109 Oakside Drive, Smithtown, NY 11787

Local realty services provided by:ERA Caputo Realty
109 Oakside Drive,Smithtown, NY 11787
$1,450,000
Virtual Tour
  • 4 Beds
  • 4 Baths
  • 2,400 sq. ft.
  • Single family
  • Active
Upcoming open houses
  • Sat, Nov 22
    01:00 pm - 03:00 pm
  • Sun, Nov 23
    01:00 pm - 03:00 pm
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:156 day(s) ago
  • Updated:November 20, 2025 at 12:54 PM

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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