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307 Olive Hill LN, Woodside
$29,995,000
8 Beds ⋅ 7 Baths ⋅ ML82065658 MLS
This exceptional property spans more than 3 acres with sweeping western hill views and 9,880 square feet of total living space. The main home was completely rebuilt in 2000, and in 2025, an entirely new guest house and entertainment complex was added to the estate. The classically styled main residence features nearly every room opening to the views and includes a state-of-the-art theater and temperature-controlled wine cellar. The newly completed guest house showcases authentic European detail with roof tiles handmade in Provence and Genoise eaves, complemented with modern construction and smart home technology. A new saltwater pool and spa, nearly 60 feet in length, is surrounded by an expansive terrace with sound system, outdoor kitchen, pizza oven, and easy catering access. The south-facing grounds are equally impressive, with a 310-vine Cabernet vineyard, heritage olive trees and oaks, a parterre rose garden, bountiful orchard, and raised vegetable beds. Reflecting timeless European elegance and exceptional craftsmanship, the estate is remarkably private, with far-reaching views enhancing the entire setting and all midway between Silicon Valley and San Francisco.

307 Olive Hill LN, Woodside

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

225 Old Ranch RD, Woodside
$2,100,000
3 Beds ⋅ 3 Baths ⋅ ML82065637 MLS
Welcome to this exceptional 3-bedroom, 2.5-bath Woodside home, built in 2004 and tucked away in a private, secure setting on an expansive 31,798 sq. ft. lot. Surrounded by mature trees & lush landscaping, this property offers a peaceful, park-like retreat where timeless character meets modern comfort.The open chefs kitchen features stainless steel appliances and a dining area that flows seamlessly into the spacious living room w/ soaring vaulted ceilings. The thoughtfully designed floor plan includes a family room & an office that can be a bdrm on the main level and three bdrms upstairs, including a luxurious primary suite w/ a walk-in closet, private deck & spa-inspired bathroom w/ jacuzzi bath & steam shower.The spectacular grounds offer a private, wooded setting w/ mature trees, lush landscaping, Hot Tub, gardens & inviting deck. Features wood floors, freshly painted interior, laundry rm, updated baths, attached 2 plus car garage & an expansive driveway w/ ample parking. Enjoy the best of nature & convenience w/ easy access to Hwy 92/280/101 & approx. 20 min to San Mateo or HMB. Prime location near Top Rated schools, parks, hiking & mountain biking trails, including Skeggs Point & Purisima Creek & cycling routes. A rare opportunity to enjoy the beauty of Woodside living.

225 Old Ranch RD, Woodside

Listed by Lucy Goldenshteyn, 415-860-5586 from Redfin
(If provided) CoList: from

252 Blakewood WAY, Woodside
$1,725,000
3 Beds ⋅ 2 Baths ⋅ ML82064962 MLS
One-of-a-kind mountain oasis on a spacious, sunny lot! This charming 1930s log cabin cottage getaway features an impeccable newer construction primary suite addition, set on a fenced ~1/3 acre of natural, drought-resistant landscaping surrounded by majestic redwoods. The open kitchen boasts granite counters and a six-burner gas range, flowing seamlessly into light-filled living spaces with high ceilings and radiant heated hardwood and tile floors throughout. Relax or entertain on the expansive south-facing deck with morning and afternoon sun and stunning views. Includes a large detached single-car garage with an EV charger, extra storage, and attic, plus parking for multiple vehicles. Enjoy an ideal location within walking distance to Alices Restaurant, Skywood Trading Post, and endless hiking and biking trails. Excellent proximity for commuting: top-rated Portola Valley Elementary and Middle School, Woodside High School, just 15 minutes to HWY 280 at Sand Hill Rd, and 20 minutes to Stanford University. Easy access to HWY 35 (Skyline Blvd) and HWY 84 (Woodside Rd) connecting to Silicon Valley or the coast. Old-world character meets modern amenities in a welcoming, close-knit community!

252 Blakewood WAY, Woodside

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

388 Albion AVE, Woodside
$14,800,000
2 Beds ⋅ 2 Baths ⋅ ML82064344 MLS
One of the most premier locations in Central Woodside! Within walking distance to the Town Center shops & restaurants and highly acclaimed Woodside Elementary K-8. This exceptional property is nestled on just over 4 acres (175,977sf) offering a rare combination of privacy with lovely views of the western hills. A private oasis, consisting of 3 separate cottages, offers a unique opportunity for a builder or developer to generate rental income while plans are designed and construction is underway. Located in one of the worlds most exclusive zip codes, nearby Venture Capital hub Sandhill Road, Stanford University & Silicon Valley. Set amid the natural beauty of Woodside, enjoy all of the renowned hiking, biking and horseback trails that make Woodside such a special place. Easy access to major commuter routes 280, 92 and 101 This is a rare opportunity to create a private estate!

