Beth Crames Sitzer
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135 Oakside Drive, Smithtown, NY 11787

$1,298,980
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Beth Crames Sitzer
Call: (cell) (516) 782-5499
Text: (516) 782-5499

BEDS4 BATHS3 full 1 partial SQUARE FEET3,300 MLS#1041795
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONNISSEAQUOGUE OVERLOOK SCHOOLSmithtown
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Property 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.

135 Oakside Drive | MLS# 1041795

This single family home located at 135 Oakside Drive, Smithtown, NY 11787 is currently listed for sale with an asking price of $1,298,980. This property was built in 1968 and has 4 bedrooms and 3 full and 1 partial baths with 3300 sq. ft. Oakside Drive is located in the NISSEAQUOGUE OVERLOOK subdivision within the Smithtown school district. Search NISSEAQUOGUE OVERLOOK real estate on bethsitzer.laffey.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Walk-Out Access
Cooling: Central Air, Ductwork
Fenced: Yes
Fireplaces: 1
Garage: 2
Heating: Hot Air, Oil
Home Style: Chalet
Lot Size: 1.62 Acres
Taxes: $21,726
Year Built: 1968

Amenities

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

Feature Descriptions

Appliances: Convection Oven, Dishwasher, Dryer, Electric Cooktop, Electric Oven, Electric Range, Microwave, Refrigerator, Washer, Oil Water Heater
Building Area Total: 3300
Days on Site: 52
Exterior: Block, Frame, Stone, Wood Siding
Fencing: Wood
Fireplace Features: Masonry, Wood Burning
Fireplace Y/N: Yes
Flooring: Carpet, Ceramic Tile, Laminate, Tile
Formal Dining: Yes
GarageY/N: Yes
HorseY/N: Yes
On Market Date: 2026-08-21
Other Structures: Barn(s)
Parcel Number: 0800-035-00-04-00-025-000
Parking Features: Driveway, Garage, Garage Door Opener, Heated Garage, Off Street, Private
Parking Total: 6
Patio And Porch: Covered, Deck, Patio, Terrace
Pool Features: Fenced, Outdoor Pool, Pool Cover, Pool/Spa Combo, Solar Cover
Rental Term: Monthly
Rooms Total: 10
Security: yes
Security Features: Security System
Seller Concession: Yes
Sewer: Cesspool
Swimming Pool: Yes
Utilities: Cable Available, Electricity Connected, Phone Available, Propane, Water Connected
Water: Public

Local Schools

High School: Smithtown High School-West
Middle School: Accompsett Middle School
Elementary School: Dogwood Elementary School
School District: Smithtown

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Estimated Payment

$ 5,080.34 per month $2,890.97 Principal & Interest $1,810.50 Property Tax $378.87 Homeowner's Insurance

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Listed By / Shown By

Listing By

Agency Name: Century 21 Parisi Realty
Agency Contact: 631-669-3900

Shown By

Agent Name: Beth Crames Sitzer
Agent Phone: Cell: (516) 782-5499
Agency Title: Laffey Real Estate

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 10/13/2026. The listing information on this page last changed on 10/13/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 10/13/2026 2:00:41 AM EST) or OneKey MLS (last updated Tue 10/13/2026 1:45:14 AM EST). Real estate listings held by brokerage firms other than Laffey Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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