Seller's Agent in 2026
George McKnight
George Mcknight REALTORS Inc
(631) 269-6666
57 Total Sales
109 Oakside Dr Smithtown, NY 11787
4
Beds
3.5
Baths
2,400
Sq Ft
2
Acre Lot
Highlights
- Barn
- Stables
- Ranch Style House
- Smithtown Elementary School Rated A-
- 2 Acre Lot
- Granite Countertops
About This Home
As of March 2026Welcome 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.
Last Agent to Sell the Property
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
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Closed on
Aug 22, 2011
Sold by
Bought by
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$540,350
Outstanding Balance
$363,784
Interest Rate
4.52%
Mortgage Type
FHA
Estimated Equity
$979,395
Purchase Details
Closed on
Sep 2, 2010
Sold by
Bought by
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$25,000
Interest Rate
4.37%
Mortgage Type
Unknown
Purchase Details
Closed on
May 27, 2010
Sold by
Bought by
Purchase Details
Closed on
Jun 18, 1997
Sold by
Bought by
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Home Values in the Area
Average Home Value in this Area
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $540,350 | FHA | |
| Closed | $540,350 | FHA | |
| Previous Owner | $25,000 | Unknown |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 03/31/2026 03/31/26 | Sold | $1,300,000 | -10.3% | $542 / 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 |
Source: OneKey® MLS
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 |
Source: Public Records
Agents Affiliated with this Home
-
George McKnight
-
Betty Anne Smith
Buyer's Agent in 2026
Betty Anne Smith
Howard Hanna Coach
(631) 757-4000
33 Total Sales
Map
Source: OneKey® MLS
MLS Number: 915379
APN: 0800-035-00-04-00-036-000
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