“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!”
- Agent Pronto
- Massachusetts
- Waltham
- South Side
The best way to find top real estate agents in South Side, Waltham, MA
We analyze thousands of real estate agents in Waltham’s South Side neighborhood and nationwide to find you proven local professionals, for free.
Compare top South Side real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for September 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.
The easiest way to find a top agent you can trust.
Sell faster. Buy smarter. Get matched with proven agents who know your market—all for free.
- Tell us what you need.
- Answer a few quick questions about your real estate goals.
- Get matched.
- We’ll find you top local agents based on performance, expertise, and customer reviews.
- Connect and compare.
- Review your personalized recommendations and choose who’s right for you.
- Move forward with confidence.
- Whether you’re buying, selling, or both, you’ll have a proven expert on your side.
Learn more about what South Side has to offer.
Waltham's South Side offers residents a walkable, welcoming blend of parks, locally owned shops and eateries, and convenient access to community events and green spaces that foster a tight-knit, family-friendly neighborhood vibe.
South Side in Waltham offers practical urban living with strong transit access, everyday amenities, and a range of housing options that appeal to both long‑time residents and newcomers. Located near downtown Waltham, it provides quick connections to Boston via the Waltham commuter rail station and nearby bus routes, making car‑free commuting realistic for many.
Daily life here is shaped by convenience. South Side residents can walk to Moody Street’s restaurants and cafes, including riverside spots along the Charles Riverwalk, and enjoy green space at Prospect Hill Park or along the Charles River Path. Local families value access to Waltham High School and other city schools, along with resources like the Waltham Public Library. Everyday errands are simple, with grocery stores, pharmacies, and small shops close to residential streets.
Housing on the South Side ranges from classic multi‑family homes to newer condominiums, attracting students, professionals, and multi‑generation households. Proximity to Brandeis University and Bentley University helps support a steady rental market, while long‑term owners value the area’s stability and ongoing investment in local infrastructure.
Whether you are weighing your first move to South Side or planning to sell and stay within Middlesex County, a local real estate agent who knows the streets, school zones, and transit options can simplify every decision. Agent Pronto connects both buyers and sellers with experienced South Side specialists so the process feels more informed and far less stressful.
Trusted by over 500,000 buyers and sellers.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Working with Sarah was the easiest and most rewarding decision I've made. She came highly recommended by someone I trust in the industry, and she absolutely delivered. I owned my home in Somerville for 21 years, and when it was time to sell, it needed some attention. Sarah helped me prioritize where to invest and where to hold back so I got the most out of every dollar. She had wonderful contacts to get the work done, along with a genuine eye for design that guided the interior choices - and she came by herself to help with the final touches. She was thoughtful about timing, invested real care in the marketing and the open houses, and was patient with my endless questions from start to finish. Sarah held my hand through the whole process. I would work with her again in a heartbeat and recommend her to anyone.”
“Spencer, you made the whole process from start to finish seem so easy! You were always such a calming influence and made my needs the top priority in both the selling of my home and the purchase of the condo that I am in love with. You have been so patient and never rushed me to make decisions. You took care of every detail and went far beyond what anyone would expect from their real estate agent. There are no words to express the level of care, expertise and professionalism that you exhibited at all times. I am forever grateful!”
“Jill Fitzpatrick went above and beyond in every way. Saying we were lucky to have her as our real estate agent is an understatement. Working with her was 10/10 in every category! Highly, highly recommend.”
“Eugene Clark was amiable and very patient. he walked me through the process step by step with clarity and good humor. even after the closing he has been available and very helpful”
“Great real estate experience with Charlotte. I recently had the pleasure of working with Charlotte as my realtor, and I cannot express how grateful I am for her outstanding service throughout the entire home buying process. From our initial meeting to the closing day, Charlotte demonstrated a level of professionalism, expertise, and dedication that greatly met my expectations. One of Charlotte's standout qualities is her extensive knowledge of the local real estate market. She took the time to understand my preferences and priorities, providing valuable insights into neighborhoods, property values, and future market trends. Her expertise not only streamlined the decision-making process but also ensured that I made informed choices.”
“I can't thank John Dean enough for handing the sale of my home. John's knowledge of the industry and the area was exceptional. He kept me informed of all the issues and guided me with decisions that had to be made. He offered to make several trips to the house to meet and coordinate the inspections and other people that assisted me with the move. Not being available to make it to the property for various reasons being the distance and caring for a disabled husband, John saved me from having to be there. John was there to manage everything for me. If you need a professional agent, look no further than John Dean.”
“I interviewed several Realtors, and none of them asked the thoughtful questions that Katherine did to better understand my needs. She also demonstrated a deep knowledge of the Boston program I was using for financing, and her years of experience working in and around Boston was key. But more than anything else, we got along really well in our initial meeting and she had my full trust almost as soon as the process began.”
“He was honest enough to direct us away from one of the homes that we looked at because of the horrible basement there. He also showed us at least 5+ homes before we settled on the one we're living in now.”
“Can't recommend Smita enough - she is extremely knowledgeable, is well aware of the ins and outs of the local market, and will always guide you towards the best decision based on your requirements. Smita played a huge role in helping me and my wife find our dream home. Being first-time homeowners, we didn't know where to start, but Smita did great due diligence researching individual properties and analyzing local market trends. Before we went to see a property, we had all the links and documents we needed to learn about the property which was immensely helpful in making an informed decision. Smita was always available for us which made the whole process very smooth for us. My wife and I highly recommend Smita and would to work with her again.”
“Elena is one of a kind just like how she found my perfect home for me in West Boylston, Massachusetts. I am from San Diego, California and never would have imagined to own a home in central Massachusetts but she opened my eyes to a beautiful town of West Boylston and provided great statistical feedback to help me make my decision. I am happy with my decision and a lot of it comes from a skilled and professional agent such as Elena. Highly recommend her.”
“I was recommended by a friend to call Kerry Lapiana with Prestige Homes. I am so glad I did. Kerry went up and beyond from the beginning until the end. She was always available with any questions I had and she made the offer process so easy. It didn't end there. She even took time after I closed to ask me how it was going if I needed anything additional. She went up and beyond every step of the way. I would highly recommend Kerry Lapiana and Prestige Homes to friends, family and colleagues.”
“We were matched up with Greg Maund who was an incredible broker and help us get the apartment of our dreams. ”
“Kyle moore and kim arsenalt saved my llife. I Just had a son. Lost my mom. My paperwork wasnt great. these 2 put things together that i couldnt have emagined.hear i am now in a multi. Tenants ask how i want the rent paid. I look at them like they're crazy for 2 seconds and say "check or M.O.".IF YOU Feel like me. Those are the ones you want on your team. Then grab KATHY as the lawyer. Shes the best too”
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 South Side. 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.
-
Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
-
We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
-
No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your South Side Realtor® or real estate agent today.
Looking for an agent in a different Waltham neighborhood?
We’ll match you with top-rated real estate agents in just about any city—wherever your next move takes you.