26 Oswald Bay
Charleswood Winnipeg R3R 2W5

$699,900
Residential 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: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 2: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 3: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 4: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 5: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 6: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 7: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 8: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 9: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 10: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 11: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 12: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 13: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 14: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 15: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 16: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 17: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
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Photo 21: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 22: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 23: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 24: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 25: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 26: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 27: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 28: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 29: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 30: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 31: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 32: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 33: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 34: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 35: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 36: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 37: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 38: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 39: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 40: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 41: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 42: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 43: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 44: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 45: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 46: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 47: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 48: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 49: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Photo 50: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
Status:
Active
Prop. Type:
Residential
MLS® Num:
202623902
Bedrooms:
4
Bathrooms:
4
Year Built:
1979
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!
1G / Charleswood
Property Type:
Residential
Property Sub Type:
Single Family Detached
Home Style:
Two Storey
Total Bedrooms:
4 (Above Grd: 3)
Bedrooms Above Grade:
3
Total Rooms:
15
Total Rooms Excl. Baths:
11
Rooms Above Grade:
9
Total Baths:
4.0 (Full:3/Half:1)
Year Built:
1979 (Age: 47)
Age Description:
Older
Lot Shape:
Normal
Total Floor Area:
1,791 sq. ft.
Construction:
Wood Frame
Foundation:
Concrete
Roof:
Shingle
Exterior Features:
Brick, Stucco
Basement Type:
Full
Basement Development:
Fully Finished
Heating:
Forced Air
Heating fuel:
Natural gas
Water supply:
Municipal/Community
Fireplaces:
2
Fireplace fuel:
Electric, Wood
Fireplace Details:
Brick Facing
Flooring:
Cork, Wall-to-wall carpet, Laminate, Tile
Parking:
Double Attached
Total Parking Spaces:
6
Covered Parking Spaces:
2
Garage:
1
Rental equipment:
None
Finished Basement Area:
750 sq. ft.
Remodelled:
Bathroom, Roof Coverings, Windows
Floor
Type
Size
Other
Basement
Bedroom
14'8" × 8'11"
-
Basement
Recreation Room
19'8" × 16'10¾"
-
Main
Laundry Room
6'6" × 5'1"
-
Main
Family Room
17'4" × 15'2"
-
Main
Kitchen
18'1¼" × 11'
-
Main
Dining Room
14' × 9'10"
-
Main
Living Room
16'1¼" × 12'11"
-
Upper
Bedroom
9'6" × 9'1"
-
Upper
Bedroom
13'2" × 9'
-
Upper
Primary Bedroom
13'1" × 13'1"
-
Upper
Walk-in Closet
5'6" × 3'10"
-
Floor
Ensuite
Pieces
Other
Basement
No
3
Main
No
2
Upper
Yes
3
Upper
No
4
Air Conditioning-Central, Bar wet, Deck, Garburator, Microwave built in, No Smoking Home
Bar Fridge, Blinds, Dishwasher, Dryer, Freezer, Fridges - Two, Garage door opener, Garage door opener remote(s), Microwave, Satellite Dish, Storage Shed, Stove, Vacuum built-in, Washer, Window Coverings
0
361.40
Cul-De-Sac, Fenced, Fruit Trees/Shrubs, Landscaped deck, No Back Lane, Park/reserve, Paved Street, Playground Nearby
Additional Legal Info:
LBP 18 13458 37/38 ST C
Title to Land:
Freehold
Sewer:
Municipal/Community
  • Photo 1: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : 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: Charleswood Residential for sale (1G)  : MLS®# 202623902
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  • Photo 3: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
    A grand tiled entrance makes a memorable first impression.
  • Photo 4: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
    Bright living spaces offer room to gather, entertain and enjoy everyday life.
  • Photo 5: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
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  • Photo 6: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
    All windows and doors were replaced in 2024 with striking black-framed Green Shield products.
  • Photo 7: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : 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: Charleswood Residential for sale (1G)  : 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: Charleswood Residential for sale (1G)  : MLS®# 202623902
    Gather by the family room fireplace, just steps from the kitchen.
  • Photo 12: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
    Another big ticket item, roof was updated in 2024.
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  • Photo 14: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
    The cheerful yellow island adds a bold pop of personality to the kitchen.
  • Photo 15: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
    White kitchen millwork and granite counters create a bright, polished backdrop.
  • Photo 16: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
    Heated kitchen floors bring extra comfort to chilly mornings.
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  • Photo 18: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : 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: Charleswood Residential for sale (1G)  : MLS®# 202623902
    Main floor laundry.
  • Photo 20: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
    Main floor powder room.
  • Photo 21: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
    To the second floor!
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  • Photo 24: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
    A fireplace in the primary bedroom makes winding down a little more inviting.
  • Photo 25: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
    Three piece en-suite bathroom.
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  • Photo 27: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
    Your very own balcony to admire the tree tops off the primary.
  • Photo 28: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
    The balcony offers another outdoor spot to enjoy a quiet moment.
  • Photo 29: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : 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: Charleswood Residential for sale (1G)  : MLS®# 202623902
    Updated guest bath completely redone in 2026.
  • Photo 34: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : 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: Charleswood Residential for sale (1G)  : MLS®# 202623902
    The fully finished basement adds flexible living space for guests, teens or family.
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  • Photo 37: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
    Basement bedroom with window made larger, with permits, in 2024.
  • Photo 38: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : 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: Charleswood Residential for sale (1G)  : MLS®# 202623902
    A screened gazebo and waterfall bring comfort and calm to this forest garden-inspired backyard.
  • Photo 43: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
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  • Photo 45: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
    The most relaxing spot .. hot tub amongst the trees.
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  • Photo 47: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
    Your very own waterfall!
  • Photo 48: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : MLS®# 202623902
    A private backyard gate leads to Hewwit Park, with a playground just beyond the yard.
  • Photo 49: 26 Oswald Bay in Winnipeg: Charleswood Residential for sale (1G)  : 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: Charleswood Residential for sale (1G)  : MLS®# 202623902
    Elementary and middle schools are within walking distance, with everyday amenities approximately two minutes away.
Listed by Amber van den Broek of RE/MAX EXECUTIVES REALTY
Data was last updated October 6, 2026 at 08:35 PM (UTC)
Kelly Clements S.R.E.S, C.E.R.C