Price Reduced Listing
$1,299,000
 $6,973 est/mo Sourced by Back At You

135 Oakside Drive,Smithtown, NY 11787

Smithtown, NY 11787

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Description

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 outdoorsA 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.

Details

MLS #1041795
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1968
Days On Site47
Listing Provided ByCentury 21 Parisi Realty | Richard Parisi C2EX

Features

Bed(s)4
Bath(s) 4 Total
SQ Feet3,000
Garage2
BasementY
PoolYes
Acreage1.62

Interior

CoolingCentral Air, Ductwork
HeatingHot Air, Oil
Interior FeaturesFirst 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
AppliancesConvection Oven, Dishwasher, Dryer, Electric Cooktop, Electric Oven, Electric Range, Microwave, Refrigerator, Washer, Oil Water Heater

Exterior

Security FeaturesSecurity System
Construction MaterialsBlock, Frame, Stone, Wood Siding
Foundation DetailsConcrete Perimeter
FencingWood

Parking

Garage Yes / NoYes
Parking FeaturesDriveway, Garage, Garage Door Opener, Heated Garage, Off Street, Private

Utilities

UtilitiesCable Available, Electricity Connected, Phone Available, Propane, Water Connected
SewerCesspool

Taxes

Tax Year2026
Tax Assessed Value7935
Tax Annual Amount21726.66

Area Information

StateNY
CountySuffolk County
CitySmithtown
Zip Code11787
Community NameNISSEAQUOGUE OVERLOOK
School DistrictSmithtown High School-West
Elementary SchoolDogwood Elementary School
High SchoolSmithtown High School-West
Listing VS Median (in NISSEAQUOGUE OVERLOOK)
Price:
$1,299,000
low | high
Med:
$1,299,000
50% of Average
sqft:
3,000
low | high
Med:
3,000
50% of Average
$ / sqft:
$433
low | high
Med:
$433
50% of Average
On site:
47
low | high
Med:
47
100% of Average
Sourced by Back At You

Market Activity 11787

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Learn More About This Property

StateNY
CountySuffolk County
CitySmithtown
Zip Code11787
Community NameNISSEAQUOGUE OVERLOOK
School DistrictSmithtown High School-West
Elementary SchoolDogwood Elementary School
High SchoolSmithtown High School-West
Listing VS Median (in NISSEAQUOGUE OVERLOOK)
Price:
$1,299,000
low | high
Med:
$1,299,000
50% of Average
sqft:
3,000
low | high
Med:
3,000
50% of Average
$ / sqft:
$433
low | high
Med:
$433
50% of Average
On site:
47
low | high
Med:
47
100% of Average
Sourced by Back At You
Listing Updated: October 4, 2026 at 3:32:21 PM PDT