WALKABLE DOWNTOWN WOODSTOCK - ELEVATOR - SOUTH ON MAIN SUBDIVISION - THE HOLY GRAIL! Welcome to this exceptional 4-story home located in the heart of Downtown Woodstock nestled within the coveted South on Main subdivision. This thoughtfully designed Rockport floor plan boasts 5 bedrooms, 4.5 baths, and an array of luxury features, offering the ultimate blend of comfort, style, and convenience. Effortlessly access all four levels with a private in-home elevator. The main level features open concept living with an appointed fireplace with custom mantel and TV cabinet, built-ins, dining space with judges paneling, half bath and designer tile. Step out onto the screened covered deck perfect for entertaining with an outdoor kitchen featuring a Big Green Egg, Blaze gas grill, Blaze flat top gridle, refrigerator, bar seating and newly installed electric heaters for year-round enjoyment. The Chef’s Kitchen is beautifully designed with granite countertops, a Thermador range, built-in microwave, walk-in pantry and Keeping Room with ceiling beams. The third floor features the spacious primary bedroom with an ensuite bath, double vanities, soaker tub, oversized shower and an extra-large walk-in closet. Relax in the Morning Room off the Primary bedroom for early morning coffee as well as a secondary bedroom and full bath and the laundry room. Top level bonus room with a built-in dry bar (with water access) and refrigerator for added convenience perfect for a Wine/Bourbon Room or home office. Access to the Sky Terrace with a cozy outdoor fireplace overlooking the neighborhood gardens. Additional bedroom and full bath on the top level. This home features custom Built-ins and Ship-Lap details that add charm and character throughout the home. Lower-level features 4th bedroom with a Jack & Jill bath with 5th bedroom/Bonus room. Ample parking with a 3-car garage, featuring 8-foot doors for larger vehicles. Stay connected and in control with modern smart home technology. The professionally landscaped yard features lush turf, creating a low-maintenance outdoor oasis, stone laid patio and steppingstone pathways and fencing. This home offers unmatched luxury living in one of the most desirable locations in Downtown Woodstock, with easy walkable access to shops, dining, and entertainment. Whether relaxing on the sky terrace, entertaining outdoors on the covered back deck, or unwinding in one of the thoughtfully designed living spaces, this home truly has it all. Schedule a showing today and experience this extraordinary home in person!