"THE OAKSIDE"
SMITHTOWN, NEW YORK
Welcome to the "The Oakside," a stately Georgian Colonial-style cedar shake manor nestled on five acres of pristine waterfront property, with over 900 feet of frontage on the Nissequogue River. This exceptional Smithtown Estate comprises four meticulously maintained buildings, including the main house, a charming cottage, a 3-bay heated garage and a heated pool with a cabana. Lovingly renovated by its current owners, the property offers the highest standards of modern living. Yet, it still retains the timeless elegance of a bygone “Roaring 20’s” era where personal enjoyment consisted of both a peaceful retreat on the river or in nature, and lively parties that lasted all day and into the night.
146 Oakside
146 Oakside
Enter the impressive 6-bedroom, 5.5-bath main house and experience the seamless blend of today's modern amenities with charming old-world features. Natural light floods in from the many oversized windows and French doors, contributing to the bright and warm character of these spacious living environments. Hardwood floors accent the white crown molding and millwork to exude a sophistication and pleasant atmosphere. Labradorite countertops, highest grade stainless steel appliances and beautiful 42” Custom Cabinetry, along with a butler’s pantry and breakfast room, adorn the chef’s kitchen. Baths have authentic porcelain sinks and tubs as well as radiant heated flooring in all. The primary suite includes a beautiful bay window overlooking the water, custom dressing areas, fireplace, updated ensuite with air tub, rainfall shower, marble countertop and porcelain sink. The dining room, music room, playroom, library, sauna/steam room and den all have their own distinctive character. The stunning, large conservatory room with brick fireplace and grill, along with high ceilings and surrounded by French doors looking out to the river is embellished by a heated 20x60’ heated in-ground gunite pool and cabana, making it the perfect setting for large gatherings. A full, finished basement features a 2,000 bottle climate-controlled wine cellar, recreation room and large storage and utility areas.
146 Oakside
146 Oakside
146 Oakside
146 Oakside
146 Oakside
146 Oakside
146 Oakside
146 Oakside
146 Oakside
146 Oakside
Outside, the grounds are equally impressive, with rolling green lawns leading down to the river's edge, an original pond, fresh water springs and an impressive array of specimen trees, plantings, rose bushes, and the largest black walnut tree in the state. Enjoy boating and fishing from your very own new dock and floating dock, play a game of basketball on your personal court, relax on the widow's walk or tend to your vegetable garden, which includes watering sprinklers. Round out the day with an early dinner prepared from your covered grill house. The Estate also comes with a two-acre waterfront property with a four-bedroom, four-bath separate ranch home and two-car garage. The long, sweeping driveway with bluestone paths and red stone gravel offers plenty of parking spaces for guests.
146 Oakside
148 Oakside
148 Oakside
146 Oakside - Cottage
The 6-bedroom, 5.5-bath main house features spacious formal rooms, a 2,000 bottle climate controlled wine cellar, gleaming hardwood floors, and custom millwork. Labradorite countertops, high-grade stainless steel appliances and beautiful cabinetry adorn the kitchen. Outside, the property boasts rolling green lawns leading down to the river’s edge, two docks, a widow’s walk, a 3-bay heated garage and more. The Estate also includes a 4-bedroom ranch home, cottage and a heated pool with a cabana. Whether you seek a private family compound or an impressive Estate to entertain, This is a perfect retreat for discerning buyers seeking superior quality and tranquility all while enjoying the feeling of being “away from it all”.
