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$699,000
2 Beds 1 Baths ML82018470 MLS Kings Mountain Association BLDG.
Tucked along Skyline Boulevard, this 2-bedroom, 1-bath Woodside condo with its own private one car garage and laundry offers a lifestyle thats becoming increasingly hard to find: quiet, privacy, and nature; without giving up proximity to Silicon Valley and the Peninsula. Only 10-15 minutes to hwy 280 and set among towering redwoods, open sky, an ocean view and steps away from trails. This home features a spacious, light-filled layout with comfortable living areas that feel both grounded and welcoming. Whether youre starting your morning surrounded by nature or coming home after a long day below the hill, this property delivers a sense of retreat that most condos simply cant. This is Woodside living at an attainable level; ideal for a first-time buyer, down-sizer, or anyone craving a peaceful escape with real long-term value. Inventory in this area is limited, and opportunities like this dont come along often. If youve been waiting for the right way into Woodside; this is it.

14826 Skyline BLVD 3, Woodside

Listed by Stephanie Nash, 650-995-3820 from Compass
(If provided) CoList: from

$2,037,000
4 Beds 2 Baths ML82008982 MLS
Perched on a peaceful mountain with breathtaking views of the Pacific Ocean, this updated 4-bedroom, 2-bath home offers the perfect blend of privacy and convenience. Just minutes from Half Moon Bay and San Mateo, this gated property is tucked within the cozy Kings Mountain community and designed for flexible living. With two spacious living rooms, two kitchens, and a bonus room, the home has excellent potential for separate living spaces; ideal for multigenerational living or guest quarters. The main kitchen features sleek Bosch appliances and modern finishes, while large windows throughout the primary living space capture breathtaking ocean vistas. Enjoy outdoor entertaining and evening sunsets on the deck, soak in the hot tub under the stars, and embrace the quiet, coastal mountain lifestyle. Whether you're looking for a serene full-time residence or a versatile retreat with income potential, this home offers comfort, flexibility, and unmatched views in a truly special setting. Just steps from Purisima Creek Redwoods Open Space Preserve and minutes to local favorites like The Mountain House and Alice's Restaurant, this home offers nature, charm, and versatility in one stunning package.

12960 Skyline BLVD, Woodside

Listed by David Skokan, 650-200-7420 from RE/MAX Gold Redwood Shores.
(If provided) CoList: from

Sold listing courtesy of Emily Baratzadeh from CBR

$1,768,000
4 Beds 2 Baths ML81989321 MLS
Imagine a tranquil sanctuary highlighted by the splendor of nature, perfect for hosting gatherings in a lovely outdoor setting. This 4 BD & 2 BA home integrates indoor & outdoor living, boasting generous decks that overlook majestic redwood treeslocated just 20 minutes from Stanford! The living room & kitchen have vaulted ceilings & large picture windows throughout. The kitchen is equipped with premium SST appliances and custom cabinetry. Throughout the home, neutral tones & designer touches create a timeless and tranquil ambiance. The master bedroom serves as a private sanctuary, offering lush mountain views through oversized windows. Each additional bedroom also features large windows, providing peaceful views of the surrounding forest. Enjoy a built-in BBQ station, a private hot tub, and plenty of space for dining and loungingideal for soaking under the stars or enjoying quiet moments in nature's embrace. Conveniently located near Alice's Restaurant, local trails, and parks, midway between SF and San Jose, in the heart of Peninsula. Ormondale TK-3, Corte Madera 4-8, Woodside High School (buyer to verify all schools). This home is truly a Woodside gem!

13499 La Honda RD, Woodside

Listed by Wen Guo RE Group, 650-867-1128 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Paul Sabbagh from ZHB2X

$1,924,911
3 Beds 2 Baths ML82002229 MLS
Welcome to this charming updated 3-bedroom, 2-bathroom home located in the beautiful city of Woodside. This inviting residence sits on a spacious 15,400 sq ft lot, offering plenty of room to enjoy the outdoors. Inside, the well-appointed updated kitchen features modern amenities including a gas cooktop, dishwasher, microwave, oven range, and refrigerator, making meal preparation a breeze. The dining area, conveniently situated in the living room, creates a cozy atmosphere perfect for entertaining. Updated ADU with additional 3rd bathroom separate entrance. Large barn-like 2 car garage with extra room for storage workshop/office or more. This home is located within the Woodside Elementary School District. Lush and serene grounds with quiet and privacy inside this beautifully done home. Easy access to HWY 280 and downtown Woodside, close proximity to the Filoli Historic House and Garden. Don't miss the opportunity to make this lovely Woodside home your own. Large price reduction..Motivated Sellers!

