Sign up to get new listings emailed daily! JOIN SIGN IN
Dorothy Cheswick
Licensed Real Estate Salesperson
REALTOR®
Cell: (631) 848-5092
Submit a Review
  • 5 stars
    59
  • 4 stars
    0
  • 3 stars
    0
  • 2 stars
    0
  • 1 stars
    0

5 out of 5 based on 69 ratings.
49 user reviews.
Includes 10 Zillow reviews
Photo of Dorothy Cheswick
Dorothy Cheswick
See My Zillow Profile

Dorothy went above and beyond to make this experience a positive one. We are from out of the area and were trying to help our elderly uncle clean out his house and get it ready to sell. We made 2 weekend trips and then left it in Dorothy's capable hands. The house sold in less than a week in "as is" condition and for more than asking. We could not have asked for a better experience. She's very professional, honest, friendly and energetic.

Dorothy did a great job with getting the most out of the house. She was very attentive and helpful with my questions and concerns. Any time I had questions she would be right there to answer them which took a lot of stress off me. I chose Dorothy over the other agents because of how comfortable I felt with her, she understood how stressful of a time this is and did everything she could to make this process as easy as possible.

Anyone who has sold and purchased a home knows how stressful the process can be. Well not this time and that’s because of Dorothy. Absolutely amazing , efficient, informative, and always one step ahead. This process could not have been any easier and we are so thankful and blessed to have had her standing by our side . Thank you Dorothy for being so awesome and I will certainly be recommending you . You are top notch and above all the rest !!! You are the BEST!!!

Melissa Lofaso

I am so happy I chose Dorothy to be my agent! She is extremely knowledgeable about every step in the home selling process, such as the way she explained all the various forms and documents that needed to be signed. She was especially valuable in helping resolve a boundary issue with my neighbor. She was easy to work with and extremely responsive to all my questions and concerns. She always responded to my texts and emails within a few minutes, day or night. And most of all, she is a lovely person. I would highly recommend her to anyone looking to buy or sell a home.

Dorothy went above and beyond in the process of helping us sell our home.She was a pleasure to work with . We highly recommend her for her skills as a real estate agent as well as for her warm and friendly personality.

Dorothy is an excellent agent, this was our 2nd time using her. Dorothy was able to sell our house during our first open house above asking price. She was great to work with and easy to communicate with. She has extensive knowledge of LI which helped us price right, get this deal done and closed in less than 90 days. Definitely would work with her again.

B S

Dorothy helped us find our first home and was there for us every step of the way! She responded to messages very quickly, got us into the houses we liked right away, and was always available on the phone for updates & advice. She knows the Smithtown/Commack/Kings Park/Northport area very well, and her insight was helpful. It was a pleasure working with her, and we would recommend her to anyone!

Dorothy was great. We had been looking for a couple months with no luck at all finding a house. Dorothy was able to take our wants and needs and find us a house that worked for our large family. Dorothy worked diligently to ensure we had the best experience possible when purchasing a house.

Dorothy is an absolute professional and a wonderful person. I found her to be thorough and always available when I needed her. I highly recommend Dorothy to anyone looking to buy and/or sell. I am lucky to have had the opportunity of working with her.

Richard Lauke

We cannot say enough wonderful things about Dorothy! Her knowledge and expertise has been so extremely helpful in guiding us through the entire process of buying our home. Which as first time home buyers, we couldn’t be more thankful for. Dorothy was by our side every step of the way. We truly couldn’t have asked for a better experience and are so very lucky to have her as our relator! Love,Dorothy’s # 1 fans - The Flaglers

Absolutely a pleasure to work with. We listed on a Thursday and before the open house we had a solid offer at asking price. Dorothy was always available to us and had great advice and suggestions. She a professional all the way. If your considering selling give her a call, no pressure and professional service is what you want when selling your home.

