$399,900
 $2,147 est/mo Sourced by Back At You

108 High Street,Middletown, CT 06457

Middletown, CT 06457

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Description

Welcome to this character-filled, turn-of-the-century two-family Colonial in the heart of Middletown, ideally located directly across from Wesleyan University and within walking distance of downtown, restaurants, shops, and public transportation. Each spacious unit offers three bedrooms, a generous living room with a fireplace, beautiful built-in cabinetry, wood flooring, and French doors opening to a sunroom. Large, open kitchens with walk-in pantries provide ample space and functionality, while charming period details throughout reflect the home's original character. The first-floor unit is vacant and move-in ready, while the second-floor unit is currently tenant-occupied, offering immediate rental income. A new roof adds significant value, while the interiors still provide opportunities for updates and personal touches. Situated on a corner lot with two separate driveways accessed from different streets, plus a convenient walkout basement. An excellent opportunity for an owner-occupant or investor!

Details

MLS #24202328
Listing TypeFor Sale
Sub-TypeResale
StatusUnder Contract - Continue To Show
Year1900
Days On Site33
Listing Provided ByeXp Realty | Michelle Mazzotta

Features

Bed(s)6
Bath(s) 2 Total
SQ Feet2,584
BasementY
Units2
ZoningDVD
Acreage0.11

Interior

Total Rooms12
Cooling SystemNone
Fireplaces Total1
Laundry Room InfoWasher/Dryer Some Units

Exterior

Roof InformationAsphalt Shingle
Foundation TypeBrick

Parking

Garage & ParkingOff Street Parking, Driveway
Garages Number0
Parking Total Spaces4

Utilities

Sewage SystemPublic Sewer Connected

Taxes

Tax YearJuly 2026-June 2027
Property Tax5426

Area Information

StateCT
CountyMiddlesex
CityMiddletown
Zip Code06457
AreaN | A
School DistrictPer Board of Ed
Elementary SchoolPer Board of Ed
High SchoolMiddletown
Listing VS Median (in 06457)
Price:
$399,900
low | high
Med:
$224,950
93.748437109277% of Average
sqft:
2,584
low | high
Med:
944
100% of Average
$ / sqft:
$155
low | high
Med:
$238
4.090371448493% of Average
On site:
33
low | high
Med:
77.5
42.58064516129% of Average
Sourced by Back At You

Market Activity 06457

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Learn More About This Property

StateCT
CountyMiddlesex
CityMiddletown
Zip Code06457
AreaN | A
School DistrictPer Board of Ed
Elementary SchoolPer Board of Ed
High SchoolMiddletown
Listing VS Median (in 06457)
Price:
$399,900
low | high
Med:
$224,950
93.748437109277% of Average
sqft:
2,584
low | high
Med:
944
100% of Average
$ / sqft:
$155
low | high
Med:
$238
4.090371448493% of Average
On site:
33
low | high
Med:
77.5
42.58064516129% of Average
Sourced by Back At You
Listing Updated: September 29, 2026 at 8:19:05 PM PDT