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Stephanie Wesson

Stephanie Wesson Chicago, IL Real Estate Agent Headshot

I help buyers, sellers, and relocating clients navigate those decisions with confidence through a combination of market expertise, strategic planning, design insight, and thoughtful guidance.

License
#475147460

+24

Years of Experience

5.0

Stars on Zillow Reviews

Top 1.5%

Nation – RealTrends Verified

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What My Clients Say

We have hired Stephanie to help us sell 2 homes - one in the city and one in the suburbs. Both times, she was able to get us a great price and was so helpful in identifying things to do to prepare our home to sell and strategizing on the asking price and showings. We would absolutely hire her again.
We have hired Stephanie to help us sell 2 homes - one in the city and one in the suburbs. Both times, she was able to get us a great price and was so helpful in identifying things to do to prepare our home to sell and strategizing on the asking price and showings. We would absolutely hire her again.
Katjana S.
Stephanie is the perfect agent. She gets it! Stephanie’s attention to detail, incredible responsiveness, vast market knowledge, and client service are top-notch. I highly recommend Stephanie because she is proactive, very easy to work with, and helped us find our dream home. Stephanie, Thank you!
Stephanie is the perfect agent. She gets it! Stephanie’s attention to detail, incredible responsiveness, vast market knowledge, and client service are top-notch. I highly recommend Stephanie because she is proactive, very easy to work with, and helped us find our dream home. Stephanie, Thank you!
Brian M.
Stephanie did a great job of marketing our property. Her positive personality energized the entire process. We had a signed contract in less than 30 days. She also helped us buy a home, which we absolutely love. Thanks for all your help!
Stephanie did a great job of marketing our property. Her positive personality energized the entire process. We had a signed contract in less than 30 days. She also helped us buy a home, which we absolutely love. Thanks for all your help!
Buyer & Seller
We cannot recommend Stephanie enough, especially as first-time home buyers. Stephanie was incredibly generous with her time and her expertise. She sat down with us and made sure she understood exactly what we were looking for, while making sure to keep us grounded in reality on what's out there. Stephanie's frankness and know-how meant we didn't waste time on any properties that weren't right for us and helped us find a number of wonderful condos. She helped us make the most competitive offer that got us through to the finish line on the condo of our dreams, which seemed almost impossible before we met with her. All the resources she connected us to were incredibly trustworthy and reliable. She even assisted in explaining parts of the attorney review process to us and helped us draft relevant questions. Stephanie was a cheerleader, a confidant, and a delight throughout this process. If she's helping you buy your home, you are in for a real treat.
We cannot recommend Stephanie enough, especially as first-time home buyers. Stephanie was incredibly generous with her time and her expertise. She sat down with us and made sure she understood exactly what we were looking for, while making sure to keep us grounded in reality on what's out there. Stephanie's frankness and know-how meant we didn't waste time on any properties that weren't right for us and helped us find a number of wonderful condos. She helped us make the most competitive offer that got us through to the finish line on the condo of our dreams, which seemed almost impossible before we met with her. All the resources she connected us to were incredibly trustworthy and reliable. She even assisted in explaining parts of the attorney review process to us and helped us draft relevant questions. Stephanie was a cheerleader, a confidant, and a delight throughout this process. If she's helping you buy your home, you are in for a real treat.
Buyer
Stephanie was awesome throughout the entire condo-buying process. She took the time to understand exactly what I was looking for and helped me explore various different types of places and neighborhoods. I knew she had my best interests in mind and was going to help me find the best place at the best value. She was very well organized and great at keeping me updated throughout the process. Even after closing, she has continued to check in and has helped me find some contractors to do some work. Overall, an awesome experience, and I will definitely recommend Stephanie to everyone I know.
