728 Main Street

Middletown, CT 06457

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.

Listing courtesy of Beth Diloreto of Berkshire Hathaway NE Prop. Office Phone: (860) 633-3674 Broker Contact: (860) 796-1578



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Last checked: 2026-01-28 04:48 PM UTC.