luxury houses for sale Woodside, United States

Classic traditional appeal defines this split-level home with charming white picket fence and expansive wraparound grounds. Best block of Alameda De Las Pulgas with easy access to Woodside Rd and 280. Freshly painted interiors are complemented by hardwood floors in most rooms contributing to the homes overall warmth. The living and dining room combination offers generous space highlighted by a fireplace, crown moldings, and abundant natural light. The kitchen has been refreshed with newly painted cabinetry, reglazed tile countertops, and new vinyl flooring, plus there is a spacious family room with new carpet, fireplace, and rear deck access. The homes 4 bedrooms and 2 baths include a main-level bedroom and newly remodeled bath, plus three upstairs bedrooms and a bath with resurfaced finishes. Outdoor living is a standout feature, with a large wraparound yard that includes expansive hardscape, deck with shade sail, a rear lawn with putting green, and a cabana lounge for relaxation or entertaining. Attached 2 car garage with built in cabinetry, AC, dual pane windows and more make this a great place to call home!

Spacious and thoughtfully updated two-story home in desirable Woodside Plaza, offering a flexible floor plan ideal for everyday living, working from home, and entertaining. The main level features two bedrooms, including an en-suite guest room, and the second can be a dedicated office. Upstairs are four additional bedrooms, highlighted by an oversized Master suite with a convenient kitchenette. Ethernet connectivity throughout much of the home supports todays connected lifestyle. The beautifully updated kitchen features generous counter space, a newly added pantry, and updated flooring that continues into the formal dining room. A welcoming living room with a wood-burning fireplace and a separate family room provide multiple spaces to gather, relax, or create a play area. Additional features include wood flooring, two furnacesone serving each levelupper-level air conditioning, an owned 9.5 kW rooftop solar system with 20 kWh of battery storage, updated exterior paint, a new metal roof, a newer garage door, and an updated front door. A spacious, energy-efficient home offering exceptional versatility in a sought-after Redwood City neighborhood.

This enchanting New England style Colonial is located in Emerald Hills, with 9,942 sq ft lot. Its features include four bedrooms and three full bathrooms plus a half bath, including a ground floor bedroom and a primary suite. The amazing back yard fully fences has an abundance of patio space, and a gorgeous yard with fantastic landscaping. The kitchen is equipped with a gas cooktop, convection/microwave oven, stone countertops, pantry, microwave, oven range, warming drawer, and wine refrigerator. Flooring throughout includes carpet, hardwood, stone, and tile, complementing the home's formal dining room and separate family room which boasts a gas-burning fireplace. Additional bathrooms offer double sinks, showers over tubs, a stall shower, and a tub with jets in the primary bathroom. The house has two-zone central forced air gas heating and an cooling system for the upper floor. Laundry facilities with a washer and dryer are located on the upper floor utility area. The property includes a two-car garage, vaulted ceilings, a large storage shed and an amazing lot for entertaining.

This enchanting New England style Colonial is located in Emerald Hills, with 9,942 sq ft lot. Its features include four bedrooms and three full bathrooms plus a half bath, including a ground floor bedroom and a primary suite. The amazing back yard fully fences has an abundance of patio space, and a gorgeous yard with fantastic landscaping. The kitchen is equipped with a gas cooktop, convection/microwave oven, stone countertops, pantry, microwave, oven range, warming drawer, and wine refrigerator. Flooring throughout includes carpet, hardwood, stone, and tile, complementing the home's formal dining room and separate family room which boasts a gas-burning fireplace. Additional bathrooms offer double sinks, showers over tubs, a stall shower, and a tub with jets in the primary bathroom. The house has two-zone central forced air gas heating and an cooling system for the upper floor. Laundry facilities with a washer and dryer are located on the upper floor utility area. The property includes a two-car garage, vaulted ceilings, a large storage shed and an amazing lot for entertaining.

