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Meet Jennie

"Integrity is who you are when no one else is looking." ~Unknown

This simple quote has followed me around my entire adult life and bleeds into my career as a real estate broker.  Trust is of paramount importance in any business relationship.  Therefore, I strive to earn the trust of my clients by being honest, straightforward, communicative, educated, confident and creative throughout each transaction.  Completing a home purchase or sale is often stressful; and my goal is to always provide an exceptional real estate experience by making the process as smooth as possible for all parties involved from start to finish.

I promise to be 100% committed to you and your goals.

I have spent the past 23 years learning everything there is to know about the real estate industry – from negotiation strategies to property and market analysis. But the learning never stops. I remain committed to continuing to educate myself on new technologies, market shifts and other topics relevant to the real estate industry. Additionally, my previous experience as a business owner and property investor allows me to bring a unique and well-rounded perspective to each transaction.

When I am not working, I enjoy spending time with my husband doing anything outdoors - hiking, camping, photography, working out and playing with my three dogs.


  • Bachelor’s Degree: Psychology/Business – UW Stevens Point
  • Foundations of Business Certification – UW MBA Consortium
  • Real Estate Sales – Robbins & Lloyd
  • International Psi Chi Honor Society
  • Greater Milwaukee Association of Realtors
  • Wisconsin Realtors' Association
  • National Association of Realtors
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    What Clients Say About Jennie Castillo

    “On point, detailed and knowledgeable. Truly professional and organized. We closed in less than 30 days. So glad Jennie was there for us through the home buying process!”

    “It has always been my goal to buy a house in the countryside, fix it up, and turn it into a home to start my family. Jennie made this dream come true. She is a great listener hearing what your needs and wants are. In my opinion, no one works as fast or efficiently to get you viewing properties that fit your checklist and budget. The first house we looked at together, we made an offer and was accepted. Jennie’s many years of experience, strong connections to the community/local experts, and determination give her the best tools and ability to close deals. You want Jennie “in your corner” and “on your team” when you are talking about your hard-earned savings and dream house. For every step of the process, she was professional answering my questions and fighting for me until every box was crossed off the to-do list. I am very pleased with the results in about only about one month of completing the process together. Thank you Jennie for working alongside me and helping me achieve everything I have ever wanted and more!”

    “Working with Jennie Castillo was one of the best experiences of my life and I am certain that we would not be in our new home had it not been for her tenacity and astute attention to detail. Before we had worked with two other realtors both of whom signed us up for the MLS listing app so we would be alerted of potential listings when they came available but nothing more. I felt as though I was doing all the work looking for a home on the popular websites that everyone uses. The housing market in Southeastern Wisconsin for homes in the $300-$400 thousand range is so HOT! These homes are selling in hours so, by the time you see a home on the major sites, it would have multiple offers when you call to inquire about it. Jennie made sure we had all our affairs in order, so that when we found something, we would be ready and not miss out. Throughout the process, she remembered our "must have" and "total deal breakers lists" pointing out defects and potentially costly repairs which made the decision on which house to purchase much easier. We felt her support and commitment to finding us the best home which she did from start to closing in less than 60 days!”

    “I recently had the pleasure of working with Jennie when looking for my very first home. From day 1, Jennie was extremely helpful, and very knowledgeable about the market, she was always highly responsive to my emails and had great suggestions for homes to view based on what I was looking for. All throughout the negotiations and closing, Jennie was there with me. If the time ever comes when I need to look for a new home, there isn't any question on who my Realtor will be! Sincerely Cody”

    “Jennie is hands down the BEST! My husband and I knew nothing about buying a house, but Jennie helped us every step of the way. Day or night I would reach out to her and she would answer my questions. If there was a house we wanted to see she would make it happen and drop what she was doing to work around our crazy schedule! We now live in our dream home and I still reach out to her and even though the sale is done she has no problem with answering questions!! We would highly recommend her to anyone! Thanks again Jennie, we are truly happy with our home thanks to you!”

    “Working with Jennie took the stress out of our relocation process. She knew the market well and assisted us in negotiations. Always had our best interest at heart and provided options to us throughout the process. I would highly recommend her!”

    “Unbelievable helpful! Moved from Cincinnati area to WI, seamless transition made possible by Jennie. She's constantly thinking ahead, on the ball with areas most of our past realtors wouldn't be which left us empty-handed. In a hot market, she made shopping enjoyable guiding us to our dream lake home. :)”

    “We loved working with Jennie! We were first-time home buyers who were moving halfway across the country, and she was very patient with all of our questions and concerns. She was very thorough and prompt, and she made the process far easier than we anticipated. We definitely recommend working with her!”

    “Jennie showed us dozens of houses all over the Lake Country area without hesitation. She was knowledgeable in not only the area and what locations had to offer, but also in home construction concepts. Jennie was always prompt in responding to our requests and questions. She is definitely someone we would recommend and there is no doubt she will go above and beyond to find you exactly what you are looking for! Thank you so much Jennie for finding our forever home for our family.”

    “Jennie is amazing! We were able to buy and sell a home in one week and she made the process stress-free. She is so organized and prompt. We received live updates on the process and she was very patient and accommodating with our showing requests. We would recommend Jennie one hundred times. She is truly the best!!!”

