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$6,850,000
5 Beds ⋅ 5 Baths ⋅ ML81954687 MLS
NEW LUXURIOUS HOME IN PRIME WOODSIDE LOCATION! This amazing modern home with ADU combines casual comfort with high end finishes. Gourmet kitchen with custom cabinets, stainless steel appliances and huge center island.. Family room with gas fireplace and huge multi slide doors leading to park-like backyard. Two spacious first floor bedrooms each with their own full baths. Upstairs primary suite with large walk-in closet and private exterior deck. Primary bath with soaking tub, double vanities and walk-in shower. Two additional generous size upstairs bedrooms. Bath with shower over tub. Laundry room with additional storage. European wide plank oak flooring and recessed lighting throughout. Central forced air heat and air conditioning. Wired for sound and security. Detached accessory dwelling unit with one bedroom and one full bath plus laundry. Oversize two car garage wired for electric car. Level 22,833 sq ft lot with pool, hot tub, built-in barbeque and fireplace. Short drive to Stanford University, Silicon Valley tech centers, bustling downtown Redwood City and the town of Woodside. Close to parks, shopping and transportation.

2160 Greenways DR, Woodside

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

Sold listing courtesy of Janise Taylor from PARCA
$4,600,000
3 Beds ⋅ 4 Baths ⋅ ML81957056 MLS ⋅ Woodside Hills BLDG.
Nestled on 1.1 acres of tranquility in the exclusive enclave of Woodside, this exquisite residence promises a lifestyle of both convenience and serenity. A haven for those seeking the epitome of refinement, this home boasts a remodeled chef's kitchen adorned with ample cabinetry, top stainless appliances and honed quartzite counters. The heart of the home lies in the open kitchen-family great room with its vaulted ceiling, counter seating and breakfast nook. Three fireplaces, hardwood flooring and large windows throughout provide a light and airy ambiance of unparalleled comfort. The primary suite, with large walk-in closet and updated bath with dual sinks, is a private retreat with a sunny patio. Formal living and dining rooms present space for entertaining while the lower level bonus room provides versatile opportunities for a rec room, home office, gym or artist studio. Beyond the interior, the property offers multiple entertaining patios, lush lawn, mature trees, fruit tree orchard and backs to Menlo Country Club, ensuring a buffer of privacy. Ideal for the auto enthusiast, there is covered parking for 6 vehicles in the 3-car garage & carports. This residence transcends the ordinary, inviting discerning individuals to experience a life of unparalleled splendor in Woodside.

275 Woodside Dr., Woodside

Listed by Billy McNair, 650-862-3266 from Coldwell Banker Realty
(If provided) CoList: Tim Kerns from Coldwell Banker Realty

Sold listing courtesy of Vicky Yu 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
$2,500,000
4 Beds ⋅ 5 Baths ⋅ ML81956297 MLS
Majestic home set on an 2 acre lot, full of matured redwood trees, 7 car garage, separate ADU.

35 Echo LN, Woodside

Listed by Danny Duong, 408-921-7777 from Infiniti Real Estate
(If provided) CoList: from

Sold listing courtesy of Danny Duong from INFI
$4,250,000
3 Beds ⋅ 4 Baths ⋅ ML81955771 MLS
Unusual for Woodside Heights, this exquisite home sits perfectly sited on a mostly flat, and breath-taking, acre. Located in a secluded, yet conveniently located, cul de sac, you will enjoy a rural privacy, surrounded by nature, yet just two minutes from 280 and Woodside Town Center. Gorgeous wood floors and tasteful crown molding run throughout. The living & dining room shows off with vaulted ceilings, a wood-burning fireplace, and built-in bookshelves. Floor-to-ceiling windows look out on an expanse of trees and level, landscaped grounds. All bedrooms, living room, family room, and dining room have views of, and access to, the patio, gardens, and backyard. The kitchen--spacious and bright--boasts stainless steel appliances, loads of cabinets, plenty of counter work space & an ample breakfast nook. There are separate family & laundry rooms and not one, but two, en suite bedrooms. The capacious primary master bedroom features a cathedral ceiling, an oversized walk-in closet, and luxurious bath. Sumptuous Italian marble and tasteful granite abound. There is even overflow parking for oversized vehicles. Just minutes from hiking, biking, riding trails, Stanford, Sand Hill, Safeway, Starbucks, downtown Menlo Park, and more. Distinguished Los Lomitas schools.