Barbara Baumgarten | Home Seller

From start to finish Dorothy has been the perfect agent to work with. Not only did she sell our current home, she found us our new home on the first try. She listened to what we needed and wanted with our growing family. I wouldn’t trust anyone else.

qvx6r9xg82 | Home Seller

Knows her market!! Dorothy was incredibly helpful during an overwhelming time. She answered all our questions and made this transition so much easier.

csokolski | Home Seller

We are so happy with every aspect of Ms. Cheswick’s expertise. We’ve come to know her informally as Dorothy. She held our hand when we sold our family home and reassured us every step of the way. When we decided to put the house up for sale, she gave advice in how to get ready for the photos and put our home in the best possible position to sell quickly. She is brutally honest and a self-admitted over thinker. We hired Dorothy because our daughter had hired her when she sold her home in Kings Park. When our daughter told us how remarkable she was, we said let’s meet her. Everything our daughter said was right on the mark. If you’re looking for someone that will do every possible thing to sell your home for the best possible price, Dorothy is the one. I would not hesitate to suggest that she be the one to sell your dream home or help you find your dream home.

kwills1010 | Home Seller

Who knew selling a house would be so stressful (lol)... but working with Dorothy made out stress melt away. She is very professional and knowledgeable about what the market is doing and what to expect. We felt like we were working not only with a reliable realtor but with someone who had out best interest at heart.

zuser20170601133058568 | Home Seller

She was very helpful and when you needed a question an answered she was always there she is very wonderul caring person I will recomend her to anyone thank you Dorothy

raney2day | Home Seller & Home Buyer

Dorothy is. dependable and professional It is such a pleasure to work with her. She goes out of her way to please everyone. Follow up on every detail trying to accommodate both buyers and sellers Thank you Dorothy

apgeraghty | Home Seller

Dorothy has represented me on both ends of the deal and both times she was on point with her recommendations.I would highly recommend her to anyone looking to buy or sell.

winks33 | Home Seller & Home Buyer

I listed my home with Dorothy in April when the Covid virus was raging, no prospective buyers were able to enter for 2 months but she still got the job done under the most stringent circumstances, a true professional , her detailed pictures and video of my home Made it possible to sell quickly at the price I wanted, when I Had a question Dorothy would call back promptly from the listing to the closing Dorothy made the process stress free ! Ronnie Richardson.

richardsonronald684 | Home Seller

Dorothy made everything simple in our sale. She answered any questions quickly and got our house sold in 2 days! We would highly recommend her and keep her as a friend and realtor! There's no place like home and no one like Dorothy!!

solardot31 | Home Seller

Dorothy is a knowledgeable realtor with a true and sincere care for the best interests of the parties. Her demeanor is welcoming and ability to navigate through stressful negotiations and hurtles is excellent.

gotogol | Home Seller

Dorothy is a consummate professional with an immense amount of local knowledge. She will go out of her way to make the deal happen. Dorothy showed us many homes until she located our dream home.

svtgtcobra | Home Buyer

Dorothy was extremely helpful to myself and my wife as we worked through the very long, very scary and ultimately very wonderful experience of purchasing our first home. Our list of wants and must haves were a lot for our price range, but Dorothy was never discouraged and found us a home that we purchased and love. She answered all of our questions, she worked around our schedule and did not rest until she found us what were have been dreaming about.

warrcry | Home Buyer

Dorothy is the consummate real estate professional of the caliber that I have never experienced in the past. She gently guides you through the process and nothing is too much trouble to ensure a satisfied customer on both sides. Dorothy is a quick study and her experience and depth of local knowledge is unparalleled.

Ian Chambers | Home Seller

Dorothy goes above and beyond. We bought and sold a house with her, and she made the whole experience wonderful. I would definitely work with her again in the future. Dorothy, you're the best. Thanks for everything!

CassandraKubert Altman | Home Seller

Dorothy was a pleasure to work with, she was very inclined to working with us on our preferences and needs when looking for a house. Dorothy is VERY knowledgeable to all the communities and towns she deals with for real estate. She let us know what to look for and what to avoid when it came to looking for a house that fit our needs. Always responsive whenever I had a question or concern, Dorothy went above & beyond to get the answers to us right away. Very professional and very caring about her customers, it's not just about business when it comes to Dorothy. It's about leaving her customers satisfied and with peace of mind during this big moment of everyone's life. My fiance and I purchased our first house and we could not be more happy about the outcome and the whole process. Dorothy was a huge reason for that.

dwalsh37197 | Home Buyer

If you need a great, reliable, dependable, with the most knowledge, not only on real estate, but about Long Island, you must contact Dorothy. She made our house looking days and closing day one not to forget. We still contact Dorothy for any real estate questions, or future potentials. You will not regret this broker who you will find will become a friend!