789 Canada RD, Woodside

Listed by Tammy T-Cole, 650-683-0426 from Compass
(If provided) CoList: from

Sold listing courtesy of Sharad Gupta from LY55V

$1,935,000
3 Beds 2 Baths ML81998176 MLS
Secluded retreat in the redwoods on 6.1 acres just off Skyline with midway convenience to either Highway 92 or Woodside Road. Absolute privacy and perfect for a main residence or second home for weekend retreats. Gorgeous hardwood floors, dramatic great room with angular wall of windows, sliding glass doors to front and rear decks, and freestanding wood stove. Numerous skylights throughout. Well-equipped kitchen with adjoining flexible use room for wine, small office, or storage. Two main-level bedrooms, one with direct access to a dual-entry bath plus upstairs primary suite with loft-style bedroom and large bath with oversized tiled shower for 2. Additional finished room with outside access offers flexible space for office, fitness, or studio. Separate laundry area, detached 3-car garage, plus storage shed. Acclaimed Woodside Elementary School. Miles of hiking/biking trails all around.

101 Laughing Cow RD, Woodside

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

Sold listing courtesy of Scott Dancer 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

$1,263,688
3 Beds 2 Baths ML81995213 MLS
Located just steps from the famous Alices Restaurant, this charming cabin is a true retreat set amongst majestic redwoods on over half an acre. Offering a flexible floor plan with three bedrooms, two bathrooms, a very spacious living/dining room combination, and a kitchen with updated appliances. Walls and floors of rich wood carry throughout the home and are highlighted by expansive windows and high ceilings. The living room features a focal-point stone fireplace and sits beneath vaulted ceilings with handsome wood trusses. The dining room sits adjacent to the living room for easy entertaining with access to the deck. The kitchen is placed in the heart of the home with a center island topped in butcher block, tile countertops, a wood-burning stove, and a casual dining area. The primary bedroom has a wall of built-in storage plus two large closets, a sky-lit en suite bath with abundant storage, and sliding glass doors to the deck and spa. The secondary bedroom has a large skylight, a convenient sink, and a lofted area for even more living space. Outside, a vast deck surrounded by a majestic grove of redwoods has plenty of space to relax, and wraps around to a sunken spa off the primary bedroom. A cozy sanctuary, just a few miles away from the hustle and bustle of Silicon Valley.

227 Blakewood WAY, Woodside

Listed by Allison Howard-Smith, 650-334-5664 from Intero Real Estate Services
(If provided) CoList: Troyer Group from Intero Real Estate Services

Sold listing courtesy of Monica Newman from NTERO

$15,750,000
6 Beds 7 Baths ML81992668 MLS
Completely Renovated inside and out! This architectural Jewel with Dazzling Views! Originally imagined by the visionary architect Gardner Dailey in 1934, this exceptional estate is a testament to his architectural brilliance updated with a complete comprehensive renovation. The classic style of a country manor is presented, creating a visual symphony from the slate tile roof to the leaded glass windows and exceptional gardens. The views offered are nothing short of dazzling, encompassing verdant views of the bordering Menlo Country Club golf course, the sweeping panorama of San Francisco Bay, and the majestic silhouette of the East Bay hills. Set within a gated sanctuary of 1.5 acres, the home is adjacent to a 2.8 acre lot available for separate acquisition, enhancing the promise of exclusivity or with potential for further development. The palatial home spans more than 10,000 square feet of grace and sophistication. The journey into the home begins with a unique entrance a pedestrian gate beyond the gated driveway opens into a vast front courtyard with a magnificent heritage oak tree, lawns and patios, and pool, creating an enchanting space for grand celebrations or private relaxation. This is a once-in-a-lifetime property! Gorgeous Gardner Daley Home.

