186 properties for sale in Woodside Highlands

Welcome to your elegant home in your dream neighborhood. This stunning home is perched in a Cul-de-sac in the prestigious Farm Hill Estates neighborhood and features 4 bedrooms, 2 bathrooms, family room, formal dining room, and formal living room with gas fireplace, plantation shutters, AC, and a beautiful large backyard with pool for all of your outdoor entertainment needs. Walk into a large master suite upstairs with natural light while downstairs features another 3 bedrooms and bathroom for those overnight guests. This property blends practical simplicity with striking elegance, and offers both refinement and comfort at every turn. This home is designed to seamlessly integrate indoor and outdoor living providing moments of tranquility. Do not miss your chance at owning this gem. Close to Highway 280, Canada College and gym, wonderful night life and restaurants that Redwood City has to offer, and is part of the Woodside High and Roy Cloud schools district rated 8/10

A jewel box in Atherton. In a town defined by grand scale, this residence, built by a locally renowned builder and completed in 2022 is uniquely intimate. Set on approximately 0.28 acres behind mature landscaping, the 5,527-square-foot contemporary offers five bedrooms and seven bathrooms across a plan built for effortless living and entertaining. Wide-plank white oak floors, floor-to-ceiling glass, and a sculptural floating staircase anchor interiors bathed in natural light. The pool, spa, and fire pit lounge form an outdoor sanctuary framed by green canopy and privacy. A separate guest house adds rare flexibility for extended family, staff, or a private office. The primary suite is a study in calm, with floor-to-ceiling glass framing treetop views. A fully integrated Savant system commands lighting, climate, and entertainment from a single interface, complemented by built-in multi-room audio flowing from the great room to the pool terrace. Gated, camera-monitored security adds privac

Bright, spacious, and beautifully finished, 1131 King Street offers three bedrooms and two baths with an inviting layout designed for everyday living and entertaining. Abundant windows, a skylight, and a sun tunnel fill the space with natural light, while wood floors add warmth and character. The open kitchen with island, gas range, and leathered countertops connects easily to the living spaces, complemented by a dedicated dining room ideal for gatherings. An ample primary bedroom provides a comfortable retreat with a walk-in closet and an en-suite bath with dual vanities. Outside, an open deck leads to a generous backyard, patio spaces, a lush lawn, mature fruit trees, and garden space. Owned solar panels, central cooling, and other upgrades inside and out. A sought-after neighborhood loved for being centrally connected, just moments from Red Morton Park and Community Center, the home is near Downtown Redwood City, restaurants, shopping, schools, fitness, and everyday conveniences, wi

Set within 2.77 acres, this remarkable residence is enveloped by gardens, mature trees, and the kind of natural stillness that feels increasingly rare in Silicon Valley. Though close to the amenities of Portola Valley, the property has the character of a private retreat. A long, tiled staircase moves through layers of lush planting, creating a sense of anticipation before the architecture comes into view. Inside, the house reveals soaring 10. And 12-foot ceilings, fine millwork, oak floors, and an abundance of natural light. The main level unfolds naturally. A generous kitchen and family room form the heart of the home, with a substantial pantry designed for effortless entertaining. Beyond, the dining and living rooms are framed by graceful arch-top windows, their wooded outlooks becoming an ever-changing part of the interior. The primary suite is conceived as a sanctuary of its own. Two private balconies open toward the surrounding landscape, while a fireside sitting area offers a qui

Spectacularly remodeled Redwood City home offering luxurious indoor-outdoor living. Vaulted living room with custom fireplace. Magnificent chefs kitchen features granite counters, peninsula island, stainless appliances, double ovens and cooktop. Versatile bar/family room with sink and wine fridge. Luxurious primary suite with vaulted ceiling, walk-in closet and spa-like bath with dual sinks, heated floors, steam shower and soaking tub. Gorgeous backyard with built-in outdoor kitchen, sparkling pool, Jacuzzi, fire pit and outdoor TV wiring. Built-in speakers throughout. Detached studio cottage with half bathideal office or guest space. Additional attic storage. Minutes to vibrant downtown Redwood City shopping, dining and entertainment

Set in the coveted Woodside Plaza neighborhood, this beautifully refreshed 3-bedroom, 2-bath home blends timeless charm with effortless everyday living. Thoughtful updates include freshly painted interiors, refinished hardwood floors, new carpet and updated lighting. The bright kitchen features granite countertops, stainless steel appliances, and a garden window, while a second garden window brings natural light into the dining room. The inviting living room is anchored by a classic fireplace, creating a warm and welcoming gathering space. The primary suite offers a ceiling fan and private ensuite bath with shower. Two other carpeted bedrooms with an abundance of natural light. Outside, a fully fenced backyard provides a private setting for entertaining, dining, or play. An attached two-car garage offers generous storage. Ideally positioned near shopping, dining, parks, schools, and neighborhood amenities, this is an exceptional opportunity to enjoy the best of Woodside Plaza living

