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Home · Buy · Toronto · 29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6+ 24 photos
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
29 Winchester Street, Toronto, ON M4X 1A6
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29 Winchester Street, Toronto, ON M4X 1A6
Toronto C08 · Cabbagetown-South St. James Town
For Sale · Fourplex
⚡1 hour ago

29 Winchester Street, Toronto, ON M4X 1A6

Toronto · Cabbagetown-South St. James Town
MLS® C14111438
$2,900,000
▶ Virtual Tour
New listing3-StoreyApartment basement4 driveway · 4 total parking
+1 moreSouth exposure
3 + 1
Beds
4
Baths
4
Parking
3000-3500
Sq ft
100+ yrs
Built
OverviewDetailsMarketLocationHistory

Overview

About this home

  • 4-plex with 3 + 1 bedrooms and 4 bathrooms
  • Over 4200 sq ft total; each unit over 1000 sq ft
  • Hardwood floors, updated kitchens and bathrooms, high ceilings, and in-unit laundry in each unit
  • Multiple walk-out balconies, private decks, terraces, and rear grounds with trees
  • 4 parking spaces (including 1 tandem); potential to expand to 6 spaces via rear laneway access
  • Climate controls in each suite; currently occupied by tenants
  • Located in Cabbagetown near Parliament Street, Winchester Park, and walking distance to Castle Frank Station and Carlton Street Car

Key points are generated by Renavu from the listing description — not from, provided by, or endorsed by TRREB or PropTx.

Property details

Days on market
🔒Sign in to view
Days on site: 0 days
Property tax
$12,353.71 (2026)
Lot
28.47 × 132.73 Feet
Style
3-Storey
Heating
Baseboard
Cooling
Wall Unit(s)
MLS®
C14111438

Details

Full details

Parking
GarageNone
Driveway4
Total parking4
Parking featuresLane, Private

Room dimensions

RoomLevelDimensionsFeatures
Living RoomMain7.04 × 4.7Bay Window, Hardwood Floor, Combined w/Dining
KitchenMain4.37 × 2.16Pass Through, Tile Floor, W/O To Balcony
Family RoomMain4.98 × 2.97Hardwood Floor, Window
BedroomMain4.04 × 4.65Broadloom, Window, Double Closet
Living RoomSecond7.09 × 4.65Laminate, Bay Window, Combined w/Dining
KitchenSecond2.37 × 2.16Laminate, W/O To Balcony, Window
Family RoomSecond4.98 × 2.97Laminate, Window, Pass Through
BedroomSecond4.01 × 2.95Hardwood Floor, Closet, Window
Living RoomThird5.05 × 3.91W/O To Terrace, Hardwood Floor, Combined w/Dining
KitchenThird4.75 × 1.68Laminate, Eat-in Kitchen, Window
BedroomThird4.8 × 3.28Laminate, Window, Closet
Living RoomLower7.04 × 4.7Laminate, Window, Combined w/Dining
KitchenLower3.96 × 2.13Open Concept, Window, Tile Floor
Family RoomLower4.98 × 2.97W/O To Yard, Tile Floor
BedroomLower4.11 × 3.05Broadloom, Window, Closet

Market · Renavu Intelligence

How this home fits the market

Luxury homes are valued one at a time
Ask The Renavu Team for a valuation of this home.

The Renavu Estimate and the figures in this section are produced by Renavu using our own analysis — not statistics from, provided by, or endorsed by TRREB or PropTx. Underlying property data is provided through TRREB/PropTx and is deemed reliable but not guaranteed accurate. Renavu Estimate is our data-driven opinion of value and a market reference — not this home's exact value.

Comparables

Gathering recent comparable sales nearby…

Run the numbers

True cost to close
What you actually need in cash — land transfer tax, closing costs, and your down payment.
Purchase price
$
Down payment · 20.0%
$
Down:or type any amount above
Homes over $1.5M require a minimum 20% down payment.
Legal fees
$
Title insurance
$
Home inspection
$
Ontario land transfer tax$58,975
Toronto municipal LTT$58,975
Legal · title · inspection$2,800
Closing costs$120,750
Down payment$580,000
Total cash to close$700,750
Estimates only, not legal or tax advice. Ontario LTT rates 2025; City of Toronto MLTT applies inside Toronto (incl. Scarborough, North York, Etobicoke, York, East York). Durham and Markham buyers pay no municipal LTT.

Location

Listed by ROYAL LEPAGE TERREQUITY SW REALTY · MLS® C14111438

History

Property & sold history

Listing history
Date StartDate EndPriceStatusListing ID
2026-10-23—$2,900,000For SaleC14111438
🔒

Earlier listings and sold prices for this address are protected under TRREB rules — a free account unlocks them.

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$2,900,000
MLS® C14111438
Thinking about your own place?

We price homes off recent sales on the street, not an online guess — and the read is free.

