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Ashley Keefe

Chicago Real Estate Expert

Mobile - 312.620.0089

About Ashley

Prior to beginning her real estate career, Ashley graduated magna cum laude from the University of Illinois at Chicago with a B.S. in Entrepreneurship. She immediately went on to get her sales agent license in 2011 and began working as a leasing agent. She then spent several years helping run her family’s business, The Cedar Mill Fence Company. During this time, she was able to learn about Chicago’s different neighborhoods and surrounding suburbs. She helped her clients build equity in their homes and loved creating their ideal backyard. From pulling building permits to reading surveys, Ashley feels knowledgeable about many aspects of construction.

Ashley has always been interested in the investing aspect of real estate, having bought and sold many of her own properties. She understands the buying and selling process and confidently guides her clients every step of the way. Ashley is an expert in finding, owning, and managing investment properties, and loves to help others find their ideal property—be it an investment, starter condo, or forever home. She currently manages her own rental properties across Chicago and knows the intricacies of this market. 

If you’re looking for a restaurant recommendation, just ask Ashley. This foodie can often be found trying out the coolest spots across Chicago when not at Dream Town, and is guaranteed to have a suggestion or two up her sleeve. Ashley loves going to Chicago sporting events, dining al fresco with friends, and hanging out with her adorable dog, Luci. 

What Ashley's Clients Say

Both Jason and his partner Ashley assisted us with our University Village condo purchase and we were very pleased with their level of detail, especially when it came to negotiating, the inspection items, and their response times. Their knowledge of the business, and this complex in particular, were of great benefit to us...and they have been very helpful after the sale!

Ashley was wonderful to work with, I highly recommend engaging her as your realtor. Ashley is truthful, reliable, practical and focused on ensuring that you find a home that suits your needs and is within your budget. She assisted me with a purchase of a condo near the UIC. Initially she assisted my daughter with filtering out properties I would like, and when she took me to the showing, she had familiarized herself with my requirements also. She was knowledgeable about the area and researched any questions about which she lacked information. She was responsive, respectful and extremely patient. My daughter most appreciated her for not being pushy to make a sale, and being diligent. By her own admission, my daughter has advised that she often ran late to showings but Ashley was punctual, and when my daughter was late in responding to emails, Ashley was patient and followed up gently to obtain the required response to keep the search active. She did a terrific job and I would engage her realty services again should the need arise. Keep it up, Ashley.

We are so pleased that we had Ashley and Jason sell our University Commons condo! The fact they both live there--Jason is right up on the fourth floor and Ashley lives in a first floor unit just like ours, in an adjacent building--was the key factor. Ashley did a great job selling the virtues of first floor living, while Jason was helpful analyzing the comparable units before listing and then negotiating our offer. They also recommended a fabulous attorney to handle the closing. This unit became an investment property for us over the last several years, so we are thrilled to have it off our hands, thanks to Ashley and Jason!

University Village

I would like to send a great big thanks to Ashley Keefe for all your hard work and hustle. Thanks for being patient and kind, reliable and eager, supporting us 100 percent throughout our home buying experience and for just being a Down right amazing realtor! We definitely will be referring you to all of our friends and family because of your excellent service. We Cant wait to make many memories In our new home! Thank you, Jess & Joel

Our experience with Ashley was exceptional. She worked with us for both the sale and the purchase of a new home. Through the entire process Ashley was informative, responsive, and available. Even though we had some issues pop up during our purchase, Ashley help us navigate the entire process smoothly and smartly. We will be working with Ashley for all our future real estate purchases.

Buying a new home is quite a stressful experience, and working with Ashley made everything go much more smoothly. She was extremely responsive and went that extra mile for us! We highly recommend Ashely and would definitely use her again for our next home purchase.

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Reviews For Ashley

See what people are saying about Dream Town's Ashley Keefe

Both Jason and his partner Ashley assisted us with our University Village condo purchase and we were very pleased with their level of detail, especially when it came to negotiating, the inspection items, and their response times. Their knowledge of the business, and this complex in particular, were of great benefit to us...and they have been very helpful after the sale!

Todd R

Ashley was wonderful to work with, I highly recommend engaging her as your realtor. Ashley is truthful, reliable, practical and focused on ensuring that you find a home that suits your needs and is within your budget. She assisted me with a purchase of a condo near the UIC. Initially she assisted my daughter with filtering out properties I would like, and when she took me to the showing, she had familiarized herself with my requirements also. She was knowledgeable about the area and researched any questions about which she lacked information. She was responsive, respectful and extremely patient. My daughter most appreciated her for not being pushy to make a sale, and being diligent. By her own admission, my daughter has advised that she often ran late to showings but Ashley was punctual, and when my daughter was late in responding to emails, Ashley was patient and followed up gently to obtain the required response to keep the search active. She did a terrific job and I would engage her realty services again should the need arise. Keep it up, Ashley.

Subhas Advani

We are so pleased that we had Ashley and Jason sell our University Commons condo! The fact they both live there--Jason is right up on the fourth floor and Ashley lives in a first floor unit just like ours, in an adjacent building--was the key factor. Ashley did a great job selling the virtues of first floor living, while Jason was helpful analyzing the comparable units before listing and then negotiating our offer. They also recommended a fabulous attorney to handle the closing. This unit became an investment property for us over the last several years, so we are thrilled to have it off our hands, thanks to Ashley and Jason!

Tom Schultz
University Village

I would like to send a great big thanks to Ashley Keefe for all your hard work and hustle. Thanks for being patient and kind, reliable and eager, supporting us 100 percent throughout our home buying experience and for just being a Down right amazing realtor! We definitely will be referring you to all of our friends and family because of your excellent service. We Cant wait to make many memories In our new home! Thank you, Jess & Joel

Jessica Grigas

Our experience with Ashley was exceptional. She worked with us for both the sale and the purchase of a new home. Through the entire process Ashley was informative, responsive, and available. Even though we had some issues pop up during our purchase, Ashley help us navigate the entire process smoothly and smartly. We will be working with Ashley for all our future real estate purchases.

Nick Beristain

Buying a new home is quite a stressful experience, and working with Ashley made everything go much more smoothly. She was extremely responsive and went that extra mile for us! We highly recommend Ashely and would definitely use her again for our next home purchase.

Keri Benbrook

Contact Ashley Keefe

Mobile - 312.620.0089

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