Stephanie was awesome throughout the entire condo-buying process. She took the time to understand exactly what I was looking for and helped me explore various different types of places and neighborhoods. I knew she had my best interests in mind and was going to help me find the best place at the best value. She was very well organized and great at keeping me updated throughout the process. Even after closing, she has continued to check in and has helped me find some contractors to do some work. Overall, an awesome experience, and I will definitely recommend Stephanie to everyone I know.
Brent
Stephanie is a great agent! You will be happy working with her!
Stephanie is a great agent! You will be happy working with her!
Chad D.
Stephanie did an outstanding job at helping us buy our first house. Her expertise, guidance, and responsiveness blew me away. She is very collaborative with other realtors, making the entire process go smoothly. Her negotiation skills helped us get the most competitive price for our new house, and I’m sure they’ll come in handy when we sell our condo soon! Overall, we genuinely loved working with her.
Stephanie did an outstanding job at helping us buy our first house. Her expertise, guidance, and responsiveness blew me away. She is very collaborative with other realtors, making the entire process go smoothly. Her negotiation skills helped us get the most competitive price for our new house, and I’m sure they’ll come in handy when we sell our condo soon! Overall, we genuinely loved working with her.
Daniel Ash W.
Stephanie is our go-to when buying and/or selling real estate. She’s incredibly detail-oriented, very strong with negotiating, and always puts her clients’ best interests first. Over the years, Stephanie has become my trusted confidant and friend. I highly recommend Stephanie Wesson to represent you in your next transaction. Stephanie’s keen ability to navigate complex transactions is wizardry - she’s truly amazing!
Stephanie is our go-to when buying and/or selling real estate. She’s incredibly detail-oriented, very strong with negotiating, and always puts her clients’ best interests first. Over the years, Stephanie has become my trusted confidant and friend. I highly recommend Stephanie Wesson to represent you in your next transaction. Stephanie’s keen ability to navigate complex transactions is wizardry - she’s truly amazing!
Brian M.
We have worked with Stephanie across multiple purchases and sales, and after recently selling our place with her, we are currently partnering with her again as we search for our next home. I often jokingly like to take a little credit for introducing her to much of our friend group after meeting her at an open house, where we laughed slightly too long about something minor, and I knew she understood me. Over the years and through many referrals, she has become someone our broader friend group trusts both professionally and personally. Even in a snowstorm, she shows up in a sensible pencil heel with an honest opinion. We recommend her without hesitation and are excited to have her guiding us as we look for our next home.
We have worked with Stephanie across multiple purchases and sales, and after recently selling our place with her, we are currently partnering with her again as we search for our next home. I often jokingly like to take a little credit for introducing her to much of our friend group after meeting her at an open house, where we laughed slightly too long about something minor, and I knew she understood me. Over the years and through many referrals, she has become someone our broader friend group trusts both professionally and personally. Even in a snowstorm, she shows up in a sensible pencil heel with an honest opinion. We recommend her without hesitation and are excited to have her guiding us as we look for our next home.
Hayden R.
Fantastic experience working with Stephanie! We felt good hands with Stephanie’s depth of experience and passion for work. We honestly could not have done it without Stephanie providing insight, market expertise, and support. Wouldn’t hesitate to work with her again!
Fantastic experience working with Stephanie! We felt good hands with Stephanie’s depth of experience and passion for work. We honestly could not have done it without Stephanie providing insight, market expertise, and support. Wouldn’t hesitate to work with her again!
Steven A.

