Discover your dream weekend retreat, second home, or family oasis in this meticulously restored 1900s barn nestled within the picturesque countryside of historic Dutchess County. The property is ideally situated in Pleasant Valley, with easy access off of the Taconic Parkway and just a stone’s throw away from the charming village of Millbrook. This unique and versatile property is perfect for families, investors, and anyone seeking a tranquil escape from the city. This breathtaking single-family residence boasts three spacious bedrooms and three full bathrooms, featuring a luxurious master suite complete with a stunning master bath. The home has been thoughtfully renovated throughout, seamlessly blending modern amenities with authentic details and character, such as exposed beams, skylights, wide board floors, and a wall of windows overlooking the serene landscape. The heart of the home is the expansive, eat-in kitchen, featuring a cozy fireplace, exposed wood beams, and ceramic tile flooring. This space flows effortlessly into the sun-filled living room and adjacent music room, making it perfect for entertaining and family gatherings. This property also offers unparalleled outdoor living, with a heated saline swimming pool, pavilion, and impeccably maintained gardens, as well as fenced and stone-walled pastures suitable for horses. The versatile grounds include an additional converted barn, which could serve as guest quarters or a stable, and a charming loft space that can be tailored to your specific needs. Experience the unparalleled privacy, tranquility, and natural beauty of this one-of-a-kind estate in the heart of the Hudson Valley. Don’t miss the opportunity to make this treasure your very own!


  • General9+ Foot Ceilings, Beamed Ceilings, Skylight(s), Wet Bar
  • RoomsFamily Room, Formal Dining Room, Office/ Computer Room, Rec/ Play Room
  • AppliancesDishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • BasementNone
  • FlooringCeramic Tile, Wide Board, Wood
  • A/CCeiling Fan
  • HeatingBaseboards
  • FireplaceFireplaces: 1
  • Master BedroomHard Wood Floor
  • DiningHard Wood Floor
  • Living RoomHard Wood Floor, Skylight
  • Family RoomHard Wood Floor
  • Master BathCeramic Tile Floor, Hot Tub/ Spa
  • Half Baths1


  • GeneralWood, Barn, Cabana, In- Ground Pool, Landscaped, Patio
  • StyleBarn, Two Story


  • RoofingMetal
  • GeneralPost and Beam, Slab


  • HOAYes
  • HOA AmenitiesPool
  • School DistrictArlington Central
  • CountyDutchess County


  • Zoning13440000646300027826620000
  • FencingRail


  • WaterSeptic, Well
  • SewerSeptic, Well

Property Features

  • 13440000646300027826620000
  • 9+ Foot Ceilings
  • Arlington Central
  • Barn
  • Baseboards
  • Beamed Ceilings
  • Cabana
  • Ceiling Fan
  • Ceramic Tile
  • Ceramic Tile Floor
  • Dutchess County
  • Family Room
  • Fireplaces: 1
  • Formal Dining Room
  • Hard Wood Floor
  • Hot Tub/ Spa
  • In- Ground Pool
  • Landscaped
  • Metal
  • Office/ Computer Room
  • Patio
  • Pool
  • Post and Beam
  • Rail
  • Rec/ Play Room
  • Septic
  • Skylight
  • Skylight(s)
  • Slab
  • Two Story
  • Well
  • Wet Bar
  • Wide Board
  • Wood

Residential Info

Property Details

Address: 101 DRAKE ROAD, Pleasant Valley, New York 12569