Dream Town Realty

312.265.8000

Join Dream Town:

or

Join With Email:

By joining you agree to our terms of service.

Stephanie Wesson

Chicago Real Estate Expert

Mobile - 773.306.8700

About Stephanie

2002–2019 Top Producer, Awarded by the Chicago Association of Realtors

 

Stephanie Wesson came to Chicago over 15 years ago knowing only two people and has transformed herself into one of Chicago's consistently top producing real estate consultants, winning rave reviews and intense loyalty from an ever-growing client base along the way.

Founder of the Wesson Residential Group at Dream Town, she is known for her attention to detail, creativity that helps her clients identify what they want and need in a property, and determination to structure and negotiate the best possible outcome for her clients.

"I've learned that the ability to have a good balance of creative, rational and fiscal competencies is rare yet essential to providing exceptional representation for my clients whether they are a buyer, a seller and/or an investor."

When you meet Stephanie you quickly realize her energy, depth of knowledge, sincerity, and desire to get her clients what they want.

She and her team employ a disciplined regimen prior to selling a home. This is a proven system that includes a detailed analysis of current market conditions, an assessment of market value in order to properly position the home in the market, identification of target buyer markets, and optimization of how the home is presented to buyers. Wesson Residential Group then utilizes the best, state of the art web-based marketing technologies powered by Dream Town; effective photographic tools, and the highest quality printed advertising/marketing materials. These methods are designed to ensure that the property is presented to maximize value to the widest audience of active homebuyers.

As a buyer or an investor, clients can expect the immediate realization from their first conversation that that their goals and interests are aligned and they\'ve hired an expert takes pride in providing exceptional service and advice.

Stephanie was "Rookie of the Year" her first year in Real Estate, and has been recognized as a "Top Producer" ever since. She takes pride of the fact that client loyalty has made the Wesson Residential Group's business almost 98% referral and repeat business-based. Forging ahead, she is committed to continuing and growing that trend.

If you or anyone you know is in need of real estate services, please contact Stephanie and the Wesson Residential Group for assistance in buying, selling, investing or relocating to/from the Chicagoland area. We look forward to working with you.

What Stephanie's Clients Say

Stephanie is a real professional. She knew all the ins and outs of buying a older home in Chicagoland and all of the pitfalls a buyer could face. Her expertise allowed me to make an informed decision on buying my home. I will happily recommend her.

Stephanie Wesson was personable and professional in helping me with the sale of my house. I had never sold a home before and had a lot of questions. She sat with me and explained the process. I also appreciated that she went over all of the comparable properties so that I would understand how to arrive at the list price. She was good at getting back to me quickly and finding answers to all my questions. I referred her to friends who were selling their condominium and they were also impressed. Both of us sold our homes the first weekend they were listed.

Uptown

Look no further! Stephanie was the best we ever worked with. She is smart, responsive, and really contributed to the decision making process based on our wants and needs. Plus, she's got a great personality which makes her pleasure to work with! SO hard to find good people and we are happy to have her on our team in the future!

Uptown

My wife and I have been working with Stephanie for about 4 years. She has consistently gone above and beyond our expectations. Her knowledge on the market and her patience in helping us find the right properties has been extremely valuable. On top of helping us purchase two properties in a short time-frame, she has helped us navigate the rental process and helped us find great tenants. In addition to her real estate expertise, she has a positive attitude that makes it fun to work with her. We have already referred her services to a few friends/colleagues and recommend her for anyone that is considering purchasing a home/condo/apt in the greater Chicagoland area.

Bucktown

We started our Journey in March with Stephanie and by July we sold our home and bought our new house. Stephanie provided excellent advice on how to prepare our home to garner the greatest return on the selling price. Our house was placed on the market by the end of April and offers immediately came in and we got our asking price ! Throughout the selling process we were able to find a new home. Stephanie negotiated an excellent purchase price on our new home and the rest is history. She was committed to every step of the process ! Thank you Stephanie :)

River Grove

My wife and I have now utilized Stephanie Wesson's expertise twice. In 2014, she helped us sell our condo in Bucktown, and then, in 2018, when we were ready to purchase property again, she helped us buy our current townhome in Lincoln Park. We would absolutely recommend Stephanie to anyone looking to buy or sell in Chicagoland. Each time, she made us feel like we were her very top priority, taking the time to sit down with us whenever we had questions, and guiding us through the entire process. 5 Stars!

