• Map Search
    • Houses For Sale
    • Apartments For Sale
    • Precon & Assignment For Sale
    • Townhouse For Sale
    • Open Houses
    • Houses For Rent
    • Apartments For Rent
    • Townhouse For Rent
    • Estimate Your House Value
  • Blog
  • Market Trends
  • Ontario
Address
THE CANADIAN HOME REALTY INC2810 Matheson Blvd E unit 801, MississaugaOntario
Quick links
  • About Us
  • Career
  • Blog
  • Zero Down Payment Program*
  • Our Team
  • FAQ
  • Terms & Conditions
  • Privacy Policy
  • Contact Us
  • Disclaimer
  • Sitemap
get the app
play storeApp Store
download qr code

Copyright © 2026 The Canadian Home Realty Inc.
  • Ontario
  • Toronto
  • Cabbagetown-South St. James Town
  • 29 Winchester Street Toronto
29-winchester-street-toronto-toronto-ontario-c13578164
29-winchester-street-toronto-toronto-ontario-c13578164
29-winchester-street-toronto-toronto-ontario-c13578164
Login/Sign UpTo see all photos
  • For SaleAdded 3 days ago
  • Fourplex

29 Winchester Street Toronto

Toronto, Cabbagetown-South St. James Town
  • 3 + 1 Bedrooms
  • 4 Bathrooms
  • 0 Garage
  • Share
Listed for: $3,400,000
Discuss with partner/expertView on Map

Contact an Experienced Real Estate Agent

Upon submitting this form, you acknowledge your agreement to receive marketing phone calls, text messages and emails from The Canadian Home. See more
join-the-canadian-home
JOIN OUR TEAM

Latest listing in Toronto

  • 72 Mann Avenue Toronto, Toronto
  • 119 Trinity Street Toronto, Toronto
  • PH1 - 2 Lynwood Avenue, Toronto
  • 53 Argyle Street, Toronto
  • 122 Macpherson Avenue Toronto, Toronto
  • 168 Moore Avenue, Toronto
  • 215 Dunvegan Road Toronto, Toronto
  • 163 Wychwood Avenue, Toronto
  • 1122 - 155 Merchants' Wharf Toronto, Toronto
  • 844 Duplex Avenue Toronto, Toronto
  • 514 - 225 Davenport Road Toronto, Toronto

Near By Cities

  • East York
  • Brockton
  • Oakwood
  • Caledonia
  • York
  • North York
  • Scarborough
  • Etobicoke
  • Fisherville
  • Thornhill
  • Concord

Popular Searches in Toronto

  • House for sale in Toronto
  • Condo Apartment for sale in Toronto
  • Townhouse for sale in Toronto
  • Open House in Toronto
  • Price dropped properties in Toronto
  • Investment properties in Toronto
  • Not sold for 30 days in Toronto
  • House for rent in Toronto
  • Condos for rent in Toronto
  • Townhouse for rent in Toronto
  • Detached properties in Toronto

Room Details of 29 Winchester Street Toronto, Toronto

FloorBedroomsBathrooms
Basement11
Ground11
Second11
Third11
Loading...

Open House

View all upcoming open houses in Toronto

No open houses are currently scheduled for this property.

Key Facts About 29 Winchester Street Toronto, Toronto

  • Tax$12,354 / 2026
  • Property TypeResidential
  • Building TypeFourplex
  • Building Style3-Storey
  • Building Age100+
  • Size3000 - 3500 feet²
  • Lot Size28.47 x 142 feet
  • Parking0 garage, 4 parking
  • BasementApartment
  • Listing #C13578164
  • Data SourcePROPTX
  • Days on Market2
  • Listed On17/07/2026
  • Updated On18/07/2026
  • Market Demand
    the canadian homethe canadian home

Description

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. Over 4200+ sq ft of living space, complimented with multiple walk-out exterior spaces including 2x large private decks, a rear walk-out patio at grade, and a stunning oversized south facing rooftop terrace on the upper level

