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Semi-Detached for Sale in Downtown Toronto
50 days on market- MLS Number
- C13057358
- Property Type
- Semi-Detached
- Status
- active
- Days on Site
- 50
- Bedrooms
- 10
- Bathrooms
- 5
- Square Feet
- 3,000 - 3,499 sqft
- Neighbourhood
- Downtown Toronto / Waterfront
- Listing Brokerage
- HOMELIFE REGIONAL REALTY LTD.
Fantastic income opportunity for investors, contractors or renovators seeking a revenue generating property. Located on a massive 30 x 133 ft lot, offering over 3,000 sq. ft. of living space. Features include an expansive driveway with parking for 4 cars, plus a single car garage and shed. A laneway runs beside and behind the property, providing additional development potential. The property features high ceilings throughout and shared laundry in the basement. Each unit has a kitchen and 4 piece bathroom. Main floor boasts high ceilings, stained glass, and walkout to back deck, Vintage crown molding, and original hardwood. Large living room with fireplace, large master bedroom, 2 additional bedrooms, and spacious eat-in kitchen. second floor features a walkout to balcony from living room. third floor features amazing views of the Toronto skyline, walkout from the family room to the third floor balcony. Basement features a cellar and walkout to the backyard. Located in a highly desirable, family-friendly neighbourhood in the heart of Little Italy, steps to the TTC, schools, restaurants, and shops.
Estimate your monthly payments for this property
Estimated Payment
$8,399.92/mo
5-yr fixed avg.
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.
Discover Downtown Toronto / Waterfront
Downtown Toronto / Waterfront 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 Downtown Toronto / Waterfront
- •Convenient location in Downtown Toronto / Waterfront
- •Access to local shops and dining
- •Good public transit connections
- •Community parks and green spaces
- •Well-maintained neighbourhoods
Nearby Schools
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
Downtown Toronto / Waterfront 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.
237 Roxton Road, Downtown Toronto / Waterfront
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Rental income estimator & ROI calculator
Monthly Cash Flow Breakdown
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's Thoughts
Honest perspective from 30+ years of GTA real estate experience
Competitive Pricing
At $633/sqft, this is priced below the area average. This could represent genuine value, but let's investigate why. In my experience, underpriced homes often have deferred maintenance, unfavourable layouts, or motivated sellers. I'll help you determine which it is.
Negotiation Opportunity
At 50 days on site, this property has exceeded the typical selling timeline for Downtown Toronto. This creates leverage for buyers. The seller may be motivated by carrying costs, life circumstances, or previous deals falling through. I'd recommend a strategic offer below asking with terms that favour you.
Detached Home Advantages
Detached homes in Downtown Toronto 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.
Larger Home Realities
At 3,000 sqft, this is a substantial home. Budget approximately $400-600/month more for utilities compared to an average-sized home. Maintenance costs scale with size too - roof, HVAC, and cleaning all cost more. That said, space is a luxury that's hard to add later, and larger homes often have better resale in family-oriented neighbourhoods.
Excellent Flexibility
With 10 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 Downtown Toronto.
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.