About JackJack O'Leary

I have lived in Boston and the South End for 15 years and I have nearly 30 years experience in real estate in Massachusetts, Washington, DC, Connecticut and Texas. My experiene in commercial property management (CPM with The Institute of Real Estate Management), real estate investments, brokerage, construction management and residential sales and leasing (MA broker’s license) allows me to assist and guide my clients in all areas of real estate.

I provide the full spectrum of real estate services covering both residential and commercial sectors, however, I specialize in the residential area providing personal assistance to customers and clients looking to buy or sell their homes. First-time home buyers are given special attention to insure that they fully understand the processes and I help to guide them with information on financing, inspections and comparable properties to make that first-time purchase a wonderful and exciting and well-educated experience. I focus on assisting home buyers and sellers especially in Boston’s neighborhoods including South End, Back Bay, Beacon Hill, North End,”Southie,” Fenway and Dorchester areas, as well as Cambridge and Somerville. I also have an entire network or referral agents both in Massachusetts and across the country to provide that same level of expertise and service wherever your road leads you.


I believe strongly in community involvement and working for our communities and I support Home Start, a non-profit charitable organization which provides shelter and services to our neighbors in need. My past involvement as a volunteer includes working at the Boston Living Center, at Hartford’s shelter for the homeless, as an AIDS Buddy with AIDS services in Hartford and Boston, working with the Multiple Sclerosis Society of Dallas and 3 years as a Big Brother.