Woodside CA 3 Bathroom Real Estate, Homes, Condos for Sale

3 Beds ⋅ 3 Baths ⋅ ML82054634 MLS

Woodside Retreat "Beside The Woods in Woodside" Peaceful end-of-road privacy and a rustic, eclectic retreat once featured in the Almanac, cherished by one family for 50+ years. 4 sunny, wooded acres with sweeping hill and redwood views. Private gate opens directly onto the trails of 900+ acre Huddart Park. Close to town and Woodside schools. This rustic 3600+ ft 3 beds/2.5 bths home is a study in Vintage Tahoe-style craftsmanship. The living room anchors the house with wood and brick walls, an open stone fireplace, and terracotta tile underfoot. Wooden beams carry into the country kitchen with Subzero and stainless appliances, and the dining room flows onto an expansive view deck over the gardens and pool. A home office overlooks the gardens, and a skylit staircase leads down to a gallery hallway with a stained glass window and a private family room/bedroom. The showstopper: a dramatic Great Room "tavern," host to gatherings of 150, with 19' ceils and grand fireplace of original SF cobblestones. Custom bar built from salvaged San Carlos post office and pharmacy. A reclaimed-barn-siding full bath with steam shower. Large billiard room completes the tavern vibe. Decks and brick paths trace the contour of the land to the pool, framed by redwoods on all sides. Sep 2-car garage.

496 Raymundo DR, Woodside

Listed by Don DeFranco, 415-722-7259 from Compass
(If provided) CoList: Grayson Martin from Compass

$3,895,000

4 Beds ⋅ 3 Baths ⋅ ML82053870 MLS

Central Woodside Opportunity on 1.11 Acres. Just over one mile from Woodside town center this 1.11-acre property presents an increasingly rare opportunity in a desirable Central Woodside setting. A seasonal creek at the rear of the property and stunning western hill views that may be further enhanced create a beautiful natural environment that reflects the scenic character for which Woodside is renowned. A secondary access point from Hillside Drive to the barn further enhances the property's flexibility and future potential. The mid-century ranch-style home has been recently refreshed with new paint inside and out, refinished hardwood floors, new carpet, and refreshed landscaping. Comfortable living spaces, flexible lower-level quarters with a bonus kitchen, and a detached two-stall barn with expansive upper-level space provide immediate enjoyment while offering numerous possibilities for the future. The true appeal extends beyond the home itself. Generous acreage, a close-in location, access to acclaimed Woodside Elementary School, and surrounding estate properties create an exceptional setting for renovation, expansion, or the creation of a significant new residence all while immediately enjoying the freshly updated home.

136 Jane DR, Woodside

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: from

$3,150,000

4 Beds ⋅ 3 Baths ⋅ ML82049733 MLS

Truly extraordinary 10+ acre retreat offers a rare combination of privacy, usability, and natural beauty. Tastefully updated home sits on an elevated, level setting surrounded by mature trees and abundant sunshine, creating a peaceful sanctuary that feels far removed from the pace of everyday life. A private road winds down through the property, crossing a seasonal creek before opening to a spectacular sunny meadow below & connects to Horse and Hiking trails. This expansive area presents endless possibilities, from horses, barns, and riding facilities to orchards, gardens, recreational uses, or simply enjoying the open space. Outdoor enthusiasts will appreciate direct access to miles of nearby trails for hiking, horseback riding, and mountain biking right from the property. Combining turnkey living with exceptional land, tremendous sun exposure, remarkable privacy, and a setting that inspires exploration and relaxation, this is a truly special opportunity to own one of Skylines most compelling lifestyle properties

17001 Skyline, Woodside

Listed by Nino Gaetano, 650-207-1986 from The Agency
(If provided) CoList: from

Sold listing courtesy of Greg Damelio from SGP

$4,625,000

3 Beds ⋅ 3 Baths ⋅ ML82033724 MLS

Located in the highly desirable Woodside Hills, this exceptional gated estate offers the perfect blend of privacy, luxury, and bay views. Set on a level one-acre lot, the property features a thoughtfully designed main residence and a fully separate guest house, ideal for extended family, guests, or work-from-home flexibility. The main house offers approximately 3,247 square feet of living space with three bedrooms and two and half bathrooms, complemented by a three-car garage. Designed for both comfort and entertaining, the home opens to expansive outdoor amenities including a pool, hot tub, and sports court, all surrounded by mature landscaping and serene views. The guest house provides approximately 1,254 square feet, featuring two bedrooms, two full baths, its own one-car garage, and complete privacy from the main residence with its own private yard. Additional highlights include solar power, a gated entry, and sweeping Bay and mountain views, making this a rare opportunity to own a versatile estate property in one of Woodside's most sought-after neighborhoods.

300 Ridgeway RD, Woodside

Listed by Gregory Garcia, 650-771-0656 from Sequoia Realty Services
(If provided) CoList: from

Sold listing courtesy of Anuja Krishnan from KWPEN

$2,999,000

4 Beds ⋅ 3 Baths ⋅ ML82049221 MLS

Sunlit Sanctuary on 3.7 beautiful acres. Sky Hill Farm, a rare, retreat-like property that blends natural beauty, indoor-outdoor living & modern luxury minutes from the heart of Silicon Valley. This beautifully renovated home has been completely reimagined w/high-end finishes & exceptional craftsmanship, offering a lifestyle of comfort, privacy & effortless elegance. Seamlessly flowing open floor plan, refined aesthetics and meticulously upgraded systems that enhance comfort, efficiency and long-term peace of mind. Sun-filled living spaces open naturally to the outdoors. The heart of the home is a gourmet kitchen featuring premium appliances, custom cabinetry, expansive counter space and functional layout. Huge deck extends the living space outward. Set on 3.7 very usable acres provides endless possibilities gardens, play areas, outdoor lounges, or simply room to breathe. The primary suite feels like a private retreat, with serene views and redwood finishes, huge walk-in closet and luxurious bath. Charming 2 bed guest house w/kitchen. Historic updated carriage house can be used as 6-car garage, workshop a dream for car collectors, hobbyists, or anyone needing serious workspace. At the back of the property sits a restored barn for storage, projects ,animals. Plans show 2427 s.f.

260 Grandview DR, Woodside

Listed by Karin Bird, 650-207-0940 from Compass
(If provided) CoList: from

$4,050,000

3 Beds ⋅ 3 Baths ⋅ ML82048231 MLS

Nestled on a quiet, beautifully wooded lot in desirable Woodside Hills, this meticulously updated residence blends timeless elegance with modern comfort. Light-filled interiors showcase expansive windows, refined finishes, custom window coverings and seamless indoor-outdoor flow. The remodeled chef's kitchen (2019) features a quartz-topped island, custom cabinetry, and premium Thermador, Bosch, and LG appliances, while opening to inviting dining and family spaces. A gracious living room with a redesigned gas fireplace and access to a deck creates an ideal setting for entertaining. Up the grand staircase, a serene primary suite offers high ceilings, dual walk-in closets, and a spa-inspired bath with soaking tub, curb-less shower, and designer finishes. Two additional bedrooms enjoy natural light and peaceful views. Extensively renovated, the backyard presents a resort-like retreat with multiple entertaining areas, a saltwater pool, AZEK decking, stamped concrete patios, gazebo and stone retaining walls and box planters, all surrounded by majestic oaks. Smart home features throughout the home include an EV charger. This exceptional home is situated in a premier, ultra-private location while being close to the Town of Woodside, Redwood City, schools, shopping, dining and Hwy 280.