Newly Renovated throughout! This stunning & expanded luxury home showcases soaring ceilings, a dramatic great room with a striking designer fireplace, and a chef's kitchen appointed with high-end luxury appliances and premium finishes. Adjacent to the kitchen is a stunning dining area that seamlessly connects to the family room, creating an ideal setting for effortless gatherings. Beautiful hardwood floors extend throughout, adding warmth and sophistication to every room. Custom bi-fold doors open to a beautifully designed and massive backyard, creating seamless indoor outdoor living ideal for refined entertaining. A sleek modern staircase leads to the primary suite and features a spacious spa-inspired bath with custom stone detailing and a sophisticated modern aesthetic. Designer lighting is showcased throughout. The home reflects exceptional craftsmanship, elevated design, and luxury at its finest.

Nestled among mature trees on a quiet, tucked-away street, this inviting three-bedroom, two-and-a-half-bath home offers a wonderful blend of privacy, warmth, and indoor-outdoor living. Beautiful hardwood floors flow throughout the home, while rich wood-framed windows add warmth and character, filling the interiors with natural light. The spacious living room features vaulted ceilings and a fireplace, creating a comfortable and welcoming place to gather. The updated kitchen is a standout with sage green cabinetry, quartz countertops, stainless steel appliances, and brass accents, opening seamlessly to the adjoining dining and living spaces. Large windows and sliding glass doors draw the outdoors in and lead to an expansive deck surrounded by mature trees. A peaceful creek meanders behind the property, adding to the serene, nature-filled setting and creating a tranquil backdrop for outdoor living. Whether dining al fresco, entertaining friends, or simply unwinding among the trees, the setting feels like a private retreat. This home’s layout provides plenty of space and flexibility and makes everyday living feel effortless. Conveniently located near Roosevelt Plaza, Red Morton Park, and vibrant Downtown Redwood City, with easy access to restaurants, shopping, Caltrain, and major freeways 101 and 280. 2324 Cheshire Way offers a rare sense of peace and privacy while keeping the best of Redwood City close at hand!

Charming 3BR/2BA home with pool in Redwood City's desirable Roosevelt neighborhood. This 1,440 sq ft residence on a 5,880 sq ft lot offers classic character and a flexible layout. The main level features a comfortable living room with fireplace, dining area, and a galley kitchen with vintage charm, dining area overlooking the backyard pool, plus two comfortable bedrooms and a full bath. The private primary suite upstairs provides a peaceful retreat with separation from the main level. Outdoor living is a highlight, enjoy the swimming pool, multiple spaces for entertaining, and a welcoming covered front porch. An attached garage and fenced yard add convenience. Ideally located near Red Morton Park, a community hub with year-round activities, playgrounds, and sports facilities, as well as the beloved Schaberg Library. Close to local shops, eateries, and downtown Redwood City with easy access to commute routes. Stanford, Downtown Menlo Park, Palo Alto, Apple Park & San Francisco International all 10-30 minutes nearby. 754 Topaz St, a wonderful opportunity in an amenity-rich, community-oriented neighborhood.

Charming 3BR/2BA home with pool in Redwood City's desirable Roosevelt neighborhood. This 1,440 sq ft residence on a 5,880 sq ft lot offers classic character and a flexible layout. The main level features a comfortable living room with fireplace, dining area, and a galley kitchen with vintage charm, dining area overlooking the backyard pool, plus two comfortable bedrooms and a full bath. The private primary suite upstairs provides a peaceful retreat with separation from the main level. Outdoor living is a highlight, enjoy the swimming pool, multiple spaces for entertaining, and a welcoming covered front porch. An attached garage and fenced yard add convenience. Ideally located near Red Morton Park, a community hub with year-round activities, playgrounds, and sports facilities, as well as the beloved Schaberg Library. Close to local shops, eateries, and downtown Redwood City with easy access to commute routes. Stanford, Downtown Menlo Park, Palo Alto, Apple Park & San Francisco International all 10-30 minutes nearby. 754 Topaz St, a wonderful opportunity in an amenity-rich, community-oriented neighborhood.

