Price Reduced 3.33%
Price History
$1,499,990
9/20/2025
$1,450,000
10/26/2025
109 Oakside Drive, Smithtown, NY, 11787
7 rooms
4 beds
3 Full / 1 Half baths
1960
Ranch
2,400 sqft
Welcome to 109 Oakside Dr., your dream equestrian retreat, set on 2 scenic acres in the heart of Smithtown. This updated 4-bed, 3.5-bath ranch blends easy single-level living with true equestrian amenities. An eat-in kitchen with granite counters and stainless appliances opens to a spacious family room anchored by a stone fireplace. Throughout the home you’ll find hardwood floors, custom millwork, and recessed lighting. The private main bedroom offers direct access to a low-maintenance Azek deck overlooking a serene backyard with outdoor fireplace, waterfall, and koi pond. A finished basement adds flexible recreation/storage space. For horse enthusiasts: a meticulously maintained barn with 4 heated stalls, tack room, washroom, and hayloft; plus a PVC-fenced paddock with lighting and irrigation for year-round care. Move-in ready and thoughtfully appointed—an exceptional property where comfort, convenience, and equestrian living come together.
Status:
Pending
Type:
Single-family residential
Garage:
2-car
Heating:
Hot Water, Oil
Cooling:
Central Air
Basement:
Finished
Acreage:
2
Est. Taxes:
$29,386
Construction
Vinyl Siding
Utilities
Cable Available, Electricity Connected, Trash Collection Public, Water Connected
Elementary School:
Accompsett Elementary School
Middle School:
Accompsett Middle School
High School:
Smithtown High School-West
School District:
Smithtown
Days on Market:
142
Appliances:
Dishwasher, Dryer, Electric Cooktop, Electric Oven, Microwave, Refrigerator
MLS #:
915379
Community Info
School Info
Walk Score
Mass Transit
Yelp
Listing courtesy of George Mcknight REALTORS Inc 631-269-6666