43.6669° N · 79.3632° W — Cabbagetown-South St. James Town, Toronto — MLS® #C13171756
161 Winchester St
$1,749,900
Cabbagetown-South St. James Town, Toronto, Ontario M4X 1B5
- 2
- BedroomsBeds
- 3
- BathroomsBaths
- 2500-3000 sqft2500-3000
- SizeSq ft
- 28.29 x 80 ft
- Lot sizeLot
Inquire about this listing
In short · from the listing record
161 Winchester St is a 2-bedroom, 3-bathroom detached house in Cabbagetown-South St. James Town, Toronto, listed for sale at an asking price of $1,749,900 (MLS® C13171756).
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.
Listing readings
How it measures up
Scores from the listing record and the market around it.
68Good
Condition score
6 condition-related facts documented
Listing age, structured features and disclosed update language; not an inspection.
5Shortfall
Cash flow quality
−$6,566/mo against the cost of owning (20% down, 4.8%, 25 yrs)
Median of 15 homes with 2 bedrooms for lease in Cabbagetown-South St. James Town right now. Cost of owning counts the mortgage and property tax.
Condition uses listing-record signals, not an inspection.
The data table
Every fact
Everything the board publishes for this home.
- Tax
- $14,779 / 2025
- MLS® number
- C13171756
- Board
- TRREB MLS®
- Property Type
- Detached
- Time on market
- Size
- 2500-3000 sqft
- Lot Size
- 28.29 x 80 ft
- Listed on
- Parking
- None, 2 Parking
Listing history
Listing activity for 161 Winchester St, Toronto, Ontario
| Date Start | Date End | List Price | Price | Event | Listing ID |
|---|---|---|---|---|---|
| Date StartN/A | N/A | $1,749,900 | N/A | Pc | C13171756 |
Inside
Room by room
Property
- Property Type
- Detached
- Style
- 2-Storey
- Community
- Cabbagetown-South St. James Town
- Municipality
- Toronto
Building
- Size
- 2500-3000 sqft
- Construction
- Brick
Inside
- Bedrooms
- 2
- Bathrooms
- 3
- Bathroom Details
- 1 × 2pc, 1 × 4pc, 1 × 4pc
- Basement Type
- Partial Basement
- Kitchens
- 3
Parking
- Driveway
- Private
- Garage Type
- None
- Additional Parking
- 2
- Total Parking
- 2
Utilities
- Water
- Municipal
- Cooling
- Other
- Heating Type
- Forced Air
Land
- Sewer
- Sewers
- Frontage
- 28.29 ft
- Depth
- 80 ft
- Lot Size
- 28.29 x 80 ft
Where it sits
The street and the area
Asking prices on the map.
Map and tour
Transit nearby
| Station | Lines | Distance |
|---|---|---|
| Castle Frank Station | TTC subway: Line 2 Bloor-Danforth | 900 m |
| Broadview Station | TTC subway: Line 2 Bloor-Danforth | 1.2 km |
| Sherbourne Station | TTC subway: Line 2 Bloor-Danforth | 1.2 km |
| Chester Station | TTC subway: Line 2 Bloor-Danforth | 1.5 km |
| Union Station | TTC subway: Line 1 Yonge-UniversityGO Transit train: Barrie, Kitchener, Lakeshore East, Lakeshore West, Milton, Richmond Hill, StouffvilleUP Express train | 2.7 km |
The nearest subway, light rail, train, bus rapid transit stations 5 km, as the crow flies. Source: TTC schedule data (GTFS) from the Toronto Transit Commission under the Open Government Licence – Toronto; GO Transit and UP Express schedule data (GTFS) from Metrolinx under the Open Government Licence – Ontario – Metrolinx, downloaded October 18, 2026. Contains information licensed under the Open Government Licence – Toronto. Data used in this product or service is provided with the permission of Metrolinx. Metrolinx makes no representations or warranties of any kind, express or implied, with respect to the Data and assumes no responsibility for the accuracy or currency of the data used in this product or service. Contains information licensed under the Open Government Licence – Ontario – Metrolinx.
Site report
What the record says
What the City and the conservation authority have on file for this address.
- Heritage and ravineAppliesOn the Heritage Register — Part V, by-law 259-2004
- Heritage and ravineAppliesIn the Cabbagetown North Heritage Conservation District, by-law 259-2004
- Heritage and ravineNone foundNot in the mapped ravine protection area
- ZoningR (d1.0) (x851)Residential zone (R) · Chapter 10, section 10.10 of By-law 569-2013 · Exception 900.2.10(851)
- PermitsNone on fileNo building permits on file at this address.
- Signals nearby6 to note509 PARLIAMENT ST, Official plan or zoning amendment, 440 m away · 505 PARLIAMENT ST, Official plan or zoning amendment, 450 m away · 310 GERRARD ST E, Site plan, 550 m away · 308 GERRARD ST E, Site plan, 560 m away · 306 GERRARD ST E, Site plan, 570 m away · 325 GERRARD ST E, Official plan or zoning amendment, 570 m away
- ca regulatedNone in rangeNot in Toronto and Region Conservation Authority’s mapped regulated area
- provincial plansNone in rangeOutside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areas
- wetlandNone in rangeNo mapped wetland within 120 m
- aggregateNone in rangeNo licensed pit or quarry within 2 km
- wellsNone in rangeNo recorded oil, gas or salt well within 250 m
- railOn recordNearest rail line: 440 m
- trailOn recordA trail on the Ontario trail network within 1 km
- permitsOn record69 building permits issued within 250 m in the last 2 years
- airportOn recordNearest airport: 4.3 km
- parcelOn recordMapped parcel: about 2,320 sq ft Measured from the municipal parcel map, which can differ from the survey and from the lot size in the listing.
