Debra Dobbs

Debra Dobbs

Licensed Real Estate Broker
debra.dobbs@compass.com
M: 312-307-4909

Specialties

Buyer's Agent, Listing Agent, Relocation Agent, Negotiation & Staging Expert
About Debra

A passion for helping others and a true love for Chicago are two of the driving forces behind Debra Dobbs, whether in her real estate practice or personal life.

Respected by her clients and colleagues as one of Chicago’s preeminent agents, Debra deploys her wisdom, confidence, passion, and effective communication skills to ensure the best interests of every client are protected at every phase of the transaction. Throughout a career that has spanned 41 years, Debra has earned the trust, admiration, and respect of her clients and peers.

While buying or selling a home can be an exhilarating and joyful experience, it may also bring on unexpected stress. Debra draws upon her knowledge, experience, and instincts to help guide her clients through the business complexities and emotional aspects of the home buying and selling process, whether it be negotiating optimal deal terms, reviewing lengthy inspection reports, and providing advice on how to navigate inspection issues that arise, working with attorneys, or providing staging and design ideas to best present her listings to the market. Throughout the process, Debra remains a passionate advocate for her clients, ensuring their satisfaction every step of the way.

Beyond her work in Chicago real estate, Debra has made several neighborhoods in the city her home, including the Gold Coast, Lakeview, Bucktown, and, for the past 20 years, Lincoln Park.

She recently released v3 of her Little Black Book – a comprehensive, 80-page guide to all things local–service providers, vendors, restaurants, shops, and more. (Help yourself to a copy right here!)

Debra is accustomed to wearing several hats and not just in the real estate world. Debra has been a play producer, home builder, opened Chicago’s first gelateria, and is mom to 27 years old Katharine. Debra, Kat, and their four lovable doggies live in Lincoln Park, in a home Debra gut renovated 20 years ago.


Learn more about Debra and her team at: https://debradobbs.com/

Debra Dobbs’ Listings

$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
$1,500,000 | 1238 West Wellington Avenue, Chicago, IL 60657
1/29
Compass Coming Soon

$1,500,000

4
Bedrooms
3,083
Square Feet
0.07
Acres

1238 West Wellington Avenue, Chicago, IL 60657

a front view of a house with a yard
a front view of a house with a garden
a living room with furniture and a fireplace
a living room with furniture and a fireplace
a view of a dining room with furniture and wooden floor
a view of a dining room with furniture window and wooden floor
a living room with furniture and a large window
a kitchen with stainless steel appliances granite countertop a stove a sink and a refrigerator
a patio with a table and chairs and potted plants
a balcony with wooden floor and potted plants
a bedroom with furniture and a window
a spacious bedroom with a bed a fireplace and a large window
a bathroom with a granite countertop sink and a mirror
a bathroom with a granite countertop sink and a mirror
a living room with furniture or couch and a potted plant
a living room with furniture and a large window
a bedroom with bed and windows
a bathroom with a granite countertop sink mirror vanity and toilet
a living room with furniture
a living room with furniture and a flat screen tv
a living room with a couch and a book shelf
a bathroom with a granite countertop sink mirror vanity and toilet
a bathroom with a sink and a mirror
a kitchen with a sink stove and refrigerator
a backyard of a house with table and chairs
a picture of a bathroom with a shower
1/26
Compass Coming Soon

$1,500,000

4
Bedrooms
Unavailable
Square Feet
0.07
Acres

1238 West Wellington Avenue, Chicago, IL 60657

$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
$1,200,000 | 1236 North Marion Court, Chicago, IL 60622
1/21
Listed By CompassContingent

