Bobby Grilli | Chicago Real Estate Agent | Dream Town Realty Skip to Content

Dream Town Realty

312.265.8000

Bobby Grilli

Licensed Real Estate Broker | Hebson-Murphy Group

Mobile - 708.337.2385

About Bobby

Bobby Grilli is an astute real estate professional who brings deep knowledge, insight and experience to every step of every transaction, whether it’s buying or selling a property. Prior to earning his broker’s license in 2018, he managed two busy and successful local restaurants where he sharpened many of the skills that now benefit his real estate clients. Highly efficient and very well organized, Bobby is an effective communicator and a sharp negotiator with the ability to problem-solve in a pressured and fast-paced environment.

Born and raised in the southwest suburbs, Bobby moved to the city where he earned his Bachelor’s Degree in Finance from the University of Illinois Chicago. Although his college days are behind him, the discipline and drive that allowed him to excel in school continue to play a role in his professional life. Indeed, his clients will find that Bobby is always up-to-date with the latest trends and news in Chicago’s real estate market. With his keen professional insights and deep personal knowledge of the city and its suburbs, Bobby is able to guide his clients from start to finish with minimum stress. He understands the value of forging lifelong relationships built on honesty and integrity - and knows that his success is based upon making sure that his clients achieve their goals, whether that’s securing the right qualified purchaser for an investment property or finding the perfect home for a first-time buyer.

When he is not working, Bobby loves to take advantage of the city he loves and knows so well. As an outdoor enthusiast, he especially loves summer and fall in the Chicago area – the seasonal festivals, the many different sporting events and the opportunity to enjoy the area’s rich multi-cultural diversity.

What Bobby's Clients Say

Great service, goes the extra mile, extremely knowledgable in all facets of real estate.

We worked with Bobby to find our place downtown and he was awesome to say the least, super responsive, professional, and well prepared. I would highly recommend!

I rented from Bobby twice now and he never disappoints! Extremely hardworking and detail oriented. Very knowledgeable about every neighborhood in Chicago.

Extremely professional and thoughtful realtor! Bobby did an incredible job finding our new place. We love our apartment and it’s all thanks to him! We wouldn’t want anyone else as our realtor!

Bobby was so helpful to me and my roommates while we searched for apartments. He was always responsive and provided us with the information we needed. His services were great and I would recommend them to anyone!

Bobby's professionalism and patience is second to none. He is efficient, clear, and willing to go the extra mile to ensure his clients satisfaction. I will definitely be using Bobby in the future and will recommend him to everyone I know.

Bobby is the man! Not only is he super knowledgeably of the market, he always goes the extra mile for clients. After working with him, I recommended my whole entire family to use him for all of their real estate needs. I HIGHLY recommend him!!

I highly recommend Robert! As a first time home buyer he made me feel extremely comfortable and informed throughout the entire process. He was quick to respond to all of our questions and very knowledgeable. He helped us find our dream home!

Bobby made our first time home buying experience so easy and enjoyable!! He was always there to answer any questions we had, and made sure we understood the entire process. I highly recommend using Bobby as your realtor!

Robert was the best agent we could ask for. He was incredibly helpful and responsive to jump in and assist us in issues we were experiencing with management company during our move. He goes to bat for his clients and makes sure you are taken care of. Highly recommend!

The only realtor I’ll ever use! He finds the best and most quality places within your budget! Knows everything there is to know about Chicago as well! I would recommend him to anybody looking for a new place!

Bobby helped my 3 roommates and I find an apartment in Wicker Park. Although I am sure Bobby has many clients, he made it seem as though we were his only ones. His attention to detail, quick responses, and quality of properties he sent made our experience that much better. Every time I spoke with him, I could tell how much he cared we found the apartment fitting our needs. Bobby was also prepared when viewing properties, bringing us copies of the apartment information and asking questions on our behalf. The cherry on top was a hand written letter Bobby sent once we were moved in our new place. Thanks for everything Bobby.

Bobby was great to work with! He helped us find the perfect apartment for our budgets and what we wanted. He was quick, responsive, and even helped us with a few questions after we had moved! Thanks Bobby!

Can't say enough about Bobby, this man can do it all. He knows his stuff very well, very responsive, and has answers to your questions before you even ask the question. I would recommend Bobby to any family/friend. Very happy I had the opportunity to work with Bobby and without a doubt will be using him in the future. Thank you Bobby!

