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1875 N DAMEN AVE
CHICAGO, IL 60647
The Romolo Group is a Chicago-based real estate team rooted in integrity, collaboration, and deep local expertise. Led by Jen Romolo, a top-producing broker consistently ranked among the top 2% of Chicagoland agents (according to Infosparks data 01/01/2021 through present day), our team blends boutique-level service with the scale and resources of @properties Christie's International Real Estate to deliver results across Chicago and its surrounding suburbs.
We take pride in providing clients with thoughtful, data-driven guidance—not sales pitches. Our approach is hands-on and highly personalized: we listen carefully, tailor every strategy, and stay in constant communication so our clients always feel supported and informed. From first-time buyers to seasoned investors, we help every client move forward with clarity and confidence.
Our agents each bring unique strengths that make the team stronger as a whole:
Jazmine DeLeon – Known for her energy and dedication to clients, she brings heart and persistence to every transaction.
Danny DeOliveira – With a background in construction and investment, Danny offers valuable insight into property potential and long-term value.
Mary Clare Fonseca – A detail-oriented guide for first-time buyers, she ensures every step is clear and stress-free.
Krystal Negron – Combines marketing expertise with design savvy to make every listing stand out in a competitive market.
Together, we provide the responsiveness and care of a small, boutique team backed by the #1 brokerage in Chicago (based on MLS sales data, 1/1/2024–12/31/2024) and a global luxury network through Christie's International Real Estate.
For sellers, we build marketing plans that highlight each property's strengths through professional photography, targeted digital campaigns, and personalized outreach—always supported by market data and strategic pricing. For buyers, we hand-select properties that align with their goals, neighborhood preferences, and long-term vision rather than relying on automated searches.
Our clients range from first-time homeowners and growing families to seasoned investors, and our transactions span everything from historic Chicago bungalows and modern condos to multi-unit buildings and new construction. Across all price points, our commitment is the same: provide expert guidance, honest communication, and a smooth, strategic process from start to finish.
Real estate is about more than closing deals—it’s about people, trust, and the homes that shape their lives. That’s what drives The Romolo Group every day.
We believe good real estate advice should feel clear, honest, and grounded — not rushed or sales-driven. Our team takes a hands-on, strategic approach to every transaction, tailoring our guidance to each client’s goals, timeline, and comfort level.
Browse Our
Proudly represented clients of these recently sold properties.
Sold
$2,030,000
1616 N Winchester Avenue, Chicago, IL 60622
MLS #: 12363863
Sold
$1,550,000
3114 W Palmer Boulevard, Chicago, IL 60647
MLS #: 12442966
Sold
$1,440,000
2976 N Ridgeway Avenue, Chicago, IL 60618
MLS #: 12185276
Sold
$1,335,000
333 N Canal Street Unit: 3006, Chicago, IL 60606
MLS #: 12274046
Sold
$1,295,000
2837 N Ridgeway Avenue, Chicago, IL 60618
MLS #: 12418479
Sold
$1,172,808
930 Ridge Avenue, Evanston, IL 60202
MLS #: 12006937
Sold
$1,040,000
