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Woodside Real Estate Search

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Woodside Homes for Sale

Woodside, California, is a town in San Mateo County. Its land was discovered in 1769, then it was established in 1956. Over 5,550 people live in Woodside. If you telecommute, then you’ll be in good company here; more than 14 percent of the local workforce works from home.

Once you settle in Woodside, you’ll notice that it possesses wide spaces and a rural atmosphere, kind of like living in the Wild West. As a matter of fact, horse riding is a popular activity here, and there are a few equestrian facilities in the area. Wunderlich County Park is a real outdoor haven. This park is filled with trails, gorgeous redwood trees, and open meadows, features that are perfect for a bike ride or quiet walk. Unfortunately, Wunderlich County Park doesn’t allow pets, but Thornewood Preserve, a green space that’s five miles away from the park does. It’s home to Schilling Lake, a lake containing many species of waterfowl. Since there are no malls in this community, you’ll have to make an eight-mile trip to Stanford Shopping Center in Palo Alto. This shopping plaza has over 140 retailers, plus lovely fountains, gardens, and sculptures. Sharon Heights Golf and Country Club is an exquisite private club based in Menlo Park. It offers golf and tennis. There are four schools in Woodside: one preschool, one elementary school, one middle school, and one high school.

If you’re searching for a home just for you or your family, then you’re in luck! Approximately 98 percent of homes in Woodside are single-family dwellings. Other types of real estate properties in Woodside include small apartment buildings, mobile homes, and townhomes. Many homes here have an average of three to four bedrooms, and most of them were built during the years 1940-1969. Whether you’re raising children or planning to retire, you’ll like living in Woodside. This community has a small-town vibe, it has many open spaces, and it’s family-friendly.

If you have questions about homes for sale in Woodside, California, don’t hesitate to reach out to us.

Newest Woodside Homes for Sale

2120 Stockbridge AVE, Woodside image
2120 Stockbridge AVE, Woodside $6,880,000

Welcome to this exquisite 5-bedroom, 3.5-bath home that combines elegance with an inviting, spacious floor plan. Step through the grand formal entry into a luxurious livi...

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  • 5 Beds
  • 4 Baths
  • ML82056698 MLS
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232 Highland TER, Woodside image
232 Highland TER, Woodside $2,995,000

Set on approximately one-third acre in a serene Woodside setting, 232 Highland Terrace offers privacy, distinctive architecture, and exceptional indoor/outdoor living. Ma...

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  • 4 Beds
  • 3 Baths
  • ML82060102 MLS
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115 Forest View RD, Woodside image
115 Forest View RD, Woodside $1,950,000

Skyline corridor on nearly one-half acre with spectacular unobstructed ocean views and easy access to both the Peninsula and the coast. The two-story floor plan features ...

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  • 3 Beds
  • 3 Baths
  • ML82059245 MLS
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411 Glenwood AVE, Woodside image
411 Glenwood AVE, Woodside $3,389,000

There is a particular quiet at 411 Glenwood Avenue. Stand on the main level and look through walls of glass. The first thing you notice is the treetops. The second is wh...

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  • 3 Beds
  • 2 Baths
  • ML82059026 MLS
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255 Allen RD, Woodside image
255 Allen RD, Woodside $2,299,000

Panoramic Views, Absolute Privacy Perched high above the valley on over six acres, this rare 4-bedroom, 3-bath mountain sanctuary pairs total seclusion with sweeping, un...

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  • 4 Beds
  • 3 Baths
  • ML82058136 MLS
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600 Moore RD, Woodside image
600 Moore RD, Woodside $14,900,000

A rare, fully realized legacy compound offering the soul of a European retreat in the heart of Woodside. Hidden within 3.2 acres of curated gardens and ancient oaks, this...

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  • 7 Beds
  • 9 Baths
  • ML82057953 MLS
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180 Farm RD, Woodside image
180 Farm RD, Woodside $21,995,000 ▼

Evoking the patina & permanence of a residence shaped over generations, this vineyard estate possesses an authenticity rarely achieved in contemporary construction. Compl...

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  • 4 Beds
  • 5 Baths
  • ML82054839 MLS
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26 Big Tree RD, Woodside image
26 Big Tree RD, Woodside $1,888,000

An exceptional opportunity to own a premier property in the heart of Woodside, one of the Peninsula's most prestigious and sought-after communities. Located at 26 Big Tre...

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  • 4 Beds
  • 4 Baths
  • ML82056831 MLS
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3270 Woodside RD, Woodside image
3270 Woodside RD, Woodside $3,725,000 ▼

Move in today, expand tomorrow. Nearly one-half acre of level land less than one-half mile from the Woodside town center. Fresh paint, refinished hardwood floors, and num...

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  • 3 Beds
  • 2 Baths
  • ML82050810 MLS
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61 Oak Haven WAY, Woodside image
61 Oak Haven WAY, Woodside $4,588,000 ▼

Nestled among majestic oak trees on nearly 1.2 acres in Woodside Hills, this home is set well back from the street via a long paver driveway. Spanning 4,150 SF, the inter...

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  • 4 Beds
  • 4 Baths
  • ML82050181 MLS
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389 Moore RD, Woodside image
389 Moore RD, Woodside $12,995,000

Spectacular Monterey Colonial home on 6+ private acres. Long gated driveway & large motor court. Estate shows tremendous character and beauty. Improvements include a stun...

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  • 7 Beds
  • 9 Baths
  • ML82045810 MLS
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0000 Native Sons RD, Woodside image
0000 Native Sons RD, Woodside $750,000

*6.02 acres of land ready to develop *Secluded, quiet: mature redwoods, huge oaks, ocean view *flat parking turnaround meets county permit requirements *continuous paved ...

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  • ML82048576 MLS
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103 Toyon CT, Woodside image
103 Toyon CT, Woodside $5,495,000

More than one-third acre creates an exceptional setting for this spacious home with 4 bedrooms, 3.5 baths, and multiple living areas designed for today. There are formal ...

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  • 4 Beds
  • 4 Baths
  • ML82046648 MLS
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15 Hidden Valley LN, Woodside image
15 Hidden Valley LN, Woodside $38,800,000

This extraordinary Woodside estate spans 6.4 level acres w/sun-swept vineyards & western hill views. The compound comprises multiple architecturally significant buildings...

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  • 6 Beds
  • 9 Baths
  • ML82045742 MLS
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1100 Old La Honda RD, Woodside image
1100 Old La Honda RD, Woodside $3,195,000

Luxury retreat offers a serene escape on 9+ acres, secured by an electronic gate. Under 2 miles and just minutes to Alices restarant. Stunning style on one level, the hom...

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  • 3 Beds
  • 3 Baths
  • ML82045702 MLS
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board logoBased 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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Sophie Shen, CFA

REALTOR®, Sr. Loan Consultant
CalBRE#:01837259 | NMLS#312283
Sophie Shen Real Estate 
sophieshenCFA@gmail.com
1525 McCarthy Blvd #1000, Milpitas, CA 95035  
19900 Stevens Creek Blvd Suit 100, 
Cupertino, CA 95014
(650) 427-0788

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