155 Chestnut Street
Winnipeg
R3G 1R5
$699,900
Multi-family
beds: 5
baths: 4.0
2,428 sq. ft.
built: 1909
- Status:
- Active
- Prop. Type:
- Multi-family
- MLS® Num:
- 202612064
- Bedrooms:
- 5
- Bathrooms:
- 4
- Year Built:
- 1909
- Photos (50)
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5B//Winnipeg/24 hrs notice. OTP June 11. Rare opportunity to own a beautifully maintained triplex in Wolseley. Unlike many investment prop, 155 Chestnut has been cared for by long-term owners who invested thoughtfully in both the building's infrastructure & quality of its suites while preserving the character & craftsmanship. Fully renovated and converted to a legal triplex in 2006 w/ permits, offers an exceptional blend of modern mechanics, stability & income potential. The spacious main flr suite will be vacant July 1, creating an ideal opportunity for an owner-occupier "house hack". This bright & inviting 2bdrm, 2bthrm unit features beautiful character details, generous living spaces & a single garage. Upper suites have been extensively updated in 2018 w/ maple floors, quartz counters & attract quality long-term tenants (current leases 2nd flr $1680, 3rd flr $920) Located w/in walking distance of shops, transit, parks, U of W, HSC & all the amenities that make Wolseley so desirable. Major upgrds incl copper wiring, PVC windws, renovated kitchens, baths, flrs, HWT ('21), HE furnace & central A/C ('22), & exterior paint ('25), weeping tile, waterprfing, sump. A truly turnkey investment in an exceptional location! (id:2493)
- Property Type:
- Multi-family
- Common Interest:
- Freehold
- Property Attached:
- Yes
- Total Living Area:
- 2,428 sq. ft.
- Taxes:
- $4,481 / 2026
- Community:
- Wolseley
- Security Features:
- Smoke Detectors
- Structure Type:
- Triplex
- Appliances Included:
- Washer, Dishwasher, Dryer, Microwave, Alarm System, Blinds, Storage Shed, Two stoves, Garage door opener, Garage door opener remote(s), Two Refrigerators
- Bedrooms:
- 5
- Bathrooms:
- 4.0
- Half Bathrooms:
- 0
- Cooling:
- Central air conditioning
- Fireplace:
- Yes
- Fireplaces:
- 1
- Fireplace Type:
- Insert, Electric
- Floor finish:
- Tile, Laminate, Wood, Wall-to-wall carpet
- Heating:
- Baseboard heaters, Forced air, Electric, High-Efficiency Furnace, Natural gas
- # Storeys:
- 2.5
- Water:
- Municipal water
- Sewer:
- Municipal sewage system
- Lot Frontage:
- 33'
- Lot Details:
- 33 x 93
- Lot Features:
- Flat site, Paved lane, Balcony, No Smoking Home, No Pet Home, Sump Pump
- Parking:
- Detached Garage, Rear
- Total Parking Spaces:
- 3
- Road Surface:
- Paved road
- Floor
- Type
- Size
- Other
- Main level
- Living room
- 14'6" × 10'2"
- -
- Main level
- Primary Bedroom
- 12'6" × 12'2"
- -
- Main level
- Kitchen
- 17'9" × 7'7"
- -
- Main level
- Laundry room
- 6'8" × 4'6"
- -
- Main level
- Foyer
- 13'4" × 8'9"
- -
- Upper Level
- Bedroom
- 11'8" × 11'7"
- -
- Upper Level
- Primary Bedroom
- 12'2" × 11'1"
- -
- Upper Level
- Living room/Dining room
- 11'7" × 11'2"
- -
- Upper Level
- Family room
- 12'2" × 11'1"
- -
- Upper Level
- Kitchen
- 11' × 10'
- -
- Third level
- Great room
- 18'1" × 14'6"
- -
- Third level
- Eat in kitchen
- 13'3" × 10'9"
- -
- Third level
- Bedroom
- 10'1" × 8'8"
- -
- Basement
- Bedroom
- 11'3" × 9'1"
- -
- Basement
- Recreation room
- 11'2" × 9'9"
- -
- Basement
- Den
- 12'1" × 10'4"
- -
- Basement
- Utility room
- 7'8" × 6'8"
- -
-
Welcome to an investment property you'll be proud to own! -
Wolseley charm, location, and curb appeal in one package.
