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39 W Main Street

$1,299,000

Est. $7,531/mo

Middletown, NY 10940 · Orange County

Status
Active
On site
3 days

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About this home

MIXED-USE INVESTMENT OPPORTUNITY in the heart of Middletown’s growing commercial district! This standalone building features four newly renovated 1-bedroom apartments, each with a private kitchen, bath, and living area, plus a fully renovated restaurant currently in operation on the ground floor. Ideally located next to John F. Degnan Square, home to summer Friday concerts, and within walking distance of the city bus terminal, restaurants, shops, City Hall, DMV, Police Department, Public Library, and City Park. Excellent visibility and convenient access to downtown amenities make this a rare opportunity to own a property with multiple residential and commercial income streams.

Listed with KW Hudson Valley United · Jonathon Z. Lee · Source: OneKey MLS

One Key MLS

Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 17, 2026, 4:09 PM ET. ©2026 One Key MLS.

Estimate Your Monthly Payment

Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and Private Mortgage Insurance.

$7,530.87Total / mo

Estimated Monthly Payment

Principal & interest
$6,398.53 (85.0%)
Taxes
$932.33 (12.4%)
Insurance
$200.00 (2.7%)

Representative rates

Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.

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Market Insights

The market around Middletown, NY

Current Listings

New in the last 30 days

78

Sep 2026

Average Price

Active listings

$558,713

Sep 2026

Average Days on Market

Active listings

152 days

Sep 2026

Computed from 326 active OneKey MLS listings in Middletown, NY.

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