West DePaul

RELATIONSHIP is key with Stephanie Wesson. Her professionalism, knowledge of the housing market, as well as the technical aspects of the buildings we were looking at were immediately evident. We have been searching for our dream downtown condo and Stephanie’s knowledge of the Lincoln Park market helped us find just the right home. She is kind and patient and has become a friend in this process. Comparables are a key aspect of finding a fair price for the buyer and the seller and she does her homework. When we finally made our decision, the process went extremely smooth because Stephanie and her experienced team of professionals did all the hard work. Her team was available any time to answer any question and keep the process moving. We highly recommend her – definitely FIVE STARS!

Park West

Stephanie and her team are the epitome of what realty should be today. They looked beyond the transaction to see a real relationship and real people with real needs and concerns at a very vulnerable time. But the team led fearlessly in every way possible -- from contractors to lawyers to inspectors to mortgage brokers to movers to new neighbors. They are what we hope everyone secures: THE consummate gladiator that you want on your side. What's more, they sold our home within a week and they helped us to secure a new home despite three competing bids--all with grace under pressure. So what began as a simple business relationship ended with a genuine friendship because of the trust and respect they built with us. We will never work with a different realtor and we very much encourage all those out there to do the same.

Graceland West

I can't say enough about this team - we have bought and sold a number of houses and can never find an agent we like. This group completely changed that. They were incredibly responsive, responding to texts immediately and even managing to negotiate extras that I was not expecting.

Chicago

Stephanie Wesson sold both my home and my studio properties. The studio sold in one day, and the home within one week of listing. Both properties had multiple offers and sold above list price. It's a pleasure to work with Stephanie. She is very personable, and she clearly knows how to do an effective presentation. She was most helpful in handling painting and staging my home after I relocated to New Mexico. Two Thumbs UP!

Bucktown

Stephanie was knowledgeable and direct. She worked well with our needs and adapted quickly to our desired level of responsiveness. I can see she reads her clients well and easily molds her style to match each family. Would highly recommend her!

Kenwood

Amazing realtor....Competent, savvy negotiator, reliable, trustworthy, kind, smart and readily available are words that we have used to describe Stephanie's work with us in a search that was actually started and completed in just short of two months. We found her online two years prior to actually needing to go through with a condo purchase in Evanston, and through that time she patiently kept in touch. But the week that we decided a move was necessary, she cleared time immediately to show us the many choices we had indicated interest from online postings. Stephanie continued to present more properties which she knew about and got us in that week to see the choices we agreed most met our needs. Throughout the viewings, purchase agreements, a smooth closing and endless questions she was extremely helpful and accurate. She was detailed to perfection,speedy and attentive to our numerous calls. We were beyond pleased with the entire process. Not being from the Chicago area, Stephanie continues to be our go to call for referrals to complete renovation and repairs during our settling process. Each of these individuals have also shown the same work ethic that she demonstrates. We highly recommend her and can honestly say after buying and living in five states, don't think we have ever worked with another realtor of her outstanding caliber.

Evanston

If you are looking for a buyer's agent in the Chicagoland area, look no further than Stephanie Wesson at DreamTown Realty. Stephanie is everything one could want in a real estate agent: professional, knowledgeable, creative, and on top of things. She asked great questions to pinpoint what I wanted in a condo and scrutinized each place we looked at to help me make the right decision. She made herself available 24/7 and went above and beyond to take the stress out of an inherently stressful process. I can't imagine that the process of finding a new place and getting through closing would have gone as smoothly with anyone else. I would use Stephanie and her team again without hesitation and highly recommend them!

Streeterville

Stephanie is the best at what she does, matching prospective property buyers and sellers with the best available value in the market. She knows Chicago so well and is well ahead of current and future trends in property appreciation and growth. Would recommend her for all real estate agent needs. Greg Brooke

We couldn't have been happier with the service Stephanie provided when helping us sell our River North condo. Based on her knowledge of the market and market conditions, she was optimistic about the value we could get (estimating $30k more than other realtors we interviewed!). We had renters when the unit went on the market, and she was extremely kind and respectful of our tenants as we started showings. She was patient and didn't push any major price drops. She told us to not to accept offers she thought were too low, and in less than 3 months, she delivered - we got our price! She even delivered a quick market analysis for the condo from 2 years prior when I started renting it (I needed it for tax purposes). She worked hard for us, and we highly recommend her if you're looking to sell. Katina Tullis, River North

River North

Stephanie was professional, comprehensive and patient! it was a joy working with her!

