161 Winchester Street, Toronto, ON

$1,749,900
MLS#:C13171750
0 beds
0 baths
Commercial
Commercial for sale - 0 Bed, 0 Bath Home at 161 Winchester Street Toronto ON listed at $1,749,900 (MLS# C13171750) - Main View
Price Change
For Sale
Added:May 25, 2026(164 days ago)
Updated:Oct 15, 2026(21 days ago)
Last Checked:4 minutes ago

Property Highlights

Welcome to this remarkable commercial retail located in the coveted neighborhood of Cabbagetown-South St. James Town. Offering a sublime balance of structural integrity and modern aesthetic appeal, this residence presents an exceptional opportunity offered at $1,749,900 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.

  • 0 Bedrooms and 0 Bathrooms
  • Premium 28.29 x 80 ft lot size
  • equipped with yes central cooling and highly efficient gas forced air open heating

Description

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.

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Property Summary

This commercial retail located at 161 Winchester Street, Toronto is currently for sale and has been available for 164 days. This property is listed at $1,749,900 with an estimated mortgage of $5,825* per month. It has 0 beds, 0 bathrooms, and is unknown square feet. 161 Winchester Street, Toronto is in the Cabbagetown-South St. James Town neighborhood.

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* Estimated mortgage assumes a 30% down payment, 4.00% interest rate, and 30-year amortization.
Is this a Good Home for Families?

Ideal for small families, couples, or individuals seeking a manageable and comfortable living layout in Cabbagetown-South St. James Town, Toronto.

Great for Small Household / Couples
What We Love About This Home
  • •Desirable Commercial Retail architecture in Cabbagetown-South St. James Town, Toronto
Standout Features & Layout
Who Should Buy This Home?

First-time home buyers, professionals, or investors seeking value.

Target Buyer Match

Key Features

Property Type
Commercial

Additional Details

StatusActive
Price$1,749,900
AddedMay 25, 2026 (164 days ago)
UpdatedOct 15, 2026 (21 days ago)
Last Checked4 minutes ago
Transaction TypeFor Sale
List Office NameSOTHEBY'S INTERNATIONAL REALTY CANADA

Property Details

Property Sub-TypeCommercial Retail
Lot Size28.29 Ă— 80 Feet
CountyToronto
Annual Tax$14,779.05
Legal DescriptionPT LT 2 PL D9 TORONTO AS IN CA578609; S/T CA578609; CITY OF TORONTO

Parking & Garage

Parking Space2
Garage TypeNone

Heating & Cooling

Heat TypeGas Forced Air Open
CoolingYes

Features

Property Features

None listed

Interior Features

None listed

Security Features

  • No

Community Features

  • Public Transit

Property History

No historical data available for this property.

This could be the first listing for this address.

Toronto Home Buyer Advisory & Market HubActive MLS® Listing in Toronto, Ontario

Looking to Buy a Home in Toronto?

If you are looking for a house in Toronto or researching Toronto real estate for sale, this commercial retail at 161 Winchester Street, Toronto, ON offers an exceptional opportunity to buy a home in Toronto, Ontario. Whether you are a first-time Toronto home buyer or comparing active Toronto MLS® homes for sale, working with a dedicated Toronto buyer agent ensures you receive priority showing access, unrepresented buyer protection, and aggressive price negotiation.

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Dedicated Toronto Buyer Agent

Under Ontario REBBA/TRESA regulations, the listing brokerage is legally bound to the seller's financial interests. Work with an experienced Toronto realtor & real estate broker who represents you 100%—at zero cost to you as a buyer.

Toronto Buyer Budget & Costs

Estimated mortgage: $5,825*/month*. Estimated Ontario Land Transfer Tax: $62,946. First-time Toronto home buyers may qualify for up to $8,475 in rebates.

Frequently Asked Questions: Buying a Home in Toronto

Frequently Asked Questions about 161 Winchester Street, Toronto, ON

Q.What is the asking price for 161 Winchester Street, Toronto, ON ?

The current listing price for 161 Winchester Street, Toronto, ON in Cabbagetown-South St. James Town, Toronto is $1,749,900.

Q.How many bedrooms and bathrooms does this property have?

This property features null bedrooms and null bathrooms.

Q.What property type and architectural style is 161 Winchester Street, Toronto, ON ?

161 Winchester Street, Toronto, ON is a Commercial Retail () featuring a basement.

Q.What neighborhood and community amenities are nearby?

Community features and nearby amenities include: Public Transit.

Q.What security features are installed at 161 Winchester Street, Toronto, ON ?

Security features include: No.

Q.What heating and cooling systems are installed?

Heating is provided via standard central heat and cooling via Yes.