345 Harcross RD, Woodside

Listed by Jane Dew, 650-353-8899 from The Agency
(If provided) CoList: from

Sold listing courtesy of Carol Koffel from COMP41

$3,645,000

3 Beds ⋅ 3 Baths ⋅ ML82047690 MLS

Access to renowned Woodside Elementary School, an end of cul-de-sac location with underground utilities, and just one mile from the Woodside town center set this home apart. Newly built in 2007, the home has soaring cathedral ceilings, hardwood floors, expansive windows, and an open floor plan that flows to generous outdoor living spaces. The flexible layout includes 3 bedrooms and a dedicated office, including a spacious primary suite with fireplace, customized walk-in closet, and newly remodeled bath. The open kitchen features custom cabinetry, granite slab counters, a BlueStar gas range, Liebherr wine cooler, and counter seating at a center island. A large deck, level lawn, paver stone terrace, and spa create exceptional outdoor living on fully fenced grounds. Additional features include central air conditioning, wiring for EV charging, plus expansion and ADU potential (subject to Town approval & applicable development standards).

63 Ridge CT, Woodside

Listed by Hugh Cornish, 650-619-6461 from Coldwell Banker Realty
(If provided) CoList: from

$3,195,000

3 Beds ⋅ 3 Baths ⋅ ML82045702 MLS

Luxury retreat offers a serene escape on 9+ acres, secured by an electronic gate. Under 2 miles and just minutes to Alices restarant. Stunning style on one level, the home features dramatic light-filled interiors with an open-concept design, SOARING CEILINGS, and abundant sliding glass doors and skylights. Bamboo floors, vertical grain cabinetry, and polished concrete counters. The main rooms revolve around a central patio with a stunning heritage oak tree, while an expansive rear deck with a large spa beneath the redwoods and a sunswept front yard for gardening enhance the outdoor experience. Three privately located bedrooms, each with its own bath, ensure comfort and flexibility. An equally well-appointed ADU above the garage includes a kitchen, bath, and laundry. Total privacy directly adjacent to MidPen open space. Flat useable grounds with large vegetable garden, ample of paved parking, large ground level deck and heritage oak entertainment area for large parties. Open sunny side toward views and beauty of Redwood forest on the oposite side of the house with heated spa under the redwoods. Main house 2870 sq.ft, plus ADU 550 sq.ft., plus attached garage 525 sq.ft for total of 3945 sq.ft.

1100 Old La Honda RD, Woodside

Listed by Scott Dancer, 650-888-8199 from Compass
(If provided) CoList: from

$3,650,000

3 Beds ⋅ 3 Baths ⋅ ML82045699 MLS

A setting of extraordinary natural beauty defines this distinctive redwood retreat, where architecture and environment exist in quiet harmony. Designed by renowned builder Jerry Ellis, the home is masterfully engineered above a seasonal creek, where the gentle movement of water enhances the serene surroundings of more than 2 acres. Dramatic ceilings and expansive walls of glass create a seamless connection to the landscape. Sunlight filters through the trees and skylights above, casting an ever-changing interplay of light and shadow throughout the day. Spacious decks and winding paths extend the living experience outdoors. The result is a home with a rare sense of place, offering a living experience that feels both peaceful and architecturally compelling while being just minutes from the Town Center, acclaimed Woodside School, and all of Silicon Valley.

573 Patrol RD, Woodside

Listed by Scott Dancer, 650-888-8199 from Compass
(If provided) CoList: from

Sold listing courtesy of Scott Dancer from APR

$2,195,000

3 Beds ⋅ 3 Baths ⋅ ML82042155 MLS

Spanning approximately 2.92 usable acres of gently rolling meadows with picture-postcard views, this classic horse property offers miles-away tranquility just 20 minutes from Highway 280. A palatial driveway leads to a two-story, 3-bedroom, 3-bath, open-plan residence with walls of windows capturing the rolling hill and city-light views. Almost every room has glass doors to the long, view balcony. Lawn and mini orchard. A separate charming barn captures the Old West Woodside feel with a wood-beamed ceiling, full-sized bar, and French doors to a veranda with flowering vines. Just a mile to the Thomas Fogarty Winery and 8 minutes to Alice's Restaurant.

20255 Skyline BLVD, Woodside

Listed by Jennifer Paulson, 650-996-7147 from Christie's International Real Estate Sereno
(If provided) CoList: from

$3,998,000

4 Beds ⋅ 3 Baths ⋅ ML82039737 MLS

Tranquil Woodside Retreat Nestled within one of Woodside's most sought-after enclaves, this enchanting single-family residence offers a rare blend of privacy, natural beauty, and timeless appeal. Set on expansive, level to gently sloping grounds, the property is ideal for equestrian use, featuring serene open spaces framed by mature trees and lush, thoughtfully designed landscaping. Bathed in dappled sunlight, the home exudes warmth and charm throughout. The well-appointed floor plan includes 4 bedrooms and 2.5 bathrooms, with inviting living spaces that seamlessly connect to the outdoors perfect for both relaxed everyday living and elegant entertaining. Step outside to your own private oasis, complete with a pool, lush lawns, barn and meandering brick walkways. Whether enjoying quiet mornings or hosting gatherings, the setting offers unmatched serenity and beauty. Located within the boundaries of the highly acclaimed Woodside Elementary School, this exceptional property combines rural tranquility with convenient access to nearby amenities. A rare opportunity to experience the quintessential Woodside lifestyle.

425 Summit Springs RD, Woodside

Listed by Christienne Hadley, 650-533-3766 from Foundation Real Estate
(If provided) CoList: from

$4,260,000

3 Beds ⋅ 3 Baths ⋅ ML82038786 MLS

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.

1439 Portola RD, Woodside

Listed by Kavanaugh Group, 415-377-2924 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of David Kelsey from COMPS

$8,900,000

4 Beds ⋅ 3 Baths ⋅ ML82037417 MLS

First time on the market in generations, this rare Woodside property offers a unique opportunity to own a piece of local history. The Victorian home, originally built in 1901 and remodeled in 2010, has remained in the same family for decades and sits on a private 3.4 acre lot, offering potential to split the lot and build your dream home. The home features 4 bedrooms and 2.5 bathrooms, blending classic architectural character with thoughtful updates for comfortable living. The size and location of the property create a distinctive setting that is increasingly rare in Woodside. Ideally located next to Woodside Elementary and just minutes from Woodside Village, with convenient access to Roberts Market, The Village Bakery, Bucks Restaurant, and the Woodside Village Church. A special opportunity offering space, privacy, and historic charm in a highly desirable location.