What's my home worth?
Call The Renavu Team
Shan Perinpanathan
Shan Perinpanathan
Real Estate Broker, ABR, SRS
416.655.4040
Pam Thiyagarajah
Pam Thiyagarajah
Sales Representative
416.436.0546
Ragu Rajaguru
Ragu Rajaguru
Real Estate Broker
416.712.2006

Price and status changes on this home only. No newsletter, and no call unless you ask for one. Unsubscribe from any email. The Renavu Team, Royal LePage Ignite Realty, Brokerage.

One team. No spam. We reach out once — when you ask.

Listing courtesy of ROYAL LEPAGE TERREQUITY SW REALTY. Presented by Royal LePage Ignite Realty, Brokerage. Data provided by TRREB — deemed reliable but not guaranteed; for consumers' personal, non-commercial use. Listing information last updated October 23, 2026.

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$2,900,000
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© 2026 The Renavu Team · Royal LePage Ignite Realty, Brokerage · Privacy · Terms · · We don't sell your data.

The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose.

Listing data is provided by the Toronto Regional Real Estate Board (TRREB) through PropTx and is deemed reliable but is not guaranteed accurate by PropTx. 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 trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. IDX information is for consumers' personal, non-commercial use.

Neighbourhood market

The Cabbagetown-South St. James Town market

How homes are selling here right now — sold data for October 2026.

Buyer's marketAll home types in Cabbagetown-South St. James Town · 28 sales over 3 months
Buyer'sBalancedSeller's

Homes in Cabbagetown-South St. James Town are taking around 45 days to sell, and going for about 97.9% of asking. There is usually room to negotiate.

Median sold · Cabbagetown-South St. James Town
$520,000
▼ 16.1% year over year
Homes sold · October 2026
7
39 days on market avg
Sold vs asking · October 2026
96%
4.0% under asking · 7 sales — room to negotiate
Multiplex median · Toronto
$1,400,000
See the full Toronto market report →

These figures are produced by Renavu — they are not official statistics from, provided by, or endorsed by TRREB or PropTx, and are deemed reliable but not guaranteed accurate. Neighbourhood figures with only a handful of sales are held back so no single sale is identifiable.

Within 1 km

18
Parks
18
Grocery stores
1
Malls & stores
118
Restaurants & cafés

Getting around

  • Castle Frank stationSubway · 0.9 km away
  • Exhibition GO stationGO Transit · 5.1 km away
  • Highway 401 · exit 365Nearest on-ramp · 9.4 km away

Map

Directions → · Places © OpenStreetMap contributors. Straight-line distances.

Similar homes for sale

Comparable homes on the market near Toronto C08 · Cabbagetown-South St. James Town — same kind of property, similar size and price.

161 Winchester Street, Toronto, ON M4X 1B5
$1,749,900
161 Winchester StreetToronto, ON M4X 1B5
Toronto · Cabbagetown-South St. James Town
2 parking2856 sq ft
◷3 months ago
MLS® C13171750SOTHEBY'S INTERNATIONAL REALTY CANADA
194A Carlton Street, Toronto, ON M4X 1M7
$1,649,000
194A Carlton StreetToronto, ON M4X 1M7
Toronto · Cabbagetown-South St. James Town
2 parking2755 sq ft
◷1 month ago
MLS® C13770602RIGHT AT HOME REALTY
194A Carlton Street, Toronto, ON M4X 1M7
$1,649,000
194A Carlton StreetToronto, ON M4X 1M7
Toronto · Cabbagetown-South St. James Town
3 bed5 bath2 parking2500–3000 sq ft
◷1 month ago
MLS® C13773804RIGHT AT HOME REALTY
556 Parliament Street, Toronto, ON M4X 1P6
$1,650,000
556 Parliament StreetToronto, ON M4X 1P6
Toronto · Cabbagetown-South St. James Town
2290 sq ft
◷4 weeks ago
MLS® C13807098HOMELIFE FRONTIER REALTY INC.
460 Wellesley Street E, Toronto, ON M4X 1H9
$1,749,000
460 Wellesley Street EToronto, ON M4X 1H9
Toronto · Cabbagetown-South St. James Town
3 bed2 bath1 parking2000–2500 sq ft
◷1 month ago
MLS® C13786900SOTHEBY'S INTERNATIONAL REALTY CANADA
36 Aberdeen Avenue, Toronto, ON M4X 1A2
$1,585,000
36 Aberdeen AvenueToronto, ON M4X 1A2
Toronto · Cabbagetown-South St. James Town
3 + 1 bed3 bath0 parking2000–2500 sq ft
◷2 days ago
MLS® C14099396SOTHEBY'S INTERNATIONAL REALTY CANADA
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7 sold homes nearby

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The comparables and the analysis shown here are produced by Renavu using our own analysis — not statistics from, provided by, or endorsed by TRREB or PropTx. Underlying property data is provided through TRREB/PropTx and is deemed reliable but not guaranteed accurate.