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7786 S Main Street
Pine Plains NY 12567 US

$425,000

Pending Listing ID 1062827
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4 bed
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3,072 square feet
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2.00 Bath (1 Full , 1 Half)
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Lot: 0.47 Acres
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Single Family Residence

$425,000

Pending Listing ID 1062827
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7786 S Main Street A true treasure and piece of Pine Plains history, this elegant circa-1903 residence offers an exceptional blend of historic character, architectural detail, and extraordinary potential. Boasting over 3, 000 square feet, four bedrooms, and 1.5 baths, the home showcases generously proportioned rooms, soaring ceilings, original woodwork, pastel tile and classic period trim that speak to its enduring charm. Once home to the village pharmacy and library, this remarkable property carries a unique legacy, ready to be thoughtfully restored and elevated. Set on approximately 0.47 acres, the grounds include a lofted barn offering a wealth of possibilities for a studio, workshop, or additional storage. Lovely fenced yard with plenty of space for a garden, your pets and entertaining al fresco. Perfectly positioned in the heart of Pine Plains, the property offers a quintessential Hudson Valley lifestyle, with shops, bookstores, restaurants, and local amenities just steps away. Everyone will want to come visit with Stissing House across the street. Convenient to Red Hook, Rhinebeck, and Millbrook this is an exceptional canvas for the engaged buyer seeking historic authenticity, character, and the opportunity to create something truly extraordinary on a gem property in a Hallmark like Village setting.

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Property Features

  • Facts
  • Lot Size: 0.47 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 1
  • 1/2 Bathrooms: 1
  • Floor Covering: Hardwood
  • Additional Features
  • Basement
  • Fireplace
  • Patio

School Information

  • School
  • Seymour Smith Intermediate Lrn Ctr(Elementary)
  • Stissing Mountain Junior/Senior High School(MiddleSchool)
  • Stissing Mountain Jr/Sr High School(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 425000
  • unparsedaddress: 7786 S Main Street
  • postalcity: Pine Plains
  • stateorprovince: NY
  • country: US
  • postalcode: 12567
  • bathroomsfull: 1
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.47
  • lotsizeunits: Acres
  • lotsizearea: 0.47
  • livingarea: 3072
  • livingareaunits: Square Feet
  • latitude: 41.97854
  • longitude: -73.655469
  • listagentfullname: Chelsea Seiler
  • listagentemail: chelsea@mondellore.com
  • listagentkey: 3yd-MLSLINY-70955
  • listagentmlsid: 70955
  • listagentpreferredphone: 8455180259
  • listagentofficephone: 8455180259
  • listofficekey: 3yd-MLSLINY-MOUPRD
  • listofficemlsid: MOUPRD
  • 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: 1903
  • listingcontractdate: 2026-10-14
  • listagenturl: http:// www.mondelloupstateproperties.com
  • countyorparish: Dutchess County
  • parcelnumber: 134200-6872-18-427157-0000
  • elementaryschool: Seymour Smith Intermediate Lrn Ctr
  • highschool: Stissing Mountain Jr/Sr High School
  • elementaryschooldistrict: Pine Plains
  • middleorjuniorschooldistrict: Pine Plains
  • highschooldistrict: Pine Plains
  • appliances: Dishwasher, Dryer, Oven, Refrigerator, Washer
  • constructionmaterials: Frame
  • flooring: Hardwood
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 3
  • parkingtotal: 0
  • parkingfeatures: Off Street, Covered
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: Built-in Features, Ceiling Fan(s), Crown Molding, Eat-in Kitchen, Formal Dining, Natural Woodwork, Original Details, Storage, Walk-In Closet(s)
  • architecturalstyle: Other
  • rooms: Bedroom 3, Bathroom 2, Bedroom 2, Bedroom 1, Dining Room, Bedroom 4, Bathroom 1, Basement
  • otherstructures: Storage, Outbuilding
  • patioandporchfeatures: Porch
  • basement: Unfinished
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -73.65547, 41.97854
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Mondello Upstate Properties LLC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"chelsea@mondellore.com", "ListBrokerageCity":"Red Hook", "ListBrokerageCountry":"US", "ListBrokerageEmail":"margaret@mondellorealestate.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Mondello Upstate Properties LLC", "ListBrokeragePhone":"(845) 519-7016", "ListBrokeragePostalCode":"12571", "ListBrokerageStateOrProvince":null, "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"PO Box 75", "ListBrokerageWebsiteUrl":"http:// www.mondelloupstateproperties.com", "ListOfficeAddress1":"37 W. Market St ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"MOUPRD", "ListOfficeCity":"Red Hook", "ListOfficeCountry":"US", "ListOfficeEmail":"info@mondellore.com", "ListOfficePostalCode":"12571", "ListOfficeStateOrProvince":"NY", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential, Pine Plains, NY", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/7786-S-Main-St_Pine-Plains_NY_12567_M39001-47261?f=listhub&s=MLSLINY&m=1062827&c=rexren", "MLSModificationTimestamp":"2026-10-24 07:18:37", "Neighborhoods":[], "PostalCode":null, "RoomCount":10, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":7389, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 10/24/2026 7:57:06 AM GMT
Source Updated Date: 10/24/2026 10:55:23 AM GMT

Courtesy of: Chelsea Seiler, Mondello Upstate Properties, chelsea@mondellore.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.