Homes on the Stanford Campus are available exclusively to eligible Stanford faculty. Mid-century character, warm organic materials, and distinctive architectural details define this inviting Stanford Campus home. Reflecting its 1969 origins are vaulted wood-paneled and beamed ceilings, hardwood floors, clerestory windows, and classic white globe lighting. The split-level design offers three bedrooms, an office, two baths, plus a shared retreat providing flexible space for a playroom, study, media area, or additional office. The exceptionally spacious lot enhances the homes sense of privacy and indoor-outdoor living. A deep front yard features a remarkably private, fenced garden terrace that serves as the homes primary outdoor living space, while a wraparound rear deck provides another inviting setting for fresh-air living and entertaining. Comfortable and welcoming today, the home also offers an exceptional opportunity to build upon its distinctive mid-century character and create a ho

45 Bear Paw offers a rare opportunity to own an updated, single-level home just steps from the entry to Portola Valley Ranch. A 2 car garage with ample storage connects to the main level via interior elevator for easy, step-free access. Large windows frame the gracious living room, where soaring ceilings, designer chandeliers, and an attractive marble fireplace surround create a serene, light-filled space. Striking bar with custom glass shelving, wine fridge and floral wallpaper. Spacious kitchen offers handsome wood cabinetry, and recently updated counters and backsplash. Three generous bedrooms and two beautifully updated bathrooms are grouped together in bedroom wing. The primary suite enjoys its own peaceful views of Windy Hill, updated bath with roll-in shower, walk-in closet, and its own 100-sq. Ft. deck. Living space extends outdoors with a substantial patio and a 216-sq. Ft. attached sunroom. The Ranch is an extraordinary place to call home-. A 6 minute drive to the Ladera Coun

Welcome to 170 Sand Hill Circle, a beautifully situated 3-bedroom, 2-bath townhouse in the desirable Sharon Heights neighborhood. This sought-after end unit features a comfortable, thoughtfully designed floor plan with inviting living spaces, abundant natural light, and the added privacy of having only one shared side. Set in a peaceful location backing directly to Sharon Heights Golf & Country Club, the home enjoys tranquil views and a wonderful sense of privacy. Its convenient location offers easy access to Highway 280, creating an excellent home base for professionals commuting throughout the Peninsula or traveling north to San Francisco and south to San Jose. Stanford University and Stanford Shopping Center are also nearby, along with the renowned businesses, medical centers, and employment hubs of Silicon Valley. Enjoy convenient access to local shopping, dining, recreation, and Las Lomitas schools. Combining a quiet setting, spacious layout, beautiful surroundings, and outstandin

Welcome to 1818 Madison Avenue, a charming home nestled along a picturesque tree-lined street in Redwood Citys desirable Central Park neighborhood. Vibrant rose bushes enhance the homes classic curb appeal. Filled with natural light, this inviting home features newer wood laminate flooring, a stainless-steel range and hood, a beautifully remodeled bathroom with dual vanity, new light fixtures, fresh interior paint, and a newly painted front porch and backyard deck. Step outside to an expansive backyard offering an abundance of space for entertaining, play, gardening, or simply relaxing outdoors. The large, flat 6,000 sq. Ft. lot is a standout feature, offering exciting possibilities to create your dream backyard, expand the home, or add a detached ADU. Additional highlights include a separate laundry room and 120V exterior outlet at the garage. Tucked away on a quiet residential street just blocks from Alameda de las Pulgas yet convenient to everything Redwood City has to offer, this h

Set on a rare 12,183-square-foot lot in Emerald Hills, 720 Temescal Way pairs Bay views and dramatic architecture with exceptional indoor-outdoor living. The approximately 3,650-square-foot, five-bedroom, three-bath residence opens to a soaring great room with walls of glass, hardwood floors, a fireplace & direct access to a view deck ideal for relaxed living and entertaining. The generous kitchen offers abundant cabinetry, expansive stone work surfaces, premium appliances & an adjoining dining area framed by garden outlooks. A dedicated office, view-oriented loft & separate family or media room offer flexibility for work, guests & recreation. The spacious primary suite features a sitting area, fireplace, balcony access, large bath & fitted walk-in closet. Additional bedrooms are thoughtfully separated for privacy & flexibility. Outside, multiple decks & patios connect to mature landscaping, an outdoor kitchen, hot tub, sauna, swim-current pool & established gardens. An inviting privat

