Private Retreat. Exceptional Garage. Room for Everything.
Backed by a private 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 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.
Backed by a private 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 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.
Property Details
Price:
$1,245,000
MLS #:
26-334553
Status:
Active
Beds:
5
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Woodside
Neighborhood:
hailey
Listed Date:
Jun 18, 2026
Total Sq Ft:
2,581
Lot Size:
16,988 sqft / 0.39 acres (approx)
Year Built:
2003
See this Listing
Schools
Interior
Above Grade Finished Area
2581
Cooling
Ceiling Fan(s)
Heating
Humidity Control
Interior Features
Walk-In Closet(s), Cathedral Ceiling(s), High Ceilings, Pantry, Shop Space
Exterior
Architectural Style
2 Story, Multi-Level, 1st Floor Primary
Attached Garage YN
1
Community Features
Park
Fencing
Fenced
Lot Features
Sprinkler Blw Ground, Landscaped
Parking Features
Attached, Asphalt, Extra Storage, Finished
Patio And Porch Features
Patio
View
See Remarks
Window Features
Window Coverings
Financial
Tax Year
2025
Taxes
$2,442
Map
Community
- Address1950 WINTERHAVEN Dr Hailey ID
- SubdivisionWoodside
- CityHailey
- CountyBlaine
- Zip Code83333
Subdivisions in Hailey
Market Summary
Current real estate data for Single Family in Hailey as of Aug 14, 2026
63
Single Family Listed
50
Avg DOM
$1,299,778
Avg List Price
Property Summary
- Located in the Woodside subdivision, 1950 WINTERHAVEN Dr Hailey ID is a Single Family for sale in Hailey, ID, 83333. It is listed for $1,245,000 and features 5 beds, 3 baths, and has approximately 0 square feet of living space, and was originally constructed in 2003. The average listing price for Single Family in Hailey is $1,299,778. To schedule a showing of MLS#26-334553 at 1950 WINTERHAVEN Dr in Hailey, ID, contact your Ralston Group Properties, LLC agent at 2087035666.
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1950 WINTERHAVEN Dr
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