Welcome to 123-125 Oakland Rd, a well-maintained two-family duplex offering an excellent opportunity for owner-occupants, investors, or multi-generational living. Each side features 3 bedrooms and 1.5 baths, providing spacious and functional layouts with comfortable living areas, eat-in kitchens, and private unit separation. Unit #125 offers a more updated interior feel, while Unit #123 features a combination of hardwood flooring and luxury vinyl plank flooring, along with a heated partially finished basement that adds valuable bonus space for recreation, office use, storage, or additional flexibility. Both units benefit from important improvements, including windows throughout replaced approximately 4 years ago, a roof and driveway approximately 5 years old, plus key mechanical updates: Unit #123 has a water heater and boiler approximately 2 years old, and Unit #125 has a water heater approximately 3 years old. The property also offers great outdoor appeal with ample yard space, a rear deck area with privacy separation, and a wooded backdrop that creates a comfortable setting for outdoor enjoyment. Whether you are looking to live in one unit and rent the other, add to your investment portfolio, or secure a versatile two-family property in a desirable Southington location, this home checks many of the boxes.