Listed for:Listed May 25, 2026
$1,749,900

161 Winchester Street

Toronto (Cabbagetown-South St. James Town), ON M4X 1B5

Detached House For Sale
Down Payment AssistanceGet Best Mortgage Rates

Sale & Price History for 161 Winchester Street, Toronto, Cabbagetown-South St. James Town

No listing history available

Real estate boards require you to or to see the full details of this property.

*Sold prices and complete sale & price history are regulated data. Under the Trust in Real Estate Services Act, 2002 (TRESA) and the rules of the Real Estate Council of Ontario (RECO), and pursuant to the Multiple Listing Service® rules of the Canadian Real Estate Association (CREA) and the Toronto Regional Real Estate Board (TRREB), this information may be shown only to registered users who have agreed to the applicable terms of use (a Virtual Office Website, or "VOW," arrangement). HOMEH Inc., Brokerage therefore provides it to signed-in members only. Creating an account is free and takes under a minute.

About 161 Winchester Street, Toronto, Cabbagetown-South St. James Town

Summarized Description

  • Unique mixed-use property in Cabbagetown.
  • Commercial space currently operating as ice cream bar.
  • Two self-contained one-bedroom units available.
  • Exceptional outdoor space with private decks.
  • Strong visibility and income potential.
  • Steps away from parks and transit.
  • Ideal for investors or live/work opportunities.

Rare opportunity to own a truly unique mixed-use corner property in the heart of Cabbagetown, directly across from Riverdale Park and Riverdale Farm. This character-filled property features a functioning main floor corner commercial space currently operating as a well-established ice cream/snack bar, along with two separate and self-contained one-bedroom residential units known as the Loft and the Cottage. The property also offers two private decks and a large backyard, creating exceptional outdoor space rarely found in the city. A landmark location with incredible charm, strong visibility, and income in one of Toronto's most sought-after neighbourhoods. Steps to parks, transit, local shops, and downtown amenities. An exceptional opportunity for investors, end users, or those seeking a unique live/work property. Parking Currently Not In Use.

Key Facts & Features

Property Costs

Annual Property Tax Amount
$14,779
Land Transfer Tax Fee
$62,946

Basement Type
Partial Basement

Interior Features

Interior Extras
Separate Hydro Meter
View
Park/Greenbelt
Fireplace/Stove
No
Elevator
No

Exterior Features

Pool
None
Property Features
Fenced Yard, Hospital, Park, Public Transit, School

Building

Building Type
Detached
Building Style
2-Storey

Construction

Exterior Finish
Brick, Board & Batten
Roof
Asphalt Shingle
Foundation Details
Unknown
Special Designation
Heritage

Lot

Lot Front
28.29 ft
Lot Depth
80.00 ft

Inclusions

Inclusions
Two Fridges, Two Stoves, Two Dishwashers, Two Washers, Two Dryers, All Electrical Light Fixtures, All Window Coverings (not belonging to the tenants), All Cafe / Restaurant Equipment (Speak to LA), Restaurant Tables, Chairs, Bar.

Parking & Garages

Garage Type
None
Garage Spaces
0
Parking Spaces
2
Total Garage And Parking Spaces
2

Heating & Cooling

Heat Source
Gas
Heat Type
Forced Air
Air Conditioning
Other
Water
Municipal
Sewers
Sewer

Bedrooms
2
Washrooms
3
Kitchens
3

Washrooms

  • 2-piece
  • 4-piece
  • 4-piece

Municipality
Toronto
Neighbourhood
Cabbagetown-South St. James Town
Main cross streets
Sumach St/ Winchester St
Zoning
R(d1*851)
Directions
Sumach St/ Winchester St

MLS® number
C13171756
Data source
Toronto Regional Real Estate Board
Listed on
2026-05-25
Updated on
2026-10-15
Days on market
148 days
Possession type
Flexible
Co-op commission
2.5% + HST
Seller
Listed by
SOTHEBY'S INTERNATIONAL REALTY CANADA

Home Market Value

Current home valuation for 161 Winchester Street, Toronto, Cabbagetown-South St. James Town, Toronto, ON. Listed for $1,749,900

HOMEH Estimate

?

$1,599,056

Estimated Sales Range

?

$959,434 - $2,238,678

HOMEH Estimate for 161 Winchester Street, Toronto, Cabbagetown-South St. James Town

Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.

$1,599,056Low confidence
Based on 3 comparable properties
+ $150,844 (9%) above our estimate
See the full analysisFree Every recent nearby sale behind this number

For the owner

Is this your home? Track its value.

Get this home's HOMEH Estimate by email once a month, with how many homes are for sale around you.

Mortgage Payment Calculator

Compare up to 4 down payment scenarios

$
Toronto, ON
Minimum Down Payment Required:20.0%

20% required for homes $1.5M or more

Minimum down payment

$349,980

Scenario 1 Scenario 2 Scenario 3 Scenario 4
−Down payment
%
$
%
$
%
$
%
$
+CMHC insurance
$0$0$0$0
=Total mortgage
$1,399,920$1,312,425$1,224,930$1,137,435
Amortization
Mortgage rate
%
%
%
%
Payment frequency
=Mortgage payment
$6,835monthly$6,408monthly$5,981monthly$5,554monthly
Are you a first time home buyer?

Land Transfer Tax

Provincial

$31,473

Municipal (Toronto)

$31,473

Total Land Transfer Tax

$62,946

Around this home

0/100Loading...
0/100Loading...
0/100Loading...
Map unavailable

No schools found nearby

Ask HOMEH

New!
H

Hi there!

👋

Text or call (416) 301-9001

Recommended for you

Based on homes you've looked at.

No recommended properties found.

Nearby similar homes

No nearby properties found.