Bobby was so amazing to work with. He accommodated all of my requests with politeness and professionalism. He was great at communicating to landlords on my behalf, was flexible, and always responded promptly. Bobby helped me find an apartment within my budget and in a great neighborhood. I will definitely ask him for help when looking for my next place!

Bobby did a fantastic job helping my fiancé and I find an apartment to rent. He was there every step of the way and helped with any questions we had and tailed our search to what we were exactly looking for. His knowledge of the Chicago market place is a valuable tool if you are looking to rent or buy in the city.

If you're looking for a realtor in Chicago, I cannot recommend Bobby enough! Bobby took the time up front to go over everything on my must have list, price point, etc and answer any and all questions I had about the market. Because Bobby did that work up front, he knew exactly what I wanted in a home. So much so that he found a listing on the private market before it went public that had nearly everything on my "wish list" within days of starting my search. Bobby showed me the condo right away and less than 24 hours after that we had come to an agreement with the seller. Any realtor can show you a plethora of places, but a great and attentive realtor can save you the time and hassle by listening to your wants/needs up front and find places they know would be worthwhile for their buyer to see. I was nervous falling in love with a place and putting an offer in while not viewing any other condo in the city to compare it to, but Bobby sent me an entire document of comps in the area to review price, square footage, history, etc. which put my mind at ease knowing I found the best place for me and this was the right decision! Bobby was professional and detailed through the entire process answering any questions I had and made sure it was a streamlined process all the way through closing!

Bobby was great to work with. He was very responsive when it came to viewing apartments in a crunch, and he was accommodating to our availability. I highly recommend working with him.

Bobby made the apartment search extremely smooth. He was very patient and helpful with finding the desired home. He’s very thorough, professional, and always on top of things. I’d highly recommend him!

Bobby was helpful in every way during this process. He’s there 24/7 for questions and responds very promptly, even while he was on vacation. He was very flexible for showings working with our schedule. I HIGHLY recommend Bobby to anyone looking to buy/sell/rent in the Chicagoland area

I can't recommend Bobby enough. From the start of the process, Bobby was engaged, responsive, and extremely knowledgeable on all things related to the buying process. He knows the local market, knows what to look for in a home, was able to provide guidance on the lending process and finding an insurance provider, and even assisted me with many post-closing activities like getting utilities set up and looking for contractors to get some work done to the place. I can't imagine anyone else being more professional or accommodating as Bobby and look forward to working with him in the future.

Bobby was a huge help in finding my Downtown Condo. We worked together to find a place for months before we found the right one! Terrific communication and attention to detail on Bobby's part. I won't buy another home without Bobby!! Highly Recommend!

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Reviews For Bobby

See what people are saying about Dream Town's Bobby Grilli

Great service, goes the extra mile, extremely knowledgable in all facets of real estate.

Moe A.

We worked with Bobby to find our place downtown and he was awesome to say the least, super responsive, professional, and well prepared. I would highly recommend!

Alex F.

I rented from Bobby twice now and he never disappoints! Extremely hardworking and detail oriented. Very knowledgeable about every neighborhood in Chicago.

Anthony P.

Extremely professional and thoughtful realtor! Bobby did an incredible job finding our new place. We love our apartment and it’s all thanks to him! We wouldn’t want anyone else as our realtor!

Alex K.

Bobby was so helpful to me and my roommates while we searched for apartments. He was always responsive and provided us with the information we needed. His services were great and I would recommend them to anyone!

Emily P.

Bobby's professionalism and patience is second to none. He is efficient, clear, and willing to go the extra mile to ensure his clients satisfaction. I will definitely be using Bobby in the future and will recommend him to everyone I know.

Jennifer J.

Bobby is the man! Not only is he super knowledgeably of the market, he always goes the extra mile for clients. After working with him, I recommended my whole entire family to use him for all of their real estate needs. I HIGHLY recommend him!!

Ryan C.

I highly recommend Robert! As a first time home buyer he made me feel extremely comfortable and informed throughout the entire process. He was quick to respond to all of our questions and very knowledgeable. He helped us find our dream home!

Taylor J.

Bobby made our first time home buying experience so easy and enjoyable!! He was always there to answer any questions we had, and made sure we understood the entire process. I highly recommend using Bobby as your realtor!