Nancy Young | Home Buyer

Dorothy Cheswick was amazing. I've dealt with Real Estate brokers before and always felt like I was annoying them because I ask a lot of questions and request to see a lot of homes. Dorothy was extremely patient and answered all of my questions. The best part was she actually had all the answers to my questions! No, actually the best part was how much she saved me when I purchased my home. I was willing and eager to make a full offer. She talked me out of it and saved my tens of thousands of dollars. Since then I have referred Dorothy to my friends and family. And now I am recommending her to anyone who reads this review. Dorothy Cheswick = 100% professionalism!

Thomas Mastrocinque | Home Buyer

My husband and I worked with Dorothy when we were looking for our first home. We had an extremely smooth and pleasant experience all the way to closing. When we found out we were going to be relocated to the Midwest of course we called Dorothy immediately to list with. Not only is she a phenomenal real estate agent but she truly cares about her clients and it shows in so many ways!

kmreid930 | Home Seller & Home Buyer

Dealing with Dorothy Cheswick was a pleasure! Her knowledge of the area, her way of dealing with both seller and buyer (I was both) and her overall business skills and way with people is great. She gets the job done for all involved in a professional way.

jeannette5249 | Home Seller & Home Buyer

I was blessed to meet and have Dorothy as my Real Estate Broker. She made a difficult situation for me so much easier! Dorothy knew what my guidelines and budget were in finding a gated condo community for me and my daughter. She was compassionate and understanding. Dorothy went above and beyond. When I could not take time off of work for the Termite Inspection, she stepped in and attended for me. Dorothy would often just check in with me to see how I was doing along the process. She came to the closing on my condo and gave me some much needed support. Dorothy is not just my Real Estate Broker, she in now a friend. Thank You!

janetdonnelly77 | Home Buyer

I used Dorothy as my realtor when I sold my house in Nesconset in 2011. She was very good and worked very hard to sell my home in a terrible real estate market. I also used her to purchase my next house in Northport that same year.

wakefieldarthur | Home Seller

Dorothy is not only kind, but her experience makes this whole buying & selling process so much easier! She takes the stress out of the equation! The best!

user0851186 | Home Seller

We relocated to Long Island from California. We used Dorothy as our realtor. She spent a lot of time helping us get a feeling for "the island" and helped us find our home. She obviously cares very much about her clients and as she often says - she loves her job! We closed in February of 2016. We highly recommend her.

user1340592 | Home Buyer

My husband and I worked with Dorothy to purchase our home in February 2016. We couldn't have been happier with our experience with her! She always kept our best interests at heart, while working with everyone involved to move the process forward. Buying or selling your home is always stressful, but Dorothy made it as smooth as possible. She was always in contact and very responsive. Friend, advocate, sounding board, educator. Dorothy plays every role you can imagine. So thrilled we chose Dorothy to work with! We recommend her without hesitation!

pamelamkrieger | Home Buyer

Dorothy Cheswick listed and sold my home on the water in West Islip early 2016. I was impressed with the professional photos which included an aerial photo and floor plan. She is prompt, efficient, and professional. As I am often away on business, it was very nice to know that Dorothy was handling the sale of this property. She has proven to me that she is very trustworthy. Dorothy is currently helping us shop for a new home. I gave her specific criteria with regards to area, neighborhood, price and style of home. She has done a terrific job at bringing excellent choices to without overloading us with homes she knows we would not be interested in, but at the same time bringing our attention to a couple of homes that would not be on our radar but were very interesting to us. We have not found our new dream home yet but I know we will soon. Dorothy really understands the needs of of her clients and respects your time. Terrific to work with and highly recommended. Ken

ken694 | Home Seller

Dorothy Cheswick has sold homes to me and for me over the past 7 years. Always a professional and always has my best interest at heart. I highly recommend her. She has enormous integrity. She goes far beyond the call of duty which is the reason she is so successful in her chosen field. If you have the opportunity sign with her, you won't regret it????

Ian Chambers | Home Seller

Dorothy not only met but exceeded my expectations of a good realtor She worked very hard and was very patience showing us numerous homes. She was very professional in all aspects of her duties. She explained the process and met all the goals we had during the time of selling our home. She has a great personality and it felt like she was one of the family members. Once we had an offer on our home, Dorothy set up many houses in the new area we wanted to go into. Even though we found a home that she did not show us, Dorothy still offered her services and made sure we knew what to expect going forward. She is a true professional and it is nice to see that people care more about relationships in lieu of the mighty dollar. I will recommend her to anyone I come across !!!!!

uncletony41 | Home Seller

Dorothy is amazing! She will help you find the perfect place to call home. She listens to what your wants are - and she finds exactly that for you. Once you have found the perfect place - she goes above and beyond through the entire process. I would definitely recommend her.

