108 High Street, Middletown, Connecticut

$399,900

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6

Beds

2

Baths

2,584

Square feet

0.11

Acres

About 108 High Street

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!

Features of 108 High Street

MLS® # 24202328
Price $399,900
Bedrooms 6
Bathrooms 2.00
Full Baths 2
Square Footage 2,584
Acres 0.11
Type Multi-Family For Sale
Sub-Type 2 Family
Style Units on different Floors
Status Active

Community Information

Address 108 High Street
Area N/A
City Middletown
County Middlesex
State Connecticut
Zip Code 06457

Amenities

Parking Spaces 4
Parking Off Street Parking, Driveway
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Heating Hot Water, Oil
Cooling None
Fireplace Yes
# of Fireplaces 1

Exterior

Exterior Aluminum
Lot Description Corner Lot, Level Lot
Roof Asphalt Shingle
Foundation Brick

School Information

Elementary Per Board of Ed
High Middletown

Additional Information

Date Listed August 28th, 2026
Days on Market 10
Zoning DVD
RE / Bank Owned No

Listing Details

OfficeeXp Realty

Listing Map

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