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43.71° N · 79.40° W — Toronto & nearby · 9,698 homes for sale today43.71° N · 79.40° W — 9,698 homes today(647) 554-7436Saved

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

ToShemeer AhmadVALERY REAL ESTATE INC.
Or call Shemeer Ahmad(647) 554-7436

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 StartDate EndList PricePriceEventListing ID
Date StartN/AN/A$1,749,900N/APcC13171756

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

StationLinesDistance
Castle Frank StationTTC subway: Line 2 Bloor-Danforth900 m
Broadview StationTTC subway: Line 2 Bloor-Danforth1.2 km
Sherbourne StationTTC subway: Line 2 Bloor-Danforth1.2 km
Chester StationTTC subway: Line 2 Bloor-Danforth1.5 km
Union StationTTC subway: Line 1 Yonge-UniversityGO Transit train: Barrie, Kitchener, Lakeshore East, Lakeshore West, Milton, Richmond Hill, StouffvilleUP Express train2.7 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.

Price$1,749,900

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 Ahmad

Shemeer AhmadVALERY REAL ESTATE INC.

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Ask me anything about this home, or what fair looks like nearby.

(647) 554-7436

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