1950 Winterhaven Dr
Hailey, ID 83333
5 Beds
3 Baths
2,581 sqft (on 0.39 acres)
5 Beds
3 Baths
2,581 sqft
(on 0.39 acres)
Local Information
- Map ViewExplore the area around 1950 Winterhaven Dr.
- Schools3 Preschool Schools3 Elementary Schools2 Middle Schools1 High School
- Shop & Eat
-- mins to
Description
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.
Home Highlights
Parking
Attached Garage
Outdoor
Patio
A/C
Heating only
HOA
None
Price/Sqft
$482
Listed
23 days ago
Home Details for 1950 Winterhaven Dr
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Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3 |
Dimensions and Layout Living Area: 2581 Square Feet |
Heating & Cooling Heating: Has Heating Unspecified TypeNo CoolingHas HeatingHeating Fuel: Has Heating Unspecified Type |
Fireplace & Spa Has a Fireplace |
View No View |
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Exterior Home Features Patio / Porch: Patio |
Parking & Garage Has a GarageHas an Attached GarageParking: Garage Attached |
Frontage Road Frontage: PublicRoad Surface Type: Paved |
Finished Area Finished Area (above surface): 2581 Square Feet |
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Days on Market: 23 |
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Year Built Year Built: 2003 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: 1st Floor Primary |
Building Building Name: N/ANot a New Construction |
Property Information Not Included in Sale: Sellers personal property. Some furniture/spa is negotiable.Included in Sale: Washer, Refrigerator, Range - Gas, Oven - Gas, Micro/Hood Combo, Dryer, DishwasherParcel Number: RPH04770050120 |
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Price List Price: $1,245,000Price Per Sqft: $482 |
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MLS Status: Active |
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Direction & Address City: HaileyCommunity: Woodside |
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Listing Agent Listing ID: 26-334553 |
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Building Area Building Area: 2581 Square Feet |
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No HOA |
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Lot Area: 0.39 acres |
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Mls Number: 26-334553Above Grade Unfinished Area: 2581Start Showing Date: Thu Jun 18 2026 |
Listing courtesy of Dawn Sabo, (713) 478-5649
Sun Valley SIR
Source: Sun Valley BOR MLS, MLS#26-334553
Also Listed on Sun Valley BOR MLS.
Market trends in Hailey
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
76
20MoM
Price History for 1950 Winterhaven Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 07/09/2026 | $1,245,000 | PriceChange | Sun Valley BOR MLS #26-334553 |
| 06/18/2026 | $1,295,000 | Listed For Sale | Sun Valley BOR MLS #26-334553 |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $2,442 |
| Assessment | $822,448 |
Home facts updated by county records
Comparable Sales for 1950 Winterhaven Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.68 | Single-Family Home | - | 06/04/26 | 3 | 2 | 1,364 | |
1.14 | Single-Family Home | - | 10/24/25 | 3 | 2 | 1,288 |
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Assigned Schools
These are the assigned schools for 1950 Winterhaven Dr.
- Ernest Hemingway Elementary School
- PK-8
- Public
- 431 Students
7/10GreatSchools RatingParent Rating AverageThis is an awesome school, for the most part teachers are really caring and supportive of their students. Parents who moved from Cali and other states were really impressed. The middle school is like sending your children to a private school, the ratio student/teacher is very low. The teachers are top.Other Review4y ago - Hailey Elementary School
- PK-5
- Public
- 291 Students
6/10GreatSchools RatingParent Rating AverageHailey Elementary School has a happy, safe, and inclusive vibe. My children have attended since the 20/21 school year and have thrived. Our school houses one of the larger special education programs in our district and I have watched my kids grow so much in their acceptance and celebration of differences - and their overall flexibility as little humans. The principal, Stephanie Wallace, is very approachable and encourages family participation in a variety of ways. One of our favorites is Family Friday where parents get a new book (to keep) and get to pull their kids from class to read. The hallways get packed with families reading together. The faculty and staff are AMAZING!!! They love these kids so well and work tirelessly to help each individual grow academically and personally. They meet kids where they are and do the (sometimes very) hard work to make it happen. We love Hailey Elementary!!!Parent Review1y ago - Wood River High School
- 9-12
- Public
- 922 Students
5/10GreatSchools RatingParent Rating AverageTHis has no emotion support and it's the only mistake that can make someone's high school experience worse.Student Review1y ago - Wood River Middle School
- 6-8
- Public
- 467 Students
4/10GreatSchools RatingParent Rating AverageThis school needs a little help but it's kind of great to see how the kids reactOther Review7y ago - Alturas Elementary School
- PK-5
- Public
- 445 Students
3/10GreatSchools RatingParent Rating Average
No reviews available for this school. 
Check out schools near 1950 Winterhaven Dr.
What Locals Say about Hailey
At least 42 Trulia users voted on each feature.
96 % Say it's dog friendly
90 % Say people would walk alone at night
86 % Say yards are well-kept
86 % Say there's wildlife
82 % Say kids play outside
79 % Say it's quiet
78 % Say they plan to stay for at least 5 years
76 % Say parking is easy
68 % Say neighbors are friendly
66 % Say there's holiday spirit
61 % Say car is needed
53 % Say it's walkable to grocery stores
51 % Say it's walkable to restaurants
43 % Say there are community events
36 % Say there are sidewalks
21 % Say streets are well-lit
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Dawn Sabo, Sun Valley SIR
Agent Phone: (713) 478-5649
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information provided by Sun Valley Board of REALTORS®/ Sun Valley Multiple Listing Service is deemed reliable but not guaranteed by the MLS.
The properties displayed are provided courtesy of Real Estate Brokers participating in the Sun Valley Board of REALTORS®/ Sun Valley Multiple Listing Service Internet Data Exchange Program (IDX).
The properties displayed are provided courtesy of Real Estate Brokers participating in the Sun Valley Board of REALTORS®/ Sun Valley Multiple Listing Service Internet Data Exchange Program (IDX).
1950 Winterhaven Dr, Hailey, ID 83333 is a 5 bedroom, 3 bathroom, 2,581 sqft single-family home built in 2003. This property is currently available for sale and was listed by Sun Valley BOR MLS on Jun 16, 2026. The MLS # for this home is MLS# 26-334553.