Realtor Team Specializing in South Winnipeg

Jennifer Queen Team Logo Notes on Charleswood

Charleswood Map

Welcome to Charleswood!  This community is 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. While there is some debate as to its actual boundaries, most would agree that the boundary lines are roughly: McGillivray on the South, the Perimeter Highway on the West, Shaftesbury on the East, and the Assiniboine River on the North. 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

Prices for residential homes range anywhere from around $150,000 for attached homes on busier thoroughfares up to a 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 $120,000 - $450,000 mark depending on the size and location of the condo unit.  Houses 

Schools and Services

Charleswood Community is managed by the Pembina Trails School Division. The board has a variety of elementary, middle and high schools offered in both English and French immersion.

There is no major hospital in Charleswood. The Grace Hospital is located on Portage Avenue and would be just a quick drive across the Charleswood Parkway and Moray Bridge.

Charleswood Library, located 5014 Roblin Boulevard is the local library in the area.


Charleswood area is home to locally owned boutiques and family-friendly eateries. It also houses (or is in close proximity to) five distinct retail developments (Kenaston Crossing, Kenaston Common, Linden Ridge Mall and Whyte Ridge Mall, Seasons of Tuxedo). Among the anchor tenants at these malls are Walmart, Canadian Tire, Costco, Sobeys, Ikea, and a luxury outlet mall. The malls also contain several smaller stores, several restaurants, and several financial services and insurance broker offices. Charleswood is also situated close to the newly renovated Polo Park Mall.

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 has two indoor arenas, Community Centre Ice Arena and Eric Cory Arena, which host the Charleswood Hawks from the MMJHL (Manitoba Major Junior Hockey League). The area has a couple outdoor rinks, and one curling club.

Golf in the Area can be played at the public Charleswood Golf and Country Club, located 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.  

Popular Bus Routes

65 - Grant Express

66 - Grant

67 - Charleswood Express

79 - Charleswood

98 - Unicity - Westdale - Grace Hospital