25 Eugenia LN, Woodside

Listed by Francis La Poll, 650-787-1397 from La Poll Realtors
(If provided) CoList: from

Sold listing courtesy of Vahid Firouzdor from CBR
$8,498,000
4 Beds ⋅ 5 Baths ⋅ ML81955662 MLS
Through the private driveway at 11 Southgate Drive, something extraordinary awaits. Youre greeted by hand crafted iron gates which open to an expansive front courtyard, meticulously landscaped grounds, and an astounding, Ernest Coxhead designed 5,790-square foot Spanish Colonial home. The classic estate, built in 1929 as the original owners summer retreat, combines timeless design and luxury in a private, California setting with unmatched views of the Woodside hills, the sparkling Bay Area and beyond. Inside, youll find dramatic architecture, spacious living & entertaining areas, and distinct treatments throughout, with four bedrooms and bathrooms for family and guests. Outside, inspired by nearby historic Filoli gardens, youll enjoy the unique trees, plants, and flowers, as well as the resort-like backyard with large pool and entertainment areas. This is an extremely rare opportunity to enjoy the lifestyle of a more refined era all in the heart of world-renowned Silicon Valley. A world away, yet close to everything.

11 Southgate DR, Woodside

Listed by Granoski,Weil Assoc., 650-269-8556 from Compass
(If provided) CoList: from

Sold listing courtesy of Keri Nicholas from PARCA
$4,850,000
5 Beds ⋅ 5 Baths ⋅ ML81955227 MLS
With just a short walk to Roberts Market and excellent dining, this gorgeous ranch-style home in the highly coveted Central Woodside is nestled on a 1.25 acre lot. A private road leads you to the serene, tree lined property. This home includes 3,300 sq. ft. of living space, 5 bedrooms, 4.5 bathrooms, an in-law unit with a separate entrance, 2 car garage, storage room, and comes complete with a horse stable. The surrounding nature harmonizes perfectly with the timeless beauty of this property. Built in 1955, this home has wonderful potential and is ready for your illustrious touch!

350 La Questa WAY, Woodside

Listed by Robert Garrison, 650-302-1712 from Garrison Properties
(If provided) CoList: Rian Carroll from Garrison Properties

Sold listing courtesy of Christina Hengehold from CBR
$2,675,000
2 Beds ⋅ 2 Baths ⋅ ML81953706 MLS
This was a private sale. This listing is for Comp Purposes only.

506 Eastview WAY, Woodside

Listed by Mark Palermo, 650-218-6400 from Compass
(If provided) CoList: from

Sold listing courtesy of Mark Palermo from APR
$16,800,000
4 Beds ⋅ 6 Baths ⋅ ML81947147 MLS
New Price! This magnificent contemporary farmhouse is situated on 3+ flat acres with spectacular views of the Western Hills and is within easy walking distance to the Woodside School (preK-8th grade) and Town Center. A testament to timeless architecture, meticulous craftsmanship and designer details, the main home and guest house were newly constructed in 2012 by renowned builder, Pacific Peninsula Group. Nothing short of exceptional, the 4 bedroom main home has high end finishes and white oak floors throughout, a state-of-the-art chefs kitchen and a eye catching two-story great room with rustic wooden beams and a honed limestone two-sided gas-fed fireplace. This estate's flat 3+ acres, which include a detached 1,255 sf elegant one-bedroom guest house, are elegantly fully utilized between the natural front equestrian pasture, the rear pool, spa and large entertaining terrace, the wisteria-framed fire pit, a 6-raised bed vegetable garden, chicken coop, dog run and fenced corrals. Privacy, entertainment options and enviable location, this property has it all!

140 Olive Hill LN, Woodside

Listed by Helen Miller, 650-400-1317 from Compass
(If provided) CoList: from

Sold listing courtesy of Liz Daschbach from COMPS
$6,950,000
4 Beds ⋅ 4 Baths ⋅ ML81949899 MLS
481 West Maple Way, Woodside is a contemporary gem with awe-inspiring views of the western hills and Crystal Springs reservoir. This home showcases clean lines, soaring ceilings, and an abundance of glass creating a seamless integration with the outdoors. The open-concept layout is ideal for entertaining. A gourmet chef's kitchen with top-of-the-line appliances and a large center island is a focal point. The living and dining areas provide a comfortable and stylish setting from which to admire the view. The master suite is a private sanctuary with a spa-like en-suite bathroom and spacious walk-in closet. The separate studio cottage with full kitchen provides flexibility. Expansive outdoor living spaces include beautiful native plants, a large terrace for al fresco dining, an outdoor living room, soothing hot tub, and putting green. This property combines the best of both worlds serene seclusion and proximity to the vibrant amenities of Silicon Valley and top-rated schools.