388 Albion AVE, Woodside

Listed by Wendi Selig-Aimonetti, 650-465-5602 from Coldwell Banker Realty
(If provided) CoList: from

7 Blue Ridge LN, Woodside
$65,000,000
5 Beds ⋅ 6 Baths ⋅ ML82032838 MLS
Completed in 2023 on Woodside's most premier central corridor, a Cul De Sac off Mountain Home Road. This 3 acre Tuscan inspired estate property is a masterpiece of design that blends the finest materials from around the globe. Breathtaking displays of quartzite evoke artful elegance, while floors of marble and French oak exude timeless sophistication. Every detail is crafted with precision- French oak cabinetry, ceilings, and trim, coupled with Venetian plastered walls in the grand public rooms, softly illuminated by chandeliers from Spain. Designed to perfection for today's lifestyle, the great room serves as the heart of the home, offering a magnificent kitchen with a seamless flow to the loggia and vast private grounds. Five bedroom suites, including both main and upper level primary suites, provide ultimate flexibility and privacy. The guest house mirrors the main residence's impeccable standards, complete with a full kitchen, bedroom, two baths, and sauna. The estate's grandeur extends outdoors with a wrap around loggia with fireplace, 60 foot pool and spa with canopy jets, fully fenced tennis court, expansive lawns and meadows. Located in one of the country's most exclusive Silicon Valley zip codes, nearby Venture Capital hub Sandhill Road, Stanford Univ. & Silicon Valley.

7 Blue Ridge LN, Woodside

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

140 Sheridan Way, Woodside
$4,395,000
4 Beds ⋅ 5 Baths ⋅ BE41140473 MLS
Tucked at the end of a peaceful cul-de-sac in Woodside Hills, this beautifully reimagined single-level retreat pairs timeless ranch design with an unbeatable connection to nature. Panoramic views stretch across Hoover Tower, Moffett Field, the Dish, and Mount Hamilton - a backdrop that changes with the light throughout the day. Set on a full acre with a creekside property line, the grounds feel like a private nature escape. Deer and songbirds pass through regularly, while four terraced garden beds await your green thumb. Outdoor living is at the heart of this property, with a spacious private deck, a bocce ball court, horseshoes, a swing set, and even a chicken coop - space to entertain, play, and unwind in equal measure. A large paved driveway offers ample parking for hosting guests with ease. Inside, the open floor plan is anchored by a custom kitchen featuring a large center island, stainless steel appliances, and timeless leathered granite countertops, prized for their easy maintenance, complete with a pantry for extra storage - all flowing seamlessly into the home's entertaining spaces. The thoughtfully remodeled layout (2013) also offers true separation between private and social areas. Two en-suite bedrooms and a Jack-and-Jill bath provide flexibility for family or guests,

140 Sheridan Way, Woodside

Listed by Ella Naylor, (650) 520-9864 from Compass
(If provided) CoList: Daniel Boot from Compass

389 Moore RD, Woodside
$12,995,000
7 Beds ⋅ 8 Baths ⋅ ML82045810 MLS
Spectacular Monterey Colonial home on 6+ private acres. Long gated driveway & large motor court. Estate shows tremendous character and beauty. Improvements include a stunning primary bath, a complete new roof & gutters & Exterior paint 2025. 3 expansive levels with grand public rooms, large eat-in kitchen, English Pub bar, recreation/media room and fitness room with sauna, wine room for approx. 1,000 bottles. Seven large bedrooms, including two primary suites, a full two bedroom attached apartment, a separate 1 bedroom guest house privately located on the grounds with a separate 2 car garage and parking. Additionally, attached 4 car garage, large swim pool, tennis court and Stable for 5 horses & riding arena, Hay storage, wash rack, multiple areas for parking trailers. Beautiful Western & Southern hills views. Award winning Las Lomitas Elementary Schools K-8. Nearby to town center, easy commute to SF or Silicon Valley. Main house 3 level total13,590 sf per Relist county records, 5,560 sf main level , 4,300 sf 2nd level, 3,730 sf lower level includes home theater, wine room, workout/ sauna. Buyer to verify sq. footages. Additionally are a guest house, extra 2 car garage, shop area & Horse stable. Corral & stable have separate driveway. Easy to show.

389 Moore RD, Woodside

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

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than JABEZ REALTY are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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