961 High RD, Woodside

Listed by Erika Demma, 650-704-7928 from Compass
(If provided) CoList: The Dreyfus Group from Golden Gate Sotheby's International Realty

Sold listing courtesy of Steve Lessard from APR

$1,335,000
3 Beds 2 Baths ML81991484 MLS
Mountain Retreat with Valley Views, Ultimate Privacy, and Open-Concept Living! This 3-bedroom, 2-bath home offers the best of both worldsclose enough for a quick Silicon Valley commute, yet it feels like a secluded mountain escape. The open-concept design connects the kitchen, dining, and living spaces, creating an airy flow perfect for relaxing and entertaining. Enjoy stunning valley views from the kitchen, living room, upstairs bedroom, and spacious decks. The largest bedroom, with a private entrance, offers ADU potentialideal for a guest suite, rental, or a teens private space.The sun-drenched backyard features mature oaks, fruit trees, berry bushes, a greenhouse, and irrigated planting beds. The front yard, with a redwood ring and native plants, enhances the peaceful retreat feel. Inside, the home boasts updated bathrooms, wood floors upstairs, and heated tiles in the downstairs bedroom and bath. Skylights and double-pane windows fill the home with light, while fresh paint and newer decks make it move-in ready. Walking distance to Skywood Trading Post and Alices Restaurant, this home has a small-town vibe. With top-rated Portola Valley schools and nearby trails, and only 25 minutes from the beach, its a perfect blend of nature and convenience.

12 Skylonda DR, Woodside

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

Sold listing courtesy of Kelsey Takaha from COMPS

$950,000
ML81989854 MLS
THIS 21 ACRE COUNTRY ESTATE IS AN OASIS OF CALM PARADISE SET IN A PARK OF OAK, FIR & REDWOODS IN UNINCORPORATED SM COUNTY; AN EXPANSIVE FEELING OF TOP OF THE WORLD OVERLOOKING SOOTHING GREEN VISTAS IN THE ULTIMATE FAIRYTALE SETTING; A RARE OPPORTUNITY TO BUILD ON THE LARGEST & LAST REMAINING BUILDABLE LOT ON ALLEN RD BUILD A MOUNTAINTOP CASTLE ON EXPANSIVE GROUNDS W/TOTAL PRIVACY & SECLUSION IN AN ENVIRONMENT WHOSE NATURAL BEAUTY IS UNDUPLICATED; THE SILICON VALLEY VIEWS ARE CENTER STAGE & TAKE YOUR BREATH AWAY IN THIS SHANGRI-LA SPOT; DRAMATIC ROCK FORMATIONS ON THIS PRISTINE WOODLAND PICTURE POSTCARD SETTING OF ALMOST ALL USABLE LAND; THERE ARE MANY POSSIBLE BUILDING SITES AT THIS HEAVEN-ON-EARTH PROPERTY OF A LIFETIME W/SPECTACULAR SUNRISES & MOONRISES; WOODSIDE IS THE AREAS MOST DESIRABLE LOCATION; THE PARCEL IS SITUATED ON A SECLUDED COUNTRY RD SET AMONG BEAUTIFUL RUSTIC HIGH END HOMES; THE PARCEL IS IN THE MOST ACCESSIBLE PART OF SKYLINE; CLOSE TO WOODSIDE RD & CA-92 STEP BACK IN TIME TO A SIMPLER WAY OF LIVING WHEN YOU KNOW YOUR NEIGHBORS & HAD A HEALTHY RESPECT FOR PRIVACY & UNSPOILED ENVIRONMENT; HIKING TRAILS & NATURE WALKS ARE CLOSE BY; THE CURRENT FOREST TIMBERLAND PRESERVE ZONING(TPZ) STIPULATES CURRENT PROPERTY TAXES OF $209/YR UNTIL A RESIDENCE IS BUILT & COMPLETED

0 Allen, Woodside

Listed by Deborah Chelini, 650-868-9700 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Janis F. Grube from JANIS

