9725 Chestnut Ridge Drive Windermere, Florida

5 Beds 6 Baths 6,885 SqFt 0.560 Acres

$549,990 Active

15077 Purple Martin Street Winter Garden, Florida

3 Beds 3 Baths 1,998 SqFt 0.130 Acres

$430,000 Active

12856 Strode Lane Windermere, Florida

3 Beds 3 Baths 1,617 SqFt 0.070 Acres

The Best Move You Can Make

I believe that Real Estate should be simple. I use service and marketing strategies that work, to make sure my clients have an experience they’ll love.

My Mission:

Since 1979, I have been earning-and keeping my clients’ trust with an unwavering commitment to service, expertise & integrity. I am highly communicative & accessible to my buyers & sellers which is the most important component in any real estate transaction.

An Unforgettable Experience

I am committed to fast, professional, and courteous service to help you understand and feel at ease throughout the home buying and selling process.

Experience

For 42 years, I have been representing Buyers & Sellers in Central FL.

Innovation

Staying ahead of the curve, utilizing effective marketing tools & technology.

Marketing Strategy

A comprehensive marketing strategy.

Instantly view homes for sale by clicking the links below. We have customized each link to make it easy & convenient to view homes for the most popular searches in Orlando Florida. Click the “Save Search” button above the map to receive the newest homes, price drops & more straight to your inbox.

Sanford:

Longwood:

Winter Garden:

Gary was extremely helpful for us, he listened to all of our concerns and made the buying process amazingly simple. He is very responsive and always on top of the tasks that needed to be done. I would highly recommend him.

Matthew S.

Gary is the quintessential professional in every way! Focused on every detail involved in selling our home! He used every opportunity to expose our home in a multitude of modalities. He is well networked and extremely respected in the real estate world . THANK YOU GARY!

nsbaumann

We worked with Gary for both the buying and the selling of our houses. He listed our townhome and it sold within 2 hours. He is an excellent negotiator with a very personalized touch. He understood what we were looking for and the area we specifically wanted to buy a house in. Gary is very experienced and professional. He is dedicated to his clients and we always felt like a top priority. Highly recommended his services!

Melissa M.

Gary is a class act and true professional! We moved from TX to FL and had very little time to decide on a home. Gary made sure we had options and that we felt comfortable with our decisions along the way. We will definitely use Gary for future moves! 10/10 recommend!

charpond

We highly recommend Gary Berkson for your real estate needs. Over 24 years ago we moved to Central Florida and were given Gary’s name to help find us our home. When we were ready to downsize last month, we called Gary once again and in less then 24 hours our home was sold for more then we originally anticipated. He is a true professional, has amazing contacts, is a great communicator, and works for and with you in every aspect of your real estate needs. Thank you Gary!!

BKRNA9

Gary is truly an outstanding real estate. We’ve sold several homes and have had our share of issues arising throughout the process except with the recent sale that Gary handled for us. Not only does he have tremendous real estate knowledge, but he also effectively communicated and represented us extremely well. He was more interested in making sure that we got our asking price and within a reasonable time. Our stress was minimized with Gary’s involvement in every step of the way.

jeliasone

Gary helped us find a great home and we are so glad we worked with him! He always took the time to answer any questions we had and to clarify things for us. He has a great understanding of the Orlando Market and is outstanding when it comes to negotiating. Overall a great experience and would recommend to a friend or family member.

TylerWild1

You truly will not find a better realtor. Gary is a true first-rate agent and I feel incredibly fortunate to have been introduced to him for the purchase of my first home. It is critical to have an experienced agent by your side during the home buying process, especially when you are a first time home buyer. Gary doesn’t just bring experience to the table though, he brings everything! From the numerous follow up calls and emails to helping me find the perfect home insurance, his professionalism is impressive and his knowledge is endless. Gary helped me close quickly on my dream home and made it a smooth and enjoyable experience. If you want to make your dream home a reality, look no further than Gary!

andreaperrym

My husband’s coworker referred us to Gary about 5 years ago when we moved here from Jacksonville. We were unfamiliar with the areas down here and entrusted Gary with finding us the right home for our family. I can truly say that it was one of the best decisions we’ve made. He is patient, professional, assertive, and most importantly, honest. His experience and knowledge are invaluable and it’s clear that he’s been doing this for a long time. We had the pleasure of working with Gary for a second time recently and once again, he worked his magic. He sold our home within 24 hours after listing it (at full asking price) and worked diligently to get us a same day close on our new home. Throughout the entire process he made us feel like a priority by calling, texting, or emailing. I honestly can’t think of a time when Gary was unavailable. He’s a top notch realtor, but he’s a great guy above all.

Joy E.

