108 High Street, Middletown, CT 06457 (MLS # 24202328)

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PRICE $399,900 dsIDX morgage calculator
BEDS 6
BATHS 2
HOME SIZE 2,584 sqft
LOT SIZE 4,792 sqft

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!

DAYS ON MARKET 4 LAST UPDATED 8/28/2026
YEAR BUILT 1900 COUNTY Middlesex
STATUS Active PROPERTY TYPE(S) Multi Family

SCHOOLS
Elementary School Per Board of Ed
High School Middletown


ADDITIONAL DETAILS
AIR None
APPLIANCES Electric Water Heater
BASEMENT Concrete, Full, Unfinished, Walk-Out Access, Yes
CONSTRUCTION Aluminum Siding, Frame
FIREPLACE Yes
HEAT Hot Water, Oil
LOT 4792 sq ft
LOT DESCRIPTION Corner Lot, Level
PARKING Paved, Off Street, Driveway
SEWER Public Sewer
STYLE Units on different Floors
TAXES 5426
WATER Public
ZONING DVD
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

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Listing courtesy of eXp Realty
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This IDX solution is (c) Diverse Solutions 2026.

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