1950 Winterhaven Dr, Hailey, ID, 83333
About This Home
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.
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 2003
Type & Style
- Home type: SingleFamily
- Architectural style: 1st Floor Primary
- Property subType: Single Family Residence
Interior
Bedrooms & Bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
Features
- Fireplace: Yes
- Finished area above ground: 2,581
Heating
- Heating features: Has Heating (Unspecified Type)
Interior Area
- Total structure area: 2,581
- Total interior livable area: 2,581 sqft
Property
Details
- Parcel number: RPH04770050120
- Zoning: H/GR
- Exclusions: Sellers personal property. Some furniture/spa is negotiable.
Features
- Patio & porch: Patio
Lot
- Lot size: 0.39 Acres
Parking
- Parking features: Garage - Attached
- Has garage: Yes
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Lightning
- Winter Weather
- Avalanche
- Cold Wave
- Heat Wave
- Inland Flooding
- Strong Wind
- Wildfire
How This Home’s Risks Compare
FEMA Declared Disasters in Blaine County and Idaho
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $6,295 | $75,540 |
| Home Insurance | $142 | $1,704 |
| Property Taxes | $320 | $3,840 |
| Electricity | $157 | $1,893 |
| Total | $6,914 | $82,968 |
Income You'd Need if You Spent...
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-07-09 | Price change | $1,245,000 |
| 2026-06-18 | Listed for sale | $1,295,000 |
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