It’s too bad that i cant give more than 5 stars because Gary deserves 5 stars plus 5 more. He has 45 years of experience in the real estate industry and he experience shows just that. He answered every phone call and text message. He stayed in contact with the seller’s agent and my credit union. He really worked for me. I so glad that a fate brought us together.

bandvtrucking

Gary was great. He was always accessible. He recommended great specialists who could repair anything that needed it. Very proactive and anticipating anything that needed to be done. I really think that we would not have been able to sell our house for the price, or as quickly with anyone other than Gary.

tomschelb11

Gary Berkson is the absolute best and most professional realtor Ive ever worked with. He has always pulled off receiving the best deal I could ask for on a home, whether its been buying or selling. He will work to get something done at any hour of the day. True story, he coordinated getting my home inspected from a hospital bed. Nothing can stop this man. Would recommend Gary to anyone on the market for a new home!

Austin M.

Having sold over 12 homes, we have had experience with various realtors and brokers. Our recent home sale had many challenges and was very stressful. I can say that this sale would not have come to a positive closure if it wasn’t for Garys’ persistence, and his extensive experience. Gary’s level of professionalism helped us maneuver through all of the challenges we faced. I would highly recommend Gary Berkson to buy or sell your home.

rployko

Gary has helped us to buy and sell two properties. On both occasions Gary proved to be very professional and made the whole process a pleasure to be involved with. Thanks a lot Gary ……… see you on the third one.

gthrelkeld9

Knowledgeable, Responsible, Friendly, Connected, Trustworthy. Did I miss anything? No he is not related, but you can’t find a better realtor in this area. He will give you the best advise even if he doesn’t benefit because he’s in it for the long haul, and his reputation is all important. I’m sure not the cheapest but the best.

entrick

Mr. Berkson, thank you for your service. Gary took a very methodical approach in helping us with the sale of our home. If you want to experience a strucrured, straight forward, and we’ll organized process with selling your home then Gary should definitely be considered. Gary’s experience and knowledge with current market, location, and people skills were solodt. He was very responsive at any time of day and night and would have an answer to all our questions. Gary also has solid connections with various contractors that are friendly, affordable, and thorough with their work. Gary did what he said he would do which was to market our home and work towards a relatively quick sale. Thank you Gary!

zuser20190615070018548

I’ve worked with Gary to buy 2 properties in less than one year. He is exceptionally knowledgeable and professional. I absolutely recommend his guidance if you desire a smooth real estate transaction!

danakwells

Three words: Gary is GREAT! He knows his stuff and he knows how to sell houses. He has a lot of contacts who can come in at a moment’s notice and put down carpeting, paint, repair woodwork and install new doorbells and locks. Whatever is needed.
He always stayed calm when I was jumping out of my skin. (Which was often). It all turned out the way he said it would. In fact, we sold our house a lot sooner than expected. Al and I highly recommend Gary to sell or buy a house. You cannot go wrong with Gary.

razzallen

Going into my first home purchase was a daunting task. Gary was ever so patient with me, ensuring every step of the way that I remained an informed consumer.

Gary’s communication throughout the entire home buying process never lacked and he kept me informed every step of the way. Gary went above and beyond to assist with the purchase of this home.

I would recommend Gary to anyone who is seeking a personable, stress free, and enjoyable home buying experience!

s haarisshariff

I have purchased a few properties and Gary has been the most helpful agent i have come across. He has taken the buyers side on a number of issues and made sure that every detail was well documented and taken care of.

figueroaa1955

Mr. Gary Berkson is the best! My family and I were looking for a single family home for about 6 months. We came across a home and contacted Gary. Gary was very professional, friendly, and polite from the start and wanted to know more about our wants and needs first. My family and I fell in love with the home immediately and Gary guided us through the contract and buying process. He was very patient with us each step of the way. After inspection, Gary took over the responsibility to take care of any areas that needed attention before walk through and closing. Even after closing, there were some minor things that needed to be taken care and Gary has been on top of it. I highly doubt there is someone else out there that pays so much attention to his clients. I have learned a lot from Gary as to how to treat people. Gary, my family and I cannot thank you enough for all you have done for us throughout the entire process. Buying a home can be stressful but you made everything smooth and easy. Thank you Gary!!

