4258 Route 44, Millbrook, NY 12545
$1,400,000
3 BedroomBedrooms
8 BathroomBathrooms
4 Full BathroomFull Bathrooms
4 Half BathroomHalf Bathrooms
10,689 Sqft

4258 Route 44, Millbrook, NY 12545

Open House
New Listing
Virtual Visits
In-Person Showing
Virtual Showing

Schedule Your Visit

$1,400,000

Estimated $000*/month Get Pre-Approved

3 BedroomBedrooms
8 BathroomBathrooms
10,689 Sqft
Single Family
Active
MLS/ID# 996782

Price Reduced

Property Info
Community
Map

Interested

4258 Route 44, Millbrook, NY 12545: 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 useswhether 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 Valleys most desirable locations.

Property Information for 4258 Route 44, Millbrook, NY 12545

Days on Market: 7

Last Updated: Saturday, May 9, 2026 5:55 AM

Listing Courtesy of William Pitt Sothebys Int Rlty , 203-644-1471
Stephen M. Pener

MLS ID996782
Zip Code12545
TypeSingle Family
StyleColonial, Other, Traditional
Bedrooms3
Bathrooms8
Full Bathrooms4
Half Bathrooms4
Sq. Ft.10, 689
Fireplaces3
BasementUnfinished
Interior FeaturesHigh Ceilings
Parking Driveway, Off Street, Private
Pets Allowed0
HeatingOil
CoolingCentral Air
SewerSeptic Tank
Year Built1962
Acreage1.9
Middle SchoolMillbrook Middle School
High SchoolMillbrook High School
Rooms17
Bedrooms3
Bathrooms8
ApproximateSquareFootage10, 689.00

Information Presented by Brian Mossey

Cell845.288.4367
Call My Cell
Office845.905.8739
Call My Office
Fax
LaGrange 1100 Route 55, Ste. 201 LaGrangeville NY 12540

Thank you for requesting a showing of this property. A representative will be in touch with you shortly to confirm the requested showing date and time.
Please note that your appointment is not confirmed until someone contacts you.

Interested in 4258 Route 44, Millbrook, NY 12545

First Name firstname

Last Name lastname

Email Email

Phone phone

Message

Schedule Showing

I want to get Pre-Approved

Showing Date

Showing Time

Submit

Finding a mortgage to help fit your needs can make all the difference when deciding to buy or refinance your home. Prosperity Home Mortgage provides a wide range of home financing programs and products. Get started!

Get Pre-Approved

It's never too early to start looking for home insurance. HomeServices Insurance Northeast is a full service insurance agency providing all forms of coverage for individual, family and business. Learn more!

Shop for Homeowners Insurance

Area Overview

Area Overview:

Area Map Demographics Schools Mortgage Calculator Learn More About Millbrook, NY

Mortgage Information

Listing courtesy of: Stephen M. Pener, William Pitt Sothebys Int Rlty

This information is assembled from a variety of different sources with varying degrees of reliability and is not guaranteed accurate. Information important to your buying decisions needs to be independently verified.