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Real estate in Lexington’s Countryside neighborhood.

Compare top Countryside real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 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 Countryside has to offer.

Countryside offers residents a friendly, family-oriented community with tree-lined streets, ample green spaces, and convenient access to top schools, shops, and outdoor recreation.

Real estate in Lexington’s Countryside neighborhood.

Countryside in Lexington stands out from nearby neighborhoods like East Lexington and Arlington by offering a quiet residential setting with strong community ties yet easy access to shops, schools, and major routes. Tree-lined streets, sidewalks, and well-kept homes give the area a cohesive feel that appeals to long-time residents and new arrivals alike.

Families are drawn to the neighborhood’s access to Lexington’s highly regarded public schools, including Lexington High School. On weekends, many residents head to nearby conservation areas such as Willards Woods Conservation Area and Paint Mine Conservation Area for walking and cross-country skiing. The Minuteman Bikeway runs close by, connecting Countryside to Bedford and Cambridge for car-free commuting and recreation.

Daily conveniences are close at hand. Residents often frequent nearby dining and shopping in Lexington Center or head toward Winchester and Burlington for additional options. Community events, from school activities to town-wide celebrations, reinforce the sense of belonging that Countryside residents value.

For both buyers and sellers, timing and preparation are critical in this competitive market. Understanding seasonal trends, pricing dynamics, and local buyer preferences can make a real difference. Agent Pronto connects you with a knowledgeable Lexington agent who understands Countryside and can guide you through each step, whether you are entering the market or preparing to move on.

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“Review Of David Nicholaou REMAX Reality and the value of working with him when buying or selling a home David has worked with me to first sell my house in Westford MA. The timing of putting it on the market in Mid - July coincided with our family trip to Italy. If I would have waited, I would have missed the peak summer market, I trusted Davids plan so we moved on to list, it. While in Italy, we kept in touch through cell phone, texting and email I received 2 offers, Dave presented them, by phone and email since I was not in the states. Both offers were the same amount of money, but he told me why one was better, stronger than the other. So, I took the advice of the stronger offer, and everything went well we closed without any issues. David was constantly keeping me up to date with everything and sending the documents in Italy. We met up when I returned from Italy and finished the sale After a few months my daughter was in the position to buy her first house. She picked David as she saw how easy it had been for me to sell the house, (because I listened to his advice) ,she was free to look for anything in her price range. David suggested things pro and con about all the houses she looked at. In the end she found the perfect house in Groton where she still lives. She told me working with David was easy and there were no surprises. She was very nervous as it was her first house and she didn’t want to make any misstates. She did not and is so glad I had David to let her use to buy her first house.. The second house he helped me sell was a farm in Barre MA who I had bought with my sister, and she decided to leave back to Wisconsin in the middle of an expensive rehab. I had to sell a 17-acre farm, I called Dave back to help me sell this property. We both knew little of valuing this farm, but he worked hard with me and several different web sites including a horse farm site that we thought may bring other offers rather than just MLS. I also had the property appraised to get a better idea of its value. The appraisal was Dave’s idea. – and good one. After 2 weeks on the market, we got an offer and we took it. This time the economy was depressed (Summer 2026) but I had to move, and it was a good offer considering how depressed the economy of Barre was. Houses were just not selling in that area. So, I consider myself lucky to have had Dave and his strong experience guiding me. That is your typical realtor story, but what really shines about Dave is the prep that goes into the house before it is ever listed. He can see issues that can come up at the open houses, or closing, what simple fixes the owner can do to prevent questions coming up with people that come look at your open house to haunt you. Things like how to clean your house, what to do with extra clutter, the yard, garage, basement things the owner over looks – I know I did. When you listen to him the. property shines and offers come in which is the whole reason to have a realtor in the first place. Dave also helped me buy my current home before I listed the Barre property. He advised me to choose a new home first, before listing, and I’m glad I did because I didn’t have to divide my time between house hunting and selling. He explained that waiting to search until after accepting an offer would not be practical. I followed his advice, and the process went smoothly. Dave clearly explains what to expect, stays organized, and double-checks both his work and others to catch issues before they become major problems. He also works with an excellent team, including a highly capable lawyer. Consider having Dave represent you the next time you buy or sell a property. Sincerely, Kassandra Harwood, happy new homeo”

