Chris Pennycook

Office 204-989-5000 | chrispennycook@royallepage.ca

Office Listings

1033 Dorchester Avenue
Crescentwood Winnipeg R3M 0R1

$414,900
Residential beds: 4 baths: 2.0 1,580 sq. ft. built: 1913

Welcome to 1033 Dorchester Ave - converted 2.5-storey home with 2 fully self-contained units.
Photo 1: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 2: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 3: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 4: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 5: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 6: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 7: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 8: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 9: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 10: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 11: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 12: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 13: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 14: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 15: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 16: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 17: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 18: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 19: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 20: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 21: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 22: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 23: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 24: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 25: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 26: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 27: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 28: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 29: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 30: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 31: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 32: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 33: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 34: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 35: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 36: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 37: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 38: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 39: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 40: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 41: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 42: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 43: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 44: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 45: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 46: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 47: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Photo 48: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
Status:
Active
Prop. Type:
Residential
MLS® Num:
202530156
Bedrooms:
4
Bathrooms:
2
Year Built:
1913
S/S Dec 29. Offers considered after Jan 2. LOCATION LOCATION- MIDBLOCK! This is the kind of income property that makes sense. A converted 2½-storey home offering two fully self-contained unit, ideal for investors or owner-occupiers who appreciate flexibility & smart returns.The main-level unit delivers warmth & character w/ hwd floors, crown moulding, & a decorative fireplace. One bdrm on the main w/ a second bdrm & additional living area in the bsmt, perfect for a home office or media room. Private bsmt access for laundry & storage, direct backyard access w/ deck add everyday ease. The upper unit keeps things simple & functional w/ 2 bdrms, in-suite laundry, front porch access, & its own front garden green space—bright, private, & easy to rent. Major upgrades inspire confidence: shingles (2019), windows (2015), K&T replacement w/ copper (2015),upgraded panel, dual hot water tanks, hwd floors throughout & new appliances in both units at conversion. A rear parking pad for 2 cars rounds it out. Fun fact, it can also very easily be converted back to a single family home in the heart of Cresentwood! Two entrances. Two incomes. One very smart opportunity. You must come to see the potential for yourself.
1Bw / Crescentwood
Property Type:
Residential
Property Sub Type:
Duplex
Home Style:
Two and a Half
Total Bedrooms:
4 (Above Grd: 3)
Bedrooms Above Grade:
3
Total Rooms:
15
Total Rooms Excl. Baths:
13
Rooms Above Grade:
10
Total Baths:
2.0 (Full:2/Half:0)
Year Built:
1913 (Age: 112)
Age Description:
Older
Frontage:
25'
Depth:
121'
Lot Shape:
Normal
Total Floor Area:
1,580 sq. ft.
Foundation:
Stone
Roof:
Shingle
Exterior Features:
Wood Siding
Basement Type:
Full
Basement Development:
Fully Finished
Heating:
Forced Air
Heating fuel:
Natural gas
Water supply:
Municipal/Community
Exposure Front:
S
Flooring:
Wood
Parking:
Parking Pad, Rear Drive Access
Total Parking Spaces:
2
Garage:
0
Rental equipment:
None
Finished Basement Area:
0 sq. ft.
Remodelled:
Basement, Flooring, Kitchen, Other - See remarks, Roof Coverings, Windows
Floor
Type
Size
Other
Basement
Bedroom
13' × 8'6"
-
Upper
Living/Dining room
16'2" × 10'
-
Upper
Bedroom
12'11" × 10'6"
-
Third
Bedroom
18'3" × 9'1"
-
Upper
Kitchen
11'5" × 8'5"
-
Upper
Laundry Room
12'10" × 6'5"
-
Main
Kitchen
9'10" × 8'4"
-
Main
Living/Dining room
16'9" × 14'11"
-
Main
Bedroom
13'2" × 10'1"
-
Basement
