Classic Horse Property on 2.92 Acres with Stunning Views

20255 Skyline Boulevard, Woodside

Spanning approximately 2.92 acres of usable land and offering exceptional potential, this lovely property of gently rolling meadows with picture-postcard views is the perfect opportunity to own a classic horse property. Providing miles-away tranquility just 20 minutes from Highway 280, the property begins with a spacious two-story, 3-bedroom, 3-bath, open-plan residence with walls of windows capturing the rolling hills and city-light views. Almost every room has glass doors to the spacious view balcony. Additional structures include a charming barn, currently used for indoor-outdoor entertaining, that captures the Old West Woodside feel with a wood-beamed ceiling, full-sized bar, and French doors to a covered deck. For horse lovers, there is a hay barn and a large, fully fenced paddock. All this is just a mile to the Thomas Fogarty Winery and 8 minutes to Alice’s Restaurant

Offered at $2,399,000

At a Glance

  • 5 bedrooms, 5 full baths, and 2 half-baths on two levels
  • Pool house with kitchenette and 1 bath and potential for ADU
  • Approximately 5,848 total square feet 
  • Built by MJK Homes, Architecture by Duxbury Architects, Interiors by Kriste Michelini Interiors
  • Hardwood floors, refined millwork, and exceptional designer lighting and finishes
  • Approximately 1 acre (43,554 square feet) with vast level areas, pool, and spa
  • Excellent Los Altos schools
  • One-half mile from The Village

Price upon request

Details of the Home

  • Classic horse property spanning 2.92 acres of usable land, offering exceptional potential
  • Sweeping views of gently rolling hills and San Francisco Bay
  • 3 bedrooms and 3 baths on two levels with a flexible floor plan
  • Approximately 2,400 square feet (buyer to confirm)
  • A long driveway with motor court offers generous off-street parking
  • Shoji-style glass front doors open to the foyer, which introduces the freshly painted interiors; the wood-look floors begin here and continue throughout most of the main level
  • The expansive living/dining room features a full wall of windows, including a sliding glass door to the balcony, framing beautiful views of the backyard paddock, lush trees, and the hills beyond; defined by one of two drum-style light fixtures, the formal dining area has a tiled breakfast bar overlooking the kitchen via a convenient passthrough
  • Spanning the entire back of the home, the balcony is perfect for outdoor dining and entertaining while enjoying the beautiful views
  • The efficient, tile-appointed kitchen features abundant white cabinetry, a smooth-surface electric cooktop with vent hood, a wall oven, dishwasher, and stainless steel refrigerator; a wide window frames front yard views and a French door leads out to a deck
  • The main-level bedroom suite features two sliding glass doors to the view balcony; the en suite bath offers a quartz-topped vanity with makeup counter, a soaking tub, and a separate shower with tile surround
  • The second bedroom also has a sliding glass door to the balcony plus direct access to a tile-appointed bathroom, which features a quartz-topped vanity, a tub with overhead shower, and a second door to the living room to serve guests
  • A wood staircase leads to the versatile lower level
  • The expansive lower-level family room features new carpeting, recessed lighting, and space for dining or game table
  • Located off the family room, the generously sized primary suite offers wood-look floors, inset lights, room for a separate seating area, and two sliding glass doors to the rear yard; the updated en suite bath provides a pedestal sink and a frameless glass-enclosed shower
  • Outside, the barn is currently used for indoor-outdoor entertaining and features an old West feel with a full-sized bar, a vaulted ceiling with exposed beams, and a full wall of French doors opening to a covered deck with idyllic views
  • The glorious rear grounds begin with a lawn, raised vegetable beds, and fruit trees
  • Beyond the yard is an open hay barn and a large, fully fenced paddock, ideal for exercising, grazing, or holding horses to embrace the true Woodside lifestyle
  • Just a mile to the Thomas Fogarty Winery, 8 minutes to Alice’s Restaurant, and 20 minutes to Highway 280