4 E Elm #13S

$3,300,000 | Gold Coast

4 E Elm is a boutique condo building set in Chicago’s gorgeous Gold Coast neighborhood and just a short stroll to the magnificent lakefront and the famed Magnificent Mile. This beautiful, light-filled, highly upgraded corner home is set in the …

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10 E Delaware #21D

$1,275,000 | Gold Coast

Experience elevated Gold Coast living in this impeccably updated 3-bedroom, 3.1-bathroom corner condo at the prestigious 10 E Delaware. Designed by renowned architect Lucien Lagrange, this high-floor residence offers the perfect blend of timeless elegance, modern comfort, and unbeatable location …

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Under contract

57 E Delaware #1602

$1,300,000 | Gold Coast

  This exquisite Southeast Corner three-bedroom, two-and-a-half-bath home in the prestigious Bristol building offers a luxurious living experience in the heart of Chicago’s special Cathedral District within the famed Gold Coast neighborhood and home to some of the city’s most …

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Under contract

4136 N Kedvale #A

$400,000 | Old Irving Park

Welcome to this beautifully maintained three-level townhouse located in the picturesque and historic Old Irving Park neighborhood. With a private yard and thoughtful updates throughout, this spacious three-bedroom, 1.5-bathroom home offers comfort, character, and convenience, making it the perfect place …

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Closed

1805 N Sedgwick St

$3,200,000 | Lincoln Park

RENTAL – Stunning architecture and exquisite finishes are the hallmark of this extraordinary home perfectly set in the heart of East Lincoln Park in Chicago’s premiere Old Town neighborhood. This magnificent residence seamlessly blends stately elegance and a remarkable interior …

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2309 N Geneva Terrace - Listed by Debra Dobbs, Chicago Realtor Closed

2309 N Geneva Ter

$2,500,000 | Lincoln Park

Presenting 2309 N Geneva, a one-of-a-kind 8,000 sqft masterpiece where every detail has been carefully crafted during a meticulous three-year renovation. This remarkable transformation blends modern sophistication with the home’s original, timeless elegance. The main level boasts rich hardwood floors, …

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Closed

45 E Division St

$2,330,000 | Gold Coast

Located in the heart of Chicago’s prestigious Gold Coast, 45 E Division effortlessly blends the charm of classic historic architecture with a flawlessly executed gut renovation, delivering modern luxury and exceptional design in every detail. Timeless Design Meets Modern Living. …

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844 W Webster Ave Chicago, IL 60614 | Home For Sale Closed

844 W Webster Ave

$2,275,000 | Lincoln Park

This Chip von Weise-designed home, built in 2007, masterfully blends classic and contemporary elements, harmonizing with the surrounding turn-of-the-century brick residences in this prime area in Chicago’s coveted Lincoln Park neighborhood. The brick and stone exterior seamlessly integrates with the …

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1939 W Fletcher St, Chicago, IL | CLOSED, Debra Dobbs Closed

1939 W Fletcher St

$2,025,000 | Roscoe Village

Timeless sophistication and modern luxury. Located on a peaceful one-way street in the heart of Roscoe Village, this stunning home offers the perfect blend of elegance, modern functionality, and thoughtful design. The property underwent a full-scale renovation in 2023, transforming …

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3019 N Hamilton Ave, Chicago , Il - Home For Sale Closed

3019 N Hamilton Ave

$1,740,000 | Roscoe Village

Located at the merge of West Lakeview, Roscoe Village, and North Center, this breathtaking residence showcases an exquisite blend of elegance and modern design, offering timeless finishes and a thoughtful floor plan. With four bedrooms conveniently located on the same …

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2582 Fielding Dr , Glenview, IL 60026 | SOLD | Debra Dobbs Closed

2582 Fielding Dr

$1,675,000 | Glenview

Welcome to 2582 Fielding! One of Chapel Crossing’s most coveted models on an expansive lot in The Glen! This stunning 5-bedroom, 4-bath home sits on nearly 1/3 of an acre-one of the largest lots in Chapel Crossing! Perfectly situated in …

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1245 N Marion Ct , Chicago, IL 60622 - SOLD | The Dobbs Group Closed

1245 N Marion Ct

$1,550,000 | Wicker Park

Step into this beautifully updated 4-bedroom, 3.5-bathroom home, offering three incredible outdoor spaces and an unbeatable Wicker Park location-just steps from Division Street’s top shopping and dining, the park, and the Blue Line. Freshly refinished hardwood floors and countless updates …

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2914 N Spaulding Ave Closed

2914 N Spaulding Ave

$1,262,000 | Logan Square

Welcome to this exceptional 2020-built residence, where modern luxury meets comfort and timeless style, perfectly located where Logan Square and Avondale meet. Step inside and be greeted by an inviting foyer with abundant closet space and a custom built-in bench-perfect …

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Closed

618 W Schubert #1W

$1,215,000 | Lincoln Park

Fantastic 4 bedroom/3 full bathroom home with over 2600 sq ft; lives like a single family home. Main level has open kitchen with stainless steel appliances, including wine fridge, large quartz island, and plenty of cabinets; dining room with space …

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1205 W Montana #1E, Chicago, IL | Lincoln Park | Home For Sale - DEBRA DOBBS Closed

1205 W Montana #1E

$1,150,000 | Lincoln Park

This stunning home is situated in a boutique 4 unit building and overlooking the treetops. The corner location and oversized windows allow for loads of natural light to flow in. Chic, on-trend finishes and loads of upgrades are found throughout …

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916 W Wrightwood Ave #1 Chicago, IL 60614 - Home For Sale Closed

