1. New York
  2. Millbrook
  3. 4258 Route 44
$1,450,000

4258 Route 44, Millbrook, NY 12545

  • 3 beds |
  • 8 baths |
  • 10,689 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1962
  • Property Lot Size Icon1.9acre lot
  • Property Parking Icon —— car garage
  • Property Price Per Square Feet Icon $136/sqft
  • Property List Date Icon Listed 9 months ago

Property Description

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.

Listing Status:
Active
Listing Office:
William Pitt Sothebys Int Rlty : 203-644-1471
MLS ID:
809427
  • General: High Ceilings
  • Appliances: DishwasherRangeRefrigerator
  • Basement: Unfinished
  • A/C: Central Air
  • Heating: Oil
  • Fireplace: Fireplaces: 3
  • Style: ColonialOtherTraditional
  • Parking: DrivewayOff StreetPrivate
  • General: Two
  • Originating MLS: onekey2
  • School District: Millbrook
  • County: Dutchess County
  • Zoning: 135889-6966-00-333432-0000
  • View: Mountain(s)Open
  • Utilities: Cable ConnectedElectricity ConnectedPhone Connected
  • Water: Well
  • Sewer: Septic Tank
  • Source: onekey2

This listing courtesy of William Pitt Sothebys Int Rlty

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

E

Elm Drive Elementary School

12 Elm Dr, Millbrook, NY, 12545

Grades KG-2

4.26 miles away

M

Millbrook Middle School

43 Alden Pl, Millbrook, NY, 12545

Grades 6-8

4.22 miles away

M

Millbrook High School

70 Church St, Millbrook, NY, 12545

Grades 9-12

4.34 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.