Discover this rare contemporary retreat set on 14 private acres along scenic Prentice Street. Architecturally unique with soaring cathedral ceilings, this home offers a remodeled kitchen and baths, cozy living spaces, and a dedicated office. Perfect for entertaining and peaceful living, the expansive wrap-around deck with pergola overlooks a 20x40 Lazy L-shaped pool, fire pit area, greenhouse, and a daybed lounge for ultimate relaxation. A versatile two-story 26x18 barn offers endless potential as a workshop, studio, or future guest/pool house. Updates include a new composite front porch, improved walkways, Andersen windows, an artesian well system, Loop Loc pool cover, & a variable-speed pool pump, a whole-house water filtration system, Nest thermostats, fencing, treehouse, a Natural Gas 4-zone Viessmann boiler. Enjoy unmatched privacy while staying close to downtown Holliston, Hopkinton, Pinecrest Golf Club and I-495. A truly exceptional blend of modern comfort and natural serenity!