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The Dobbs Group welcomes you to Streeterville!

Streeterville is one of Chicago’s oldest neighborhoods but has some of its newest construction. It is located just north of the Loop and south of Chicago’s famed Gold Coast. Over the past 10 years, dozens of new properties have been built in Streeterville; sleek and luxurious, residential high-rise condominium properties, world-class hotels, local to international boutiques, and cultural and medical institutional structures, all surrounding the spot where Captain George Wellington Streeter famously ran aground, laying claim to the area in 1886.

The Magnificent Mile, Water Tower Place, and the Museum of Contemporary Art anchor Streeterville. It is also home to Northwestern Memorial Hospital’s new, state-of-the-art medical campus and the downtown campuses of Northwestern University and the University of Chicago. The stunning Chicago lakefront is never more than a couple of blocks away and sailboats dot the lake spring through fall. Navy Pier is another world-class tourist attraction that calls Streeterville home. Dining options include a truly eclectic mix of restaurants; from cozy neighborhood spots to 4-star world-class fine dining; all serving neighborhood residents, the office crowd, and the business travelers and tourists who stroll down Michigan Avenue.

Our Favorite Places

Some of the biggest and more notable structures that makeup Streeterville include the ‘Mag Mile’, the Water Tower District, and the main center for Northwestern University’s medical hospital campus. Enjoy easy access to some of Chicago’s hottest rooftop bars in the area and a less than 10 minute commute to Chicago’s financial district area downtown.

Water Tower Place shopping mall is located within Streeterville, along Chicago’s ‘Magnificent Mile, at the corner of Chicago Avenue and State Street. It is one of the city’s biggest tourist attractions.

Southern Cut Barbecue is owned and operated by the same restaurant group that owns Chicago Cut steakhouse, but has a more approachable feel as compared to its sister restaurant. Insider tip: Southern Cut receives some of the same cuts of meat that Chicago Cut receives from their distributors, but charges its patrons at a fraction of the price. It is truly a neighborhood gem, complete with a cute patio and excellent cocktail selections.

Let’s Talk Streeterville! Click to chat or call Debra at 312-307-4909

Streeterville Neighborhood Chicago

How the Dobbs Group can help you buying a home?

Defender of your Interests

Debra is known as a fierce advocate for her clients’ best interests. She will ensure you buy your ideal home at the best price and at terms structured to meet your goals.
Neighborhood Specialist

There are so many amazing neighborhoods and sub-neighborhoods in Chicago that might be just the perfect place for you to live in. Let Debra be your expert guide!
Integrity & Professionalism

Debra is proud to hold the 5-Star Award of Excellence for 10 years running, with top marks from her clients and peers for her professionalism and adherence to highest standards of ethics and integrity.
Deep Knowledge of the Market

Debra’s passion for data means she is an authoritative voice for pricing, market time, neighborhood trends, and school ratings. Debra knows the market and will help you make an informed decision. Check out The Dobbs Report.
Helping Hand

Debra likes to say the real works starts once the offer is submitted and all the way through to the closing. Debra and her team will be at your side, guiding you through the entire process and ensuring your path to closing is smooth.
Legalities

Debra works with a handful of the best residential real estate attorneys to make certain every aspect of the contract review process is managed with your best interests at heart. Your attorney and Debra will get you to the closing table on time and minimizing the friction along the way.
Negotiations

38 years of experience negotiating hundreds of real estate transactions, many of them nail biters, gives Debra THE edge when negotiating on your behalf.
Paperwork and Administration

Debra and her team follow a 168 point checklist from the start to finish of every transaction, making certain no detail is overlooked. Debra and her operations team harness the best of technology while recognizing the importance of a personal touch.
Valuable Contacts

38 years of people, places and services at your disposal! Whether you need a home inspector, mortgage broker, moving co, dog walker, or you are looking for the best place for a French 75, or the latest trend in interior design, Debra is in the know and believes in sharing the wealth of her knowledge. Ask for a copy of Debra’s Little Black Book!
Stay in Touch

Debra strives to create a long-term relationship with each and every client. From her property tax seminar to her client appreciation party to her annual limited edition Limoncello, you want to be on her list! Get informed, have fun and meet people.

How the Dobbs Group can help you sell your home?

Evaluate Your Home

Accurately and effectively pricing your home to create the best market for the property. We will provide a Comparative Market Analysis for your house, highlighting the relevant competition, including listings that are active in the market, recently under contract and recently sold, and taking into account variables such as supply and demand; economic factors; seasonal demand; location; room count and square footage; views; condition of property; and desirability of unique features.
Provide Recommendations

We will provide recommendations to ensure your house or condo sells in a reasonable time frame. This will include thoughtful staging advice, a pre-listing inspection and maintenance plan, and a strategic marketing plan.
Maximize Exposure

We will market the property locally and globally. Compass is locally owned and the #1 brokerage in Chicago and the North Shore. We will market within the network of local brokers and also internationally.
Professional Marketing And IT Departments

Our in-house professional marketing and IT departments produce award-winning work and fresh ideas that distinguish our clients from the competition. Innovative technology and distinctive branding ads create positive and lasting impressions in the marketplace.
Market within the market

Before your home is officially listed, we will market internally to our network of more than 2,000 brokers and their client bases to reach prospects, buyers and referrals, the most efficient transaction environment in the marketplace.
Domain Name

Your listing will receive its own domain name so that interested buyers can pull up photos, video and property information in one easy step. We will also index the domain with top search engines including Google and Bing for improved search engine optimization.
Professional Photography

and video optimized for both print and the web are among the most important marketing tools when selling a house. Our digital marketing strategy raises online visibility.
High Quality Print And Online Marketing

High quality print brochures, print and online advertising, direct mail, unique URL, social media and e-blasts. Adwerx – a sophisticated digital marketing tactic known as retargeting, which puts your property in front of prospective homebuyers as they surf the web.
Most Desirable Property

Positioning your home as the most desirable property at a given price in a given area. Pricing accurately and making sure your home is in optimal showing condition will set it apart from the competition.
Staging The Home

To improve its marketability. Furnishing an empty home allows the home to show like a model home and stand out in a competitive marketplace.
Conduct Negotiations

With professionalism, attention to detail and a loyal representation of your interests conduct. Expect and receive confidentiality, responsiveness, resourcefulness, communication and strength.

In Good Hands

Debra Dobbs

What do you look for in the Top Streeterville 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?

  • “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
  • “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
  • “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
  • “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
  • “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 Streeterville

The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Chicago, IL. All properties are subject to prior sale, changes, or withdrawal.
This site was last updated Jul-12-2025 1:12:37 am.
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