A two family home is a home, many times a buyer can afford more home and a better quality of life, larger backyard, better school district and more purchasing power with a two family. I am assuming you do reside in Massachusetts and as an owner occupied property in Massachusetts as a Landlord you have a right to be particular as to the tenant. This tenant could very well be the first building block of a secure financial foundation for the future which of course offers your child or children more security as well. With or without the question of children you must first ask yourself if you are prepared to have a business. A multi family home should be treated as a business, there is commitment on both the tenant and landlord's part, their commitment is to pay you the agreed to amount of rent on the agreed day, your commitment is to provide them a safe comfortable place to enjoy peace in their lives. This two family also allows you to deduct depreciation on your business portion of the property, deduct expenses and to appropriately expense the capital improvements and repairs you make to the income producing portion of the property. When the time comes to move, should you not decide to keep this property (as your first revenue generating property and build your empire from there) then you will face captial gains on the business portion of the property - the unit you occupy will be treated as a primary residence. Being a landlord in Massachusetts has it benefits and more importantly strict guidelines and laws to ensure the tenant is protected. The Commonwealth of Massachusetts site offers information on both tenant and landlord rights. Your own local housing office will also offer classes to prepare you to be a first time landlord. Our first property was a two family in the city, the benefits were many, close to work, large living area, full basement, great backyard and we were fortunate to purchase the property with tenants who had resided in the house for 42 years before us! We always felt to some degree we were living in their house. The assistance with the rental income allowed us a fine quality of life from a fiscal point of view, we built equity and moved to the suburbs with considerable equity but as Judy mentioned this is your decision and only your decision. Good Luck with your new home.