$1,200,000

6
Bedrooms
Unavailable
Square Feet
0.08
Acres

1236 North Marion Court, Chicago, IL 60622

$750,000 | 3337 North Seminary Avenue, Unit 2, Chicago, IL 60657
$750,000 | 3337 North Seminary Avenue, Unit 2, Chicago, IL 60657
$750,000 | 3337 North Seminary Avenue, Unit 2, Chicago, IL 60657
$750,000 | 3337 North Seminary Avenue, Unit 2, Chicago, IL 60657
$750,000 | 3337 North Seminary Avenue, Unit 2, Chicago, IL 60657
$750,000 | 3337 North Seminary Avenue, Unit 2, Chicago, IL 60657
$750,000 | 3337 North Seminary Avenue, Unit 2, Chicago, IL 60657
$750,000 | 3337 North Seminary Avenue, Unit 2, Chicago, IL 60657
$750,000 | 3337 North Seminary Avenue, Unit 2, Chicago, IL 60657
$750,000 | 3337 North Seminary Avenue, Unit 2, Chicago, IL 60657
$750,000 | 3337 North Seminary Avenue, Unit 2, Chicago, IL 60657
$750,000 | 3337 North Seminary Avenue, Unit 2, Chicago, IL 60657
$750,000 | 3337 North Seminary Avenue, Unit 2, Chicago, IL 60657
$750,000 | 3337 North Seminary Avenue, Unit 2, Chicago, IL 60657
$750,000 | 3337 North Seminary Avenue, Unit 2, Chicago, IL 60657
$750,000 | 3337 North Seminary Avenue, Unit 2, Chicago, IL 60657
1/16
Listed By CompassContingent

$750,000

2
Bedrooms
Unavailable
Square Feet

3337 North Seminary Avenue, Unit 2, Chicago, IL 60657

$735,000 | 3238 North Kenmore Avenue, Unit 2, Chicago, IL 60657
$735,000 | 3238 North Kenmore Avenue, Unit 2, Chicago, IL 60657
$735,000 | 3238 North Kenmore Avenue, Unit 2, Chicago, IL 60657
$735,000 | 3238 North Kenmore Avenue, Unit 2, Chicago, IL 60657
$735,000 | 3238 North Kenmore Avenue, Unit 2, Chicago, IL 60657
$735,000 | 3238 North Kenmore Avenue, Unit 2, Chicago, IL 60657
$735,000 | 3238 North Kenmore Avenue, Unit 2, Chicago, IL 60657
$735,000 | 3238 North Kenmore Avenue, Unit 2, Chicago, IL 60657
$735,000 | 3238 North Kenmore Avenue, Unit 2, Chicago, IL 60657
$735,000 | 3238 North Kenmore Avenue, Unit 2, Chicago, IL 60657
$735,000 | 3238 North Kenmore Avenue, Unit 2, Chicago, IL 60657
$735,000 | 3238 North Kenmore Avenue, Unit 2, Chicago, IL 60657
$735,000 | 3238 North Kenmore Avenue, Unit 2, Chicago, IL 60657
$735,000 | 3238 North Kenmore Avenue, Unit 2, Chicago, IL 60657
$735,000 | 3238 North Kenmore Avenue, Unit 2, Chicago, IL 60657
1/15
Listed By Compass

