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38 Landing Meadow Road
Smithtown NY 11787 US

$3,995,000

Active Listing ID 1022766
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7 bed
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6.00 Bath (5 Full , 1 Half)
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Lot: 22.30 Acres
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Single Family Residence

$3,995,000

Active Listing ID 1022766
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38 Landing Meadow Road Welcome to 38 Landing Meadow Road, Smithtown. Nestled on almost 23 picturesque and serene waterfront acres overlooking the renowned Nissequogue River this is a truly extraordinary North Shore retreat. Driving down the long private driveway your senses are alive to the possibilities of what is to appear. Surrounded by breathtaking natural beauty, the property includes agricultural land adjoining approx. 60 acres of protected preserve, creating an unmatched sense of privacy and tranquility. Wide open vistas, emerald lawns, magnificent mature trees and the grand nature of this idyllic scene are unmatched. Barns, stables, paddock, workshops, and multiple outbuildings provide endless possibilities for equestrian pursuits, farming, recreation, or creating your own private compound or purpose. This timeless Manor House built in 1828 offers nearly 6, 000 square feet of living space, featuring 7 stately and spacious bedrooms and 6 bathrooms. The magnificent Estate is highlighted on the first floor by a warm and opening center hall with access to the rear property and patio, a formal living room, grand den with fireplace and the first floor is side property, den or library with a fireplace, truly formal dining room with a fireplace, an inviting eat-in kitchen designed for everyday living and entertaining and butlers pantry, family room or bedroom with a wet bar and two bathrooms. The charm and character of all of the rooms with so many original details of fireplace mantles and surrounds, stair mouldings and hardwood floors take you to another time. Besides the grand Manor home the property outside has an antique barn of approx. 7, 500 square feet which offers the possibility of future use, and a caretakers suite inside. Also on the property is a "bank" barn with four 12x14' horse stalls, a tack room and hayloft. Besides this barn is another smaller barn also with four 12x12' horse stalls. On the grand 20 acre land preserve is extensive paddock and other fenced areas. Conveniently located near parks, golf clubs, beaches, wineries, charming villages, museums, and fine dining, this exceptional estate offers a rare opportunity to experience waterfront living at its finest. Walking in to this one-of-a-kind Estate you feel that 38 Landing Meadow Road Smithtown is a rare opportunity where history, nature and endless potential come together. Since the property adjoins multiple land preserve woodlands it ensures a forever-preserved backdrop and an exceptional North Shore lifestyle in which this legacy Estate can be yours and protected.

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Property Features

  • Facts
  • Lot Size: 22.30 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 5
  • 1/2 Bathrooms: 1
  • Cooling System: Wall/Window Unit(s), Window Unit(s)
  • Exterior Finish: Balcony
  • Floor Covering: Hardwood
  • Heating Fuels: Oil, Hot Water(Heating)
  • Additional Features
  • Fireplace
  • Patio
  • Waterfront

School Information

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

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 3995000
  • unparsedaddress: 38 Landing Meadow Road
  • postalcity: Smithtown
  • stateorprovince: NY
  • country: US
  • postalcode: 11787
  • bathroomsfull: 5
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 22.3
  • lotsizeunits: Acres
  • lotsizearea: 22.3
  • livingarea: 6000
  • livingareaunits: Square Feet
  • latitude: 40.871302
  • longitude: -73.195142
  • listagentfullname: Philip C. Laffey
  • listagentemail: plaffey@laffeyre.com
  • listagentkey: 3yd-MLSLINY-9039434
  • listagentmlsid: 9039434
  • listagentpreferredphone: 5163591489
  • listagentofficephone: 5163591489
  • listofficekey: 3yd-MLSLINY-LRE01
  • listofficemlsid: LRE01
  • 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: 1828
  • listingcontractdate: 2026-07-20
  • listagentfax: 5163283757
  • listagenturl: http://www.laffey.com
  • countyorparish: Suffolk County
  • parcelnumber: 0800-051-00-07-00-005-001
  • elementaryschool: Accompsett Elementary School
  • highschool: Smithtown High School-East
  • elementaryschooldistrict: Smithtown
  • middleorjuniorschooldistrict: Smithtown
  • highschooldistrict: Smithtown
  • appliances: Oven, Range, Refrigerator
  • cooling: Wall/Window Unit(s), Window Unit(s)
  • constructionmaterials: Clapboard, Frame, Wood Siding
  • flooring: Hardwood
  • heating: Oil, Hot Water(Heating)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 0
  • parkingfeatures: Oversize
  • view: Water, River
  • waterfrontyn: True
  • franchiseaffiliation: None
  • interiorfeatures: First Floor Bedroom, First Floor Full Bath, Built-in Features, Chefs Kitchen, Crown Molding, Eat-in Kitchen, Entertainment Cabinets, Entrance Foyer, Formal Dining, In-Law Floorplan, Natural Woodwork, Original Details, Pantry, Primary Bathroom, Walk-In Closet(s), Wet Bar
  • exteriorfeatures: Balcony
  • waterfrontfeatures: Waterfront, River Front
  • architecturalstyle: Other
  • rooms: Bedroom 5, Bedroom 7, Bathroom 1, Bathroom 6, Bonus Room, Den, Bedroom 2, Dining Room, Bathroom 3, Bedroom 6, Bathroom 4, Bathroom 5, Bathroom 2, Bedroom 4, Bedroom 3, Bedroom 1, Basement
  • otherstructures: Outbuilding
  • patioandporchfeatures: Patio, Porch, Deck
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -73.195145, 40.871304
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Laffey Real Estate", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"plaffey@laffeyre.com", "ListBrokerageCity":"Greenvale", "ListBrokerageCountry":"US", "ListBrokerageEmail":"info@laffeyre.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MLSLINY/03ac7af18dd511df873000219b9aa4d8/20161004202112835.png", "ListBrokerageName":"Laffey Real Estate", "ListBrokeragePhone":"(888) 289-6902", "ListBrokeragePostalCode":"11548", "ListBrokerageStateOrProvince":null, "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"55 Northern Blvd., ", "ListBrokerageWebsiteUrl":"http://www.laffey.com", "ListOfficeAddress1":"1643 Hillside Ave ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"LRE01", "ListOfficeCity":"New Hyde Park", "ListOfficeCountry":"US", "ListOfficeEmail":"newhydepark@laffeyre.com", "ListOfficePostalCode":"11040", "ListOfficeStateOrProvince":"NY", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Other - Smithtown, NY", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/38-Landing-Meadow-Rd_Smithtown_NY_11787_M30666-33834?f=listhub&s=MLSLINY&m=1022766&c=rexren", "MLSModificationTimestamp":"2026-07-24 17:03:36", "Neighborhoods":[], "PostalCode":null, "RoomCount":17, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":37095, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 7/24/2026 5:16:26 PM GMT
Source Updated Date: 7/26/2026 12:50:39 AM GMT

Courtesy of: Philip C. Laffey, LAFFEY REAL ESTATE, plaffey@laffeyre.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.