3215 Woodside RD, Woodside

Listed by Vivienne Kelvin, 650-291-7241 from Vabrato
(If provided) CoList: Mark Martinho from Vabrato

Sold listing courtesy of Michael Warren from APR

$4,000,000

4 Beds ⋅ 3 Baths ⋅ ML82037542 MLS ⋅ Skywood Acres BLDG.

Significant Mid-Century Modern Architecture with Bay Views! Mid-century modern architecture of exceptional pedigree defines this Skywood Acres property designed by renowned furniture maker John Kapel as his own home. Recognized for embodying the distinctive characteristics of mid-century modern design with remarkable artistic value and integrity of workmanship, the home has been featured in numerous publications and described as a masterpiece of artful craftsmanship. A recent renovation honors his original vision while enhancing comfort and energy efficiency for today, including an all-new kitchen and baths, solar panels, three Tesla Powerwalls, and SPAN energy management panels. The home spans 3.16 acres with Bay views and a multi-level floor plan that includes 4 bedrooms, an art studio or playroom, plus a high-end theater and car collectors garage. A separate studio guest house with bath and full kitchen provides added flexibility. Outdoor living spaces are plentiful with a soothing hot tub, heated lounges, and wraparound Bay view decks. This serene location is just one mile from famed Alices Restaurant, 5.5 miles from Woodside town center, and has access to excellent Portola Valley schools.

80 Skywood WAY, Woodside

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: from

Sold listing courtesy of Sternsmith Group from APR

$5,750,000

4 Beds ⋅ 3 Baths ⋅ ML82037292 MLS

Gorgeous, unobstructed views of the bay and mid-century styling in a private setting in Woodside Hills. Situated on a 1.12-acre lot with 4 spacious bedrooms plus an office and 3 bathrooms, this single level home offers a terrific floor plan. Designed to embrace natural light with dramatic floor-to-ceiling windows and high ceilings that create an airy, open atmosphere while seamlessly connecting indoor and outdoor spaces. The large patio, seen through walls of glass throughout the home, overlooks the views and is the ideal spot for entertaining. The gardens feature mature fruit trees, charming landscaping, spaces for children to play, and a sparkling pool and spa. The 2-car attached garage and additional detached 1-car garage and a generous circular driveway provide ample parking.

51 Cragmont WAY, Woodside

Listed by Monica & Mandy Group, 650-823-8212 from Compass
(If provided) CoList: from

Sold listing courtesy of Judy Citron from COMPS

$2,000,000

3 Beds ⋅ 3 Baths ⋅ ML82035391 MLS

Spanning 2,670 square feet of living space, this home envelopes you with warmth and charm from the moment you enter. Sunlight filters through towering redwoods, creating a serene atmosphere throughout. Refinished hardwood floors and thoughtful modern updates blend timeless quality with everyday comfort. The spacious floor plan flows seamlessly, ideal for both daily living and entertaining. The main floor features a gourmet kitchen with high-end appliances, sleek finishes, dining area, family room and dedicated home office offers the perfect space for remote work or creative pursuits. Upstairs, the bedrooms provide privacy and tranquility. A large, bright family room stands out as a favorite space, filled with natural light and a cozy, welcoming ambiance. Multiple large decks extend the living space outdoors, offering peaceful spots for relaxing, entertaining, or enjoying the majestic redwood surroundings. Additional features include a wine cellar and ample storage. Tucked just off the scenic Skyline Corridor with easy access to Hwy 92, 280/101, SFO, open space trails, restaurants, and award-winning Kings Mtn Elementary, this home offers a rare blend of privacy, convenience, and a strong sense of community fostered by friendly neighbors and the Kings Mtn Volunteer Art Fair.

13872 Silver Sky WAY, Woodside

Listed by Joakim Bye, 650-284-2080 from Ocean Element Real Estate
(If provided) CoList: from

Sold listing courtesy of Evan Walsh from EXPCA

$3,325,000

4 Beds ⋅ 3 Baths ⋅ ML82030869 MLS

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.

112 JANE DR, Woodside

Listed by Maxine & Michelle Dumas, 650-591-8000 from Dumas & Company
(If provided) CoList: from

Sold listing courtesy of Angie Wolff from NTERO

$4,049,000

3 Beds ⋅ 3 Baths ⋅ ML82024793 MLS

Refined Country Luxury on a Gated Level Lot Set beyond a gate on a spacious level lot, this newer home offers luxurious quality with an open and bright floor plan. Bamboo floors with a hewn finish, coved crown moldings, solid wood doors, and up-lit tray ceilings exemplify the quality details found throughout. The open design revolves around a spacious foyer with a formal living room, dining area, chefs kitchen with breakfast bar, and family room. There is a dedicated office, perfect for todays work-from-home needs, plus 3 upstairs bedrooms, including the primary suite with Western hill views and marble bath. Outside, the newly landscaped grounds unfold as a private retreat with mature trees and an expansive lawn, all with newly added lighting for evening enjoyment. A vibrant rose garden adds color, a welcoming patio invites effortless al fresco dining and entertaining, plus there is a raised bed succulent garden. Adding to the appeal is the homes close-in convenience just over 2 miles from the Woodside Village and with access to acclaimed Woodside Elementary School.

750 W California WAY, Woodside

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: from

Sold listing courtesy of Costantini Team from APR

$3,800,000

6 Beds ⋅ 3 Baths ⋅ ML82022347 MLS

A Six-Bedroom Modern Masterpiece in Woodside Glens. Discover a stunning 2024 reimagined home where modern design meets family functionality just one mile from Woodside Town Center. This 6-bedroom, 3-bath smart home offers 3,087 sq. ft. of beautifully expanded and remodeled living space on a ~7,000 sq. ft. flat lot. The dramatic entry with custom iron and glass doors opens to airy, vaulted living spaces and a great room with a sleek all-white kitchen featuring quartz counters and Bosch appliances. The flexible layout includes a lower-level wing with two bedrooms, an office, laundry, and a rec room opening to the terrace ideal for guests, work, or play. Upstairs, the private primary suite offers skylit ceilings, a spa-like bath, and a balcony with western hill views. Smart-home systems, whole-home audio, three-zone heat pump climate control, and full fire sprinklers ensure comfort and peace of mind. Outdoor living shines with an expansive terrace, full outdoor kitchen, and RV hookups. Located in the acclaimed Woodside Elementary School District.

118 Hillside DR, Woodside

Listed by Michael Warren, 650-315-0224 from Compass
(If provided) CoList: from

Sold listing courtesy of Michael R. Perrelli from CBR

$4,262,500

4 Beds ⋅ 3 Baths ⋅ ML82023027 MLS

Absolutely the BEST VIEW of the Bay. Wake up early and catch the stunning panoramic view of the sun rising from this 4 bed/3 Mid-Century Modern home in Woodside Hills. Sit back relax and enjoy expansive views of the San Francisco Bay. On a clear day looking a bit Northwest youll catch a glimpse of the Bay Bridge as well as Treasure Island. One of the iconic features of a Mid-Century Modern home is their floor to ceilings windows that provide one with scenic views as well as bringing in an abundance of natural light. As the day transitions from day to night your view will be filled with lights from the bay that can leave you breathless. This 2,430 sq. ft. home on a mostly flat one-acre lot provides an excellent opportunity for one to remodel or design/build the home of your dreams with spectacular priceless views in one the most desired locations on the Peninsula. It's just 35 miles from The City and only 26 miles from Silicon Valley. A short drive from downtown Woodside shops and restaurants. Fine dine at The Pub or enjoy a meal at Bucs of Woodside a fixture of Silicon Valley. Nature lovers can explore the nearby vast open spaces,parks and preserves which provide an abundance of hiking and biking trails. Don't miss your opportunity to make this your forever home. Virtually Staged

170 Hardwick RD, Woodside

Listed by Eliot Beja, 408-506-3788 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Matthew Rogers from ELI

$3,500,000

4 Beds ⋅ 3 Baths ⋅ ML82020106 MLS

Custom built in 1992 on one of the largest parcels in the area. Over 14,000 sq. foot lot. On the market for the first time! Sweeping western hill views, close-in convenience, plus pool and spa. A dramatic great room with soaring two-story ceiling, arched clerestory windows, and skylights highlights the open floor plan that connects living, dining, and kitchen areas to a spacious view deck. 4 bedrooms and an office are arranged across 3 levels, including a main-level primary bedroom with adjoining bath and bedroom ideal for office or nursery. The upper level has a office and skylit loft lounge, while the lower level has two bedrooms, a full bath, and recreation room with refreshment bar opening to the pool deck. Outdoor amenities include a large above-ground pool surrounded with vast decking for entertaining space plus a separate spa. All just minutes to Town Center, hiking trails, and acclaimed Woodside School. Room to add an ADU.

