Carolyn Chesser

Carolyn Chesser

  •   5   (31 reviews)

About Carolyn

I want to be your trusted resource for all of your Southwest Florida real estate needs. Originally from Minnesota, I made the move to Southwest Florida in 2001 and began my full-time real estate career in early 2003. For more than 23 years, I have helped buyers and sellers successfully navigate the local market while building my business on honesty, communication, market knowledge, and a genuine commitment to my clients. Whether you're buying your first home, selling a property, relocating, investing, or searching for your dream waterfront home, I am dedicated to providing personalized service and expert guidance every step of the way. Having lived and worked in Southwest Florida for over two decades, I understand the communities, neighborhoods, and lifestyle that make this area such a wonderful place to call home. Whether you're ready to make a move now or just starting to explore your options, I'd be happy to help. Let's talk! 🏡🌴??

Carolyn's reviews

  5  
Carolyn has 31 reviewsacross 9 different locations, showing 6.
Review Carolyn
about 1 month ago
The best in all areas.

Carolyn has been our agent for several real estate transactions which should say a lot. We wouldn’t use anyone else. She is knowledgeable, professional, and very attentive guiding us through the process. I highly recommend her.

about 2 months ago
Carolyn is conscientious, knowledgeable, thorough and always positive.

Carolyn was always there when we needed her. She had the answers for a multitude of questions. She was always upbeat and cheerful, even when faced with taxing situations. We could not have asked for anyone better to help us through the sale of our property.

about 2 months ago
Professionalism plus

My husband and I met Carolyn with the intention of finding a home for us here in Cape Coral to be closer to family. However shortly afterward, he was diagnosed with a terminal illness and we knew I would be moving here alone. Carolyn showed a depth of compassion, kindness and empathy that was so much appreciated during a very difficult time. After my husband died, she continued in that vein, understanding I was trying to make decisions by myself for the first time in over 59 years. She met with my son and DIL, who were residents here, showing properties that fit my "must have" saving me numerous drives from the east coast. She was patient with them as they were helping me cope with so much turmoil in my life. She showed me numerous properties, provided guidance based on her years here and, as we spent time together and she learned more about me, became focused on what I needed/wanted to be satisfied with the major changes in my life. The number of properties we looked at filled my spread sheet but she remained positive the right one would come along and finally, it did! She never gave up, continued to help me navigate my new world, was encouraging, committed to the task, was knowledgable of what the market was doing and was instrumental in negotiating a reasonable price that was realistic for both me and the seller. She was also instrumental in obtaining a home warranty to help cover costs of aging appliances and AC. I'm happy with my new home, Sandoval is the perfect community for me and I'm here with thanks and sincere appreciation for the hours and patience Carolyn gave so willingly. I wouldn't hesitate to recommend her to anyone looking for a realtor who goes above and beyond for her clients! She is the better than the best and is an asset to her company and profession.

about 2 months ago
Couldn’t have asked for a better buying experience thanks to Carolyn!

Carolyn was absolutely wonderful to work with! She has a friendly, outgoing personality and made the entire condo-buying process smooth and stress-free. She was extremely knowledgeable about all the ins and outs of purchasing a condo, including HOA rules, insurance and repair responsibilities. Carolyn was always available to answer our questions by text, phone, or email, and she kept us informed every step of the way. She made the process quick, easy, and seamless. We couldn’t be happier with our choice of a real estate agent and would highly recommend Carolyn to anyone looking to buy a home or condo!

Show all 31 reviews

Carolyn's properties

Carolyn has 13 properties for sale and sold 26 properties in the last 12 months, showing 4, sorted by most recent activity

For Sale
$388,500
307/4230 Southeast 20th Place
Cape Coral FL 33904
3
2
1
Condo
Listing courtesy of Berkshire Hathaway Florida
SoldSep 29, 2026
$1,047,500
4612 NW 33rd Terrace
Cape Coral FL 33993
3
3
3
Single-Family
Listing courtesy of COMPASS FLORIDA LLC and Berkshire Hathaway Florida
SoldSep 24, 2026
$430,000
210/4240 SE 20th Pl
Cape Coral FL 33904
3
2
1
Condo
Listing courtesy of Berkshire Hathaway Florida and LEGACY PREMIER REALTY LLC
SoldSep 23, 2026
$515,000
2737 SW 25th St
Cape Coral FL 33914
3
2
2
Single-Family
Listing courtesy of Berkshire Hathaway Florida and Premiere Plus Realty Co
Show all 39 properties
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