TBD & 82 Winding Way Road, Aspen, CO 81611
Conundrum Contemporary Retreat

Conundrum Contemporary Retreat

TBD & 82 Winding Way Road, Aspen, CO


  • 5 Beds
  • 4 Full Baths
  • 1 Half Bath
  • 1.23 Acres Lot
  • 4,882 Sq.Ft. Living
  • 2018 Year Built
  • For Sale Status
  • 171338 MLS ID

An amazing opportunity to own a 2 parcel retreat in the Conundrum Valley, including a state of the art home plus the adjacent permit ready lot and plans for a second home. Only minutes from town, these sunny properties have majestic views of Five Fingers and Aspen Mountain while being nestled in an Aspen forest. No detail was overlooked in the design of the treehouse-style residence at 82 Winding Way, near the Conundrum Creek Trailhead. Reclaimed vintage barnwood siding creates an extension of the surrounding aspen grove, blending seamlessly into the alpine landscape. The Upper lot has county site plan approval, all utilities in place including fiber optic, vested rights for a 5,750 square foot home and plans for 2 different homes.

While creating your perfect retreat on the adjoining home site, you'll enjoy an elegant mountain lifestyle in the treehouse-style residence at 82 Winding Way in which no detail was overlooked. Reclaimed vintage barnwood siding creates an extension of the surrounding aspen grove, blending seamlessly into the alpine landscape, positioned to enjoy natural light all day with majestic views of soaring mountain peaks - Five Fingers to the west and Aspen Mountain to the east.

The central gathering space of the home is the living & kitchen area, with cozy alcoves for relaxing and broad open spaces for entertaining. An expansive dining terrace sits off the living room, and includes a custom lighting & music system for an unmatched ambiance bordered by National Forest lands.

The master suite is conveniently located on the main level, along with a library nook that doubles as a second home office. Four additional bedrooms are located downstairs, with all bedrooms above grade.

Abundant storage can be found throughout the property, including an oversized garage for two cars and plenty of space for toys. Passive solar design is enhanced by automatic solar shades and automated windows in the living room. Thoughtfully designed by Studio B Architects, with a warm family atmosphere, 82 Winding Way is a one-of-a-kind hideaway in Aspen.

Built in the wilderness, but with all the technological amenities of the modern world. This smart home takes it to the next level:
-High speed fiberoptic internet runs throughout the property.
-An automatic propane generator provides electricity if there is a power outage
-Thermostat system automates shades and windows to open and close with the position of the sun, maintaining the ideal temperature throughout the home.
-Fully integrated Crestron system controls lighting, sound, automated windows, automated solar shades, fireplaces, and security system.
-9.65 Kw photo voltaic solar electricity generation system.
-Separate Humidification system in the master bedroom.
-All thermostats are Nest accessible remotely via internet.
-Walkway on the side of the house and in front of the garage, as well as the living room south deck and the master bedroom deck are snow melted via an automatic snow sensor.

*The Hideout Lot is also available to complete this family compound and has one-of-a-kind land use approval to build up to 10,000 square feet that does not expire with no TDR's needed. More information on the 7.5 acre lot can be found at MLS# 165396

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  • Total Bedrooms5
  • Total Bathrooms4.5
  • Full Bathrooms4
  • Half Bathrooms1
  • Laundry roomRoom
  • FireplaceGas

Area & Lot

  • Status For Sale
  • Living Area4,882 Sq.Ft.
  • Lot Area1.23 Acres
  • MLS ID171338
  • YEAR BUILT2018
  • Architecture StylesContemporary


  • roofMembrane
  • HEAT TYPESolar


  • Sales Price$14,900,000
  • Real Estate Tax $24,815
  • Zoning AR-10


We offer the highest level of expertise and service with integrity. Carrie Wells is the leading real estate agent in Aspen and has helped hundreds of buyers find their dream home in Aspen and the surrounding areas, including Snowmass Village, Woody Creek, & Old Snowmass.