Step inside to a generous living and dining area framed by breathtaking bay views, where sliding doors lead seamlessly out to a deck and yardperfect for effortless indoor/outdoor entertaining. The remodeled kitchen boasts elegant quartz countertops, a stylish tile backsplash, updated appliances, and a cozy breakfast nook. The primary suite offers a private patio retreat, an en-suite bath, and ample closet space. An impressive bonus room steals the show with a fireplace, wet bar, half bath with shower, and laundry areaflowing effortlessly onto the patio and backyard. This versatile space is ideal as a fourth bedroom, home office, or dedicated study room. The spacious lot provides ample parking in front, plus a detached garage with convenient rear access. Ideally situated near award-winning schools, local amenities, golf courses, scenic trails, and so much more!

Welcome to this beautifully updated top-floor residence in the heart of Menlo Park, which offers an exceptional combination of style, comfort, and location. Located across from a beautiful neighborhood park and the Menlo Park Recreation Center, this light-filled home offers serene park views while being only moments from downtown. Thoughtfully updated throughout, the residence features new flooring, a spacious living room with a gas fireplace and custom built-ins, and an inviting dining area filled with natural light. The remodeled kitchen features stone countertops, a subway tile backsplash, and quality GE appliances. Two nicely sized bedrooms and beautifully renovated bathrooms with elegant finishes complete this luxury unit. In-unit laundry and two dedicated parking spaces (one covered and one uncovered), add everyday convenience. Just blocks from downtown Menlo Park and Caltrain, and close to Stanford University and downtown Palo Alto, this inviting residence offers an outstanding

Rare single-level home on one of Menlo Park's most coveted tree-lined streets. Beautifully remodeled and expanded home. Four generous bedrooms, two full baths and two powder baths thoughtfully appointed throughout the home with an excellent floor plan. Great room with vaulted wood-beamed ceiling, brick fireplace, opens to patio through expansive sliders. Chef's kitchen includes Sub-Zero, Wolf, Cove appliances, Neolith counters, walnut bar, walk-in pantry. Custom cabinetry throughout. Office/craft room plus large, separate entertainment room with wet bar, dual wine fridges, French doors to garden. Primary suite with walk-in closet, Carrera marble bath, glass steam shower, standalone tub. High-end finishes throughout, including French oak floors, plantation shutters, Lutron lighting and blind controls, skylights, multi-zone radiant plus forced air heat. Outdoor kitchen with Wolf BBQ and bar seating, Connecticut bluestone patio, turf lawn, fire pit, mature landscaping. Owned solar, Tesla

Step inside to discover beautiful hardwood floors throughout, fresh interior and exterior paint, and a bright, inviting floor plan designed for comfortable everyday living and effortless entertaining. The spacious living and dining areas flow together seamlessly, with views out to the backyard creating a wonderful connection between indoor and outdoor living. The home features three generously sized bedrooms, including a private primary suite, offering plenty of space to relax and recharge. Out back, an expansive yard provides room to play, entertain, garden, or simply unwind. Enjoy sunny afternoons on the deck, gatherings with friends and family, and a large lawn area with endless possibilities. And the location is hard to beat. With Woodside Plazas restaurants, shops, and everyday conveniences just a short stroll away, you can enjoy the charm of a peaceful residential neighborhood with exceptional walkability. Beautiful hardwood floors, spacious living areas, a fantastic backyard, an

This Linfield Oaks single story rancher is an absolute gem! A perfectly move-in ready 3/2 plus office/sunroom of 1895 sqft on a 7596 sqft lot with tremendous potential to expand as of right. Ideal location and meticulously maintained. New systems including a heat pump adaptable gas furnace, central heat and air, new roof, seismic retrofit of chimney, and owned solar. A must see. Listing agent is a principal

Elegant Woodside living in an exceptionally spacious and versatile 5-bedroom, 3.5-bath residence bordering Atherton. A gracious formal entry opens to the inviting living room with a fireplace and adjoining formal dining room, creating an ideal setting for entertaining. The gourmet eat-in kitchen features a generous center island, breakfast bar, premium appliances, and abundant workspace, and opens to a spectacular family room with soaring vaulted ceilings and a second fireplace. Three bedrooms are located on the main level, including a luxurious primary suite with a private fireplace, a walk-in closet, and a beautifully appointed en-suite bath with dual vanities. The lower level offers two additional bedrooms, an office/den, a large recreation room, a wine cellar and tasting room, and a flexible exercise space. Beautifully landscaped grounds extend the living experience outdoors, with a sprawling lot, an inviting patio, and a BBQ area, perfect for relaxed gatherings and outdoor enterta

