
Welcome to this remarkable 3-Storey fourplex located in the coveted neighborhood of Cabbagetown-South St. James Town. Expertly crafted featuring premium brick construction, this residence presents an exceptional opportunity offered at $3,400,000 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.
The finest 4-plex in Cabbagetown has returned to market for the first time in a generation! This impeccably maintained and professionally updated income property has been meticulously renovated and represents a rare opportunity to acquire a best-in-class asset of this stature in one of Toronto's most storied neighbourhoods. Over 4200+ sq ft of living space, complimented with multiple walk-out exterior spaces including 2x large private decks, a rear walk-out patio at grade, and a stunning oversized south facing rooftop terrace on the upper level overlooking lush rear grounds under a densely treed canopy. The building is home to a high-quality tenant base, and each suite enjoys dedicated climate controls. The building has been curated to appeal to professionals and offers living spaces that are ideal for both entertaining and relaxing in a quiet environment. Fine interior finishes include hardwood floors, updated bathrooms, updated kitchens, high ceilings, and large windows. Each unit has dedicated ensuite laundry. Parking is accessed via a private rear laneway off of Aberdeen Ave, including 4 parking spaces at present (of which 1 is a tandem parking space,) and the possibility exists to expand up to 6 car parking on site). 29 Winchester has been assembled to remain highly desireable and strongly appealing to tenants in any market. This premium location is steps to restos and shopping along Parliament Street, and accessible to multiple TTC options (including the Carlton Street Car) or a short walk to Castle Frank Station TTC Subway. Tenants can enjoy Winchester Park at their doorstep, or stroll to Riverdale farm. Mere minutes to the downtown core and Distillery District / St Lawrence Market. Shows 10+ and must be seen - a perfect addition for any investor seeking a high calibre investment grade property to add to their portfolio.
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This fourplex located at 29 Winchester Street, Toronto is currently for sale and has been available on SousaSells for 20 days. This property is listed at $3,400,000 with an estimated mortgage of $11,317* per month. It has 4 beds, 4 bathrooms, and is 3000-3500 square feet. 29 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.Yes! Featuring 4 bedrooms and 4 bathrooms, this home offers ample space and comfort for growing families in Cabbagetown-South St. James Town, Toronto.
Growing families needing multi-bedroom flexibility and space in Cabbagetown-South St. James Town, Toronto.
None listed
The current listing price for 29 Winchester Street, Toronto, ON in Cabbagetown-South St. James Town, Toronto is $3,400,000.
This property features 4 bedrooms and 4 bathrooms across approximately 3000-3500 sqft.
29 Winchester Street, Toronto, ON is a Fourplex (3-Storey) featuring a Apartment basement.
Key property features include: Library, Park, Place Of Worship, Public Transit, School.
Interior highlights include: None.
Security features include: None.
Yes, this property offers parking space for 4.0 vehicles (None).
Heating is provided via Electric and cooling via Wall Unit(s).
No historical data available for this property.
This could be the first listing for this address.
Data-driven valuation for 29 Winchester Street, Toronto, ON M4X 1A6
Based on 0 recent similar sales in the pocket.
Properties in this area are selling at a steady pace.
Calculate your monthly payment, minimum downpayment, and land transfer taxes for this home in Toronto.
About Purchasing a Home in Toronto, ON
For a property listed at $3,400,000 in Toronto, the legal minimum down payment is $680,000 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 $71,475 for this transaction. Since the property is located in Toronto, a municipal land transfer tax of $71,475 also applies, bringing the total estimated land transfer taxes to $142,950.
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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.