For Sale House MLS# 1041795

135 Oakside Drive

Smithtown, NY 11787

$1,298,000

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Listing Office

Officeonekey_mls logoCentury 21 Parisi Realty

About 135 Oakside Drive

North Smithtown, Nisseaquogue Overlook Private Sanctuary Where Luxury Meets the Countryside Set against a backdrop of natural beauty, this unique residence offers architectural character, privacy, and equestrian capability. .As you approach via the impressive circular driveway—complemented by three generous additional driveways for effortless guest parking and trailer access—the estate-like scale of the property immediately unfolds. Step inside to a dramatic, light-filled interior defined by soaring, handcrafted vaulted wood ceilings and refined natural stone. The windows frame sweeping, 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 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.

Property details

Property

Type
single
Year built
1968
Living area
3,300 sqft
Price / sqft
$393
Lot
1.62 ac
List date
Aug 21, 2026

Schools

District
Smithtown Central School District

Location

Subdivision
NISSEAQUOGUE OVERLOOK

Location

Neighborhood
NISSEAQUOGUE OVERLOOK
School district
Smithtown Central School District

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Listing information is provided by the participating MLS / IDX program and is deemed reliable but not guaranteed. All information should be independently verified. Equal Housing Opportunity.