It was a pleasure to work with Stephanie. I was moving from Baltimore to Chicago. So I had to make my weekend trips to Chicago count. Stephanie knew exactly what I was looking for and scheduled walk-throughs for only homes that might of interested me. I reviewed about 500 homes online and 2 dozen homes in person. She knew I was a discerning client and worked with me to find the perfect home and neighborhood.

Stephanie is the most resourceful and responsive realtor on the planet. But more importantly, Stephanie truly cares. Her talent lies in her interest to fully understand her client's tastes and leveraging that knowledge in finding the appropriate properties to suit them. Brad Cohn, Lakeview, East Village, Bucktown

Lakeview, East Village, Bucktown

Stephanie is a wonderful agent and I can't say enough about how wonderful the process of buying my first home truly made me feel. I look forward to working with Stephanie in the future. Amy Moulis, Lincoln Park

Lincoln Park

Stephanie was absolutely invaluable in both our relocation to Chicago and our relocation from Chicago. She quickly assessed our priorities and assertively managed our purchase, helping us quickly obtain the perfect property, Later she was able to sell our home in 10 days obtaining a higher price than anticipated. .. More importantly, Stephanie exudes an unparalleled level of integrity and professionalism. Brian Lantz, River North

River North

I have worked with Stephanie to help purchase my first condo, subsequently sell that condo and subsequently buy another condo. Stephanie has been very helpful and professional to work with, helping to meet my needs and my family's. I recommend her and would definitely use her again in the future. Brian Clough, Lincoln Square, Bucktown and Sheridan Park

Lincoln Square, Bucktown and Sheridan Park

I have a unique perspective on Stephanie in that, not only is she one of my service partners, but I have also utilized her to buy my own property. In both instances, Stephanie is absolutely at the top of her field. Stephanie worked with me and my then fiance to find our first Condo in the spring of 2005. She was patient and professional, but most importantly, she listened to us and found us what we were looking for. Her assessment of our likes and dislikes paid off and we could not have been happier with the choice we made. And, best of all, when we went to sell in 2007, in one of the worst Real Estate Markets in 30 years, we walked away with a sales price over 5% higher than what we purchased at. I don't think many people could say that last year. I reccomend Stephanie on a regular basis and will continue to work with her myself. Joe Burke, Lincoln Square

Lincoln Square

I was new to the area and didn't know a thing about Chicago or its market. I am now a proud owner of a new home, which I absolutely love, and I owe Stephanie a great deal of thanks for that! Ms. Christian Turner, Lincoln Park

Lincoln Park

Stephanie did an excellent job. I was more than satisfied with her professional manner and genuine interest in providing quality service... She still calls to check on me months after the sale! Mr. Maureen Marcon, East Village

East Village

Her professionalism is enhanced by the fact that she truly cares about her clients. Her constant communication with us helped relieve some of the anxiety we had in selling our home...so much that she is selling another property of ours as well as helping us buy another building. Mr. & Mrs. Malcolm Logan, Lakeview

Lakeview

Stephanie sold my property after another broker could not, while I took a job out of town. I was impressed with her level of communication. She kept me in the loop constantly and was able to sell my home quickly and for a higher price than my previous Realtor had attempted. She is so professional, and I'd put my name to her any day. Mr. David Novelli, Logan Square

Logan Square

Our home had been on for months, with two previous attempts with other Realtors, and then we were referred to Stephanie. She was able to take our emotions out of the deal and help us through the transaction... We are so happy in our new home and now refer her to everyone we know! Mr & Mrs. Dave B., Mayfair

Mayfair

Stephanie handles herself with the utmost professionalism and shows a level of integrity that is not common in the real estate world! Mr.Robert S., Esq., West Town

