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135 Oakside Drive
Smithtown NY 11787 US

$1,298,000

Active Listing ID 1041795
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5 bed
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3,300 square feet
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4.00 Bath (3 Full , 1 Half)
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Lot: 1.62 Acres
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Single Family Residence

$1,298,000

Active Listing ID 1041795
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135 Oakside Drive North Smithtown, Nisseaquogue Overlook Section 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 light-filled interior defined by handcrafted vaulted wood ceilings and natural stone. The Anderson 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.

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Property Features

  • Facts
  • Lot Size: 1.62 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 3
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Floor Covering: Tile, Carpet, Tile - Ceramic, Laminate
  • Heating Fuels: Oil
  • Additional Features
  • Basement
  • Fireplace
  • Patio
  • Pool

School Information

  • School
  • Dogwood Elementary School(Elementary)
  • Accompsett Middle School(MiddleSchool)
  • Smithtown High School-West(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 1298000
  • unparsedaddress: 135 Oakside Drive
  • postalcity: Smithtown
  • stateorprovince: NY
  • country: US
  • postalcode: 11787
  • bathroomsfull: 3
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 1.62
  • lotsizeunits: Acres
  • lotsizearea: 1.62
  • livingarea: 3300
  • livingareaunits: Square Feet
  • latitude: 40.882695
  • longitude: -73.19764
  • listagentfullname: Richard Parisi C2EX
  • listagentemail: c21parisi@yahoo.com
  • listagentkey: 3yd-MLSLINY-9004629
  • listagentmlsid: 9004629
  • listagentpreferredphone: 6316693900
  • listagentofficephone: 6316559430
  • listofficekey: 3yd-MLSLINY-PARI01
  • listofficemlsid: PARI01
  • disclaimer: Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MLSLINY
  • yearbuilt: 1968
  • listingcontractdate: 2026-08-21
  • listagenturl: http://www.century21parisi.com
  • countyorparish: Suffolk County
  • parcelnumber: 0800-035-00-04-00-025-000
  • elementaryschool: Dogwood Elementary School
  • highschool: Smithtown High School-West
  • elementaryschooldistrict: Smithtown
  • middleorjuniorschooldistrict: Smithtown
  • highschooldistrict: Smithtown
  • appliances: Convection Oven, Dishwasher, Dryer, Electric Cooktop, Electric Oven, Electric Range, Microwave, Refrigerator, Washer, Oil Water Heater
  • cooling: Central Air
  • constructionmaterials: Block, Frame, Stone, Wood Siding
  • flooring: Tile, Carpet, Tile - Ceramic, Laminate
  • heating: Oil
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 6
  • parkingfeatures: Open, Garage, Off Street, Driveway
  • waterfrontyn: False
  • franchiseaffiliation: Century 21 Real Estate
  • interiorfeatures: First Floor Full Bath, Breakfast Bar, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Double Vanity, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, In-Law Floorplan, Natural Woodwork, Open Kitchen, Pantry, Primary Bathroom, Recessed Lighting, Soaking Tub, Stone Counters, Tray Ceiling(s), Walk-In Closet(s), Washer/Dryer Hookup
  • windowfeatures: Screens, Skylight(s), Double Pane Windows, ENERGY STAR Qualified WIndows
  • architecturalstyle: Other
  • rooms: Dining Room, Bedroom 1, Bathroom 4, Bedroom 4, Bedroom 2, Bathroom 1, Bedroom 5, Bathroom 3, Basement, Bedroom 3, Bathroom 2
  • securityfeatures: Security System
  • utilities: Cable Available
  • patioandporchfeatures: Deck, Patio
  • basement: Walk-Out Access
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -73.19764, 40.882694
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Century 21 Parisi Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"c21parisi@yahoo.com", "ListBrokerageCity":"West Babylon", "ListBrokerageCountry":"US", "ListBrokerageEmail":"century21parisi@yahoo.com", "ListBrokerageLogoUrl":"http://lh.rdcpix.com/7239f46143d511dfa2cb00219b994c72k-c1092033106r.png", "ListBrokerageName":"Century 21 Parisi Realty", "ListBrokeragePhone":"(631) 669-3900 x19", "ListBrokeragePostalCode":"11704", "ListBrokerageStateOrProvince":null, "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"700 Sunrise Highway", "ListBrokerageWebsiteUrl":"http://www.century21parisi.com", "ListOfficeAddress1":"700 Sunrise Hwy ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"PARI01", "ListOfficeCity":"West Babylon", "ListOfficeCountry":"US", "ListOfficeEmail":"c21parisi@yahoo.com", "ListOfficePostalCode":"11704", "ListOfficeStateOrProvince":"NY", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential, Smithtown, NY", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/135-Oakside-Dr_Smithtown_NY_11787_M45654-81413?f=listhub&s=MLSLINY&m=1041795&c=rexren", "MLSModificationTimestamp":"2026-10-21 16:08:37", "Neighborhoods":[{"Description":null, "Name":"NISSEAQUOGUE OVERLOOK"}], "PostalCode":null, "RoomCount":10, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":21727, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 10/21/2026 4:16:13 PM GMT
Source Updated Date: 10/24/2026 10:55:23 AM GMT

Courtesy of: Richard Parisi C2EX, Century 21 Parisi Realty, c21parisi@yahoo.com

Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.