Originally designed by noted Palo Alto architect George Tad Cody, this Los Altos Hills retreat embodies timeless mid-century architectural influence with a seamless connection to its natural surroundings. Set on 3 oak-studded acres with incredible Bay views and privacy, this residence showcases classic design elements including warm wood and open beam detailing, indoor/outdoor living spaces, and a tranquil, landscape-integrated setting. The former large two-car garage is converted into a. 501 sq. Ft. of additional living space/ADU. (Total living square footage. 2,149 sq ft) Recent updates include a refreshed kitchen with new countertops, refrigerator, and electric range. Located on a quiet cul-de-sac, the property offers fruit trees, native landscaping, and a rare opportunity to enjoy as-is, further renovate, or create a new legacy estate. A truly authentic Los Altos Hills property offering privacy, views, architectural character, and access to acclaimed Palo Alto schools

Exceptional new construction in West Menlo Park blends technology with indoor-outdoor living. Spanning approx. 3,682 sq ft, this one-of-a-kind residence welcomes you with an outdoor water feature, leading to a dramatic double-height foyer and an impressive family room with soaring 17-foot ceilings. The solar-powered home features several smart lights, security cameras and climate control which can be controlled via installed Alexa Display or smartphone. Luxurious finishes throughout include Italian porcelain slabs and engineered European oak flooring, while every bathroom is appointed with floor-to-ceiling Spanish tile and Kohler smart toilets with bidet functionality. The chef's kitchen features custom cabinetry, a large waterfall island finished in Italian porcelain, Wolf/Sub-Zero appliances, a walk-in pantry, and touchless faucets. The layout combined with the attached ADU offers 2 main level suites with walk-in closets, butlers kitchen. Upstairs include 3 suites, including a primar

Tucked away in Woodhill Estates on over a third of an acre, this beautifully updated home blends Tudor character with contemporary design across more than 3,300 square feet. A hedge-lined walkway leads to a single-level floorplan with wide plank hardwood floors, natural stone finishes, soaring ceilings, and abundant natural light. The living room and sunroom share a striking two-way fireplace, while the chef's kitchen features Wolf and Thermador appliances, a casual dining area, and temperature-controlled wine storage. All three bedrooms are en suite, highlighted by a luxurious primary suite with its own fireplace. The backyard offers a spacious patio, manicured lawn, and peaceful views. Additional highlights include air conditioning, a three-car garage, community tennis courts, and a prime location near Berkley Field, Cañada College Athletic Center, Stulsaft Park, and downtown amenities. Served by acclaimed Roy Cloud Elementary and Woodside High School (buyer to verify eligibility)

Nestled on a quiet, one block street in the heart of Woodside Plaza, this light filled single-level home offers an inviting layout and expansive backyard retreat. The oversized 7,992 square foot deep lot features mature trees and abundant space for relaxation, play, or future possibilities. Two living areas flow seamlessly to the outdoors, including a spacious living/dining room with newly added recessed lighting and a kitchen/family room with built-in cabinetry, breakfast nook, laundry area, and large island. The kitchen sink overlooks the spacious backyard. The primary suite features a walk-in closet, bathroom with walk-in shower, and slider to the side yard. Two additional bedrooms and a hall bathroom complete the home. Recent updates include fresh interior and exterior paint and refreshed landscaping. A large front carport provides convenient covered parking. Enjoy Woodside Plaza's warm community atmosphere with evening strolls and bike rides. Less than a block from beloved Maddux

Welcome to 2719 Brewster Avenue, a charming Redwood City home where thoughtful updates, flexible bonus space, and an enchanting garden setting come together in one special property. Inside, warm hardwood floors, an updated kitchen and bath, and a dedicated dining room create a comfortable, inviting place to call home. Just beyond, an oversized detached two-car garage adds exceptional flexibility. Fully insulated and climate-controlled, with an epoxy floor, storage, and custom built-ins, it can serve as a home office, gym, studio, workshop, playroom, or hangout space, with potential for a future ADU. The spacious backyard feels like a world of its own, with a generous lawn for play and entertaining, climbing roses along the fences, and an inviting garden retreat with raised beds, strawberries, herbs, flowers, and a peach tree. The redesigned front yard adds curb appeal with drought-tolerant landscaping and handsome pavers along the driveway and entry. Located in Redwood City's Eagle Hil

Absolutely stunning, light filled, larger home, yet warm and very cozy feeling in a super convenient location. AND move-in ready! Unbelievable value, by far the BEST price per sq. Ft. (919) west of El Camino Real! HUGE primary suite, multiple walk-in closets, updated kitchen and bathrooms, separate inside laundry room, skylights, vaulted ceilings, a huge backyard, and so much more. The front and back yards are strategically planted for privacy and to promote pollinators like butterflies, bees and hummingbirds. Mature citrus trees and a fresh new lawn make this home a total winner!

