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Back 109 Oakside Drive
Off Market

109 Oakside Drive

Smithtown NY 11787

4
4
2
2400 sq. ft.
8712000 sq. ft.
Single-Family
Last sold for $1,300,000
George McKnightGeorge McKnight, last sold this property on 31 March 2026 after 287 days on market.

Overview

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.

Features

4 bedrooms
4 bathrooms
2 carspaces
2 garage spaces
2400 sq. ft. floor area
8712000 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Smithtown over the last 12 months, the estimated median property value of 109 Oakside Drive is $874.5k.

Median value
$874.5k
Estimated value range
$520k - $1.88m
Median days on market
18
Estimated value trend
5%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Smithtown. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 109 Oakside Drive

2026
Sold
$1,300,000
31 Mar 2026 by George McKnight, of George Mcknight REALTORS Inc

Happy sellers in Smithtown

~%

We have insufficient information to provide an overview of customer satisfaction for Smithtown. Viewing the agent profiles, reviews and sales for Smithtown can provide insights for this location.

Local market activity for 4 bedroom single-family properties in Smithtown

In the last 12 months, 121 four-bedroom single-family properties similar to 109 Oakside Drive, have been sold.

This represents a 28% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Smithtown

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Kate Works

Kate Works is an award winning recommended agent for Smithtown.  They have 4 local sales and collected 2 local reviews across the last 12 months.

  •   5   (59 reviews)
  •  2 Reviews in Smithtown
  •  4 Sales in Smithtown
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Lori Sheehan

Sellers who recommend Lori Sheehan have praised them for being local expert, clear communication, responsive, honest, supportive, reliable, and proactive

  •   5   (114 reviews)
  •  4 Reviews in Smithtown
  •  1 Sale in Smithtown
View profile
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Jonathan Guercio

Jonathan Guercio is a recommended agent for Smithtown.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (8 reviews)
  •  1 Review in Smithtown
  •  1 Sale in Smithtown
View profile
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Janet Elliott

Janet Elliott is a recommended agent for Smithtown.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (3 reviews)
  •  1 Review in Smithtown
  •  1 Sale in Smithtown
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