Property Details of 29 Winchester Street Toronto, Toronto

Property

  • Property TypeFourplex
  • Style3-Storey
  • Fronting OnS
  • CommunityCabbagetown-South St. James Town
  • MunicipalityToronto

Inside

  • Bedrooms3
  • Bathrooms4
  • Bathroom Details1, 4pc Basement
  • Bathroom Details1, 3pc Second
  • Bathroom Details1, 3pc Third
  • Bathroom Details1, 4pc Main
  • BasementApartment
  • Kitchen3 + 1
  • Rooms15
  • Family RoomsY
  • Central VacN
  • FireplaceY

Utilities

  • WaterMunicipal
  • CoolingWall Unit(s)
  • Heating TypeBaseboard
  • Heating FuelElectric

Building

  • Size3000 - 3500 feet²
  • Architecture Style3-Storey
  • Exterior FeatureBrick
  • Building Age100+

Parking

  • Drive WayLane, Private, Reserved/Assigned
  • Garage0
  • Parking Places4
  • Total Parking Places4

Land

  • SewerSewer
  • Frontage28.47
  • Depth142
  • Lot Size28.47 x 142 feet
  • Lot Size CodeFeet
  • Cross StreetWinchester & Parliament

Features

  • LibraryY
  • ParkY
  • Place Of WorshipY
  • Public TransitY
  • SchoolY

Listings In the Same Street at 29 Winchester Street Toronto, Toronto

Houses For Sale

View

Houses For Rent

View

Recently Sold

View

Homes listed below the last sold prices in Toronto

Loading..

Similar Sold
Similar Properties

Loading..

Loading..

Rooms

Bedroom (4.11X3.05 metre)
Level: Lower
Kitchen (3.96X2.13 metre)
Level: Lower
Family Room (4.98X2.97 metre)
Level: Lower
Living Room (7.04X4.7 metre)
Level: Lower
Kitchen (4.75X1.68 metre)
Level: Third
Bedroom (4.01X2.95 metre)
Level: Second
Family Room (4.98X2.97 metre)
Level: Second
Bedroom (4.8X3.28 metre)
Level: Third
Bedroom (4.04X4.65 metre)
Level: Main
Family Room (4.98X2.97 metre)
Level: Main
Kitchen (4.37X2.16 metre)
Level: Main
Kitchen (2.37X2.16 metre)
Level: Second
Living Room (5.05X3.91 metre)
Level: Third
Living Room (7.09X4.65 metre)
Level: Second
Living Room (7.04X4.7 metre)
Level: Main
Bathroom (4 pcs)
Level: Basement
Bathroom (3 pcs)
Level: Second
Bathroom (3 pcs)
Level: Third
Bathroom (4 pcs)
Level: Main

Expense Breakdown

Monthly Mortgage Payment

$0/monthly

30 Year , 3.99% interest

Cash Expenditure for Home Purchase

$1,000

  • Downpayment
    $0
  • PST on Mortgage Insurance
    $0
  • Land Transfer Tax
    $0
  • Lawyer Fees
    $1,000
  • Title Insurance
    $0

Monthly Expenses After Home Purchase

$569

  • Mortgage Payment
    $0
  • Property Insurance
    $50
  • Property Tax
    $250
  • Phone
    $40
  • Monthly debt payments
    $0
  • Cable
    $60
  • Utilities
    $124
  • Internet
    $45
join-our-teamjoin-our-team

Loading..

MLS® Trusted listing from Toronto Real Estate Board The trademarks MLS®, Multiple Listing Service® and the associated logos identify professional services rendered by REALTOR® members of CREA to effect the purchase, sale and lease of real estate as part of a cooperative selling system.

Copyright:© The Canadian Home Realty Inc. All rights reserved. The Canadian Home Realty Inc is a registered real estate brokerage.

Affordability Calculator

Find out what home price you can afford.

