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29 Winchester Street

Cabbagetown-South St. James Town · Toronto, M4X 1A6

$2,900,000

Beds
3+1
Baths
4
Size
3,000-3,500 ft²
Type
Multiplex
Listed
3 days
MLS®
C14111438

About this home

The finest 4-plex in Cabbagetown has returned to market for the first time in a generation! This impeccably maintained and professionally updated income property has been meticulously renovated and represents a rare opportunity to acquire a best-in-class asset of this stature in one of Toronto's most storied neighbourhoods. With over 4200+ sq ft of living space (each unit is over 1000+ sq. ft in size), 29 Winchester offers a spacious and gracious living environment, complimented with multiple walk-out balconies, large windows, private decks and terraces, all overlooking lush rear grounds under a densely treed canopy. The building is home to a high-quality tenant base, and each suite enjoys dedicated climate controls. The building has been curated to appeal to professionals and offers living spaces that are ideal for both entertaining and relaxing in a quiet environment. Fine interior finishes include hardwood floors, updated bathrooms, updated kitchens, high ceilings, and ensuite laundry in each unit. Parking is accessed via a private rear laneway (4 parking spaces at present including 1 tandem space, and the possibility to expand up to 6 car parking on site). Highly desirable and strongly appealing to tenants in any market. This premium location is steps to restos and shopping along Parliament Street, and accessible to multiple TTC options (including the Carlton Street Car) or a short walk to Castle Frank Station TTC Subway. Tenants can enjoy Winchester Park at their doorstep, or stroll to Riverdale farm. Mere minutes to the downtown core and Distillery District / St Lawrence Market. Building financials available upon request. Shows 10+ and must be seen - a perfect addition for any investor seeking a high calibre investment grade property to add to their portfolio.
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Property details

MLS® number
C14111438
Property type
Fourplex
Style
3-Storey
Bedrooms
3+1
Bathrooms
4
Kitchens
4
Interior size
3,000-3,500 ft²
Approximate age
100+ years
Lot
28.47 × 132.73 ft
Basement
Apartment
Heating
Baseboard, Electric
Cooling
Wall Unit(s)
Parking
4 total
Fireplace
Yes
Exterior
Brick
Property taxes
$12,354 (2026)
Possession
TBD
Cross street
Winchester & Parliament
Community
Cabbagetown-South St. James Town
City
Toronto

Rooms

  • Living Room

    23' 1" × 15' 5"

    Main

    Bay Window, Hardwood Floor, Combined w/Dining

  • Kitchen

    14' 4" × 7' 1"

    Main

    Pass Through, Tile Floor, W/O To Balcony

  • Family Room

    16' 4" × 9' 9"

    Main

    Hardwood Floor, Window

  • Bedroom

    13' 3" × 15' 3"

    Main

    Broadloom, Window, Double Closet

  • Living Room

    23' 3" × 15' 3"

    Second

    Laminate, Bay Window, Combined w/Dining

  • Kitchen

    7' 9" × 7' 1"

    Second

    Laminate, W/O To Balcony, Window

  • Family Room

    16' 4" × 9' 9"

    Second

    Laminate, Window, Pass Through

  • Bedroom

    13' 2" × 9' 8"

    Second

    Hardwood Floor, Closet, Window

  • Living Room

    16' 7" × 12' 10"

    Third

    W/O To Terrace, Hardwood Floor, Combined w/Dining

  • Kitchen

    15' 7" × 5' 6"

    Third

    Laminate, Eat-in Kitchen, Window

  • Bedroom

    15' 9" × 10' 9"

    Third

    Laminate, Window, Closet

  • Living Room

    23' 1" × 15' 5"

    Lower

    Laminate, Window, Combined w/Dining

  • Kitchen

    13' × 7'

    Lower

    Open Concept, Window, Tile Floor

  • Family Room

    16' 4" × 9' 9"

    Lower

    W/O To Yard, Tile Floor

  • Bedroom

    13' 6" × 10'

    Lower

    Broadloom, Window, Closet

Room measurements are provided by the listing brokerage, converted from metres. They are deemed reliable but not guaranteed; verify before relying on them.

Location

Cabbagetown-South St. James Town · Toronto, near Winchester & Parliament

29 Winchester Street, Toronto

Approximate location, placed by postal code. Map data © OpenStreetMap contributors, tiles by OpenFreeMap.

Mortgage estimate

$12,841per month

$580,000 down · 4.5% · 25 years

Down payment

%
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An estimate, not a quote. Less than 20% down adds mortgage default insurance to the loan.

Toronto

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