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109 Oakside Drive, Smithtown, NY 11787

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For Sale

$1,499,990

4 beds • 4 baths • 2,283 sqft

Estimated Payment

$      /mo. †

APR for 30 years

Change Loan Terms

  • Single Family Detached
    Property type

  • $657.03
    Price per square foot

  • Over 50 Years Old
    Age

  • Basement
    Rooms

Explore this Property

Luxury Living & Exceptional Horse Property in the Heart of Smithtown Set on 2 picturesque acres in a highly desirable Smithtown location, this 4-bedroom, 4-bath home offers the perfect blend of refined residential comfort and premium equestrian amenities - a rare and remarkable find. Inside the home features an open floor plan that flows effortlessly for modern living. An updated eat-in kitchen with granite countertops and stainless steel appliances opens to a spacious family room centered around a striking stone fireplace, ideal for relaxing or entertaining. Refinished hardwood floors, recessed lighting, and custom moldings elevate the space, while the freshly painted interior and updated baths offer a move-in-ready experience. The large main bedroom includes direct access to the backyard and deck - your own private retreat . A fully finished basement adds even more versatility to meet your lifestyle needs. Step outside to an expansive Azek deck with an outdoor stone fireplace and tranquil waterfall, creating a peaceful backdrop for gatherings or quiet evening. This is more than a property - it's a special, one-of-a-kind equestrian haven. The meticulously maintained 4-stall barn is equipped with heat lamps on timers, a heated tack room with slop sink, and a hayloft for streamlined storage. PVC- fenced paddock is fully outfitted with lighting and irrigation, offering exceptional care and convenience for your horses. A rare opportunity to own a turnkey home and horse property in a prime Smithtown setting - where luxury, lifestyle, and land come together beautifully.
MLS# 877074

Courtesy Of Signature Premier Properties

(631) 751-2111

Open Houses

July

26

Saturday

In Person

Saturday, July 26, 2025

11:30AM - 1:30PM

Property Features

  • Age
    Over 50 Years Old
  • Appliances
    Dishwasher, Dryer, Microwave, Refrigerator, Washer
  • Architecture Style
    Ranch
  • Exterior Type
    Vinyl Siding
  • Fireplace
    Fireplace
  • Floor Covering
    Hardwood, Tile, Tile - Ceramic
  • Lot Size
    2 Acres
  • Rooms
    Basement

Map and Directions

Directions to 109 Oakside Drive, Smithtown, NY 11787

Home seller CENTURY 21 Catapano Homes

Get to know the neighborhood. A local affiliated CENTURY 21 office will help you set up tours, give advice, and negotiate with sellers.

CENTURY 21 Catapano Homes

(516) 938-0021
Learn More About Us

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This information is provided for general informational purposes only and should not be relied on in making any home-buying decisions. School information does not guarantee enrollment. Contact a local real estate professional or the school district(s) for current information on schools. This information is not intended for use in determining a person's eligibility to attend a school or to use or benefit from other city, town or local services.

† Based on a 30-year fixed rate of 3.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Interest rates are also subject to credit and property approval based on secondary market guidelines. The rates shown are based on average rates for our best qualified customers. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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