Jill Silverstein

Jill Silverstein

Licensed Real Estate Broker

Social Media

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Awards

Chicago Association of REALTORS® Top Producer: 2017-2024

Chicago Association of REALTORS® Top Producer Team: 2018-2024

Chicago Association of REALTORS® 2022 GOLD Sales Award

Chicago Association of REALTORS® 2021 SILVER Sales Award

Chicago Agent Magazine Who’s Who feature: 2017, 2018, 2021-2023

Real Producers Magazine feature: 2017, 2019

CS Magazine Feature: 2023

Best of Zillow: Premier Agent as of 2021

RealTrends America’s Best: #19 in IL for 2022

Compass Legends Society: 2021-2024 
 

Client Testimonials


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."


About Jill

JS


THE JILL SILVERSTEIN GROUP IS PART OF THE TOP 1% OF ALL CHICAGO BROKERS

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.

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Jill Silverstein’s Listings

a building view
a living room with furniture and a fireplace
a room with furniture and view of living room
a bedroom with a bed and a painting on the wall
a large kitchen with stainless steel appliances a large center island attached withe living room
a large kitchen with kitchen island a large window a sink and stainless steel appliances
a living room with furniture and floor to ceiling windows
a living room with fireplace furniture and a large window
a living room with furniture and a potted plant
a living room with furniture a fireplace and a flat screen tv
a living room with furniture and a fireplace
a living room with furniture and a fireplace
a living room with fireplace furniture and floor to ceiling windows
a large kitchen with stainless steel appliances granite countertop a stove and a view of living room
a kitchen with a sink cabinets and wooden floor
a large kitchen with stainless steel appliances granite countertop a stove a oven a dining table and chairs with wooden floor
a large kitchen with stainless steel appliances kitchen island a large island in the center
a kitchen with a stove a sink and a wooden floor
a kitchen with stainless steel appliances granite countertop a stove and a sink
a kitchen with granite countertop white cabinets and white appliances
a open kitchen with stainless steel appliances granite countertop a stove top oven a sink dishwasher a dining table and chairs with wooden floor
a view of a dining room with furniture large windows and wooden floor
a living room with furniture and large windows
a living room with furniture and a large window
a living room with furniture and a large window
a living room with furniture and large windows
a living room with furniture and a large window
a living room with furniture and a floor to ceiling window
a living room with furniture and a window
an empty room with wooden floor and windows
a view of a hallway with wooden floor and a painting on the wall
a bedroom with a bed and a dresser next to a window
a bedroom with a bed and a flat screen tv
a bathroom with a bathtub sink and mirror
a spacious bathroom with a bathtub and a shower
a bathroom with a tub sink and mirror
a bathroom with a shower
a bathroom with a shower
a spacious bathroom with a shower sink and mirror
a bedroom with a bed and a couch next to a window
a living room with furniture and a flat screen tv
a room with gym equipment and a large window
a bathroom with a granite countertop sink toilet and shower
a bathroom with a shower sink and mirror
a utility room with dryer and washer
a bathroom with a sink a mirror a vanity and a shower
a living room with furniture and a floor to ceiling window
a living room with furniture and a floor to ceiling window
a lobby with furniture and window
$2,725,000 | 1109 West Washington Boulevard, Unit 2B, Chicago, IL 60607
1/50
Listed By Compass

$2,725,000

Bedrooms
3
Bathrooms
4
Square Feet
3,163
a front view of a house
a view of a building with many windows
a picture of a bathroom with a sink
unknown
a picture of a black and white wall
$1,925,000 | 2654 North Wilton Avenue, Chicago, IL 60614
$1,925,000 | 2654 North Wilton Avenue, Chicago, IL 60614
$1,925,000 | 2654 North Wilton Avenue, Chicago, IL 60614
1/8
Compass Coming Soon

$1,925,000

Bedrooms
4
Bathrooms
5
Square Feet
Unavailable
Acres
0.04
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
$599,000 | 1406 West Chicago Avenue, Unit 4, Chicago, IL 60642
1/27
Listed By CompassContingent

$599,000

Bedrooms
2
Bathrooms
2
Square Feet
Unavailable
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
$525,000 | 240 East Illinois Street, Unit 1206, Chicago, IL 60611
1/25
Listed By CompassContingent

$525,000

Bedrooms
2
Bathrooms
2
Square Feet
1,361
$280,000 | 125 East 13th Street, Unit 914, Chicago, IL 60605
$280,000 | 125 East 13th Street, Unit 914, Chicago, IL 60605
$280,000 | 125 East 13th Street, Unit 914, Chicago, IL 60605
$280,000 | 125 East 13th Street, Unit 914, Chicago, IL 60605
$280,000 | 125 East 13th Street, Unit 914, Chicago, IL 60605
$280,000 | 125 East 13th Street, Unit 914, Chicago, IL 60605
$280,000 | 125 East 13th Street, Unit 914, Chicago, IL 60605
$280,000 | 125 East 13th Street, Unit 914, Chicago, IL 60605
$280,000 | 125 East 13th Street, Unit 914, Chicago, IL 60605
$280,000 | 125 East 13th Street, Unit 914, Chicago, IL 60605
$280,000 | 125 East 13th Street, Unit 914, Chicago, IL 60605
$280,000 | 125 East 13th Street, Unit 914, Chicago, IL 60605
$280,000 | 125 East 13th Street, Unit 914, Chicago, IL 60605
$280,000 | 125 East 13th Street, Unit 914, Chicago, IL 60605
1/14
Listed By CompassContingent

$280,000

Bedrooms
1
Bathrooms
1
Square Feet
850
$245,000 | 70 West Burton Place, Unit 1801, Chicago, IL 60610
$245,000 | 70 West Burton Place, Unit 1801, Chicago, IL 60610
$245,000 | 70 West Burton Place, Unit 1801, Chicago, IL 60610
$245,000 | 70 West Burton Place, Unit 1801, Chicago, IL 60610
$245,000 | 70 West Burton Place, Unit 1801, Chicago, IL 60610
$245,000 | 70 West Burton Place, Unit 1801, Chicago, IL 60610
$245,000 | 70 West Burton Place, Unit 1801, Chicago, IL 60610
$245,000 | 70 West Burton Place, Unit 1801, Chicago, IL 60610
$245,000 | 70 West Burton Place, Unit 1801, Chicago, IL 60610
$245,000 | 70 West Burton Place, Unit 1801, Chicago, IL 60610
$245,000 | 70 West Burton Place, Unit 1801, Chicago, IL 60610
$245,000 | 70 West Burton Place, Unit 1801, Chicago, IL 60610
$245,000 | 70 West Burton Place, Unit 1801, Chicago, IL 60610
$245,000 | 70 West Burton Place, Unit 1801, Chicago, IL 60610
$245,000 | 70 West Burton Place, Unit 1801, Chicago, IL 60610
$245,000 | 70 West Burton Place, Unit 1801, Chicago, IL 60610
$245,000 | 70 West Burton Place, Unit 1801, Chicago, IL 60610
1/17
Listed By Compass

$245,000

Bedrooms
1
Bathrooms
1
Square Feet
745