Hobby Room
10'7" × 8'3"
-
Basement
Utility Room
Measurements not available
-
Main
Porch
Measurements not available
-
Third
Storage Room
9' × 4'2"
-
Floor
Ensuite
Pieces
Other
Upper
No
4
Main
No
4
Air Conditioning-Central, Deck, Laundry - Second Floor, Main floor full bathroom, No Smoking Home, Porch
Dryers - Two, Fridges - Two, Stoves - Two, Washers - Two
0
173.75
Back Lane, Fenced, Landscaped deck, Playground Nearby, Public Transportation
Additional Legal Info:
LBP 11 93 255 31/5 ST B
Title to Land:
Freehold
Sewer:
Municipal/Community
  • Photo 1: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Welcome to 1033 Dorchester Ave - converted 2.5-storey home with 2 fully self-contained units.
  • Photo 2: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Main floor unit entrance with private deck and partially fenced yard.
  • Photo 3: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Main floor kitchen
  • Photo 4: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Main floor kitchen
  • Photo 5: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Main floor kitchen
  • Photo 6: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Bright living room with tons of character.
  • Photo 7: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    9 ft ceiling.
  • Photo 8: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Ornamental fireplace.
  • Photo 9: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Photo 9 of 48
  • Photo 10: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Main floor bedroom.
  • Photo 11: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Main floor bedroom.
  • Photo 12: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Main- Full bathroom.
  • Photo 13: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Basement space for main floor unit exclusive use.
  • Photo 14: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Main floor unit exclusive use.
  • Photo 15: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Bsmt bdrm with large window.
  • Photo 16: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Laundry and storage accessible for main floor unit exclusive use.
  • Photo 17: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Fenced backyard for main floor unit tenants.
  • Photo 18: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Entrance for upper unit. Front porch and green space for upper unit.
  • Photo 19: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Photo 19 of 48
  • Photo 20: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Kitchen
  • Photo 21: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Space for eat in kitchen.
  • Photo 22: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    All appliances included.
  • Photo 23: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    2nd floor living/dining
  • Photo 24: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    2nd floor living/dining
  • Photo 25: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    2nd floor living/dining
  • Photo 26: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    2nd floor living/dining
  • Photo 27: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    2nd floor living/dining
  • Photo 28: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    2nd floor Bedroom.
  • Photo 29: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    2nd floor Bedroom.
  • Photo 30: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    2nd floor full bathroom.
  • Photo 31: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    access to laundry>
  • Photo 32: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    WC>
  • Photo 33: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Bright in-suite laundry and storage>
  • Photo 34: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Bright in-suite laundry and storage>
  • Photo 35: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    3rd floor bdrm.
  • Photo 36: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    3rd floor bdrm.
  • Photo 37: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    3rd floor bdrm w/ 9x4 storage closet.
  • Photo 38: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Parking pad with 2 spots.
  • Photo 39: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Photo 39 of 48
  • Photo 40: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Photo 40 of 48
  • Photo 41: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Grosvenor school K-6
  • Photo 42: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Grosvenor school K-6
  • Photo 43: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Hair salon, flowers, food, bank, yoga and restos 2 blocks away...
  • Photo 44: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Hair salon, flowers, food, bank, yoga and restos 2 blocks away...
  • Photo 45: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Hair salon, flowers, food, bank, yoga and restos 2 blocks away...
  • Photo 46: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Hair salon, flowers, food, bank, yoga and restos 2 blocks away...
  • Photo 47: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Cresentwood C.C. with 3 ODR, basketball courts, playground, winter slide and football field.
  • Photo 48: 1033 Dorchester Avenue in Winnipeg: Crescentwood Residential for sale (1Bw)  : MLS®# 202530156
    Stafford/ Corydon Ave
Listed by Tara Suffield of Royal LePage Dynamic Real Estate
Data was last updated December 30, 2025 at 12:35 AM (UTC)
CHRIS  PENNYCOOK