Abhishek B

Gary understood what I was looking for and didn’t waste time showing property I wouldn’t want. He anticipated questions and “lined all the ducks ” for me. I feel he made the process as easy as it could have been.

zuser20151001162911896

We had great experience with Gary. He was very prompt in answering all our calls and solving any essues we had. He is an excellent person with great personality. We were very pleased with him and will highly recommend him to all our friends and family members.

dipti1

We had a great experience with Gary buying a condo. He is professional, knowledgeable and has high integrity. I look forward to working with Gary in the near future to purchase other investment properties, and I strongly recommend him to any person needing a real estate transaction.

danakwells

Very professional. Very knowledgeable about local real estate. Sold house at full price in 4 days. Kept us informed throughout the whole process.Would definitely use his services again if needed.

zuser20170527192825031

Gary went above and beyond in all aspects of our home purchase!! Having been active duty military family for 22+ years, we have worked with over a dozen realtors – and Gary is simply the best! He handled all the details with ease and assisted us in every way. He is super knowledgeable, responds quickly and is persistent! He was determined to help us find the right home for us, and even after closing he continued to help us and persisted in resolving some issues that arose. Truly, he is the best agent you will ever work with!!! You will not be disappointed!! We will definitely contact him again for any real estate needs in the future.

Dominique K.

Gary is clearly an expert in his field and I trusted his judgment implicitly. With his guidance and advice I sold my town home in less than 2 days. He helped my fiance and I find the perfect house and it was all so painless for me. Gary is the best in the business!

lisask6

Gary Berkson by all accounts deserves the five star ratings for all categories listed above.

We had a difficult property to sell. It was a very large four bedroom four bath condo with two master suites. Not muck demand for this type condo.

Gary knew who the target market was. Marked directly to to them in addition to local marketing. We had numerous showings. Property was priced at the top of the market and in the end we sold the property for asking price with no complications.. One special note with regard to responsiveness Gary was always available. Took all calls or responded immediately.

Very happy we chose gary Berkson to market our Condo

jaciardiello

Gary Berkson wow how do I describe a Saint ? When my wife and I met Gary Berkson it was by email then text then phone his voice first of all put us at ease since we were relocating from Hershey Pennsylvania Gary put our minds at ease like a father who walked us through this difficult buying process with the grace and knowledge of a true professional Gary made himself available to my wife’s questions on weekends all hours of the night and day Gary even answered our questions while he was on vacation in California and on a Business trip to up state New York ! What I’m saying to all who read this is Gary was more than a realtor he turned out to be a shoulder to lean on an ear to listen a voice to learn from and a friend forever!! We could not have moved to our dream home with out Gary’s working knowledge of this process he has the answers to your questions thanks Gary

ftdaydream

Gary was great to work with. He provided us with excellent customer service throughout the entire purchase process. We would recommend Gary to anyone looking to buy or sell a home.

rbreedus

The Best. Having dealt with over a half dozen realtors over the last 10 years, I have never had a more dedicated, helpful and responsive one. He found the best place for us and handled all sorts of issues that developed. My wife and I truly are grateful to have him as our agent!

rgerstle7

Gary is the best agent I have ever dealt with. He sold my house in a matter of days. It was effortless. He is meticulous and is always professional and courteous to his clients. I would never use anyone else for any of my real estate needs. He’s the best!!

Jewelldolin

Gary is knowledgeable, responsive and determined to find you the home that best fits you needs and budget. He was extremely helpful in all aspects of the buying and closing process.

zuser20150117132111197

Gary has been our realtor since 2000 and we would never consider venturing into any real estate purchase without him by our side. What makes Gary so very special, in addition to his skill and leadership in the industry, is that he truly cares about the happiness of those he represents. As a trusted advisor, Gary has guided two generations of our family through 10 purchases and sales, helping us each step of the way and providing exceptional service throughout. He goes above and beyond for his clients and is a man of great integrity. We highly recommend him.

Sandra S.

Gary goes above and beyond for his customers!! If I ever had a question, and if he didn’t know the answer, he went out of his way to find out! Great customer service!!

zuser20170104203036055

I will make it simple . Gary got us a great offer in 2 days. He handled all the paperwork and negotiating, like a true pro. He has a great reputation because he earns it and he is actually a broker who returns your calls and answers all your questions. Absolutely 5 star

Philip D.

Gary was wonderful to work with from start, to finish and beyond. He was always there for us when we had questions and looked out for our best interest. We appreciate his hard work and honesty. I would recommend him to anyone.

michellesorrells1

Gary has been great! We were first time home buyers. He went through all of the paper work upfront so we knew what to expect on when signing any document. He is very energetic and ready to get you a home. He knew exactly what we liked and sent us on the hour new listings. He has truely made this experience so smooth.

user0284213

We closed on the selling of our home in one city and closed on the buying of our new home on the same day. Gary and his team were great and made the day go as smooth as possible. Throughout the whole process Gary was great and with us not only for big items but also small items. I would refer Gary to friends and family in a heartbeat.

kadiredghill

Very professional and excellent communication during the entire process, always available to answer any questions. He went above and beyond to complete the sale in a very short timeframe.

Rickdelange

We were in a tough situation with a short sale. We moved out of state and Gary did a great job of representing our interests even though we no longer lived in the area.

Theresa Y.

