Evette Leavy
Licensed RE Salesperson
REALTOR®
BEDS3
BATHS4 full 4 partial
SQUARE FEET10,689
MLS#996782
STATUSActive
PROPERTY TYPEResidential - Single Family
SCHOOLMillbrook
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.
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
Estimate Your Payment
Estimated Payment
$ 9,106.00 per month $7,079.16 Principal & Interest $1,618.50 Property Tax $408.33 Homeowner's InsuranceChange Payment Information
Listed By / Shown By
Listing By
Agency Name: William Pitt Sothebys Int Rlty
Agency Contact: 203-644-1471
Shown By
Agent Name: Evette Leavy
Agent Phone: Cell: (516) 984-0073
Agency Title: Coldwell Banker American Homes
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Agent License Information: Licensed Real Estate Salesperson
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 eleavy.cbamhomes.com today.