High-Yield Multi-Asset Investment Opportunity, CT Positioned in Middletown, this rare, income-producing portfolio features two 2-family homes (4 total units), a 2,898 sq ft workshop, and two additional land parcels-delivering multiple revenue streams and value-add potential. Each residential building offers approximately 1,380 sq ft and has been capital-improved with new roofs, new windows, updated electrical, and modernized plumbing, significantly reducing near-term CapEx. All structures are connected to natural gas, enhancing operational efficiency and tenant appeal. * 4-unit rental configuration with strong, consistent income potential * Additional monetization opportunity via the heated workshop (ideal for contractor lease, storage income, or owner use) * Two separate vacant parcels (.08 & .02 acres) create development or resale upside (buyer to perform due diligence) * Ability to increase rents to market for improved NOI and long-term appreciation. Situated on a combined .25-acre footprint, this asset offers flexibility to scale returns-whether through rent optimization, auxiliary income from the workshop, or future development of excess land. Ideal for investors seeking: * Cash flow + appreciation potential * Multiple exit strategies (hold, expand, or subdivide/sell parcels) Income-generating opportunity with built-in upside in a strong rental market.
*7.4 Cap/NNN Leased* Harding Commercial Real Estate is proud to bring the highly profitable and meticulously maintained medical/office investment properties at 51 & 57 South Main Street in Middletown to market. The properties are being sold as a package and offer substantial immediate cash flow through their investor-friendly triple net lease structures. The properties are located directly across the street from major regional healthcare provider Middlesex Health's main hospital campus offering significant additional upside through appreciation. Financials and interior photos available upon request. Property highlights include: 7.4 in-place cap Triple net lease structure allowing ownership to collect substantial rents with very little cash outlay Newly paved and striped parking area with parking for 30+ vehicles Easy on/easy off highway access to State Route 9 Close proximity to major regional health system main campus HVAC units replaced at 57 South Main Street approximately 5 years ago Partial roof replacement and chimney redone at 51 South Main Street approximately 5 years ago 51 South Main Street has been meticulously maintained with great attention to detail in preserving the late 1800s architecture and period appropriate fits and finishes Elevator at 57 South Main Street underwent major servicing in 2025 including the installation of new hydraulics Owner/user potential with non-renewal of leases 57 South Main Street basement currently owner storage but coul
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 opportunity for businesses seeking a strategic Connecticut location with minimal exterior upkeep - ideal for expansion, consolidation, or right-sizing your operations. This versatile industrial-office condominium sits just off Interstate 91 (Exits 20 & 21), offering excellent regional access for employees, clients, and logistics - a key advantage in site selection and operational efficiency. This presents a flexible layout with generous office and warehouse space, high ceilings, loading dock, overhead doors, and a drive-up ramp to the large warehouse area - perfect for service, distribution, storage, or hybrid space needs. Whether your business is growing or streamlining, this property supports both current operations and future adaptability. The condo format eliminates exterior maintenance responsibilities, letting you focus on your core business instead of landscaping, repairs, or common area upkeep. With natural gas heat and central air, this turnkey opportunity helps reduce operational distractions while enhancing comfort for staff and customers alike. Stop renting - own a space built for business success in a hub of Connecticut commerce. Lease or purchase options available. For sale now - don't miss your chance to position your company in a location that works as hard as you do.
Commercial retail building for sale. Located on the busy route 17, and adjacent by the Dun-kin, McDonald, Denny restaurant, etc. Development opportunity available. Middletown is one of growing city in State of Connecticut, Density population.It generates over 10% cap and great for the first time investor who want to start investment in real estate business and receive stable rental income. Owner financing available for qualify buyer as well as 30% down. Owner is the agent.
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
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
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 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.

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.