Elizabeth Y.

Robert was the best agent we could ask for. He was incredibly helpful and responsive to jump in and assist us in issues we were experiencing with management company during our move. He goes to bat for his clients and makes sure you are taken care of. Highly recommend!

Aly H.

The only realtor I’ll ever use! He finds the best and most quality places within your budget! Knows everything there is to know about Chicago as well! I would recommend him to anybody looking for a new place!

Joseph G.

Bobby helped my 3 roommates and I find an apartment in Wicker Park. Although I am sure Bobby has many clients, he made it seem as though we were his only ones. His attention to detail, quick responses, and quality of properties he sent made our experience that much better. Every time I spoke with him, I could tell how much he cared we found the apartment fitting our needs. Bobby was also prepared when viewing properties, bringing us copies of the apartment information and asking questions on our behalf. The cherry on top was a hand written letter Bobby sent once we were moved in our new place. Thanks for everything Bobby.

Jamie H.

Bobby was great to work with! He helped us find the perfect apartment for our budgets and what we wanted. He was quick, responsive, and even helped us with a few questions after we had moved! Thanks Bobby!

Katie L.

Can't say enough about Bobby, this man can do it all. He knows his stuff very well, very responsive, and has answers to your questions before you even ask the question. I would recommend Bobby to any family/friend. Very happy I had the opportunity to work with Bobby and without a doubt will be using him in the future. Thank you Bobby!

Tristan C.

Bobby was so amazing to work with. He accommodated all of my requests with politeness and professionalism. He was great at communicating to landlords on my behalf, was flexible, and always responded promptly. Bobby helped me find an apartment within my budget and in a great neighborhood. I will definitely ask him for help when looking for my next place!

Samantha K.

Bobby did a fantastic job helping my fiancé and I find an apartment to rent. He was there every step of the way and helped with any questions we had and tailed our search to what we were exactly looking for. His knowledge of the Chicago market place is a valuable tool if you are looking to rent or buy in the city.

Cody B.

If you're looking for a realtor in Chicago, I cannot recommend Bobby enough! Bobby took the time up front to go over everything on my must have list, price point, etc and answer any and all questions I had about the market. Because Bobby did that work up front, he knew exactly what I wanted in a home. So much so that he found a listing on the private market before it went public that had nearly everything on my "wish list" within days of starting my search. Bobby showed me the condo right away and less than 24 hours after that we had come to an agreement with the seller. Any realtor can show you a plethora of places, but a great and attentive realtor can save you the time and hassle by listening to your wants/needs up front and find places they know would be worthwhile for their buyer to see. I was nervous falling in love with a place and putting an offer in while not viewing any other condo in the city to compare it to, but Bobby sent me an entire document of comps in the area to review price, square footage, history, etc. which put my mind at ease knowing I found the best place for me and this was the right decision! Bobby was professional and detailed through the entire process answering any questions I had and made sure it was a streamlined process all the way through closing!

Paige L.

Bobby was great to work with. He was very responsive when it came to viewing apartments in a crunch, and he was accommodating to our availability. I highly recommend working with him.

Ethan T.

Bobby made the apartment search extremely smooth. He was very patient and helpful with finding the desired home. He’s very thorough, professional, and always on top of things. I’d highly recommend him!

Jameison J.

Bobby was helpful in every way during this process. He’s there 24/7 for questions and responds very promptly, even while he was on vacation. He was very flexible for showings working with our schedule. I HIGHLY recommend Bobby to anyone looking to buy/sell/rent in the Chicagoland area

Brandon C.

I can't recommend Bobby enough. From the start of the process, Bobby was engaged, responsive, and extremely knowledgeable on all things related to the buying process. He knows the local market, knows what to look for in a home, was able to provide guidance on the lending process and finding an insurance provider, and even assisted me with many post-closing activities like getting utilities set up and looking for contractors to get some work done to the place. I can't imagine anyone else being more professional or accommodating as Bobby and look forward to working with him in the future.

Vincent C.

Bobby was a huge help in finding my Downtown Condo. We worked together to find a place for months before we found the right one! Terrific communication and attention to detail on Bobby's part. I won't buy another home without Bobby!! Highly Recommend!

Jake A.

Contact Bobby Grilli

Mobile - 708.337.2385

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