$1,399,000 - 272 Highfield Road, Leslieville
Detached for Sale in Leslieville
New — Listed 2 days agoNeighbourhood: Greenwood-Coxwell
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- MLS Number
- E14101246
- Property Type
- Detached
- Status
- active
- Days on Site
- 2
- Bedrooms
- 4
- Bathrooms
- 3
- Square Feet
- 1,100 - 1,499 sqft
- Neighbourhood
- Riverdale / Leslieville
- Taxes (2026)
- $5,563
- Listing Brokerage
- SAGE REAL ESTATE LIMITED
Single. Detached. Gorgeous. And Looking for a Long-Term Relationship. Let's be honest: detached is HOT. Especially when it's a beautifully updated Leslieville home with loads of natural light, a welcoming front porch and a backyard that quite frankly is showing off. Recently renovated and in wonderful shape, this home gets the details right. The main floor is bright and inviting, with a cozy fireplace, convenient powder room and a gorgeous chef's kitchen featuring a generous island that overlooks the dining room and backyard - perfect for entertaining without missing the action. Upstairs, the bedrooms are spacious and comfortable, with a primary that gives you plenty of room to retreat and recharge. And then there's the backyard. Private, lush and seriously impressive, this is a true backyard oasis -the kind of yard that makes city living feel like a very good idea. If all that wasn't enough there's a separate entrance to a basement apartment, adding flexibility for guests, family, a home office or rental potential. Detached. Updated. Killer backyard. Basement suite. Located in the coolest area of Leslieville. Swipe right. Your Leslieville love story starts here.
Estimate your monthly payments for this property
Estimated Payment
$6,188.25/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.
272 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
Premium Pricing
At $1272/sqft, this property is priced above the Leslieville 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.
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.
Family-Friendly Layout
4 bedrooms hits the sweet spot for most families. You'll have room for 2-3 children plus a home office or guest room. This is the most sought-after configuration for families relocating to Leslieville. Good resale value as demand remains consistent.
Bathroom Count Matters
With 3 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.
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.

















































