Woodside Homes with La Honda-Pescadero Unified School district

Welcome to Woodside, California, a charming community nestled in the heart of San Mateo County. Known for its picturesque landscapes and serene atmosphere, Woodside is a hidden gem that offers a perfect blend of natural beauty and suburban tranquility. With its lush redwood forests, rolling hills, and stunning views of the Bay Area, this idyllic town is a haven for outdoor enthusiasts and those seeking a peaceful retreat from the hustle and bustle of city life.

One of the standout features of Woodside is its commitment to quality education, particularly through the La Honda-Pescadero Unified School District. Families looking to settle in this area will appreciate the district’s dedication to fostering a nurturing and academically enriching environment for students. With small class sizes and a focus on individualized learning, children in Woodside benefit from a personalized educational experience that prepares them for future success.

Woodside’s real estate market is equally appealing, offering a diverse range of homes that cater to various lifestyles and preferences. From charming cottages and modern estates to sprawling ranch-style properties, there is something for everyone in this vibrant community. The town’s emphasis on open spaces and community engagement ensures that residents can enjoy a high quality of life, complete with access to local parks, trails, and community events.

Whether you’re drawn to the stunning natural surroundings, the strong sense of community, or the excellent educational opportunities, Woodside is a place where you can truly feel at home. Explore the possibilities and discover the perfect property in this enchanting town today!

Newest Woodside Homes with La Honda-Pescadero Unified School district

$2,870,000

7 Beds ⋅ 6 Baths ⋅ ML82039818 MLS

A rare opportunity to own an expansive estate with breathtaking panoramic views, exceptional square footage, and incredible potential in a private hillside setting. From the moment you arrive, the home commands attention with its grand entry and impressive scale. Inside, soaring ceilings, dramatic open spaces, and walls of windows flood the home with natural light while showcasing sweeping valley views. The main level is built for both everyday living and entertaining, featuring a spacious living room, multiple gathering areas, and seamless access to a wraparound deckperfect for true indoor-outdoor living. The kitchen offers a large island, ample cabinetry, and a functional layout ready to be elevated into a stunning chefs space. Generous bedrooms and flexible living areas include a primary suite with scenic windows, dual vanities, and a soaking tub, creating a peaceful retreat with beautiful natural surroundings. The lower level offers an expansive bonus/game room with bar area and endless possibilities for entertaining, recreation, or extended living. A dedicated wine cellar adds a rare and desirable touch. Expansive decking and usable outdoor space complete this exceptional offering, blending privacy, scale, and opportunity in a truly unique setting.

245 Heacox Road, Woodside

Listing courtesy of Aaron Derbacher from KW Bay Area Estates. 408-828-8114

$3,195,000

3 Beds ⋅ 3 Baths ⋅ ML82045702 MLS

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 home features dramatic light-filled interiors with an open-concept design, SOARING CEILINGS, and abundant sliding glass doors and skylights. Bamboo floors, vertical grain cabinetry, and polished concrete counters. The main rooms revolve around a central patio with a stunning heritage oak tree, while an expansive rear deck with a large spa beneath the redwoods and a sunswept front yard for gardening enhance the outdoor experience. Three privately located bedrooms, each with its own bath, ensure comfort and flexibility. An equally well-appointed ADU above the garage includes a kitchen, bath, and laundry. Total privacy directly adjacent to MidPen open space. Flat useable grounds with large vegetable garden, ample of paved parking, large ground level deck and heritage oak entertainment area for large parties. Open sunny side toward views and beauty of Redwood forest on the oposite side of the house with heated spa under the redwoods. Main house 2870 sq.ft, plus ADU 550 sq.ft., plus attached garage 525 sq.ft for total of 3945 sq.ft.

1100 Old La Honda Road, Woodside

Listing courtesy of Scott Dancer from Compass. 650-888-8199

$2,195,000

3 Beds ⋅ 3 Baths ⋅ ML82042155 MLS

Spanning approximately 2.92 usable acres of gently rolling meadows with picture-postcard views, this classic horse property offers miles-away tranquility just 20 minutes from Highway 280. A palatial driveway leads to a two-story, 3-bedroom, 3-bath, open-plan residence with walls of windows capturing the rolling hill and city-light views. Almost every room has glass doors to the long, view balcony. Lawn and mini orchard. A separate charming barn captures the Old West Woodside feel with a wood-beamed ceiling, full-sized bar, and French doors to a veranda with flowering vines. Just a mile to the Thomas Fogarty Winery and 8 minutes to Alice's Restaurant.

20255 Skyline Boulevard, Woodside

Listing courtesy of Jennifer Paulson from Christie's International Real Estate Sereno. 650-996-7147

$525,000

ML82033277 MLS

Lovely flat development spot near a seasonal creek. Excellent opportunity to build on this oak-studded parcel. 4000 ft2 home deemed possible by Lea and Braze engineers; price includes feasibility study, survey, and septic perc test results. This land could be a great location for your estate home or quiet get-away. One mile from Thomas Fogarty Winery. Plenty of room for horses, animals and/or hobby farm, you'll find that you are well-situated to access the hiking and riding trails that abound in the open space near this property. Seller has 2 lots for sale (0-220 and 0-250 Heacox) and the actual address is not yet determined. Electric pole on site. You add septic and well for water, which is plentiful here.

0-250 Heacox, Woodside

Listing courtesy of Kimberly Hansen from Golden Gate Sotheby's International Realty. 415-806-8230

$600,000

ML82033274 MLS

Tranquil land. Excellent opportunity to build or ? on this sun-drenched parcel that has gentle grade for development. 3800 ft2 home plus 1000 ft2 ADU deemed possible by Lea and Braze engineers; price includes feasibility study, survey and septic perc test results. This land could be a great location for your estate home or quiet get-away. Plenty of room for horses, animals and/or hobby farm, you'll find that you are conveniently located to access the hiking and riding trails that abound in the area's open space. Seller has 2 lots for sale (0-220 and 0-250 Heacox); the actual address is not yet determined. Electric pole on site. Old well on-site (plentiful water here), you add septic system. Invest in your future!

0-220 Heacox Road, Woodside

Listing courtesy of Kimberly Hansen from Golden Gate Sotheby's International Realty. 415-806-8230

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