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$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
$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
$1,775,000
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
$3,850,000
4 Beds ⋅ 2 Baths ⋅ ML81992626 MLS
Updated and renovated, this home is ideally located opposite the picturesque Kite Hill permanent open space. Introducing the home is a spacious great room that encompasses a living room, with modern stone gas fireplace, and a step-down seating area with an impressive wall-to-wall window view of the rock and cactus garden. Adjacent to this is a formal dining room and newly remodeled kitchen with quartz counters and all new stainless steel appliances. There are 4 bedrooms and 2 baths plus a detached bonus room ideal for today's remote office, or for a game room or fitness center. Outside, are sun-drenched spaces, a stunning rock and cactus garden complete with pathways and a seating area, plus a private rear garden with large deck for entertaining around the sparkling pool. Adding the finishing touch is this homes access to the highly regarded Woodside School (K-8) and proximity to the Woodside Village.

160 Alta Mesa RD, Woodside

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

Sold listing courtesy of Afsoon Shahrdar from TODAY
$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
$4,635,645
4 Beds ⋅ 5 Baths ⋅ ML81988046 MLS
Stunning turnkey contemporary, minutes from the village & Woodside Elementary. Gorgeous custom home was re-built & expanded in 2015 & upgraded/enlarged again in 2022, with a brand new attached ADU, sparing no detail nor expense. 4 CAR GARAGE plus additional parking! Vaulted ceilings, oversized windows & doors, views and patio/yard access throughout--- this home epitomizes California indoor/outdoor living in a beautiful, natural treed setting. Features include: Dramatic vaulted ceiling Living Room/ Dining Room combo w/ Fireplace* Chef's Kitchen with island* Huge Family Room with wall of built-ins and garden access* ADU Guest Suite w/living area, kitchenette, FP & Murphy Bed *Separate Laundry Room* 2 - 1/2 baths* 4 Car Garage--2 car Attached Garage PLUS 2 car Detached Garage w/ separate driveway* SOLAR with 2 TESLA Powerwall Back-up Batteries*. Outside: Large flat Patios & Yard off both Living & Family Rooms* Incredible Outdoor Kitchen with built-in BBQ, 2 burner Gas Stove, Refrigerator, Sink, long slab Stone Buffet* Hot tub. *Outstanding Woodside Elementary School !

900 Midglen WAY, Woodside

Listed by Liz Daschbach, 650-207-0781 from Compass
(If provided) CoList: from

Sold listing courtesy of The Sharp Group from KWPEN
$6,710,000
5 Beds ⋅ 5 Baths ⋅ ML81989774 MLS ⋅ Buck Estate Home Owners Assoc BLDG.
This charming home is tucked away on a private cul-de-sac,within the prestigious gated community of Buck Estates. Built in 2001, this home exudes the artistic allure of Carmel, w/unique architectural details throughout. Boasting a spacious office (or additional bedroom) and 1 bd/1 ba guest house w/granite kitchen and large entertaining area. Newly refinished mahogany floors in the main living areas of the main house with multiple French doors to professionally landscaped yard. Open-concept kitchen connects the family room w/gas fireplace and soaring wood-beamed cathedral ceilings. The kitchen offers 2 Bosch dishwashers, built-in Miele coffee system, wine refrigerator, and breakfast bar. Luxurious primary suite on main level has cozy seating area w/fireplace, French doors to private terrace, spa-like bath w/heated floors, dual shower heads, and soaking tub. Both the main house and guest house have 2-car garages, 4 total spaces. Expansive yard w/multiple terraces, Jacuzzi, saltwater pool, and beautiful lanai w/custom bluestone patio among a vibrant mix of fruit trees and florals. Infrared heaters, stone fireplace w/seating hearth, and ceiling fan, make it the perfect space for year-round enjoyment. Great access to commuter routes, Menlo Country Club, Stanford, Menlo Park, and more.

50 Buck CT, Woodside

Listed by Bogard-Tanigami Team, 650-924-8365 from The Agency
(If provided) CoList: from

Sold listing courtesy of Michelle Englert from COMP
$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
$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
$5,999,000
4 Beds ⋅ 4 Baths ⋅ ML81986876 MLS
On the corner of "Wall Street West" Sand Hill Road ( Venture Capital firms ) 3 level acres Prime Central Woodside with a very nice single level Ranch home and accessory structures. Pinot and Merlot wine vineyards which can be easily removed for a larger yard. Very convenient location near central town and commuting. Excellent Schools. Surrounded by larger estates of much higher value.

675 Manzanita WAY, Woodside

Listed by Steve Lessard, 650-704-5308 from Compass
(If provided) CoList: from

Sold listing courtesy of Joe Piazza 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
$4,480,000
6 Beds ⋅ 4 Baths ⋅ ML81987106 MLS
This fantastic new price makes it possible to create your own dream property on 2 tranquil acres! Conveniently located in true central Woodside with 2 homes, 2 private driveways and so much room to grow. The main house is 3,090 square feet, has 5 bedrooms, and 3 bathrooms. The large living room has huge windows overlooking the expansive lawn and pool area. The primary bedroom upstairs features a walk-in closet, fireplace, and a balcony with a jacuzzi overlooking your 2-acre property. The cottage can be accessed off of the first driveway and has been thoroughly remodeled. There is a lush green pasture, and pathways leading to the pool and patio area. 2 natural gas generators connected to each house. Experience the tranquility of Woodside, just 2 minutes from the town center and renowned horse trails. This is your chance to embrace a relaxed lifestyle in the heart of Woodside!

