TO TOP SCHOOLS, SCENIC TRAILS, WOODSIDE SHOPPING & RESTAURANTS, AND ALL MAJOR SILICON VALLEY CONVENIENCES.

Welcome to 55 Claremont Ave, a stunning condo that seamlessly blends style, comfort, and privacy. Conveniently situated between Redwood City and San Carlos, and within an easy commute to Palo Alto and Menlo Park. This delightfully and lovingly updated 3-bedroom, 2-bathroom home features 1,450 sq ft of open concept living space with a delightfully tree-lined and spacious deck, two dedicated parking spaces, and a secure storage unit behind an electric gate. This home is bathed in natural light, thanks to the many dual pane windows throughout. (FYI: staging was removed) The contemporary kitchen is both chic and functional with custom cabinets, an oversize range, and large windows. Two gorgeous bathrooms feature floor to ceiling tile and custom slab in the showers and high-end finishes, The large bedrooms are light and bright. Unwind by the community pool and BBQ area or enjoy the serenity of your private balcony. Commercial grade washers and dryers in-building. A charming building with only 12 units in a tree-lined neighborhood just steps from Wessely Crescent Park and the convenience of nearby CalTrain, Highway 101, and 280.

Set on a flat acre of gorgeously manicured grounds. This single story home borrows transitional architectural tones from the French countryside. The circular driveway leads up to a large 3 car garage. Five bedrooms that come with a separate guest house, sports court, large pool with covered grotto like spa, adjacent bath with changing room. Outdoor kitchen covered by a palapa, the perfect shade from natural elements while dining al fresco. Backyard is south facing and hosts the perfect weather all year long. The yard is an entertainers paradise. French oak engineered flooring throughout. Kitchen has an open layout with Thermador appliances and tuscan inspired limestone touches. Front living room has custom built shelving and cozy gas fireplace. Knotted Alderwood window and doors. Indoor surround sound. Generous master suite with walk in closet and wardrobes. Heated floors in bath and an oversized shower with tropical garden views. Enjoy the privacy this secluded subdivision provides. Hidden away, yet suburban enough hooked up to city sewer and close proximity to Sand Hill Road, Silicon Valley and San Francisco. Close to Menlo School, Sacred Heart Prep, Phillips Brooks, Woodside Priory amongst many other renown schools. Enjoy sunsets and the nature this lifestyle provides.

Welcome to 16 Hillview, a modern retreat in one of the most desirable neighborhoods of Redwood City. Built in 2019, this light-filled 4-bedroom, 3.5-bathroom home blends contemporary comfort with timeless style, offering an ideal layout for elevated living and effortless entertaining. Step inside this East-facing home to discover a bright, open floor plan with warm hardwood floors, expansive windows, and seamless indoor and outdoor flow. The thoughtfully designed kitchen features sleek countertops, stainless steel appliances, and abundant storage, perfect for home chefs and gatherings of any size. The adjoining living and dining areas create an inviting space framed by natural light. Thoughtfully designed for flexibility, the home offers a bedroom suite on each level, ideal for multi-generational living, visiting guests, or those who work from home. Upstairs, a generous bonus loft creates space for a media room, play area, office, or fitness zone. Outside, the private backyard is an oasis for relaxation and entertaining, complete with a gazebo and colorful landscaping that create a serene, sheltered setting. Just minutes from vibrant downtown Redwood City, neighborhood parks, top schools, Caltrain, and major commute routes, this home combines convenience with modern luxury.

Extraordinary, modern light-filled condo with the perfect blend of beauty, functionality and privacy. Prime Redwood City location walking distance to vibrant downtown. Bright entryway - family room with a gas burning fireplace - and a Bonus room that can be used as an office or extra sleeping area. Find a fully functional kitchen including area for bar seating. Central open-concept great room featuring hardwood floors. The property also includes a pool, two assigned parking spaces, laundry room and two additional storage areas.

