Located steps away from the Skimobile Express Quad, Phase 1 of The Lookout will include 17 village and garden view residences and the resort's state-of-the-art first aid facility. Residences have between 2–4 bedrooms, are either single story or lofted, and range from 1170 to 2490 square feet in size. Phase 1 of this project is projected to be completed in 2024.

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Phase 2 of The Lookout will include 19 additional residences mirroring Phase 1's, as well as the resort's new full-service ski shop. Phase 2 of The Lookout is the last phase of Cranmore's overall Master Redevelopment.