8 Oakhill DR, Woodside

Listed by Costantini Team, 650-430-8425 from Compass
(If provided) CoList: from

Sold listing courtesy of Rachel Hardyck from DWELL
$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
$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
$5,573,000
4 Beds ⋅ 6 Baths ⋅ ML81984912 MLS
Embrace the sweeping views of the Western Hills from this stunning two-story home, perfectly situated on a 1.28-acre lot. The heart of the home is the gourmet chef's kitchen featuring a large center island, double dishwashers, wine fridge, 6 burner gas stove, bar seating, sub-zero fridge & tons of storage. The kitchen seamlessly opens to a spacious family room w/ window seating, a fireplace, soaring vaulted ceilings & access to the backyard. In addition, the main floor boasts 2 ensuite bedrooms, a formal dining room, a beautiful bright living room, cozy den with gorgeous built-ins, & a dedicated full bathroom w/ access to the yard. The rich hardwood floors, wonderful natural light, lots of windows & fabulous indoor/outdoor flow allows this home to cater to many lifestyles. Upstairs, the primary bedroom suite is a true retreat offering a fireplace, sitting area, spa like bathroom and walk-in closet. An additional ensuite bedroom & open office/play area complete the upper level. The expansive & private backyard is ideal for everyday relaxation and entertaining with a large flat area, garden beds, a sparkling pool & a patio featuring an outdoor kitchen. Located within in the excellent Woodside School district, this home offers both luxury and comfort in a serene convenient location.

662 W Glen WAY, Woodside

Listed by Jennifer Alfaro, 650-888-8338 from Compass
(If provided) CoList: Kimm Terpening from Compass

Sold listing courtesy of Kimm Terpening from COMPS
$4,025,000
6 Beds ⋅ 6 Baths ⋅ ML81984105 MLS

13716 Skyline BLVD, Woodside

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

Sold listing courtesy of Joakim Bye from OCEA
$6,820,000
5 Beds ⋅ 6 Baths ⋅ ML81983105 MLS
Serenity Hill Haven, a once-in-a-lifetime opportunity to own a stunning estate in the coveted Woodside Hills. A 6,200 sq.ft., 5-bedroom, 5.5-bathroom estate, perched on 2.180 acres & engulfs breathtaking Panoramic Bay Views. A sophisticated LR, highlighted by a fireplace & large windows that invite natural light, large walkout w/water feature & spectacular views. Separate DR & chef's eat-in kitchen, complete w/a center island & high-end Thermador appliances. The kitchen opens into a spacious FR w/another fireplace. The main level of Serenity Hill Haven boasts a luxurious Jr. suite, a convenient PR, & a separate office. The primary suite retreat features its own fireplace, walk-in closet, & a spa-like bath w/oversized tub & a separate shower. In addition there are 3 more spacious jr. suites & 5.5 bathrooms, ensuring ample space & privacy for all. The estate also includes a family/recreation room, a sauna, laundry room & lots of closet/storage space. The beautifully landscaped over 2-acre grounds include walking paths, a rear great lawn, & a large natural pond. The property features a wrap-around driveway leading to a 3-car garage w/cabinetry. Experience luxury living with stunning views & unparalleled amenities in this magnificent Woodside Hills estate.

7 Oak Haven WAY, Woodside

Listed by Alan Canas, 415-298-8940 from Engel & Völkers
(If provided) CoList: from

Sold listing courtesy of Susanne Bohl from RDFIN
$10,495,000
4 Beds ⋅ 4 Baths ⋅ ML81981937 MLS
Just-completed one-level vineyard estate with San Francisco Bay views. Built with natural stone walls inside and out and vaulted all-wood ceilings in every room. Nearly every room has French limestone floors, cabinetry is waterfall-wrapped in natural quartzite, and handcrafted iron doors are inspired by Tiffanys in New York. Unique see-through wine cellar upon entry, formal dining room opens to a waterfall wall, and stunning great room for entertaining. The primary suite has a couture closet room and spa-inspired bath. There are 4 bedrooms and 3.5 baths in the main home plus 2 bedrooms and 1 bath in the updated original guest house with full kitchen. Outdoor living spaces are spectacular with a zero-edge pool and spa, kitchen/dining lounge with pizza oven, vast eco-friendly lawn, fire pit terrace, and bocce court in the vineyard. Exceptional dog run and custom tortoise enclosure for the animal lover. Square Footage Breakdown: Main Residence: 4,887 | Garage: 782 | Guest House: 1,184 | Total: 6,853. Buyer to verify.

