4,792 properties for sale in Woodside Highlands

Exceptional opportunity in Woodside Highlands on over half an acre of private, lush grounds. This light-filled 3-bedroom, 2-bath home is set on a quiet lot surrounded by mature trees, gardens, and fruit trees, offering a peaceful retreat in one of Portola Valleys most desirable neighborhoods. The main level features two bedrooms, one bath, hardwood floors, beautiful woodwork, and an oversized kitchen that opens to a sunny deckideal for indoor-outdoor living and entertaining. The lower level offers a flexible layout with a private bedroom or primary suite, full bath, and separate exterior entrance, perfect for guests, home office, or additional living space. Bonus room above the garage provides added versatility. Expansive multi-level grounds include wraparound patios, private garden areas, and tranquil natural surroundings. Elevated views overlook Portola Valley toward the East Bay Hills, offering stunning sunrises and full-moon views. Property offers excellent potential. Conveniently

Peaceful Updated Country Living on Nearly 1.5 Acres. Beautifully updated and framed by sun-swept open meadows and majestic trees, this property spans nearly 1.5 acres at the end of a lane. An inviting front porch takes in the tranquil surroundings and sounds of nature. Stepping inside, the ambiance is bright and inviting with refinished hardwood floors, crisp white woodwork, and expansive windows and glass doors. The designer all. White kitchen has Carrara marble counters and stainless steel appliances, including a quality Viking gas range. A separate wing comprises 2 full-size bedrooms and one small bedroom, plus 2 full baths. Perfect for exercise, art, and/or office needs is a detached 2-room studio plus a Nordic-inspired newly added second studio. Tying it all together are many beautiful and versatile outdoor living spaces plus a fully fenced vegetable garden, small orchard, and a chicken coop. Open Houses Sat/Sun 4/11-12, 1:30pm-4:30pm

Exceptional opportunity in Woodside Highlands on over half an acre of private, lush grounds. This light-filled 3-bedroom, 2-bath home is set on a quiet lot surrounded by mature trees, gardens, and fruit trees, offering a peaceful retreat in one of Portola Valleys most desirable neighborhoods. The main level features two bedrooms, one bath, hardwood floors, beautiful woodwork, and an oversized kitchen that opens to a sunny deckideal for indoor-outdoor living and entertaining. The lower level offers a flexible layout with a private bedroom or primary suite, full bath, and separate exterior entrance, perfect for guests, home office, or additional living space. Bonus room above the garage provides added versatility. Expansive multi-level grounds include wraparound patios, private garden areas, and tranquil natural surroundings. Elevated views overlook Portola Valley toward the East Bay Hills, offering stunning sunrises and full-moon views. Property offers excellent potential. Conveniently

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Set at the end of a private, gated country lane on approximately 1.11 fully usable acres, this elegant estate with French country architecture offers an exceptional blend of refined living and natural beauty, with sweeping views of the Western Hills and stunning sunsets. The main residence features 4 BR and 5.5 BA and a dedicated office/library with inspiring views. A recently updated chefs kitchen with a sunny breakfast area, main-level primary suite with connecting recreation room, patterned oak hardwood floors, and dual-paned windows throughout create a warm yet sophisticated ambiance. Designed for indoor/outdoor entertaining with expansive terraces and beautifully landscaped gardens this is a one of a kind home. A detached 1 BR 1 BA guest house has a full kitchen, wood-burning fireplace, and high ceilings, perfect for guests, extended family, or independent work space. An additional 520 square feet of garage space and 795 square feet of basement storage provide functionality alongs

One Acre with Sweeping Bay Views in Woodside Hills. Sweeping San Francisco Bay views take center stage at this exceptional Woodside Hills property with fresh updates throughout. Spanning one acre, the elevated corner lot is positioned to capture the expansive views while also providing generous level areas for outdoor living. Enhancing the setting is the gentle sound of a meandering creek and strolling paths that create a distinctly parklike ambiance. Fresh interior updates include new paint, refinished hardwood floors, and new carpet, all complementing the living rooms signature vaulted ceiling, handcrafted with layered redwood cedar rising to a dramatic center peak. Multiple fireplaces add warmth and character, while glass doors open to several outdoor spaces oriented to enjoy the Bay views. The formal living room and dining room each have Bay views, plus there is a large open kitchen and family room for everyday gatherings. Four bedrooms, an office, and 3.5 baths are well arranged,

