Tan two-story house with stone accents and mature trees, backed by rolling mountains.
Rear exterior with a paved patio, outdoor dining areas, umbrellas, and a hot tub.
Backyard patio with umbrella-shaded seating, stone pavers, lawn, mature trees, and a dog resting nearby.
Landscaped backyard with a paver patio, umbrella-shaded dining set, lawn, and mature trees.
Backyard patio with paved seating area, large shade umbrellas, barbecue grill, and a resting white dog.
Side yard with tiered paver walkway, raised garden beds, and a tall wooden fence.
Living room with a stone fireplace, gray seating, vaulted ceiling, and warm wood floors.
Open-plan living room with gray sofa, dining area, and wood-cabinet kitchen beneath vaulted ceilings.
Living room with a stone fireplace, gray sectional, and dining area opening to windows overlooking the yard.
Kitchen with wood cabinetry, stainless appliances, and a large island with bar seating.
Kitchen with warm wood cabinets, stainless appliances, and a white island with a large double sink.
Kitchen and dining area with marble island, stainless refrigerator, and windows overlooking a fenced garden.
Bedroom with a white bed, dark wood floors, and sliding glass doors opening to a fenced patio.
Bathroom with double-sink wood vanity and glass shower lined with brown tile.
Bathroom with a white soaking tub beneath a frosted window and a tiled glass-enclosed shower.
Hot tub beneath a wooden pergola on a paver patio beside a fenced, landscaped backyard.
Bedroom with a dark upholstered bed, white and blush bedding, and sheer curtains over a bright window.
Bedroom with a gray quilted bed, wood-plank accent wall, and window overlooking a leafy tree.
Furnished home office with two desks and ergonomic chairs beside a large window.
Bathroom with a striped shower curtain, marble sink counter, wood vanity, and toilet.
Bedroom with a gray bed, sloped ceiling, plantation shutters, and an exercise bike.
Bathroom with a glass corner shower, gray towels on chrome racks, and a white sink.
Upstairs living room with a vaulted ceiling, beige sectional sofa, and shelves of board games.
Furnished attic office with sloped ceilings, two desks, a built-in cabinet, and a sofa.
Spacious garage with tiled floors, ceiling-mounted bicycles, dark storage cabinets, and purple accent lighting.
Garage with tiled floor, extensive dark cabinetry, ceiling-mounted bicycles, and a white sectional door.
Garage workshop with extensive dark cabinetry, ceiling-hung bicycles, and purple accent lighting.
Garage workshop with dark storage cabinets, a long workbench, wall-mounted tools, and a chest freezer.
Garage workshop with dark cabinets, a long wood workbench, wall-mounted tools, and overhead storage bins.
Laundry room with white front-loading washer and dryer, wooden cabinet, and wall-mounted drying rack.
Rear exterior of a brown home with a pergola-covered hot tub, patio, and mountain backdrop.
Backyard patio with umbrella-shaded lounge seating, a green lawn, and a curved stepping-stone path.
SEE ALL PHOTOS
Tan two-story house with stone accents and mature trees, backed by rolling mountains.
Rear exterior with a paved patio, outdoor dining areas, umbrellas, and a hot tub.
Backyard patio with umbrella-shaded seating, stone pavers, lawn, mature trees, and a dog resting nearby.
Landscaped backyard with a paver patio, umbrella-shaded dining set, lawn, and mature trees.
Backyard patio with paved seating area, large shade umbrellas, barbecue grill, and a resting white dog.
Side yard with tiered paver walkway, raised garden beds, and a tall wooden fence.
Living room with a stone fireplace, gray seating, vaulted ceiling, and warm wood floors.
Open-plan living room with gray sofa, dining area, and wood-cabinet kitchen beneath vaulted ceilings.
Living room with a stone fireplace, gray sectional, and dining area opening to windows overlooking the yard.
Kitchen with wood cabinetry, stainless appliances, and a large island with bar seating.
Kitchen with warm wood cabinets, stainless appliances, and a white island with a large double sink.
Kitchen and dining area with marble island, stainless refrigerator, and windows overlooking a fenced garden.
Bedroom with a white bed, dark wood floors, and sliding glass doors opening to a fenced patio.
Bathroom with double-sink wood vanity and glass shower lined with brown tile.
Bathroom with a white soaking tub beneath a frosted window and a tiled glass-enclosed shower.
Hot tub beneath a wooden pergola on a paver patio beside a fenced, landscaped backyard.
Bedroom with a dark upholstered bed, white and blush bedding, and sheer curtains over a bright window.
Bedroom with a gray quilted bed, wood-plank accent wall, and window overlooking a leafy tree.
Furnished home office with two desks and ergonomic chairs beside a large window.
Bathroom with a striped shower curtain, marble sink counter, wood vanity, and toilet.
Bedroom with a gray bed, sloped ceiling, plantation shutters, and an exercise bike.
Bathroom with a glass corner shower, gray towels on chrome racks, and a white sink.
Upstairs living room with a vaulted ceiling, beige sectional sofa, and shelves of board games.
Furnished attic office with sloped ceilings, two desks, a built-in cabinet, and a sofa.
Spacious garage with tiled floors, ceiling-mounted bicycles, dark storage cabinets, and purple accent lighting.
Garage with tiled floor, extensive dark cabinetry, ceiling-mounted bicycles, and a white sectional door.
Garage workshop with extensive dark cabinetry, ceiling-hung bicycles, and purple accent lighting.
Garage workshop with dark storage cabinets, a long workbench, wall-mounted tools, and a chest freezer.
Garage workshop with dark cabinets, a long wood workbench, wall-mounted tools, and overhead storage bins.
Laundry room with white front-loading washer and dryer, wooden cabinet, and wall-mounted drying rack.
Rear exterior of a brown home with a pergola-covered hot tub, patio, and mountain backdrop.
Backyard patio with umbrella-shaded lounge seating, a green lawn, and a curved stepping-stone path.
For Sale

