The Dobbs Group welcomes you to Pilsen!
Pilsen is one of Chicago’s 77 Community Neighborhoods and known as ‘the heart of Chicago’. Pilsen was originally settled in the 1840s by German and Irish immigrants. In the mid 1900’s, Mexican migrants began to settle in Pilsen and continue to be the predominate nationality in the neighborhood.
Storefront art galleries, the resonance of church bells on Sundays, and bicycle-powered Mexican food-carts are all part of the charm of this diverse neighborhood. While community officials lobby to secure sections of Pilsen on the historical district register, new development and rehabilitation are transforming the neighborhood into a contemporary place to live.
More than half the dwellings in Pilsen are multi-family, with many valued between $150,000 to $300,000 and a few gems priced well over a $1 million. The thriving artist community is helping Pilsen is undergo a shift in terms of neighborhood real estate. Many homes have been restored to their original historic character.
For some of the best Mexican cuisine in Chicago, try Don Pedro’s Taquiria. Skylark is a dive bar famous as a backdrop in the movie The Breakup. Nightwood is a trendsetting favorite. Pilsen has many vintage shops and is a bastion for organic and sustainable living, where you can take a class to learn to make kimchi or learn to grow your own vegetables hydroponically during winter.
The Chicago Arts District hosts 2nd Fridays Gallery Night, the monthly opening receptions at the galleries and artists’ studios centered around South Halsted and 18th Streets in Chicago. This unique art community lets you get up close and personal with the art and artists.

How the Dobbs Group can help you buying a home?
How the Dobbs Group can help you sell your home?
In Good Hands

What do you look for in the Top Pilsen Real Estate Agents? Someone with a vast understanding of Chicago neighborhoods? How about an invaluable partner and fierce advocate? You should never settle for anyone who isn’t always striving to exceed your expectations!
What people are saying about working with Debra?
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“Debra is an absolute joy to work with; she makes a process that can be overwhelming and frustrating relatively painless…when it came time for us to negotiate it was clear that Debra was our advocate. Debra has a strong intuition and is a great reader of people.” HOLLY WISNIEWSKI HAWES
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“I can’t recommend Debra Dobbs enough for a buyer who needs a trustworthy, knowledgeable and professional real estate agent. She is more than an agent – she’s a well-respected consultant in her field and one of the best I have ever worked with.” KATIE SHANNON
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“I have always found Debra to be professional, fair and sensitive to the needs of her clients. She puts her clients’ interests and needs first and foremost.” ELISSA SCRAFANO
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“We never felt rushed to make a decision as Debra would routinely say: ‘I want you to get the property that’s right for you, and I’ll show you as many properties as it takes until you do’.” MITCH WALSH
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“Debra was professional, knowledgeable and fought for us to get the deal closed when issues arose. Great job, Debra!” MICHAEL FEINGLASS
Homes For Sale in Pilsen
- MLS® #: MRD11296130
- 2241 N Leavitt Street
- Chicago IL 60647
- $3,099,000
- 6 Bed | 7 Bath | 6,500 SqFt
- 0.08 Acres
- MLS® #: MRD10353101
- 1821 W 22ND Place
- Chicago IL 60608
- $2,400,000
- 0 Bed | 0 Bath | 0 SqFt
- 0 Acres
- MLS® #: MRD11405394
- 20 N Loomis Street #C
- Chicago IL 60607
- $2,250,000
- 5 Bed | 7 Bath | 5,634 SqFt
- 0 Acres
- MLS® #: MRD11426252
- 2040 N Wolcott Avenue
- Chicago IL 60622
- $1,900,000
- 5 Bed | 4 Bath | 0 SqFt
- 0.07 Acres
- MLS® #: MRD11391339
- 1640 S Jefferson Street
- Chicago IL 60616
- $1,400,000
- 5 Bed | 6 Bath | 5,000 SqFt
- 0.06 Acres
- MLS® #: MRD11376823
- 1609 N Wood Street
- Chicago IL 60622
- $1,299,900
- 8 Bed | 4 Bath | 0 SqFt
- 0 Acres
- MLS® #: MRD11418667
- 18 N Carpenter Street #2S
- Chicago IL 60607
- $1,069,900
- 3 Bed | 3 Bath | 0 SqFt
- 0 Acres
- MLS® #: MRD11162901
- 2338 S Leavitt Street
- Chicago IL 60608
- $1,050,000
- 13 Bed | 8 Bath | 0 SqFt
- 0.06 Acres
- MLS® #: MRD11401221
- 16 N Carpenter Street #4N
- Chicago IL 60607
- $899,900
- 3 Bed | 3 Bath | 1,950 SqFt
- 0 Acres
- MLS® #: MRD11392536
- 1952 W 22nd Place
- Chicago IL 60608
- $825,000
- 7 Bed | 5 Bath | 0 SqFt
- 0 Acres
- MLS® #: MRD11398447
- 925 W 18th Place
- Chicago IL 60608
- $815,000
- 2 Bed | 4 Bath | 0 SqFt
- 0 Acres
- MLS® #: MRD11414163
- 1809 W 21st Place
- Chicago IL 60608
- $799,900
- 7 Bed | 4 Bath | 0 SqFt
- 0 Acres
- MLS® #: MRD11431949
- 1538 W 19th Street
- Chicago IL 60608
- $779,000
- 8 Bed | 4 Bath | 0 SqFt
- 3100 Acres
- MLS® #: MRD11386760
- 1702 S Jefferson Street
- Chicago IL 60616
- $775,000
- 4 Bed | 3 Bath | 0 SqFt
- 0 Acres
- MLS® #: MRD11438519
- 1712 W Belmont Avenue #4
- Chicago IL 60657
- $730,000
- 3 Bed | 2 Bath | 2,000 SqFt
- 0 Acres
- MLS® #: MRD11379520
- 2225 S Bell Avenue
- Chicago IL 60608
- $725,000
- 11 Bed | 4 Bath | 0 SqFt
- 0 Acres
- MLS® #: MRD11298961
- 1816 S BISHOP Street
- Chicago IL 60608
- $699,900
- 8 Bed | 4 Bath | 0 SqFt
- 0 Acres
- MLS® #: MRD11345765
- 2222 W 23rd Place
- Chicago IL 60608
- $679,000
- 9 Bed | 4 Bath | 0 SqFt
- 0 Acres
- MLS® #: MRD11381072
- 1629 S Miller Street #1N
- Chicago IL 60608
- $625,000
- 3 Bed | 3 Bath | 2,350 SqFt
- 0 Acres
- MLS® #: MRD11346848
- 2058 W COULTER Street
- Chicago IL 60608
- $619,900
- 6 Bed | 4 Bath | 0 SqFt
- 0.05 Acres
- MLS® #: MRD11421061
- 1600 S Jefferson Street #102
- Chicago IL 60616
- $619,000
- 3 Bed | 3 Bath | 2,209 SqFt
- 0 Acres
- MLS® #: MRD11414009
- 951 W 19th Street
- Chicago IL 60608
- $609,500
- 4 Bed | 2 Bath | 0 SqFt
- 0 Acres
- MLS® #: MRD11132910
- 1931-33 S Jefferson S Street
- Chicago IL 60616
- $600,000
- 0 Bed | 0 Bath | 0 SqFt
- 0 Acres
- MLS® #: MRD11443811
- 1913 W 19th Street #1
- Chicago IL 60608
- $599,999
- 3 Bed | 3 Bath | 2,400 SqFt
- 0 Acres
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