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4258 Route 44 , Millbrook, NY 12545

$1,400,000

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BEDS3 BATHS4 full 4 partial SQUARE FEET10,689 MLS#996782

STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLMillbrook

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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.

4258 Route 44 | MLS# 996782

This single family home located at 4258 Route 44 , Millbrook, NY 12545 is currently listed for sale with an asking price of $1,400,000. This property was built in 1962 and has 3 bedrooms and 4 full and 4 partial baths with 10689 sq. ft. Route 44 is located within the Millbrook school district. Search Millbrook real estate on www.laffey.com today.

Property Features

Property Type: Residential - Single Family

Basement: Yes

Basement: Unfinished

Cooling: Central Air

Fireplaces: 3

Heating: Oil

Home Style: Colonial, Other, Traditional

Lot Size: 1.90 Acres

Taxes: $19,422

Year Built: 1962

Amenities

High Ceilings

Feature Descriptions

Appliances: Dishwasher, Range, Refrigerator

Attic: Finished, Partially Finished, Storage, Unfinished

Building Area Total: 10689

Days on Site: 1

Exterior: Frame

On Market Date: 2026-05-08

Parcel Number: 135889-6966-00-333432-0000

Parking Features: Driveway, Off Street, Private

Property Attached Y/N: 1

Rental Term: Monthly

Rooms Total: 17

Sewer: Septic Tank

Special View Info: Mountain(s), Open

Utilities: Cable Connected, Electricity Connected, Phone Connected

Water: Well

Local Schools

High School: Millbrook High School

Middle School: Millbrook Middle School

Elementary School: Elm Drive Elementary School

School District: Millbrook

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55 Northern Blvd
Greenvale, NY 11548

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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 on this site was last updated 05/10/2026. The listing information on this page last changed on 05/10/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 05/10/2026 12:05:35 AM EST) or OneKey MLS (last updated Sun 05/10/2026 12:00:16 AM EST). Real estate listings held by brokerage firms other than Laffey Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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4258 Route 44 , Millbrook, NY 12545

Property Description

4258 Route 44 | MLS# 996782

Property Features

Amenities

Feature Descriptions

Local Schools

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4258 Route 44 , Millbrook, NY 12545

4258 Route 44 , Millbrook, NY 12545

Property Description

4258 Route 44 | MLS# 996782

Property Features

Amenities

Feature Descriptions

Local Schools

TOUR THIS HOME

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4258 Route 44 , Millbrook, NY 12545

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