481 W Maple WAY, Woodside

Listed by Susan Tanner, 650-255-7372 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Vivian Wang from CBR
$6,035,000
4 Beds ⋅ 6 Baths ⋅ ML81950242 MLS
Fantastic property! At 1.6 acres and at the end of the cul-de-sac, this 4 bed 6 full bath home has views of the Bay and East Bay mountain range. On the property there is a long private driveway, heated pool with pool house (full bathroom, kitchenette and changing room), tennis court, detached 3 car garage with attached workroom, and ample parking around the property. The home was originally built in the 50s, but a large addition in the early '90s increased the square footage, which totals roughly 5640 square feet (buyer to verify). There are 3 fireplaces - 2 of them wood burning. Each bedroom (2 on each side of the house) has its own full bathroom. There is a large laundry room that has area for crafting and workout equipment. The property is very private and quiet with wonderful views, which gives it an estate feel. New, high-end appliances in the expansive kitchen, upgraded lighting throughout and new flooring create a property that you can call home!

2195 Ward WAY, Woodside

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

Sold listing courtesy of Dennis Phan from EXPCA
$6,850,000
4 Beds ⋅ 4 Baths ⋅ ML81952476 MLS
Central Woodside / Woodside Knolls beauty! 4-bd, 3.5ba, 4,000 sq ft, 1,000+ sq ft ADU, pool & spa, flat backyard with full edible garden and kennels! Huge 3-car garage with workshop. Rebuilt and added onto in 2001-2004 so looks and feels newer! This property will not disappoint!!

240 Laning DR, Woodside

Listed by Sean Foley, 650-207-6005 from Compass
(If provided) CoList: from

Sold listing courtesy of Christina Hengehold from CBR
$2,300,000
3 Beds ⋅ 2 Baths ⋅ ML81948998 MLS
Welcome to your dream retreat in the prestigious Skywood area of Woodside. This sunlit, charming home offers a tranquil escape with breathtaking views of Hoover Tower and the Bay from its expansive back deck. The residence features 3 bedrooms and 2 baths. The open floor plan seamlessly connects the dining area to the living room, where a cozy fireplace awaits. Step into the flex space; envision it as a large family room or your private sanctuary with a vaulted ceiling, providing a versatile layout. Enjoy the serenity of your surroundings. The back deck becomes your personal oasis, offering an ideal spot to unwind and take in the panoramic views. This space is designed for the ultimate in indoor-outdoor living. This home boasts modern amenities, including solar panels, a generator for added security, a solar water heating system, and a whole house water filtration system. Embrace sustainability and efficiency. Conveniently located approximately 15 minutes from Highway 280, Roberts Market, and top-rated schools. Commuting is a breeze, allowing you to connect with Silicon Valley and beyond. Experience the best of both worlds - the tranquility of Skywood and the accessibility to urban conveniences. This residence is more than a home; it's a lifestyle. Make it yours!

1 Stadler DR, Woodside

Listed by Nadr Essabhoy, 650-248-5898 from Compass
(If provided) CoList: Rick Howard-Smith from Compass

Sold listing courtesy of RECIP from RCIP
$2,525,000
5 Beds ⋅ 4 Baths ⋅ ML81944425 MLS
Welcome to the Redwood Chalet! This stunning 3330 sq ft country home has 5 bedrooms and 3.5 bathrooms - nestled in a redwood forest on 6+ acres - is completely private and still only 5 miles from 280. The spacious living room with its cathedral ceilings and a wall of windows invites an abundance of natural light, creating a warm and peaceful atmosphere. Open the sliding doors and step out onto the deck, where you can enjoy alfresco dining or simply relax, taking in the tranquil surroundings. On the other side of the deck is the remodeled kitchen - granite countertops and stainless appliances - a true chefs delight. The primary en-suite bedroom, is located on the lower level along with 3 more bedrooms with sliding glass doors to the outdoor patios, and 1 full bath. Laundry and a wine cellar. The en-suite guest quarters are located on the top floor. EV charger and fiber optic internet. Detached 2+ bay garage features a huge extra multi purpose room on the second story room. PV Schools.