Tucked into a quiet corner of a Spanish-style townhome community, this exceptional end-unit offers the perfect blend of privacy and charm. Featuring three bedrooms, two and a half bathrooms, and approximately 1,585 sq ft across two levels, plus an attached two-car garage, this home truly stands out. With just 17 residences, the community provides a rare sense of tranquility. The main level showcases an open-concept floor plan with rich engineered hardwood flooring, a welcoming living room with fireplace, a dedicated dining area, and a well-appointed kitchen. A powder room and direct access to a private backyard patio make this level ideal for both everyday living and entertaining. Upstairs, the impressive primary suite features three closets and its own serene private deck. Two additional bedrooms open to a spacious, sun-drenched deck above the garage, creating seamless indoor-outdoor living. The attached garage includes built-in shelving for ample storage along with a convenient laundry area. Just steps away, the community pool offers the perfect retreat on warm summer days. Convenient mid-peninsula location, with Caltrain just a short distance away, this home truly has it all.

Set on more than half an acre of serene, park-like grounds, this exceptional contemporary residence blends sophisticated design with effortless livability. A gracious foyer introduces a dramatic living room with vaulted ceilings, fireplace, and plantation shutters, flowing seamlessly into the formal dining room. The chefs kitchen opens to generous dining and family spaces, while expansive glass doors invite effortless indoor-outdoor living on the spacious deck and beautifully landscaped grounds. A main-level en-suite bedroom offers ideal flexibility for guests or a private office. Upstairs, the luxurious primary suite features dual walk-in closets and a spa-inspired bath, complemented by three additional bedrooms, including two en-suites. Fiber-optic connectivity, a fully wired alarm system, Wi-Fi-enabled cameras, and a three-car garage add modern convenience. The location offers excellent walkability, nearby hiking and open space at Edgewood Park, and easy access to the restaurants, shops, and amenities of downtown San Carlos and Redwood City. Convenient access to major streamlined commute routes. This distinctive property combines generous grounds, comfortable living spaces, and a highly desirable location.

Welcome to this inviting single-story three-bedroom, two-bath home offering a comfortable floor plan with an easy connection between the indoor and outdoor living spaces. Beautiful wood flooring extends throughout much of the home, complemented by crown molding, recessed lighting, and abundant natural light. The spacious living room features a fireplace and large picture window overlooking the front yard, while the adjoining dining area opens conveniently to the kitchen. The kitchen is appointed with granite countertops, abundant wood cabinetry, stainless steel appliances, a gas range, and tile backsplash. Three well-proportioned bedrooms provide comfortable accommodations, including one bedroom with direct access to the covered outdoor living area. Both bathrooms feature granite-topped vanities and tiled tub/shower surrounds. A standout feature is the spacious covered and screened outdoor living area, offering a wonderful extension of the home for relaxing, entertaining, or enjoying fresh air throughout much of the year. Beyond is a large, private fenced backyard with mature trees, a patio area, and generous open space offering numerous possibilities for outdoor enjoyment. In front, an expansive lawn and long, wide driveway provide ample parking for multiple vehicles, in addition to the attached two-car garage. Set on a generously sized lot, this well-presented one-level home combines comfortable everyday living, abundant outdoor space, and exceptional parking—all in one inviting package.

Rare corner-unit at Oakwood Villas - the most private location in the community, with only one shared wall and a larger backyard than typical units. Real hardwood floors downstairs, soaring ceilings with skylights upstairs, and an oversized primary suite big enough for a king bed plus a home office, nursery, or sitting area - complete with a walk-in closet. Kitchen renovated with Jenn Air and Whirlpool appliances, updated bathroom vanities, brand new carpet, and central A/C with remote Ecobee control. Enjoy your morning coffee on the private all-weather deck off the primary suite, or unwind under the mature lemon tree in the backyard. The guest bedroom also features a custom-organized walk-in closet. Extras include a hardwired Ring doorbell and a centralized sprinkler/fire alarm system that helps keep insurance costs low. Oakwood Villas offers some of the lowest HOA dues in the area with strong reserves, and dues include both interior and exterior insurance coverage, plus roof, stucco, fencing, and beautifully maintained grounds with mature redwoods and guest parking. Unbeatable location: walk to Red Morton Park's Magical Bridge playground, the Sequoia YMCA, and Woodside Road restaurants; minutes to downtown Redwood City, Caltrain, and Whole Foods/Safeway/Target/Costco; easy access to 101 and 280 puts SF, San Jose, the East Bay, and Palo Alto/Stanford all within a ~30-minute drive.

