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Jenn Montgomery Realtor, GRI

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Jenn is very proud to be joining Tomlin St Cyr Real Estate Services as a founding member. Before changing her career to real estate, Jenn was a highly effective teacher and AVID coordinator in Hillsborough County. She now brings her passion for helping others to residential real estate. 

Earning her Bachelor's degree in Education from The Pennsylvania State University, she made the Dean's List every semester. During all four years at Penn State, Jenn served as a fitness instructor and volunteer with the largest student-run philanthropic organization in the world: THON. This organization is dedicated to providing support to families of children with pediatric cancer. Jenn also received her Master's degree in Educational Leadership from The University of West Florida in 2015. 

Growing up in Tampa, Jenn met her husband Matt in middle school where they grew up together both playing varsity and club soccer. Today they live in Tampa with their rescue cats and recently celebrated Matt's achievement of becoming a Pharmacist. Jenn enjoys travel, fitness, the creative arts and spending time with family and friends. She has worked part time at You Do the Dishes, a ceramics studio in New Tampa since she was 16. 

Bringing her lifetime love of homes, her genuine enthusiasm for people and her optimistic approach to life, Jenn is dedicated to making real estate not only simple, but exciting and fun for her clients. She is eager to work together with buyers and sellers to meet their real estate needs. 


"About two months ago I was in Tampa doing the traditional driving-around-looking-for-"For Rent"-signs in all areas of Tampa. I recently got a promotion in Tampa and had to find a place QUICK. While driving around SOHO, I came across this "Open House" sign, and without knowing if it was for rent/sale, I got out. This is where I met Jenn. The townhome happened to be for sale, so I asked Jenn if she did rentals and I took her business card. I left Tampa back to LA and had a few spots I had found in mind. In the interim of a week or so, I still wasn't too happy with the places I had found, and I decided to shoot Jenn an email; best decision ever! Jenn was extremely responsive and was ON IT with a list of places meeting all of my wants/needs. I wasn't able to fly into Tampa again until my official move, but Jenn made it super convenient for me by taking videos and tons of pics of the places I loved. Needless to say, I'm moved into the spot she found that met all off my wants/needs. She followed up to make sure all was going smooth and surpassed all my expectations. I plan to make a life in Tampa with this new career move, and I DEFINITELY will be using Jenn for the purchase of my home in the future. If you're looking for a Realtor, she's your girl! You will not be disappointed. She cares about her clients. Jenn: thank you SO much for all of your assistance finding a place in my new hometown. You rock!" - Yanese Forte

"I worked with Jenn for 5 years in the field of education and I can speak for her utmost professionalism, reliability, and attention to detail. Jenn always goes above and beyond to make sure every minute detail is perfect. I recently contacted Jenn about buying a house and within hours she sent me every piece of information she could gather on the house, along with her analysis of positives and places of concern. She also sent me a detailed list of her favorite contacts in the industry to help with all of our other needs. Mind you, she did all of this for me while she herself was slammed with many other clients and workshops. I can't recommend this wonderful lady enough."  - Jennifer Poole

"Jenn spent endless energy and hours helping an older family member buy a home- we couldn't be happier with the outcome! Jenn's compassion and dedication were present throughout the entire process. I would highly recommend her." - Lauren Seeley

"Jenn's personal touches will make your home buying experience both pleasant and memorable. You won't be disappointed." - Robin Stonaker

"Jenn will be by your side every step of the way, which is so important when it comes to buying your dream home. If you are looking for someone who will go the extra mile for you all while staying positive and energetic, she is the right realtor for you!!" - Samantha Nesbitt




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