Kassandra Harwood ·

Photo of David Nicholaou
RE/MAX Innovative Properties
“Rick was an absolute pleasure to work with. He helped me with both selling my house and finding a new condo. He was very knowledgeable about everything and was very helpful when it came to selling both the house and condo. If I had any questions, he was always there via text or phone call. He treats you as if your family and I was extremely grateful for all his help and guidance in both the selling and finding of a new place. I knew when I was working with him I had complete trust in everything he did. I would highly recommend him to anybody looking to sell or buy a new place. I was very extremely happy with both outcomes and it was all because of Rick. Buying and selling at the same time can be incredibly stressful, but Rick made the entire process feel manageable. He was responsive, honest, knowledgeable, and always willing to explain what was happening and what I needed to do next. He If I ever have to sell or buy again I would definitely use him again.”

Alfred Monaco ·

Photo of Rick Grayson
Compass Wellesley
“Tyler is a real estate professional, he is very responsive and thoughtful. He showed us many properties and was patient with our search process. Most importantly, he brought to our attention the property we did eventually purchas, because he understood our new home criteria and style.”

Edward Malouf ·

Photo of The EverHome Group
Coldwell Banker
“Thanks to Chris Johnson and the YPC Team I would like to extend my deepest gratitude to Chris Johnson and his incredible team at YPC for helping my father and me navigate what could have been an overwhelming process during a difficult time. Our families have shared a longstanding connection over the years, which made this experience even more meaningful. However, it was Chris’s professionalism, direct communication, dedication, and swift action that truly made the difference in bringing our homeownership journey to life. My father, a proud veteran and I had spent approximately 6–12 months struggling to secure the appropriate pre-approval needed to purchase our family home. After experiencing delays and a lack of clear, personalized communication throughout the process, we were understandably discouraged. That all changed when Chris and his team stepped in. From the moment we connected in mid-September, Chris moved with an impressive sense of urgency and purpose. Through his network and coordination with a connected lender and the VA, we secured a pre-approval that exceeded our expectations. What once felt like a distant possibility quickly became a reality. From submitting our offer to closing on our fully renovated, four-bedroom, two-bathroom single-family home in Brockton, Massachusetts, the entire process was completed in just 24 days! I would be remiss if I did not acknowledge that the experience came with some stress, as any major life decision can. However, Chris and his team remained responsive, answered my questions in real time, and clearly communicated what was needed at each stage to keep everything moving forward. Knowing what to expect and having a team that was willing to guide us through every step made all the difference. Hearing those words, _“clear to close,”_ was truly a moment we will never forget\! Mr. Johnson, thank you for your outstanding work, your commitment, and your ability to turn a challenging situation into such a positive outcome for our family. You and your entire team and professional network are truly exceptional. Your work speaks volumes about your talent, dedication, and understanding of what it takes to get the job done. You have always had my trust, the gratitude, and my highest recommendation. YPC will forever be my first choice when referring friends, family, and colleagues. Experiences like ours are a powerful reminder that having the right professionals in your corner can make all the difference in the world. Thank you for helping make this milestone possible for my father and our family. This is more than a home purchase; it is a meaningful accomplishment for our family, and a memory we will cherish for years to come. May God continue to bless you, your team, and the work you do for others. You undoubtedly have a gift, Chris, and I hope you continue to use it to make a difference in the lives of many more families. With heartfelt appreciation and gratitude, The Williams Family”

williams ca7178 ·

Photo of YPC Real Estate
YPC Real Estate LLC
“You should definitely use Chris as your realtor. I've been through the house buying process 3 times and this is the first time I've worked with Chris -- he came highly recommended. I won't work with anyone else in the future if I ever need to buy a house again. He's incredibly knowledgeable and very responsive. He goes above and beyond for literally everything you need. The entire process was seamless.”

asw987 ·

Photo of Chris Blauvelt
William Raveis Real Estate
“Charlotte is an excellent and effective communicator! How she handled the entire process of putting our house on the market to dealing with buyers and realtors was very professional. She is extremely knowledgable about the current market and best practice to move things along all while she has your best interest in mind. Hands down, I highly recommend her, her knowledge, her communication, her professionalism, her efforts and she is fun to work with! You will succeed when partnering with Charlotte!”

