Privacy, charm and timeless craftsmanship only begin to describe all that 77 Crest Rd has to offer. Nestled in the Hamlet of Middlebury's Historic District, this 2,600+ sq ft Contemporary Craftsman boasts flexible living with 4 full bedrooms, 3.5 baths, Large living room, and Large family room with 1/2 bath. 2 Blue Stone patios and a Belgian block patio perfectly placed alongside the newly renovated in-ground, gunite Saltwater swimming pool with newer mechanicals, fence, waterfall and SURROUNDED by the 9+ acre Crest Preserve, one of Middlebury's 62 Land Trusts designed to keep with the town's history of nature preservation. Original, winding hand-carved staircases, colonial wood shutters, reading nooks, finished attic and original hardwood floors throughout, blend seamlessly with the detail oriented modern updates this home craved. Inside the FRESHLY Painted Interior you'll find updated bathrooms, gas insert fireplace, electric, A/C, chefs' kitchen w/ granite counters, double oven and new stainless-steel appliances looking out picture windows to your pool oasis, patios, backyard and Soaring land trust views. The OVERSIZED window-wall in the living room picture frames the landscaped front yard with mature perennials and Japanese maples. Outside, new siding, roof, barn lighting, chimney, and landscaping make this a true Gem of a home. Listen to the town church bells while entertaining or just peacefully enjoying this magical 1.5-acre location.