1950 WINTERHAVEN Dr

1950 WINTERHAVEN Dr, Hailey, ID 83333

$1,095,000
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.

5
beds

3
baths

2,581 Sq.Ft. LIVING AREA

0.39 Acres lot

Dawn Sabo

Dawn Sabo

Features & Amenities

Interior

  • total bedrooms5
  • Total bathrooms3
  • Fireplace Gas
  • other interior Features Walk-In Closet(s), Cathedral Ceiling(s), High Ceilings, Pantry, Shop Space

Area & Lot

  • Status For Sale
  • Living Area2,581 Sq.Ft.
  • Total Area2,581 Sq.Ft.
  • Lot Area0.39 Acres
  • MLS® ID26-334553
  • TypeResidential
  • YEAR BUILT2003
  • NeighborhoodHailey
  • Architecture Styles2 Story, Multi-Level, 1st Floor Primary
  • View DescriptionSee Remarks

Exterior

  • utilitiesUnderground Utilities, Cable Available
  • lot featuresSprinkler Blw Ground, Landscaped
  • parkingAttached, Asphalt, Extra Storage, Finished
  • HEAT TYPEHumidity Control
  • AIR CONDITIONINGCeiling Fan(s)
  • sewerCity/Public
  • Green featuresElectrical

Financial

  • Sales Price$1,095,000
  • Real Estate Tax $2,442/yr
  • Zoning H/GR
Tan two-story house with stone accents and mature trees, backed by rolling mountains.
Rear exterior with a paved patio, outdoor dining areas, umbrellas, and a hot tub.

Private Retreat. Exceptional Garage. Room for Everything.

– Dawn Sabo
Backyard patio with umbrella-shaded seating, stone pavers, lawn, mature trees, and a dog resting nearby.
View Virtual Tour
Rear exterior with a paved patio, outdoor dining areas, umbrellas, and a hot tub.

Schedule a Showing

I would love to show you this beautiful property. Please select your preferred date and time below. I will be in touch shortly to confirm your appointment.

Schedule a Showing

I would love to show you this beautiful property. Please select your preferred date and time below. I will be in touch shortly to confirm your appointment.

Thank you for your interest in 1950 WINTERHAVEN Dr, Hailey, ID 83333. We are reviewing your request and will be in touch shortly!

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Leveraging over three decades of experience in business, negotiation, and customer service, Dawn Sabo is thrilled to help clients achieve their real estate aspirations. Contact here today to discuss all your real estate needs!

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