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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.

awards 1
awards 2

Jill Silverstein’s Listings

$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
$2,100,000 | 21 East Huron Street, Unit 4701, Chicago, IL 60611
1/36
Listed By CompassContingent

$2,100,000

4
Bedrooms
Unavailable
Square Feet
a front view of a building with tree s
a kitchen with a large window and dining table
a living room with furniture and a fireplace
a view of a patio on the deck
a view of a refrigerator in the kitchen
a living room with furniture kitchen view and a fireplace
a living room with furniture and a flat screen tv
a kitchen with a table chairs refrigerator and microwave
a kitchen with a table chairs stove and kitchen view
a room with table chairs and a chandelier
a kitchen with a stove and a white cabinets
a kitchen with a sink and cabinets
a view of a dining room with furniture window and wooden floor
a view of a dining room with furniture window and outside view
a view of a dining room with furniture window and wooden floor
a living room with fireplace furniture and a flat screen tv
a view of a dining room with furniture window and outside view
a view of a dining room with furniture window and wooden floor
a bedroom with a large bed and a large window
a living room with furniture and a fireplace
a bedroom with a large bed and a chandelier
a bathroom with a sink a toilet and mirror
a bathroom with a sink and mirror
a kitchen with a sink and a refrigerator
a view of front door with outdoor view
a view of walk in closet with clothes and shoes
a view of a dining room with furniture window and wooden floor
a view of a workspace with furniture and a window
a bathroom with a toilet a sink and mirror
a bathroom with a sink a toilet and shower
a living room with furniture and a flat screen tv
swimming pool view with a seating space
a view of a chair and table in back yard of the house
a picture of a cabinet with a white wall and a bench
1/34
Listed By CompassNew Construction

$899,000

3
Bedrooms
2,200
Square Feet
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
$699,000 | 505 North McClurg Court, Unit 3905, Chicago, IL 60611
1/28
Listed By CompassOpen: 5/2 11:00AM - 01:00PM

$699,000

2
Bedrooms
1,368
Square Feet

Jill Silverstein’s Transactions

Past Sales
a living room with furniture and wooden floor

$5,150,000

3
Bedrooms
5,400
Square Feet
front view of a building

$4,125,227

6
Bedrooms
7,000
Square Feet
front view of a house with a tree

$3,850,000

5
Bedrooms
8,600
Square Feet
0.19
Acres
a living room with furniture and a fireplace

$3,600,000

6
Bedrooms
6,000
Square Feet
0.07
Acres
a view of a building with sitting area

$3,031,200

4
Bedrooms
3,660
Square Feet
$2,999,995 | 4 East Elm Street, Unit 14N, Chicago, IL 60611

$2,999,995

4
Bedrooms
3,135
Square Feet

$2,425,000

4
Bedrooms
3,430
Square Feet
a view of a brick house with a large windows

$2,370,000

5
Bedrooms
0.10
Acres
front view of a building

$2,325,000

5
Bedrooms
4,036
Square Feet
0.05
Acres
a view of a building with a entrance

$2,300,000

3
Bedrooms
3,000
Square Feet

$2,265,000

4
Bedrooms
4,663
Square Feet
0.06
Acres
a front view of a house with garden

$2,229,000

6
Bedrooms
5,287
Square Feet
0.06
Acres
$2,200,000 | 726 West Briar Place, Chicago, IL 60657

$2,200,000

58
Bedrooms
0.14
Acres
a front view of a building

$2,200,000

5
Bedrooms
3,769
Square Feet
a front view of a house with yard

$2,140,000

5
Bedrooms
0.07
Acres
a front view of a house with a garden

$2,100,000

6
Bedrooms
5,287
Square Feet
0.06
Acres
$2,035,000 | 1550 North Clark Street, Unit 802, Chicago, IL 60610

$2,035,000

2
Bedrooms

$2,025,000

6
Bedrooms
5,012
Square Feet
30' x 123'
lot size

Listing Courtesy of @properties Christie's International Real Estate

Past Rentals

$8,000

5
Bedrooms
4,800
Square Feet
0.07
Acres
a view of a building

$7,000

3
Bedrooms
2,349
Square Feet
a view of a building with stairs

$6,500

3
Bedrooms
2,400
Square Feet
a front view of a building with street view

$6,000

3
Bedrooms
2,000
Square Feet
a front view of a building with lake view

$5,950

1
Bedrooms
front view of a building

$5,500

3
Bedrooms
1,800
Square Feet
front view of a building

$5,500

3
Bedrooms
$5,100 | 1336 North Damen Avenue, Unit CH, Chicago, IL 60622

$5,100

5
Bedrooms
3,400
Square Feet
$5,000 | 118 East Erie Street, Unit 20D, Chicago, IL 60611

$5,000

1
Bedrooms
1,423
Square Feet
a view of a tall building

$5,000

3
Bedrooms
1,978
Square Feet
$4,886 | 727 W Madison St, Unit 4009 | Chicago

$4,886

727 W Madison St, Unit 4009

Chicago

front view of an buildings

$4,800

3
Bedrooms
1,800
Square Feet
a bathroom with a toilet

$4,700

3
Bedrooms
1,800
Square Feet
$4,514 | 1140 N Wells St, Unit 908 | Chicago

$4,514

1140 N Wells St, Unit 908

Chicago

a front view of a building

$4,400

3
Bedrooms
a front view of a building

$4,200

3
Bedrooms
a front view of a building

$4,200

2
Bedrooms
1,100
Square Feet
$4,135 | 164 North Peoria Street, Unit 1906, Chicago, IL 60607

$4,135

1
Bedrooms
882
Square Feet