DEBHULT ·

Photo of Charlotte Marrocco-Mohler
Berkshire Hathaway Verani Realty
“I very highly recommend Zack Harwood! Zack was incredibly helpful, patient, and supportive throughout the entire process. Buying a first home was overwhelming, but he made the process so much easier by guiding me every step of the way, answering all my questions, being extremely thorough and very responsive. Zack’s professionalism, knowledge and genuine care made such a difference. I am so grateful and I could not have asked for a better realtor! Thank you so much for making my first and forever dream condo a reality! Kari Grossman”

Kari Grossman ·

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Berkshire Hathaway Warren Residential
“Bridget was extremely helpful as a first time homeowner. Her knowledge and expertise was valuable for someone navigating the real estate market. I cannot recommend Bridget enough.”

Ryan Guild ·

Photo of Bridget DiEoreo
LAER Realty Partners
“Phil was a huge help during my selling and purchasing of property last year. I knew nothing of the process and he was patient, informative and answered all my questions quickly. He was quick to get me into properties at a moments notice and was encouraging even when my open houses were not. I would highly recommend Philip Elias and if I ever have to move again I will call him.”

chefchristine99 ·

Photo of Philip Elias
Elias Group Realty
“We truly cannot say enough amazing things about Lenny! Buying a home was such a huge and stressful process, and we are so grateful that we had him by our side every step of the way. He was incredibly patient with us through all of our offers, never made us feel discouraged, and was always there to answer our questions, talk through our options, and help us navigate every part of the process. No matter how many times we reached out, he always made us feel supported and confident that we would eventually find the right home. We are so thankful for all of his hard work, patience, and dedication throughout this entire journey. We would recommend him to anyone looking to buy or sell a home!”

Jeffrey and Casey Rusconi · Hamilton, MA

Photo of Len Ferrari
Century 21 North East - Integra
“Andre helped me get my house listed and sold quickly and was very responsive. He is great to interact with and I would highly recommend him. He was able to explain the process thoroughly whenever I had questions and I did not feel pressured at all during our interactions. I had already left the state for closing and Andre had no issues with covering everything no questions asked.”

AlecHeilmann ·

Photo of Andre Fuller
Coldwell Banker Back Bay Global Luxury
“I had a great experience with Jen and I highly recommend her. She is an outstanding real estate agent as well as a wonderful human being. I could not be more pleased! From the very first phone call all the way to closing, Jen was always there to help me or answer any of my questions. She was always one step a head of me, which made the whole process feel effortless.”

dlazzara3 ·

Photo of Jen Mason
Coldwell Banker Realty Andover
“Fantastic agent to work with in all categories. It was an absolute pleasure to work with John in both the purchase of our new house and sale of our old house. John is extremely knowledgeable about the entire process from start to finish and always has his finger on the pulse of the market. He routinely went out of his way to help us understand and navigate the complexities of the entire process. His communication was prompt, accurate, and honest. He went the extra mile to represent us professionally through what would have otherwise been a very difficult purchase. John was able to negotiate great deals for us on both our purchase and sale agreements amid a turbulent market. I would highly recommend anyone entering the real estate market to work with John. We couldn’t have been more thrilled!”

Sam Wiley ·

Photo of John Dean
Engel & Völkers Engel & Volkers Boston
“I used to think using a real estate agent was totally unnecessary, but working with Vicky and Paul completely changed my mind. We managed to buy a new house and sell a condo in two different towns in just 3.5 months with minimal works. Of course, we had to put in some work on our end too, but having Vicky and Paul in our corner was an absolute blessing. Vicky always protected our interests, whether we were buying or selling. Instead of just trying to push the first home on us, she gave us genuinely honest opinions and advice on every house we toured. She’s also super creative and proactive, always having a solid plan to tackle any situation and make sure things kept moving along smoothly and on time. She’s so thorough every step of the way. She read through inspection reports and made sure she addressed every concern raised by us or inspector with the seller's agent. And I can't leave out Paul, who was so helpful joining us for the inspection of the home we were purchasing and the works prior to the inspection for the home we are selling. Vicky and Paul make an amazing team, and they're honestly the exact combination you want when you're navigating the market. Thank you both so much for making our move way less of a headache!”

