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Lakeside, CT real estate

Compare top Lakeside real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for October 2026.*


*Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.

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Learn more about what Lakeside has to offer.

Lakeside offers residents a balanced blend of outdoor recreation, vibrant community events, and convenient amenities that make everyday life engaging and comfortable.

Lakeside, CT real estate

Lakeside feels distinctly quieter and more tucked away than nearby Litchfield or Torrington, yet it shares their access to classic New England scenery and culture. Centered around the shoreline of Bantam Lake, it offers a true lakeside lifestyle with boating, fishing, and swimming as part of everyday life, plus peaceful winter views once the crowds thin out.

Outdoor enthusiasts value the proximity to Mt. Tom State Park for hiking and picnicking, as well as the broader Litchfield Hills for scenic drives and weekend exploration. Daily needs and local flavor are close at hand, from independent shops and eateries in nearby Morris and Bantam to cultural outings at the Litchfield Historical Society. Families and long‑time residents appreciate the small community feel where seasonal events, lake associations, and local schools help people stay connected.

Housing in Lakeside ranges from classic cottages near the water to more secluded homes in the woods, so pricing and competition can vary widely from one street to the next. Because demand is influenced by both year‑round residents and second‑home buyers, timing and preparation are critical. Whether you are planning to buy into the lake lifestyle or sell a long‑held property, Agent Pronto can connect you with a local real estate professional who understands Lakeside’s nuances and can guide you through the process from start to finish.

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“Trish was incredible to work with. As a first time homebuyer she made the process so easy and smooth from start to finish. Trish went above and beyond to show me several properties and was always accommodating of my tricky schedule. Trish also sent weekly updates by email with progress and next steps which took the stress out of the home buying process! Trish was super responsive morning noon and night. I highly recommend her for anybody looking to buy or sell!!!”

sross3190 ·

Photo of Tricia Farin
Real Broker CT, LLC
“Art is a phenomenonal agent. This is my second time using him as a buyer and this time was just as great if not better than the last experience. He is extremely knowledgeable, patient and charasmatic. I am a buyer who is aware that I am difficult to deal with as I am always concerned about things not going as planned and running into issues which leads me to ask alot of questions and sometimes have doubts/cold feet when it comes to real estate. Art has been able to handle it extremely well with patience and providing me with the reassurance I sometimes need to feel confident in my decision. When we first take a look at a property in person he not only shows me the property but with his construction experience he is also able to provide me with what I call a pre-inspection by analyzing the building and explaining what he is seeing whether good or bad. This allows us to save a great amount of time (and money) because his pre-inspection is what lets me know if its worth an offer and paying for the actual professional inspection. I have been lucky and grateful for crossing paths with him and intend on using him for ALL of my future real estate needs, and you should too!”

Vincent Sanchez ·

Photo of Dawn Rousseau
Showcase Realty, Inc.
“Maggie! Maggie! Maggie! She was absolutely wonderful throughout the entire process. She made everything feel simple, smooth, and stress-free. She was always responsive, patient, and willing to answer every question I had, which made buying a home so much less overwhelming. By the end of it all, I genuinely felt like I had gained a friend. I can't recommend Maggie highly enough—I would recommend her a thousand times over!”

Afia Essel ·

Photo of Amy Rio
Better Homes and Gardens Executive Real Estate
“Jared made my home buying experience enjoyable and much less stressful than I had imagined it would be. As a first time home buyer I had so many questions and concerns, and Jared took the time to answer them all in a timely and professional manner. His knowledge of the housing market, the areas I was looking for a home in, and also of the state of Connecticut was incredibly helpful in choosing the right home in the right city for me. He is a positive, hard-working, and very responsive agent with great communication skills. He listens carefully and works diligently to find the closest match to the desired home and property. He is also extremely knowledgable and proficient working with VA loans, so if you are Veteran I would encourage you to start by giving him a call. Thanks to Jared, I now own a beautiful home that is everything I wanted!”