Debbie Mullarkey | Home Buyer

I highly and unequivocally recommend Dorothy Cheswick! Dorothy listed and sold my home in September 2017. From our very first conversation straight through to closing, Dorothy led me through the process with the expertise and heartfelt care of an experienced & dedicated professional. At every step, along the way, I felt oriented,comfortable, confident and in-the-loop. Thanks to her years of experience and passion for the real estate field, Dorothy was able to advise me on how to prep my home for sale in the most cost-effective manner and in keeping with our target listing date. Ever focused and gracious, Dorothy made everything move along smoothly, without a hitch. I can’t imagine a better realtor than Dorothy Cheswick! I am a very satisfied client.

ddayspaws | Home Seller

Dorothy listed and sold my home in Nov of 2017 in Kings Park.....I could not have chosen a better agent to represent and market my property. Highly professional and knowledgeable. She went above and beyond, I live out of state and left some things unfinished in the house Dorothy either finished them herself or arranged to have them completed I can not thank her enough. The entire process was seamless from start to finish.

Pdonohue6 | Home Seller

Dorothy was very professional and knowledgeable, I was highly satisfied with her work on my recent sale. Her demeanor is genuine, pleasant and straightforward, which facilitates working with a range of buyers possessing a range of interests. She's genuinely interested in seeking the best outcome for her clients and strikes the right balance between working toward closure while avoiding the typical pushy sales approach. Definitely recommended with two thumbs up!

the6sterns | Home Seller

Caring and compassionate. always available to answer questions, including holidays and weekends. Immediate response to any possible buyer interest. Understood our needs. Never condescending or rude. Dorothy was highly recommended by a good friend and his opinion was on target. I highly recommend her.

MaryMcdermott3 | Home Seller

The subject property represents my sixth (6th) sell/buy a home transaction with Dorothy. In addition to my residence, she has found me investment homes to purchase, renovate and sell. She is very likable and works well with all sides, including attorneys, fellow agents, inspectors, buyers/sellers and town officials. She is honest and a very good negotiator and has been a proven resolver and calming force during many uproars that are common in these transactions. She has been in this business a long time. Ask her how many transactions she has closed. Ask every agent you interview how many transactions they have closed. Knowledge is gained by experience, she knows and loves this business.

Loretta Mastrocinque | Home Buyer

Dorothy was wonderful to work with, she was very knowledgeable of the market, she was very active with Open Houses and keeping me informed with the progress. I would highly recommend using Dorothy as your agent when selling or buying your home.

eddiedillon9 | Home Seller

I wish I had more houses to sell! Dorothy made the entire process as stress free as possible. I found her to be honest, experienced, and committed to our best interests. I couldn’t recommend her enough!

highpass5 | Home Seller

Dorothy listed and sold my home in Kings Park in April of 2019. I interviewed 3 established realtors in my area and chose her because I found her to be honest, sincere, and enthusiastic. My instincts were right, she did a great job. I would use her again and highly recommend her to anyone selling their home. A genuine, hard working realtor.

zuser20170901115205291 | Home Seller

Dorothy was great to work with. She was quick and prompt in answering any questions I had. She was always reliable during the showings and open houses. I knew my house was in good hands when she was showing it. She was also very prompt with posting the house and responding the inquiries. I highly recommend Dorothy to sell your home. She was pleasant, smart, and understood the market very well. I couldn't be happier with the work she put into selling our home. She made the process easy and eased any concerns my family had. If you're worried about selling your house, I would recommend Dorothy as she is great at easing concerns and worries.

Rgannon1012 | Home Seller

It was a pleasure working with Dorothy when apartment hunting for my father. She was caring and compassionate and highly responsive to emails, phone calls and texts. She allowed us to see the apartment a couple of times without hesitation. She quickly processed the application and answered my questions and concerns. I highly recommend Dorothy to anyone.

prctitle11 | Home Buyer

Dorothy was a wonderful, intelligent and diligent agent throughout the entire selling process. She took wonderful pictures of our home and hosted open houses every weekend, until we accepted our final offer. She’s amazing! A pleasure to work with and I highly recommend her to any buyer or seller in the Long Island market.