NKMA ·

Photo of Victoria Kustov
Elite Realty Experts, LLC
“Shawn did an outstanding job helping us purchase our townhome. He was extremely friendly, responsive, and professional throughout the entire process. He negotiated with the seller on our behalf and did a great job handling issues related to delays in the closing date. What really stood out to us was how accessible he was — he was available for calls even during evenings and weekends whenever we needed his help. He made what could have been a stressful home-buying process feel smooth and manageable. We truly appreciate Shawn’s support and would strongly recommend him to anyone looking for a buyer or seller agent.”

SKrishna Pras ·

Photo of Team Blades Realty
RE/MAX Remax Innovative Properties
“Smita Sinha was an absolute pleasure to work with throughout our home-buying journey. She is approachable, knowledgeable, and truly takes the time to understand her clients' needs and priorities. Her attention to detail and deep understanding of the real estate market gave us confidence at every step of the process. What stood out most was her commitment to supporting us beyond expectations. Smita consistently went the extra mile to answer questions, provide guidance, and advocate for our interests. She listened carefully, remained responsive, and ensured that we felt informed and comfortable when making important decisions. If you are looking for a real estate agent who is professional, dependable, and genuinely invested in helping her clients succeed, I would highly recommend Smita Sinha. Her dedication and client-focused approach make her exceptional at what she does.”

Nisha ·

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Keller Williams Pinnacle MetroWest
“Daniela was truly incredible to work with! She is extremely knowledgeable, professional, responsive, and attentive. She consistently went above and beyond to make sure we found a place with everything we wanted and made sure we felt confident in every decision. Beyond being exceptional at what she does, she is also genuinely one of the kindest people. It was clear that she truly cared and wanted the very best for us. She took the time to call us and walk us through every aspect of the process, always giving honest and helpful advice. She brought important details to our attention that we would never have known to ask, or think about ourselves. We feel incredibly lucky to have worked with Daniela and look forward to working with her in the future. If you are looking for a realtor, we cannot recommend Daniela enough, she is absolutely the person you want by your side!”

Jessica Boulden ·

Photo of Daniela Cafaro
Compass MA LLC
“Carson was a great agent to work with in the sale of my home! Was very responsive to the many questions I had and really went the extra mile to make the process seamless”

Rhys Demelo ·

Photo of Carson Hess
Homie Realty Group
“Excellent Realtor – Highly Recommended! We had a wonderful experience working with our realtor Josh Stiles while buying our apartment. From the very beginning, he was professional, knowledgeable, patient, and always available to answer our questions and guide us through every step of the process. Josh truly listened to what we were looking for and helped us find the right apartment. His expertise, attention to detail, and excellent communication made the entire buying process much easier and less stressful. We always felt that he had our best interests in mind and were working hard to help us make the right decision. We are very grateful for all their help and support and couldn't be happier with our new apartment. We highly recommend him to anyone looking to buy or sell a home. Thank you for making this such a positive and successful experience! Best regards”

LEONID FONAROV ·

Photo of Josh Stiles
Compass Real Estate
“We had an excellent experience working with Samson during the purchase of our new home. From the beginning of our home search all the way through closing, Samson was professional, knowledgeable, patient, and truly committed to helping us find the right home for our family. He took the time to understand exactly what we were looking for, answered our questions clearly, and guided us through every stage of the home-buying process. He was always responsive and available when we needed him, and his communication made what could have been a stressful process feel organized and manageable. What impressed us most was how genuinely Samson looked out for our best interests. We never felt pressured into making a decision. Instead, he gave us thoughtful advice, helped us evaluate our options, and made sure we were comfortable and informed before moving forward. Samson went above and beyond our expectations, and we are extremely grateful for the hard work, dedication, and professionalism he showed throughout our journey. Thanks to his guidance, we are now proud homeowners and very happy with our new home. We would confidently recommend Samson to anyone looking to buy or sell a home. If you want a realtor who is dependable, knowledgeable, hardworking, and truly cares about his clients, Samson is an excellent choice. Thank you, Samson, for helping our family find a place we can proudly call home!”

pgitaumburu ·

Photo of Samson Kimani
RE/MAX REMAX REAL ESTATE CENTER

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 Countryside. 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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