29 Winchester Street Unit 3, Toronto C08

Price: $2,500

1 bedrooms, 1 bathrooms

700 - 1,099 sqft

Property Type: Multi-Family

MLS#: C13425998

Rarely offered top-floor suite in a charming low-rise building nestled in the heart of Cabbagetown, steps from the vibrant shops, restaurants, and cultural life of Parliament Street. This fully transformed one-bedroom apartment features 8-foot ceilings, exposed beam detailing, and rich hardwood floors throughout. The stunning galley kitchen has been completely renovated with brand new stainless steel appliances - including a flat-top four-burner stove, built-in dishwasher, and bottom-freezer refrigerator - complemented by gleaming quartz countertops, a dramatic full-height marble-look backsplash, white cabinetry with matte black hardware, and new laminate flooring. A separate dining nook with a window overlooking lush greenery adds a lovely everyday touch. The spacious living room is bathed in natural light through floor-to-ceiling sliding glass doors that open directly onto a jaw-dropping private terrace measuring approximately 5.47m x 5.92m (18' x 19'). Canopied by a magnificent mature chestnut tree, the terrace features a wood-burning outdoor stone fireplace - a truly extraordinary outdoor living space in the city.Treetop views and glimpses of the downtown skyline complete the picture. The three-piece bathroom has been tastefully renovated with a new vanity, quartz countertop, glass walk-in shower, and new toilet - all finished with matte black accents. The generously sized bedroom includes a double extra-deep closet and the convenience of ensuite laundry. A double coat closet at the entrance rounds out the layout. One dedicated parking space included. Heated with electric baseboard heat. Steps to TTC transit, Parliament Street's thriving restaurant and café scene, and all the culture and convenience of one of Toronto's most beloved neighbourhoods. A truly unique offering for the discerning tenant seeking character, comfort, and exceptional outdoor living.

29 Winchester Street Unit 3 - Multi-Family photo 1 of 24 in Regent Park / Cabbagetown / St. James Town, Ontario
29 Winchester Street Unit 3 - Multi-Family photo 2 of 24 in Regent Park / Cabbagetown / St. James Town, Ontario
29 Winchester Street Unit 3 - Multi-Family photo 3 of 24 in Regent Park / Cabbagetown / St. James Town, Ontario
29 Winchester Street Unit 3 - Multi-Family photo 4 of 24 in Regent Park / Cabbagetown / St. James Town, Ontario
29 Winchester Street Unit 3 - Multi-Family photo 5 of 24 in Regent Park / Cabbagetown / St. James Town, Ontario
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29 Winchester Street Unit 3 - Multi-Family photo 21 of 24 in Regent Park / Cabbagetown / St. James Town, Ontario
29 Winchester Street Unit 3 - Multi-Family photo 22 of 24 in Regent Park / Cabbagetown / St. James Town, Ontario
29 Winchester Street Unit 3 - Multi-Family photo 23 of 24 in Regent Park / Cabbagetown / St. James Town, Ontario
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New Listing
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$2,500/mo - 29 Winchester Street Unit 3, Cabbagetown

Multi-Family for Rent in Cabbagetown

New — Listed 5 days ago
1Beds
1Baths
700 - 1,099Sq Ft
Multi-Family
Property Details
MLS Number
C13425998
Property Type
Multi-Family
Status
active
Days on Site
5
Bedrooms
1
Bathrooms
1
Square Feet
700 - 1,099 sqft
Neighbourhood
Regent Park / Cabbagetown / St. James Town
Listing Brokerage
ROYAL LEPAGE TERREQUITY SW REALTY
Description