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Location

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161 Winchester Street, Toronto, ON

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Neighborhood Safety Index

Neighborhood Safety & Crime Analytics

Cabbagetown-South St. James Town, Toronto

SAFETY RATING8.2 / 10
Low Incident Area
Total Annual Incidents344 incidents / yr
Average Per Month28.7 incidents / mo
Population BenchmarkArea Average residents
Personal Safety
Very Low

161 assaults (45.0/100k)

Property Security
Low

43 B&E (40.0/100k)

Auto Theft Risk
Low Risk

60 thefts (45.0/100k)

1-Year Trend
â–Ľ 5.5%

Improving vs previous year

How Per-Capita Rate (Per 100,000 Residents) Is Calculated:

Formula: (Annual Occurrences / Population) Ă— 100,000. This standard policing calculation normalizes incident frequencies across different population sizes, allowing accurate safety comparisons between quiet residential pockets and dense urban centres.

Source: Toronto Police Service (TPS) ArcGIS Open Data
Halton & GTA Police Network

Disclaimer: Crime and safety analytics are compiled from official municipal and regional police open data records for general consumer informational and demographic research purposes only. Data is deemed reliable but is not guaranteed and does not constitute a legal representation or guarantee of future safety.

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Pricing & Value Insights

Data-driven valuation for 161 Winchester Street, Toronto, ON M4X 1B5

Estimated Sales Range
$1,662,000 - $1,715,000

Based on 0 recent similar sales in the pocket.

Market Speed
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Properties in this area are selling at a steady pace.

Market Trend
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Mortgage & Affordability Audit

Calculate your monthly payment, minimum downpayment, and land transfer taxes for this home in Toronto.

Configure Loan Settings

Interest Rate4.00%
Down Payment$524,970 (30.0%)
* Minimum Canadian down payment required for this price is $349,980.
Amortization Period30 Years
Estimated Monthly Payment$5,825Based on a loan of $1,224,930 over 30 years.
Purchase Price$1,749,900
Loan Amount$1,224,930
Provincial Land Transfer Tax:$31,473
Toronto Municipal Land Transfer Tax:$31,473
Total Estimated Closing Taxes:$62,946

About Purchasing a Home in Toronto, ON

For a property listed at $1,749,900 in Toronto, the legal minimum down payment is $349,980 under current Canadian banking regulations. This calculation applies a 5% requirement on the first $500,000, 10% on the next $499,999, and a flat 20% on any amount exceeding $1,000,000.

Additionally, buyers in Ontario must budget for the Provincial Land Transfer Tax, which is estimated at $31,473 for this transaction. Since the property is located in Toronto, a municipal land transfer tax of $31,473 also applies, bringing the total estimated land transfer taxes to $62,946.

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Cabbagetown-South St. James Town, Toronto Neighborhood Guide

Comprehensive city-wide demographics, local real estate stats, and school rankings for Cabbagetown-South St. James Town, Toronto.

Verified Local Data
City Population2,794,356
City Median Age39.2 Yrs
City Ownership48% Owners
Avg Area List Price$1,258,686

People & Families

Age Distribution

Household Composition

One-person households
32%
Families with children
36%
Couples without children
24%
Other households
8%

Top Ethnic Origins

Chinese11%
English9%
Canadian8%
East Indian8%

Best Schools in Cabbagetown-South St. James Town, Toronto

Elementary Schools

St Luke
Public353 Sherbourne Street, Toronto, Ontario, M5A 2S3
5.4
Our Lady of Lourdes
Public444 Sherbourne Street, Toronto, Ontario, M4X 1K2
6.5
Rose Avenue
Public675 Ontario Street, Toronto, Ontario, M4X 1N4
3.3
Lord Dufferin
Public350 Parliament Street, Toronto, Ontario, M5A 2Z7
3.3
Church Street
Public83 Alexander Street, Toronto, Ontario, M4Y 1B7
4.8

Secondary Schools

Jarvis
Public495 Jarvis Street, Toronto, Ontario, M4Y 2G8
4.1
Collège Français
Public100 Carlton Street, Toronto, Ontario, M5B 1M3
9.0
Rosedale Heights-Arts
Public711 Bloor Street East, Toronto, Ontario, M4W 1J4
8.0
St. Joseph’s
Catholic74 Wellesley Street West, Toronto, Ontario, M5S 1C4
7.2

Cabbagetown-South St. James Town, Toronto Demographic Home information

Structural Home Types

Tenure (Ownership vs Rental)

Owner-Occupied48%
Rented52%

Need more details or a custom CMA?

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Notice: Market Insights are generated by analyzing real-time data and should be used for informational purposes only. Consult with a licensed professional for exact valuations.

Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.

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