
14 Hillside Avenue, Smithtown, NY, 11780
$1,189,000
activeBedrooms
4
Bathrooms
3
Sq Ft
2,112
Lot Size
54,450 sqft
Year Built
1968
Garage
2 car
Type
Single Family
Estimate. Actual payment depends on credit, lender, taxes, and insurance.
A rare opportunity in the heart of St. James, this exceptional property is set on 1.25 beautifully maintained, level acres and offers an extraordinary balance of space, privacy, and flexibility — complemented by a distinctive equestrian component that elevates it beyond the ordinary. The impeccably maintained Center Hall Colonial features 4 spacious bedrooms and 2.5 baths with a gracious, flowing floor plan designed for both comfortable everyday living and effortless entertaining. Rich wood floors flow throughout the home, complemented by tasteful neutral decor and abundant natural light. The custom updated eat-in kitchen is thoughtfully appointed with custom wood cabinetry, stainless steel appliances, granite countertops, and a charming dinette area overlooking the expansive property — creating a seamless indoor-outdoor connection. Formal living and dining rooms provide an elegant gathering space, while the warm and inviting den has a wood burning fireplace and offers a cozy retreat. The primary bedroom features a private updated ensuite bath, and three additional generously sized bedrooms which complete the second level. Updated windows and bathrooms, central air conditioning, a full finished basement with outside entry, and a two-car garage enhance everyday living and convenience. Additional improvements include low-maintenance vinyl siding, and a generator transfer switch for added peace of mind. Pride of ownership is evident throughout. For those seeking additional flexibility, the property is thoughtfully equipped for equestrian use. A center aisle working barn includes four 12x10 matted breeding stalls, 50-amp electric service, water, heat and ventilation fans, loft exhaust system, and phone lines. Outdoor amenities feature a riding ring with lighting, sprinkler system for dust control, paddock and grazing areas, wash rack, and full secondary fencing. The grounds provide a private and versatile environment suitable for training, conditioning, or leisure riding — all within the comfort of your own property. Ideally located close to transportation, schools, shopping, and restaurants, as well as Stony Brook University and Stony Brook Hospital, and just minutes from the beaches of the Long Island Sound; this offering delivers both tranquility and everyday convenience — ideal for the most discerning buyer seeking a private, turnkey home and “one of a kind” property.
Listed by Bonnie Glenn, Daniel Gale Sothebys Intl Rlty
Based on information submitted to the MLS GRID as of May 5, 2026, 5:55 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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