Gary has been everything we expected and more. You can tell when you work with the best of the best, and Gary Berkson is the best of the best. He is extremely professional, knowledgeable, and has a great sense of urgency. We had a short time window for what we needed and he was able to get everything we wanted. From start to finish Gary has been better than expected.

user79761831

We have been fortunate to work with Gary and his team on several occasions and the results have always been Fantastic! Value, objectivity, professional advice and the highest level of customer service is what we have consistently received. Our parents, siblings and friends have all worked with Gary and their feedback has always been the same as ours.

When it comes to handling complex financial decisions, you need a strong team around you that you can trust and Gary is very much one of our most trusted partners!!

Benson C.

Gary was simply awesome! He really worked hard for us, making some hard negotiations on our behalf. I would highly recommend Gary to anyone looking to purchase a home in the Orlando area. He knows his stuff and he’s a great person to work with. Thanks, Gary!!!

user1307542

As a first time home buyer Gary did a great job of walking us through the thre entire process and making sure we understood and were comfortable every step of the way. Gary was available on his cell phone at all times and even took time to show us a house Easter morning. If your looking for a realtor that make you feel like your his #1 priority, Gary Berkson is your guy!

user5824826

We highly recommend Gary Berkson to anyone who is seeking a realtor to purchase or list a home. Gary Berkson is a great realtor who truly cares about each of his client’s as if they are his own family. He goes above and beyond his job to make the sale or purchase of your dream home is as smooth, efficient and easy as possible while ensuring that both parties get the full value of their dollar. He is honest and does his job very professionally. We purchased our home from Mr. Berkson 6 ½ years ago and the transaction went very smooth. Mr. Berkson had kept in touch over the years with phone calls just to make sure we were doing well, again making you feel like family. When we were ready to list our home and purchase a new home Mr. Berkson was the only realtor we wanted to help us with selling our house and purchasing our new dream home. He listed our house and sold it very quickly for exactly what we wanted and delivered on every promise and term that we wanted, even working at all hours. He helped us purchase our dream home and worked hard on our behalf, guiding us and making recommendations. Mr. Berkson is not only a great realtor but also treats each client as a friend he has had for years.

orlandoboiler

We are writing to express my pleasure with real estate agent Gary Berkson, who represented us in our recent purchase of a single-family home and selling of our single-family home.

Gary guided us through the entire process, from loan prequalification to searching for houses to making the offer and closing the deal. We credit Gary with a smooth, stress-free home-buying and selling experience.

This is our second purchase of property, and never had we had such a pleasurable experience. Gary is savvy, personable and knows the market inside and out. We never could have gotten our dream home without him.

To reiterate, we are nothing but pleased with Gary and his expertise and we recommend him to everyone.

user472542

I would highly recommend Gary to anyone buying or selling a house. Because of his hard work and dedication to us, our first time home buying experience was outstanding. He helped us through every step of the process. Anytime we called him, he would answer his phone or call us back quickly. If we were asking him a question about an issue that he needed to get further information on, he would give us a time frame as to when he would have an answer. If he didn’t get the answer within that time frame, he would call us to say he needed a little more time. He always followed through with what he said he was going to do. Gary provides top of the line professionalism, knowledge, and customer service. In the event we ever decide to sell our house, we will use Gary as our listing agent as well as the agent for our new home.

user364004

Gary Berkson was Awesome!!! I would definitely recommend Gary to anyone who is looking to buy or sell a home. As a first time home buyer without much knowledge of the process he was there every step of the way making it as simple as possible. He always kept in touch with updates and how things were moving along. It was just an amazing experience working with Gary because he was very professional, knowledgeable, always accessible and easy to work with. One of the most important things Gary said in very beginning was “I work for you.” He truly meant that and it stuck my head throughout the process. We couldn’t be happier with Gary’s outstanding service and will be contacting him whenever it’s time to sell and buy again. Thanks Gary!!

user3924814

Gary was able to sell the house at market value very quickly! I do not know anybody else that can do as good of an job as he did. He went beyond what was needed to help me. I highly recommend him.

Williamsgb

Gary was extremely helpful in the selling of my home during my tough divorce and a struggling economy. He facilitated the sale despite me liviing several miles away and becoming critcally ill during the process. He approached my case on a very personal level, rather than treating me like another sale. I would recomend him to anyone trying to sell their house quickly and painlessly.

shnelzbth

Gary has always done an outstanding job both buying and selling homes for me. He knows the area well and has always provided expert opinion.

He is reliable and communicative and has always been a straight shooter.

I would highly recommend him for any real estate transaction.

homebuyer444

Orlando FL Homes for Sale By Gary Berkson, Realtor

Mount Dora

Sanford

Longwood

Orlando

Lake Mary

Winter Garden

Windermere

Lake Nona

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