Forever views of coastal hills and Pacific ocean at the very end of a small country maintained road. Adjacent to hundreds of Open Space acreage. 1,600 + sq. ft. upper floor Great-Room with floor-to-ceiling windows. Large open kitchen / dining area and open living room with wet bar and guest bath. Upper level deck wraps around the entire exterior. Bedrooms are all downstairs each with access to the deck. Bonus room (great for crafts, possible den or bedroom) and laundry utility area. Downstairs is also aprox.1600 sq. ft.. House was being remodeled, but was not completed. Truly a fixer upper. Complete set of remodel plans included.

Perched a top of Skyline Ridge, this gated custom estate offers spectacular views of the San Francisco South Bay, including Mt. Diablo, Stanford, and San Jose. Nestled on a private 5+ acre east-facing parcel near the 942-acre Wunderlich Park, the home features 5 bedrooms, 4.5 bathrooms, 4 large decks, and a 2-car garage. The gourmet kitchen with center island, dining room, and large pantry opens to the great room with vaulted ceiling, skylights, and 3 French doors. Upstairs showcases imported slate floors, a central family/activity room, a guest half bath, a library/office, and a spacious primary suite with a walk-in shower, a 2-person jetted spa, a private deck, double sinks, a bidet, and a walk-in closet. A nearby flexible room could serve as a bedroom, nursery, or den. The laundry area opens to a flat yard suitable for a future pool, tennis court, or stables. Downstairs includes 2 bedrooms, a large bath, a sitting room, and a fully self-contained ADU with private entry and a deck. In the coveted Portola Valley/Woodside School District, the estate feels private yet is minutes from Alice's Restaurant, Fogarty Winery, central Woodside, Stanford, and the Coast.

7.7 gated acres with Views, Pool, Tennis Court, & Guest house. Bordered by Thornewood Open Space Preserve, and with incredible San Francisco Bay and western hill views. Main home with dramatic formal rooms, walls of glass, and tile or hardwood floors. Sleek modern kitchen with oversized island seating. Main level primary suite with views and spa-like bath plus secondary suite. Lower-level recreation room, customized wine cellar room, plus two beds and bath. Partially enclosed hallway to the pool house with oversized bar, fireplace, 1.5 baths, and retractable glass doors fully opening to the pool. Detached guest house/ADU with full kitchen and bedroom suite plus separate fitness studio. Large circular pool, tennis court, stainless-steel outdoor kitchen, Pinot Noir vineyard, and vast level lawn. Portola Valley schools and direct access to miles of open-space trails.

Privately positioned on approximately 1.85 acres with unobstructed views of Jasper Ridge Biological Preserve, this custom-built home offers a rare sense of serenity and seclusion just minutes from town. The setting is truly exceptional - vast, mostly level grounds bordered by open sky and native landscape. Designed for indoor/outdoor living, the home features an expansive flagstone terrace and covered front porch, along with a secluded rear terrace and spa - all surrounded by the natural beauty of Woodside and Portola Valley. A striking architectural presence is established with its signature shaped parapet, handcrafted detailing, and richly hued finishes inspired by classic Spanish Revival style. Inside, the warmth continues with red birch floors, wood-paneled cathedral ceilings, and hand-selected tilework from Walker Zanger. Every room captures the views, and the kitchen is appointed for serious cooking with premium appliances, a walk-in pantry with wine storage, and an open connection to the indoor/outdoor dining room. Moments from hiking and biking trails, top-rated schools, and local amenities, this is a home that lives like a country retreat yet remains just minutes from the heart of town and Highway 280.

Set on an expansive ~17,300 sq. ft. lot, this serene property offers privacy, resort-style living, and sweeping Bay views. Highlights include a custom pool, ~1,400 sq. ft. redwood deck, and landscaped gardens for seamless indoor-outdoor living. The home features a striking Alaska pine entry door, a primary suite with walk-in closet and garden access, plus three additional bedrooms. Enjoy a bright kitchen, river rock fireplace, and a separate guest unit with private entrance. A custom-built theater and oversized garage with abundant storage complete this exceptional property. Additional highlights include fresh interior paint, an oversized garage with abundant storage, and extra guest parking. Conveniently close to Canyon shops, downtown Redwood City, scenic hiking trails, and open space preserves, this property truly combines comfort, elegance, and lifestyle.

