The Dobbs Group welcomes you to Roscoe Village!
Roscoe Village is extremely family friendly, being residentially situated and within the admittance boundaries of some of Chicago’s top public schools. The main strip of Roscoe Street, between Damen and Oakley is lined with cute boutiques and small local restaurants.
Most of the housing style options offered within Roscoe Village are single family homes, however there are a good amount of recently updated condominiums available above some of the storefronts and in some of the bigger brick apartment buildings sprinkled throughout the neighborhood. The median property values in Roscoe Village range from $612K for single family homes, to condominium housing style options going for the $300-$400K mark. There are tons of wide lots, green spaces and parks in Roscoe Village, lending the neighborhood to have a fairly high walking score and a great place to potentially call home for your family and furry four-legged friends.
Our Favorite Places
Le Sud is a hot new French restaurant, with rustic-farm cozy vibes and an upscale menu, complete with a very extensive wine list. Some of our favorite items that we have enjoyed so far from the Le Sud menu (and you should be sure not to miss!) are the arctic char filet and their steamed mussels in a rich lemony, garlic, paprika sauce!
Volo Wine Bar is one of Chicago’s most renowned wine bars and a haven for fellow Champagne aficionados like Debra and her loved ones. Whatever your palate preferences may be, there is sure to be a wine for you at Volo.
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 Roscoe Village 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 Roscoe Village
- 3336 N Oakley Avenue
- Chicago IL 60618
- $3,500,000
- 8 Beds | 7 Baths | SqFt
- 0 Acres
- 1839 W HENDERSON Street
- Chicago IL 60657
- $1,350,000
- 7 Beds | 4 Baths | SqFt
- 0 Acres
- 3443 N Oakley Avenue
- Chicago IL 60618
- $850,000
- 6 Beds | 3 Baths | SqFt
- 0 Acres
- 1801 W Addison Street #1E
- Chicago IL 60613
- $475,000
- 2 Beds | 2 Baths | 1,350 SqFt
- 0 Acres
- 7938 S Komensky Avenue
- Chicago IL 60652
- $324,900
- 3 Beds | 3 Baths | 1,326 SqFt
- 0 Acres
- 8943 S Ridgeland Avenue
- Chicago IL 60617
- $319,000
- 3 Beds | 2 Baths | 1,400 SqFt
- 0 Acres
- 7937 S Luella Avenue
- Chicago IL 60617
- $300,000
- 3 Beds | 2 Baths | 2,489 SqFt
- 0 Acres
- 1956 W Melrose Street #102
- Chicago IL 60657
- $270,000
- 1 Beds | 1 Baths | SqFt
- 0 Acres
- 9310 S Eggleston Avenue
- Chicago IL 60620
- $256,000
- 3 Beds | 2 Baths | 1,050 SqFt
- 0 Acres
- 8943 S Lowe Avenue
- Chicago IL 60620
- $230,000
- 2 Beds | 2 Baths | 1,010 SqFt
- 0 Acres
- 8834 S Exchange Avenue
- Chicago IL 60617
- $185,000
- 6 Beds | 2 Baths | SqFt
- 0 Acres
- 8834 S Oglesby Avenue
- Chicago IL 60617
- $179,900
- 3 Beds | 2 Baths | 1,114 SqFt
- 0 Acres
- 8832 S Marshfield Avenue
- Chicago IL 60620
- $150,000
- 3 Beds | 2 Baths | 1,750 SqFt
- 0 Acres
- 12532 S Union Avenue
- Chicago IL 60628
- $140,000
- 2 Beds | 1 Baths | 960 SqFt
- 0 Acres
- 9311 S Burnside Avenue
- Chicago IL 60619
- $129,000
- 4 Beds | 2 Baths | 969 SqFt
- 0 Acres
- 8417 S ESCANABA Avenue
- Chicago IL 60617
- $69,000
- 4 Beds | 2 Baths | SqFt
- 0 Acres
- 7937 S Crandon Avenue
- Chicago IL 60617
- $3,000
- 4 Beds | 2 Baths | 1,950 SqFt
- 0 Acres
- 2358 W School Street #4W
- Chicago IL 60618
- $0
- 3 Beds | 2 Baths | 1,800 SqFt
- 0 Acres


