129 Hillside DR, Woodside

Listed by Scott Dancer, 650-888-8199 from Compass
(If provided) CoList: from

Sold listing courtesy of Cliff Whearley from WRLY

$6,495,000

3 Beds ⋅ 3 Baths ⋅ ML82016045 MLS

Mid-Century Modern Style on 1.3 Acres Blocks from Town Center. Classic mid-century modern architecture is showcased on beautiful grounds of approximately 1.3 level acres just blocks from Town Center. Complete privacy is offered behind gates, where a long driveway leads past a fenced tennis court to the home and detached garage. Inside, the ambiance is airy and light-filled with soaring wood-paneled ceilings, skylights, and an entire wall of glass that frames the natural surroundings. Beautifully appointed throughout, the home has hardwood floors, dazzling modern lighting, and a sleek open layout with 3 bedrooms, an office, and 2.5 baths. The formal living & dining rooms as well as the kitchen share a dramatic wood-paneled cathedral ceiling and the wall of glass. A fireplace plus floor-to-ceiling library shelves with moveable ladder access are highlights. A separate family room anchors one wing with two bedrooms and a bath, while the primary suite and office are privately positioned in a separate wing, which has access to a patio with large spa. The grounds are a true retreat with redwood groves, creekside sitting areas, raised vegetable beds, tennis court, plus expansive areas for outdoor entertaining. Access to acclaimed Woodside Elementary School (K8) adds the finishing touch.

3323 Woodside RD, Woodside

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: from

Sold listing courtesy of Michael Warren from APR

$2,199,000

3 Beds ⋅ 3 Baths ⋅ ML82019950 MLS

Nestled among the redwoods, 13630 Skyline Blvd offers the perfect Woodside retreat. Recently refreshed with a brand-new roof, new decks, refinished hardwood floors, and new carpet, this 3,270 sq ft home is move-in ready. The floorplan includes 3 bedrooms plus a dedicated office, a huge main suite, and spacious living areas that balance privacy with flow. A 2-car garage provides convenience, while the 0.56-acre lot delivers peace and room to grow. Located in the Kings Mountain Elementary boundary, this home offers the serenity of mountain living with the accessibility buyers wantjust 15 minutes to Hwy 280 at 92 and 45 minutes to SFO. Whether youre seeking a full-time residence or a weekend retreat, this property combines natural beauty, thoughtful updates, and everyday practicality in one of the Peninsulas most desirable settings.

13630 Skyline BLVD, Woodside

Listed by Scott Hayes, 650-245-5044 from Compass
(If provided) CoList: from

Sold listing courtesy of David Skokan from RMXSP

$2,425,000

4 Beds ⋅ 3 Baths ⋅ ML82019227 MLS

Discover the perfect blend of space, comfort, and natural beauty in this Woodside retreat. A scenic meadow highlights the property, plus a flat, usable acreideal for recreation, gardening, or expansion. The log cabin exterior with river rock accents evokes timeless curb appeal and a true Tahoe-inspired feel. Inside, the open floor plan, formal dining, breakfast room, and large bonus room provide flexibility for entertaining and everyday living. With 3 bedrooms upstairs and 1 downstairs with separate entry, the layout is perfect for families, guests, or multigenerational living. Enjoy top-of-the-mountain living in a park-like setting with redwoods, meadows, and direct access to hiking and equestrian trails in nearby Huddart Park. Sunset views from the expansive deck, a wood-burning stove, hardwood floors, and spa tub in the primary suite add charm and comfort. Amenities include central AC with dual zones, Generac whole-house generator with propane hookup, RV parking, ADT security, gutter guard filters, and a tranquil fenced yard. Just 6 miles from Hwys 92 and 84, youre minutes from the Peninsula or coast while enjoying the privacy and community spirit of Kings Mountain.

13890 Skyline BLVD, Woodside

Listed by Teri Rossetto Shaughnessy, 650-504-4016 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Gina Nibbi from COMP12

$3,800,000

4 Beds ⋅ 3 Baths ⋅ ML82019068 MLS

Great cul-de-sac location, this sunny, designer-updated home is as charming as it is comfortable. Just minutes from downtown Woodside and top-rated K-8 Woodside School, this location in the Glens is coveted. Step inside to discover the main level, featuring three bedrooms, including two with en-suite baths. The primary suite is a peaceful sanctuary with a generous footprint, sitting area, and direct access to the deck. A third full bath accommodates guests and the third bedroom. The heart of the home is open-concept, with a family room that flows seamlessly into an updated kitchen. Flow into the formal dining room and the inviting living room, where picture windows, custom built-ins, and one of two elegant stone fireplaces create a welcoming atmosphere. Step outside onto the expansive deck for effortless indoor-outdoor living and entertaining. Downstairs, discover a flexible fourth bedroom that can also serve as a home office or bonus room. With exposed beam ceilings, French doors leading to a private patio and fire pit, this may become your favorite space. A separate laundry room and two-car garage add functionality. The landscaped, tiered, and fenced backyard is perfect for entertaining, playing, or enjoying the serene natural surroundings.

115 Toyon CT, Woodside

Listed by Kimberly Hansen, 415-806-8230 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Ginna Lazar from LHG

$4,900,000

4 Beds ⋅ 3 Baths ⋅ ML82011671 MLS

Surrounded by natures beauty... on 5.4 acres on a private street yet just 3 miles from Sand Hill Road venture capital centers this home offers complete privacy, organic architecture, and spa-like amenities. Oaks and wildflower-strewn meadows create a serene setting deeply connected to the natural landscape with enchanting walking paths. Inside, warm wood finishes, soaring paneled ceilings, and walls of glass establish a tranquil, Zen-like atmosphere that invites the outdoors in at every turn. The layout unfolds with multiple stone fireplaces, outdoor access from nearly every room, and refined materials that reflect the homes high-end craftsmanship. A spa-inspired primary suite features an all-marble bath with cedar-lined sauna and sliding glass doors to the outdoor spa. The flexible floor plan includes one bedroom with a fireplace, en suite bath, and private entrance making it ideal for guest quarters or a possible family room. There is also a detached studio and a lower-level wine cellar with outside access. Outdoor living is equally well considered with a spacious deck overlooking the natural landscape. This one-of-a-kind property offers a close-in location just minutes to miles of hiking and biking trails, town centers, and access to excellent Portola Valley schools.