Are you a first time home buyer ?

Affordability Calculation for a repeat buyer has multiple factors to be considered. Schedule a call with our mortgage specialist to learn more.

About 29 Winchester Street Toronto, Toronto

It is a 3 + 1 bedroom, 4 bathroom, Fourplex property located at Cabbagetown-South St. James Town. It is a 3-Storey building, facing South. 29 Winchester Street Toronto, Toronto lies on 28.47 x 142 feet lot. This Fourplex house in Toronto has Bedroom,Kitchen,Family Room,Living Room,Kitchen,Bedroom,Family Room,Bedroom,Bedroom,Family Room,Kitchen,Kitchen,Living Room,Living Room,Living Room in main level. This 3-Storey story house in Cabbagetown-South St. James Town have 1 bedrooms and 1 bathrooms in Second level. Baseboard, Electric heating systems are used in heating/cooling systems for 29 Winchester Street Toronto, Toronto. This property which is located in Winchester Street Toronto does not have a pool. This property located in Toronto have a fire place. This Residential property in Toronto also has Library, Park, Place Of Worship, Public Transit, School.

FAQs About 29 Winchester Street Toronto, Toronto

How many bathrooms does this property have?

This property features 4 bathroom(s) and 3 bedroom(s).

Does this 3 bedroom property have additional bedrooms or a den?

This Fourplex property includes 1 additional bedrooms.

What is the square footage (sqft) of this Fourplex property?

The total square footage of this Fourplex 3 bed property in Toronto is 3000 - 3500.

How many parking spaces are available with this property?

29 Winchester Street Toronto boasts 4 convenient parking spaces.

How many cars can be parked in the garage of 29 Winchester Street Toronto?

This property does not feature a garage.

What type of garage does this property have?

Information about the garage type is not provided.

Does this property have a basement?

Yes, this property has a basement.

What type of basement is it?

This property features Apartment basement.

Does this property have a swimming pool?

It is not specified whether this property has a swimming pool.

Does this property have a fireplace?

A fireplace is available in this property.

How many kitchens does this property have?

This property includes 3 kitchen(s).

Is there a maintenance fee associated with this property?

Information about the maintenance fee is not available.

Is this property furnished?

Information about whether this property is furnished is not available.

What type of heating system is in place?

The heating system in place is a Baseboard.

What utilities are available for this property?

Information about utilities is not available.

School Rating for 29 Winchester Street Toronto, Toronto

XXX

Properties near top rated schools in Toronto

Sign Into see near by schools

Listing History

See more recently sold homes in Toronto

Real Estate Board require you toSign Into see the full details of this property

Banner Image

Similar Properties

See More
539-crawford-street-toronto-toronto-ontario-c13534424
539 Crawford Street Toronto
1
Date: 07 Jul 2026
For Sale
3 + 1 Bedrooms
5 Bathrooms (+1)
2 Garage (+2)
539 Crawford Street Toronto
  • $3,960,000
  • Duplex
539 Crawford Street Toronto, Toronto, Palmerston-Little Italy
  • 4.14 KM
  • 41-rolyat-street-toronto-ontario-c12985874
    41 Rolyat Street Toronto
    2
    Date: 11 Apr 2026
    For Sale
    4 + 1 Bedrooms (+1)
    5 Bathrooms (+1)
    2 Garage (+2)
    41 Rolyat Street Toronto
    • $2,999,900
    • Triplex
    41 Rolyat Street Toronto, Toronto, Trinity-Bellwoods
  • 4.64 KM
  • 1169-davenport-road-toronto-ontario-c13086330
    1169 Davenport Road
    3
    Date: 05 May 2026
    For Sale
    4 + 4 Bedrooms (+1)
    11 Bathrooms (+7)
    0 Garage
    1169 Davenport Road
    • $3,299,000
    • Fourplex
    1169 Davenport Road, Toronto, Wychwood
  • 5.16 KM
  • Loading....