Rare and highly desirable opportunity to own two separate homes on one spacious lot in a prime neighborhood of Redwood City. Perfect for owner-occupants, investors, or multi-generational living, this versatile property offers exceptional flexibility and income potential. The front home features 1 bedroom and 1 bathroom with an updated kitchen, modern appliances, hardwood flooring, and a bright, sun-filled living room. A tranquil front garden creates a welcoming and peaceful setting. The rear home includes an updated kitchen and bathroom, along with heating and air conditioning, and opens to a private backyard with mature fruit trees, including apricot and apple ideal for relaxing or entertaining. Each home enjoys its own outdoor space, enhancing privacy and livability. Located just minutes from downtown Redwood City, Caltrain, Stanford University, shopping, dining, and major commute routes. Properties like this are rarely available; don't miss this exceptional opportunity.

Rare and highly desirable opportunity to own two separate homes on one spacious lot in a prime neighborhood of Redwood City. Perfect for owner-occupants, investors, or multi-generational living, this versatile property offers exceptional flexibility and income potential. The front home features 1 bedroom and 1 bathroom with an updated kitchen, modern appliances, hardwood flooring, and a bright, sun-filled living room. A tranquil front garden creates a welcoming and peaceful setting. The rear home includes an updated kitchen and bathroom, along with heating and air conditioning, and opens to a private backyard with mature fruit trees, including apricot and apple ideal for relaxing or entertaining. Each home enjoys its own outdoor space, enhancing privacy and livability. Located just minutes from downtown Redwood City, Caltrain, Stanford University, shopping, dining, and major commute routes. Properties like this are rarely available; don't miss this exceptional opportunity.

Striking new construction residence blends clean architectural lines with organic warmth and a refined, natural palette. Set back behind a long gated driveway, the home is filled with natural light and expansive walls of glass and custom lighting. Public spaces flow seamlessly, beginning with a formal living room featuring and an elevated linear fireplace. The formal dining area and sleek open concept kitchen showcases concealed Gaggenau appliances, and Amarula marble with built in casual dining area. Impressive family room features a skylit vaulted ceiling, linear fireplace, and stacking glass doors to the rear deck, plus adjacent multi-use room and dedicated office. Upstairs, the tranquil primary suite offers a sitting area and refreshment bar, customized walk-in closet, and spa-inspired bath Three additional en-suite bedrooms continue the same elevated level of finish. An attached one-bedroom ADU (included in 5,110sq ft) with private entrance provides flexible options. The rear yard features an expansive deck, privacy hedges, and low-maintenance synthetic lawn. Additional highlights include white oak floors, detached two-car garage, solar power, programmable lighting, multi-zone climate control, in a convenient location near downtown, Stanford University, and top schools.

A charming updated 1930s cottage, perfectly placed to enjoy Redwood City - no car required. The peaked roof and white picket fence set a cheerful tone for the character within: original plasterwork, restored hardwood floors, and vintage phone nooks telling the story of a home loved for almost a century. The appx. 1050 sq ft two-bedroom, one-bath layout is cozy and bright, with afternoon light pouring into the living and dining rooms. The front yard features raised garden boxes and mature peach, apricot, and lemon trees, while the quiet backyard patio is perfect for summer barbecues and outdoor dining. Huge lot with dual access from the front and back alley. A detached appx. 550 sq ft one-bedroom, one-bath ADU with separate automatic gated entrance, garage, laundry, and utilities offers flexibility as a guest suite, home office, or rental opportunity. Generous parking for four or more cars, upgraded electrical service for EV charging, and smart tankless water heater round out the practical upgrades. The lifestyle is the real draw: effortless access to Redwood Citys vibrant events, Caltrain, shopping, and dining - right outside your door.