West Town

Stephanie helped us decide how to best stage the condo. I painted, wall papered, changed out light fixtures and made everything look new with cleaning as she requested. She brought in flowers, made beds, put dishes in the dishwasher (when I forgot or wasn't prepared) and even watched our two cats when we were out of town. She really put a lot of effort in to getting our hard to sell condo sold. With the four flat, there were only a few suggestions on how to stage the building that we completed. She was very considerate of my great tenants to make sure that her showings did not inconvenience or surprise them. As a result, they were friendly and considerate to potential buyers - that always helps! She got it sold quickly for a good price. Our purchase was more difficult since we wanted a 3 or 4 flat. She looked with us for over a year. She was excellent about following up on questions and very professional. There are a lot of bad agents out there. We highly recommend Stephanie. Marianne Grisdale, Wicker Park

Wicker Park

Read More of Stephanie's reviews

Stephanie's Past Sales

Ready To Get Started?

Contact Stephanie Now

Reviews For Stephanie

See what people are saying about Dream Town's Stephanie Wesson

Stephanie is a real professional. She knew all the ins and outs of buying a older home in Chicagoland and all of the pitfalls a buyer could face. Her expertise allowed me to make an informed decision on buying my home. I will happily recommend her.

Diane Schommer

Stephanie Wesson was personable and professional in helping me with the sale of my house. I had never sold a home before and had a lot of questions. She sat with me and explained the process. I also appreciated that she went over all of the comparable properties so that I would understand how to arrive at the list price. She was good at getting back to me quickly and finding answers to all my questions. I referred her to friends who were selling their condominium and they were also impressed. Both of us sold our homes the first weekend they were listed.

Karen Bez
Uptown

Look no further! Stephanie was the best we ever worked with. She is smart, responsive, and really contributed to the decision making process based on our wants and needs. Plus, she's got a great personality which makes her pleasure to work with! SO hard to find good people and we are happy to have her on our team in the future!

Michael Mastalir
Uptown

My wife and I have been working with Stephanie for about 4 years. She has consistently gone above and beyond our expectations. Her knowledge on the market and her patience in helping us find the right properties has been extremely valuable. On top of helping us purchase two properties in a short time-frame, she has helped us navigate the rental process and helped us find great tenants. In addition to her real estate expertise, she has a positive attitude that makes it fun to work with her. We have already referred her services to a few friends/colleagues and recommend her for anyone that is considering purchasing a home/condo/apt in the greater Chicagoland area.

Patrick Dillon
Bucktown

We started our Journey in March with Stephanie and by July we sold our home and bought our new house. Stephanie provided excellent advice on how to prepare our home to garner the greatest return on the selling price. Our house was placed on the market by the end of April and offers immediately came in and we got our asking price ! Throughout the selling process we were able to find a new home. Stephanie negotiated an excellent purchase price on our new home and the rest is history. She was committed to every step of the process ! Thank you Stephanie :)

Marge Stabile
River Grove

My wife and I have now utilized Stephanie Wesson's expertise twice. In 2014, she helped us sell our condo in Bucktown, and then, in 2018, when we were ready to purchase property again, she helped us buy our current townhome in Lincoln Park. We would absolutely recommend Stephanie to anyone looking to buy or sell in Chicagoland. Each time, she made us feel like we were her very top priority, taking the time to sit down with us whenever we had questions, and guiding us through the entire process. 5 Stars!

David March & Stacey Mazza
West DePaul

RELATIONSHIP is key with Stephanie Wesson. Her professionalism, knowledge of the housing market, as well as the technical aspects of the buildings we were looking at were immediately evident. We have been searching for our dream downtown condo and Stephanie’s knowledge of the Lincoln Park market helped us find just the right home. She is kind and patient and has become a friend in this process. Comparables are a key aspect of finding a fair price for the buyer and the seller and she does her homework. When we finally made our decision, the process went extremely smooth because Stephanie and her experienced team of professionals did all the hard work. Her team was available any time to answer any question and keep the process moving. We highly recommend her – definitely FIVE STARS!

Pam & Criag Howard
Park West

Stephanie and her team are the epitome of what realty should be today. They looked beyond the transaction to see a real relationship and real people with real needs and concerns at a very vulnerable time. But the team led fearlessly in every way possible -- from contractors to lawyers to inspectors to mortgage brokers to movers to new neighbors. They are what we hope everyone secures: THE consummate gladiator that you want on your side. What's more, they sold our home within a week and they helped us to secure a new home despite three competing bids--all with grace under pressure. So what began as a simple business relationship ended with a genuine friendship because of the trust and respect they built with us. We will never work with a different realtor and we very much encourage all those out there to do the same.