Rarely offered top-floor suite in a charming low-rise building nestled in the heart of Cabbagetown, steps from the vibrant shops, restaurants, and cultural life of Parliament Street. This fully transformed one-bedroom apartment features 8-foot ceilings, exposed beam detailing, and rich hardwood floors throughout. The stunning galley kitchen has been completely renovated with brand new stainless steel appliances - including a flat-top four-burner stove, built-in dishwasher, and bottom-freezer refrigerator - complemented by gleaming quartz countertops, a dramatic full-height marble-look backsplash, white cabinetry with matte black hardware, and new laminate flooring. A separate dining nook with a window overlooking lush greenery adds a lovely everyday touch. The spacious living room is bathed in natural light through floor-to-ceiling sliding glass doors that open directly onto a jaw-dropping private terrace measuring approximately 5.47m x 5.92m (18' x 19'). Canopied by a magnificent mature chestnut tree, the terrace features a wood-burning outdoor stone fireplace - a truly extraordinary outdoor living space in the city.Treetop views and glimpses of the downtown skyline complete the picture. The three-piece bathroom has been tastefully renovated with a new vanity, quartz countertop, glass walk-in shower, and new toilet - all finished with matte black accents. The generously sized bedroom includes a double extra-deep closet and the convenience of ensuite laundry. A double coat closet at the entrance rounds out the layout. One dedicated parking space included. Heated with electric baseboard heat. Steps to TTC transit, Parliament Street's thriving restaurant and café scene, and all the culture and convenience of one of Toronto's most beloved neighbourhoods. A truly unique offering for the discerning tenant seeking character, comfort, and exceptional outdoor living.

Neighbourhood Guide: Regent Park / Cabbagetown / St. James Town

Discover Regent Park / Cabbagetown / St. James Town

Regent Park / Cabbagetown / St. James Town is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.

Why Live in Regent Park / Cabbagetown / St. James Town

  • Convenient location in Regent Park / Cabbagetown / St. James Town
  • Access to local shops and dining
  • Good public transit connections
  • Community parks and green spaces
  • Well-maintained neighbourhoods

Nearby Schools

Local Elementary SchoolPublic Elementary
Local Secondary SchoolPublic High School

Transit & Commuting

  • MiWay bus routes throughout the area
  • GO Transit stations within driving distance
  • Easy highway access to 401/403/QEW
  • Walking distance to local amenities

Parks & Amenities

  • Local parks and recreational facilities
  • Community centres
  • Shopping plazas nearby
  • Restaurants and cafes

Lifestyle & Community

Regent Park / Cabbagetown / St. James Town offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.

70
Walk Score
Varies
Price Range

29 Winchester Street Unit 3, Regent Park / Cabbagetown / St. James Town

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Rental Market Analysis

How this lease stacks up against the local rental market

Asking Rent
$2,500/mo
≈ At typical 1-bed market rent
Annual Rent Cost
$30,000
12 × monthly rent

Estimated Monthly Budget

Asking Rent$2,500/mo
Utilities (est.)~$130/mo
Est. Total Monthly Cost~$2,630/mo

Things to Confirm Before Signing

· Are utilities included, or separate?

· How many parking spots are included?

· Is the landlord open to a 1-year or 2-year lease?

· Are pets and small renovations (paint, hooks) allowed?

· When was the last rent increase, if there is a prior tenant?

Utility estimates are approximate and vary by season, habits, and what the landlord includes. Always confirm inclusions with the listing agent.

Joe Battaglia - Top Real Estate Agent in Mississauga, REMAX Realty Specialists

Joe's Thoughts

Honest perspective from 30+ years of GTA real estate experience

Fairly Priced Rental

At $2,500/mo, this is in line with typical 1-bedroom rents in Cabbagetown (~$2,300/mo). The rent itself may be firm, but there's often room to negotiate on lease terms — move-in date, appliance inclusions, or parking.

Just Listed - Act Strategically

This property hit the market within the last week. In Cabbagetown's current market, desirable homes often receive multiple offers within 5-7 days. If you're seriously interested, I recommend booking a showing immediately. However, never let urgency override due diligence - we'll still do proper inspections.

Efficient Living

At 700 sqft, this is a more compact space. The upside: lower utility bills, less maintenance, and easier cleaning. Consider how you'll use the space - built-in storage, multi-functional furniture, and good organization become important. Great for singles, couples, or those who prefer a low-maintenance lifestyle.

Lease Terms to Negotiate

Don't just focus on the monthly rent — the lease terms matter just as much. I always advise my rental clients to clarify: what's included (parking, storage, utilities), the lease length options, the landlord's policy on renewals, and whether small personalizations like painting are permitted. These details can make or break your experience over 12–24 months.

Let's Walk Through It Together

Photos can't tell you about traffic noise, natural light at different times of day, or how well the landlord maintains the property. When we view it together, I'll assess the condition of appliances, HVAC, and finishes — and flag anything that might become a headache. I'll also help you understand the lease terms before you sign anything.

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    29 Winchester Street Unit 3, Rege… — $2,500 | Battaglia Team