$2,950,000
4 Beds 4 Baths ML81989328 MLS
ARCHITECTURAL DIGEST MODERN OF ULTIMATE VIEWS! EXCLUSIVE GATED COMMUNITY, WOODSIDE SCHOOLS, HEART OF SILICON VALLEY LIFESTYLE! Bespoke architecturally singificant modern overlooking the Bay. Private natural wonderland with the Peninsula's best Bay vistas. Custom designed in 1991 by celebrated architect Paul Gilger, it's no wonder this home takes on cinematic qualities: around the same time Gilger was crafting this modern opus, he was masterminding the film studio of George Lucas, the legendary Industrial Light and Magic in San Rafael. *3 bed/3 ba in main house + ADU with bed area, office area, kitchen & full bath. *Lower level of main home makes a Zen Office, Lounge, or Family Room * Bold Open Concept * Unobstructed water views * Extensive new landscaping of handpicked native plants and organic design *2-story staircase nearly 30 feet high as work of art * Indoor/Outdoor w/ view dining decks and flat pad to rear * Immersive privacy beyond circular motor court * Tons of Sunlight * New Fountain Courtyard * Backup Generator, Tesla Charger in huge 3-car garage *Architecturally significant bespoke caliber, served by two gates: one at Central Woodside's Bear Gulch/Woodside Road, and upper gate at Skyline, not far from Mountain House Restaurant and easy Highway 92 connection

33 Bear Glen DR, Woodside

Listed by Geoffrey Nelson, 650-455-3735 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Kavanaugh Group from CBR

$685,000
3 Beds 2 Baths ML81987587 MLS
Price Improvement! Bring your vision, contractor and agent and make us an offer! Picture yourself, immersed in nature, living amongst the redwoods and fruit trees in your own fully fenced, secluded compound. Hidden from the road allowing you the ultimate in privacy. Enjoy the fragrance of fresh air and the Coastal breeze. Sink into soulful bliss and surround yourself in the beauty of nature while enjoying your morning beverage or your telecommute on the sun filled deck. The large great room with stone fireplace is the perfect space to entertain, an additional fireplace in the primary bedroom. Bonus room downstairs. No freeways here, far enough away from the hustle and bustle of the Silicon Valley, yet a short drive to Highways 92 and 280. With a little TLC, this lovely, private and secluded, quiet home would transform into a true gem. Sitting on over a half an acre, this is a real opportunity for the buyer who wants to keep the history and nostalgia of the area while creating a beautiful sanctuary to call their own. Live here or make this your vacation home away from home, moderate drive from the East Bay or San Francisco. Forget Tahoe, live Woodside!

200 Star Hill RD, Woodside

Listed by Linda Crose-Andersen, 650-417-1545 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jazmine Ransom from REEXPERTS

$1,450,000
3 Beds 2 Baths ML81984955 MLS
Abundant skylights throughout this charming woodsy cabin fill the home with sunlight and create a peaceful, inviting retreat just moments away from the bustle of Silicon Valley. The newly remodeled kitchen offers crisp white counters, cabinets, and a contemporary tile backsplash plus a mudroom laundry area with updated appliances. There are natural hardwood floors and vaulted ceilings in the living room, kitchen, and bedrooms. A large bedroom, full bathroom, kitchenette, and family room on the lower level could be used as a guest suite or ADU with separate entrance. Upgrades include new electrical panel, AC, back-up generator, cast iron wood stoves, and outdoor pizza oven. Multiple fruit trees, a small meadow, and a seasonal creek grace the backyard and are lightly shaded by elegant redwood trees. This one-of-a-kind home is served by Portola Valley's highly acclaimed elementary and middle schools, and is a short stroll to Alices Restaurant, Four Corners, and stunning trails for hiking or biking. Come see all that 223 Blakewood has to offer!

223 Blakewood WAY, Woodside

Listed by Carrie Davis, 650-269-4768 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP

$10,500,000
4 Beds 4 Baths ML81984920 MLS
Welcome to Woodside Big View Ranch! This legacy 162+ acre ranch has been in the same family for nearly a century - can now be yours. The large country home has a barn, workshop, lake for swimming and fishing and an unofficial,but well used air strip. The house is appx 4230 sq ft with amazing western views of the ocean.Built in 1983 by the patriarch of the family, it features 4 bedrooms 3 full and 1 half baths. A large, casual kitchen has views of the gardens and a spacious area for a big table. The formal dining room has paneled walls and looks out the back to the lake area and gardens. The living room is huge and takes a minute to believe that this beautiful of a setting is possible. You can feel the memories, the music and the possibilities for entertaining.There is a magnificent center veranda which has clear views of the lake and air strip. It is a remarkable view. There library that also can be used as a bedroom, with access to a full bathroom. Unfinished basement with laundry that has exterior access. One of the best fishing spots in all of Woodside, is the lake on this property. It is also a great swimming lake with a quaint deck for relaxing. Exuding personality and joy, this ranch is right out of an old Western movie - minutes to Sand Hill/Stanford. Williamson Act.