600 Old La Honda RD, Woodside

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

Sold listing courtesy of Todd Zebb from CAMPI
$2,325,000
3 Beds ⋅ 3 Baths ⋅ ML81944165 MLS
Single-family mountain home is situated in Skylonda neighborhood on approx. 1.7 acres surrounded by magnificent redwoods providing an unparalleled sense of peace and tranquility. With 3 bedrooms, 2.5 bathrooms, an attached 2- car garage, your home is perfectly designed for indoor/outdoor living with opportunity to enjoy fresh mountain air and natural beauty. The living room's large windows frame the breathtaking views of surrounding nature and a cozy fireplace adds warmth to chilly mountain evenings. The well equipped kitchen opens to the large entertainment deck. The upper level has vaulted ceilings and multiple skylights filling the space with natural light. The primary bedroom is a true sanctuary with a stunning wall of glass opening to a balcony. Large private deck overlooking magnificent redwoods creates a sense of seclusion making you feel miles away from the hustle and bustle of the Valley. Possible subdivision or SB-9 split creating 2 homes & 2 ADU's buyer to verify.

5 Morse LN, Woodside

Listed by Anne King, 650-208-2626 from Keller Williams Palo Alto
(If provided) CoList: from

Sold listing courtesy of Jade Ng from APR
$8,850,000
5 Beds ⋅ 4 Baths ⋅ ML81939228 MLS
Custom rebuilt Hidden Valley / Farm Rd estate will not disappoint! On just over 3.25-acres, this 5,253 sq ft estate home was taken down to the studs, remodeled, expanded and structurally retrofitted over the years. The main residence has a spacious office loft and 4 bedrooms, including a main-level primary suite with 2 couture closet rooms and sumptuous marble bath. The large, detached building with executive office and overhead studio guest house, each with bath and kitchenette. Spacious terrace, pool, and vast stretches of lawn intertwined with walking paths encircling the entire property. Also suitable for up to 6 horses. This magical Woodside area is just minutes to 280, Sand Hill Road, Stanford University, and excellent Portola Valley schools. Luxurious livability, acreage, privacy, and every amenity needed for today.

165 Farm RD, Woodside

Listed by Sean Foley, 650-207-6005 from Compass
(If provided) CoList: from

Sold listing courtesy of Derek Timm from DTIMM
$2,300,000
4 Beds ⋅ 4 Baths ⋅ ML81941467 MLS
The perfect combination of heritage redwoods and open sunny meadow provide the ideal backdrop for the authentic barn-style home. Although rustic on the outside, it is truly modern inside. This country home lives in the present, with high-end appliances, beautiful appointed bathrooms with great attention to the use of space. Features include a large family kitchen with both dining and sitting areas, a separate living room and huge multi-purpose room. The private, spaciouse master suite features rustic rough beam trusses and Australian cypress floors. The Modern Treehouse was built by Dustin Feider and his team at O2 Treehouse who have installed bespoke treehouse creations all over the world and has been featured on NBC Nightly News, Weird Homes and Australian channel 7 and features 12V lighting, a pull-out sofa bed with a queen-size memory foam mattress, and a composting toilet. There is also an additional ~1700 sq ft barn/workshop, a playhouse and chicken coop.

165 Old Ranch RD, Woodside

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

Sold listing courtesy of Chris Iverson from GGSIR
$2,950,000
3 Beds ⋅ 3 Baths ⋅ ML81941152 MLS
Presiding over a glorious 1.36 +/- acre parcel with panoramic vistas, this quintessential Woodside Hills property provides an exciting opportunity to remodel and expand the existing 3 bed/2.5 bath residence, or design and build a sophisticated new estate in one of the most desired communities on the Peninsula. Rising gently from the street, the property climbs to a virtually flat building pad, allowing for privacy and the ability to maximize the sweeping bay, bridge, and hill views. The home is primely positioned to take advantage of the lots topography and is imbued with a sense of scale and volume, from the exposed beam vaulted ceiling and wall of windows in the living room, to the large bathrooms and closets in the two primary suites. While the neighborhood maintains a rural and genteel ambiance, the property enjoys proximity to downtown Menlo Park and Redwood City, acclaimed public and private schools, and commute routes to major employers. Realize your dream here!