Meredith Morales | Home Seller

Dorothy was an absolute pleasure to work with. She is extremely knowledgeable and always ready to answer your questions and help along the way! She far exceeded our expectations and helped us find our dream home! We can’t imagine having gone through this process without her!

brenna rideout | Home Buyer

Dorothy is an amazing agent! She recently assisted us during the sale of our home. From the very beginning, we knew she was the one who could make the sale of our home a truly positive experience. Her knowledge of both the community and the local real-estate market was instrumental in not only getting us a quick sale but she made the entire process flawless. Dorothy was always available to answer questions and to calm the jittery nerves that some how surface as all the pieces of the puzzle fall in place. If you are looking someone to guide you, advise you and help you navigate the process of selling your home in an honest, progressional way, then look no further. Call Dorothy right away... then relax.

Barreramarilyna | Home Seller

I have used Dorothy twice, once for rentals and recently for the sale of my house. Dorothy was amazing. Once we met and developed a plan she was on it. She organized the photographer and coached me all the way. The photos alone were so helpful in getting the listing out. She had offers the first open house we had. Dorothy was responsive, returned phones calls and emails. She has a calm about her that makes selling your house easy and flowing. I cannot thank her enough for her professional attitude and demeanor. I would recommend her with the highest regard to sell your home or to find you that home that is just right for you and your family. Thank you so much Dorothy!!!

randy chipman77 | Home Seller

Dorothy listed my home in St. James, NY for sale. We closed in December of 2019. This is not my first sale with her and it will not be my last. She is very professional, hardworking, honest and she is always looking out for my best interest. I highly recommend her.

amy chambers5788 | Home Seller

Dorothy was the best part of my home buying experience. Extremely kind and helpful and very knowledgeable and experienced. Would definitely recommend to family and friends.

joepiacentino3 | Home Buyer

I recently heard on the radio, that the number one stresser in life is moving. I couldn’t agree more. This is why you’ll want Dorothy Cheswick as your Real Estate Agent. Dorothy remains calm and covers every curve ball that comes your way - whether you’re a seller or a buyer. (I’ve used her for both sides of the transaction.) Dorothy goes above and beyond to help every step of the way....don’t let this be a stressful time in your life. Just call Dorothy and she will take over and get the job done- whether you are selling or buying, she is an excellent RE Agent!

amytravelway | Home Seller

Dorothy is knowledgeable, kind and helpful. Dorothy has helped my family in the past and we plan on using her in the future if we need a realtor. She is always available to answer a question.

daiello92 | Home Buyer

Dorothy has been wonderful to work with! Dorothy helped us in 2007 find our first home and when it came time to find our forever home, we knew exactly who to call! We just closed on our house in October 2020, and the entire process (even during COVID) couldn’t have gone smoother thanks to Dorthy’s patience, kindness and assistance. She was always fast to respond, very knowledgeable and quick to put in the right offer. Dorthy will always be a part of our story, it was so nice to work with an agent who really cared about our family. The best!

RebeccaWiplush Jamison | Home Buyer

Dorothy is one of a kind!! We have had the pleasure of working with Dorothy twice over the last 10 years and she is a great realtor and friend. She will work tirelessly to make sure you find the home you are looking for and if you are selling, she will put a tremendous amount of effort in to make sure your home gets top dollar. She is extremely knowledgeable, easy to communicate with, and she works nonstop for you and your family because she loves what she does! And she’s super kind to boot! If we ever decide to sell again, we know who we are contacting!! Thanks Dorothy!!

julianne1182 | Home Buyer

Share Your Experience

The experience you've had in working with me is important. Please take a few moments and share how your experience was so I can share it with others.

Review Submission Form
  • Markets:
  • 1 Stars2 Stars3 Stars4 Stars5 Stars
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/18/2026. The listing information on this page last changed on 04/18/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 04/18/2026 2:20:10 AM EST) or OneKey MLS (last updated Sat 04/18/2026 1:45:20 AM EST). Real estate listings held by brokerage firms other than Howard Hanna | Coach Realtors may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
Privacy Policy / DMCA Notice / ADA Accessibility

Agency License Information: https://www.coachrealtors.com New York State Real Estate Broker Principal Office License Number: 10991237973


Login to My Homefinder

Pixel