NYS Housing and Anti-Discrimination Notice
For Sale
135 Oakside Drive Smithtown, NY 11787
$1,275,000
Listed August 21, 2026, 73 days ago
Listing courtesy of Richard Parisi C2EX, Century 21 Parisi Realty MLS #KEY1041795
- 5Bedrooms
- 3.5Bathrooms
- 3,300Square feet
- $386Per square foot
- 1968Year built
About this home
North Smithtown, Nisseaquogue Overlook Section As you approach via the impressive circular driveway plus three generous additional driveways for guest parking and trailer access—the estate-like scale of the property immediately unfolds. Step inside to vaulted wood ceilings and natural stone. The Anderson windows frame sweeping, views of the surrounding woodlands at every turn, combining sophisticated indoor living and the serene outdoors A private guest suite complete with bath for multi-generational living.(With Mother daughter permit from the town) The Horse Facilities: The property features a dedicated equestrian setup including an intimate functional small barn and an adjacent tack room with views of the Nissequogue River landscape. This is more than a home; it is an exceptional legacy property offering, seclusion, natural splendor, and timeless craftsmanship. Arrange a showing today.
Description supplied by the listing broker.
Features
- First Floor Full Bath
- Breakfast Bar
- Built-in Features
- Cathedral Ceiling(s)
- Ceiling Fan(s)
- Double Vanity
- Eat-in Kitchen
- Entrance Foyer
- Formal Dining
- Granite Counters
- High Ceilings
- In-Law Floorplan
- Natural Woodwork
- Open Kitchen
Property details
Interior
- Additional rooms
- Home Office,Library/Den
- Flooring
- Carpet, Ceramic Tile, Laminate, Tile
- Levels
- Tri-Level
- Windows
- Double Pane Windows, ENERGY STAR Qualified Windows, New Windows, Oversized Windows, Screens, Skylight(s), Wall of Windows
- Fireplace
- Yes
- Fireplaces
- 1
- Appliances
- Convection Oven, Dishwasher, Dryer, Electric Cooktop, Electric Oven, Electric Range, Microwave, Refrigerator, Washer, Oil Water Heater
Systems and utilities
- Heating
- Hot Air, Oil
- Heating zones
- 1
- Cooling
- Central Air, Ductwork
- Utilities
- Cable Available, Electricity Connected, Phone Available, Propane, Water Connected
- Water
- Public
Exterior and lot
- Construction
- Block, Frame, Stone, Wood Siding
- Architectural style
- Chalet
- Condition
- Actual, Updated/Remodeled
- Parking
- Driveway, Garage, Garage Door Opener, Heated Garage, Off Street, Private
- Private pool
- Yes
- Pool
- Fenced, Outdoor Pool, Pool Cover, Pool/Spa Combo, Solar Cover
- Fencing
- Wood
- Patio and porch
- Covered, Deck, Patio, Terrace
- Horse property
- Yes
Community and fees
- Seller concession offered
- Yes
Tax and legal
- Parcel number
- 0800-035-00-04-00-025-000
- Listing agreement
- Exclusive Agency
Property details supplied by the listing broker through OneKey MLS, as of November 2, 2026. Fields not shown were not supplied and should not be read as absent from the property.
This listing
- November 2, 2026 Reduced to $1,275,000 from $1,298,000
- October 15, 2026 Reduced to $1,298,000 from $1,298,970
- October 13, 2026 Reduced to $1,298,970 from $1,298,980
- October 9, 2026 Reduced to $1,298,980 from $1,298,990
- October 7, 2026 Reduced to $1,298,990 from $1,299,000
- September 25, 2026 Reduced to $1,299,000 from $1,325,000
- September 21, 2026 Reduced to $1,325,000 from $1,350,000
- September 12, 2026 Reduced to $1,350,000 from $1,399,000
- September 8, 2026 Reduced to $1,399,000 from $1,499,000
- August 28, 2026 Reduced to $1,499,000 from $1,750,000
Location
135 Oakside Drive, Smithtown, NY 11787
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