(631) 306-4663 ryan@rezinas.com Signature Premier Properties
Traffic Dashboard
Home Home
  • Home
  • Buying
    • Buying Guide
    • Mortgage Calculator
  • Selling
    • Selling Guide
    • Home Valuation
    • See your Fire Island Escapes!
    • Recently Sold
  • Search
  • Featured Listings
  • Areas
  • About Us
    • About The Salt Shore Team
    • Meet The Team
    • Testimonials
    • Blog
    • Join Us
  • Contact
Traffic Dashboard
Ryan Rezinas
(631) 306-4663 ryan@rezinas.com
  • 95 main St
    Sayville, NY 11782
Home
  • Home
  • Buying
  • Selling
  • Search
  • Featured Listings
  • Areas
  • About Us
  • Contact
Legal
  • Privacy
  • Terms
  • DMCA
  • Accessibility
  • Fair Housing
Account
  • Dashboard
  • Logout
  • Login
Salt Shore Team - Footer Logo
©2026 Signature Premier Properties. All rights reserved.
Website built by CloseHack.
OneKey MLS

IDX information is provided exclusively for 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 is deemed reliable but not guaranteed.

Return
  • All Types
  • House+2 more
  • Price
  • Bed/Bath
  • Size
  • Dates
  • Filters
  • Amenities
  • Save
  • Share
Listings
No results
Sort
Home / Millbrook / 4258 Route 44
4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 4258 Route 44 Millbrook, NY 12545 View All Photos

$1,400,000

| Active

4258 Route 44

Millbrook, NY 12545

10,689
Square Feet
1.90
Acres
127
Days on Market
KEY996779
MLS#
Commercial
Zone
Contact

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 Details
Cooling
Central Air, Ductless
Heating
Ducts
Cooling Features
Central Air, Ductless
Lot Features
Back Yard, Level, Private, Views
Stories
3
Lot Description
Back Yard, Level, Private, Views
Acres
1.9
Square Feet
10689
Parking Features
Parking Lot, Private
Property Type
Purchase
Basement
1
Basement Description
Unfinished
Basement Finished
1
Sewer Information
Septic Tank
Utility Source
Well
Utility Features
Cable Connected, Electricity Connected, Propane, Trash Collection Private
School District
Millbrook
County
Dutchess County
Region
Washington
Original List Price
$1,400,000
Days on Market (Cumulative)
127
Taxes Annual
$19,422
MLS #
996779
Property Subtype
Business
Parcel Number
135889-6966-00-333432-0000
MLS #
996779
Date Listed
May 08, 2026
Address
4258 Route 44
Location
Legal

IDX information is provided exclusively for 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 is deemed reliable but not guaranteed.

Provided By
Listed by Stephen M. Pener (#KEY50131)
Listing Office: William Pitt Sothebys Int Rlty (#KEYWMPITT)

Salt Shore Team Have a question about this home?

Interested in Purchasing 4258 Route 44?

Get an estimate on monthly payments on this property.

$
years
Down Payment
$
%
Interest Rate
%
Tax Rate
%
$
$annually
$monthly
Estimated Monthly Payment
$0.00
Loan Amount
$0.00