1950 WINTERHAVEN Dr

Private Retreat. Exceptional Garage. Room for Everything.

Backed by an undevelopable hillside and surrounded by mature landscaping, this beautifully updated Woodside home offers a rare combination of privacy, flexibility, and exceptional indoor/outdoor living. Situated on a spacious 17,069 square foot lot with mountain and hillside views, the fully fenced backyard creates a peaceful retreat with the fully fenced backyard creates a peaceful retreat with no rear neighbors, while nearby trail access provides endless opportunities to enjoy the outdoor lifestyle that makes the Wood River Valley so special.

This thoughtfully designed 2,581 square foot home offers five bedrooms plus a bonus room. The main level features a private primary suite, three additional bedrooms, one currently utilized as an office, vaulted ceilings, hardwood flooring, a gas fireplace, and an open living area that seamlessly connects to the outdoor entertaining spaces. Upstairs, a fifth bedroom with ensuite bathroom and adjacent bonus/media room provides ideal separation for guests, recreation, fitness, or work-from-home flexibility.

The remodeled kitchen and bathrooms showcase premium Mont Blanc quartzite countertops, travertine finishes, updated fixtures, smart appliances, and quality craftsmanship throughout. Recent improvements include a new 50-year architectural roof with transferable warranty, full ice-and-water shield protection, upgraded heat tape system, smart irrigation, Nest cameras, new water heater, and extensive interior updates.

Outdoor living is truly exceptional, with multiple patios and decks, custom hardscape, raised garden beds with lighting, mature landscaping, a pergola-covered patio, and a private spa retreat. The backyard feels like an extension of the home and offers a level of privacy rarely found within the city limits.

The oversized three-car garage underwent a complete custom renovation in 2025 featuring premium cabinetry, engineered tile flooring, smart lighting, extensive storage systems, and abundant workspace. Additional highlights include approximately 40 feet of RV parking with a 30-amp hookup, and a move-in-ready level of care that is immediately apparent throughout the property.

A private retreat in the heart of Hailey, thoughtfully updated and designed for the way Idahoans live, work, and play.