510 Woodside DR, Woodside

Listed by Carol,Nicole & James, 650-740-7954 from Compass
(If provided) CoList: from

Sold listing courtesy of Yu Chih Chiang from CNRI
$3,020,000
3 Beds ⋅ 4 Baths ⋅ ML81940521 MLS
Fantastic cumulative price reduction by $855,000! A Game Changer! Home is on PUBLIC SEWER SYSTEM-not on septic system, Endless Potential for updating or perfect the way it is! 2,820 sq. ft. MOL, it is unknown if listed SF includes the big down stairs laundry room and recreation room, building plans show a rec room downstairs. Home w/high ceilings, big rooms, 3 massive & attractive fireplaces, downslope lot w/view of hills, peaceful/secluded. Big 3 car garage, downstairs recreation room staged as 2nd family room, possible 4th BR, big laundry room + bathroom, could be in-law suite for guests or home schooling, what's your pleasure? Entry level boasts big living room, dining room, family kitchen w/grand fire place, 2 baths & Powder Rm & 3 Bedrooms, Original Owner. Roof is 12 years old MOL & there are fire protection sprinklers atop the roof, Decks provide views of the hills, front wrap around patio could be changed to lawn, garden or play area. The home has been lovingly cared for & now ready for your TLC. Surrounded by more expensive Pride of Ownership Homes, ##### MATTERPORT FLOOR PLAN SHOWS MAIN FLOOR AS 2,732 SF & LOWER LEVEL @ 1,431 SF & "GROSS INTERNAL AREA" @ 4.163 ST EXLUDING garage area of 1,281 SF, BUYERS TO RELY ON THEIR OWN APPRAISAL FOR HOME'S SQUARE FEET #####

41 Oak Haven WAY, Woodside

Listed by David Blewett, 650-867-4389 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Benjamin Wang from LEXI
$6,250,000
6 Beds ⋅ 4 Baths ⋅ ML81939904 MLS
Fabulous new price for this absolutely gorgeous, completely remodeled and upgraded mid-century modern house plus detached guest house set on a mostly level 1.72 acre lot in Woodside that offers much privacy and a large backyard. The main house has five/six bedrooms plus 2.5 baths, plus there is a completely remodeled detached guest house with kitchen, bath, and laundry- total square footage is 4,222 sf. The list of upgrades and amenities is extensive and includes new hardwood flooring throughout, beautiful kitchen, gorgeous landscaping, radiant and conventional heating sytems, a/c, three fireplaces, two 240-volt Tesla chargers, outdoor barbecue area with heaters for comfortable dining, and more. Ample lawn area with room for a pool and sport court. Award-winning Las Lomitas School District. Located on the edge of Atherton, convenient to shopping, Stanford University, 280 and transit.

161 Eleanor DR, Woodside

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

Sold listing courtesy of Esha Kansal from PAMN
$2,195,000
3 Beds ⋅ 3 Baths ⋅ ML81939802 MLS
Nestled on 2.6 gentle sloping acres w/meadows & big sky view! This beautiful architecturally stunning home with contemporary features like walls of windows and soaring exposed beam ceilings faces west and the pacific ocean in the distance. Lots of sunlight fills not only the home but the 2.6 acres are a delight and very usable. Solar makes this another reason to keep this home at the top of your "must see" houses while looking. The open floor plan is defined by soaring exposed beam ceilings, walls of glass & gleaming hardwood floors. Bottom floor boasts a home office, wine/tech rm and another living room and full bath. Also 1440 Sf finished barn/work with 240V wiring, 3 horse stalls & room for multiple cars... bring your passion... this is the place!

5 Quail CT, Woodside

Listed by Katy Harrison, 831-818-9050 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Ginna Lazar from LHG
$3,485,000
4 Beds ⋅ 3 Baths ⋅ ML81939223 MLS
Do not miss seeing the spectacular views from this serene home located on over an acre and a half of lush and beautiful grounds, close to downtown Woodside, schools and restaurants. Open floor plan with separate family room, dining room and living room with fireplace and a second primary bedroom and bonus room downstairs with a private entrance perfect for an in-law suite or granny unit. Please call TAMMY 650-683-0426

