109 Oakside Drive, Smithtown, NY 11787
Local realty services provided by:CENTURY 21 Full Service Realty
Listed by: george c. mcknight
Office: george mcknight realtors inc
MLS#:915379
Source:OneKey MLS
Price summary
- Price:$1,450,000
- Price per sq. ft.:$604.17
About this home
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.
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Home facts
- Year built:1960
- Listing ID #:915379
- Added:182 day(s) ago
- Updated:December 16, 2025 at 11:50 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Living area:2,400 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Hot Water, Oil
Structure and exterior
- Year built:1960
- Building area:2,400 sq. ft.
- Lot area:200 Acres
Schools
- High school:Smithtown High School-West
- Middle school:Accompsett Middle School
- Elementary school:Accompsett Elementary School
Utilities
- Water:Public
- Sewer:Cesspool
Finances and disclosures
- Price:$1,450,000
- Price per sq. ft.:$604.17
- Tax amount:$29,386 (2025)
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