Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$1,360,000

  • For Sale
  • Active
  • Commercial
See This Home
Save This Home
See This Home
Save This Home
Discover endless potential in this mixed-use standalone building, ideally located in the heart of Middletown's fast-growing commercial district. The property features four newly renovated one-bedroom apartments, each with its own kitchen, bath, and living area - perfect for stable rental income. On the ground floor, a fully renovated and stylish restaurant is currently in operation, offering immediate business opportunity. Surrounded by key city landmarks - City Hall, DMV, Police Department, Public Library, and the City Park - this location brings excellent visibility and foot traffic. A rare investment gem with both residential and commercial income potential.

Full Property Details for 39 W Main St

General

  • Price: $1,360,000
  • Taxes: $11,306
  • Status: Active
  • Type: Commercial
  • Source: Long_Island
  • MLS ID: 928638
  • Updated: 1/15/2026
  • Added to Site: 168 day(s) ago

Parking

  • Parking Features: Common, Off Street, Parking Lot, Open

Location

  • County: Orange County

Heating & Cooling

  • Cooling Type: Varies by Unit
  • Heating Type: Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected

Structural Information

  • Detached/Attached: Detached
  • Construction: Brick
  • Basement: Yes
  • Basement Desc.: Unfinished
  • Building Size: 4533
  • Square Feet: 4,533
  • Year Built: 1900

Lot Features

  • Lot Size (Acres): 0.039
  • Lot Size (Sq. Ft.): 1,701

Financial Considerations

  • Other Fee: Yes
  • Other Fee Type: Tax+Insurance+4 rental's water bill
  • Other Fee Freq.: Annually
  • Tax Amount: $11,306.04

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 330900-031-000-0010-020.000-0000

Listed by I Realty LLC

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 39 W Main St —

  • I Realty LLC

845-744-3365

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 39 W Main St

School District:Middletown City School District
NameGradesDistance
Maple Hill Elementary School
491 County Rt 78, Middletown, NY 10940
K-51.6 mi
Middletown Twin Towers Middle School
112 Grand Avenue, Middletown, NY 10940
6-81 mi
Monhagen Middle School
555 County Rt 78, Middletown, NY 10940
6-81.5 mi
Middletown High School, Middletown, NY
30 Gardner Avenue Extension, Middletown, NY 10940
9-121.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 39 W Main St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/15/2026
Price Reduced
$1,360,000
-1.45%
MLS
10/25/2025
Listed
$1,380,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 39 W Main St

Year
Property Taxes
Change
Tax Assessment
Change
2021
-100%
$39,300
—
2021
$11,314
134%
$39,300
—
2020
$4,827
-43%
$39,300
28%
2018
$8,490
3%
$30,800
—
2017
$8,238
—
$30,800
—
2016
$8,259
3%
$30,800
—
2015
$8,013
—
$30,800
—
2015
$7,974
5%
$30,800
—
2013
$7,627
—
$30,800
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 39 W Main St

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by I Realty LLC

39 W Main Street, Middletown, NY 10940 (MLS# 928638) is a Commercial property. 39 W Main Street is currently listed for $1,360,000 and was received on October 25, 2025. Want to learn more about 39 W Main Street? Do you have questions about finding other Commercial real estate for sale in Middletown? You can browse all Middletown real estate or contact a Coldwell Banker agent to request more information.

Tour this property