warriordraconis ·

Photo of Jared Tedesco
Litchfield County Real Estate
“Working with Jeff was one of the best decisions my wife and I made during our home-buying journey. From the very beginning, it was clear that Jeff wasn’t just focused on making a sale—he was genuinely invested in our long-term happiness, satisfaction, and peace of mind. One of Jeff’s greatest strengths is his knowledge of a home’s structural integrity. He was able to walk us through potential pitfalls that many buyers overlook, such as cosmetic upgrades meant to mask deeper issues. His ability to identify these “makeover traps” and explain them in simple terms gave us tremendous confidence and reassurance throughout the process. Jeff’s approach is refreshingly client-focused. While many realtors rush to close deals, Jeff was patient and deliberate. Even during times when my wife and I were indecisive, he never pressured us. Instead, he listened carefully, offered thoughtful counsel, and provided perspectives that helped us weigh our options clearly. His calm demeanor made the entire experience less stressful and, at times, even enjoyable. He also went above and beyond with his recommendations—connecting us with resources and strategies that made the buying process smoother than we could have imagined. These small but impactful suggestions added up and saved us both time and stress. Having worked with other realtors in the past, I can say with certainty that Jeff stands out. Too often, realtors can come across as abrupt, impatient, or overly pushy. Jeff is the complete opposite: down-to-earth, approachable, and respectful. He strikes the perfect balance between guiding you in the right direction and allowing you the space to make your own decisions. On top of that, his ability to teach us about different aspects of a house along the way made us feel more informed as buyers. In short, Jeff is not only a realtor but also a trusted advisor and partner throughout the home-buying process. I would recommend him without hesitation to anyone in Connecticut who is considering buying or selling a property. Whether it’s friends, family, or colleagues, I would feel confident knowing they would be in excellent hands with Jeff. If you are looking for someone who combines deep expertise, patience, integrity, and a genuine care for his clients, then Jeff is your realtor.”

tantanovitch ·

Photo of Jeff Gardner
Premier RE GROUP
“I recently had the pleasure of working with John Papp for both the sale of my home and the purchase of a new one, and I couldn’t be more satisfied with the experience. From start to finish, John demonstrated professionalism, expertise, and a genuine commitment to helping me through every step of the process. Selling a home can be stressful, but John made it as smooth and straightforward as possible. He offered great advice on pricing and staging, developed a strong marketing plan, and was always available to answer questions. Thanks to his efforts, my home sold quickly and at a price I was very happy with. On the buying side, John was equally impressive. He took the time to understand exactly what I was looking for in a new home and was patient, responsive, and knowledgeable throughout the search. His insight into the market and strong negotiation skills helped me find the perfect home within my budget. John truly goes above and beyond for his clients. I always felt like a priority, and his guidance and support made a big difference. I highly recommend John Papp to anyone looking to buy or sell a home. He’s an outstanding real estate professional.”

Beams1188 ·

Photo of The Bella Group LLC
The Bella Group LLC
“Lisa was truly incredible to work with. We were able to close on our dream home because of Lisa. She also got us a very quick closing (which we needed because we have a baby on the way). Lisa went above and beyond during the whole process!!”

Sydney Borkowski · West Hartford, CT

Photo of Lisa Gillette
Century 21 AllPoints Realty
“Ryan's professionalism and expertise played a pivotal role in making our home-buying experience exceptional. From the outset, his thorough understanding of the real estate market was evident. He approached our house hunt with a wealth of knowledge, providing us with valuable insights and guidance. Throughout the process, Ryan's professionalism shone through in his prompt communication and attention to detail. His ability to convey intricate details with clarity made us feel well-informed and confident in our decisions. Whether it was addressing our concerns or answering our numerous questions, Ryan consistently demonstrated a high level of professionalism. Ryan's expertise became especially evident during house showings. His keen eye for structural details and potential improvements showcased his in-depth knowledge of the housing market. He didn't just show us properties; he provided a comprehensive analysis of each home, pointing out both strengths and areas for consideration. Ryan took the time to explain each step of the closing process, ensuring that we were well-informed and comfortable with every decision we needed to make. His ability to break down complex concepts into easily understandable terms demonstrated not only his knowledge of real estate transactions but also his commitment to empowering his clients with information. During this critical phase, Ryan's communication skills continued to shine. He kept us updated on the progress, promptly addressing any concerns or questions that arose. His attention to detail was evident in the thoroughness with which he reviewed all closing documents, ensuring that we were making informed decisions every step of the way. Moreover, Ryan went above and beyond by providing valuable insights into the legal and financial aspects of the closing process. His proactive approach in educating us about potential challenges and considerations showcased his dedication to ensuring we felt confident and secure in our choices. Ryan's professionalism and expertise set him apart as a real estate professional. His commitment to understanding our needs, coupled with his ability to navigate the complexities of the market, made him an invaluable asset in our home-buying journey. We wholeheartedly recommend Ryan for anyone seeking a dedicated, knowledgeable, and professional real estate agent.”

ttimpone9648 ·

Photo of Ryan De Lello
Nest Seekers International
“Alberim AKA Al was perfect in every way possible. Helped me w/ all of my questions & was available at all times. Made this process very easy & very fast. Definitely looking to do more business with him. HIGHLY RECOMMEND!”

StanleyandBrenda ·

Photo of Al Klenja
RE/MAX Precision Realty
“These are different times. With COVID taking place, there were many regulations and ever changing restrictions/rules. Joe adapted to the new policies and facilitated the sale of our new home with ease. He sets the bar for the industry standard and I would not recommend anyone else.”

Ryan · East Haven, CT

Photo of Joe Bowolick
Premier Realty Group LLC

Frequently Asked Questions

There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Lakeside. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.


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