For Sale
143 Oakside Drive Smithtown, NY 11787
$875,000
Listed November 6, 2026
Listing courtesy of Jessica L. Stanco AHWD PSA, Howard Hanna Coach MLS #KEY1070587
- 3Bedrooms
- 1.5Bathrooms
- 1848Year built
About this home
Historic charm meets modern farmhouse living in a tranquil setting with a view of the Nissequogue River. Perched on a full acre, this special property offers a peaceful connection to nature, with deer, wild turkeys, and other wildlife making frequent appearances. Built in the late 19th century as a servants’ cottage for the Kenyon Estate, the home blends its distinctive past with extensive updates completed within the last two years. A fabulous farmhouse kitchen offers abundant counter space and opens to the dining area, while two beautifully renovated bathrooms carry the modern farmhouse style throughout. A unique third bedroom, also ideal as a separate home office, awaits finishing, with materials included in the sale. Extensive improvements include all-new plumbing, two-zone heating and central air, new 200-amp electric service, roof, and Andersen windows. A renovated inground pool adds to the outdoor enjoyment. This special location affords homeowners a peaceful retreat with everyday conveniences close by. Enjoy beach rights to multiple Town of Smithtown beaches, boat ramp access, and nearby hiking trails, parks, nature preserves, and golf courses. Main Street’s restaurants and shops are just moments away, with convenient access to the LIRR and parkways. A rare opportunity to own a piece of history in a setting that feels like a retreat. ** PROFESSIONAL PHOTOS COMING SOON**
Description supplied by the listing broker.
Features
- Eat-in Kitchen
- Open Kitchen
- Quartz/Quartzite Counters
- Recessed Lighting
- Walk-In Closet(s)
- Washer/Dryer Hookup
Property details
Interior
- Attic
- Partial,Scuttle
- Kitchens
- 1
- Flooring
- Laminate
- Windows
- New Windows, Skylight(s), Wood Frames
- Appliances
- Dishwasher, Dryer, Electric Range, Electric Water Heater, Refrigerator, Stainless Steel Appliance(s), Washer
Systems and utilities
- Heating
- Forced Air, Oil
- Heating zones
- 2
- Cooling
- Central Air
- Utilities
- Cable Available, Electricity Connected, Phone Available, Trash Collection Public, Water Connected
- Water
- Public
Exterior and lot
- Construction
- Clapboard, Frame
- Architectural style
- Colonial
- Condition
- Updated/Remodeled
- Parking
- Driveway
- Private pool
- Yes
- Pool
- Fenced, In Ground, Pool Cover
- Fencing
- Chain Link
- Patio and porch
- Patio, Porch
- View
- River
- Lot features
- Back Yard, Front Yard, Part Wooded, Sprinklers In Front
Tax and legal
- Parcel number
- 0800-035-00-04-00-020-000
- Tax lot
- 020.000
- Tax block
- 0004
- Tax section
- 035.000
- MLS district
- 0800
- Listing agreement
- Exclusive Right To Sell
Property details supplied by the listing broker through OneKey MLS, as of November 6, 2026. Fields not shown were not supplied and should not be read as absent from the property.
This listing
- November 6, 2026 Listed at $875,000
Location
143 Oakside Drive, Smithtown, NY 11787
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