Own a remarkable 1.4 acre parcel in Atherton, nestled at the end of a tranquil cul-de-sac. A perfect opportunity to build your dream home without compromise. The lot offers natural beauty and privacy in a park-like setting, creating a tranquil oasis that feels far from the hustle and bustle yet is close to the coveted Las Lomitas school district, prestigious private schools, Highway 280, and nearby shopping districts. Just minutes from Stanford University and Sand Hill Road, this property combines convenience and exclusivity

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

Beautifully updated 4-bedroom, 3-bath home featuring high-end finishes, a gourmet chefs kitchen with Viking gas range, hardwood floors throughout, and abundant storage. The spacious patio with built-in BBQ island and private backyard are perfect for indoor-outdoor living and entertaining. Ideally located near acclaimed Las Lomitas schools, parks, restaurants, Stanford, and Sand Hill Road

Set on a beautifully landscaped acre in Portola Valley, this expansive home offers nearly 5,300 square feet of living space beneath soaring ceilings and walls of glass, filling the home with natural light while bringing the verdant landscape into view. The main living spaces include a dramatic living room with statement fireplace, dining room with wet bar, chef's kitchen with top-brand appliances, and inviting family room. Five bedrooms include a retreat-like primary suite with fireplace and spa-inspired bathroom, while the lower level provides its own kitchen, living area, and separate garages. Outside, multi-level grounds feature a deck, hot tub, patios, and trellis-covered dining area. Close to Portola Valley's renowned trails, scenic preserves, Alpine Inn, and Ladera Country Shopper

Located in the highly desirable Westridge neighborhood, this impressive 2.62+/. Acre property offers views, room for expansion, a vineyard, a separate ADU, and a freshly updated home with 4 bedrooms and 3 remodeled baths. The kitchen has new appliances and flows into a family living space. The large dining area sets the stage for entertaining. The Primary Suite has a tall, beamed ceiling, 3 closets and a deck that overlooks the property and 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. It has a workshop, lots of storage, 2 rooms with sliding glass doors, a large well-lit space thats ideal as a game room or exercise center and a full bath. Potential for a wine cellar. The ADU is 1 bed, 1 bath and has an open living/dining/kitchenette space, as well as a private deck and entrance. There is a small upper pasture and a large area at the front of th

Tucked in coveted Emerald Hills, this newly built residence has a commanding presence, balanced by warm, considered & effortlessly livable interiors. Behind Andersen windows that bathe in light & idyllic views, ceilings soar, setting the stage for an open-concept living, dining & family space that flow seamlessly onto an expansive balcony, creating an effortless indoor-outdoor setting. The gourmet kitchen: a 48' gas range with pot filler anchors the room & Taj Mahal countertops cascade into a generous waterfall-edge peninsula. 3 bedrooms & 2.5 baths unfold with ease, crowned by a primary suite that feels less like a room & more like a retreat with dual shower heads. A flexible bonus room awaits its calling: office, wine room, or rumpus room. Practical luxuries abound: AC, EV charge plug, 2-car garage & built out laundry room. Even the utilitarian deserves good design. As you pull up to the home, the driveway opens into a generous parking & play area, offering ample space for vehicles,

Sophisticated design and exceptional craftsmanship define 920 Woodside Road, a premier 3-bedroom, 3-bath residence offering approximately 1,904 sq ft of modern living. A rare first-floor bonus space, ideal for an office, lounge, or studio, adds versatility and flexibility. Inside, soaring ceilings, wide-plank European white oak floors, sleek glass railings, and oversized high-performance windows create a bright, refined ambiance. Level 5 smooth wall finishes and upgraded insulation provide a quiet, polished interior. The gourmet kitchen features Bosch appliances with a gas range, quartz countertops with a full-height backsplash, custom soft-close cabinetry with dovetail drawers, and under-cabinet lighting. Bathrooms offer frameless glass showers, Hansgrohe fixtures, and quartz surfaces. A glass balcony railing extends the living space outdoors. The attached 2-car garage is pre-wired for EV charging. Secured entry and full-perimeter fencing complete this private luxury offering, enhance