530 Summit Springs RD, Woodside

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

Sold listing courtesy of Tammy T-Cole from APR
$4,207,000
6 Beds ⋅ 8 Baths ⋅ ML81935993 MLS
Welcome to The Lake House. This beautiful, 6 bedroom, 8 bathroom house sits on 4.2 acres with valley views, a private lake along with a private redwood grove. Step into this amazing contemporary country home featuring abundant light, energy efficient metal roof with solar panels supporting tesla power walls, outside gym, dog run, and custom-built tree house. On the main level, there are 3 en suite bedrooms and a separate office, along with living/dining room, eat in kitchen and family room. The lower level offers 3 more bedrooms with a large family/playroom supported by a secondary kitchen area. There are over 4000 sq ft of terraces, with fire pit, for outdoor enjoyment as well as an attached 2 car garage and detached 2 car garage. The private lake is an ideal spot for swimming or fishing. Enjoy the privacy and tranquility of country living, with access to an extensive trail system. Only 3.9 miles from 280. PV schools.

385 Old La Honda RD, Woodside

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

Sold listing courtesy of Michael Galli from APR
$5,075,000
3 Beds ⋅ 3 Baths ⋅ ML81938892 MLS
Welcome to The Barrel House. This distinctive property was built in 1973 and designed by Sidney Hoover, a distinguished local architect that was influenced by Frank Llyod Wright. The private two-story home boasts three bedrooms and two and a half baths along with an ADU which is attached to a two-car garage. The inspiration for this home came from the beauty of four enormous redwood water barrels that were used as the cornerstones of the residence. The abundant natural light is drawn through massive windows and skylights throughout to give you the feeling of living in the forest. An abundance of trees are scattered across the beautiful 1+acre parcel. The quiet serenity of the property is enhanced by the location which is accessed by a flag lot lane. The home is within a short distance to Woodside Elementary School and the Town Center for upmost convenience. If you have ever envisioned living in nature The Barrel House could be your dream come true!

3364 Woodside RD, Woodside

Listed by Chris Anderson, 650-207-7105 from Compass
(If provided) CoList: Grayson Martin from Compass

Sold listing courtesy of Dennis Phan from EXPCA
$2,300,000
3 Beds ⋅ 3 Baths ⋅ ML81937507 MLS
Stunning Country retreat on approximately 1.35 acres just down the street from the renowned Alice's Restaurant, and Skywood Trading Post & Deli. Set beyond dual privacy gates, and with abundant off-street parking, this home offers a harmonious blend of comfort & elegance taking full advantage of the natural beauty. Fine hardwood floors throughout are complemented by beamed & paneled ceilings, nowhere more dramatic than in the spacious living room with fireplace, wood stove, and entire wall of glass opening to the rear grounds. An adjoining room is perfect for an office, and a formal dining room. The kitchen is bright & light in an all-white palette with vaulted sky-lit ceiling. There are 3 large bedrooms and 2.5 baths, one bedroom with full wall of custom cabinetry and integrated office space. The home's allure is heightened by the sun-swept level rear grounds, where an oversized spa, soothing water features, and a lily pond create an oasis for relaxation.

1600 La Honda RD, Woodside

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

Sold listing courtesy of Scott Sweeney from DWELL
$2,750,000
5 Beds ⋅ 5 Baths ⋅ ML81937466 MLS
Discover an enchanting 5-bedroom, 4 and 1/2 bath retreat on 5+ acres of pristine Redwood forest, boasting Bay views yet only ~12 min to downtown Woodside. Adjacent to Wunderlich Park and El Corte Madera Open space, this gem also features coveted Woodside schools. The main floor Master suite features a private entrance to an outdoor hot tub that overlooks the Bay. The expansive floor-to-ceiling windows flood the interior with light. Entertain in style with a gourmet kitchen and host unforgettable gatherings in the adjacent dining area, which opens to the ~2200 sq ft outdoor deck, perfect for al fresco dining. The upper level houses three well-appointed bedrooms, ideal for family or guests. Unwind in the versatile game room or indulge in the sophisticated wine cellar, a haven for enthusiasts. Outside, revel in the private spa area, offering the ultimate relaxation amidst the Redwood tranquility. With 5 acres to explore, enjoy endless outdoor activities and bask in nature's embrace.