Chip Bouchard & Chris Vassil
Graceland West

I can't say enough about this team - we have bought and sold a number of houses and can never find an agent we like. This group completely changed that. They were incredibly responsive, responding to texts immediately and even managing to negotiate extras that I was not expecting.

Rebecca
Chicago

Stephanie Wesson sold both my home and my studio properties. The studio sold in one day, and the home within one week of listing. Both properties had multiple offers and sold above list price. It's a pleasure to work with Stephanie. She is very personable, and she clearly knows how to do an effective presentation. She was most helpful in handling painting and staging my home after I relocated to New Mexico. Two Thumbs UP!

Terrance Auch
Bucktown

Stephanie was knowledgeable and direct. She worked well with our needs and adapted quickly to our desired level of responsiveness. I can see she reads her clients well and easily molds her style to match each family. Would highly recommend her!

Lisa Cannon
Kenwood

Amazing realtor....Competent, savvy negotiator, reliable, trustworthy, kind, smart and readily available are words that we have used to describe Stephanie's work with us in a search that was actually started and completed in just short of two months. We found her online two years prior to actually needing to go through with a condo purchase in Evanston, and through that time she patiently kept in touch. But the week that we decided a move was necessary, she cleared time immediately to show us the many choices we had indicated interest from online postings. Stephanie continued to present more properties which she knew about and got us in that week to see the choices we agreed most met our needs. Throughout the viewings, purchase agreements, a smooth closing and endless questions she was extremely helpful and accurate. She was detailed to perfection,speedy and attentive to our numerous calls. We were beyond pleased with the entire process. Not being from the Chicago area, Stephanie continues to be our go to call for referrals to complete renovation and repairs during our settling process. Each of these individuals have also shown the same work ethic that she demonstrates. We highly recommend her and can honestly say after buying and living in five states, don't think we have ever worked with another realtor of her outstanding caliber.

John & Nancy Person
Evanston

If you are looking for a buyer's agent in the Chicagoland area, look no further than Stephanie Wesson at DreamTown Realty. Stephanie is everything one could want in a real estate agent: professional, knowledgeable, creative, and on top of things. She asked great questions to pinpoint what I wanted in a condo and scrutinized each place we looked at to help me make the right decision. She made herself available 24/7 and went above and beyond to take the stress out of an inherently stressful process. I can't imagine that the process of finding a new place and getting through closing would have gone as smoothly with anyone else. I would use Stephanie and her team again without hesitation and highly recommend them!

Julie Gabel
Streeterville

Stephanie is the best at what she does, matching prospective property buyers and sellers with the best available value in the market. She knows Chicago so well and is well ahead of current and future trends in property appreciation and growth. Would recommend her for all real estate agent needs. Greg Brooke

Greg Brooke

We couldn't have been happier with the service Stephanie provided when helping us sell our River North condo. Based on her knowledge of the market and market conditions, she was optimistic about the value we could get (estimating $30k more than other realtors we interviewed!). We had renters when the unit went on the market, and she was extremely kind and respectful of our tenants as we started showings. She was patient and didn't push any major price drops. She told us to not to accept offers she thought were too low, and in less than 3 months, she delivered - we got our price! She even delivered a quick market analysis for the condo from 2 years prior when I started renting it (I needed it for tax purposes). She worked hard for us, and we highly recommend her if you're looking to sell. Katina Tullis, River North

Katina Tullis
River North

Stephanie was professional, comprehensive and patient! it was a joy working with her!

Shelley Saindon

It was a pleasure to work with Stephanie. I was moving from Baltimore to Chicago. So I had to make my weekend trips to Chicago count. Stephanie knew exactly what I was looking for and scheduled walk-throughs for only homes that might of interested me. I reviewed about 500 homes online and 2 dozen homes in person. She knew I was a discerning client and worked with me to find the perfect home and neighborhood.

