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Last Updated : 16 Days ago
29 Winchester Street, Toronto, ON, Cabbagetown-South St. James Town
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29 Winchester Street, Toronto MLS Number: C13578164

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

$3,400,000

Status: For Sale

  • 3+1 Beds
  • 4 Baths
  • Area : 3000-3500 sqft
  • Property Type: Residential Freehold (Fourplex)
  • Property Taxes : $12353.71 (Tax Year:2026)
  • Listing Courtesy : Royal Lepage Terrequity Sw Realty

29 Winchester Street Property 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 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 large windows. Each unit has dedicated ensuite laundry. Parking is accessed via a private rear laneway off of Aberdeen Ave, including 4 parking spaces at present (of which 1 is a tandem parking space,) and the possibility exists to expand up to 6 car parking on site). 29 Winchester has been assembled to remain highly desireable 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. 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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29 Winchester Street Property Facts

Property Type :Residential Freehold
MLS Number :C13578164
Listing Type :Sale
Property Age :100+ Years
Possession Date :
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Last Updated :20 Jul, 2026 (16 Days ago)
Source :Toronto Regional Real Estate Board
Area :Toronto
Postal Code : M4X 1A6
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29 Winchester Street Property Price & Tax Insights

Price : $3,400,000
Property Taxes :$12353.71
Tax Year :2026

29 Winchester Street, Toronto Property Details

Bedrooms :3 + 1
No. of Rooms :15
Air Conditioning :Wall Unit(s)
Heating :Baseboard
Place of Worship :Yes
Cross Street :Winchester & Parliament
Bathrooms :4
Fuel :Electric
Approx Square Footage :3000-3500 sqft
Fireplace/Stove :No
Virtual Tour
Dimensions 12
Kitchen :4.75 m x 1.68 m
Living Room :5.05 m x 3.91 m
Living Room :7.09 m x 4.65 m
Family Room :4.98 m x 2.97 m
Kitchen :3.96 m x 2.13 m
Living Room :7.04 m x 4.7 m
Bedroom :4.01 m x 2.95 m
Bedroom :4.11 m x 3.05 m
Living Room :7.04 m x 4.7 m
Bedroom :4.8 m x 3.28 m
Bedroom :4.04 m x 4.65 m
Family Room :4.98 m x 2.97 m

Exterior Information

Exterior Finish :Brick
Parking Space :4
Basement :Apartment
Park :Park
Library :Library

29 Winchester Street, Toronto - Price History

2026-07

17 Jul, 2026

TREB #C13578164

Listed

$3400000.0

  • 0
  • 400k
  • 800k
  • 1.2M
  • 1.6M
  • 2M+
  • 0
  • 6
  • 12
  • 18
  • 24
  • 30+
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  • 6
  • 12
  • 18
  • 24
  • 30+

29 Winchester Street - Location Map and Landmarks

  • Sherbourne Subway, Toronto 0.92 km
  • Castle Frank Subway, Toronto 0.94 km
  • Wellesley Subway, Toronto 1.15 km
  • College Subway, Toronto 1.18 km
  • Dundas Subway, Toronto 1.33 km
  • Bloor-Yonge Subway, Toronto 1.47 km
  • Broadview Subway, Toronto 1.56 km
  • Queen Subway, Toronto 1.65 km
  • Bay Subway, Toronto 1.74 km
  • Queen'S Park Subway, Toronto 1.79 km
  • Winchester Junior & Senior Public School, Toronto 0.16 km
  • Our Lady Of Lourdes Catholic Elementary School, Toronto 0.42 km
  • Apple Program And Safe Schools, Toronto 0.46 km
  • Sprucecourt Junior Public School, Toronto 0.47 km
  • Lord Dufferin Junior & Senior Public School, Toronto 0.55 km
  • Rose Avenue Junior Public School, Toronto 0.59 km
  • Jarvis Collegiate Institute, Toronto 0.65 km
  • Le College Francais - Carlton Campus, Toronto 0.74 km
  • Monsignor Fraser College - Isabella Campus, Toronto 0.76 km
  • Native Learning Centre, Toronto 0.8 km
  • Sunnybrook & Women'S Coll Orth&Arth Site, Toronto 1.03 km
  • Steadson Hospital, Toronto 1.05 km
  • Sinai Health System - Bridgepoint Active Healthcare, Toronto 1.15 km
  • Salvation Army Toronto Grace Hospital, Toronto 1.23 km
  • Toronto Grace Health Centre, Toronto 1.23 km
  • St Regis Hospital, Toronto 1.35 km
  • St. Michael's, Toronto 1.47 km
  • Women's College, Toronto 1.48 km
  • Beacon Health, Toronto 1.5 km
  • Sunnybrook & Women'S Coll W C Site, Toronto 1.5 km
  • Cabbage Town Organics, Toronto 0.15 km
  • Ambal Trading, Toronto 0.25 km
  • No Frills, Toronto 0.29 km
  • Jamestown Milk, Toronto 0.29 km
  • Harla Ethio Spice Market, Toronto 0.34 km
  • Sarker Groceries, Toronto 0.37 km
  • Fast Tech Cellular, Toronto 0.4 km
  • Food Basics, Toronto 0.4 km
  • Little Bee Supermarket, Toronto 0.52 km
  • Rob'S No Frills, Toronto 0.65 km
  • Parliament Street and Carlton Street, Toronto 0.18 km
  • Bleecker Street and Carlton Street, Toronto 0.3 km
  • Sherbourne Street and Carlton Street, Toronto 0.37 km
  • Parliament Street and Gerrard Street East, Toronto 0.44 km
  • Sherbourne Street and Wellesley Street East, Toronto 0.45 km
  • Carlton Street and Homewood Avenue, Toronto 0.47 km
  • Gerrard Street East and Sherbourne Street, Toronto 0.51 km
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FAQs: 29 Winchester Street, Toronto

  • Q:What is the Area Size of the 29 Winchester Street In Sq.Ft and it's MLS No.?

    A: The project covers an area of approximately 3000-3500 sq. ft and is strategically located in Toronto. The MLS No of this project is C13578164 and the Project is located in ON, Canada
  • Q: Does this Project 29 Winchester Street available for Sale ?

    A: The project 29 Winchester Street is readily available for Sale and can be purchased at competitive prices today. You can schedule a tour or request a call back for knowing further.
  • Q: How far is this property from my workplace?

    A:You can calculate your travel time and see how this property is far from your Office, your spouse's workplace or your kid's school. You just need to tell us which places you commute to frequently and Square Yards will tell you how far they are from this property.
  • Q:What are the Key Features 29 Winchester Street is Offering?

    A:Square Yards is giving a Cashback of $17,000 if you buy this property from us, however there are several key features offered by the 29 Winchester Street. You get 3+1 Beds with 4 Bath, central air conditioning, parking space and garage along with a heating system, basement, gas fuel system and balcony.
  • Q:How many Parking Space available in this 29 Winchester Street?

    A: 29 Winchester Street in Toronto offers a total of 4 parking spaces for residents.
  • Q:How many Beds & Baths available in 29 Winchester Street, Toronto?

    A: 29 Winchester Street, Toronto comes with 3+1 Beds for maximum convenience and space. There are 4 baths available as well for when you have guests over or if you have a large family!
  • Q:How many Apartments and Condos are available for Sale in Toronto, On?

    A:Toronto, ON is one of the biggest real estate markets in Canada. There are several options available here pertaining to condos and apartments alike. There are approximately apartments and condos available currently for your perusal.
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