19 Preston RD, Woodside

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: from

Sold listing courtesy of Kemper Ray from COMPS

$1,790,000

3 Beds ⋅ 3 Baths ⋅ ML82011144 MLS

Welcome to Five Acre Woods - A Magical Retreat in Woodside! Nestled on 5.6 private acres, this enchanting property offers sweeping Bay views framed by majestic redwoods. Combining seclusion with convenience, its just minutes from Hwy 280 and the town center of Woodside. Originally built in 1915, this 3-bed,3-bath home has been thoughtfully updated for modern living. With approx. 2,300 SF of single floor space, recent upgrades include a new metal roof, fresh paint, & flooring. The open kitchen flows into a great room that leads to a wrap-around deck, perfect for entertaining or enjoying the serene setting. 2 en-suite bedrooms are off the great room, while a 3rd bedroom & bath open directly to the deck. An office/bonus room offers inspiring redwood views, and the lower level features large, partially finished spaces ideal for a workshop, gym, or studio. Outside, explore your own stream, swing, and private trail connecting to the Thornewood Open Space Preserve. The ppty enjoys a mostly fog-free climate, making outdoor living a year-round pleasure. Located just 2 minutes from Four Corners, home to Alices Restaurant, gas station, and Skywood Trading Post -this home is also in the PV Sch Dist. Offering charm, privacy, and potential, this classic Woodside retreat is a rare find.

125 Grandview DR, Woodside

Listed by Lisa Keith, 650-703-8644 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Disen Cai RE Group from KWPEN

$3,005,000

4 Beds ⋅ 3 Baths ⋅ ML82009528 MLS

Western hill views take center stage... at this updated farmhouse on 1.2 acres, just minutes from the heart of Woodside. The multi-level home, set back in complete privacy, is filled with character, featuring gleaming hardwood floors and generous gathering spaces, all with expansive windows oriented to the views. The kitchen and family room combination opens directly to a spacious view-side deck for indoor/outdoor living. There are 4 bedrooms and 2.5 baths, including a main-level primary suite and three bedrooms upstairs. A 3-stall barn connects to fenced pastures, there is ample room for a dog run or chickens, and additional highlights include a charming playhouse and an oversized one-car garage with laundry. Located just 1.5 miles from the town center and with access to acclaimed Woodside Elementary School (K-8), this property celebrates rural tranquility and offers the opportunity to enjoy as-is or thoughtfully renovate for the future.

1207 Godetia DR, Woodside

Listed by Erika Demma, 650-888-6558 from Compass
(If provided) CoList: Deborah Kehrberg from Compass

Sold listing courtesy of The Patty Dwyer Group from APR

$3,935,000

4 Beds ⋅ 3 Baths ⋅ ML82007527 MLS

This light-filled country home in the heart of central Woodside, on just over one acre, is privately positioned at the top of a gentle knoll beyond picturesque equestrian facilities. Inside, every room opens to the outdoors through sliding glass doors with views of surrounding redwoods. Formal living room features fireplace & opens to expansive front terrace, while the adjoining formal dining room connects to the rear grounds. Bright & light kitchen with breakfast bar seating opens to the inviting family room with a charming wood stove &access to the rear patio. Separate bedroom wing is arranged for privacy & guest suite with solarium tub that takes full advantage of the redwood views. Luxurious primary suite has access to both front & rear grounds, extensive customized closet space, plus a spa-inspired marble bath with vanities, jetted tub & shower. Equestrian amenities include a 3-stall barn with tack room & white fenced corral amid sun-swept open grounds and perimeter redwoods. An attached 3-car garage & adjoining large covered workshop complete the offering. Located just 1.5 miles from Woodside town center and with access to acclaimed Woodside School, this is a special opportunity to enjoy the best of country living in a premier location.

3570 Tripp RD, Woodside

Listed by Hugh Cornish, 650-619-6461 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Christina Hengehold from CBR

$2,700,000

3 Beds ⋅ 3 Baths ⋅ ML82003150 MLS

Lakeview Lodge: A Storybook Sanctuary with Iconic Views and a Surprisingly Convenient Location. Every now and then, a property comes along that feels pulled from the pages of a storybook. Lakeview Lodge is one of those rare places, loved and nurtured by its owners for 29 years for the simplest reason: its just that special. Perched above the treetops with sweeping views of Stanfords Jasper Ridge, and originally named for its view of Searsville Lake, this peaceful retreat offers a front-row seat to natures changing beauty. From golden sunrises to dusky twilight, the vistas inspire reflection. Located near the bottom of Old La Honda Rd at Portola Rd, your minutes from Stanford, top schools, commute routes, and dining - seclusion without sacrifice. Nearby Dennis Martin Creek trails offer tranquil walks under the redwoods. The main home features 2BD/2BA, and a private-entry suite below with kitchen, living area, bedroom, and bathideal for guests or a home office. With high-speed internet, you can Zoom by day and stargaze by night. Lakeview Lodge is more than a home, its a soulful escape with a country feel and unbeatable convenience.

171 Old La Honda RD, Woodside

Listed by Kavanaugh Group, 650-850-1046 from Coldwell Banker Realty
(If provided) CoList: Steven Gray from Coldwell Banker Realty

Sold listing courtesy of Alexander Nichols from EXPCA

$4,200,000

4 Beds ⋅ 3 Baths ⋅ ML82000241 MLS

Best Value in Woodside! 3 SUNNY acres- all usable. Spacious and expansive, the classically simple and refreshed one-level home is designed for effortless indoor/outdoor living. Highlights include a dramatic great room, extra-large kitchen, 4 bedrooms, and seamless access to the pool and enchanting outdoor living spaces. Enhancing the appeal is a separate guest cottage or ADU, equestrian facilities with direct trail access to 973-acre Huddart Park, plus access to acclaimed Woodside Schools. 3 sunny acres, all usable and ready for planting/farming and/or horses Spacious, refurbished one-level home with a design for indoor/outdoor living ( approx 3340 square feet) 4 bedrooms and 3 baths; approximately 3,340 square feet Guest cottage or ADU with full kitchen, bath, and large deck( approx 640 square feet) 3-car garage with workshop ( approx 970 square feet) Pool plus expansive entertaining patios and decks ( approx storage rooms 215 sq ft, dressing rm 90 sq ft,) Equestrian facilities with two barns ( approx 1175 and 190 sq ft) riding arena ( approx 50x100), and fully fenced horse pastures Woodside Elementary (K-8) School (total structure approximate square feet 6620)

252 Raymundo DR, Woodside

Listed by Don DeFranco, 415-722-7259 from Compass
(If provided) CoList: from

Sold listing courtesy of Michael Warren from APR

$3,885,000

4 Beds ⋅ 3 Baths ⋅ ML81998758 MLS

Luxuriously remodeled interiors with an open-concept design, and a glorious setting on nearly one-half acre with sweeping western hill views. Elevated above the street, and fully solar-powered, the property is oriented to capture the picturesque views and colorful sunsets and every room opens to the outdoors. The two-story home exudes classic elegance with fine hardwood floors, beamed and paneled vaulted ceilings, and beautiful Carrara marble finishes. The floor plan is open and flowing with a formal living room, family room, spacious dining area, and stunning kitchen all flowing from one to the other. Personal accommodations include 4 bedrooms and 3 baths, highlighted by a main-level primary suite with a private patio and two additional bedrooms. A lower-level bedroom with an adjacent bath is ideal for guests or office use. The attached two-car garage has been converted into a finished recreation room but could easily return to its original use. Expansive grounds wrap around the property with view patios and decks and ample space for play and gardening. Adding the finishing touch is the homes proximity to Woodside town center and award-winning Woodside Elementary School.