Located in the desirable Barron Park neighborhood, this light-filled second-floor end-unit condo with only one common wall offers a rare townhouse-like feel within a quaint and tranquil development. The open floor plan features a spacious living room with a wood-burning fireplace and sliding glass doors from both the living area and kitchen that open to an oversized balcony. The bright eat-in kitchen includes stainless steel appliances and tile flooring, while new carpet adds a fresh, move-in-ready touch throughout. Additional highlights include in-unit laundry, a skylit bathroom with shower over tub, dual-pane windows, a one-car attached garage with storage, and an additional dedicated parking space conveniently located next to the unit. Ideally situated near top-rated Palo Alto schools (Juana Briones Elementary, Fletcher Middle, and Gunn High) parks and shopping, this home offers an exceptional opportunity in a highly sought-after community

Just listed! Beautiful two-bedroom, one and one-half-bath condo in an unbeatable location just moments from downtown Redwood City. Enjoy easy access to some of the area's best restaurants, shops, entertainment, and everything the vibrant downtown Redwood City has to offer. This home features a comfortable and functional layout, ideal for both relaxing and entertaining. Whether you're grabbing dinner, catching a movie, or commuting, you'll love the convenience of living right in the heart of it all. Offering a spacious and sun-lit living room, two comfortable bedrooms, one and one half bath, a remodeled functional kitchen with tons of cabinets, dining area, and a cozy balcony for your enjoyment. Laminated floors and double pain windows throughout, same floor laundry room, and a dedicated parking space. Truly a place you can call home. Don't miss this opportunity! Note virtual staging

Beautifully remodeled Menlo Oaks home on just over one-half acre with detached ADU and exceptional gardens. Extensively remodeled inside and out over the past ten years. Memorable front entrance with bluestone walkways, raised stone garden beds, and soothing water feature. Newly refinished hardwood floors, crown moldings, and recessed lighting enhance the interiors. Formal living and dining rooms overlook the gardens, and the remodeled eat-in kitchen features custom cabinetry, marble-style quartz counters, contrasting island, built-in office area and banquette seating. French doors open to expansive rear grounds with barbecue terrace, fire pit seating area, enclosed vegetable beds, and vast open area beneath oaks. Three bedrooms and two remodeled baths include heated floors and curbless showers. The detached ADU was updated in 2022 and has a full kitchen and bath. Detached 2-car garage with adjoining flex room ideal for fitness or hobbies. Prime location minutes to Meta, downtown Menlo

Welcome to 1082 Eden Bower Lane. Charming rustic home offering 2,430 square feet of light-filled living space. Set on a 10,385 square foot lot, this well-maintained property features 3 bedrooms and 3 baths, a light-filled living room with a gas fireplace. The kitchen includes granite countertops, stainless steel appliances, and a granite island with an induction cooktop. The dining area opens to the backyard and sparkling pool, creating the perfect space for entertaining. Refinished hardwood floors, fresh paint, and solid Hickory wood doors throughout. The lower level offers a versatile, expansive family room with two ceiling fans and a cozy gas fireplace. Additional highlights include an oversized two-car garage with a workshop area and built-in cabinets. The garage floor is finished with a fitted floor mat. Easy access to commuting and top-rated schools

In one of the best locations in Central Woodside, easy walking distance to Town Center and acclaimed Woodside School (pre-K to 8th); this home captures California Country with East Coast Elegance with its breathtaking views of the Western Hills from the flat one-acre parcel. The open floor plan flows seamlessly for indoor/outdoor entertaining featuring a rear dining patio, built-in BBQ, 50 foot saltwater pool, bocce court, shaded pergola sitting area, spacious rear grass lawn and surrounding array of colorful gardens. Gorgeous oak hardwood floors unify the two-story home, with a comfortable family room adjacent to the chefs kitchen and large combined dining and living room, all with French Doors opening out to the sunny rear entertaining patio. The home has 5 spacious bedrooms, each with its own bath and ideally arranged for a variety of lifestyle needs. The main-level also has a separate home office. Upstairs a primary suite plus 3 additional en-suite bedrooms provide a perfect living

Enjoy exceptional indoor-outdoor living in this stunning single-story ranch home in Redwood City. Spanning approx. 3,000 sq ft on a generous 13,000 sq ft lot, this home showcases sweeping Bay Area views, abundant natural light, and a seamless open floorplan with high ceilings and stylish tile floors. Walls of windows connect the main living spaces to the backyard oasis, featuring a pool with waterfalls, spa and baby pool, new putting green, dining patio, and gazebo: all perfectly positioned to capture the views. A gated front yard and quiet cul-de-sac location add privacy and charm. The European-inspired primary suite offers panoramic windows, a spa-like bath with jacuzzi tub, and a unique drop-down ceiling TV. The expansive kitchen boasts dual sinks, a large island, and ample space for entertaining. A versatile pool bath connects to the mud/laundry room with convenient indoor/outdoor access. Additional highlights include a 552 sq ft garage and close proximity to Canada College, Emeral

