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    1 home
      1 home available
      109 Oakside Drive, Smithtown, NY 11787
      Open Sat 1:00 PM-3:00 PMVirtual Tour
      109 Oakside Drive, Smithtown, NY 11787
      $1,450,000
      4beds
      3.5bath
      2,400sqft
      2acres
      House for Sale

      109 Oakside Drive, Smithtown, NY 11787

      Listing by: George Mcknight REALTORS Inc
      1 - 1 of 1 results
      Copyright © 2025 OneKey® MLS LLC
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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      Membio
      OneKey® MLS
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      109 Oakside Drive, Smithtown, NY 11787
      Open Sat 1:00 PM-3:00 PM
      Virtual Tour
      $1,450,000 $49,990 
      4beds
      3full,1half bath
      2,400sqft
      2acres

      109 Oakside Drive, Smithtown, NY 11787

      City/Town:Smithtown   Post Office: Smithtown     

      House for Sale by George C. McKnightGeorge Mcknight REALTORS Inc.

      Data checked -. Listing last updated 18 hours ago.
      1. Overview
      2. Details
      3. More 

      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.

      Internet Serviceability
      Details
        Property type
      Residential
        Year built
      1960
        Heating
      Hot Water, Oil
        Cooling
      Central Air
        Total rooms
      7
        Garage
      Yes (2 space)
        City/Town
      Smithtown
        Post Office
      Smithtown
        Parking spots
      -
      915379
      MLS ID
      Active
      Status
      09/20/2025
      On Market Date
        Laundry features
        Flooring
        Fireplace
      No
        Pets allowed
        Architectural Style
      Ranch
        Basement
      Finished
        View
      Interior features
      First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters
      Exterior features
      Lot features
      Appliances included
      Dishwasher, Dryer, Electric Cooktop, Electric Oven, Microwave, Refrigerator
      Construction materials
      Vinyl Siding
      Monthly taxes
      $2,449
      Yearly taxes
      $29,386
      Community Features
      -
      School district
      Smithtown
      Schools
      Accompsett Elementary School, Accompsett Middle School, Smithtown High School-West
      Senior community
      No
      Common Charges
      -
      Maintenance
      -
      Additional Fees
      -
      Open Houses
      In-Person
      Sat, Dec 06
      01:00 PM - 03:00 PM
      Eastern Time
      Sun, Dec 07
      01:00 PM - 03:00 PM
      Eastern Time
      Virtual
      No upcoming virtual open houses
      Contact Agent
      George C. McKnight
      George C. McKnight
      Real Estate Broker, George Mcknight REALTORS Inc
       
      Location
      Landing Avenue to Oakside Drive
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      109 Oakside Drive, Smithtown, NY 11787, is a 4 bedroom, 3 bathroom, 2400 sqft. Single Family Residence built in 1960. This property is currently available for sale and was listed on OneKey® MLS on 9-20-2025. The MLS# for this Single Family Residence is MLS# 915379.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
      Copyright ©2025