Enjoy the charm of one of Toronto's most desirable and highly walkable neighbourhoods! This freshly painted second-floor apartment offers approximately 1,000 square feet of bright comfortable living space, a private rear deck, an outdoor parking space, and access to a shared, well-maintained garden with BBQ. This non-smoking, heritage building has a friendly community atmosphere with long-term tenants.
Located at Parliament & Carlton in historic Cabbagetown, you'll be just steps from grocery stores, cafés, restaurants, gourmet food shops, pharmacies, an LCBO, a Beer Store, bike lanes, and more, which all adds up to a 97/100 Walk Score. Public transit is conveniently located nearby (bus and subway). Recreational biking in the neighbourhood is rated 8.7/10 and there are several parks in the area including Winchester Park, Winchester Square Park, and the Riverdale Farm.
Apartment Features:
• Private entrance with a staircase leading to the second floor apartment.
• Two spacious, carpeted bedrooms with large closets and portable bedroom window air conditioners (available for purchase from the previous tenant).
• Bright front living room featuring hardwood floors and the original decorative fireplace with mantel (de-commissioned for safety).
• Large eat-in kitchen with a charming, exposed brick dining area, access to a private deck, appliances and plenty of cupboards and counter space.
• Large four-piece bathroom with linen closet.
• Electric baseboard heating with individual room controls.
• Free on-site laundry.
• One free outdoor parking space behind the building.
• Storage locker (approximately 5’ x 6’) and room for bicycles in the basement.
Rent, Utilities and Availability:
• Rent is $2,750 per month (first and last required on acceptance).
• One year minimum lease required. Month-to-month thereafter.
• Water is included in the rent. Tenant pays for their own hydro, cable, and internet.
• Available September 15, 2026.
This is a unique opportunity to rent a spacious apartment, full of character in one of Toronto's most sought-after neighbourhoods. If you’re interested, please reply by email or call with a little information about yourself and who will be living in the apartment. Viewing can be arranged – see it – you’ll love it!
* Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out.View Fees and Policies for details.
Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.
Fees and Policies
Details
Lease Options
12 mo
Property Information
8 units/2 stories
About 27 Winchester St Toronto, ON M4X 1A6
Enjoy the charm of one of Toronto's most desirable and highly walkable neighbourhoods! This freshly painted second-floor apartment offers approximately 1,000 square feet of bright comfortable living space, a private rear deck, an outdoor parking space, and access to a shared, well-maintained garden with BBQ. This non-smoking, heritage building has a friendly community atmosphere with long-term tenants.
Located at Parliament & Carlton in historic Cabbagetown, you'll be just steps from grocery stores, cafés, restaurants, gourmet food shops, pharmacies, an LCBO, a Beer Store, bike lanes, and more, which all adds up to a 97/100 Walk Score. Public transit is conveniently located nearby (bus and subway). Recreational biking in the neighbourhood is rated 8.7/10 and there are several parks in the area including Winchester Park, Winchester Square Park, and the Riverdale Farm.
Apartment Features:
• Private entrance with a staircase leading to the second floor apartment.
• Two spacious, carpeted bedrooms with large closets and portable bedroom window air conditioners (available for purchase from the previous tenant).
• Bright front living room featuring hardwood floors and the original decorative fireplace with mantel (de-commissioned for safety).
• Large eat-in kitchen with a charming, exposed brick dining area, access to a private deck, appliances and plenty of cupboards and counter space.
• Large four-piece bathroom with linen closet.
• Electric baseboard heating with individual room controls.
• Free on-site laundry.
• One free outdoor parking space behind the building.
• Storage locker (approximately 5’ x 6’) and room for bicycles in the basement.
Rent, Utilities and Availability:
• Rent is $2,750 per month (first and last required on acceptance).
• One year minimum lease required. Month-to-month thereafter.
• Water is included in the rent. Tenant pays for their own hydro, cable, and internet.
• Available September 15, 2026.
This is a unique opportunity to rent a spacious apartment, full of character in one of Toronto's most sought-after neighbourhoods. If you’re interested, please reply by email or call with a little information about yourself and who will be living in the apartment. Viewing can be arranged – see it – you’ll love it!
27 Winchester St is an apartment located in Toronto, ON. This listing has rentals from $2750
Serving up equal portions of charm and sophistication, Toronto’s tree-filled neighbourhoods give way to quaint shops and restaurants in historic buildings, some of the tallest skyscrapers in Canada, and a dazzling waterfront lined with yacht clubs and sandy beaches.
During the summer, residents enjoy cycling the Waterfront Bike Trail or spending afternoons at Balmy Beach Park. Commuting in the city is a breeze thanks to Toronto’s underground walkway system known as the PATH, which spans more than 30 kilometres and connects shops, restaurants, subway stations, and major attractions.
You’ll have a wide selection of neighbourhoods to choose from when renting in Toronto, from condo-filled Liberty Village to the green spaces of High Park North and the creative energy of West Queen West. From Kensington Market to the Entertainment District and Harbourfront Centre, the city offers endless ways to explore.
27 Winchester St is within 4 minutes or 2.1 kilometers from Ryerson University. It is also near Toronto Metropolitan Universit and Univ. of St. Michael's.
Transportation
Transportation options available in Toronto include Parliament St At Winchester St, located 0.1 kilometer from 27 Winchester St. 27 Winchester St is near Billy Bishop Toronto City, located 6.6 kilometers or 12 minutes away, and Toronto Pearson International, located 37.1 kilometers or 39 minutes away.
What do Walkability, Transit, Drivability, and Bikeability mean?
Walkability measures the walking distance to day-to-day needs.Transit measures access to public transportation.Drivability measures congestion, parking availability, and access to major roads.Bikeability measures the suitability for cycling.
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27 Winchester St has 3 shopping centers within 2.8 kilometers, which is about a 5-minute drive. The kilometers and minutes will be for the farthest away property.
27 Winchester St is 106.1 kilometers and a 103 minute drive from Canadian Forces Base Borden.
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While 27 Winchester St does not provide in‑unit laundry, on‑site laundry facilities are available for shared resident use.
What utilities are included in rent at 27 Winchester St?
Utilities are not included in rent. Residents should plan to set up and pay for all services separately.
Is parking available at 27 Winchester St?
Contact this property for parking details.
Which floor plans are available, and what are the price ranges?
27 Winchester St has two-bedrooms apartments renting for $2,750/mo.
Is 27 Winchester St pet-friendly?
27 Winchester St does not allow pets, though service animals are always welcome in accordance with applicable laws.
How much income do I need to rent at 27 Winchester St?
A good rule of thumb is to spend no more than 30% of your gross income on rent. Based on the lowest available rent of $2,750 for a two-bedrooms, you would need to earn about $110,000 per year to qualify. Want to double-check your budget? Calculate how much rent you can afford with our Rent Affordability Calculator.
Does 27 Winchester St have move-in specials?
27 Winchester St is not currently offering any rent specials. Check back soon, as promotions change frequently.
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