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$5,200,000
4 Beds ⋅ 6 Baths ⋅ ML81960173 MLS
Welcome to Woodside Whisper, a fully gated property stands as an epitome of refined luxury & tranquil living.This distinguished single-family home spans across 4050 square feet of meticulously crafted living space on a 1 acre parcel. Boasting 4 spacious beds & 4.5 baths, this residence offers ample room for both relaxation & entertainment. Upon entering, guests are greeted by an inviting formal entrance characterized by abundant natural light & tasteful finishes. The gourmet kitchen, equipped w/high-end appliances & custom cabinetry, serves as the heart of the home, inspiring culinary creativity & gatherings. The primary suite exudes sophistication & serenity, featuring a luxurious en-suite bath w/huge walk-in closet. Additional bedrooms offer comfort & privacy, each thoughtfully appointed to ensure restful nights & rejuvenating mornings. Get your game on at the on-site sports court, perfect for basketball, pickleball, or tennis. Post-match, plunge into the saltwater pool or jacuzzi, or detox in the outdoor sauna it's wellness on your doorstep. The outdoor space is a dreamy landscape for enjoying the Californian sunshine. Chill on the vast patios, gather around the fire pit under the stars, or wander through the lush gardens it's all about serene outdoor living.

165 Woodside DR, Woodside

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

Sold listing courtesy of Syed Baqar from MXR
$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
$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
$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
$6,035,000
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
$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
$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
$6,495,000
4 Beds ⋅ 5 Baths ⋅ ML81930021 MLS
Welcome to this completely remodeled & expanded 1-story Traditional style home in desirable Woodside Heights. Enjoy the space & ambiance of Woodside while being in the coveted Las Lomitas School District. This sophisticated home offers a perfect blend of single floor living & comfort while highlighting California's desirable indoor-outdoor living. Home features a 4 bedroom, 4.5 bathrooms with a dedicated office off the primary suite. There is a formal living room, dining room, family room, eat-in kitchen, & laundry room. Grounds feature a heated pool & spa, tennis court, outdoor fire pit, & landscaped gardens. Just some of the special features of the house include 11-foot high tray ceilings in the public rooms, beautiful hardwood floors, & full height windows. Outside, there are copper gutters & downspouts, slate roof, fully landscaped yard. Minutes from hiking & biking trails & the Town of Woodside, Menlo Park & Stanford, with easy access to Highway 280, this home is a must see!

417 Eleanor DR, Woodside

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

Sold listing courtesy of Deborah Kehrberg from APR
$20,750,000
5 Beds ⋅ 8 Baths ⋅ ML81925551 MLS
Stately Italian villa sitting on roughly 7.7 acres on one of Woodsides most sought after cul-de-sac locations is now available. Incredible attention to detail and rare, highest end, European finishes makes this home a rare treasure and true sight to behold. Venetian plaster walls, brick barrel ceiling with oak beams, herringbone terra cotta flooring, and 300-year-old terracotta roof tiles imported from Italy to name a few. Majestic park-like grounds offer the ultimate private escape. Resort like amenities include pool, hot tub, tennis court, gym, vast lawns. Have dinner under the stars in your private redwood grove with tranquil creekside setting. Incredible guest house, additional gatehouse. This is one of Woodsides finest. Highly sought after Portola Valley schools.

30 Trail LN, Woodside

Listed by Zachary Trailer, 650-906-8008 from Compass
(If provided) CoList: from

Sold listing courtesy of DeLeon Team from DLRPA
$2,750,000
3 Beds ⋅ 4 Baths ⋅ ML81916837 MLS
Complete privacy set way back from the street on 5.6 acres just one mile from famed Alice's Restaurant. Lodge style ambiance throughout with wood paneled wainscot and towering ceilings plus expansive windows and sliding glass doors. Spacious living room, formal dining room, large family room, and open design kitchen with high-end appliances. 2 offices plus 3 bedrooms and 3.5 baths. Private upstairs wing for primary suite with its own view deck plus second upstairs wing with 2 bedrooms. Miles of hiking, biking.

18200 Skyline BLVD, Woodside

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

Sold listing courtesy of Scott Dancer from APR

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