16075 Skyline BLVD, Woodside

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

Sold listing courtesy of Kelley Benetti from CBR
$5,000,000
3 Beds ⋅ 5 Baths ⋅ ML81936454 MLS
Welcome to this wonderful, gated, Woodside Estate. Situated on a 3.38 acre parcel at the end of a private lane, exemplifying Country living at its best. This custom-built home features massive rustic beams, unique millwork, high ceilings, and wide plank hardwood floors. The oversized great room/kitchen and living rooms encourage large gatherings. The bedroom wing consists of 3 en-suites, a bar area, powder & laundry rooms. Adjacent to the kitchen, there's an office, walk-in pantry, mud room, and spacious pet grooming parlor. The private yards are accented by tall redwoods, majestic oaks, beautiful rose gardens, raised potting beds and views of the western hills. A free form pool with rock surround and waterfall, and a quaint guest cottage with a 4th loft bedroom, round out the rear yard. Luxurious country living yet close to Woodside Elementary, Roberts Market, hiking, & cycling. Truly a tranquil, serene, and private place to live, work and play.

170 Josselyn LN, Woodside

Listed by Peter Vece, 650-619-2799 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Jim Minkey from TODAY
$10,055,000
4 Beds ⋅ 5 Baths ⋅ ML81934420 MLS
Set on 3.4 acres in central Woodside bordering the 75-acre Fleishhacker Estate Conservancy this home was designed by renowned architect Goodwin Steinberg. Organic appointments that include copper chandeliers by Albert Guibara, stained glass windows by Hermann Lirk, and walls in clear vertical grain cedar and stone. Exceptional spaces for entertaining plus two separate offices for remote work. 4 bedrooms include a luxurious main-level primary suite + lower level w/3-bedrooms, including an en suite, central play area, large storage area or potential fitness room, & wine cellar. Upgraded 400 amp service including Tesla charger. Beautifully landscaped grounds, originally designed by Thomas Church, with enchanting gardens, inviting courtyards, open meadows, and a wraparound deck overlooking the sun-drenched pool. A private nature trail winds around the inside perimeter of the fenced property. Just over a mile from the Town Center. Highly-regarded Woodside School (K-8).

301 Olive Hill LN, Woodside

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

Sold listing courtesy of Julie Baumann from APR
$12,099,888
5 Beds ⋅ 6 Baths ⋅ ML81933807 MLS
Originally owned by socialite Adelaide Kirkbride, Canardia is a majestic 7+ acre Woodside equestrian estate. This special home has been extensively remodeled and reimagined to fit today's contemporary lifestyle. The main home features abundant light, high ceilings, energy efficient metal roof, dual pane windows and doors, hardwood flooring, remodeled bathrooms, and a gourmet chef's kitchen that features a huge center island, sub zero refrigerator, and 2 La Cornue stoves. This entertainer's paradise has hosted many gatherings, charities, fundraisers and weddings on its bountiful grounds with over 500 guests at a time. Other features of the property include a long scenic winding driveway, private lake with sand beach, a 6 stall remodeled stable, an outdoor kitchen, pool, pool house, multiple fountains, 3 wells, fire pits, a bocce ball court, a rose garden and large grassy areas. Only a short drive to Sand Hill Road, 280 and everything that San Francisco and Silicon Valley have to offer.

1550 Portola RD, Woodside

Listed by Monique Anton, 650-380-5512 from Modern Homes Realty
(If provided) CoList: from

Sold listing courtesy of Min Hui from ABAC
$1,480,000
3 Beds ⋅ 3 Baths ⋅ ML81918714 MLS
A private picturesque 3-story chalet style retreat of redwood construction set back from the road on 3 acres of redwoods in Woodside just .7 mile north of Alice's Restaurant at Highway 84 adjacent to the County Fire Station. Well maintained in good condition with green forest views, the property backs up to Mid-Peninsula open space. The front door opens into the very spacious living, kitchen and dining areas on the mid-level of the home, warmed by central propane forced air heat and a fireplace complete with a firewood lift. Sturdy decks surround the newly recarpeted living areas on the main floor. Full bathrooms on each floor. The primary suite is on the top floor under redwood beamed ceilings with generous closet and storage spaces. The downstairs, ground floor living area hosts a family room, full bath, two bedrooms, a laundry area with kitchenette, all situated off of the covered parking area with its own entrance. Covered parking for three vehicles is situated under the dwelling.

16990 Skyline BLVD, Woodside

Listed by Barry Mangan, 408-309-2596 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Thomas Beck from APR

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