643 Woodside WAY, Woodside

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: from

Sold listing courtesy of Helen Miller from APR

$1,250,000

3 Beds ⋅ 3 Baths ⋅ ML81995667 MLS

Tucked among towering redwoods, this enchanting log cabin-style home offers a serene retreat in the heart of Woodside's verdant nature. Spread across two levels, this enchanting property features three bedrooms and 3.5 baths. Skylights bathe the interior with natural light, while rich wood floors and a grand stone fireplace create a warm and inviting ambiance. Step out onto the beautiful deck with forest views, establishing a cozy and private retreat. Comprising 3 parcels (075-092-040, 075-092-050, 075-092-060), this 1+ acre property slopes gently down to a tranquil creek. The great outdoors beckons with multiple usable areas, perfect for relaxation or entertaining. And with numerous open space trailheads accessible off Skyline Boulevard, you'll have plenty of opportunities to explore natures beauty. Conveniently located near Alices Restaurant, its just a 13-minute drive to Highway 280, 20 minutes to Stanford University or the San Mateo coast. Dont forget the excellent Portola Valley Schools. Experience the allure of mountain living with the convenience of Silicon Valley and coastal access just moments away.

139 Redland RD, Woodside

Listed by Francesca Lampert, 650-776-1581 from Coldwell Banker Realty
(If provided) CoList: James Milton from Coldwell Banker Realty

Sold listing courtesy of Bob Johnston from CBR

$4,100,000

4 Beds ⋅ 3 Baths ⋅ ML81994725 MLS

Situated at the end of a quiet cul-de-sac, this exquisite Woodside property has been tastefully renovated and boasts stunning views of the Bay and East Bay hills. With dual oversized primary suites (4 bedrooms, 4 full bathrooms total), this home offers ample space for your growing family or those considering multigenerational living. As you step into the proper foyer, you'll be greeted by warm ambiance and stunning views that continue throughout the entire home. The open-plan kitchen is a chef's delight, featuring high-end appliances, integrated gas range, oversized kitchen island, and a walk-in pantry for all your culinary desires. The spacious great room is perfect for entertaining or spreading out, with its vaulted ceilings and massive windows allowing for an abundance of natural light and stunning Woodside views! Both primary suites have been totally remodeled to perfection, featuring luxurious ensuite bathrooms, large walk-in closets, walk-in showers, and a gorgeous free-standing tub. The 1.6 acres of usable land, provides plenty of private outdoor space to enjoy the beautiful California weather. Just a short distance away, you'll find top-rated schools ensuring an excellent education for your children.

250 Hardwick RD, Woodside

Listed by Brian Brunetti, 831-239-9890 from Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Brian Brunetti from M5044

$1,775,000

3 Beds ⋅ 3 Baths ⋅ ML81993016 MLS

Welcome to 55 Bigtree, a charming retreat nestled among the towering redwoods of Woodside. This historic cabin has been beautifully remodeled and expanded, blending rustic charm with modern comfort. The original structure has been thoughtfully updated with a spacious addition, giving you more room to relax while keeping its timeless character intact. The heart of the home is the stunning great room, featuring soaring ceilings, tons of natural light, and amazing views of the surrounding redwoods. The new kitchen is a dream for any cook, with top-of-the-line appliances, custom cabinetry, and a large center island perfect for meal prep or gathering with friends. Right next to it, the cozy family room is an ideal spot to unwind, with easy access to outdoor living spaces. Step outside and take in the peaceful setting, complete with a partial bay view that adds even more charm to this woodland escape. Sitting on nearly half an acre, theres plenty of space to garden, entertain, or simply soak in the beauty of nature. Plus, you get the benefit of top-rated Portola Valley schools! If youve been looking for a tranquil retreat with modern amenities, this is your chance to call it home. Don't miss out!

55 Big Tree RD, Woodside

Listed by Scott Hayes, 650-245-5044 from Compass
(If provided) CoList: from

Sold listing courtesy of Wayne Rivas from AGNC

$4,410,000

4 Beds ⋅ 3 Baths ⋅ ML81989450 MLS

Beautiful 4 Bedroom 3 Bathroom Home with Attached 3-Car Garage. Formal Entry. Chef's Kitchen with Center Island, Wine Refrigerator, and Stainless Steel Appliances Opens to Dining Area with Skylights and Vaulted Ceilings. Spacious Family Room with Skylights, Vaulted Ceilings, and Fireplace. Primary Suite Retreat Features Double Sinks, Stall Shower, and Walk-in Closet. 4 Bedrooms. 3 Bathrooms. Inside Laundry Room with Storage and Sink. Separate Office. Interior Features Include High Ceilings, Ample Light, and Stunning Design Finishes Throughout. Lovely Landscaped Yard with Sauna and Patio.

185 Harcross RD, Woodside

Listed by Keri Nicholas, 650-533-7373 from Parc Agency Corporation
(If provided) CoList: from

Sold listing courtesy of Julie Hadidi from COMPS

$4,887,500

4 Beds ⋅ 3 Baths ⋅ ML81986602 MLS

Woodside Gem! This expansive one+ acre property is a versatile estate offering endless potential to renovate, re-imagine entirely, or simply move in and enjoy. The property includes a light-filled ranch home with vintage details intact, blending classic appeal with modern upgrades, including fresh interior and exterior paint throughout. The main residence offers 4 spacious bedrooms and 3 and half bathrooms, formal dining, separate living room and kitchen / family combo providing ample space for family and guests. Additionally, a 1-bedroom, 1-bath ADU, complete with a full kitchen, is ideal for guest stays or rental opportunities. The vast grounds feature multiple outdoor zones, including a separately fenced pool and plenty of open space to accommodate equestrian use or future enhancements. Located within the acclaimed Woodside Elementary School district, this rare property captures the essence of rural tranquility with suburban convenience. Just minutes from the town center and school.

155 Ravine DR, Woodside

Listed by Christienne Hadley, 650-533-3766 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Bharath "Kumar" Talluri from NTERO

$4,250,000

4 Beds ⋅ 3 Baths ⋅ ML81980525 MLS ⋅ Woodside Hills BLDG.

Discover a Rare Gem in the Heart of Silicon Valley! This expansive 1-Acre Property with Breathtaking Bay Views offers a blend of potential and elegance, perfect for those ready to make it their own. 1-Acre Level, all-usable land provides endless possibilities for expansion, gardening, or creating your dream outdoor space. High Vaulted ceilings allow one to enjoy the grandeur of open, airy spaces in the family and living rooms, designed to enhance light and create a welcoming ambiance. Fabulous bay views of the bay from your own home is a daily reminder of the beauty and tranquility surrounding you. Dive into relaxation with a lovely, well-kept pool, perfect for enjoying sunny days or hosting outdoor gatherings. Seize the opportunity to customize and update the bathrooms and kitchen to your dream. Spacious and Functional 4 Bedrooms provide ample space for family, guests, or a home office. Enjoy a well-thought-out floor plan that balances comfort and practicality. Located in the heart of Silicon Valley, you're just minutes away from top tech companies, renowned schools, and vibrant local amenities. This property is a rare find and a fantastic canvas for your vision. Imagine the possibilities!

