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101 Drake Road
Pleasant Valley NY 12569 US

$1,375,000

Active Listing ID 951502
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3 bed
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3.00 Bath (2 Full , 1 Half)
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Lot: 2.94 Acres
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Single Family Residence

$1,375,000

Active Listing ID 951502
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101 Drake Road Tucked behind a quiet country approach, two meticulously restored 19th-century barns have been reimagined into a refined luxury residence and companion pool house that feel timeless in character and elevated in execution. Inside the main residence, soaring vaulted ceilings, original hand-hewn beams, and wide-plank floors establish a sense of warmth and permanence, while expansive walls of glass invite natural light and create a seamless connection to the surrounding landscape. At the heart of the home, a beautifully appointed country kitchen anchored by a wood-burning fireplace is designed for both slow mornings and elegant entertaining. A dramatic great room and adjoining music room provide generous gathering spaces, while three bedrooms offer private, hotel-level comfort for guests. Outdoors, a heated in-ground pool is set among stone terraces and anchored by a fully outfitted luxury pool house with kitchen, bedroom, and bath, ideal for hosting, unwinding, or extended stays. The setting offers exceptional privacy while remaining effortlessly connected. Located less than 75 miles from New York City and just 10 minutes from the center of Millbrook, the property delivers the best of Hudson Valley living. World-class wineries, scenic hiking trails, equestrian estates, and farm-to-table dining are moments away, creating a lifestyle defined by balance, where weekend escape meets full-time retreat. This is not a conversion. It is a destination. A rare offering where historic architecture, modern luxury, and the rhythms of country life converge, all within easy reach of the city.

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Property Features

  • Facts
  • Lot Size: 2.94 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 2
  • 1/2 Bathrooms: 1
  • Heating Fuels: Baseboard
  • Additional Features
  • Fireplace
  • Pool

School Information

  • School
  • Traver Road Primary School(Elementary)
  • TITUSVILLE INTERMEDIATE(MiddleSchool)
  • Arlington High School(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 1375000
  • unparsedaddress: 101 Drake Road
  • postalcity: Pleasant Valley
  • stateorprovince: NY
  • country: US
  • postalcode: 12569
  • bathroomsfull: 2
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 2.94
  • lotsizeunits: Acres
  • lotsizearea: 2.94
  • livingarea: 2820
  • livingareaunits: Square Feet
  • latitude: 41.746412
  • longitude: -73.791204
  • listagentfullname: Jake Garay
  • listagentemail: jakegaray@serhant.com
  • listagentkey: 3yd-MLSLINY-33024
  • listagentmlsid: 33024
  • listagentpreferredphone: 9147722603
  • listofficekey: 3yd-MLSLINY-SERHNT01
  • listofficemlsid: SERHNT01
  • 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: 1900
  • listingcontractdate: 2026-02-10
  • listagenturl: https://serhant.com/
  • countyorparish: Dutchess County
  • parcelnumber: 134400-6463-02-782662-0000
  • elementaryschool: Traver Road Primary School
  • highschool: Arlington High School
  • elementaryschooldistrict: Arlington
  • middleorjuniorschooldistrict: Arlington
  • highschooldistrict: Arlington
  • appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • constructionmaterials: Frame
  • heating: Baseboard
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 10
  • parkingfeatures: Garage
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: Beamed Ceilings, Built-in Features, Eat-in Kitchen, High Ceilings, High Speed Internet, Open Floorplan, Open Kitchen, Original Details, Primary Bathroom, Recessed Lighting, Smart Thermostat, Storage, Walk-In Closet(s), Washer/Dryer Hookup
  • architecturalstyle: Other
  • rooms: Bedroom 2, Bedroom 1, Bedroom 3, Bathroom 1, Bathroom 2, Bathroom 3
  • otherstructures: Storage
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -73.79121, 41.74641
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Serhant LLC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"jakegaray@serhant.com", "ListBrokerageCity":"new york", "ListBrokerageCountry":"US", "ListBrokerageEmail":"hello@serhant.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Serhant LLC", "ListBrokeragePhone":"(646) 480-7665", "ListBrokeragePostalCode":"10012", "ListBrokerageStateOrProvince":null, "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"372 W Broadway", "ListBrokerageWebsiteUrl":"https://serhant.com/", "ListOfficeAddress1":"453 Main Street ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"SERHNT01", "ListOfficeCity":"Huntington", "ListOfficeCountry":"USA", "ListOfficeEmail":"hello@serhant.com", "ListOfficePostalCode":"11743", "ListOfficeStateOrProvince":"NY", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Other - Pleasant Valley, NY", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/101-Drake-Rd_Pleasant-Valley_NY_12569_M31663-60615?f=listhub&s=MLSLINY&m=951502&c=rexren", "MLSModificationTimestamp":"2026-02-12 21:06:36", "Neighborhoods":[], "PostalCode":null, "RoomCount":9, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":22775, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 2/12/2026 9:21:24 PM GMT
Source Updated Date: 2/14/2026 12:43:33 PM GMT

Courtesy of: Jake Garay, Serhant LLC, jakegaray@serhant.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.