Rare opportunity to acquire a prominent mixed-use commercial asset in the heart of downtown Middletown, one of Connecticut's most dynamic and rapidly growing commercial districts. Situated along the highly desirable Main Street corridor, this approximately 39,000-square-foot building offers exceptional visibility, strong foot traffic, and a strategic location surrounded by restaurants, retail destinations, entertainment venues, professional offices, and ongoing redevelopment projects. The property has benefited from significant capital improvements and renovations, creating an attractive blend of historic character and modern functionality. Its diverse tenant mix and flexible layout provide a wide range of opportunities for investors and owner-users alike. Downtown Middletown continues to attract substantial public and private investment, fueling economic growth and increasing demand throughout the area. Surrounded by a vibrant mix of businesses, restaurants, cultural attractions, and major employers, this property is ideally positioned to benefit from the continued revitalization of the downtown corridor. With convenient access to Route 9, Interstate 91, and the greater Hartford and New Haven markets, 423-425 Main Street offers a rare combination of scale, visibility, and location in one of Connecticut's most sought-after commercial districts.
| Listing Id: | 24182009 |
|---|---|
| List Price: | $4,500,000 |
| Property Type: | Commercial Sale |
| Status: | Active |
| Bank Owned Property: | No |
| Baths Full: | 4 |
| Living Area Sqft Per Public Record: | 39,000 |
| Property Tax: | $45,328 |
| Acres: | 0.18 |
| Direct Waterfront Yn: | No |
| City: | Middletown |
| County: | Middlesex |
| Postal Code: | 06457 |
| Year Built: | 1944 |
| Agent Owner Yn: | No |
| Assessed Value: | $1,110,970 |
| Basement Description: | No |
| Baths Total: | 4 |
| Comp Only Manual Yn: | No |
| Cooling System: | Central Air |
| Current Price: | $4,500,000.00 |
| Directions: | Washington to main st. |
| Display Fair Market Value Yn: | No |
| Documents Available: | Appraisal, Mechanical Drawing |
| Foundation Type: | Brick, Concrete |
| Gross Annual Expense: | $101,517 |
| Gross Annual Income: | $293,352 |
| Heat Fuel Type: | Natural Gas |
| Heat Type: | Hot Air |
| Home Owner's Assocation: | No |
| Interior Features: | Elevator, Fire Suppression System, Freight Elevator |
| Listing Contract Date: | 2026-06-10 |
| Location: | Downtown |
| Lot Description: | N/A |
| Mil Rate Total: | $40.80 |
| Status: | Active |
| Occupied By: | Tenant |
| Original List Price: | $4,500,000 |
| Parcel Number: | 1003907 |
| Parking Spaces Uncovered: | 14 |
| Possession Availability: | immediate |
| Potential Short Sale: | No |
| Preferred Phone: | (860) 510-3991 |
| Price: | $4,500,000 |
| Road Frontage Description: | Municipal Street |
| Roof Information: | Membrane, Rubber |
| Sewage System: | Public Sewer Connected |
| Sign Yn: | No |
| Sq Ft Source: | Public Records |
| Sq Ft Total: | 39,000 |
| Tax Year: | July 2026-June 2027 |
| Under Agreement Yn: | No |
| Utilities Available: | Electric, Gas, Telephone, Cable |
| Water Source: | Public Water Connected |
| Zoning: | B-1 |
Listing Courtesy of: Better Homes and Gardens Real Estate Executive Real Estate
Listing Agent: Maggie Damato
(860) 510-3991
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Smart MLS Inc. data last updated on October 08, 2026 06:45 PM - ET
Property Last Updated: October 08, 2026 06:45 PM - ET