Buy with Yoreevo
$1,276,267
List Price: $1,299,000
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135 Oakside Drive

House in Smithtown •  building info
4bd • 3.5ba • 3,000ft² • $433 per ft²
Buy with Yoreevo

$1,276,267

List Price

$1,299,000

Key Details
Days on market
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Last price change
$26,000 (2%) on 9/25/26
Estimated payment
$9,201/mo
Taxes
$1,811/mo
Maintenance
N/A
Description
North Smithtown, Nisseaquogue Overlook Private Sanctuary Where Luxury Meets the Countryside Set against a backdrop of  natural beauty, this unique residence offers a rare convergence of 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. 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, views of the surrounding  woodlands at every turn, combining sophisticated indoor living and the serene outdoors.  A private, self-contained 3 room maid or guest suite complete with its own bath for visitors or multi-generational living. 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.

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Important Stuff
Washer/Dryer in unit
Home features
Dishwasher
Fireplace
Private outdoor space

Roof Deck

Building amenities
Services and facilities
Parking

Garage

Shared outdoor space
Patio
Building info

History
9/25/26
Price decreased 2%
$1,299,000
$26,000
9/21/26
Price decreased 1.9%
$1,325,000
$25,000
9/12/26
Price decreased 3.5%
$1,350,000
$49,000
9/8/26
Price decreased 6.7%
$1,399,000
$100,000
8/28/26
Price decreased 14.3%
$1,499,000
$251,000

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What it'll cost
Purchase price
$1,299,000
Asking Price: $1,299,000
Term
30 Years
Down Payment
$129,000 (10%)
Min: 10% (129,000)
Rate
6.5 %
Mortgage Amount
$1,169,100
Mortgage Payment
$7,390
Taxes
$1,811
Estimated Yoreevo rebate
$22,733
Estimated closing cost
$48,000
Total monthly cost $9,201
Buy your dream home with us and get an estimated
$22,733 rebate.
Rebates vary by sale price, market and are subject
to a minimum commission.
Listing Courtesy of Century 21 Parisi Realty

Information ©2026, OneKey MLS. All rights reserved. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed.