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RHONDA CHESMORE

BROKER ASSOCIATE | REALTOR®

“Building Relationships, While Opening New Doors”

For more than three decades, Rhonda Chesmore has been forging relationships by making her clients’ dreams become reality. This didn’t happen by accident, however. Rhonda Chesmore has cut her teeth in practically every facet of the real estate industry--from codes and construction to management and sales. A passionate, driven, and zealous real estate agent, Rhonda prides herself on her absolute dedication to creating long-lasting relationships with her clients, opening the doors to the next exciting chapter in their lives.

An Orlando native who attended Oak Ridge High School, Rhonda is an expert on Central Florida real estate with 30 years of experience in the industry. She began her career as a property manager with oversight responsibilities of onboarding new owners, converting applicants to tenants, and helping owners maintain their investments. She then transitioned to the new home building industry, where she gained first-hand knowledge of design, construction, inspections, and addressing objections from clients. As a realtor, this invaluable experience enables her to help her clients better understand the nuances of listing a home, from envisioning potential  to cost estimation, contract negotiations, and remodeling.

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TESTIMONIALS

This week was so stressful. The first house we placed an offer on thankfully did not work out. The second one was a bidding war that I just won thanks to Rhonda Chesmore! After commuting thousands of miles the past 11 years we will finally live 5 minutes from work. So thankful and excited for our new beginnings!! 🙏
Aida S.
Rhonda is simply a fantastic person and highly skilled and attentive realtor, which is an absolute winning combination. Having bought and sold homes in South Florida, Central Florida and Virginia, I have experienced various different realtors and unfortunately I did not have the best experiences. Until Rhonda. She was quite simply 180 degrees different than any realtor I have met (and I also defended a number in litigation for over a decade) and certainly 180 degrees different than any I have ever done business with. She was such an absolute professional from beginning to the end, and even beyond. In fact, my family considers her a friend. If I knew more people who were looking to buy or sell a home, I would recommend that each and every one of them request Rhonda's advice, assistance, and service. Buying and selling a home is likely one of the more stressful events in life (at least from a financial perspective). Rhonda, unlike my past experiences of buying and selling homes, made our current purchase a pleasant, easy endeavor. If you are looking to buy or sell your home, please at least give Rhonda a call and speak with her. I'm certain that when you do you will be able to see what I mention above within the first five minutes of speaking with Rhonda. And, it only gets better from there. Rhonda is an absolute credit to her profession!
Bob R.
It is our immense pleasure to recommend Rhonda Chesmore as a real estate agent for any individual or family searching for the ideal home. Rhonda is a highly attentive agent, as if you are her only customer. She is highly personable with an engaging personality! We are pleased to recommend Rhonda Chesmore to anyone looking to buy or sell a home. She is hands down the best in the business, and if we ever need to move again she will be our first choice in real estate agents.
Jill D.
Rhonda has been the most helpful real estate professional I have ever dealt with. I will continue to use her for my personal and business real estate needs.
Dan T.
Rhonda was amazing from beginning to end!!! I had a difficult price range and Rhonda was able to get me into an amazing townhome in a gated community! She was knowledgeable and able to answer all of my questions. As a first time home buyer, you can imagine how lost I was! Rhonda was available any time I needed her and made it a seamless process from finding the home, to inspection, to closing. She is also about the sweetest person I have ever met! I will definitely be using her for every future home and you should too!
Brittany H.
I have the privilege of counting Rhonda not only as my very most favorite realtor that I have ever known, but just as important one of very best friends. I highly recommend Rhonda as both a realtor and a very good friend. Once she sells your home or helps you buy a home, she keeps in touch with you as a very good friend. Anyone who wants results and a good friend, do yourself a favor get acquainted with Rhonda Chesmore.
Bob L.
We were not actively looking for a home but we knew where we wanted to be in Winter Park if we did buy. Rhonda kept me updated on any properties that met our criteria at least monthly over a two year period. We finally found the perfect home and Rhonda was great at facilitating the purchase. We also listed our previous home with Rhonda to sell. She marketed it really well and we sold within the first month we listed it. Overall, great experience with Rhonda on both transactions.
Carrie C.
Rhonda is a first-rate realtor. Nobody hustles or works harder to sell than Rhonda! She communicated with us all throughout but was never overbearing. Her feedback on the listing price was right 'on the money' and once we took her advice, we had an offer within about 10 days (and that was in the middle of the COVID mess when it seemed like the sky was falling!). I thought sure that with the stock market tanking and the worldwide pandemic in full swing, that it would many months of waiting. Instead, Rhonda had the house shown 4 or 5 times within the first 10 days and got a cash offer right out of the gate!! We could not have been happier with her work and feel that she was worth every cent. Thank you, Rhonda!
Jennifer F.
Rhonda Chesmore is amazing!
Rhonda was always responsive, positive, informative and encouraging. We listed my mother's condo in Altamonte Springs at a time when the interest rates and condo fees were going up which caused us concern but Rhonda was always reassuring. She has years of experience and an excellent reputation for getting good results. I highly recommend Rhonda to any and all prospective sellers and/or buyers!
Donna Draves, P.A.
“Rhonda was the ultimate professional. She sold my house in one week. She was always attentive to my needs. I highly recommend Rhonda to anyone looking to buy or sell.”
Doug F. 
This week was so stressful. The first house we placed an offer on thankfully did not work out. The second one was a bidding war that I just won thanks to Rhonda Chesmore! After commuting thousands of miles the past 11 years we will finally live 5 minutes from work. So thankful and excited for our new beginnings!! 🙏
Aida S.
Rhonda is simply a fantastic person and highly skilled and attentive realtor, which is an absolute winning combination. Having bought and sold homes in South Florida, Central Florida and Virginia, I have experienced various different realtors and unfortunately I did not have the best experiences. Until Rhonda. She was quite simply 180 degrees different than any realtor I have met (and I also defended a number in litigation for over a decade) and certainly 180 degrees different than any I have ever done business with. She was such an absolute professional from beginning to the end, and even beyond. In fact, my family considers her a friend. If I knew more people who were looking to buy or sell a home, I would recommend that each and every one of them request Rhonda's advice, assistance, and service. Buying and selling a home is likely one of the more stressful events in life (at least from a financial perspective). Rhonda, unlike my past experiences of buying and selling homes, made our current purchase a pleasant, easy endeavor. If you are looking to buy or sell your home, please at least give Rhonda a call and speak with her. I'm certain that when you do you will be able to see what I mention above within the first five minutes of speaking with Rhonda. And, it only gets better from there. Rhonda is an absolute credit to her profession!
Bob R.
It is our immense pleasure to recommend Rhonda Chesmore as a real estate agent for any individual or family searching for the ideal home. Rhonda is a highly attentive agent, as if you are her only customer. She is highly personable with an engaging personality! We are pleased to recommend Rhonda Chesmore to anyone looking to buy or sell a home. She is hands down the best in the business, and if we ever need to move again she will be our first choice in real estate agents.
Jill D.
Rhonda has been the most helpful real estate professional I have ever dealt with. I will continue to use her for my personal and business real estate needs.
Dan T.
Rhonda was amazing from beginning to end!!! I had a difficult price range and Rhonda was able to get me into an amazing townhome in a gated community! She was knowledgeable and able to answer all of my questions. As a first time home buyer, you can imagine how lost I was! Rhonda was available any time I needed her and made it a seamless process from finding the home, to inspection, to closing. She is also about the sweetest person I have ever met! I will definitely be using her for every future home and you should too!
Brittany H.
I have the privilege of counting Rhonda not only as my very most favorite realtor that I have ever known, but just as important one of very best friends. I highly recommend Rhonda as both a realtor and a very good friend. Once she sells your home or helps you buy a home, she keeps in touch with you as a very good friend. Anyone who wants results and a good friend, do yourself a favor get acquainted with Rhonda Chesmore.
Bob L.
We were not actively looking for a home but we knew where we wanted to be in Winter Park if we did buy. Rhonda kept me updated on any properties that met our criteria at least monthly over a two year period. We finally found the perfect home and Rhonda was great at facilitating the purchase. We also listed our previous home with Rhonda to sell. She marketed it really well and we sold within the first month we listed it. Overall, great experience with Rhonda on both transactions.
Carrie C.
Rhonda is a first-rate realtor. Nobody hustles or works harder to sell than Rhonda! She communicated with us all throughout but was never overbearing. Her feedback on the listing price was right 'on the money' and once we took her advice, we had an offer within about 10 days (and that was in the middle of the COVID mess when it seemed like the sky was falling!). I thought sure that with the stock market tanking and the worldwide pandemic in full swing, that it would many months of waiting. Instead, Rhonda had the house shown 4 or 5 times within the first 10 days and got a cash offer right out of the gate!! We could not have been happier with her work and feel that she was worth every cent. Thank you, Rhonda!
Jennifer F.
Rhonda Chesmore is amazing!