19600 Skyline BLVD, Woodside

Listed by Debora Smith, 650-580-8286 from Sotheby's Intl Rlty
(If provided) CoList: Dana Cappiello from Sotheby's Intl Rlty

Sold listing courtesy of RECIP from RCIP

$275,000
ML81983061 MLS
Priced to sell! This expansive 4.59-acre lot, zoned for Resource Management, offers endless possibilities for residential, agricultural, and accessory uses. Ideal for those looking to create a quiet retreat or build their dream home. The property offers ample space for agricultural projects, nurseries, livestock, grazing, kennels, catteries, and much more! Enjoy the charm of country living while being close to essential amenities. Surrounded by expansive estates and bordered by open space, this lot features paved road access and a serene atmosphere, providing the perfect blend of seclusion and accessibility. Conveniently located near Skyline, 20 minutes from Hwy 280, and less than 2 miles from Thomas Fogarty Winery. Buyer to verify all details and buildability with the San Mateo County Building and Planning Department. Topographic Survey is available. Don't miss this rare opportunity to shape your vision in a picturesque setting! Photo renderings showcased for inspiration.

0 Heacox, Woodside

Listed by Miriam Cruz, 408-644-4295 from eXp Realty of Northern California, Inc.
(If provided) CoList: from

Sold listing courtesy of Michael Warren from APR

$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

$3,150,000
4 Beds 4 Baths ML81978201 MLS
Chic & Luxurious Retreat with Ocean Views. offering an unparalleled living experience, high-end luxury throughout, just 20 minutes to Woodside Village. Set on more than 8.2 acres with vast level areas, the entire home was extensively remodeled just 12 years ago and features a grand entrance via a long cobblestone-lined driveway. The open and flowing interiors showcase oak hardwood floors and a blend of modern / rustic design elements, including vaulted wood-paneled ceilings, paneled walls in some rooms, and contemporary designer light fixtures. Every room overlooks the ocean, accessing decks on each level lined in clear glass for unobstructed views. The home includes 4 spacious bedrooms, with the primary suite on the upper level and a second primary suite plus two additional bedrooms on the lower level revolving around a central lounge. Outside offers expansive decks, an ocean-view spa plus a regulation sand volleyball court for added relaxation and recreation. Nearby are miles of hiking and biking trails at Open Space Preserves plus acclaimed restaurants, such as Alices and Mountain House with a Michelin-star chef, along with a convenience market, deli, and gas station, all enhancing the lifestyle at this luxurious coastal-view retreat.

240 Allen RD, Woodside

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

Sold listing courtesy of Ian Batra from TRJRE

$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

$1,801,000
3 Beds 2 Baths ML81970530 MLS
This private and serene home sits on almost one acre with dramatic views. Approximately 1913 square feet, the single level open floor plan is bright and flowing with vaulted ceilings, hardwood floors and large windows looking to the stunning natural views across the canyon. Living and dining areas open to private decks and yard. Beautifully remodeled and expanded in 2011 with permit, the house has 2 bedrooms and 2 bathrooms with large office also used as a bedroom and an additional office/den. High-end and very functional cabinetry and built-ins. Walk-in pantry and loads of storage. The garage has been converted to workshop/storage. Located in the sought after Skylonda neighborhood and served by the Woodside and Portola Valley Schools it is an easy commute to the heart of the Peninsula.

160 Chapman RD, Woodside

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

Sold listing courtesy of Wayne Rivas from AGNC

$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

$2,125,000
3 Beds 2 Baths ML81968736 MLS
Relax and restore yourself at this charming one-of-a-kind updated log-cabin retreat that sits on over an acre of Woodside redwoods and still gets plenty of sun! Built in 1934, this location for decades has held weddings, outdoor concerts, retreats & family gatherings. It also has a trail that leads into the 6100+ acre La Honda Creek Open Space Preserve. You can walk over to Alice's Restaurant and enjoy some local musicians or enjoy a relaxing evening on the 4 deck areas attached to the main house and feel 'away from it all'. The property is a 2-story, 3-bedroom, 2-bath craftsman cabin home that opens to the great room with ample seating and a stove fireplace. The upstairs has both the vaulted master bedroom as well as an ample 2nd bedroom that accommodates two queen beds comfortably. The new extension has the dining area, and a vaulted updated kitchen with all amenities and giant windows that will leave you staring out at the redwoods right in front of you. Downstairs has been updated and has a second full bathroom, a very large family room and the 3rd bedroom, with double doors that open up onto its own private patio area. There is an abundance of outdoor seating and eating areas to enjoy as well. Detached studio/cottage - has been rented before for additional income.

