$679,900
( $205.16Per Sq Foot )
 $3,650 est/mo Sourced by Back At You

27 Pleasant Street,Middletown, CT 06457

Middletown, CT 06457

Share:

Description

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.

Details

MLS #24175820
Listing TypeFor Sale
Sub-TypeResale
StatusUnder Contract - Continue To Show
Year1850
Days On Site137
Listing Provided ByiHeart Homes Real Estate LLC | Michael Criscio

Features

SQ Feet3,314
Units1
ZoningMXC
Acreage0.17

Interior

Cooling SystemCentral Air

Exterior

Roof InformationSlate

Utilities

Utilities AvailableElectric, Gas, Telephone, Cable
Sewage SystemPublic Sewer Connected

Taxes

Tax YearJuly 2026-June 2027
Property Tax12300

Area Information

StateCT
CountyMiddlesex
CityMiddletown
Zip Code06457
AreaN | A
Listing VS Median (in 06457)
Price:
$679,900
low | high
Med:
$239,900
100% of Average
sqft:
3,314
low | high
Med:
1,150
100% of Average
$ / sqft:
$205
low | high
Med:
$209
48.318985528562% of Average
On site:
137
low | high
Med:
6
100% of Average
Sourced by Back At You

Market Activity 06457

Request a showing

Request a showing

Contact


Additional Information


Showing Information


Submit Form

Required Field
By submitting, you agree to receive promotional texts and/or calls from Andrew Abu Inc at the number provided. Message/data rates may apply. Consent is not a condition of purchase, and you can opt out anytime by replying STOP.
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2021 SmartMLS, Inc.

Contact

Learn More About This Property

StateCT
CountyMiddlesex
CityMiddletown
Zip Code06457
AreaN | A
Listing VS Median (in 06457)
Price:
$679,900
low | high
Med:
$239,900
100% of Average
sqft:
3,314
low | high
Med:
1,150
100% of Average
$ / sqft:
$205
low | high
Med:
$209
48.318985528562% of Average
On site:
137
low | high
Med:
6
100% of Average
Sourced by Back At You
Listing Updated: September 29, 2026 at 8:53:20 AM PDT