    “I moved to Wisconsin from Boston in the summer of 2017. I happened to notice a property I liked and clicked on the button to get more information. Unlike the many other times, I had done this with other brokers, Jennie responded to me almost immediately. From that moment on, she never stopped working for me. Every time I saw a property I liked, she got me in to see it almost immediately. She really got exactly what I was looking for. Because of that, she knew exactly which condos to look for and was able to get me in practically before they came on the market! Despite stiff competition for the condo I bought, Jennie was able to close the deal. She got me the best condo I had seen, in the best location, within my price range, and got me moved in in just a couple of weeks. Without her, I'd still be sleeping in my parents' guest room. No one will work harder or be more in tune with what you want than Jennie!”

    “It has been our family’s pleasure to work with Jennie Castillo since 2010. She has become our one and only real estate guru and dear friend. My husband and I have counted on Jennie when it comes to investment properties in the lake country and surrounding area. Through Coldwell Banker Elite’s MLS listings via email, we are able to see new properties in our specific areas of interest, as soon as they come on the market. We have often taken advantage of her financing referrals to complete the sale, as well. She is detail orientated and extremely organized when it comes to documentation. Jennie worked with our daughter and son-in-law when they purchased their first home in Sussex and was knowledgeable on many 1st-time homeowner incentives. She also guided our son with his first townhouse purchase in Hartland and has continued to work with him, in his interest in real estate. We always look forward to working with Jennie when the next opportunity comes along!”

    “Jennie was a dream to work with! She responded quickly whenever I reached out to her with questions, which was a lot. Jennie was very patient and helped us narrow down the search to find the right home. Her advice and guidance were extremely helpful and I highly would recommend working with her.”

    “Working with Jennie was a great experience! My husband and I recently purchased our first home, so the whole process was completely new to us. Jennie always took the time to explain things and walk us through each step and was always available for any questions we had! Jennie made the entire process a wonderful and exciting experience! Jennie's experience and knowledge shine through in everything she does! My husband and I would both highly recommend Jennie Castillo to anyone looking for a Realtor who will work hard to help you find your new home!”

    “Jennie is an exceptional agent. I've worked with many over the years and Jennie stands head and shoulders above the rest. She conducts business in a way that is best for her client; not what is easiest for her. From the moment of my initial contact through the purchase of my home, she was always responsive, friendly, professional, knowledgeable, and helpful. Her "down-to-earth" approach is a quality that few possess yet is essential in the work she does. I would highly recommend Jennie to work with first-time home buyers all the way to individuals who own multiple properties. She's a gem!”

    “Jennie was very patient and always had our best interests at heart! She was very knowledgeable about lake country and as first-time home buyers, we really appreciated that she knew things about the houses we looked at that we had no idea about. She is the best person to work with when looking for a home, she will find you your dream home! She found us ours and could not be happier! Thank you Jennie for caring so much about your clients.”

    “Jennie is not only a very knowledgeable realtor, but she's also incredibly responsive and friendly. His style and approach lend themselves well to working with other realtors on "closing the deal". I highly recommend her!”

    “Where do we start?! We first met Jennie when we placed a random call to view a property in Oconomowoc. We had our house up for sale at the time but were not in any rush to buy, so we would just contact the listing agent if we wanted to view a house. Let us tell you...this was not always pleasant! We are not people who have ever been loyal to a realtor in the past but after meeting Jennie that changed. Jennie is one of the most personable, hard-working, and honest people we have met in the real estate world. From her overall knowledge of the business to her personal demeanor to her willingness to learn and ask questions for us.... let's just say.... we were pleasantly surprised. After that very first showing we never called another realtor because Jennie felt like a friend to us. Even though it is obviously her business we never felt like she was trying to make a sale. We could email, text, or call for showings or questions and she would get back to us right away. Happy to say that we did end up finding a house but more importantly an awesome person and friend.”

    “We were very pleased with our experience working with Jennie and recommend her highly. She is very personable, and professional, and made the process of purchasing a home very easy and enjoyable. Her attention to detail and ability to communicate clearly in a pleasant manner are wonderful assets. She does her job very well and we have no doubt that she will continue to do so for many years to come. She is an excellent agent to work with for anyone thinking of buying or selling a home. - Bryan and Lynn”

    “Jennie was an incredible agent. We were purchasing a home from out of state and had limited in Wisconsin to search for a home. Jennie did a ton of research on the homes available in the market, so once my plane landed in Milwaukee, we were able to hit the road running. She worked hard and showed me a good selection of homes in my price range and style. She was very accessible, and she responded quickly to my text messages and emails. I felt like Jennie went beyond the call of duty. She was a very thorough agent, and I highly recommend her and her services! ”

    “Your review helps others decide on the right agent for them. Please tell others why you recommend this agent. Jennie, Is an exceptional realtor. She went out of her way to help us sell our house in Green Bay, and made our relocation to the Oconomowoc area, as smooth as possible. She found a place for us to rent and later worked with our landlord to help us purchase the home we were renting. Jennie, made our closing as stress-free as possible. I would recommend Jennie to anyone. Once again, Jennie, we thank you for everything you have done for us. ”

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