34 Winchester Street, Toronto C08

Price: $2,360,000

5 bedrooms, 5 bathrooms

2,000 - 2,499 sqft

Property Type: Detached

MLS#: C13068740

Spectacular 5 Unit Apartment Building In The Beautiful Cabbagetown. Gorgeous One Bedroom SuitesFeaturing Hardwood Floors & Updated Kitchens And Bathrooms. Large Windows Allow For AnAbundance Of Sunlight Throughout All Suites. Four Identical Units On First And Second FloorsWith Large One Bedroom In Basement. Extremely Well-Maintained Building With Attention To Care. Bring Your Top Investors, They Won't Want To Miss This!!! Extras: New Appliances (2012/2013), New Furnace (2012), New Stack (2012), New Washer/Dryer(2013), Rebuilt Balconies (2012). Roof Flashing Done In 2017. New/Updated Kitchens, New/UpdatedBathrooms.

34 Winchester Street - Detached photo 1 of 18 in Regent Park / Cabbagetown / St. James Town, Ontario
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$2,360,000 - 34 Winchester Street, Cabbagetown

Detached for Sale in Cabbagetown

40 days on market
5Beds
5Baths
2,000 - 2,499Sq Ft
Detached
Property Details
MLS Number
C13068740
Property Type
Detached
Status
active
Days on Site
40
Bedrooms
5
Bathrooms
5
Square Feet
2,000 - 2,499 sqft
Neighbourhood
Regent Park / Cabbagetown / St. James Town
Listing Brokerage
RE/MAX NOBLECORP REAL ESTATE
Description

Spectacular 5 Unit Apartment Building In The Beautiful Cabbagetown. Gorgeous One Bedroom SuitesFeaturing Hardwood Floors & Updated Kitchens And Bathrooms. Large Windows Allow For AnAbundance Of Sunlight Throughout All Suites. Four Identical Units On First And Second FloorsWith Large One Bedroom In Basement. Extremely Well-Maintained Building With Attention To Care. Bring Your Top Investors, They Won't Want To Miss This!!! Extras: New Appliances (2012/2013), New Furnace (2012), New Stack (2012), New Washer/Dryer(2013), Rebuilt Balconies (2012). Roof Flashing Done In 2017. New/Updated Kitchens, New/UpdatedBathrooms.

Mortgage Calculator

Estimate your monthly payments for this property

Estimated Payment

$10,439.08/mo

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5%20%50%

5-yr fixed avg.

Principal: $1,888,000Interest: $1,243,723
Mortgage Amount$1,888,000
Total Interest$1,243,723
Est. Property Tax$1,672/mo
Total Cost$3,131,723

Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.

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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

34 Winchester Street, Regent Park / Cabbagetown / St. James Town

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Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$3,700/mo
Range: $3,145 - $4,255
Cap Rate (ROI)
0.8%
Below Average

Monthly Cash Flow Breakdown

Rental Income+$3,700
Maintenance Fees-$0
Property Tax (est.)-$1,672
Insurance (est.)-$492
Net Cash Flow+$1,536

Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

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

Joe's Thoughts

Honest perspective from 30+ years of GTA real estate experience

Premium Pricing

At $1180/sqft, this property is priced above the Cabbagetown average of $950/sqft. I'd want to see upgraded finishes, premium location, or recent renovations to justify this price point. During our showing, I'll point out exactly what you're paying extra for.

Market Position

At 40 days on site, this property has had reasonable exposure. It hasn't sold immediately (which often indicates overpricing), but isn't languishing either. There's likely room for a 3-5% negotiation from asking price.

Detached Home Advantages

Detached homes in Cabbagetown are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.

Excellent Flexibility

With 5 bedrooms, you have genuine flexibility. Beyond the master and kids' rooms, you can have a dedicated home office, guest room, hobby space, or even rental income potential. In today's work-from-home era, extra bedrooms add significant value. Properties with 5+ bedrooms are relatively rare in Cabbagetown.

Bathroom Count Matters

With 5 bathrooms, morning routines are much smoother. Multiple bathrooms significantly improve daily livability and are a major selling point for resale. Buyers consistently pay more for adequate bathroom counts - this is a strong feature.

Investment Perspective

Looking at this as an investment: Cabbagetown properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $9,833 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.

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    34 Winchester Street, Regent… — $2,360,000 | Battaglia Team