916 W Wrightwood #1

$1,100,000 | Lincoln Park

Check out this stunning duplex in the heart of Lincoln Park! Recently renovated with a gorgeous new kitchen by ‘Guided By Design,’ featuring high-end SubZero, Wolf, and Bosch appliances. The home boasts sleek 5” oak hardwood floors, custom window treatments, …

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2800 N Lake Shore Dr 3707 09 Chicago, IL 60657 - Home For Sale | The Dobbs Group Closed

2800 N Lake Shore Dr #3707-09

$990,000 | Lake View East

2800 Lake Shore is a magnificent building overlooking the gorgeous lakefront, the city skyline, the Alfred Caldwell Lily Pool, two boat harbors, the Diversey football field, public tennis courts, a driving range, a park area for your furry four-legged friends, …

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Closed

1711 W Division #204

$735,000 | Wicker Park

Experience contemporary living in this stunning condo situated in a boutique elevator building in the vibrant heart of Wicker Park. The extra-wide layout offers a large great room with distinct living and dining spaces that open onto a massive 1000-square-foot …

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Closed

2506 N Southport #2

$725,000 | Lincoln Park

Gorgeous Halcyon condo with beautiful finishes and a coveted, covered front terrace in Lincoln Park’s DePaul neighborhood! Custom, tasteful, luxurious, on-trend finishes, designer lighting, and a thoughtful floor plan. Illuminated with natural sunlight, white oak hardwood floors flow throughout the …

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1835 N Halsted St Unit 3, Chicago, IL 60614 | CLOSED | Debra Dobbs Closed

1835 N Halsted #3

$720,000 | Lincoln Park

Welcome to this extra-wide, 2 bedrooms + Den, townhome in a gated community- the perfect blend of space, style, and access to the best restaurants in Lincoln Park! With 2.5 baths and an attached 1.5-car garage, this home checks all …

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632 W Barry Ave #1S, Chicago, IL | 6061 57 | East Lakeview - Home For Sale | The Dobbs Group Closed

632 W Barry #1S

$707,000 | East Lakeview

Nestled on a serene, tree-lined street in the heart of East Lakeview, this distinguished building, completed in 2009, showcases a vintage-inspired facade that perfectly merges timeless elegance with modern conveniences including an elevator. Step into your expansive 1800 sqft residence …

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2113 N Kedzie Ave Unit E, Chicago, IL 60647 Closed

2113 N Kedzie #E

$650,000 | Logan Square

Live one block from Palmer Square Park and Logan Square hot spots, in this beautifully renovated, 3-story townhome with 3 bedrooms, an extra family room (or 4th bedroom, kid’s playroom, or home office), and 2 1/2 bathrooms. Located the furthest …

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Closed

1800 W Roscoe #534

$570,000 | Roscoe Village

Experience a swanky, urban vibe in this top-floor loft at Pencil Factory Lofts, nestled in the heart of Chicago’s charming Roscoe Village. This reimagined 2-bedroom, 2-bathroom plus lofted den residence offers historic industrial charm and contemporary luxury, perfectly positioned between …

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612 W Aldine Ave Unit 3N, Chicago, IL 60657 | CLOSED | Debra Dobbs Closed

612 W Aldine #3N

$555,000 | East Lakeview

Sunny & Spacious 2 Bed / 2 Bath Treehouse Oasis in Prime East Lakeview! Welcome to your serene city escape-this beautifully maintained corner unit offers a rare blend of space, light, and privacy in a solid, quality-built building. With north, …

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2021 N Kedzie #5C | Chicago, IL - SOLD Closed

2021 N Kedzie #5C

$525,000 | Logan Square

Rarely available 5th floor penthouse home, with 2.5 parking in heated garage, in an elevator building with coveted view of the city from every window and from your 17′ long balcony! Open your door into this spacious, sunny, open floor …

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345 W Fullerton Pkwy #2505 Chicago, IL 60614 - Home For Sale | Isabelle Lacouture | The Dobbs Group Closed

345 W Fullerton #2505

$425,000 | Lincoln Park

Step into this sun-drenched 2-bedroom, 2-bath condo on the 25th floor of 345 W Fullerton Parkway-one of Lincoln Park‘s premier buildings. This highly desirable tier and floor offer a rare vantage point: from the lake and Navy Pier all the …

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345 W Fullerton Pkwy #1006 Chicago, IL 60614 - For Sale 1 The Dobbs Group Closed

345 W Fullerton #1006

$390,000 | Lincoln Park

Step into this sun-drenched two-bedroom, two-bath condo located in the highly sought-after southwest corner tier of a premier Lincoln Park building. Floor-to-ceiling windows fill the space with natural light while offering breathtaking, unobstructed views of the iconic city skyline. The …

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Address: 1323 W Addison St Unit 3A, Chicago, IL 60613 Closed

1323 W Addison #3A

$379,000 | Lakeview

Welcome to 1323 West Addison Street, Unit 3A. Just steps away from Southport Corridor and Wrigley Field. This vintage building offers all the charm with a stunning design and completely rehabbed unit. From the arched built-ins, spacious kitchen island, and …

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Closed

1313 N Ritchie #1105

$250,000 | Gold Coast

Experience beautiful lakefront views and abundant natural light in this rarely available extra-large one-bedroom unit. Featuring a spacious dining area and a large living room with window seating, this home offers the perfect space for relaxation and entertaining. With its …

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PAST CLOSED SALES

Browse sales Debra closed in 2025, 2024, 2023, 2022, 2021, 2020, 2019, 2018, 2017, 2016, 2015, 2014, 2013