Find the perfect real estate agent in Charleswood, Winnipeg, MB

We analyze top real estate agents in Winnipeg’s Charleswood neighborhood and across the country to find you the most proven local agents, for free.

Customer Reviews Equal Housing Opportunity
Real estate in Winnipeg’s Charleswood neighborhood.

Compare the top 25 real estate agents in Charleswood

Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for May 2025. *

The easiest way to find the best real estate agent.

Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.

Tell us what you need.
Answer a few quick questions about your real estate needs so we can begin our search.
Match with the perfect agent.
Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
Meet your agent.
Review the details of your top agent recommendations and speak with them to learn exactly how they can make your real estate journey a success.
Buy and sell with confidence.
While real estate decisions are among the most important financial and personal decisions we make, you can rest easy knowing that you have a proven real estate professional on your side.
Agent profile screenshot
Agent profile screenshot

Home buyers and sellers love Agent Pronto.

Here’s what some of the 400,000+ home buyers and sellers have had to say about our service.

“Received two recommendations quickly both were helpful and quick to engage in our situation. We had evaluation done by both and selected Dan O'Brien to represent us with great success!”
5 stars
MW
Marylyn W.
Winnipeg, MB
“It worked out great for us. We didn't need to search for a realtor and had 2 realtors reach out to us.”
5 stars
CT
Curtis T.
Winnipeg, MB
“Working with Ryan Jones was great, professional and at the same time he was very friendly, giving us advice on how to sell our house without spending a whole lot of money. He did the job, and my husband and I were very happy with the results!”
5 stars
VH
Valerie & Doug H.
Winnipeg, MB
“Very convenient service that put us in contact with an excellent real estate agent named John Czezowski!”
5 stars
MP
Megan P.
Winnipeg, MB
“Andy was very professional & personable - definitely recommend Andy to anyone that would be listing or selling their home! ”
5 stars
CG
Coleen G.
Winnipeg, MB
“I had a great experience with Mary Jay. She bent over backwards for me to get what I needed done in the time that I needed it done in. I would recommend her to anyone.”
5 stars
RC
Richard C.
Winnipeg, MB
“Agent Pronto was quick to respond to my request to meet with a realtor. They also followed up after my initial interview with the realtor selected to make sure we were going in the right direction. We had a great experience working with the selected realtor. She was patient and listened carefully to what we liked and needed in a home. She had great and dependable contacts in the industry that made sure we closed on the house we purchased. We are extremely happy with the house we purchased.”
5 stars
MD
Melissa D.
Winnipeg, MB
“Agent Pronto was a great resource to use for finding a real estate agent. I was matched with 2 agents who both promptly contacted me. I went with John because he contacted me first and had actually helped our friends buy their home a few years prior. It was such a fast and efficient service to get us started on our house hunting and home purchase!”
5 stars
AP
Arlene P.
Winnipeg, MB
“Fantastic! They connected me with the Archambault Team who we loved and bought property from.”
5 stars
IS
Isabel S.
Winnipeg, MB
“It was very easy, quick, and efficient to be paired with options of realtors that suited my needs in finding my first home. I would recommend using Agent Pronto for first time home buyers in order to get the best realtor to guide them through it!”
5 stars
JA
Jay A.
Winnipeg, MB

Learn more about what Charleswood has to offer.

Charleswood offers residents a charming blend of natural beauty, community spirit, and convenient access to urban amenities, making it an inviting place to call home.

Real estate in Winnipeg’s Charleswood neighborhood.

Charleswood is an area of Winnipeg that feels uniquely its own—a place where city comforts and a natural landscape exist side by side. Known for its stands of towering pines and trails weaving through green space like Assiniboine Forest, this neighborhood offers outdoor adventure at your doorstep, with wildlife sightings not uncommon on brisk morning walks or evening bike rides. The Harte Trail follows the old railway line and provides a scenic route for cyclists and joggers, linking Charleswood to surrounding neighborhoods and creating a sense of connection through the heart of the community.

Families are drawn to Charleswood for its sense of space and strong educational opportunities. Schools like Robertson School and Westdale School offer a nurturing environment for young learners. The Charleswood Library, well-integrated into the community, is a popular spot for students and adults alike. A mix of homes, from mid-century bungalows to custom new builds, line the quiet streets, while a variety of local businesses and cafes provide neighborhood flavor. The Assiniboine Park Zoo is just a short drive away, adding another destination for weekends with family and friends.

Charleswood’s strong community spirit shines during seasonal events at the Charleswood Community Centre, where residents gather for recreation and celebration. From the tranquility of large private yards to a commitment to preserving natural beauty, life here offers a refreshing blend of relaxation and suburban convenience. Whether you’re searching for a family home or planning to sell your property, Agent Pronto helps connect homebuyers and sellers with experienced real estate professionals who understand the Charleswood market inside and out.

Woman smiling

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!

Sarah W.

Take the guesswork out of finding an agent.

With over 140,000 real estate agents across Canada, 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 Charleswood 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.

Data analysis with a human touch.

Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Winnipeg. 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!


Frequently Asked Questions

There are more than 140,000 real estate agents across Canada, and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise. 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.


Looking for an agent in a specific neighborhood?

We can help you find the perfect real estate agent just about anywhere.