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4258 Route 44

Millbrook, NY 12545
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Bed 3

Bed

Bath 8

Bath

SqFt10,689

Sqft

Acres1.90

Acres(Lot)

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 overlook ing 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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Detail Ic Property Details

Property Type : Residential

Price : $1,400,000

AD Id : 78249915

MLS Id : 996782

Beds : 3

Lot Size : 1.90 Acres

Living Area Size : 10,689

Year Built : 1962

County : Dutchess

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 8 Full Baths: 4 Half Baths: 4

    Room Information

    Rooms Total: 17 Basement: Unfinished
  • Interior Features

    High Ceilings Appliances: Dishwasher, Range, Refrigerator
  • Heating & Cooling

    Has Heating: Yes Heating: Oil Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 1962 Building Area Total: 10689 Construction Materials: Frame Private Pool: No View: Mountain(s)

  • Lot Information

    Lot Size Acres: 1.9 Lot Size Square Feet: 82764

  • Listing Price Information

    Listing Price: $1400000

  • Tax Information

    Parcel Number: 135889-6966-00-333432-0000 Annual Tax: $19422.82

  • Parking Information

    Driveway, Off Street, Private

  • School Information

    Elementary School: Elm Drive Elementary School
    Junior High School: Millbrook Middle School
    Senior High School: Millbrook High School
  • Utility Information

    Cable Connected, Electricity Connected, Phone Connected
  • Location Information

    WaterSource: Private, Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
884 Camby Road, Millbrook, NY, 12545 $385,000 2 1 1,080 1,080 SqFt
884 Camby Road, Millbrook, NY, 12545 $385,000 1 1 1,080 1,080 SqFt
3881 Route 44, Millbrook, NY, 12545 $720,000 2 3 1,986 1,986 SqFt
3881 U.s. 44 Route, Millbrook, NY, 12545 $720,000 3 3 1,986 1,986 SqFt
611 N Clove Road, Millbrook, NY, 12545 $849,000 3 3 2,033 2,033 SqFt
247 N Mabbettsville Road, Millbrook, NY, 12545 $800,000 3 2 1,296 1,296 SqFt
188 Nine Partners Lane, Millbrook, NY, 12545 $2,600,000 3 6 2,614 2,614 SqFt
568 Oak Summit Road, Millbrook, NY, 12545 $775,000 3 3 2,284 2,284 SqFt
44 Merrit Avenue, Millbrook, NY, 12545 $1,295,000 3 3 2,237 2,237 SqFt
3311 Franklin Avenue, Millbrook, NY, 12545 $1,395,000 4 3 3,068 3,068 SqFt

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 06/04/2026 @ 00:57

MLS: 996782 LISTED BY: Stephen Pener, William Pitt Sothebys Int Rlty 203-644-1471 SOURCE: OneKey MLS

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