109 Oakside Dr Smithtown, NY 11787
Estimated payment $9,994/month
Highlights
- Barn
- Stables
- Ranch Style House
- Smithtown Elementary School Rated A-
- 2 Acre Lot
- Granite Countertops
About This Home
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.
Listing Agent
George Mcknight REALTORS Inc Brokerage Phone: 631-269-6666 License #31MC0977633 Listed on: 09/20/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $29,386
Year Built
- Built in 1960
Lot Details
- 2 Acre Lot
- Vinyl Fence
- Back Yard Fenced
Parking
- 2 Car Garage
Home Design
- Ranch Style House
- Vinyl Siding
Interior Spaces
- 2,400 Sq Ft Home
- Recessed Lighting
- Fireplace
- Entrance Foyer
- Formal Dining Room
- Dryer
- Finished Basement
Kitchen
- Eat-In Kitchen
- Electric Oven
- Electric Cooktop
- Microwave
- Dishwasher
- Granite Countertops
Bedrooms and Bathrooms
- 4 Bedrooms
- Bathroom on Main Level
Schools
- Accompsett Elementary School
- Accompsett Middle School
- Smithtown High School-West
Horse Facilities and Amenities
- Horses Allowed On Property
- Corral
- Stables
- Arena
Utilities
- Central Air
- Hot Water Heating System
- Heating System Uses Oil
- Cesspool
- Cable TV Available
Additional Features
- Shed
- Barn
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 | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 02/09/2026 02/09/26 | Pending | -- | -- | -- |
| 10/26/2025 10/26/25 | Price Changed | $1,450,000 | -3.3% | $604 / Sq Ft |
| 09/20/2025 09/20/25 | For Sale | $1,499,990 | -- | $625 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Bargain Sale Deed | $585,000 | -- | |
| Bargain Sale Deed | $585,000 | -- | |
| Bargain Sale Deed | $585,000 | -- | |
| Special Warranty Deed | $400,000 | -- | |
| 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 |
Source: OneKey® MLS
MLS Number: 915379
APN: 0800-035-00-04-00-036-000
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