Nestled on a tree-lined street in the upscale, leafy Edgewood Park neighborhood, this large and impeccably maintained home couples comfort and convenience with timeless character and charm. Distinguished finishes throughout the home, including cherry wood cabinetry, solid red oak hardwood floors, new Berber carpet, updated lighting fixtures, remote-controlled blinds, stained solid-wood doors, and dual-pane casement windows create an elegant yet comfortable ambiance. Featuring 5 bedrooms and 3½ baths, the floor plan is both generous and flexible: the primary suite and two additional bedrooms are located upstairs; a downstairs bedroom can function as a bedroom, office, or study; and a large, second suite above the garage provides numerous possibilities, such as a family game room or a private long-term guest suite. The living areas of the home flow harmoniously, from a bright family room with vaulted ceilings, to a warm and inviting eat-in kitchen, continuing to a formal dining room and a living room that opens to a sun-drenched back yard. If you’re ready to enjoy the California lifestyle, this back yard retreat is for you! Take a dip in the heated swimming pool and spa; enjoy a meal from the outdoor kitchen with a grill, cooktop, and wood-burning pizza oven; and unwind and relax in the cabana with electric heaters and an outdoor TV. When you’re ready for a night out, the vibrant downtowns of Redwood City and San Carlos are within walking distance. Excellent public, magnet, and private schools are nearby. Centrally located on the Peninsula, with easy access to Caltrain and commute routes north to San Francisco and south to Silicon Valley. Don’t miss out on this exceptional home!

Set on a sprawling, nearly 11,000 sf. lot in the heart of West Menlo Park, this elegant 3bd., 2ba. residence offers a rare combination of privacy, scale, and charm. The street has the classic noticeably wider than standard streets in the neighborhood. Inside is filled with natural light, with multiple access points to the backyard. The expansive backyard features a pergola for dining al fresco and a generous lawn provides plenty of room for play or gardening. A relaxing hot tub serves as the centerpiece for quiet evenings under the stars among mature trees. The property provides a true sense of retreat and tranquility. Given the proximity of the area's highly rated public and private schools, this location is truly unparalleled, placing you within easy walking distance of Oak Knoll Elementary and Hillview Middle School as well as several prestigious private schools. This prime positioning combines world-class educational access with the convenience of being just moments away from downtown Menlo Park, Stanford University, and the major innovation hubs of Silicon Valley. With its generous lot size, this home represents a premier opportunity to move right in and enjoy a quintessential California lifestyle or to envision a grander transformation on a private canvas.

Located in the desirable WESTRIDGE Neighborhood, this impressive 2.62+/- ac. property offers views, room for expansion, a vineyard, separate ADU, and a freshly updated home with 4 bedrooms & 3 remodeled baths. The kitchen has new appliances, & flows into a family living space. The large dining area sets the stage for entertaining. The Primary Suite has tall beamed ceiling, 3 closets, & deck that overlooks the property & Windy Hill views. Additional bedrooms enjoy a private wing that centers around a flexible space This space is served by a separate entrance for flexibility. A lower level is a blank slate. Finishedit has a work-shop, lots of storage, 2 rooms with sliding glass doors, a large well-lit space thats ideal as a game room or exercise center. Potential for a wine cellar. And there is a full bath. The ADU is 1 bed. 1 bath & has an open living/dining/kitchenette space, + private deck & entrance. There is a small upper pasture or a large area at the front of the property that could be used for horses or pool, possibly a tennis court or just let nature share its beauty with you. Central Portola Valley location, convenient to shopping, Alpine Hills Swim & Tennis club, The Alpine Inn, excellent PV schools, & just 5+/- min. to Hwy. 280.

Dramatic cedar wood concealed-hinge front door sets the contemporary tone of this five-bedroom residence. Designed to highlight clean architectural lines and abundant natural light, the home blends modern sophistication with suburban living. Open concept living and dining areas feature wide plank white oak floors, recessed lighting, built-in speakers, and a sleek dual-sided gas fireplace. Double sliding French glass doors and a 10foot living room ceiling create a seamless indoor-outdoor flow to a generous Ipe entertaining deck with built-in barbecue. The chef's kitchen offers a large island, Sub-Zero refrigerator/freezer, Wolf gas range with integrated hood, premium dishwasher, ample cabinetry, skylight, plus adjacent pantry and mudroom with side-by-side laundry. The family room includes a reading nook beneath a six-pane skylight. The primary suite opens to the backyard and features custom closets and a spa-like bath with skylight, floating dual vanity, and a dual shower with stacked limestone walls and frameless glass door. Front and back play yards, an in-ground trampoline, and a coveted Central Menlo cul-de-sac location complete this private, walkable retreat.