Welcome to 565 High St, Middletown, CT. This unique commercial building is located in the heart of a residential neighborhood. It has operated as a karate dojo since 1998. The space is perfect for a hall, dance studio or open space. With dormered ceilings and a spacious basement this building is a perfect creative space. It has potential for renovations and to be converted for multiple uses. The possibilities are only limited by the vision you have. Don't miss out on this incredible opportunity, schedule your showing today.
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.
The beautiful and classically designed mixed use property at 138 Washington Street in Middletown is now being offered for sale. The property generates heavy cash flow over 9 total units and approximately 7,193sf. Property financials are available upon request with a signed non-disclosure agreement. Please email agent Brendan Kelly to receive the NDA for signature. Property highlights include: * Property being offered at an 8.3 cap rate * 9 total units consisting of 2 ground floor retail units, 6 one-bedroom apartments and one studio apartment. * Zero vacancy and heavy cash flow. * Separately metered electricity and gas for each unit. * Value add potential through apartment upgrades to achieve higher rents. * Exterior recently painted. * Common hallways recently recarpeted. * All hot water heaters replaced within the past year or two. * Property offers popular no-car downtown live+work+play lifestyle in a walkable city. * Potential expansion with the construction of 3 additional units. (Plans available upon request) * Ground floor retail units can be converted to apartments at lease expiration to take advantage of ongoing supply constraints. * Expansive parking lot offers significantly more spaces than necessary allowing additional income generation through space rental (city rates are $80+ per month per space).
Escape overpriced city markets of Manhattan, Brooklyn, Bridgeport and Stamford and invest in opportunity of Middletown, Connecticut. Just two hours from Manhattan, 504 Main Street offers rare versatility and long-term upside: a restored 1888 brick landmark with six total units - two prime commercial storefronts and four bright, character-filled apartments overlooking Middletown's vibrant Main Street. The building blends historic charm with smart upgrades, sun-soaked interiors, renovated kitchens and baths, in unit laundry in 2 units and soaring ceilings amplify the space and craftsmanship. A geothermal HVAC system with Nest controls keeps operating costs low, and private off-street parking is an added bonus for tenants or owner. 2 store fronts offer a long term committed tenant on one side and flexibilty on the other side. Steps from acclaimed dining, boutique shops, live music, CT river, year-round community events, and Wesleyan University, this property draws a consistent, quality tenant base - from professors and grad students to professionals seeking charm, community and convenience. 504 Main is a compelling alternative to inflated city assets - a chance to own income-producing property, bring your business here or make your home here! Middletown's main street was named one of America's "Most Romantic Main Streets, highlighting its love affair with food, river vistas and New England charm. Also highlighted in the New York Times praising its vibrance and accessibly to NYC
Iguanas Ranas Commercial is pleased to introduce an exceptional one-owner, long-running Iguanas Ranas restaurant opportunity at 129 church St, Middletown , Ct 06457. The current owners literally built this business from the ground up. After 13 successful years, their retirement is your opportunity to own Iguanas Ranas restaurant with a 1,200sq feet commercial. Situated on downtown Middletown , this property has street parking spaces, excellent visibility, and is located only 1/2 mile from Wesleyan University and Middlesex Hospital. Complete with all equipment and fixtures, this property is move-in and operational ready and offers a fantastic opportunity for investors or entrepreneurs looking to establish a presence in a thriving commercial area. Don't miss out on this chance to own a prime commercial space in Middletown
Location, Location, Location! Nice 1482sf retail building in the heart of Main St. Middletown. High traffic area, property currently being used as smoke shop, but can fit many other retail needs. Building is Zoned B-1. Currently being leased until Nov.2026
In the heart of Middletown and within walking distance to countless amenities 54 Washington Street offers both location and opportunity. Once home to the Italian American Club, the building carries a unique history and is now ready for its new vision. This spectacular building has received zoning approval to convert this once community/event space to residential units. Take advantage of the already in place engineered 18 unit build out plans with extra room for a super. The possibilities are endless. Not only does this building have engineered plans, but it is also stamped for electrical and plumbing. With all the major systems professionally designed, code compliant, and permit ready, this property allows seamless transition straight to the build phase. The opportunities are endless for the savvy investor looking to maximize value in a prime location. 18 parking spots town approved across the street next to police station
Position your business for success at 575 Main Street, a full-floor office condominium offering over 7,800 square feet of modern, light-filled workspace in downtown Middletown. This suite thoughtfully balances private offices, open collaboration areas, and meeting rooms, all serviced by an elevator and ADA-compliant restrooms. Meticulously maintained by a single tenant since 2008, it combines immediate professional appeal with long-term reliability. Ideally located just minutes from Middlesex Hospital, Wesleyan University, Pratt & Whitney, and the Superior Court, the property is part of a federally designated Opportunity Zone and sits within Middletown's Riverfront Redevelopment, offering both strategic value and growth potential. With a Walk Score of 93, vibrant downtown amenities, and convenient access to Route 9, 575 Main Street represents a rare opportunity to secure a premier office condominium in one of Connecticut's most dynamic markets.
