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$339,000 Just Listed
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Property Description
This historic 1,420 sq ft asset, a sleek 1946 Mountain View Dining Car, is steeped in local history, once housing the iconic O'Rourke's Diner, featured on Diners, Drive-Ins, and Dives. Since 1941, this beloved establishment made its mark when the original owner introduced his famous steamed cheeseburger, capturing the hearts of locals and visitors alike. With its prime location and storied past, this property offers both character and potential for future ventures. Whether you're looking to reinstate a culinary institution or create something entirely new, the space invites innovation and nostalgia in equal measure. Middletown, a vibrant city with over 47,000 residents and home to the esteemed Wesleyan University, is a well-known culinary destination with a diverse array of restaurants, cafes, and local eateries that attract food enthusiasts from all around. Main Street is bustling with top-notch dining spots and unique shopping experiences, offering everything from farm-to-table fare to global cuisines. This historic property is perfectly positioned to tap into Middletown's vibrant food scene and thriving retail presence, making it an ideal investment in one of Connecticut's most beloved foodie hotspots. Don't miss the chance to invest in a piece of renowned culture in a high-traffic area, ready for its next chapter! Join eateries like Esca, La Boca, Luce, Eli Cannons, Fiores, Nora Cupcakes, Forbidden, and Sweet Harmony Cafe.
Full Property Details
Full Property Details for 728 Main St
General
- Price: $339,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Commercial
- Source: SMARTMLS
- MLS ID: 24150948
- Updated: 1/25/2026
- Added to Site: 1 day(s) ago
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
Location
- County: Middlesex
- Driving Directions: GPS Friendly
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Air, Oil
- Heating Fuel: Oil
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
- Utility Description: Electric Available, Gas Available, Phone Available
Structural Information
- Roof: Other
- Stories/Levels: 1
- Stories in Building: 1
- Square Feet: 1,420
- Sq. Ft. Source: Public Records
- Current Bldg. Use: Vacant
- Year Built: 1950
Unit Information
Unit 1
- Unit Description: Retail
- Total Bathrooms: 1
Lot Features
- Lot Size (Acres): 0.11
- Frontage: State Road
- Present Use: Vacant
- Zoning: B-1
- Lot Description: Level Lot
Financial Considerations
- Assessment Amount: $184,260
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Documents Avail.: None
- Exclusions: Previous Business Name
- Potential Short Sale: Yes
- Property ID: 1011758
Listed by Berkshire Hathaway NE Prop., Beth Diloreto
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Price & Sales History for 728 Main St
Date
Details
Price
Change
Source
1/25/2026
Listed
$339,000
—
MLS
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
Tax History for 728 Main St
Year
Property Taxes
Change
Tax Assessment
Change
2024
$7,168
6%
$184,260
—
2023
$6,781
5%
$184,260
—
2023
$6,468
14%
$184,260
43%
2022
$5,688
—
$129,270
—
2021
$5,688
—
$129,270
—
2020
$5,714
—
$129,270
—
2019
$5,740
2%
$129,270
—
2018
$5,649
21%
$129,270
18%
2017
$4,658
3%
$109,850
—
2016
$4,526
4%
$109,850
—
2015
$4,350
-1%
$109,850
—
2014
$4,394
18%
$109,850
-1%
2011
$3,732
—
$110,410
—
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
Estimate the Cost for 728 Main St
728 Main Street, Middletown, CT 06457 (MLS# 24150948) is a Commercial property. 728 Main Street is currently listed for $339,000 and was received on January 25, 2026. Want to learn more about 728 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.

