135 Oakside Drive, Smithtown, NY 11787

• 4 beds |
• 4 baths |
• 3,000 sqft

Property Description

A Breathtaking Private Sanctuary Where Luxury Meets the Countryside ???? Set against a backdrop of  natural beauty, this expansive residence offers a rare convergence of architectural character, ultimate privacy, and premier equestrian living .As you approach via the impressive grand circular driveway—complemented by three generous additional driveways for effortless guest parking and trailer access—the estate-like scale of the property immediately unfolds. The Residence: Step inside to a dramatic, light-filled interior defined by soaring, handcrafted vaulted wood ceilings and refined natural stone detailing that anchors the home in organic elegance. Huge  covered brick patio Extensively positioned windows frame sweeping, cinematic views of the surrounding  woodlands at every turn, combining sophisticated indoor living and the serene outdoors.  A private, self-contained guest suite complete with its own bath provides an ideal, secluded retreat for visitors or multi-generational living. The Equestrian Facilities: The property features a dedicated equestrian setup including an intimate,  functional small barn and an adjacent tack room with panoramic views of the rolling landscape, the barn brings convenience and beauty together in a healthy environment for your horse. This is more than a home; it is an exceptional legacy property offering  seclusion, natural splendor, and timeless craftsmanship.

Listing Status:

Active

Data Last Updated:

September 23, 2026 at 7:19AM

Listing Office:

Century 21 Parisi Realty : 631-669-3900

MLS ID:

1041795

Interior

• General: First Floor Full BathBreakfast BarDouble VanityEat-in KitchenEntrance FoyerFormal DiningGranite CountersHigh CeilingsIn-Law FloorplanOpen KitchenPantryRecessed LightingSoaking TubWalk-In Closet(s)Washer/Dryer Hookup
• Rooms: Home OfficeLibrary/Den
• Appliances: Convection OvenDishwasherDryerElectric CooktopElectric OvenElectric RangeMicrowaveRefrigeratorWasherOil Water Heater
• Basement: Walk-Out Access
• Flooring: CarpetCeramic TileLaminateTile
• A/C: Central AirDuctwork
• Heating: Hot AirOil
• Fireplace: MasonryWood BurningFireplaceFireplaces: 1

Exterior

• Style: Chalet
• Other Structures: Barn(s)TerraceDeckPatioCovered
• Pool: FencedOutdoor PoolPool CoverPool/Spa ComboSolar Cover
• Parking: DrivewayGarageGarage Door OpenerHeated GarageOff StreetPrivateParking spaces: 6

Construction

• General: Tri-Level

Location

• Originating MLS: onekey2
• School District: Smithtown
• County: Suffolk County

Lot

• Zoning: 0800-035-00-04-00-025-000
• Fencing: Wood

Utilities

• Utilities: Cable AvailableElectricity ConnectedPhone AvailablePropaneWater Connected
• Water: Public
• Sewer: Cesspool

Financial

• Source: onekey2