Jennifer Queen Team Logo Notes on Charleswood

Charleswood Map

Charleswood is an expansive neighbourhood located in the Southwest portion of Winnipeg and is bordered by the Assiniboine River to the North, McGillivray Boulevard to the South, the Perimeter Highway to the West, and the Assiniboine Forest or Shaftesbury Boulevard to the East. Charleswood is located approximately 15 kilometers from Downtown Winnipeg and approximately 12 kilometers from the James Armstrong Richardson International Airport.  

Along the main thoroughfares of Roblin Boulevard and Grant Avenue, you will find commercial real estate and along Wilkes Avenue you will find a mix of commercial and industrial land, with some park and recreational space in between.  Most of Charleswood is residential land use, however there is a large amount of land in South Charleswood that remains undeveloped.

Charleswood is a multi-generational area, with a large proportion of the residents being young families while there is an equal proportion of empty-nester residents.  Approximately 82% of the homes in the area are owner occupied and the average annual income for the area is above $100,000.

This community is often summarized by farmland and modest residential homes that promote semi-rural living, chalked full of walking trails and family-friendly parks.  Streets are often unpaved with deep ditches and the lots are usually oversized, perfect for the nature enthusiast!  The walking trails attract active families, bird watchers, and those that just enjoy a more holistic approach to living. Houses for sale in Charleswood Winnipeg are oftentimes hard to come for, but you are in luck.  We specialize in the area!

Real Estate Trends Charleswood Listings

Charleswood is a semi-residential/rural subdivision and what that means is the lots are quite large when compared against a standard-sized residential lot in Winnipeg. There are nearly 10,000 homes within the area. Prices for residential homes range anywhere from around $170,000 for attached homes on busier thoroughfares up to 2 million dollars for a substantial and either newly updated or constructed home often backing onto the river or Assiniboine Park. There is a mix of homes built in the area ranging from the early 1900's all the way up to several new construction homes and newer subdivisions such as Ridgewood West.  The bulk of the development within the area was from the mid 1950's to 1980's.  Common floor plans include bungalows, bi-levels, and two-storey homes. Oftentimes houses for sale in Charleswood Winnipeg can be hard to come by, but ask us. We often have pocket listings in the area.

For the lifestyle choice of condominiums, Charleswood does offer a few different condo styles, with the majority being apartment-style floor plans.  There are some semi-detached bungalows and two storey options though, they are just rare. Price ranges for condominiums are usually around the $130,000 - $600,000 mark depending on the size and location of the condo unit. 

Schools and Services

Charleswood is located within the Pembina Trails School Division. However, with the large size of the neighbourhood, the school that your child will attend is determined by your location in the school catchment within the neighbourhood. There are 11 schools to support the area, and this includes 6 elementary schools, with Ecole Dieppe being a French Immersion Option.  There are 3 Middle Schools including French Immersion programming at Ecole Charleswood.  There are two High Schools: Shaftesbury, an all-English high school, and Oak Park which offers English and French Immersion options.  Additionally, Charleswood is home to one Post-Secondary school, which is the Canadian Mennonite University. 

There is no major hospital in Charleswood. The Grace Hospital is the closest hospital to the area and is located off Portage Avenue, a short drive North on the William R Clement Parkway and the Moray Bridge. 

Charleswood Library, located 4910 Roblin Boulevard is the local library in the area.


Shopping in Charleswood proper has a focus on "Mom and Pop" shops and strip malls located along Grant Avenue and Roblin Boulevard.  Major shopping centers are located in close proximity at Kenaston Crossing, Kenaston Common, Polo Park Shopping Center, and the Seasons of Tuxedo which hosts large retailers like IKEA, Cabelas and the Outlet Collection Winnipeg. 

Fort Whyte Winnipeg

Entertainment and Recreation

This neighbourhood’s country-like setting and many forest trails, including Harte Trail, Assiniboine Forest and neighbouring Assiniboine Park, makes it a top destination for nature enthusiasts, birders, joggers, cyclists and families.

Charleswood is also home to multiple community centres with outdoor hockey rinks and fields for baseball and soccer. This includes: Eric Coy Arena, which host the Charleswood Hawks from the MMJHL (Manitoba Major Junior Hockey League), Charleswood Place, Varsity View Sportsplex and Pacific Junction Park. 

Golf in the Area can be played at the semi-private Charleswood Golf and Country Club, located at 310 Haney Street.

The area is also well known for its close proximity to Fort Whyte. Fort Whyte Alive is a nature centre and a wildlife refuge with a goal of providing education.  There are over 640 acres of protected greenspace and daily activities and programs.  

Our Favourite Thing About the Area

The great sense of community.  You really do get to know your neighbours and it's a very close-knit type feeling community.  It feels like a small town within the city.  Many people that have grown up within the area and then choose to stay in the area - those community ties run deep!

Popular Bus Routes

65 - Grant Express

66 - Grant

67 - Charleswood Express

79 - Charleswood

98 - Unicity - Westdale - Grace Hospital


" I love Assiniboine Forest, it would be my favorite place. I walk here almost every day."

" We like living here because of the nice forest and parks around the area. The Assiniboine Forest here is really nice to take your family for a nice walks during the weekend or during the week. The parks over around the forest over here are awesome for the kids. They got nice play structures around this area." 

" I like Charleswood here because we're so close to the forest. Very quiet and peaceful. Everyone's very open and welcoming and so nice. And you're so close to nature. More or less in your backyard. It's like living in a forest."

" We love the area. We've been here just a few years, and it's so wonderful that we basically have the forest in our backyards, and we couldn't ask for anything more."

I Would Like More Information on Charleswood

Our website has been designed with the intention of providing you access to the Best Realtor in Winnipeg -by this, we mean the best Realtor for you and your needs, although we do strive to be the best real estate agents in Winnipeg based on our customer service, follow-up care, and customized services for our clients. Not only that, but we offer access to agents that specialize in every quadrant of the city. We have a real estate agent for Sage Creek, a real estate agent for Windsor Park, etc. So if you are looking for a neighbourhood expert, just contact us to see who would be the best match for you and your search! If you are looking for a top realtor in Winnipeg, then look no further. You have found us!

We have created several pages to help you navigate through your search and narrow down key areas of interest. Whether it be Sage Creek Real Estate, Windsor Park Real Estate, Fort Garry Real Estate, Transcona Real Estate, Luxury Real Estate, or just Winnipeg Real Estate in general, we have got you covered. Do you feel we are missing a community that would be of interest to you? Let us know, we would love to add information that our clients find useful!

Jennifer Queen Personal Real Estate Corporation