Featured Listings

  • 2107 W Erie Street Pending

    $1,400,000

    2107 W Erie Street, Chicago, IL 60612

    MLS #: 12695628

    • 4 Beds
    • 4 Baths
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Neighborhoods

  • Lakeview
  • Lincoln Park
  • North Center
  • Roscoe Village
  • River North
  • West Loop
  • Andersonville
  • Bucktown
  • Wicker Park
  • West Town
  • Logan Square
  • Gold Coast
  • Lakeview

    Explore Lakeview

    Lakeview is one of Chicago’s most expansive and varied North Side neighborhoods, stretching from the lakefront west toward Ravenswood. Within it are East Lakeview, Northalsted, Wrigleyville, the Southport Corridor, and quieter residential pockets that feel entirely different despite sharing a neighborhood name. Housing ranges from vintage courtyard buildings and lakefront high-rises to condos, two-flats, greystones, and a limited supply of single-family homes. It is walkable, well connected, socially active, and occasionally loud enough to remind you that Wrigley Field is not decorative.

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  • Lincoln Park

    Explore Lincoln Park

    Lincoln Park pairs lakefront access, historic architecture and polished city living with an unusually broad housing mix, from vintage condominiums and row homes to high-rises, townhomes and exceptional single-family residences.

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  • North Center

    Explore North Center

    North Center combines residential calm with genuine city convenience, including Brown Line access, neighborhood businesses, community events and varied architecture. The broader community area includes Roscoe Village, Northcenter, Hamlin Park and St. Ben’s.

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  • Roscoe Village

    Explore Roscoe Village

    A village within the city, assuming your definition of village includes century-old two-flats mixed with new construction, very good coffee, and twelve buyers waiting for the same house. Roscoe Village pairs tree-lined residential streets with the restaurants, shops, and everyday businesses clustered around Roscoe Street. Vintage two-flats, greystones, and frame homes mingle with renovated properties and newer construction, while Brown Line access keeps the rest of Chicago comfortably within reach. It feels distinctly residential without feeling removed from the city. The catch? Housing inventory is extremely limited, and desirable properties can be fiercely competitive. Welcome to Roscoe Village.

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  • River North

    Explore River North

    River North pairs downtown Chicago energy with a diverse mix of luxury high-rises, historic lofts, acclaimed dining, architecture, galleries and riverfront access. I lived in River North for 11 years, giving me firsthand perspective on how much the experience can vary from one building and block to the next.

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  • West Loop

    Explore West Loop

    The West Loop pairs Chicago’s industrial architecture with polished new construction, destination dining and an increasingly residential rhythm. From Fulton Market’s converted warehouses to the parks, lofts and condominium buildings farther south, it offers downtown convenience without feeling quite like downtown.

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  • Andersonville

    Explore Andersonville

    Andersonville pairs Swedish roots with a distinctly independent spirit. Centered along Clark Street, the neighborhood is known for local shops, destination dining, vintage homes, a strong LGBTQ+ community, and an unusually loyal sense of place. Families also value access to Peirce, Rogers Park Montessori, and nearby Lycée Français de Chicago. It feels established, walkable, and lively without trying too hard, which may be exactly why people stay.

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  • Bucktown

    Explore Bucktown

    Bucktown blends fashion-forward city living with a more residential, settled feel than neighboring Wicker Park. Historic cottages, brick two-flats, contemporary homes, independent shops, destination restaurants, Holstein Park, and The 606 all contribute to a neighborhood that feels polished, connected, and distinctly livable.

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  • Wicker Park

    Explore Wicker Park

    Wicker Park pairs Chicago edge with serious polish. Around Milwaukee, Damen and North, historic homes and modern condos sit near independent shopping, standout dining, nightlife, the Blue Line and The 606, creating a walkable neighborhood that still knows how to keep things interesting

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  • West Town

    Explore West Town

    West Town is where Chicago’s creative energy meets neighborhood character. Spanning Ukrainian Village, East Village, Noble Square and the Grand Avenue corridor, it offers acclaimed restaurants, independent shops, historic architecture, contemporary homes and an easy connection to downtown without feeling remotely corporate.

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  • Logan Square

    Explore Logan Square

    Logan Square blends historic boulevards, distinctive architecture, independent restaurants, and a creative energy that continues to shape Chicago’s Northwest Side. From classic greystones and two-flats to thoughtfully designed new construction, the neighborhood offers a lively, residential feel with easy access to dining, nightlife, parks, and the Blue Line.

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  • Gold Coast

    Explore Gold Coast

    Explore Chicago’s Gold Coast neighborhood, from historic homes and luxury real estate to lakefront living, Oak Street shopping, dining, and local attractions.

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By providing your contact information to Stephanie Wesson, your personal information will be processed in accordance with Stephanie Wesson's Privacy Policy. By checking the box(es) below, you expressly consent to receive marketing or promotional real estate communication from Stephanie Wesson in the manner selected by you. For SMS text messages, message frequency varies. Message and data rates may apply. Consent is not a condition of purchase of any goods or services. You may opt out of receiving further communications from Stephanie Wesson at any time. To opt out of receiving SMS text messages, reply STOP to unsubscribe. SMS text messaging is subject to our Terms of Use.
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