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Commercial Property in Toronto
About 161 Winchester Street
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.
Toronto retail priced at $1,749,900 — book a tour to see if it fits your search.
Inside 161 Winchester St
Every detail from the listing, in one place.
Type
Retail
Features & systems
Lot & land
Lot size (sqft)
0
Listing & possession
Property class
Commercial Retail
161 Winchester St Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
Transit, schools, parks and everyday places near this home. Select any place to open it on Google Maps.
How long is your commute?
From 161 Winchester St. Typical times without traffic delays; transit times aren't available yet.
For homeowners nearby
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Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Estimated values, AI insights, calculator results, and rental projections shown on this page are generated by Summitly and are not provided by, reviewed by, or sourced from TRREB, the MLS®, or the listing brokerage; they are not appraisals or opinions of value. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The Coldwell Banker® name and logo are trademarks of Coldwell Banker Real Estate LLC.
Similar homes for sale nearby in Toronto
Other 3-bed homes for sale in Toronto around $1.7M.
Average days on market31Homes sold in about 31 days on average.
Sale-to-list ratio4931.9%On average, homes sold at or above asking.
Active listings12,163Homes for sale here right now.
Median vs prior 90 days+1.2%Compared with Apr 28 – Jul 27, 2026: prices up.
Based on 9,621 sales from Jul 27 – Oct 25, 2026 (6,856 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.
161 Winchester St is listed at $1,749,900 (MLS® C13171750). Summitly updates the price as soon as the MLS® record changes.
Has the price of 161 Winchester St changed?
Yes — it was first listed at $1,999,000 and is now $1,749,900, a drop of $249,100 (12.5%).
How many bedrooms and bathrooms does 161 Winchester St have?
The listing for 161 Winchester St doesn't publish its bedroom and bathroom count. It is a commercial property in Toronto.
Is 161 Winchester St close to transit?
The nearest rapid-transit station is Castle Frank Station (Line 2), about 870 m (about a 11-minute walk) in a straight line. Broadview Station is about 1.2 km (about a 15-minute walk), and Sherbourne Station is about 1.2 km (about a 15-minute walk). Distances are straight-line, not walking routes; check the transit agency for routes and schedules.
How does 161 Winchester St compare with other homes in Toronto?
Its asking price of $1,749,900 is about 107% above the median sold price in Toronto over the last 90 days, $845,000, across 9,621 closed sales on the TRREB MLS®. A city median mixes every type and size of home, so the comparable sales on this page are the closer guide.
Has 161 Winchester St been sold before?
Summitly has no earlier MLS® sale or lease of 161 Winchester St on record from the last two years. Older records aren't shown under TRREB rules.
Where is 161 Winchester St?
161 Winchester St is in Toronto, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 161 Winchester St been on the market?
153 days — 161 Winchester St was listed on May 25, 2026.
What is the land transfer tax on 161 Winchester St?
About $62,946 at the asking price of $1,749,900: $31,473 Ontario land transfer tax plus $31,473 Toronto municipal land transfer tax. First-time buyers can get up to $4,000 back from Ontario and up to $4,475 from Toronto. Legal fees and other closing costs are extra.
How do I book a viewing of 161 Winchester St or make an offer?
Select "Book a viewing" on this page and pick a time. A licensed Coldwell Banker Summit Realty, Brokerage agent confirms it with the listing brokerage. When you're ready, your agent prepares the offer with you and submits it to the listing brokerage.
What is the property tax for 161 Winchester St?
The listing for 161 Winchester St doesn't publish the annual property tax. The property tax calculator linked at the foot of this page gives an estimate for Toronto.
When was 161 Winchester St built?
The listing for 161 Winchester St doesn't publish a year built. A Summitly agent can ask the listing brokerage for it.
