4258 Route 44

Millbrook, NY 12545

  • $1,400,000
  • 1.9 Acres

This distinctive property in the heart of Dutchess County combines historic character with over 10,000 square feet of versatile residential and commercial potential. Originally built in the 19th century as a Congregational church, the building has enjoyed a rich history and now offers endless possibilities for its next chapter. The expansive main level features multiple gathering areas, soaring ceilings, and striking architectural details that create a unique backdrop for a wide range of uses—whether hospitality, creative ventures, or professional space. Complementing the generous interior, outdoor gardens and landscaped grounds provide space for events or a serene setting for relaxation. Above the main level, a private three-bedroom apartment offers comfortable living with a deck overlooking the surrounding countryside. This rare combination of historic charm, substantial square footage, and adaptable layout makes the property ideal for a live/work arrangement, an investment opportunity, or a visionary redevelopment. With its rich character and flexible design, it presents a truly exceptional opportunity in one of the Hudson Valley’s most desirable locations.

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Property Highlights
  • DAYS ON MARKET : 9
  • MLS : 996779

Additional Information

ADDITIONAL INFORMATION
  • BASEMENT DESCRIPTION: Unfinished
  • DAYS ON MARKET: 9
  • ELEMENTARY SCHOOL DISTRICT: Millbrook
  • ON MARKET DATE: 2026-05-08
  • PARKING: Parking Lot, Private
  • SEWER: Septic Tank
  • TAX AMOUNT: $19,422
  • TYPE: Commercial Sale
  • UTILITIES: Cable Connected, Electricity Connected, Propane
INTERIOR/EXTERIOR FEATURES
  • CONSTRUCTION MATERIALS: Clapboard, Frame
  • COOLING: Central Air, Ductless
  • FLOORING: Combination, Other, Wood

Listing Courtesy of Stephen Pener of William Pitt Sothebys Int Rlty (203.644.1471).

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Location for 4258 Route 44, Millbrook, NY

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Community

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Millbrook

Hudson Valley, New York

A quaint village 80 miles north of Manhattan, the village of Millbrook, located in Dutchess County, is home to horse farms, antique shops and fine cuisine. According to the Village of Millbrook, there...

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