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38 Landing Meadow Road
Smithtown NY 11787 US

$5,899,000

Active Listing ID 873824
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7 bed
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6.00 Bath (5 Full , 1 Half)
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Lot: 23.00 Acres
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Single Family Residence

$5,899,000

Active Listing ID 873824
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38 Landing Meadow Road BEAUTY AT A GLANCE: Whether you’re looking for a peaceful retreat, a platform to build something meaningful, or a flexible space that blends both — this estate offers the freedom to live your vision. Rooted in history, surrounded by nature, and ready for what’s next, it’s not just a place to own — it’s a place to belong. WHO IT'S MEANT FOR: a) The Private Visionary Your own riverfront retreat, where the world slows and peace of mind catches up. This is for the one seeking privacy without distance — Live in quiet elegance. Relax in the Manor. Ride horseback. Hike through the trees and meadows. Harvest fresh eggs or wildflowers. Host friends...Or don’t. Create and enjoy your own vision. b) The Entrepreneur A brand-scape awaits, already seeded. If you dream in ventures — this is your moment. The estate represents three creative brands in both the virtual and physical world, with operational frameworks, and narrative assets. Explore. Launch a boutique retreat, intimate club, regenerative farm-stay, seasonal experiences, gaming preserve, or immersive wellness escapes and more. Everything you need to thrive is already here. c) The Hybrid Steward Live here. Share here. On your terms. Maybe you only need it part of the year — a few seasons to reconnect and recalibrate. The rest, you rent, lease or activate with purpose: culinary weekends, curated workshops, community supported agriculture, intimate gatherings, accommodations, and more. Monetize without commercialization. Share beauty when you are away. On your terms. CLIFF NOTES: Some places you visit. Others you feel. This estate is the latter — a once-in-a-generation, riverfront sanctuary where heritage whispers, imagination lingers, and the land seems to know your name before you arrive. Just one hour from Manhattan, perched above the Nissequogue River and wrapped in the quiet protection of hundreds of preserved acres, this 23-acre venue is more than a property. It’s a living canvas — for those who seek to create, to retreat, to enjoy a legacy. Location: On Site: Nissequogue River Basin 2 Miles: Historic Smithtown Village, Golf 3 Miles: LI Sound, State Park, Railroad 5 Miles: Wineries, Breweries, Museums 6 Miles: Historic Stonybrook Village 9 Miles: Historic Northport Village 10 Miles: Macarthur Airport 11 Miles: Historic Port Jefferson - Ferry 14 Miles: Historic Huntington Village 15 Miles: Ocean, Fire Island, Casino 35 Miles: Hamptons 44 Miles: JFK and LGA Airports 49 Miles: New York City Within 90 Miles: 130+ Golf Courses The Heart of the Estate: The land rolls gently here, opening into meadows, sheltering within woodlands, winding with trails that pull you toward the river’s edge. The views stretch endlessly across the Nissequogue Basin — golden in the morning, sunset hued at dusk. Anchoring the property is a historic 19th-century residence, flanked by vintage barns and stables, echoing a bygone era. With flexible zoning and agricultural rights, the land welcomes possibility. Opportunities like this are rare— not just for the land itself, but for the freedom it offers. Whether your vision is personal, professional, or somewhere in between, this estate is ready to meet you there. The story has deep roots. Now, it’s simply waiting for your exciting chapter. PRIVATE INQUIRIES WELCOME: Current stewards are open to aligned transitions, insight sharing, and vision continuity.

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Property Features

  • Facts
  • Lot Size: 23.00 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 5
  • 1/2 Bathrooms: 1
  • Cooling System: Multi Units
  • Exterior Finish: Level, Part Wooded, Sloped, Stone/Brick Wall
  • Heating Fuels: Hot Water (Heating), Oil, Wood (Heating)

School Information

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

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 5899000
  • unparsedaddress: 38 Landing Meadow Road
  • postalcity: Smithtown
  • stateorprovince: NY
  • country: US
  • postalcode: 11787
  • bathroomsfull: 5
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 23
  • lotsizeunits: Acres
  • lotsizearea: 23
  • livingarea: 6000
  • livingareaunits: Square Feet
  • listagentfullname: Derek J. Greene
  • listagentemail: office@thegreenerealtygroup.com
  • listagentkey: 3yd-MLSLINY-166730
  • listagentmlsid: 166730
  • listagentpreferredphone: 8605601006
  • listagentofficephone: 8605601006
  • listofficekey: 3yd-MLSLINY-DERK01
  • listagentstatelicense: 10371200613
  • listofficemlsid: DERK01
  • disclaimer: Copyright © 2025 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: 2025-06-05
  • listagenturl: http://www.TheGreeneRealtyGroup.com
  • countyorparish: Suffolk County
  • parcelnumber: 0800-051-00-07-00-005-004
  • elementaryschool: Smithtown Elementary School
  • highschool: Smithtown High School-West
  • elementaryschooldistrict: Smithtown
  • middleorjuniorschooldistrict: Smithtown
  • highschooldistrict: Smithtown
  • cooling: Multi Units
  • constructionmaterials: Frame
  • heating: Hot Water (Heating), Oil, Wood (Heating)
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Driveway, Garage
  • waterfrontyn: False
  • exteriorfeatures: Level, Part Wooded, Sloped, Stone/Brick Wall
  • architecturalstyle: Other
  • rooms: Basement, Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bathroom 5, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Den, Dining Room, Family Room, Kitchen, Living Room
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • vegetation: Wooded
  • fencing: Brick
  • internetaddressdisplayyn: False
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"The Greene Realty Group", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"office@thegreenerealtygroup.com", "ListBrokerageCity":"Worcester", "ListBrokerageCountry":"US", "ListBrokerageEmail":"dgreene@thegreenerealtygroup.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"The Greene Realty Group", "ListBrokeragePhone":"(508) 517-4908", "ListBrokeragePostalCode":"01602", "ListBrokerageStateOrProvince":"MA", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"4 Field Way", "ListBrokerageWebsiteUrl":"http://www.TheGreeneRealtyGroup.com", "ListOfficeAddress1":"4 Field Way", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"166730", "ListOfficeCity":"Worcester", "ListOfficeCountry":"US", "ListOfficeEmail":"dgreene@thegreenerealtygroup.com", "ListOfficePostalCode":"01602", "ListOfficeStateOrProvince":"MA", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence, Estate - Smithtown, NY", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/Smithtown_NY_11787_M30666-33834?f=listhub&s=MLSLINY&m=873824&c=rexren", "MLSModificationTimestamp":"2025-06-05T12:37:36Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":21, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":5001.62, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 6/5/2025 6:33:05 PM GMT
Source Updated Date: 12/6/2025 6:41:39 AM GMT

Courtesy of: Derek J. Greene, Greene Realty Group, office@thegreenerealtygroup.com

Copyright © 2025 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.