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For sale
  • $429,999

    221 E Main Street, Middletown, NY 10940

    --beds
    --baths
    2,946sqft
    Duplex, Multi Family
    Built in 1887
    -- sqft lot
    $-- Zestimate®
    $146/sqft
    $-- HOA

    What's special

    Commercial spaceGround-floor commercial spaceResidential unitsExcellent visibilityBright comfortable living
    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.
    50 days
    on Zillow
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    382
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    34
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    Zillow last checked: 7 hours ago

    Listing updated: June 21, 2025 at 02:01am

    Listing by:

    Century 21 Alliance Rlty Group 845-297-4700,

    Savannah Miceli 845-275-9259

    Source: OneKey® MLS,MLS#: 880208MLS Logo
    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 221 E Main Street.

    Next available tour time:Tomorrow at 11am

    Facts & features

    Interior

    Heating
    • Forced Air, Other
    Cooling
    • Central Air
    Features
    • Other
    Interior area
    • Total structure area: 2,946
    • Total interior livable area: 2,946 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Detached, Driveway
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Details
    • Parcel number: 330900.032.0000009011.000/0000
    • Special conditions: None

    Construction

    Type & style
    • Home type: MultiFamily
    • Property subtype: Duplex, Multi Family
    Materials
    • Other
    • Foundation: Other
    Condition
    • Year built: 1887

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: See Remarks

    Community & HOA

    Location
    • Region: Middletown

    Financial & listing details

    • Price per square foot: $146/sqft
    • Annual tax amount: $9,848
    • Date on market: 6/20/2025
    • Listing agreement: Exclusive Right To Sell
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