3 days on Market

29 Winchester St, Toronto, Ontario M4X 1A6

Townhouse
3 + 1
4
~3000-3500 sqft
$3,400,000
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Townhouse
3 + 1
4
~3000-3500 sqft

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Highlights

Property Estimate

Days on market3 days

Estimated valueNot available

Price/Sqft$1,052/sqft

Monthly cost

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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.


Property Details

Style3-Storey
View-
Age of property100+
SqFt~3000-3500 SqFt
Lot Size4,042 SqFt(142 x 28.47)
Parking Spaces4
MLS ®NumberC13578164
Community NameCabbagetown
Data SourceTRREB
Listing byROYAL LEPAGE TERREQUITY SW REALTY

Features

Heating: Baseboard
Cooling: Wall Unit
Fireplace
Basement: Apartment

Main Floor

Living

7.04 x 4.7

Bay Window / hardwood floor / Combined W/Dining

Kitchen

4.37 x 2.16

Pass Through / Tile Floor / W/O To Balcony

Family

4.98 x 2.97

hardwood floor / Window

Br

4.04 x 4.65

Broadloom / Window / Double Closet


Features

Lot size: 4,042 SqFt

Parking

Garage spaces -

Garage type -

Total parking spaces 4


Property History

Jul 17, 2026
ListedActive
$3,400,000
3 days on market
history photo preview50
Listing by trreb®
Property listed by ROYAL LEPAGE TERREQUITY SW REALTY, Brokerage
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Market Data - Cabbagetown

Geo Zone Map ThumbnailCabbagetown

Balanced Market

View Market Data

Townhouse - for the past 30 days

Buyer's market Seller's market

Avg. Days on Market

Past 30 days

32 days

Compared to

2025

14 days

2024

29 days

2023

7 days

New Listings

Past 30 days

10 listings

Compared to

2025

6 listings

2024

7 listings

2023

11 listings

Units sold

Past 30 days

4 units

Compared to

2025

1 unit

2024

4 units

2023

2 units

Median Sold Price

Past 30 days

$1,405,000

Compared to

2025

$1,375,000

2024

$1,745,000

2023

$1,470,000


Population and Demographics

Overview

Total population 23432
Average household income $113,132

Age (%)

0 to 19
14%
20 to 34
30%
35 to 49
22%
50 to 64
21%
65 and plus
14%

Household composition (%)

Single person
52%
Single family
37%
Multi person
10%
Multi family
0%

Mother tongue (%)

English
64%
Tagalog (Pilipino, Filipino)
5%
Spanish
4%
Mandarin
3%
French
3%
Tamil
2%
Yue (Cantonese)
2%
Arabic
2%
Bengali
2%
Others
2%
Amharic
1%
Vietnamese
1%
Hindi
1%

House tenancy (%)

Renters
77%
Owners
23%

What’s nearby?Essentials within 5 km

Local Logic

Transportation Scores

Estimated Budget