SKY VILLA: RE-IMAGINE ROYALTY IN THE WOODS. Sky Villa is an opportunity to DREAM BIG with unmatched grandeur & privacy. An Italian Renaissance mansion engineered to commercial standards, but now awaiting your completion. Easy ingress/egress off Hwy 92 and Skyline presents this estate in sequestered privacy. A long driveway descends to the motor court & the Villa's monumental architectural scale. A 2-Story Lobby with Imperial Staircase is the powerful opening salvo. 4 levels of destinations inspire your finishing details: a Library off of the lobby, Two Enormous Primary Suites on the two main levels, multiple Offices, immense walk-in closets, & unfinished lower levels of Rec Room, Wine Vault, Grand Loggia, & dreamy Mezzanine facing majestic Sequoia Forest. Flat rear grounds inspire a pool & ADU. Off-street parking for the most grand events, plus 2 separate attached garages: a daily 3-car at the motor court, plus a lower level 2-car attached garage. Long the bastion for Silicon Valley founders and CEO's, Woodside blurs the line between timeless province and epicenter of wealth and innovation. With SKY VILLA, you will take the lead as your own pioneer, a developer of a nearly complete architectural masterwork, ready to take flight in one of California's most prestigious communities.

Tucked along Skyline Boulevard, this 2-bedroom, 1-bath Woodside condo with its own private one car garage and laundry offers a lifestyle thats becoming increasingly hard to find: quiet, privacy, and nature; without giving up proximity to Silicon Valley and the Peninsula. Only 10-15 minutes to hwy 280 and set among towering redwoods, open sky, an ocean view and steps away from trails. This home features a spacious, light-filled layout with comfortable living areas that feel both grounded and welcoming. Whether youre starting your morning surrounded by nature or coming home after a long day below the hill, this property delivers a sense of retreat that most condos simply cant. This is Woodside living at an attainable level; ideal for a first-time buyer, down-sizer, or anyone craving a peaceful escape with real long-term value. Inventory in this area is limited, and opportunities like this dont come along often. If youve been waiting for the right way into Woodside; this is it.

Set on a 3.1-acre, private and gated lot in one of Woodside's most scenic settings, this exceptional, newly-updated residence offers the perfect blend of refined luxury and modern comfort - just minutes from town. Flooded with natural light from expansive floor-to-ceiling windows, the main home spans 3 levels and offers 4 bedroom suites, a library with fireplace, an office, and grand public spaces in +/-5,555sf. The open-concept living room boasts 24-foot ceilings, massive curved windows, a striking fireplace, and flows seamlessly into the sun-filled dining room. The chef's kitchen opens to a huge family room with 10-foot ceilings, a dramatic fireplace, bar, and French doors opening to a patio-perfect for indoor/outdoor living. Designed for everyday comfort and entertainment, the home offers multiple terraces, temperature-controlled wine storage, and an expansive lower level replete with a gym, home theater, and full bath. Outdoor amenities include a pool with spa, tennis court, meandering paths that encircle the property, level lawns, and a vineyard. A detached 2BR/2BA, +/-1,135sf guest house is ideal for extended family or visitors. Access to the top-rated Woodside Elementary School completes this rare opportunity to experience a lifestyle of elegance, privacy, and convenience.

A rare offering on one of Central Woodsides most prestigious streets, just off Mountain Home Road, this extraordinary estate showcases architectural excellence, vineyard beauty, & a luminous natural setting. Spanning almost 4.4 acres with an optional adjacent 3-acre parcel also available, the grounds have been thoughtfully opened to invite abundant sunlight, enhancing both the ambiance and the usability of the land. Designed by Ugo Sap and built by Van Acker Construction, the main residence is defined by dramatic scale, elegant curved forms, and exceptional materials. An elevator connects the two levels, which include six en suite bedrooms including a show stopping primary suite with terrace and spa bath beneath a retractable skylight. A special hemlock wood cabinetry with custom inset lighting. Outdoor living is equally impressive, featuring a thriving Pinot Noir vineyard, olive orchard, and multiple destinations for entertaining. A spacious poolside guest house includes a bedroom, full kitchen, sauna, and bath, while a separate structure with bath and kitchenette is ideal for a fitness center or executive office. Plus a building which has temperature controlled wine storage. A truly world-class property with access to acclaimed Woodside School.

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.