235 Crest RD, Woodside

Listed by Brenda Kim, 650-242-2220 from BEK Realty
(If provided) CoList: from

Sold listing courtesy of Joe N. Pollifrone from SGP

$4,270,000

4 Beds ⋅ 3 Baths ⋅ ML81980870 MLS

Located on one of Woodside Hills most sought after streets is this immaculate and well maintained single level home custom built for the original owners in 1969...in perfect harmony with its natural environment. Affording incredible privacy and spectacular, Top of the Hill, Panoramic Bay Views, this residence boasts an all usable .97 acre lot with sweeping lawns, an expansive terrace and resort style outdoor living...perfect for grand entertaining! Enjoy the home now or remodel/expand this property in this exceptional location! 4 Bedrooms including the Primary suite. Gracious Formal Living Room and Dining Room all facing the incredible Bay Views. Updated Kitchen with gas stove top, large pantry and breakfast area. Inviting Family Room adjacent to the Kitchen with built-in shelving, storage cabinetry and sliding door access to the rear terrace. Separate wood paneled Den with bookshelves. Perfectly positioned Sparkling Pool. Mature orchard with Apple, Lemon, Plum, Apricot and Orange trees. Newer Front Landscaping with circular driveway and plenty of guest parking. Morning and Afternoon sun all day...lots of natural light inside the home! Attached, two car garage with storage cabinetry. A prime Woodside Hills address with close proximity to Woodside Plaza & Stanford Shopping Center

180 CREST RD, Woodside

Listed by Anthony Galli, 650-219-0495 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of John Nguyen from CJP

$1,757,500

4 Beds ⋅ 3 Baths ⋅ ML81979968 MLS

Nestled in a serene redwood grove in the hills above Woodside, this 4-bedroom, 2.5-bath home offers a tranquil retreat with modern convenience. Set on a spacious mostly level 1/2-acre, this property blends the beauty of nature with sophisticated living. The open concept living area features vaulted ceilings, large windows, & a cozy fireplace, filling the space with natural light and framing breathtaking views of the towering redwoods. The kitchen boasts stainless steel appliances with granite countertops. The primary suite offers a private sanctuary with two story cathedral windows looking out onto the private back yard. Adjacent to it is an enclosed downstairs porch with a built-in hot tub with 3 additional bedrooms providing ample space for guests, or a home office. Outside, the half-acre lot offers endless opportunities for relaxation & recreation, with pathways, fruit trees a garden area and plenty of space to create your vision. Located just a short drive from the city, this home provides the perfect balance of seclusion and convenience, offering a unique lifestyle for those who value nature and privacy without sacrificing proximity to urban amenities. A rare find in the Bay Area, this home invites you to experience the perfect blend of rustic charm and modern luxury.

8 Big Tree WAY, Woodside

Listed by Brian Dakin, 650-483-5760 from Compass
(If provided) CoList: from

Sold listing courtesy of Norman Fung from COMP

$1,500,000

4 Beds ⋅ 3 Baths ⋅ ML81977467 MLS

PRICE DROP! Discover this charming home built with love and designed to stand out. This unique 'round house' offers soaring open-beam wood ceilings and panoramic views of the stunning nature that envelops it. Built in 1978 and ready for you to renovate, or take advantage of the 1.6-acre lot and build your dream home. (Permits would be SMC, not City of Woodside.) Key features... Spacious Living: 2400 sq ft of living space with 4 bedrooms downstairs and 1 den/study/bedroom on the main level, providing ample room for family & guests. Outdoor Oasis: Wrap-around decks allow you to fully embrace the beauty of the surrounding landscape. This property also backs up to open space & Wunderlich Park, perfect for hiking enthusiasts. Expansive Lot: 1.6 acres adorned with a variety of beautiful trees, providing a harmonious balance of sun and shade. Prime Location: Located on a developed street with beautiful homes, you're just 5 minutes from the iconic Alice's Restaurant, local wineries & other attractions. Don't miss the opportunity to own this one-of-a-kind home in a desirable community! Take advantage of the price reduction and make this unique property yours today! (Note: Some images are digitally enhanced, with virtual staging to show furniture configurations. 3 bedrooms on record.)

76 Morse LN, Woodside

Listed by Stephanie Sills, 650-678-5707 from Compass
(If provided) CoList: Mark Palermo from Compass

Sold listing courtesy of Bryan Duong from RDFIN

$2,520,000

3 Beds ⋅ 3 Baths ⋅ ML81977802 MLS

Stylish retreat nestled on 1.35 acres in the serene Kings Mountain neighborhood of Woodside boasts an idyllic setting surrounded by natural beauty and a convenient location near myriad amenities such as open space trails, acclaimed restaurants & the top-rated Kings Mountain Elementary School. Picture windows and an expansive deck offer breathtaking views of the mountains, valleys, redwoods & Pacific Ocean, while multiple outdoor seating areas and a custom-built pergola are poised for soaking in the enchanting panoply of native plants, trees & colorful blooms. Impeccably renovated with high quality craftsmanship evident throughout, the two-story design features 3 bedrms & 2.5 baths, including a private primary suite with beautifully remodeled spa-like bath. Highlights include an updated open-concept kitchen w/new quartz counter tops & designer light fixtures, view-facing dining room, living room with dramatic stucco-clad fireplace, family room w/direct access to the mostly level backyard, and a charming artist studio/office. High ceilings, multiple skylights, newly refinished oak flooring, brand new siding and a newer roof are just a few of the attributes that make this home so appealing. Within a short drive to Half Moon Bay & downtown Woodside, plus easy access to Hwy 92 & 280.

108 Ware RD, Woodside

Listed by Deborah Elowson, 650-867-2217 from Compass
(If provided) CoList: from

Sold listing courtesy of Glen Mitchell Group from KWPEN

$2,500,000

4 Beds ⋅ 3 Baths ⋅ ML81975433 MLS

This spacious ranch home offers exceptional living on a beautiful lot with a gentle slope and a serene koi pond with a waterfall. The two-car garage, located at the back, has potential for conversion into an ADU. The home features four bedrooms, with one closet converted into an office and another into a hobby room. Nearly every room has outdoor access, enhancing indoor-outdoor living. The master bedroom includes a skylight and private garden access, with a master bath featuring double sinks, a jetted tub, a garden view, and a steam shower. Two additional bathrooms have convenient stall showers. Hardwood floors add elegance, while new carpeting in the living and dining rooms adds coziness. The large kitchen and family area, with two full-size refrigerators and a wine refrigerator, offers ample space for cooking and entertaining, with easy access to the side patio, front, and garage. Situated on a quiet cul-de-sac, just half a mile north of the 84 & Skyline intersection, this home combines comfort and nature, providing a peaceful and private environment. This is in a micro climate called the Banana Belt. (good weather)

25 Morse LN, Woodside

Listed by Nancy Palmer, 650-492-0200 from The Agency
(If provided) CoList: from

Sold listing courtesy of Rita Tang from YT62N

$3,478,000

4 Beds ⋅ 3 Baths ⋅ ML81969487 MLS

Located in the highly desirable Woodside Heights on a vast 41,000 sq ft lot! Featuring an open concept floor plan, soaring ceilings and an abundance of natural light this 4 bedroom, 3 bathroom, 2,990 sq ft villa sets the stage for gracious living and entertaining! Formal living room, fireplace and custom cabinets with access to the beautiful stone terrace. The large kitchen with dining bar opens to an inviting family room and adjacent spacious dining room. Paces away you have a separate laundry room, perfectly placed space for a home gym and beautiful wine cellar. Rounding out this level is a wonderful library/office and full bathroom. Just upstairs you have a private and spacious primary suite retreat with walk-in closet and spa-like bath! Down the hall, three additional bedrooms share a full hall bathroom. Relax or entertain outside in the elaborate yard with lush mature, landscaping boasting sweeping views and several seating areas. Located just minutes to Town Center, great schools and streamlined commute routes!

