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135 Oakside Drive, Smithtown NY 11787
135 Oakside Drive, Smithtown NY 11787
New York>Suffolk County>Smithtown

135 Oakside DriveSmithtown, NY 11787

For Sale

$1,350,000

Smart Buyer Rebate $13,500

Spacious home on an equestrian estate (Horse property has small barn and tack room.) featuring handcrafted vaulted wood ceilings throughout and refined natural stone detailing. Guest suite with private bath, Situated within a private wooded landscape, surrounded by timeless natural beauty. Beautifully positioned windows frame breathtaking scenic views, with a private barn enjoying panoramic views. Three generous driveways and an impressive circular driveway enhance the estate-like setting. A truly exceptional property offering privacy, natural beauty, and timeless architectural character.

Listed by Richard Parisi C2EX

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Century 21 Parisi Realty

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631-669-3900

Last updated September 13, 2026

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Source: OneKey #1041795

Listing Facts

  • TypeSingle-family
  • NeighborhoodSmithtown
  • Bedrooms4
  • Bathrooms4
  • Days on Prevu26
  • Taxes$21,726.66/year
  • Size3,000 sqft
  • Price per sqft$450

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

09/12/2026
Price Decreased
$1,350,000
09/08/2026
Price Decreased
$1,399,000
08/28/2026
Price Decreased
$1,499,000
08/21/2026
Listed by Century 21 Parisi Realty
$1,750,000
  1. 09/12/2026$1,350,000
    Price Decreased
  2. 09/08/2026$1,399,000
    Price Decreased
  3. 08/28/2026$1,499,000
    Price Decreased
  4. 08/21/2026$1,750,000
    Listed by Century 21 Parisi Realty

Property Details for 135 Oakside Drive

Exterior

Construction

  • Property Condition: Updated/Remodeled
  • Year Built: 1968
  • Architectural Style: Chalet
  • Construction Materials: Block, Frame, Stone, Wood Siding

Features

  • Fencing: Wood
  • Other Structures: Barn(s)
  • Patio And Porch Features: Covered, Deck, Patio, Terrace
  • Pool Features: Fenced, Outdoor Pool, Pool Cover, Pool/Spa Combo, Solar Cover
  • Pool Private: Yes

Measurements

  • Building Area Total: 3,000
  • Building Area Units: Square Feet
  • Lot Size Acres: 1.62
  • Lot Size Square Feet: 70,567

Financial

Taxes

  • Parcel Number: 0800-035-00-04-00-025-000
  • Tax Annual Amount: $21,726.66
  • Tax Assessed Value: $7,935.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Convection Oven, Dishwasher, Dryer, Electric Cooktop, Electric Oven, Electric Range, Microwave, Refrigerator, Washer, Oil Water Heater
  • Fireplace Features: Masonry, Wood Burning
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Carpet, Ceramic Tile, Laminate, Tile
  • 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
  • Spa Features: Bath

Measurements

  • Living Area: 3,000
  • Living Area Source: Measured

Rooms

  • Basement: Walk-Out Access
  • Has Basement: Yes
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Rooms Total: 10

Parking

Parking

  • Garage Spaces: 2
  • Garage: Yes
  • Parking Features: Driveway, Garage, Garage Door Opener, Heated Garage, Off Street, Private
  • Parking Total: 6

Schools

Elementary School

  • Elementary School: Dogwood Elementary School
  • Elementary School District: Smithtown

High School

  • High School: Smithtown High School-West
  • High School District: Smithtown

Middle or Junior School

  • Middle Or Junior School: Accompsett Middle School
  • Middle Or Junior School District: Smithtown

Utilities

Equipment

  • Cooling: Central Air, Ductwork
  • Heating: Hot Air, Oil
  • Sewer: Cesspool
  • Utilities: Cable Available, Electricity Connected, Phone Available, Propane, Water Connected
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 4 bathrooms in this single-family home at 135 Oakside Drive.

What schools are nearby to 135 Oakside Drive?

Nearby schools include the Dogwood Elementary School, Accompsett Middle School, and Smithtown High School-West.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 135 Oakside Drive.

What are the annual taxes for 135 Oakside Drive?

Annual taxes for this single-family home are estimated at $21,726.

How does 135 Oakside Drive compare to other single-family homes in Smithtown?

This single-family home is listed 10% above the average price for single-family homes in Smithtown and has been on the market for 28 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,000 sqft.

135 Oakside Drive is a 4-bedroom, 4-bath single-family home for sale in Smithtown NY 11787. Available on Prevu for 26 days at $1,350,000. This includes a recent price decrease of $49,000. This residence features 3,000 square feet of living space, located in Smithtown. The median listing price for single-family homes in this area is $875,000. Nearby schools include Dogwood Elementary School, Accompsett Middle School, and Smithtown High School-West. Additional amenities include private outdoor space, dishwasher, air conditioning, parking, swimming pool, and washer/dryer. View other single-family home listings in Suffolk County.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. 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. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2026, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.