2195 Greenways DR, Woodside

Listed by Mary & Brent Gullixson, 650-888-0860 from Compass
(If provided) CoList: from

Sold listing courtesy of Joe Kwan from JODI
$4,600,000
4 Beds ⋅ 4 Baths ⋅ ML81981262 MLS
Opportunity abounds on over one acre just a mile from town center and with access to acclaimed Woodside Elementary School. Move in and enjoy, renovate, or build new. The sprawling mid-century ranch home is bright and light and has been freshly updated with all new paint while preserving its vintage charm in the kitchen and bathrooms. There are 4 bedrooms and 3 baths plus a 1-bedroom, 1-bath ADU with full kitchen for guest accommodations, rental potential, or a comfortable space while designing a future estate. Vast level grounds, separately fenced pool, and equestrian zoning.

155 Ravine DR, Woodside

Listed by Judy Byrnes, 650-208-2388 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Christienne Hadley from CBR
$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
$14,250,000
3 Beds ⋅ 4 Baths ⋅ ML81977591 MLS
Sophistication Meets Serenity. Nestled at the end of a cul-de-sac off the coveted Mountain-Home Road, this exceptional estate sits atop the ridgeline, offering breathtaking, ever-changing vistas of the lush mountainsa view unmatched in all of Woodside. Secluded amidst the natural rolling landscape of majestic Sequoias and Oaks, this property is one of the few that boasts its own vineyard, producing exclusive Chardonnay for the renowned La Honda Winery. Spanning 3.3 acres, this timeless Spanish-villa-style residence embodies the elegance of Woodside living. The home features three spacious bedrooms, with an additional study that can serve as a fourth bedroom option, 3.5 beautifully remodeled bathrooms, and a gourmet chefs kitchen with a large center island. Each bedroom suite provides private access to a serene outdoor area, leading to a large pool with a jacuzzi and a detached 3-car garage. The meticulously landscaped grounds enhance the estates allure, including a pathway to a newly renovated office or guest house complete with a full bathroom, kitchenette, and a viewing deck. This property is an embodiment of refined living while strategically placing you in the heart of Silicon Valleys thriving business ecosystem, with easy access to Highway 280, Stanford University, and SFO.

12 Vineyard Hill RD, Woodside

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

Sold listing courtesy of Hugh Cornish from CBR
$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
$13,300,000
5 Beds ⋅ 8 Baths ⋅ ML81978456 MLS
Contemporary Woodside. Designed by William A. Churchill and inspired by Frank Lloyd Wright - an extraordinary architectural masterpiece. One of the most sophisticated living and entertainment homes in Silicon Valley! Private, located on 3.38 gated acres, expansive entry is surrounded by a professionally managed vineyard of over an acre of Pinot Noir, Cabernet Sauvignon and Vermentino grape varietals. Open floor plan, 35-foot ceilings. The approximate 8,660 sq ft home has 5 bedrooms/ 6 full/2 half baths. Primary suite - stunning retreat w/fireplace, secluded outdoor terrace and dramatic ceiling.All bedrooms have unique features - ceilings of glass, views of the gardens and large adjoining bathrooms. Living room has views of the magnificent grounds and Santa Cruz Mountains. Five seat wet bar and game area. Library/office includes hand crafted bookcases and fireplace. Formal dining room. Openkitchen has granite counters and top of the line appliances.Family room.Outdoor entertainment area w/big western hill views, cascading pool and spa, verandas, barbecue and dining areas. Garden vegetable planters.Private spa/massage room, wet and dry saunas, gym room, and a private entry office w/kitchen and bath.Temperature-controlled wine cellar for 1,000 bottles, 4 car garage w/EV charger.

6 Quail Meadow DR, 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
$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
$4,550,000
5 Beds ⋅ 4 Baths ⋅ ML81975816 MLS
An exceptional estate and opportunity nestled at the end of a serene private cul-de-sac in central Woodside. This expansive 3-acre property boasts its own vineyard and bay views. The 3,590 square foot home features 5 bedrooms and 4 bathrooms, providing ample space for family and guests with amenities like an additional kitchenette upstairs and dedicated laundry room. The kitchen is equipped with high-end stainless steel appliances, perfect for gourmet cooking, and the formal dining room, complete with built-in cabinets, adds an elegant touch for entertaining. Each level of the home includes a primary suite, offering flexibility and comfort for multi-generational living. With the potential to split into two parcels under SB9, you can remodel, build new, or develop additional properties-the possibilities are endless! Enjoy the convenience of walking to local favorites such as Robert's Market, Buck's, the bakery, and Woodside Elementary. The welcoming circular driveway leads to a 3-car garage. Located in the highly-rated Woodside Elementary School district, this unique property offers a rare combination of luxury, convenience, and potential for future development.

50 Haciendas DR, Woodside

Listed by Bob Johnston, 650-400-5039 from Coldwell Banker Realty
(If provided) CoList: Francesca Lampert from Coldwell Banker Realty

Sold listing courtesy of Leika Kejriwal from APR
$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

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