880 High RD, Woodside

Listed by John Shroyer, 650-787-2121 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Cynthia Kodweis from APR

$5,875,000

5 Beds ⋅ 3 Baths ⋅ ML81966535 MLS

Contemporary luxury with breathtaking San Francisco Bay views in Central Woodside. Extensively renovated open concept design on two levels, including modern kitchen, white oak floors, new metal roof, and designer baths. Tesla solar power, 5 battery backups, EV charging, and synthetic lawn. Every room opens to a deck for Bay or western hill views or just the natural beauty of the surrounding grounds. Elevated and private pool plus meditation/yoga area with sweeping views. Separately fenced farm with large barn and space for animals or garden. Direct access to hiking and equestrian trails at Wunderlich County Park. Excellent Woodside Elementary School (K-8). Recent upgrades over 500K of improvements including new standing seam metal roof, solar system & storage, HVAC systems, structural upgrades, plumbing, home A/V systems. Every detail updated and ready to be enjoyed!

15 Oakhill DR, Woodside

Listed by Scott Dancer, 650-888-8199 from Compass
(If provided) CoList: from

Sold listing courtesy of Rachel Zhang from COMPS

$1,688,000

2 Beds ⋅ 3 Baths ⋅ ML81966261 MLS

Experience country living just 30 minutes from the heart of Silicon Valley. Nestled in California's majestic Redwood Forest, this horse-zoned property blends natural beauty and equestrian potential. Set on a 2-acre lot with a HUGE open grass field, this home offers ample space for just about every lifestyle. Surrounded by lush greenery and open skies, it's a perfect retreat for those seeking a serene, private lifestyle. The expansive grounds provide endless possibilities for gardening, recreation, or creating your own outdoor oasis. Despite its secluded feel, youre close to top-rated schools and the 280 freeway, ensuring easy access to everything you need. The property is fenced, gated, and obscured by trees. The well-designed home features a fully equipped kitchen, spacious living room, high ceilings, and a welcoming family room, ideal for daily living and entertaining. Inside, cozy bedrooms offer a perfect haven after a long day. Tall windows and glass doors flood the floor plan with natural light. A bonus room under the house is perfect as a gym, recreation room, or playroom. Outside, a huge patio and wraparound deck overlook the expansive lot. Come live the life you deserve in this peaceful retreat.

161 Ware RD, Woodside

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Michael Pierce from PPGRP

$2,400,000

3 Beds ⋅ 3 Baths ⋅ ML81964411 MLS

Contemporary with clean lines and total privacy, secluded in the redwoods on 5.6 acres just off Skyline with midway convenience to either Highway 92 or Woodside Road. Absolute privacy and most recently used as a professional recording studio. 3 beds plus an office or reading room with flexible use. Living room open to adjacent step up dining room just off the formal entry. Spacious kitchen with gas cooktop in the island, a large oven with microwave above, side by side refrigerator/freezer and nearby laundry room. The kitchen, informal dining, and family room are open to walls of glass overlooking the forest with access to the patio deck. Large primary suite with custom closet system and modern sleek bathroom. Significant backup generator in the event of power outages. Acclaimed Woodside Elementary School. Miles of hiking trails all around.

4 Blue Jay WAY, Woodside

Listed by Scott Dancer, 650-888-8199 from Compass
(If provided) CoList: from

Sold listing courtesy of Russell Vavuris from TODAY

$2,915,000

4 Beds ⋅ 3 Baths ⋅ ML81960256 MLS

Expanded by home owner to 2,479sq feet. This beautiful mission style, four bedroom smart home was built for both luxurious entertainment and family fun. From the imported knotty alder doors to the 50 speaker home entertainment system, attention has been given to each detail. A residence door separates the front house from the bedrooms for privacy. Enter through the double door to an open kitchen and dining which area leads into a sitting room and large office. The full guest bath features an exquisite Orinoco granite slab shower while the living room centers around the gorgeous wood burning fireplace. Behind the residence door are three bedrooms, two baths, a nursery/multi-use room and a dog run. The master bath boasts exotic Tanzanian Onyx stone slabs and an oversized Moen spa shower. The kids' bath has Alaskan white granite and an extra long jet tub. Nestled up against the Santa Cruz mountains just above Silicon Valley, with easy access to San Francisco, San Jose and Palo Alto, Woodside boasts California's top elementary school with 11 students per teacher.

4 Palm Circle RD, Woodside

Listed by Mariana Pappalardo, 650-670-7888 from Compass
(If provided) CoList: from

Sold listing courtesy of Lihong Zhong from GNVR

$2,150,000

3 Beds ⋅ 3 Baths ⋅ ML81956788 MLS

THIS INCREDIBLE WOODSIDE SANCTUARY is dripping with the best kind of character inside and out! It's private and peaceful, yet cool and creative at the same time. From the lush gardens and multiple outdoor entertainment spaces to the wide plank pine floors, spiral staircase, amazing full glass sun/rain room, and secret wooded wine room - this property offers its owner a full range of unique environments to enjoy. The pristine condition of the property displays the clear pride of ownership and attention to detail by the current owners of 14 years. The amazing outdoor art and the countless distinctive features shine a bright light on the spirit and personality of the property. One of the key benefits that shant be overlooked is how the intimate Blakewood Neighborhood Community interacts with and watches out for one another - a truly eclectic and fun group. Tour this amazing property as soon as its available - she's a one-of-a-kind natures paradise not to be missed!

308 Blakewood WAY, Woodside

Listed by Scott C. Poncetta, 408-757-1007 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Trinette Rohrbach from APR

$2,775,000

4 Beds ⋅ 3 Baths ⋅ ML81956847 MLS

Upgraded Compound on the Skyline Corridor. This incredible property rests above the fog line. Multiple rooms and its broad deck boast glorious sunsets and breathtaking views of the valley, coast and great Pacific. The updated single story home has four bedrooms and 2 ½ bathrooms. Its massive kitchen/great room takes advantage of the view with a bank of tall windows and a long comfortable window seat. Several rooms open to a spacious deck that seamlessly promotes a true indoor/outdoor lifestyle. Work efficiently indoors or out in an office with deck access, two work stations and built-in cabinets. Find your inner child or green thumb within a plethora of creatively planned outdoor spaces (treefort, zip-line, bocce, chess to name a few). Reach miles of Open Space trails within steps of your front door, or soak in the tranquility of your own private acre amongst majestic Redwoods and mature natural landscape. Appreciate its quiet serenity, or easily entertain a large gathering.Situate a guest or family member in the ADU, or enjoy the income stream.Drive a mere ten minutes to reach 280. Walk two minutes to Purisima Creek trails--hike in the morning; mountain bike in the afternoon! Realize your dream at this truly remarkable, one of a kind property in the coveted Skyline community.

13060 Skyline BLVD, Woodside

Listed by Chad Krakow, 650-222-7090 from Krakow Company
(If provided) CoList: from

Sold listing courtesy of Suzanne Bakhtiari from RDFIN

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