Properties Near 695 Tanglewood Drive Killington, VT

A unique architect designed contemporary 2 home compound on one of the highest buildable lots in Killington. 2 homes to be built using Scandinavian technology, homes are designed as a semi-detached duplex (no common wall), offering privacy to each side. Home 2 (larger unit for sale to right in renderings) offers a spacious layout combining the kitchen & dining area, both overlook a grand 2 story living space featuring full-height, triple-pane windows, wood-burning stove at one end, & a southern-facing balcony at the other. Off dining area is a private library/TV room, with a convenient 1/2 bath. Adjacent to the parking area, a heated storage & ski locker space serves as a “link” to the adjacent home. On the walk-out lower level, an oversized 1 car garage, alongside a laundry area. A dedicated ski workshop/storage room is also found here, as well as a private “game room” – a customizable space to suit buyers needs. Large sliding doors from the game room open to an on-grade patio featuring a fire pit. 2nd floor hosts two en-suite bedrooms. Main br boasts a generous walk-in closet & a striking glass railing that opens to the 2 story living space below. An open “study” area also overlooks the grand living room. At the roof penthouse level, a spacious family room is complemented by an attached bar/kitchen area & a 1/2 bath. This level features a large sauna with an adjoining shower and changing area providing direct access to an open-air roof terrace w/ covered BBQ & hot tub.

This handcrafted log cabin on 10 private acres with Killington Mountain views serves as base camp after a day on the slopes. Built in 2006 by skilled timber smiths, each log was hand-peeled with drawknives, preserving its natural beauty and grain. The great room’s scale, thick wooden walls and warm, earthy hues create a true mountain retreat—ideal for gathering with family and friends. Whether playing board games by the fire, sipping cocoa on one of the two covered porches, or sharing a home-cooked meal, this home fosters connection. Spanning three levels, this modern yet rustic cabin is light-filled and spacious. Designed with an "Aspen of the East" aesthetic, the open-concept great room is the heart of the home, featuring a gourmet kitchen, dining area, stone fireplace and sitting area. The Primary King Suite on the second level includes a private office loft. Two guest rooms on the first level share a bath, while the lower level offers a ski room, family entertainment space, a second kitchen, and two additional bonus rooms for extra guests. A three-bay detached garage for cars and gear has finished space above featuring a kitchenette, bath, and bonus room—perfect for an office, studio, gym, or guests. Updated with smart home technology and two Tesla EV chargers. Year-round adventure awaits: skiing, hiking, biking, golf, and spa/yoga all nearby. Just 21 miles to Rutland Regional Airport (Cape Air) and 19 miles to historic Woodstock.