“We've been working with Lisa for many years, she is always looking out for what's best for us. We've also referred her multiple times to family and friends. We're forever grateful to have such an amazing person in our lives!”

We analyze top real estate agents in Oakham and across the country to find you the most proven local agents, for free.
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for September 2025. *
* 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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“We've been working with Lisa for many years, she is always looking out for what's best for us. We've also referred her multiple times to family and friends. We're forever grateful to have such an amazing person in our lives!”
“I met Spencer through one of his other endeavors- as building manager for my apartment. I found him to be a responsive and helpful manager. I was very happy with his work, but I didn't really know anything about him other than that. One day, a "for sale" sign appeared outside of the building next-door with Spencer's name on it. Can't forget a name like that. I asked Spencer lots of questions and even though I wasn't ready to buy, he took the time to talk about what purchasing a home would look like. Over time, I decided I wanted to invest as an owner-occupier of a multi family home in the area. When I was ready to shop, Spencer outdid himself. He worked with my schedule and I saw multiple properties. As we looked at different buildings, Spencer was able to help me focus in on what I truly wanted in a home as well as what I could afford. I learned so much! With Spencer's continued support and encouragement, I found a great 3-decker. He is a wonderful realtor - and also a new friend!”
“James Laney was extremely knowledgeable throughout the sales process. He did an outstanding job in developing a strong marketing strategy which quickly resulted in the sale of my home. He planned, organized and single handedly managed a very successful Open House Event which resulted in the successful offer to purchase the house one day later. James was expremely organized and responded very quickly to any questions that I posed to him. Would highly recommend James to any potential seller or buyer.”
“Very happy with the process and service received, will use Derrick again”
“As first time homebuyers we had no idea what we were getting ourselves into. Carl made us feel so much better! He was an outstanding realtor and resource for us during the entire home buying process from start to end. He made himself available to see houses anytime and answer our crazy amount of beginner questions. He is very knowledgeable at home projects, things to be aware of, the differences in having well water or town water, what moisture in a home looks like, and all the other things we may have been blind to as we were looking. It was incredibly helpful to have him show us homes and give us honest answers when questions popped up with our best interests in mind. He also has great knowledge and relationships with local lenders, inspection, lawyers. etc which made that side of the process easy as well. He made buying a house honestly easy and fun. He's a great guy and very easy to work with - would highly recommend to anyone in the market for a home!”
“Jenn was a pleasure to work with. She knew that purchasing this particular piece of property was very important to me and she made sure that it happened for me.”
“My experience with Agent Pronto was excellent! Robin Foley was outstanding and always kept me informed.”
“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.”
“Smita was brilliant and the best we could have hoped for - she was a dream to work with. I am very happy with her patience with me as a first time home buyer and she continues to support me post purchase. Smita came very strongly recommended from a trusted source, and we will recommend her to all our friends. Her knowledge of the Shrewsbury market is commendable - in fact all her predictions came true. She was perfect except only one thing - we personally think she could have helped better with the negotiation of another property (141 Worthington). But having said that, she landed us probably a better property.”
“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.”
“Albert Surabian is professional, knowledgeable and trustworthy! He couldn't have been more helpful, even volunteering to help clean out the house and do yard work if we needed him. He went above and beyond in every aspect. I highly recommend him to anyone looking for a realtor. A pleasure to work with to say the least!”
“I found Lyn through an online realtor search. She called me right away and I was impressed with her grasp of our complex situation: we were buying a house for us and my mother in law and selling our home as well as my mother inlaw’s home in NJ. Lyn gave us great advice at every turn of this long and sometimes arduous journey!! So glad we hooked up with her from the start! She worked so hard for us!! When our first buyers lost their financing she said she wanted to have an open house every weekend until we got another buyer and she did it! We didn’t deal directly with other century 21 staff but I know Lyn consulted with others from her group at times. It was reassuring to know there was a whole team on our side working for our common goal. Lyn was so professional and reliable; it was truly a pleasure working with her.”
“Sabrina and I had started discussing my home in early 2017. She kept in contact with me as the market changed and alerted me when she felt my home reached the value I was seeking. Her networking really made the difference. My home sold fast and the process was smooth and relatively easy. Sabrina’s knowledge and assistance was a huge help. Sabrina provided excellent advice and saved me time and money; there were some projects I intended to tackle before going on the market but she counseled me to wait. The times were not brought up by the buyers. Sabrina was a great asset in helping me with the sale of my home. I lived there for nearly 18 years; she kept me grounded and focused. I appreciate it!”
“Susan was very friendly and helpful in helping us purchase our home. She listened to our needs and worked with us to find the home that best fit our needs. She allowed us time to look and made us aware of any concerns. When we had questions she answered them or pointed us to someone that could.”
“John's attention to detail and knowledge of the industry helped tremendously with choosing the right income property. His attentiveness and attention to detail made it easy to understand the numbers to become a successful landlord. Most importantly, his adaptiveness to my busy schedule is why I would highly recommend him to my friends and family.”
Oakham offers residents a charming blend of rural tranquility, close-knit community spirit, and picturesque natural scenery that fosters a peaceful and inviting living environment.
Oakham balances wide-open landscapes with everyday convenience, offering a peaceful pace in Worcester County and quick connections to regional hubs like Worcester. Outdoor lovers find miles of woods and water at the Massachusetts Department of Conservation and Recreation’s Ware River Watershed Recreation Area, where forest roads welcome hiking, biking, horseback riding, and winter sports. The famed Midstate Trail traverses nearby ridgelines, while swimming, paddling, and picnicking are close at hand at Rutland State Park and the historic mill streams and gardens of Moore State Park.
Families appreciate the strong public-school network in the Quabbin Regional School District, including Oakham Center School for younger learners and robust academic, arts, and athletic programs at the middle and high school campuses in neighboring Barre. Town services are easy to navigate through the Town of Oakham, and the local library, trails, and seasonal events give residents plenty of ways to connect. Everyday errands and dining are a short drive to Rutland, Spencer, or east toward Worcester, while home remains wonderfully quiet at day’s end.
Whether you’re seeking acreage, a classic farmhouse, or a tucked-away neighborhood, Oakham offers room to breathe and a welcoming community fabric. When it’s time to buy or sell, Agent Pronto can introduce you to a trusted local real estate professional who knows the area and the market inside and out.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Oakham to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Oakham. But we don’t stop there.
Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.
Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Tips and market insights to make your Oakham real estate journey a success.
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 Oakham. 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 Oakham Realtor® or real estate agent today.
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