191 Blakewood Way, Woodside

Listed by Kristjan Higdon, 650-303-1216 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Suzanne Scott from COMPS

$1,935,000
5 Beds 4 Baths ML81949920 MLS
Welcome to tranquil home with an ocean view among the lush Redwood Forest off Skyline Blvd. in Woodside! Located about 15 minutes from HWY92, less than a minute from Kings Mt Road, you'll enjoy winding down on the multi-level deck on a warm afternoon or next to a cozy fire on a cold brisk night. Oak hardwood flooring throughout the main home with vaulted ceilings adding lots of natural light. The kitchen is equipped for a chef with a Wolf gas range, new quartz countertops, stainless steel sink, and goose neck faucet. The main house has 3 Bedrooms and 2.5 Baths encompassing 2,260sf of the 3,180 total including the dining room, 2 office spaces, a laundry room, and walk-in closet. The secondary unit is situated on the bottom floor with its own private deck, separate laundry, and walk-in closet in the primary bedroom. At 920sf there is plenty of space in the ADU; 2 Bedrooms and 1 Bathroom. New quarts counter tops and appliances, stainless steel sink and faucet. Motivated Seller

14732 Skyline BLVD, Woodside

Listed by Angela Burnett, 650-743-4950 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Allen Nazari from PKLNC

$13,000,000
4 Beds 5 Baths ML81967051 MLS
Situated in the heart of premier central Woodside, this magnificent estate combines the elegance of a classic country manor with boundless possibilities to live the lifestyle of your dreams. This is a rare opportunity to obtain a spacious & versatile home on a large, 3-acre plot of prime, level land just one-half mile from Woodside Town Center. The property is replete with resort-style amenities catering to a variety of alluring lifestyles, including outdoor living, entertaining, fitness, equestrian pursuits, gardening, & farm-to-table dining. Estate features a spacious main residence with classic Tudor architecture. Other rooms provide flexible space for additional offices, fitness rooms, & recreation. Tucked away on the lower level is an extraordinary 3,000-bottle wine cellar designed in European fashion with a dining & tasting area to uniquely entertain guests. Extensive grounds also include a magnificent, recently built barn with 4 stalls for horses, 2 work rooms, restroom, & extra space to store a horse trailer, extensive patio with bbq area, pergola, social fire pit surrounding a newly refinished pool & spa. An ideal retreat for the quintessential Woodside lifestyle, this exceptional property's offering of luxury, amenities, size, & location won't soon be seen again.

1210 Canada RD, Woodside

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

Sold listing courtesy of Michael Warren from COMPS

$1,610,000
3 Beds 2 Baths CC41060289 MLS
This beautiful estate is nestled on nearly a 1.50 acre lot and is surrounded by beautiful redwood trees. This amazing, two-story mountain home offers unparalleled tranquility & privacy in a majestic setting. This rustic retreat boasts handcrafted wood features throughout the home, from the gorgeous detailing of the cabinetry in the loft, to the decorative pieces around the fireplace, to the beautiful wood beams adorning the ceilings. The first level features the kitchen that seamlessly flows into the dining room, a spacious and cozy living room, 2 bedrooms & 1 bathroom. The second level features a large, open loft, the primary bedroom suite & bathroom & two outdoor decks. While this home captivates so much history & exuberates timeless beauty, there is abundant potential to add in your own touches & transform this residence into your dream home. This property also offers a second dwelling unit with its own septic tank. The second dwelling is an unpermitted 2 bedroom, 2 bath unit with its own outdoor deck. Located in close proximity to the tech hubs of Silicon Valley, Stanford & the serene beauty of the Pacific coastline, this is an opportunity not to be missed. Don't let this chance slip away to own a slice of paradise in one of the most coveted neighborhoods in the area!

108 Swett Rd, Woodside

Listed by Tiffany Sutton, (925) 854-8079 from Compass
(If provided) CoList: from

Sold listing courtesy of Mike Bohnert from CBR

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