109 Oakside Dr Smithtown, NY 11787
Estimated payment $10,439/month
Highlights
- Barn
- Horses Allowed On Property
- Deck
- Smithtown Elementary School Rated A-
- 2 Acre Lot
- Ranch Style House
About This Home
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.
Listing Agent
Signature Premier Properties Brokerage Phone: 631-751-2111 License #30ZE0842843 Listed on: 06/16/2025

Home Details
Home Type
- Single Family
Est. Annual Taxes
- $29,360
Year Built
- Built in 1960
Parking
- 2 Car Garage
- Driveway
Home Design
- Ranch Style House
- Frame Construction
- Vinyl Siding
Interior Spaces
- 2,283 Sq Ft Home
- Crown Molding
- Recessed Lighting
- Living Room with Fireplace
- Formal Dining Room
- Finished Basement
- Basement Fills Entire Space Under The House
Kitchen
- Eat-In Kitchen
- Oven
- Microwave
- Dishwasher
- Stainless Steel Appliances
- Granite Countertops
Flooring
- Wood
- Ceramic Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- En-Suite Primary Bedroom
- 4 Full Bathrooms
Laundry
- Laundry Room
- Dryer
Schools
- Accompsett Elementary School
- Accompsett Middle School
- Smithtown High School-West
Utilities
- Central Air
- Heating System Uses Oil
- Cesspool
Additional Features
- Deck
- 2 Acre Lot
- Barn
- Horses Allowed On Property
Listing and Financial Details
- Assessor Parcel Number 0800-035-00-04-00-036-000
Map
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2024 | $28,619 | $11,252 | $790 | $10,462 |
2023 | $28,619 | $11,252 | $790 | $10,462 |
2022 | $27,179 | $11,252 | $790 | $10,462 |
2021 | $27,179 | $11,252 | $790 | $10,462 |
2020 | $27,357 | $11,252 | $790 | $10,462 |
2019 | $27,357 | $0 | $0 | $0 |
2018 | -- | $11,252 | $790 | $10,462 |
2017 | $25,672 | $11,252 | $790 | $10,462 |
2016 | $26,681 | $11,850 | $790 | $11,060 |
2015 | -- | $11,850 | $790 | $11,060 |
2014 | -- | $11,850 | $790 | $11,060 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
07/21/2025 07/21/25 | Price Changed | $1,499,990 | -16.6% | $657 / Sq Ft |
06/16/2025 06/16/25 | For Sale | $1,799,000 | -- | $788 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Bargain Sale Deed | $585,000 | -- | |
Bargain Sale Deed | $585,000 | -- | |
Special Warranty Deed | $400,000 | -- | |
Special Warranty Deed | $400,000 | -- | |
Foreclosure Deed | $510,000 | -- | |
Foreclosure Deed | $510,000 | -- | |
Deed | $255,000 | First American Title Ins Co | |
Deed | $255,000 | First American Title Ins Co |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Open | $540,350 | FHA | |
Closed | $540,350 | FHA | |
Previous Owner | $25,000 | Unknown | |
Previous Owner | $25,000 | Unknown | |
Previous Owner | $273,000 | Unknown |
Source: OneKey® MLS
MLS Number: 877074

APN: 0800-035-00-04-00-036-000
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