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    1 home
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      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      $429,999
      beds
      sqft
      acres
      Residential Income
      Down payment assistanceDown Payment Help

      221 E Main Street, Middletown, NY 10940

      Listing by: Century 21 Alliance Rlty Group
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      Copyright © 2025 OneKey® MLS LLC
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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      OneKey® MLS
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      221 E Main Street, Middletown, NY 10940
      $429,999
      Down payment assistanceDown Payment Help
      beds
      full,half bath
      sqft
      acres

      221 E Main Street, Middletown, NY 10940

      City/Town:Middletown   Post Office: Middletown     

      Residential Income by Savannah MiceliCentury 21 Alliance Rlty Group.

      Data checked -. Listing last updated 167 days ago.
      1. Overview
      2. Details
      3. More 

      Welcome to 221 E Main St—a standout investment opportunity offering flexibility, location, and long-term potential in one of Orange County’s most active and rapidly growing markets. This mixed-use property features two residential units and a commercial space on the ground floor, making it an ideal choice for investors, owner-occupants, or entrepreneurs looking to establish a business while generating rental income. The upstairs level includes two well-maintained residential units, each offering bright, comfortable living with strong appeal to long-term tenants. The ground-floor commercial space provides excellent visibility along a well-trafficked stretch of East Main Street, making it a perfect fit for retail, office, or professional services. The first floor is zoned commercial and must remain commercial—buyers are encouraged to confirm all use options with the Middletown Building Department. Additional features include a garage and a central location within walking distance to local shops, restaurants, and community amenities. With easy access to I-84, Route 17, and nearby public transportation, this property is conveniently situated just 70 miles from New York City, making it attractive to both commuters and local professionals. Middletown continues to see significant growth in both its residential and commercial sectors, driven by strong rental demand, revitalization efforts, and regional development. Whether you're seeking a new project with strong income potential or a strategically located property with long-term upside, 221 E Main St offers a rare combination of versatility and value in a market with upward momentum.

      Internet Serviceability
      Details
        Property type
      Residential Income
        Year built
      1887
        Heating
      Natural Gas, Forced Air, Other
        Cooling
      Central Air
        Total rooms
        Garage
      Yes (2 space)
        City/Town
      Middletown
        Post Office
      Middletown
        Parking spots
      2
      880208
      MLS ID
      Active
      Status
      06/20/2025
      On Market Date
        Laundry features
        Flooring
        Fireplace
      No
        Pets allowed
        Architectural Style
        Basement
        View
      Interior features
      Other
      Exterior features
      Lot features
      Appliances included
      Construction materials
      Other
      Monthly taxes
      $821
      Yearly taxes
      $9,848
      Community Features
      -
      School district
      Schools
      -
      Senior community
      No
      Common Charges
      -
      Maintenance
      -
      Additional Fees
      -
      Open Houses
      In-Person
      No upcoming in-person open houses
      Virtual
      No upcoming virtual open houses
      Contact Agent
      SM
      Savannah Miceli
      Real Estate Salesperson, Century 21 Alliance Rlty Group
      Direct Number 
       
      Location
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      221 E Main Street, Middletown, NY 10940, is a Duplex built in 1887. This property is currently available for sale and was listed on OneKey® MLS on 6-20-2025. The MLS# for this Duplex is MLS# 880208.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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