New Listing - 05/15/2026
Listing courtesy of Michael Criscio (203) 314-9620, iHeart Homes Real Estate LLC (203) 433-2007
27 Pleasant Street, Middletown, CT, 06457
1850
3,314 sqft
Exceptional opportunity to own a beautifully maintained commercial property in one of Middletown's most desirable and visible locations. Currently operating as a professional attorney's office, this versatile building offers endless potential for professional, medical, office, boutique, or mixed-use possibilities. Perfectly positioned across from the historic town green and hospital, and just moments from downtown restaurants, shops, and major commuter routes, the location offers outstanding convenience and exposure. Blending timeless historic charm with modern updates, the property features an inviting entrance, impressive grand staircase, and a tastefully updated interior that preserves elements of the home's original character while incorporating modern finishes and functionality. Dedicated off-street parking, with charging for your EV, provides added convenience for clients and staff. The upper level offers exceptional flexibility with an updated full kitchen featuring quartz countertops, a luxurious full bath with a full tile shower, and two bedrooms. Ideal for an owner-occupant or live/work setup, you can simply walk downstairs to work each day. The sellers have also obtained city approval for a future rooftop expansion, creating the opportunity for an upscale rooftop terrace or executive entertaining space overlooking the downtown setting. A rare landmark-style property combining character, convenience, and future potential in an unbeatable location.
Status:
Active
Type:
Commercial
Units:
1
Zoning:
MXC
Frontage:
Municipal Street
Heating:
Hot Air
Cooling:
Central Air
Acreage:
0.17
Est. Taxes:
$11,728
Assessment
$301,480
Current Use
attorney's office
Permitted Use
attorney, accountant, real estate, dental office, all professional uses
Utilities
Electric,Gas,Telephone,Cable
Lot Description:
Level Lot
Days on Market:
4
MLS #:
24175820
Community Info
School Info
Walk Score
Mass Transit
Yelp
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