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

$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
$2,500,000 | 844 West Webster Avenue, Chicago, IL 60614
1/36
Listed By CompassContingent

$2,500,000

Bedrooms
5
Bathrooms
6
Square Feet
4,628
Acres
0.06

844 West Webster Avenue, Chicago, IL 60614

$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
$1,795,000 | 3019 North Hamilton Avenue, Chicago, IL 60618
1/34
Pending

$1,795,000

Bedrooms
6
Bathrooms
6
Square Feet
4,200
Acres
0.07

3019 North Hamilton Avenue, Chicago, IL 60618

$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
$1,397,500 | 400 West Huron Street, Unit 702, Chicago, IL 60654
1/31
Listed By CompassNew Construction

$1,397,500

Bedrooms
3
Bathrooms
3
Square Feet
2,144

400 West Huron Street, Unit 702, Chicago, IL 60654

$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
$1,300,000 | 57 East Delaware Place, Unit 1602, Chicago, IL 60611
1/33
PendingVirtual Tour

$1,300,000

Bedrooms
3
Bathrooms
3
Square Feet
2,015

57 East Delaware Place, Unit 1602, Chicago, IL 60611

a view of a building
a front view of a house
a living room with furniture a large window and a fireplace
a hallway with wooden floor
a living room with furniture large window and flat screen tv
a living room with furniture or couch and a flat screen tv
a living room with fireplace furniture and floor to ceiling windows
a living room with furniture and a flat screen tv
a living room with furniture and a window
a kitchen with stainless steel appliances granite countertop a stove top oven a sink a counter space and cabinets
a kitchen with granite countertop a stove top oven a sink dishwasher a dining table and chairs with wooden floor
a view of a dining room with furniture and wooden floor
a bathroom with a toilet sink and mirror
a view of a balcony with wooden benches
a bedroom with a bed and a chandelier
a bedroom with a bed and a chandelier
a bedroom with a bed and a flat screen tv
a balcony with a table and chairs
a view of walk in closet with clothes and shoes
a bathroom with a granite countertop tub sink and mirror
a spacious bathroom with a double vanity sink a toilet a mirror and shower
a living room with furniture a bookshelf and a potted plant
a bathroom with a granite countertop toilet sink and mirror
a bedroom with bed couch and window
a bedroom with a bed and a mirror
a bathroom with a granite countertop sink toilet and shower
a view of a dining room with furniture and wooden floor
a view of a building with swimming pool
a view of a storage room with a lot of stuff
a view of a room with gym equipment
a picture of a book and a bed
1/31
Compass Coming Soon

$1,275,000

Bedrooms
3
Bathrooms
4
Square Feet
1,956

10 East Delaware Place, Unit 21D, Chicago, IL 60611

$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
$1,200,000 | 1205 West Montana Street, Unit 1E, Chicago, IL 60614
1/27
Listed By CompassContingent

$1,200,000

Bedrooms
3
Bathrooms
3
Square Feet
Unavailable

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

front view of a house with a yard
a living room with furniture and a large window
a living room with furniture and a large window
a living room with furniture and a window
a living room with furniture and wooden floor
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 large window
a living room with furniture a fireplace and a potted plant
a kitchen with stainless steel appliances a stove a table and chairs
a kitchen with cabinets a sink appliances and a dining table
a kitchen with a sink stove cabinets and wooden floor
a utility room with dryer and washer
a view of a patio with couches table and chairs and potted plants
a bathroom with a sink and a toilet
a room with a sink and a mirror
a bedroom with a large bed and a chandelier
a bedroom with a bed and wooden floor
a bathroom with a granite countertop sink a toilet and a mirror
a view of front door of house
a view of walk in closet with clothes and shoes
a bedroom with a bed and a window
a living room with furniture and wooden floor
a bathroom with a sink toilet and shower
a living room with furniture and a couch
a living room with furniture and a flat screen tv
a kitchen with a sink and a stove with wooden floor
a living room with furniture and a window
a bathroom with a granite countertop sink toilet and shower
a view of a hallway with washer and dryer
a picture of a bathroom with a shower
a picture of a bench in front of a wall
a picture of a very nice looking building
a picture of a floor plan
1/35
Pending

$1,150,000

Bedrooms
4
Bathrooms
4
Square Feet
3,300
Acres
0.06

2914 North Spaulding Avenue, Chicago, IL 60618

a living room with furniture and a large window
a view of city and ocean
a living room with furniture and a floor to ceiling window
a living room with furniture and a flat screen tv
a living room with furniture and a bookshelf
a living room with furniture and a potted plant
a living room with furniture and a potted plant
a living room with furniture and a potted plant
a living room with furniture and wooden floor
a dining room with furniture and window
a view of a dining room with furniture
a kitchen with white cabinets and appliances
a kitchen with stainless steel appliances granite countertop a stove a sink and a refrigerator
a kitchen with refrigerator and cabinets
a bedroom with a bed and a large window
a bed room with a bed and a chair
a living room with furniture and a large window
a bathroom with a sink a toilet and shower
a living room with furniture and a book shelf
a bathroom with a sink a toilet and shower
a bedroom with furniture and a book shelf
a room with furniture and window
a bathroom with a sink vanity mirror toilet and bathtub
a hallway with a black white checkered floor and a large window
a view of a room with gym equipment
a view of building with yard
a view of terrace with city view
a view of a city
a picture of floor plan
$1,000,000 | 2800 North Lake Shore Drive, Unit 370709, Chicago, IL 60657
1/30
Pending