1427 W 17th Street, Chicago, IL 60608
MLS #: 12118777
Sold
$1,040,000
321 W Webster Avenue Unit: 2, Chicago, IL 60614
MLS #: 11958283
Sold
$1,000,000
3753 N Albany Avenue, Chicago, IL 60618
MLS #: 11976484
Sold
$940,000
811 W Bauer Road, Naperville, IL 60563
MLS #: 12180141
Sold
$875,000
2930 N Gresham Avenue, Chicago, IL 60618
MLS #: 12114941
Sold
$840,000
629 W BRIAR Place Unit: 1W, Chicago, IL 60657
MLS #: 12390231
Sold
$835,000
1246 N Paulina Street Unit: 2, Chicago, IL 60622
MLS #: 12265988
Sold
$816,000
1441 W Blackhawk Street Unit: 2E, Chicago, IL 60642
MLS #: 11990902
Sold
$775,000
1007 N Oak Park Avenue, Oak Park, IL 60302
MLS #: 12369197
Sold
$769,000
1438 N WOOD Street Unit: 1, Chicago, IL 60622
MLS #: 12036631
Sold
$761,000
920 W Barry Avenue Unit: 2, Chicago, IL 60657
MLS #: 11930682
Sold
$760,000
847 N Paulina Street Unit: 3, Chicago, IL 60622
MLS #: 12056204
Sold
$750,000
1317 N Larrabee Street Unit: 401, Chicago, IL 60610
MLS #: 11963526
Sold
$749,000
4535 S Evans Avenue, Chicago, IL 60653
MLS #: 12002897
Sold
$725,000
2136 W Armitage Avenue Unit: PH, Chicago, IL 60647
MLS #: 12398610
Sold
$720,000
1533 W Fry Street Unit: 2W, Chicago, IL 60642
MLS #: 12277020
Sold
$720,000
3615 N Ravenswood Avenue, Chicago, IL 60613
MLS #: 12298435
Sold
$700,000
1445 W Belden Avenue Unit: 1E, Chicago, IL 60614
MLS #: 11996390
Sold
$671,000
5828 N Melvina Avenue, Chicago, IL 60646
MLS #: 12512858
Sold
$670,000
1017 W Washington Boulevard Unit: 5C, Chicago, IL 60607
MLS #: 12089696
Sold
$635,000
1516 Virginia Avenue, Libertyville, IL 60048
MLS #: 12166902
Sold
$630,000
1345 N Hamlin Avenue, Chicago, IL 60651
MLS #: 12079293
Sold
$600,000
3240 N Seminary Avenue Unit: 2, Chicago, IL 60657
MLS #: 12301702
Sold
$600,000
5945 W Cornelia Avenue, Chicago, IL 60634
MLS #: 12404697
Sold
$599,900
1923 Warren Street, Evanston, IL 60202
MLS #: 12408159
Sold
$599,000
1642 W Olive Avenue, Chicago, IL 60660
MLS #: 12407736
Sold
$590,000
1401 Troon Street, Flossmoor, IL 60422
MLS #: 11927538
Sold
$582,500
1540 N Campbell Avenue Unit: 3, Chicago, IL 60622
Sold
$580,000
7764 Lyman Avenue, Darien, IL 60561
MLS #: 11978780
Sold
$572,500
3752 N Albany Avenue, Chicago, IL 60618
MLS #: 12448028
Sold
$560,000
3838 N Clark Street Unit: 2S, Chicago, IL 60613
MLS #: 12312150
Sold
$555,000
8311 N OTTAWA Avenue, Niles, IL 60714
MLS #: 12202283
Sold
$550,000
1350 N Claremont Avenue Unit: 2, Chicago, IL 60622
MLS #: 12352799
Sold
$550,000
907 S Carpenter Street, Chicago, IL 60607
MLS #: 11979793
Sold
$537,000
5639 N PARKSIDE Avenue, Chicago, IL 60646
MLS #: 12290376
Sold
$530,000
3529 W Le Moyne Street, Chicago, IL 60651
MLS #: 12455916
Sold
$483,000
3500 N Rutherford Avenue, Chicago, IL 60634
MLS #: 12005600
Sold
$479,000
722 W 17th Place Unit: 2W, Chicago, IL 60616
MLS #: 12034278
Sold
$469,000
50 E Bellevue Place Unit: 503, Chicago, IL 60611
MLS #: 11998110
Sold
$460,000
929 N Racine Avenue Unit: A, Chicago, IL 60642
MLS #: 12279650
Sold
$450,000
1735 W Diversey Parkway Unit: 105, Chicago, IL 60614
MLS #: 12011229
Sold
$446,000
1803 N 35th Avenue, Stone Park, IL 60165
MLS #: 11997665
Sold
$445,000
6521 Sinclair Avenue, Berwyn, IL 60402
MLS #: 12001354
Sold
$428,500
5244 W George Street, Chicago, IL 60641
MLS #: 12297826
Find Your Next Dream Home
We pride ourselves in providing personalized solutions that bring our clients closer to their dream properties and enhance their long-term wealth. Contact us today to discuss all your real estate needs!