728 Main Street
Middletown, CT, 06457 $ 339,000
Bedrooms-- Baths1.0 Sq 1,420 Monthly Estimate*
$ 2,115
for $339,000 with 1 full bath. This 1,420 square foot building was built in 1950 on a lot size of 0.11.
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. There is also an additional 1,420 sq ft in the basement.
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FeaturesGeneralZoning B-1
Neighborhood N/A
County Middlesex
Tax Year July 2025-June 2026
Location Highway Access
Property Type Commercial For Sale
Status Active
Acres 0.11
Directions GPS Friendly
City Middletown
Sq Ft Total 1420
DOM 0
Year Built 1950
Present Use Diner
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InteriorUtilities Available Electric Available Gas Available Phone Available
Cooling System Central Air
Total Number of Units 1
Total Rooms 0
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ExteriorWater Source Public Water Connected
Lot Description Level Lot
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* Excluded FeaturesList ByBeth DiloretoListing Agent
Berkshire Hathaway Ne Prop.Broker
bdiloreto@bhhsne.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $2,115
- Monthly Property Taxes
- $597
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbyCommerical listings in Middletown, CT
Average List Price $831,229
Percent of Sale Price 145%
About Middletown, CT 47,363 Population
10% Since 2002
$ 64,327 Median Income
38.67 Median Age
24% Households with Children
Trends Information provided by ATTOM Data Solutions.
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 11/18/2025 | $339,000 | | Listed Price |