$1,199,000 - 50 Highfield Road, Leslieville
Semi-Detached for Sale in Leslieville
New — Listed 3 days agoNeighbourhood: Greenwood-Coxwell
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- MLS Number
- E13801408
- Property Type
- Semi-Detached
- Status
- active
- Days on Site
- 3
- Bedrooms
- 3
- Bathrooms
- 2
- Square Feet
- 1,100 - 1,499 sqft
- Neighbourhood
- Riverdale / Leslieville
- Listing Brokerage
- Signature Elite Realty Ltd.
The space of a family home with the energy of Leslieville right outside your door. This character-filled home has been thoughtfully improved to make every part of it genuinely usable. Hardwood floors, updated lighting and an easy, comfortable flow set the tone on the main level, including a family room just off the kitchen that's fully insulated with heated floors. It could be an ideal work-from-home space overlooking the backyard. Upstairs, the bedrooms are complemented by custom built-in closets in the primary bedroom and hallway, adding the kind of storage that's always at a premium in a Toronto home. Downstairs is where this property really separates itself. The basement was completely renovated, underpinned and dug down to approximately 8-ft ceilings with permits, then waterproofed. Heated floors, a wet bar and built-in shelving make it feel like a true extension of the home rather than an afterthought. Outside, the fenced backyard combines a thriving garden, interlocking stone and low-maintenance artificial lawn, plus a storage shed, creating an inviting outdoor space without a long list of weekend chores. Important improvements include the roof, A/C, refinished main-floor hardwood, newer dishwasher and washer/dryer, updated front entry door and light fixtures throughout. And then there's Leslieville itself: great schools and parks, TTC close at hand, neighbourhood restaurants and grocery stores, recreation, pickleball and the waterfront all within easy reach. Thoughtfully updated, incredibly functional and designed to make city living easier, this is a home with character, flexibility and the kind of neighbourhood lifestyle that keeps people in Leslieville for the long haul.
Estimate your monthly payments for this property
Estimated Payment
$5,303.58/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 Greenwood-Coxwell
Greenwood-Coxwell 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 Greenwood-Coxwell
- •Convenient location in Riverdale / Leslieville
- •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
Greenwood-Coxwell 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.
50 Highfield Road, Riverdale / Leslieville
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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
Fair Market Value
At $1090/sqft, this property is priced in line with current Leslieville market conditions. The pricing suggests the seller has done their homework. We may have modest room for negotiation, typically 2-4% in today's market.
Just Listed - Act Strategically
This property hit the market within the last week. In Leslieville'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.
Detached Home Advantages
Detached homes in Leslieville 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.
Starter Home Potential
3 bedrooms works well for couples planning families or small families with one child. Consider whether you might outgrow the space in 5-7 years. If so, factor in potential moving costs when making your decision. Alternatively, some buyers convert a bedroom to an office and make it work long-term.
About Greenwood-Coxwell
I know Greenwood-Coxwell well from working with many buyers and sellers here. Each pocket has its own character - let me share what I've learned about this specific street and block. During our showing, I'll point out local amenities, school catchments, and what similar homes have sold for recently.
Investment Perspective
Looking at this as an investment: Leslieville properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $4,996 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.

















