$1,000,000

Bedrooms
4
Bathrooms
3
Square Feet
2,600

2800 North Lake Shore Drive, Unit 370709, Chicago, IL 60657

front view of a building
a lobby with furniture and a floor to ceiling window
a living room with furniture and a flat screen tv
a living room with furniture and kitchen view
a living room with furniture and a large window
a view of a workspace with furniture and a flat screen tv
a kitchen with granite countertop white cabinets and stainless steel appliances
a kitchen with stainless steel appliances a sink a stove and white cabinets
a view of a dining room with furniture window and wooden floor
a bedroom with a bed and a large window with wooden floor
a bedroom with a bed table and a potted plant
a bathroom with a sink toilet vanity and shower
a bedroom with furniture a baby crib and a window
a bathroom with a sink a toilet and shower
a view of a city with tall buildings
a view of a city with tall buildings
a view of a city
a view of a room with gym equipment
a sign that is on a wall
$425,000 | 345 West Fullerton Parkway, Unit 2505, Chicago, IL 60614
$425,000 | 345 West Fullerton Parkway, Unit 2505, Chicago, IL 60614
1/21
Listed By CompassContingent ( Private )

$425,000

Bedrooms
2
Bathrooms
2
Square Feet
1,024

345 West Fullerton Parkway, Unit 2505, Chicago, IL 60614

$400,000 | 4136 North Kedvale Avenue, Unit A, Chicago, IL 60641
$400,000 | 4136 North Kedvale Avenue, Unit A, Chicago, IL 60641
$400,000 | 4136 North Kedvale Avenue, Unit A, Chicago, IL 60641
$400,000 | 4136 North Kedvale Avenue, Unit A, Chicago, IL 60641
$400,000 | 4136 North Kedvale Avenue, Unit A, Chicago, IL 60641
$400,000 | 4136 North Kedvale Avenue, Unit A, Chicago, IL 60641
$400,000 | 4136 North Kedvale Avenue, Unit A, Chicago, IL 60641
$400,000 | 4136 North Kedvale Avenue, Unit A, Chicago, IL 60641
$400,000 | 4136 North Kedvale Avenue, Unit A, Chicago, IL 60641
$400,000 | 4136 North Kedvale Avenue, Unit A, Chicago, IL 60641
$400,000 | 4136 North Kedvale Avenue, Unit A, Chicago, IL 60641
$400,000 | 4136 North Kedvale Avenue, Unit A, Chicago, IL 60641
$400,000 | 4136 North Kedvale Avenue, Unit A, Chicago, IL 60641
$400,000 | 4136 North Kedvale Avenue, Unit A, Chicago, IL 60641
$400,000 | 4136 North Kedvale Avenue, Unit A, Chicago, IL 60641
$400,000 | 4136 North Kedvale Avenue, Unit A, Chicago, IL 60641
$400,000 | 4136 North Kedvale Avenue, Unit A, Chicago, IL 60641
$400,000 | 4136 North Kedvale Avenue, Unit A, Chicago, IL 60641
1/18
Listed By CompassContingent ( Private )

$400,000

Bedrooms
3
Bathrooms
2
Square Feet
1,800
Acres
Unavailable

4136 North Kedvale Avenue, Unit A, Chicago, IL 60641

front view of a building
a lobby with furniture and a floor to ceiling window
a living room with furniture and a potted plant
a view of a big room with wooden floor and windows
a view of a livingroom with furniture wooden floor and windows
a dining room with furniture entryway and wooden floor
a kitchen with stainless steel appliances granite countertop a sink and wooden cabinets
a living room with furniture and a flat screen tv
a kitchen with stainless steel appliances granite countertop a sink stove and refrigerator
a bed sitting in a bedroom next to a window
a view of an empty room with wooden floor and a window
a view of an empty room with wooden floor
a view of a city with lot of high rise buildings
a bathroom with a granite countertop sink a toilet and bathtub
a view of an empty room with wooden floor
a view of a hallway with wooden floor
a bathroom with a toilet sink and mirror
a utility room with washer and dryer
a view of a room with gym equipment
a view of a building with a road
a picture of a park with a bench
1/21
Listed By CompassContingent

$385,000

Bedrooms
2
Bathrooms
2
Square Feet
1,100

345 West Fullerton Parkway, Unit 1006, Chicago, IL 60614