At Jackie O Real Estate, we specialize in delivering a seamless, strategic, and elevated real estate experience across Greater Boston. Founded and led by top-producing Realtor Jackie O’Connor, our team consistently ranks among Keller Williams’ top individual teams in New England, earning recognition for record-breaking results in one of the nation’s most competitive luxury markets. From first-time
buyers and seasoned investors to downsizers, relocating families, and landlords, we work closely with clients to achieve their goals with confidence. In addition to luxury sales and off-market opportunities, we run a robust business supporting landlords and renters alike in Boston’s extremely competitive rental market—ensuring properties are filled quickly with qualified tenants and renters find homes that fit their needs. Our expertise spans luxury listings, suburban-to-urban transitions, downsizing strategies, and portfolio planning. We also provide full-service support for investor clients, including professional property management for both long- and short-term rentals. As part of Keller Williams’ Luxury Pro community, we maintain strong connections with top-performing agents nationwide—giving our clients unique access to off-market listings and qualified luxury buyers across the country. In addition to Jackie, our team includes Realtor Sydney O’Keefe, who specializes in Boston’s fast-paced rental market while also guiding buyers and sellers through their next big move. Together, we bring deep local expertise, national reach, and a commitment to excellence in every transaction. At Jackie O Real Estate, our clients describe us as trustworthy, resourceful, responsive, and highly effective. Their repeat business and referrals remain our highest compliment. Whether buying, selling, renting, or investing, we’d be honored to help you write your next Boston real estate success story.
