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Meet Jessica Windham

Jessica Windham

Jessica Windham

Get to Know Me

Matthews Real Estate welcomes Jessica Press Windham to our team of experienced Realtors!  Originally from Gulfport, MS, she has called Oxford home since 1995. After graduating from Ole Miss with a degree in marketing, she has built a successful 25 year career in sales.

Licensed as a REALTOR ® since 2016, she brings with her a wealth of expertise and community connections.   She has enjoyed serving  on the Chamber of Commerce Board for 14 years, including 10 years as Chair of the “Shop Oxford” Committee.   She has served 10 years on the” Leadership Lafayette” steering committee, and was a Chamber Ambassador from 2011-2016.

Jessica is passionate about helping others through Real Estate as well as her new business, WELCOME HOME OXFORD. This venture partners with self-managing  short –term rental hosts from furnishing and styling to listings, guest prep, and on the ground help so that each guest arrival feels polished, comfortable, and welcoming.   

Outside work she treasures time with her daughters, Pressley and Molly Michael, and their pets. They enjoy attending Community Church and the youth programs. Let her experience, local knowledge, and heart for service work for you! Call Jessica  at 662-816-1501 for all your Real Estate needs!

WHAT OUR CLIENTS SAY

Carrie did such a great job helping me sell my Oxford condo! From initial walkthrough to final closing she made sure i knew what was going on and helped me find the best people to take care of getting my condo ready to sell for the best price. In a market like Oxford with so many realtors, it's hard to know which one to pick. With Carrie you are in great hands!

— Cameron B.

WHAT OUR CLIENTS SAY

My wonderful experience with Cherie Matthews was several years ago when my husband and I decided to move to a quieter area. We had lived in town for 32 years and wanted a calmer atmosphere. Searching through our area we found a house we wanted to check on. We knew of Cherie Matthews work and called her to privately check on this house for us and to set up a visit. She promptly did her homework and within...

— Buyer

WHAT OUR CLIENTS SAY

I can only speak of Cherie's character and expertise of the Oxford market. She is someone I can trust 100% to take care of us. She has helped me buy property in Oxford and helped my family with several purchases and sells over the past 20+ years. She is an amazing resource because she knows the Oxford and Lafayette County market inside and out.

— Buyer

WHAT OUR CLIENTS SAY

I have worked with Wil a lot over the past few years. If you need a house, a rental, land or whatever, he's your guy. No one knows this area better that he does; and he knows everybody.

— Mohammad A.

WHAT OUR CLIENTS SAY

Vast knowledge of Oxford. Familiar with all Oxford neighborhoods if you're looking for residential, well skilled in commercial land development whether it be future or existing trade areas. Knows true property values and will not advise purchase of overinflated inflated prices to benefit himself. I have benefited from his knowledge for residential and commercial property. Great integrity.

— Travlos

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