Rhonda was always responsive, positive, informative and encouraging. We listed my mother's condo in Altamonte Springs at a time when the interest rates and condo fees were going up which caused us concern but Rhonda was always reassuring. She has years of experience and an excellent reputation for getting good results. I highly recommend Rhonda to any and all prospective sellers and/or buyers!
Donna Draves, P.A.
“Rhonda was the ultimate professional. She sold my house in one week. She was always attentive to my needs. I highly recommend Rhonda to anyone looking to buy or sell.”
Doug F. 
This week was so stressful. The first house we placed an offer on thankfully did not work out. The second one was a bidding war that I just won thanks to Rhonda Chesmore! After commuting thousands of miles the past 11 years we will finally live 5 minutes from work. So thankful and excited for our new beginnings!! 🙏
Aida S.
Rhonda is simply a fantastic person and highly skilled and attentive realtor, which is an absolute winning combination. Having bought and sold homes in South Florida, Central Florida and Virginia, I have experienced various different realtors and unfortunately I did not have the best experiences. Until Rhonda. She was quite simply 180 degrees different than any realtor I have met (and I also defended a number in litigation for over a decade) and certainly 180 degrees different than any I have ever done business with. She was such an absolute professional from beginning to the end, and even beyond. In fact, my family considers her a friend. If I knew more people who were looking to buy or sell a home, I would recommend that each and every one of them request Rhonda's advice, assistance, and service. Buying and selling a home is likely one of the more stressful events in life (at least from a financial perspective). Rhonda, unlike my past experiences of buying and selling homes, made our current purchase a pleasant, easy endeavor. If you are looking to buy or sell your home, please at least give Rhonda a call and speak with her. I'm certain that when you do you will be able to see what I mention above within the first five minutes of speaking with Rhonda. And, it only gets better from there. Rhonda is an absolute credit to her profession!
Bob R.
It is our immense pleasure to recommend Rhonda Chesmore as a real estate agent for any individual or family searching for the ideal home. Rhonda is a highly attentive agent, as if you are her only customer. She is highly personable with an engaging personality! We are pleased to recommend Rhonda Chesmore to anyone looking to buy or sell a home. She is hands down the best in the business, and if we ever need to move again she will be our first choice in real estate agents.
Jill D.
Rhonda has been the most helpful real estate professional I have ever dealt with. I will continue to use her for my personal and business real estate needs.
Dan T.
Rhonda was amazing from beginning to end!!! I had a difficult price range and Rhonda was able to get me into an amazing townhome in a gated community! She was knowledgeable and able to answer all of my questions. As a first time home buyer, you can imagine how lost I was! Rhonda was available any time I needed her and made it a seamless process from finding the home, to inspection, to closing. She is also about the sweetest person I have ever met! I will definitely be using her for every future home and you should too!
Brittany H.
I have the privilege of counting Rhonda not only as my very most favorite realtor that I have ever known, but just as important one of very best friends. I highly recommend Rhonda as both a realtor and a very good friend. Once she sells your home or helps you buy a home, she keeps in touch with you as a very good friend. Anyone who wants results and a good friend, do yourself a favor get acquainted with Rhonda Chesmore.
Bob L.
We were not actively looking for a home but we knew where we wanted to be in Winter Park if we did buy. Rhonda kept me updated on any properties that met our criteria at least monthly over a two year period. We finally found the perfect home and Rhonda was great at facilitating the purchase. We also listed our previous home with Rhonda to sell. She marketed it really well and we sold within the first month we listed it. Overall, great experience with Rhonda on both transactions.
Carrie C.
Rhonda is a first-rate realtor. Nobody hustles or works harder to sell than Rhonda! She communicated with us all throughout but was never overbearing. Her feedback on the listing price was right 'on the money' and once we took her advice, we had an offer within about 10 days (and that was in the middle of the COVID mess when it seemed like the sky was falling!). I thought sure that with the stock market tanking and the worldwide pandemic in full swing, that it would many months of waiting. Instead, Rhonda had the house shown 4 or 5 times within the first 10 days and got a cash offer right out of the gate!! We could not have been happier with her work and feel that she was worth every cent. Thank you, Rhonda!
Jennifer F.
Rhonda Chesmore is amazing!
Rhonda was always responsive, positive, informative and encouraging. We listed my mother's condo in Altamonte Springs at a time when the interest rates and condo fees were going up which caused us concern but Rhonda was always reassuring. She has years of experience and an excellent reputation for getting good results. I highly recommend Rhonda to any and all prospective sellers and/or buyers!
Donna Draves, P.A.
“Rhonda was the ultimate professional. She sold my house in one week. She was always attentive to my needs. I highly recommend Rhonda to anyone looking to buy or sell.”
Doug F. 

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