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575 MADISON AVENUE, NEW YORK, NY 10022. 212.891.7000 © 2025 DOUGLAS ELLIMAN REAL ESTATE. EQUAL EMPLOYMENT OPPORTUNITY PROVIDER. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES, OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS, AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT, OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY.LISTING DATA REFRESHED ON MAY 13 2025 AT 1:30 PM.

DOUGLAS ELLIMAN IS A LICENSED REAL ESTATE BROKER IN CALIFORNIA WITH LICENSE # 01947727, COLORADO WITH LICENSE # EC100053892, CONNECTICUT WITH LICENSE # REB.0314827, THE DISTRICT OF COLUMBIA WITH LICENSE # REO40000160, FLORIDA WITH LICENSE # CQ1020232, MARYLAND WITH LICENSE # 645270, MASSACHUSETTS WITH LICENSE # 422764, NEVADA WITH LICENSE # 1454643, NEW JERSEY WITH LICENSE # 0572105, NEW YORK WITH LICENSE # 10991211812, TEXAS WITH LICENSE # 9008706, AND VIRGINIA WITH LICENSE # 0226035659.

POWERED BY PURLIN.AI

4258 Route 44

millbrook, NY 12545

$1,500,000

    INTERESTED? LET'S CONNECT

    Introducing Charlotte’s – a unique commercial and residential opportunity in the heart of Dutchess County. This historic property was originally built in the 19th century as a Congregational church and has served as a livestock auction house and summer opera venue before evolving into its current beloved restaurant in 2006.

    Charlotte’s is the perfect setting for romantic dinners, family gatherings, and larger special celebrations. Guests can enjoy the charming wainscoted dining room, a cozy bar with a crackling fire, and outdoor dining in the perennial gardens. Clients looking to host weddings or corporate events can choose from the light-filled Veranda, a spacious Banquet Hall anchored by an impressive fireplace, or the outdoor gardens with ample space for a white party tent.

    The property also offers a rare live/work opportunity. Above the restaurant, there is a lovely 3-bedroom apartment that opens to a private outdoor deck, providing stunning views of the bucolic surroundings.

    Details

    10,689 Sq Ft

    1.9 Private Acres Exterior Space

    Commercial

    $19,423 Annual Tax

    MLS/Listing ID 808424

    Amenities & Features

    Parking - Private

    Lot - Private

    Lot - Back Yard

    Natural Wood

    Combination

    Cooling - Central Air

    Construction - Frame

    Parking - Parking Lot

    Lot - Views

    Lot - Level

    Heating - Ducts

    Cooling - Ductless

    Construction - Clapboard

    Listing Courtesy of WILLIAM PITT SOTHEBYS INT RLTY, STEPHEN M. PENER - 860-927-1141

    ONEKEY

    Source of Data: ONEKEY MLS

    Interested in 4258 Route 44?