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Middletown, NY Multifamily Homes & Duplexes for Sale

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  • /49

    $625,000

    • 8 Beds
    • 6 Baths
    • 3,240 Sq Ft

    128 W Main St, Middletown, NY 10940

    THEY DON'T MAKE THEM THIS BIG ANYMORE!!! Absolutely STUNNING MIDDLETOWN MULTI-FAMILY is now available for your purchase!! This OVERSIZED Colonial is in R-2 zone and if space is what you need, look no further as you have found it!! Ideal for an extended family, live in one and rent out the other or lastly allow the rental income of BOTH units pay off your mortgage! TURN-KEY condition and both

    Sandra Arnez Keller Williams Hudson Valley

    128 W Main St, Middletown, NY 10940
  • /24

    $449,800

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft

    652 New York 211 Unit 650, Middletown, NY 10940

    FOR SALE: Versatile Mixed-Use Building – Ideal for Owner-Operator | 650-652 Route 211 W, Middletown, NY 10940 A rare opportunity to own a fully updated 2-unit standalone building in a prime high-visibility corner location at Route 211 West and California Drive in the Town of Wallkill. Property Overview:Total Building Size: Approx. 2,400 sq ft Lot Size: Generous lot with dual access and ample

    Jonathon Lee Keller Williams Hudson Valley

    652 New York 211 Unit 650, Middletown, NY 10940
  • /34

    $429,999

    • 2,946 Sq Ft

    221 E Main St, Middletown, NY 10940

    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

    Savannah Miceli Century 21 Alliance Rlty Group

    221 E Main St, Middletown, NY 10940

Why Live in Middletown

Middletown, located in New York’s Hudson Valley, is a revitalized city about 60 miles from Upper Manhattan, with a population of around 30,000. This historic city, dating back to 1848, features a mix of Colonial Revival, Cape Cod, and split-level homes, alongside newer traditional and contemporary styles. Middletown's downtown area, transformed by a $10 million Downtown Revitalization Initiative grant, is a bustling hub for shopping, dining, and entertainment. Popular eateries include Oak & Reed and Piccolo Cucina e Vino, and the area is dotted with microbreweries, cafes, and specialty shops. The Galleria at Crystal Run mall offers additional amenities such as a bowling alley, movie theater, and adventure park. For outdoor activities, Middletown has 14 parks, including the Middletown Reservoir Trails and Highland Lakes State Park, providing ample hiking and fishing opportunities. The historic Paramount Theatre and Quinnz Pinz bowling alley are key entertainment venues, while community events like the Orange County Fair and the Summer Concert Series foster a vibrant local culture. Middletown High School offers specialized academy programs in STEM and other fields, contributing to the city's educational landscape. Overall crime rates in Middletown are comparable to state and national averages. Middletown is well-connected via U.S. Route 211, Interstate 84, and NY State Route 17, with bus routes to Manhattan and proximity to New York Stewart International Airport, located 20 miles east.

Home Trends in Middletown, NY

Housing Trends

Median Sale Price
$395,000
Median Single Family Sale Price
$417,000
Median Townhouse Sale Price
$422,499
Median 2 Bedroom Sale Price
$275,000
Median 1 Bedroom Sale Price
$180,000
Average Price Per Sq Ft
$245
Number of Homes for Sale
103
Last 12 months Home Sales
485
Months of Supply
2.50
Median List Price
$399,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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