$735,000

2
Bedrooms
Unavailable
Square Feet

3238 North Kenmore Avenue, Unit 2, Chicago, IL 60657

Debra Dobbs’ Transactions

Past Sales
a front view of a house with a yard

$12,550,000

6
Bedrooms
8,000
Square Feet
0.27
Acres

1950 North Burling Street, Chicago, IL 60614

$11,900,000 | 1950 North Burling Street, Chicago, IL 60614

$11,900,000

6
Bedrooms
8,000
Square Feet
0.27
Acres

1950 North Burling Street, Chicago, IL 60614

a front view of a house with a yard

$6,500,000

6
Bedrooms
7,000
Square Feet
0.14
Acres

2112 North Sedgwick Street, Chicago, IL 60614

front view of a building

$4,075,000

6
Bedrooms
6,300
Square Feet
0.07
Acres

1804 North Hudson Avenue, Chicago, IL 60614

a close view of a chandelier and a fireplace in a patio

$3,900,000

3
Bedrooms
3,374
Square Feet

435 North Michigan Avenue, Unit 1701, Chicago, IL 60611

a view of entrance gate of the house

$3,850,000

6
Bedrooms
7,000
Square Feet
0.10
Acres

1827 North Sedgwick Street, Chicago, IL 60614

a close view of a chandelier and a fireplace in a patio

$3,835,000

3
Bedrooms

435 North Michigan Avenue, Unit 1101, Chicago, IL 60611

$3,600,000

3
Bedrooms
4,500
Square Feet

Undisclosed Address, Chicago, IL 60611

$3,562,460 | 180 East Pearson Street, Unit 5603, Chicago, IL 60611

$3,562,460

3
Bedrooms

180 East Pearson Street, Unit 5603, Chicago, IL 60611

$3,550,000

3
Bedrooms
3,376
Square Feet

180 East Pearson Street, Unit 5703, Chicago, IL 60611

front view of a house

$3,450,000

6
Bedrooms
5,210
Square Feet
0.07
Acres

2120 North Dayton Street, Chicago, IL 60614

$3,390,000

3
Bedrooms
4,091
Square Feet

400 West Huron Street, Unit 1201, Chicago, IL 60654

a front view of a building with a garden and plants

$3,350,000

4
Bedrooms
7,200
Square Feet

1540 North Lake Shore Drive, Unit 1415N, Chicago, IL 60610

a front view of a house with plants

$3,321,000

6
Bedrooms
5,887
Square Feet
0.07
Acres

1838 North Hudson Avenue, Chicago, IL 60614

front view of a building

$3,300,000

5
Bedrooms
6,134
Square Feet
0.07
Acres

1928 North Mohawk Street, Chicago, IL 60614

a city view with tall buildings

$2,975,000

3
Bedrooms
3,095
Square Feet

4 East Elm Street, Unit 16N, Chicago, IL 60611

a front view of a building with lot of cars and trees

$2,975,000

3
Bedrooms
3,516
Square Feet

4 East Elm Street, Unit 13S, Chicago, IL 60611

a view of a city with tall buildings

$1,000,000

3
Bedrooms
2,100
Square Feet

450 East Waterside Drive, Unit 802, Chicago, IL 60601

Past Rentals
$18,000 | 4 East Elm Street, Unit 13S, Chicago, IL 60611

$18,000

3
Bedrooms
3,516
Square Feet

4 East Elm Street, Unit 13S, Chicago, IL 60611

$16,500 | 4 East Elm Street, Unit 13S, Chicago, IL 60611

$16,500

3
Bedrooms
3,516
Square Feet

4 East Elm Street, Unit 13S, Chicago, IL 60611

a picture of city view

$16,110

4
Bedrooms
3,480
Square Feet

363 East Wacker Drive, Unit 1803, Chicago, IL 60601

a car parked in front of a building

$10,000

4
Bedrooms

2236 North Kenmore Avenue, Unit 1N, Chicago, IL 60614

$7,500 | 2051 North Bissell Street, Chicago, IL 60614

$7,500

4
Bedrooms
3,833
Square Feet
0.07
Acres

2051 North Bissell Street, Chicago, IL 60614

a front view of a building

$7,000

3
Bedrooms
1,770
Square Feet

366 West Superior Street, Unit 904, Chicago, IL 60654

a view of a large building

$7,000

4
Bedrooms
2,600
Square Feet

2800 North Lake Shore Drive, Unit 3709, Chicago, IL 60657

a front view of a building

$6,950

3
Bedrooms
3,150
Square Feet

2027 North Howe Street, Unit 1, Chicago, IL 60614

a front view of a building

$6,500

3
Bedrooms
3,200
Square Feet

1359 West Fullerton Avenue, Unit PH, Chicago, IL 60614

a view of a building with a yard

$6,500

3
Bedrooms

1205 West Montana Street, Unit 1E, Chicago, IL 60614

$6,150 | 2742 North Lincoln Avenue, Unit 401, Chicago, IL 60614

$6,150

3
Bedrooms

2742 North Lincoln Avenue, Unit 401, Chicago, IL 60614

a couple of cars parked in front of brick building

$6,000

3
Bedrooms

1205 West Montana Street, Unit 1E, Chicago, IL 60614

a front view of a house with a garden

$5,600

4
Bedrooms
2,800
Square Feet
0.14
Acres

1252 West Carmen Avenue, Chicago, IL 60640

a view of a pathway along the building

$5,500

3
Bedrooms
1,660
Square Feet

202 East Walton Place, Unit 2E, Chicago, IL 60611

$5,500 | 2311 North Commonwealth Avenue, Unit 1E, Chicago, IL 60614

$5,500

3
Bedrooms
1,980
Square Feet

2311 North Commonwealth Avenue, Unit 1E, Chicago, IL 60614

a large building with a lot of windows

$5,000

2
Bedrooms
1,505
Square Feet

2050 North Clark Street, Unit 203, Chicago, IL 60614

a view of a building with a window

$5,000

3
Bedrooms
2,600
Square Feet

1478 South Prairie Avenue, Unit J, Chicago, IL 60605

a front view of a building with a street

$5,000

3
Bedrooms
2,200
Square Feet

2850 North Lakewood Avenue, Unit G, Chicago, IL 60657