Thomas Njo

Stephanie is the most resourceful and responsive realtor on the planet. But more importantly, Stephanie truly cares. Her talent lies in her interest to fully understand her client's tastes and leveraging that knowledge in finding the appropriate properties to suit them. Brad Cohn, Lakeview, East Village, Bucktown

Brad Cohn
Lakeview, East Village, Bucktown

Stephanie is a wonderful agent and I can't say enough about how wonderful the process of buying my first home truly made me feel. I look forward to working with Stephanie in the future. Amy Moulis, Lincoln Park

Amy Moulis
Lincoln Park

Stephanie was absolutely invaluable in both our relocation to Chicago and our relocation from Chicago. She quickly assessed our priorities and assertively managed our purchase, helping us quickly obtain the perfect property, Later she was able to sell our home in 10 days obtaining a higher price than anticipated. .. More importantly, Stephanie exudes an unparalleled level of integrity and professionalism. Brian Lantz, River North

Brian Lantz
River North

I have worked with Stephanie to help purchase my first condo, subsequently sell that condo and subsequently buy another condo. Stephanie has been very helpful and professional to work with, helping to meet my needs and my family's. I recommend her and would definitely use her again in the future. Brian Clough, Lincoln Square, Bucktown and Sheridan Park

Brian Clough
Lincoln Square, Bucktown and Sheridan Park

I have a unique perspective on Stephanie in that, not only is she one of my service partners, but I have also utilized her to buy my own property. In both instances, Stephanie is absolutely at the top of her field. Stephanie worked with me and my then fiance to find our first Condo in the spring of 2005. She was patient and professional, but most importantly, she listened to us and found us what we were looking for. Her assessment of our likes and dislikes paid off and we could not have been happier with the choice we made. And, best of all, when we went to sell in 2007, in one of the worst Real Estate Markets in 30 years, we walked away with a sales price over 5% higher than what we purchased at. I don't think many people could say that last year. I reccomend Stephanie on a regular basis and will continue to work with her myself. Joe Burke, Lincoln Square

Joe Burke
Lincoln Square

I was new to the area and didn't know a thing about Chicago or its market. I am now a proud owner of a new home, which I absolutely love, and I owe Stephanie a great deal of thanks for that! Ms. Christian Turner, Lincoln Park

Ms. Christian Turner
Lincoln Park

Stephanie did an excellent job. I was more than satisfied with her professional manner and genuine interest in providing quality service... She still calls to check on me months after the sale! Mr. Maureen Marcon, East Village

Mr. Maureen Marcon
East Village

Her professionalism is enhanced by the fact that she truly cares about her clients. Her constant communication with us helped relieve some of the anxiety we had in selling our home...so much that she is selling another property of ours as well as helping us buy another building. Mr. & Mrs. Malcolm Logan, Lakeview

Mr. & Mrs. Malcolm Logan
Lakeview

Stephanie sold my property after another broker could not, while I took a job out of town. I was impressed with her level of communication. She kept me in the loop constantly and was able to sell my home quickly and for a higher price than my previous Realtor had attempted. She is so professional, and I'd put my name to her any day. Mr. David Novelli, Logan Square

Mr. David Novelli
Logan Square

Our home had been on for months, with two previous attempts with other Realtors, and then we were referred to Stephanie. She was able to take our emotions out of the deal and help us through the transaction... We are so happy in our new home and now refer her to everyone we know! Mr & Mrs. Dave B., Mayfair

Mr & Mrs. Dave B.
Mayfair

Stephanie handles herself with the utmost professionalism and shows a level of integrity that is not common in the real estate world! Mr.Robert S., Esq., West Town

Mr.Robert S., Esq.
West Town

Stephanie helped us decide how to best stage the condo. I painted, wall papered, changed out light fixtures and made everything look new with cleaning as she requested. She brought in flowers, made beds, put dishes in the dishwasher (when I forgot or wasn't prepared) and even watched our two cats when we were out of town. She really put a lot of effort in to getting our hard to sell condo sold. With the four flat, there were only a few suggestions on how to stage the building that we completed. She was very considerate of my great tenants to make sure that her showings did not inconvenience or surprise them. As a result, they were friendly and considerate to potential buyers - that always helps! She got it sold quickly for a good price. Our purchase was more difficult since we wanted a 3 or 4 flat. She looked with us for over a year. She was excellent about following up on questions and very professional. There are a lot of bad agents out there. We highly recommend Stephanie. Marianne Grisdale, Wicker Park

Marianne Grisdale
Wicker Park

Contact Stephanie Wesson

Mobile - 773.306.8700

    We hate spam and will never sell your email or contact information with anyone.