Nestled on a private Lindenwood cul-de-sac, this. 0.92-acre Atherton estate offers an exceptional opportunity in one of the Peninsulas most coveted neighborhoods. The main residence offers. 3,770 sq ft of living space with 5 bedrooms and 4 bathrooms, including two versatile rooms ideal for offices, plus a spacious family room. Interiors feature soaring ceilings, expansive windows, and bright living areas. A permitted. 740 sq ft detached ADU provides a private 1-bedroom, 1-bath layout, ideal for guests or multigenerational living. Recently refreshed with crisp paint and refined flooring, the home is move-in ready while retaining timeless character. Whether for renovation or a bespoke luxury estate, the property is a rare blank canvas. The seller has engaged a designer for plans of a grand residence. Buyers may collaborate on a 6-bedroom, 6.5-bath main house with a 1-bedroom, 1-bath ADU, totaling over 11,600 sq ft. Concept highlights include a basement theater, golf simulator, wine cella

Welcome to this Charming Single Level Home. Move-In Ready. Situated on a Corner Lot. Well Maintained, Spacious Single Family Home Offers Open Floor Plan with 4 Good Size Bedrooms / 2 Bathrooms, Spacious Remodeled Kitchen with Appliances. Gleaming Hardwood Floors Throughout. Tile Floors in Bathrooms & Kitchen. Recessed Lighting & Crown Molding in Living/Ding Room & Hallway. Deck Access from Primary Bedroom. Fabulous Large Back Yard with Enormous Possibilities to Expand or even add a Detached Accessory Dwelling Unit. Adu-. Wonderful Opportunity to Own a House in Vibrant Redwood City, Centrally Located just Blocks from Shopping Center, Restaurants, Coffee Shops, Veterinarian Clinic. Great location Near Downtown with Year-Round Community Events, Cal Train Station, Postal Office, Gym, COSTCO, Red Morton Park, YMCA, Schools. Border Line with Atherton. Easy Access to CA-84/Woodside Rd. Fwys. 101 & Interstate 280

Tucked among a canopy of mature heritage oak trees, this striking 3 bedroom, 2 bathroom contemporary home offers a rare blend of architectural character, natural beauty, and modern comfort in the highly sought after Stanford Weekend Acres neighborhood. Spanning approximately 1,320 square feet on a 5,368 square foot lot, this home delivers both charm and functionality. Inside, soaring pitched ceilings with exposed beams create a dramatic yet inviting atmosphere, while expansive picture windows frame serene views of the surrounding oaks, bringing the outdoors in. The open, airy floor plan seamlessly connects the main entry, dining area, fireplace, and living room into one cohesive space, perfect for both everyday living and entertaining. The home is filled with natural light and features beautiful ocean-blue tile throughout the great-room, adding a refined and cohesive aesthetic. The kitchen is equipped with stainless steel appliances and blends effortlessly into the main living space. T

Set upon an extraordinary 3.25-acre setting, this charming one-story home offers a rare sense of seclusion and natural beauty, further enhanced by its adjacency to a protected 6-acre parcel that ensures enduring privacy. The grounds are a true sanctuary, featuring a 40-year-old native garden that blooms nearly year-round, and a spacious rear deck overlooks this serene landscape, creating a seamless connection between indoor comfort and outdoor living. The property is graced with mature fruit trees, including pear, cherry and peach trees that add both charm and seasonal delight. Inside, the living room is a striking centerpiece, featuring a grand stone fireplace with a wood stove insert, complemented by soaring redwood-beam ceilings that add warmth and character to the space. A generously sized family room offers flexibility for relaxation, entertaining, or extended living. Modern convenience meets country tranquility with reliable high-speed internet, making this an ideal retreat witho

This just-completed transformation of an original Eichler home in Barron Park preserves its architectural roots while introducing a fresh, modern perspective with a distinctly calm, spa-like ambiance. The transformation, by a renowned local builder, includes restored Philippine mahogany walls & redwood ceilings, signature elements of the architecture, plus a defining wall of glass across the rear of the home that invites natural light and a sense of quiet retreat. 5BR/3BA including a junior ADU with full kitchen, bathroom & private entrance. Expanded primary suite introduces a wet room design in the en suite bath, while the original bedroom wing retains its mid-century character with renovated 3BR/1BA. The kitchen reflects a clean, modern aesthetic with custom cabinetry from Denmark & quartz counters & new stainless steel appliances, including an induction range. Living & dining areas connect to the private rear yard, where a new deck and lawn extend the living space for relaxation and