- water wellsNone in rangeNo water-supply well recorded within 250 m
- npriNone in rangeNo facility within 1 km reports pollutant releases to Environment Canada The nearest is City of Toronto — Eastern And Booth Blocks, 1.9 km away. Only facilities above the inventory’s reporting thresholds are listed.
- fcsiNone in rangeNo federal contaminated site within 1 km The federal inventory covers federal land only; it says nothing about provincial or private sites.
- electricityOn recordElectricity is distributed here by Toronto Hydro-Electric System Limited
- internet speedOn recordWired internet 50/10 Mbps or faster is listed at this location Fixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (20 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.
- broadbandOn recordAcross the surrounding area: fibre to the home, cable, DSL internet listed Fibre to the home: Beanfield Metroconnect, Bell, CIK Telecom, Dotto One, FibreStream, Rally, Rogers. Cable: Rogers. DSL: Bell. Fixed wireless: Rogers, Routcom, SkyChoice Communications. Mobile: Bell, Freedom Mobile, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.
Changes outside the house, and tree removal, may need the City’s review on top of the usual permits. Ask the City before you plan work.
Each record is the map at the home’s location, not an inspection. Confirm anything that matters with the municipality, Toronto and Region Conservation Authority or the record’s publisher.
City of Toronto Open Data and zoning map, read at this address. Contains information licensed under the Open Government Licence – Toronto. City of Toronto Open Data — Development Applications and Building Permits (cleared permits since 2017). An application is a proposal: it may change, be refused or never be built. Contains information licensed under the Open Government Licence – Toronto. Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario. Contains information licensed under the Open Government Licence – Toronto. Contains information made available under the Toronto and Region Conservation Authority Open Data Licence v1.0.
Lot
- Street frontage
- 28.29 ft8.6 m
- Depth
- 80 ft24.4 m
The record marks this lot irregular, so its area is not the frontage multiplied by the depth. It is not given here. Confirm with a survey before you buy.
Source: the MLS® listing record, measured by MPAC.
Land transfer tax on this home
- Ontario land transfer tax
- $31,473
- Toronto municipal land transfer tax
- $31,473
- Total land transfer tax
- $62,946
- First-time buyer rebates (Ontario up to $4,000 + Toronto up to $4,475)
- −$8,475
- Total for first-time buyers
- $54,471
See how this is worked out
- 0.5% on the first $55,000
- $275
- 1.0% from $55,000 to $250,000
- $1,950
- 1.5% from $250,000 to $400,000
- $2,250
- 2.0% from $400,000 to $1,749,900
- $26,998
- Ontario total
- $31,473
Toronto’s municipal tax uses the same brackets at this price, so it adds another $31,473.
An estimate at the asking price, for a home with one or two single-family residences. Your lawyer confirms the exact amount.
Schools
Nearest schools
Straight-line distances. Check catchments with the board.
ElementaryEQAO average 2024–25
- Sprucecourt Junior Public SchoolToronto DSBPublic · grades JK–858%Grade 6 average300 m
- Winchester Junior and Senior Public SchoolToronto DSBPublic · grades JK–8 · French Immersion77%Grade 6 average650 m
- Our Lady of Lourdes Catholic SchoolToronto CDSBCatholic · grades JK–866%Grade 6 average900 m
- École élémentaire Gabrielle-RoyConseil scolaire ViamondeFrench-language public · grades JK–696%Grade 6 average1.4 km
SecondaryGrade 9 math 2024–25
- St Martin Catholic School (St.Martin)Toronto CDSBCatholic · grades 9–12—100 m
- Rosedale Heights School of the ArtsToronto DSBPublic · grades 9–1266%Grade 9 math800 m
- CALC Secondary SchoolToronto DSBPublic · grades 9–12—1 km
- Collège français secondaireConseil scolaire ViamondeFrench-language public · grades 9–1286%Grade 9 math1.2 km
EQAO: share of students at or above the provincial standard, 2024–25 (Ontario open data). These are the schools nearest this home, not the schools it is assigned to: boundaries change, and some schools take students by application. Confirm with the board before you buy. Contains information licensed under the Open Government Licence – Ontario.
Searches this home is in
Keep looking
The ledger
What it costs to own
Worked out for this home. Change any number.
A month, all in
$9,216
- Mortgage$7,984
- Property tax$1,232
A planning figure, not a quote.
Land transfer tax
$62,946
$54,471 for first-time buyers; Toronto adds its own tax.
Rent, similar homes
$2,650
a month, median asking rent of 15 similar homes in Cabbagetown-South St. James Town.
Community
Who lives around it
Similar homes
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Shemeer AhmadVALERY REAL ESTATE INC.
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