Prime location with endless possibilities! This industrial/office condominium in Middletown offers convenience right off I-91 (Exits 20 & 21). Featuring a flexible layout with ample office and warehouse space, soaring ceilings, conference rooms, a kitchenette, natural gas heat, and central air, it's ready to fit your business needs. The property includes two adjoining units, owned by the same seller, giving you even more space to grow. Highlights include 2 loading docks, overhead doors, and abundant parking, making it ideal for service, warehouse, distribution, or storage operations. Whether you're looking to buy or lease, this is a rare opportunity to stop renting and secure a space you can truly make your own.
Portfolio of 18 rental condo units in the Peppermill Village association in Middletown. All units rented, this turnkey investment portfolio offers immediate cash flow. Current Gross Rents of $285k. 13x 1-bedroom units, 4x 1-bedroom w/loft units, and 1x 2-bedroom unit. HOA includes water, sewer, trash, landscape, Snow removal. Tenants responsible for electric utility.
Located along the highly visible Newfield Street corridor, 609 Newfield Street is a converted mid-century ranch now used as professional office space. Originally built in 1950 as a single family home, the 1,500 sq ft building has been fully adapted for commercial use and currently houses Innovative Properties. The layout provides multiple private offices, meeting areas, and a welcoming reception space. The 1.09-acre lot offers ample off-street parking and room for exterior improvements. Its flexible design also makes the property a strong candidate for group home use. The owner is willing to complete modifications or provide a credit for required updates. Owner financing is available. Located within Middletown's NPC zone, the property supports a wide variety of professional, service, and light retail uses, including medical, dental, legal, salon, specialty retail, or care-based operations. With strong drive-by exposure on Route 3, convenient neighborhood access, and close proximity to local schools and amenities, 609 Newfield Street offers excellent visibility and adaptability for a business or organization seeking a ready-to-occupy space in one of Middletown's most active commercial corridors. AGENT OWNER
*** Prime Commercial Property for Sale - 110 Coe Ave, Middletown, CT *** Discover an exceptional investment opportunity with this versatile commercial property. Ideal for a wide range of business ventures, this property allows both flexibility and prime location appeal. Featuring a spacious interior, ample parking, and excellent visibility, it's perfectly suited for retail, office, or mixed-use development. Ideally positioned in Middletown with easy access to I-91 and so close to Route 9. Conveniently located near Middlesex Hospital, one of the top medical facilities in the region, providing heathcare and attracting a steady flow of traffic. In close proximity to Wesleyan University, Middlesex Community College, Xavier High School and local Middletown schools, offering potential customer base and employee convenience. Directly next to Tradewinds Shopping Center with Restaurants, Retail Shops and Car Wash. This property is perfect for retail stores, medical offices, a professional facility, or a mixed-use development. Take advantage of this rare opportunity to own a prime piece of Middletown's commercial real estate. Whether you're expanding your business or looking for a new investment, 110 Coe Ave has the perfect blend of location, flexibility, and potential.
Excellent location with opportunity galore in this industrial - office condominium. Right off Exits 20 or 21 from Interstate 91. Plenty of office and warehouse space. High ceilings, loading doc, overhead doors. Natural gas heat and central air cooling. Make it your own and stop renting. Two units combined right next to each other in the same complex for sale - same owner. Rent or Buy! For sale too. If you need more space combine units #2 and #3 right next door in the same complex for sale - same owner. Even includes a drive up ramp to large warehouse with high ceilings. It will be ideal for a service, warehouse, distribution or storage business.
Middletown is located in Connecticut. Middletown, Connecticut has a population of 47,164. Middletown is less family-centric than the surrounding county with 22.78% of the households containing married families with children. The county average for households married with children is 27.85%.
The median household income in Middletown, Connecticut is $67,485. The median household income for the surrounding county is $90,833 compared to the national median of $69,021. The median age of people living in Middletown is 39.5 years.
The average high temperature in July is 84.1 degrees, with an average low temperature in January of 18.7 degrees. The average rainfall is approximately 47.6 inches per year, with 34.7 inches of snow per year.
