Awards
Chicago Association of REALTORS® Top Producer Team: 2018-2024
For all of our 5-star reviews, click here.
★★★★★
"Jill and the entire JS Group did an absolutely amazing job in helping me secure my new condo. As a first-time home buyer, they made it the most seamless and enjoyable process--from our initial meeting all the way through to closing, ensuring I had everything I needed along the way. The team was incredibly professional, dedicated, and communicative throughout the process, which made everything far less overwhelming. Jill was the most responsive realtor I could have asked for, and consistently went out of her way to make sure I felt 100% comfortable. Her and the team were always forward thinking and had everything set up to make it as stress free as possible. I can't imagine going through the process without Jill and her team. I would recommend Jill and her team to everybody I know. - Caitlin G."
★★★★★
"I spoke with Jill earlier in the year with what I perceived as a challenge. I was looking for a seasoned Realtor(s) to sell some rental units that I owned in the Gold Coast. The perceived challenge was selling them while they were occupied. I recommended the order in which they were sold, and much to my satisfaction, Jill and her team are two down and one to go!! Outstanding effort so far!! Thank you -George M."
★★★★★
"Jill is extremely hard working, responsive, honest and personable. She had my back throughout the entire buying process. She took the time to fully understand what I was looking for, and we both knew when that special place came along. There were some stressful points throughout the process, but Jill handled them with class and always with my interests at the forefront. She also has an amazing team of professionals who were wonderful to work with. - Laura D."
★★★★★
"We worked with Jill on the purchase of our condo, and when it came time for us to sell we knew without hesitation that she was the right person to represent us again! Jill and her team are extremely responsive, always strive to get you the best deal, and communicate transparently along the way. We knew we could trust Jill to guide us through any bumps in the road and always look out for our best interests. It’s been a pleasure working with her, and we would absolutely recommend her and her team again! - Meghan M."
★★★★★
"I worked with Jill and her team on the sale of my home. From start to finish, she demonstrated exceptional professionalism and dedication. Her deep knowledge of the Gold Coast neighborhood proved invaluable, and her hard work truly paid off—she secured the full asking price for my property! What stood out most was her responsiveness. No matter the time or day, Jill was always available to answer questions, provide updates, and offer guidance. If you’re looking for a knowledgeable, hardworking, and highly responsive real estate agent who knows the local market inside and out, go to Jill! - Kathleen V."
"I worked with Jill and her team on the sale of my home. From start to finish, she demonstrated exceptional professionalism and dedication. Her deep knowledge of the Gold Coast neighborhood proved invaluable, and her hard work truly paid off—she secured the full asking price for my property! What stood out most was her responsiveness. No matter the time or day, Jill was always available to answer questions, provide updates, and offer guidance. If you’re looking for a knowledgeable, hardworking, and highly responsive real estate agent who knows the local market inside and out, go to Jill! -Tim H."
Jill Silverstein, an entrepreneur born in Detroit, moved to Chicago after completing her studies at Michigan State University. She immediately fell in love with the city’s hustle and energy. Planting her roots and starting her business, she had no doubt Chicago was her forever home.
Jill's career began with the focal point of what it maintains to this day: SELLING. From chicken wings at Buffalo Wild Wings to copy machines, radio ad space, and everything in between, she finally found her “soulmate” in selling real estate.
Professionally, Jill offers a masterful, but friendly approach to real estate. Known for her transparency, reachability, and a wildly driven work ethic, she establishes strong, long-lasting relationships with her clients. Her meticulous attention-to-detail complements her profound understanding of design and construction, providing a competitive edge to those she represents. Jill takes pride in her role as a fierce negotiator, constantly breaking records around the city. Her ethical, methodical, and tireless approach has been the cornerstone of her decade-long business, centered around repeat clients and referrals.
Jill has cultivated a highly productive, reputable team that consistently ranks in the top 1% of all realtors in the Chicago market. The team uniformly encompasses The JSG four principles: Kindness, Energy, Passion and Speed. Jill personally ranks in the top 5 female agents in Chicago, with team volume exceeding $465M since 2016.
Beyond her career, Jill is actively involved in philanthropy. Jill serves on the advisory board for numerous charities, including Salt & Light Coalition, which empowers female survivors of sex trafficking and domestic abuse to thrive; and Laughter is the Cure, her brother’s nonprofit, which uses comedy to raise funds for hospitalized children. Additionally, she serves and volunteers regularly for Big Brothers Big Sisters of America, providing one-to-one mentoring and friendship.
She adores traveling the world, exploring The Second City’s culinary excellence, and staying healthy with boxing, pilates or yoga. She is an avid fashion fan, especially vintage finds. This also includes home design as she has successfully completed several “flip” renovation projects with her husband, Michael. And most importantly, she loves cheering on her Detroit Lions.
Jill Silverstein’s Listings
Jill Silverstein’s Transactions
$2,300,000
- 3
- Bedrooms
- 4
- Bathrooms
- 3,000
- Square Feet
$4,886
727 W Madison St, Unit 4009
Chicago
$4,514
1140 N Wells St, Unit 908
Chicago
