Charleswood, Winnipeg: homes for sale & neighbourhood guide
Charleswood is a leafy south-west area known for big lots, the Assiniboine Forest and a semi-rural feel inside the city, between the Assiniboine River and Wilkes Avenue.

Living in Charleswood
Assiniboine Forest and Assiniboine Park, Harte Trail, Roblin Boulevard shops and community centres.
Homes in Charleswood: what you'll find
1950s–1990s bungalows, split-levels and two-storeys, many on large treed lots, plus newer builds in Ridgewood and condos on Roblin.
Schools near Charleswood
Pembina Trails School Division.
Commute from Charleswood
20–25 minutes to downtown.
Charleswood is a great fit for
- Families who want a big yard
- Nature lovers
- Move-up buyers
Buying in Charleswood
Some Charleswood lots are very large or still on septic; ask about city services and lot-split rules.
What are you dreaming of?
Describe the home you want in seven quick steps. Charleswood is already on your map; add any other areas you like.
What are you dreaming of?
3-bed, 2-bath two-storey, double garage in Charleswood
Hi! Tell me a little about the home you're dreaming of, and I'll start looking for you.
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What is your Charleswood home worth?
Charleswood real estate: questions buyers and sellers ask
Is Charleswood a good place to live in Winnipeg?
Charleswood is a leafy south-west area known for big lots, the Assiniboine Forest and a semi-rural feel inside the city, between the Assiniboine River and Wilkes Avenue. It suits families who want a big yard, nature lovers, move-up buyers.
What kind of homes are for sale in Charleswood?
1950s–1990s bungalows, split-levels and two-storeys, many on large treed lots, plus newer builds in Ridgewood and condos on Roblin.
Which schools serve Charleswood?
Pembina Trails School Division. Catchment areas can change, so Adela confirms the schools for each address before you buy.
How long is the commute from Charleswood to downtown Winnipeg?
20–25 minutes to downtown.
How do I see new listings in Charleswood first?
Set a free alert for Charleswood on this page. Adela sends new MLS® listings as soon as they appear, and can tell you about homes that are coming up before they hit the market.
Who is a good REALTOR® for Charleswood?
Adela Strycharz, REALTOR® with Real Broker Manitoba, helps buyers and sellers in Charleswood and across St. James & Charleswood. She replies within 15 minutes during business hours and gives every client a written plan.