423 Main Street Middletown, CT $ 4,500,000
423 Main Street
$ 4,500,000
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423 Main Street

Middletown, CT, 06457
$ 4,500,000
Bedrooms-- Baths4.0 Sq 39,000

Monthly Estimate*

$ 27,707

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Commercial Property for sale in Middletown, CT

for $4,500,000 with 4 full baths. This 39,000 square foot building was built in 1944 on a lot size of 0.18.

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.

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Commercial Active

Price

$ 4,500,000

Full Bath

4

Property Type

Commercial

Taxes

$ 43,217

Style

Lot Size

0.18

Year Built

1944

Town/City

Middletown

MLS | Web ID

24182009

Features
General
Zoning B-1
Neighborhood N/A
County Middlesex
Tax Year July 2025-June 2026
Location Downtown
Property Type Commercial For Sale
Status Active
Acres 0.18
Directions Washington to main st.
City Middletown
Sq Ft Total 39000
DOM 0
Year Built 1944
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Interior
Utilities Available Electric Gas Telephone Cable
Cooling System Central Air
Total Rooms 0
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Exterior
Water Source Public Water Connected
Lot Description N/A
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* Excluded Features
List By
Maggie Damato

Listing Agent

Better Homes And Gardens Real Estate Executive Real Estate

Broker

maggie.executive@gmail.com

Email

Affordability Calculator

$31,309
Per Month
88%
12%
0%
Monthly Principal & Interest
$27,707
Monthly Property Taxes
$3,601
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% 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.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
6/10/2026$4,500,000 Listed Price

Map


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423 Main Street, Middletown, CT, 06457 is a Commercial Property for sale at $4,500,000 with 39,000 sqft and a lot size of 0.18. 423 Main Street has 4.0 baths and was built in 1944. The property's zip code is 06457 which is in Middletown, CT