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135 Oakside Drive

Smithtown, NY, 11787

$1,298,000
4Bedrooms
4Bathrooms
3,300Interior sq ft
1.62Acres
1968Year built

AN INTRODUCTION

A closer look.

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 overview

Property type
Single Family Residence
Architecture
Chalet
Condition
Updated/Remodeled
Year built
1968
Lot size (sq ft)
70,567
Status
Active
Listed
2026-08-21
MLS number
KEY1041795

Interior & comfort

Interior features
First Floor Full Bath, Breakfast Bar, Double Vanity, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, In-Law Floorplan, Open Kitchen, Pantry, Recessed Lighting, Soaking Tub, Walk-In Closet(s), Washer/Dryer Hookup
Appliances
Convection Oven, Dishwasher, Dryer, Electric Cooktop, Electric Oven, Electric Range, Microwave, Refrigerator, Washer, Oil Water Heater
Heating
Hot Air, Oil
Cooling
Central Air, Ductwork
Basement
Walk-Out Access
Fireplaces
1

Outdoors & amenities

Parking
Driveway, Garage, Garage Door Opener, Heated Garage, Off Street, Private
Garage spaces
2
Pool
Fenced, Outdoor Pool, Pool Cover, Pool/Spa Combo, Solar Cover

Schools & location

Postal town
Smithtown
County
Suffolk County
School district
Smithtown
Elementary school
Dogwood Elementary School
Middle school
Accompsett Middle School
High school
Smithtown High School-West

Taxes & utilities

Annual property taxes
$21,727
Tax year
2026
Association
No
Water
Public
Sewer
Cesspool

Listing courtesy of Century 21 Parisi Realty · 631-669-3900
MLS #KEY1041795 · Active

LET’S CONNECT

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