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Fully licensed with annual fire inspections completed.
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Welcome to the main floor unit! Potential rent $1985 (or higher) as this unit will be vacant on July 1. Such a gorgeous space!
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Wonderfully maintained by the tenants, it offers charm, brightness, character, and nice detailing.
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Fully renovated in 2006 to create this space. With vacancy on possession, this could be your owner occupied unit.
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Main floor flex space - office area, living room, or dining space. Or all 3! **photo has been digitally enhanced**
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Beautiful light, flooring, and open to the main area makes this space feel connected to it all. **photo has been digitally enhanced**
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**photo has been digitally enhanced**
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A super impressive space with character details preserved,a nd modern updates enhancing it all. **photo has been digitally enhanced**
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Includes: 3 fridges, 3 stoves and 3 dishwashers between all the units. **photo has been digitally enhanced**
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So much millwork and counter space to utilize in this updated kitchen.
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Back entrance closet and mudroom space, dining area as an option too!
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Spacious primary bedroom on the main floor.
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Photo 15 of 50
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Eye catching 3 piece en-suite off the main flr primary bedroom.
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Full basement is part of the main floor units space - room for a rec room, play area, gym, office, etc! **photo has been digitally enhanced**
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This space has been spray foamed, and the basement has seen full water proofing, new weeping tile, sump pit, and exterior rigid insulation. **photo has been digitally enhanced**
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This is an investment property that has seen the last two owners take pride in it, and make it like their own home. With tenants who care as well, it shows top to bottom!
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Another part of the basement to utilize. **photo has been digitally enhanced**
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Potential 2nd bedroom in the basement - window may not meet egresss. **photo has been digitally enhanced**
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Second full bath, off the potential bedroom.
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Updates mechanics as well with a HE furnace 2022, HWT 2021, sump, AC.
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Laundry is on the main floor and is shared by all the tenants.
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Second floor unit - bright and open as well! Another neat and tidy space with great tenants.
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This unit rents for $1630 and is renewed until July 31 2027. Tenants have been here 2 years and love it.
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Photo 27 of 50
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Updated kitchen, baths, and flooring 2018. Maple hardwoods, quartz counters, appliances.
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Such a nice, modern, updated space.
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Photo 30 of 50
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This unit offers 2 bdrms, 1 bath, 2 living spaces.
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Photo 32 of 50
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Second living space or den, could be a dining area as well.
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Cozy and homey!
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Photo 35 of 50
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Second bedroom.
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Photo 37 of 50
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Second floor updated bath.
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Third floor unit! This tenant has been here 3 years, $920 per month with lease expiry Aug 2027, and loves it as well! **photo has been digitally enhanced**
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Everything well taken care of. Enjoy updated from 2018 up here as well. **photo has been digitally enhanced**
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Photo 41 of 50
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**photo has been digitally enhanced**
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**photo has been digitally enhanced**
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Kitchen with quartz counters, black millwork, tiled wall, maple floors.
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And the perfect dining nook.
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The desirable location of this building makes vacancies almost never heard of. Close to U of W, HSC, transit, and parks.
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Cute and cozy!
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Beautiful tile detail.
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Photo 49 of 50
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Main floor tenant has use of the garage, and one outdoor parking stall for the other two units includes with their leases.
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Listed by RE/MAX EXECUTIVES REALTY
Data was last updated June 8, 2026 at 05:15 PM (UTC)
- MARY PIDLASKI
- RE/MAX EXECUTIVES REALTY
- 204-987-9808
- Contact by Email
M
P
Mary Pidlaski
RE/MAX Executives Realty
Location
5-986 Lorimer Blvd
Winnipeg, MB, R3P 0Z8