26 Oswald Bay
Charleswood Winnipeg R3R 2W5

$699,900
Single Family beds: 4 baths: 4.0 1,791 sq. ft. built: 1979

Tucked away on a quiet Charleswood cul-de-sac, this distinctive home offers 4 bedrooms and 3.5 bathrooms.
Photo 1: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 2: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 3: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 4: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 5: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 6: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 7: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 8: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 9: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 10: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 11: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 12: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 13: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 14: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 15: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 16: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 17: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 18: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 19: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 20: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 21: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 22: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 23: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 24: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 25: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 26: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 27: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 28: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 29: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 30: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 31: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 32: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 33: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 34: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 35: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 36: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 37: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 38: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 39: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 40: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 41: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 42: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 43: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 44: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 45: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 46: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 47: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 48: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 49: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Photo 50: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
Status:
Active
Prop. Type:
Single Family
MLS® Num:
202623902
Bedrooms:
4
Bathrooms:
4
Year Built:
1979
1G//Winnipeg/SS Oct 6th. OTP Oct 13th eve. Bold design, thoughtful updates & a backyard made for the BEST summers! Welcome to 26 Oswald, tucked away on a quiet Charleswood cul-de-sac w/ private gate access to Hewitt Park and it's own waterfall! A tiled entrance, glass block feature wall & cheerful yellow kitchen island bring personality to this 4 bedroom, 3.5 bath, move-in ready home. The spacious modern kitchen features granite counters & heated floors, with a cozy fireside family room nearby. Bright living & dining spaces make hosting easy, main floor laundry / powder room make life convenient - while a fireplace in the primary, w/ it's own Juliet balcony, adds a little everyday luxury. Outside, enjoy an outdoor kitchen, waterfall, screened gazebo, walking path, perennials, hot tub, & back gate access to greenspace. Fully finished basement offers a tucked-away bdrm, egress wndws '24, wet bar & STUNNING updated bathroom '25, ideal for teens or in-law suite. Recent updates incl HE furnace, central A/C, HWT, shingles, striking black-framed windows & doors '24, kitchen, bathrooms '25 and '26, paint & lighting. Full of personality, with practical updates behind the scenes, this is a special place to put down roots! (id:2493)
Property Type:
Single Family
Common Interest:
Freehold
Total Living Area:
1,791 sq. ft.
Taxes:
$6,116.03 / 2026
Community:
Charleswood
Structure Type:
House
Appliances Included:
Washer, Satellite Dish, Central Vacuum, Dishwasher, Stove, Dryer, Microwave, Freezer, Garburator, Blinds, Storage Shed, Window Coverings, Garage door opener, Garage door opener remote(s), Microwave Built-in, Two Refrigerators
Bedrooms:
4
Bedrooms Above Grade:
3
Bedrooms Below Grade:
1
Bathrooms:
4.0
Half Bathrooms:
1
Cooling:
Central air conditioning
Fireplace:
Yes
Fireplaces:
2
Fireplace Type:
Wood, Electric, Brick Facing
Floor finish:
Tile, Laminate, Cork, Wall-to-wall carpet
Heating:
Forced air, Natural gas
# Storeys:
2.0
Water:
Municipal water
Sewer:
Municipal sewage system
Fence Type:
Fence
Lot Features:
Cul-de-sac, No back lane, Park/reserve, Wet bar, No Smoking Home
Parking:
Attached Garage
Total Parking Spaces:
6
Road Surface:
Paved road
Floor
Type
Size
Other
Main level
Laundry room
6'6" × 5'1"
-
Main level
Family room
17'3" × 15'2"
-
Main level
Kitchen
18'1" × 11'
-
Main level
Dining room
14' × 9'9"
-
Main level
Living room
16'1" × 12'1"
-
Upper Level
Bedroom
9'6" × 9'1"
-
Upper Level
Bedroom
13'2" × 9'
-
Upper Level
Primary Bedroom
13'1" × 13'1"
-
Basement
Bedroom
14'8" × 8'1"
-
Basement
Recreation room
19'8" × 16'1"
-
  • Photo 1: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    Tucked away on a quiet Charleswood cul-de-sac, this distinctive home offers 4 bedrooms and 3.5 bathrooms.
  • Photo 2: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
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  • Photo 3: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    A grand tiled entrance makes a memorable first impression.
  • Photo 4: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    Bright living spaces offer room to gather, entertain and enjoy everyday life.
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  • Photo 6: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    All windows and doors were replaced in 2024 with striking black-framed Green Shield products.
  • Photo 7: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    A dedicated dining space sets the scene for family dinners and special occasions.
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  • Photo 9: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    The glass block feature wall brings light and artistic detail to the interior.
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  • Photo 11: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    Gather by the family room fireplace, just steps from the kitchen.
  • Photo 12: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    Another big ticket item, roof was updated in 2024.
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  • Photo 14: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    The cheerful yellow island adds a bold pop of personality to the kitchen.
  • Photo 15: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    White kitchen millwork and granite counters create a bright, polished backdrop.
  • Photo 16: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    Heated kitchen floors bring extra comfort to chilly mornings.
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  • Photo 18: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    Mechanical updates include a high-efficiency furnace, central air conditioning and a 2022 electric hot water tank.
  • Photo 19: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    Main floor laundry.
  • Photo 20: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    Main floor powder room.
  • Photo 21: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    To the second floor!
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  • Photo 24: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    A fireplace in the primary bedroom makes winding down a little more inviting.
  • Photo 25: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    Three piece en-suite bathroom.
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  • Photo 27: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    Your very own balcony to admire the tree tops off the primary.
  • Photo 28: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    The balcony offers another outdoor spot to enjoy a quiet moment.
  • Photo 29: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    An outdoor kitchen on the back deck makes summer meals and entertaining easy.
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  • Photo 33: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    Updated guest bath completely redone in 2026.
  • Photo 34: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    Basement offers a rec room with built in wet bar, the perfect set up for a little in-law suite down here.
  • Photo 35: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    The fully finished basement adds flexible living space for guests, teens or family.
  • Photo 36: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
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  • Photo 37: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    Basement bedroom with window made larger, with permits, in 2024.
  • Photo 38: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    Incredible bathroom renovation in 2025 with penny tile and eye catching green tile.
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  • Photo 42: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    A screened gazebo and waterfall bring comfort and calm to this forest garden-inspired backyard.
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  • Photo 45: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    The most relaxing spot .. hot tub amongst the trees.
  • Photo 46: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
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  • Photo 47: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    Your very own waterfall!
  • Photo 48: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    A private backyard gate leads to Hewwit Park, with a playground just beyond the yard.
  • Photo 49: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    Gate goes directly to a playground! Nearby walking paths and a dog park offer plenty of ways to get outside.
  • Photo 50: 26 Oswald Bay in Winnipeg: Single Family for sale : MLS®# 202623902
    Elementary and middle schools are within walking distance, with everyday amenities approximately two minutes away.
Listed by RE/MAX EXECUTIVES REALTY
Data was last updated October 5, 2026 at 10:15 PM (UTC)
Area Statistics
Listings on market:
62
Avg list price:
$629,900
Min list price:
$217,900
Max list price:
$4,500,000
Avg days on market:
21
Min days on market:
3
Max days on market:
150
Avg price per sq.ft.:
$465.93
These statistics are generated based on the current listing's property type and located in Charleswood. Average values are derived using median calculations. This data is not produced by the MLS® system.
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