OneKey® MLS
  • Buy
  • Rent
  • Commercial
  • Find an Agent
  • NYS Fair Housing Notice
  • Language
    Price range
    $
    $
    Bedrooms
    Bathrooms
    Home type
    Square feet
    Lot size
    Heating
    Cooling
    Parking spots
    Garage
    Basement
    Year built
    Max HOA
    Down payment assistanceDown payment assistance
    Tours
    View
    More amenities
    1 home
      1 home available
      131 Oakside Drive, Smithtown, NY 11787
      Open Sat 11:30 AM-1:00 PM
      131 Oakside Drive, Smithtown, NY 11787
      $1,375,000
      4beds
      3bath
      3,300sqft
      1.86acres
      House for Sale

      131 Oakside Drive, Smithtown, NY 11787

      Listing by: Compass Greater NY LLC
      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.
      Equal opportunity
      Membio
      OneKey® MLS
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      131 Oakside Drive, Smithtown, NY 11787
      Open Sat 11:30 AM-1:00 PM
      $1,375,000
      4beds
      3full,half bath
      3,300sqft
      1.86acres

      131 Oakside Drive, Smithtown, NY 11787

      City/Town:Smithtown   Post Office: Smithtown     

      House for Sale by Kristine J. LivadasCompass Greater NY LLC.

      Data checked -. Listing last updated 32 hours ago.
      1. Overview
      2. Details
      3. More 

      Perched atop a scenic hill in one of Smithtown’s most prestigious enclaves, this architecturally distinctive ranch-style home offers an unmatched combination of total privacy, eco-conscious design, and serene natural beauty. Located within the award-winning Smithtown School District and surrounded by lush woodlands near the Nissequogue River, this Mid Century Modern home is a true retreat for those who value tranquility, style, and effortless indoor-outdoor living. From the moment you arrive, the home’s striking exterior, expansive setting, and custom design features signal that this is no ordinary residence. Inside, the open-concept layout is both inviting and impressive, with a peaceful, zen vibe and a bridge over a one-of-a-kind custom koi pond. Soaring vaulted ceilings and radiant heated floors run through the main living areas. Walls of oversized sliding glass doors flood the interior with natural light and seamlessly connect the indoors to a sprawling Trex deck—perfect for entertaining on any scale. Cleverly hidden solar panels provide electricity at almost no monthly cost. At the heart of the home lies a beautifully appointed, modern kitchen featuring quartz countertops, an oversized center island, and sleek custom cabinetry. The space flows effortlessly into the expansive great room, creating a bright and airy living experience that feels both refined and relaxed. A two-sided fireplace enhances both the living and dining rooms. Step outside and discover a true entertainer’s dream: a brand-new resort-style pool with a shallow sun bed lounge area, custom stone fire pit, and a vast deck ideal for hosting gatherings or simply enjoying peaceful mornings. A thoughtfully designed lower level includes a private guest suite with its own full bath and separate above-grade entrance—ideal for extended stays or multi-generational living. A fully equipped gym completes the lower level, with a ton of closets for storage. Propane generator. Unique in every sense, this residence is a rare find—a perfectly curated blend of modern comfort and natural serenity.

      Internet Serviceability
      Details
        Property type
      Residential
        Year built
      1967
        Heating
      Oil, Radiant Floor
        Cooling
      Central Air
        Total rooms
      7
        Garage
      No
        City/Town
      Smithtown
        Post Office
      Smithtown
        Parking spots
      10
      933632
      MLS ID
      Active
      Status
      11/10/2025
      On Market Date
        Laundry features
        Flooring
      Combination, Wood
        Fireplace
      Yes
        Pets allowed
        Architectural Style
      Ranch
        Basement
      Finished
        View
      Trees/Woods
      Interior features
      First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Breakfast Bar, Cathedral Ceiling(s), Chefs Kitchen, Eat-in Kitchen, Entrance Foyer, Formal Dining, In-Law Floorplan, Open Floorplan, Open Kitchen, Primary Bathroom, Smart Thermostat, Storage
      Exterior features
      Lot features
      Appliances included
      Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Washer
      Construction materials
      Cedar
      Monthly taxes
      $1,737
      Yearly taxes
      $20,848.8
      Community Features
      -
      School district
      Smithtown
      Schools
      Smithtown Elementary School, Nesaquake Middle School, Smithtown High School-East
      Senior community
      No
      Common Charges
      -
      Maintenance
      -
      Additional Fees
      -
      Open Houses
      In-Person
      Sat, Dec 06
      11:30 AM - 01:00 PM
      Eastern Time
      Virtual
      No upcoming virtual open houses
      Contact Agent
      Kristine J. Livadas
      Kristine J. Livadas
      Associate Real Estate Broker, Compass Greater NY LLC
      Direct Number 
       
      Location
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      131 Oakside Drive, Smithtown, NY 11787, is a 4 bedroom, 3 bathroom, 3300 sqft. Single Family Residence built in 1967. This property is currently available for sale and was listed on OneKey® MLS on 11-10-2025. The MLS# for this Single Family Residence is MLS# 933632.
      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