289 River Road, Smithtown, NY, 11780
$1,049,000
activeBedrooms
5
Bathrooms
5
Sq Ft
4,000
Lot Size
67,518 sqft
Year Built
1790
Garage
2 car
Type
Single Family
Estimate. Actual payment depends on credit, lender, taxes, and insurance.
A Rare Historic Colonial Rich in History, Charm & Timeless Character! Dating back to 1790, this remarkable 12-room Colonial offers a rare opportunity to own a piece of history. Formerly owned by Adam Smith, a descendant of Richard the Bull Smith, this distinguished residence is set on 1.55 acres of level, picturesque property featuring an in-ground pool. Rich in original architectural details, the spacious home welcomes you through a formal entry into a gracious living room featuring a wood-beamed ceiling, wide-plank wood floors, and an open-hearth fireplace with a beautifully paneled mantel, flanked by built-in bookcases. Just off the living room, a sun-filled Florida room provides the perfect retreat, complete with a beamed ceiling and slate flooring. The formal dining room, accented by elegant shadow-box moldings, is ideal for entertaining and holiday gatherings. The generously sized center-island kitchen offers an inviting breakfast area and opens to a cozy den with its own fireplace and secondary staircase leading to the second level. The second floor features 5–6 bedrooms offering flexibility for family, guests, or home office needs. Additional amenities include a walk-up third level, unfinished basement providing ample storage and utility space, and a detached two-car garage. A truly special offering, this fabulous Colonial seamlessly blends centuries of heritage, timeless architectural details, and gracious living spaces, all set on a beautiful 1.55-acre property with an in-ground pool. A unique opportunity to own a home where history and character are preserved for generations to come!
Listed by Lynda F. Olita, Douglas Elliman Real Estate
Listings courtesy of OneKey® MLS as distributed by MLS GRIDBased on information submitted to the MLS GRID as of Nov 11, 2026, 6:54 PM UTC (date and time MLS GRID Data was obtained). All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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