109 Oakside Drive
Smithtown, NY 11787
Map
- 4 beds
- 4 baths
- 2,283 sqft
- ~2 acre lot
- $787 per sqft
- 1960 build
- – on site
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.
Last checked:
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Last updated Jun 17, 2025
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MLS# 877074 —
The Building
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Year Built:1960
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Basement:true
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Architectural Style:Ranch
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Construction Materials:Frame, Other, Vinyl Siding
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Patio And Porch Features:Deck
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Foundation Details:Other
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Building Area Units:Square Feet
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Laundry Features:Laundry Room
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Attic:See Remarks
Interior
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Levels:One
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Living Area:2283
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Total Rooms:7
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Interior Features:First Floor Bedroom, First Floor Full Bath, Crown Molding, Eat-in Kitchen, Formal Dining, Granite Counters, Primary Bathroom, Recessed Lighting
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Fireplace Features:Living Room
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Fireplaces Total:1
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Fireplace:true
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Flooring:Ceramic Tile, Hardwood
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Living Area Source:Other
Financial & Terms
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Listing Terms:Contract
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Lease Considered:false
The Property
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Lot Size Acres:2
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Parcel Number:0800-035-00-04-00-036-000
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Property Type:Residential
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Property Subtype:Single Family Residence
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Lot Size SqFt:87,120 Sqft
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Property Attached:false
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Waterfront:false
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Road Frontage Type:Municipal
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Horse:true
Listing Agent
- Contact info:
- Agent phone:
- (631) 751-2111
- Office phone:
- (631) 751-2111
Taxes
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Tax Year:2025
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Tax Source:Municipality
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Tax Annual Amount:29359.64
Beds
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Total Bedrooms:4
Baths
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Full Baths:4
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Total Baths:4
The Listing
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Special Listing Conditions:None
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Virtual Tour URL Unbranded:
Heating & Cooling
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Heating:Oil
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Cooling:Central Air
Utilities
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Sewer:Cesspool
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Utilities:See Remarks
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Water Source:Public
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Electric Company:Pseg
Appliances
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Appliances:Dishwasher, Dryer, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s)
Schools
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High School:Smithtown High School West
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Elementary School:Accompsett Elementary School
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High School District:Smithtown
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Middle School:Accompsett Middle School
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Elementary School District:Smithtown
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Middle School District:Smithtown
The Community
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Association:false
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Senior Community:false
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Pool Private:false
Parking
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Parking Features:Driveway, Garage
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Garage:true
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Garage Spaces:2
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Carport:false
Extra Units
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Other Structures:Barn(s)
Monthly cost estimate
Asking price
$1,799,000
| Expense | Monthly cost |
|---|---|
|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$9,633
|
| Taxes | $2,446 |
| Insurance | $494 |
| Utilities | $499 See report |
| Total | $13,072/mo.* |
| *This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Max Internet Speed
Provided by BroadbandNow®
This is the maximum advertised internet speed available for this home. Under 10 Mbps is in the slower range, and anything above 30 Mbps is considered fast. For heavier internet users, some plans allow for more than 100 Mbps.
Sale history
| Date | Event | Source | Price | % Change |
|---|---|---|---|---|
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6/16/25
Jun 16, 2025
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Listed / Active | ONEKEY | $1,799,000 |