Mid-Century Modern enthusiasts will be delighted by this truly special Woodside retreat. Nestled in The Glens and surrounded by trees, this home sits atop an expansive preserve with access to hiking trails. Built in 1959, the home showcases iconic mid-century design with floor to ceiling glass that fills the upper level with natural light and opens to an expansive 900+ sq ft deck, seamlessly blending indoor-outdoor living and creating an ideal setting for entertaining. The modern kitchen is thoughtfully appointed with Carrara marble countertops and premium stainless steel appliances, including Bertazzoni, Viking, and Fisher & Paykel. The upper level features a spacious living room with fireplace, a motorized awning for the deck along with two bedrooms and a full bath. The lower level offers a versatile family room, generous storage, and carport access. The primary suite provides a peaceful retreat with its own bathroom and direct access to a secluded patio, perfect for relaxing among t

Welcome home to this darling, well-loved residence in the desirable Barron Park neighborhood of Palo Alto, offered for the first time in 40 years. This move-in-ready single-family home has been tastefully remodeled within the past two years with luxury vinyl plank flooring, contemporary light fixtures, and fresh interior paint throughout. The kitchen features quartz countertops and stainless steel appliances, including a Fisher & Paykel refrigerator, Broan vent hood, GE dishwasher, and built-in oven. The living room offers recessed lighting, a wood-burning fireplace, and built-in shelving. The home includes three bedrooms, including a primary suite with ensuite bath, plus a hall bathroom with soaking tub and custom herringbone-style tile. Two sliding glass doors open to a private side patio and backyard with gazebo and lush landscaping featuring mature cherry trees, a dwarf apple tree, and thornless blackberry and blueberry bushes. Energy efficient dual-pane windows, added wall and cei

Graceful single-level estate in Atherton's coveted Lindenwood, blending East Coast Nantucket-inspired elegance with California ease. Built in 2012 & designed by Bob Glazier, this refined home exudes quiet sophistication: shingle exterior, crisp white millwork & balanced symmetry. The home is grounded & deliberate, allowing the architecture to settle naturally into the landscape. Inside, open-concept, light-filled interiors showcase soaring tray/coffered ceilings, a soft palette & rich oak floors, delivering warmth & timeless appeal. Offering four bedroom suites & two half-baths, the home is designed for effortless everyday living & elevated entertaining. A chef's kitchen w/top-end appliances, travertine counters & island anchors the home. Expansive windows/doors blur indoor-outdoor living, opening to a terrace w/fireplace & composed pool/spa. Set on nearly an acre, the whimsical grounds are curated yet effortless: boxwood hedges, hydrangeas, crepe myrtle, mature oaks & layered gardens

A rare and versatile offering featuring two separate residences on an expansive 12,702sf lot, this unique property is thoughtfully designed for multigenerational living, rental income potential, or extended guest accommodations. Newly constructed in 2025, 308 Redwood showcases a custom-built modern two-story home offering 4 beds, 3.5 baths & approximately 2,200sf plus a 2-car garage. Designed with luxury & functionality in mind, the home features an open-concept floor plan, gourmet kitchen with stainless steel appliances, custom cabinetry, engineered hardwood flooring, smart home features, central heat & A/C, fully paid solar, and EV charger readiness. Two spacious primary suites, including one on each level, provide ideal flexibility. Spa-inspired bathrooms feature high-end Hansgrohe fixtures, while the main primary suite includes a customized walk-in closet, freestanding soaking tub & oversized walk-in shower. 304 Redwood is a beautifully renovated 3-bed home featuring updated kitche

Situated on a quiet corner lot in Palo Alto, this home offers a thoughtful balance of comfort, flexibility, and indoor-outdoor living. Hardwood floors extend throughout a well-defined layout featuring a formal living room w/ a gas fireplace, a separate family room, and a dedicated dining area that flows seamlessly into the kitchen. The updated kitchen anchors the home w/ granite countertops, custom cabinetry, SST appliances, and a breakfast bar, all opening to the main living and entertaining spaces. The primary suite provides a private retreat w/ a walk-in closet & an en-suite bath featuring a marble-tiled shower. Additional bedrooms are generously sized, and the hallway bath includes a double vanity and a jetted soaking tub. A garage conversion offers additional flexible living space w/ a private entry and direct access to the kitchen, perfect for office or guest room. Outdoor spaces with a landscaped backyard showcasing mature fruit trees, flowering shrubs, a tranquil fishpond, and